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Photos coming soon. Experience timeless elegance and exceptional living in the heart of Winter Park! Nestled along a charming, quiet brick-lined street just moments from iconic Park Avenue, this beautifully designed custom residence offers the perfect combination of sophistication, comfort, and Florida indoor-outdoor living. Featuring 4 bedrooms, 3 full bathrooms, 2 half bathrooms, and 3,478 square feet of living space, this impressive home welcomes you with soaring 10-foot ceilings, rich Brazilian cherry hardwood floors, elegant architectural details, and an abundance of natural light. At the heart of the home, the gourmet kitchen is designed for both everyday living and effortless entertaining, featuring a spacious center island, natural wood cabinetry, premium cooking appliances, built-in refrigerator, and wine refrigerator. The kitchen flows seamlessly into the inviting family room, complete with a beautiful gas fireplace. The luxurious first-floor primary suite offers a peaceful retreat with generous walk-in closets, a spa-inspired bathroom, and French doors opening to the private screened pool and patio. Upstairs, additional bedrooms and a spacious bonus room provide flexibility for a home office, fitness studio, media room, or guest accommodations. Step outside to your own private oasis, where a sparkling pool, relaxing spa, mature landscaping, and inviting outdoor living spaces create an ideal setting for entertaining or unwinding year-round. Additional highlights include formal living and dining spaces, an attached two-car garage, abundant storage, and a desirable location with no HOA. Enjoy the best of the Winter Park lifestyle, with convenient access to Park Avenue's celebrated restaurants, boutique shopping, cafés, cultural attractions, parks, and nearby lakes. An exceptional opportunity to own a distinctive residence in one of Central Florida's most desirable communities. Schedule your private showing and discover everything this Winter Park home has!

4 Beds ⋅ 4 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

Photos coming soon. Experience timeless elegance and exceptional living in the heart of Winter Park! Nestled along a charming, quiet brick-lined street just moments from iconic Park Avenue, this beautifully designed custom residence offers the perfect combination of sophistication, comfort, and Florida indoor-outdoor living. Featuring 4 bedrooms, 3 full bathrooms, 2 half bathrooms, and 3,478 square feet of living space, this impressive home welcomes you with soaring 10-foot ceilings, rich Brazilian cherry hardwood floors, elegant architectural details, and an abundance of natural light. At the heart of the home, the gourmet kitchen is designed for both everyday living and effortless entertaining, featuring a spacious center island, natural wood cabinetry, premium cooking appliances, built-in refrigerator, and wine refrigerator. The kitchen flows seamlessly into the inviting family room, complete with a beautiful gas fireplace. The luxurious first-floor primary suite offers a peaceful retreat with generous walk-in closets, a spa-inspired bathroom, and French doors opening to the private screened pool and patio. Upstairs, additional bedrooms and a spacious bonus room provide flexibility for a home office, fitness studio, media room, or guest accommodations. Step outside to your own private oasis, where a sparkling pool, relaxing spa, mature landscaping, and inviting outdoor living spaces create an ideal setting for entertaining or unwinding year-round. Additional highlights include formal living and dining spaces, an attached two-car garage, abundant storage, and a desirable location with no HOA. Enjoy the best of the Winter Park lifestyle, with convenient access to Park Avenue's celebrated restaurants, boutique shopping, cafés, cultural attractions, parks, and nearby lakes. An exceptional opportunity to own a distinctive residence in one of Central Florida's most desirable communities. Schedule your private showing and discover everything this Winter Park home has!

1350 Lyndale Boulevard, Winter Park

$5,950,000

Under Construction. Exceptional waterfront living meets European-inspired design in this new Vimaro Homes residence on Lake Sylvan. Positioned on an oversized Winter Park lot with 130 feet of water frontage, the home pairs timeless architecture, richly detailed interiors, and expansive outdoor living. Led by a husband-and-wife team originally from Europe, Vimaro Homes brings together her expertise in interior design and his in construction. Their hands-on approach brings a personal commitment to every selection and detail, prioritizing lasting quality, thoughtful design, and craftsmanship over the cost-driven formulas common in investment-built spec homes. A striking façade and tile roof establish an elegant arrival, complemented by a dual-entry driveway featuring a diamond-patterned composition of turf and concrete. An underground three-car garage preserves the architectural approach, while an elevator connects all three levels. Inside, a marble mosaic entry introduces intricate trim work and classic reeded crown molding, establishing the home’s enduring character. The spacious living room features a marble-wrapped fireplace, custom built-ins with LED up-lighting, and expansive sliding doors framing views of the pool and lake. The kitchen pairs marble countertops and custom inset cabinetry with Perrin & Rowe fixtures and Thermador appliances, including a paneled refrigerator. A substantial scullery with a prep kitchen and pantry supports entertaining, while the nearby dining room overlooks the water. The downstairs primary suite offers a private retreat with its own fireplace and an expansive, custom-fitted walk-in closet with a center island. The primary bath features Casablanca marble tile, dual vanities, Perrin & Rowe fixtures, and a spacious walk-in shower. Upstairs, four additional bedrooms each offer an ensuite bath and walk-in closet, alongside a bonus room, laundry room, and terrace. Throughout the home, natural stone, finely crafted cabinetry, and classic architectural details reflect the team’s European influences. Outdoors, a generous lanai with retractable screens and a full summer kitchen extends the living spaces toward Lake Sylvan. A three-tiered deck brings together a pool, spa, and sweeping water views, while expansive green space and a dock complete the waterfront setting. Set on a brick street moments from Park Avenue’s restaurants, boutiques, and cafés, this residence combines Winter Park’s distinctive character with an exceptional lakefront setting. Shaped by the personal vision and craftsmanship of Vimaro Homes, it offers a refined expression of waterfront living.

5 Beds ⋅ 6 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Under Construction. Exceptional waterfront living meets European-inspired design in this new Vimaro Homes residence on Lake Sylvan. Positioned on an oversized Winter Park lot with 130 feet of water frontage, the home pairs timeless architecture, richly detailed interiors, and expansive outdoor living. Led by a husband-and-wife team originally from Europe, Vimaro Homes brings together her expertise in interior design and his in construction. Their hands-on approach brings a personal commitment to every selection and detail, prioritizing lasting quality, thoughtful design, and craftsmanship over the cost-driven formulas common in investment-built spec homes. A striking façade and tile roof establish an elegant arrival, complemented by a dual-entry driveway featuring a diamond-patterned composition of turf and concrete. An underground three-car garage preserves the architectural approach, while an elevator connects all three levels. Inside, a marble mosaic entry introduces intricate trim work and classic reeded crown molding, establishing the home’s enduring character. The spacious living room features a marble-wrapped fireplace, custom built-ins with LED up-lighting, and expansive sliding doors framing views of the pool and lake. The kitchen pairs marble countertops and custom inset cabinetry with Perrin & Rowe fixtures and Thermador appliances, including a paneled refrigerator. A substantial scullery with a prep kitchen and pantry supports entertaining, while the nearby dining room overlooks the water. The downstairs primary suite offers a private retreat with its own fireplace and an expansive, custom-fitted walk-in closet with a center island. The primary bath features Casablanca marble tile, dual vanities, Perrin & Rowe fixtures, and a spacious walk-in shower. Upstairs, four additional bedrooms each offer an ensuite bath and walk-in closet, alongside a bonus room, laundry room, and terrace. Throughout the home, natural stone, finely crafted cabinetry, and classic architectural details reflect the team’s European influences. Outdoors, a generous lanai with retractable screens and a full summer kitchen extends the living spaces toward Lake Sylvan. A three-tiered deck brings together a pool, spa, and sweeping water views, while expansive green space and a dock complete the waterfront setting. Set on a brick street moments from Park Avenue’s restaurants, boutiques, and cafés, this residence combines Winter Park’s distinctive character with an exceptional lakefront setting. Shaped by the personal vision and craftsmanship of Vimaro Homes, it offers a refined expression of waterfront living.

1441 Grove Terrace, Winter Park

$1,425,000

Under Construction. Nestled on a quiet street on an oversized homesite in Winter Park, this stunning new construction home by David Weekley Homes blends timeless design with modern comfort. Featuring 4 spacious bedrooms and 4.5 beautifully appointed baths, the home offers an ideal layout for both everyday living and entertaining. A private study provides a perfect work-from-home retreat, while the dedicated media room invites movie nights and game-day gatherings. Upstairs, a versatile loft adds flexible living space for a playroom, lounge, or fitness area. Thoughtfully designed with high-quality finishes and abundant natural light, this home delivers exceptional craftsmanship in one of Central Florida’s most desirable neighborhoods—just minutes from top schools, parks, dining, and shopping.

4 Beds ⋅ 5 Baths ⋅ Kenilworth Estates SubDv. ⋅ 32792 Zip Code

Under Construction. Nestled on a quiet street on an oversized homesite in Winter Park, this stunning new construction home by David Weekley Homes blends timeless design with modern comfort. Featuring 4 spacious bedrooms and 4.5 beautifully appointed baths, the home offers an ideal layout for both everyday living and entertaining. A private study provides a perfect work-from-home retreat, while the dedicated media room invites movie nights and game-day gatherings. Upstairs, a versatile loft adds flexible living space for a playroom, lounge, or fitness area. Thoughtfully designed with high-quality finishes and abundant natural light, this home delivers exceptional craftsmanship in one of Central Florida’s most desirable neighborhoods—just minutes from top schools, parks, dining, and shopping.

2237 Woodcrest Drive, Winter Park

$1,379,900

Under Construction. NEW CONSTRUCTION! New photos coming soon! Photos of a similar model. Welcome to Winter Park Grove — Winter Park’s newest community by one of the area's finest builders. This stunning new farmhouse-inspired home is designed to impress with its architectural flair, meticulous craftsmanship, and luxurious finishes. Perfectly located near the shopping, dining, and entertainment Winter Park is famous for, this home combines convenience, style, and comfort. Step onto the inviting front porch and through the elegant 2 story entryway to discover a spacious, open floor plan filled with natural light. Just off the foyer, you’ll find a flexible fourth bedroom or private study with a full bath—ideal for a home office or serene guest suite. The heart of the home is the gourmet kitchen, featuring quartz countertops, an oversized island, custom cabinetry, and a premium Bosch appliance package including a 36" gas cooktop. The kitchen flows into the living and dining areas—perfect for entertaining or family gatherings. Enjoy Florida living at its finest on the covered lanai, overlooking your sparkling pool & lushly landscaped backyard—your own private retreat. The first-floor primary suite offers a spa-inspired bath with dual sink vanity, a freestanding soaking tub, and a spacious walk-in closet with custom shelving. Upstairs, a large bonus room with a closet offers versatility as a second living, game room and it can even be enclosed to create an additional bedroom. Two spacious bedrooms feature walk-in closets and share a beautifully appointed bath with dual sinks. An upstairs laundry room with a sink and plenty of natural light adds everyday convenience. Photos are of a similar model, finishes may vary. Located near top-rated schools, local parks, and all that Winter Park has to offer — this home truly has it all. Schedule your private showing today before this exceptional new build is gone!

4 Beds ⋅ 4 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

Under Construction. NEW CONSTRUCTION! New photos coming soon! Photos of a similar model. Welcome to Winter Park Grove — Winter Park’s newest community by one of the area's finest builders. This stunning new farmhouse-inspired home is designed to impress with its architectural flair, meticulous craftsmanship, and luxurious finishes. Perfectly located near the shopping, dining, and entertainment Winter Park is famous for, this home combines convenience, style, and comfort. Step onto the inviting front porch and through the elegant 2 story entryway to discover a spacious, open floor plan filled with natural light. Just off the foyer, you’ll find a flexible fourth bedroom or private study with a full bath—ideal for a home office or serene guest suite. The heart of the home is the gourmet kitchen, featuring quartz countertops, an oversized island, custom cabinetry, and a premium Bosch appliance package including a 36" gas cooktop. The kitchen flows into the living and dining areas—perfect for entertaining or family gatherings. Enjoy Florida living at its finest on the covered lanai, overlooking your sparkling pool & lushly landscaped backyard—your own private retreat. The first-floor primary suite offers a spa-inspired bath with dual sink vanity, a freestanding soaking tub, and a spacious walk-in closet with custom shelving. Upstairs, a large bonus room with a closet offers versatility as a second living, game room and it can even be enclosed to create an additional bedroom. Two spacious bedrooms feature walk-in closets and share a beautifully appointed bath with dual sinks. An upstairs laundry room with a sink and plenty of natural light adds everyday convenience. Photos are of a similar model, finishes may vary. Located near top-rated schools, local parks, and all that Winter Park has to offer — this home truly has it all. Schedule your private showing today before this exceptional new build is gone!

1534 Miller Avenue, Winter Park

$2,449,000

Under Construction. In the heart of Winter Park’s coveted Tree Streets, this stunning residence brings together impeccable finishes, a striking architectural presence, and a location that puts so much of daily life within easy reach. Opportunities to find new construction in this established neighborhood are becoming harder to come by, making this home an especially exciting offering. The front façade makes a memorable first impression, with beautiful curb appeal that carries naturally into the interiors. In the spacious living room, a stone-wrapped fireplace anchors the space, complemented by a built-in entertainment center and display shelving with soft LED underlighting. The kitchen is a standout. Calacatta quartz countertops and an intricate mosaic backsplash set an elegant tone, while a full suite of Thermador appliances, including a paneled refrigerator, brings substance to the beautiful design. A spacious pantry keeps everything tucked away, and a wine bar with a dedicated wine refrigerator makes hosting feel effortless. The primary suite offers a lovely sense of retreat. This spacious bedroom is complemented by a beautifully finished bath with marble mosaic tile, a freestanding tub, and a generous walk-in shower with a rain showerhead. An oversized closet adds the kind of everyday luxury that is just as valuable as the finishes themselves. A rare first-floor guest bedroom gives visitors a comfortable place of their own or offers a space for a dedicated office. Upstairs, three additional bedrooms, each with a walk-in closet, surround a loft that offers room for a second living area, movie nights, or a quiet place to unwind. The outdoor living is equally impressive, with a spacious covered lanai and full summer kitchen overlooking the pool and spa, a beautiful setting for dinners or a quiet afternoon at home. Surrounding green space gives the backyard a sense of openness and room to enjoy the Florida sunshine. With Phelps Park and the YMCA moments away, and Park Avenue’s restaurants and boutiques just a golf cart ride from home, the location is every bit as appealing as the residence itself. Beautifully finished and thoughtfully arranged, this is a chance to enjoy the ease of a brand-new home in a neighborhood whose charm has long been established.

5 Beds ⋅ 5 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Under Construction. In the heart of Winter Park’s coveted Tree Streets, this stunning residence brings together impeccable finishes, a striking architectural presence, and a location that puts so much of daily life within easy reach. Opportunities to find new construction in this established neighborhood are becoming harder to come by, making this home an especially exciting offering. The front façade makes a memorable first impression, with beautiful curb appeal that carries naturally into the interiors. In the spacious living room, a stone-wrapped fireplace anchors the space, complemented by a built-in entertainment center and display shelving with soft LED underlighting. The kitchen is a standout. Calacatta quartz countertops and an intricate mosaic backsplash set an elegant tone, while a full suite of Thermador appliances, including a paneled refrigerator, brings substance to the beautiful design. A spacious pantry keeps everything tucked away, and a wine bar with a dedicated wine refrigerator makes hosting feel effortless. The primary suite offers a lovely sense of retreat. This spacious bedroom is complemented by a beautifully finished bath with marble mosaic tile, a freestanding tub, and a generous walk-in shower with a rain showerhead. An oversized closet adds the kind of everyday luxury that is just as valuable as the finishes themselves. A rare first-floor guest bedroom gives visitors a comfortable place of their own or offers a space for a dedicated office. Upstairs, three additional bedrooms, each with a walk-in closet, surround a loft that offers room for a second living area, movie nights, or a quiet place to unwind. The outdoor living is equally impressive, with a spacious covered lanai and full summer kitchen overlooking the pool and spa, a beautiful setting for dinners or a quiet afternoon at home. Surrounding green space gives the backyard a sense of openness and room to enjoy the Florida sunshine. With Phelps Park and the YMCA moments away, and Park Avenue’s restaurants and boutiques just a golf cart ride from home, the location is every bit as appealing as the residence itself. Beautifully finished and thoughtfully arranged, this is a chance to enjoy the ease of a brand-new home in a neighborhood whose charm has long been established.

1441 Palm Avenue, Winter Park

$1,175,000

English cottage–inspired architecture, enchanting gardens and a setting directly across from Lake Sylvan introduce this exquisitely renovated Winter Park residence. Set among distinguished residences and substantial lakefront estates, the home occupies a corner lot along a charming brick street and offers three bedrooms, three full bathrooms and approximately 2,096 square feet of living space. Extensive improvements in recent years bring together exceptional finishes, thoughtful craftsmanship and substantial updates behind the walls. With interior design by New York City–based Paulette Pascarella, traditional architectural details find fresh expression through sophisticated materials and beautifully considered modern appointments. Expansive windows welcome natural light, while polished marble flooring in warm ivory tones extends throughout much of both levels. The kitchen features solid wood cabinetry, quartz countertops and a full-height backsplash, complemented by a Bertazzoni refrigerator, Bosch 800 Series gas range and Miele dishwasher. A separate study and sitting room has wood flooring and custom built-ins. With a full bathroom immediately adjacent, this versatile space presents potential for conversion into a fourth bedroom with an en-suite bath. Carefully selected details include Visual Comfort and Currey lighting, Buster + Punch and Baldwin hardware, and custom window treatments incorporating designer textiles and motorized shades from The Shade Store. Nine Marvin Ultimate windows with wood interiors, a VELUX skylight and a mahogany Craftsman front door further distinguish the renovation. A custom stair railing by Boris Petkoff Iron Works and millwork by Dunning Custom Carpentry add distinctive craftsmanship. All three bedrooms are upstairs, where the primary suite features soaring ceilings, treetop outlooks and an extensively fitted California Closets walk-in dressing room with custom cabinetry and soft-close dovetail drawers. Its beautifully appointed bathroom features Perrin + Rowe Georgian Era vanity and shower fixtures, reflecting the caliber of fittings selected throughout the home. Two additional bedrooms, one with an en-suite bathroom, provide flexibility for guests or a home office. Upstairs views of Lake Sylvan connect the interiors to their picturesque surroundings. Substantial improvements include whole-house repiping, electrical upgrades, a Rinnai tankless water heater and a whole-house water treatment system. The roof was replaced in August 2023. Outside, cottage gardens frame a welcoming entrance, while an intimate brick patio nestled within the garden and a quiet garden corner offer peaceful places for morning coffee or an afternoon outdoors. A private parking pad adds convenience. Beyond the garden, oak-shaded brick streets invite leisurely walks past beautiful homes and scenic views of Lakes Sylvan and Osceola. A small lakeside green space lies just down Harris Circle, with Crosby Wellness Center, AdventHealth and Park Avenue’s dining, boutiques and cultural attractions conveniently nearby. An inviting choice for a primary residence or Winter Park retreat.

3 Beds ⋅ 3 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

English cottage–inspired architecture, enchanting gardens and a setting directly across from Lake Sylvan introduce this exquisitely renovated Winter Park residence. Set among distinguished residences and substantial lakefront estates, the home occupies a corner lot along a charming brick street and offers three bedrooms, three full bathrooms and approximately 2,096 square feet of living space. Extensive improvements in recent years bring together exceptional finishes, thoughtful craftsmanship and substantial updates behind the walls. With interior design by New York City–based Paulette Pascarella, traditional architectural details find fresh expression through sophisticated materials and beautifully considered modern appointments. Expansive windows welcome natural light, while polished marble flooring in warm ivory tones extends throughout much of both levels. The kitchen features solid wood cabinetry, quartz countertops and a full-height backsplash, complemented by a Bertazzoni refrigerator, Bosch 800 Series gas range and Miele dishwasher. A separate study and sitting room has wood flooring and custom built-ins. With a full bathroom immediately adjacent, this versatile space presents potential for conversion into a fourth bedroom with an en-suite bath. Carefully selected details include Visual Comfort and Currey lighting, Buster + Punch and Baldwin hardware, and custom window treatments incorporating designer textiles and motorized shades from The Shade Store. Nine Marvin Ultimate windows with wood interiors, a VELUX skylight and a mahogany Craftsman front door further distinguish the renovation. A custom stair railing by Boris Petkoff Iron Works and millwork by Dunning Custom Carpentry add distinctive craftsmanship. All three bedrooms are upstairs, where the primary suite features soaring ceilings, treetop outlooks and an extensively fitted California Closets walk-in dressing room with custom cabinetry and soft-close dovetail drawers. Its beautifully appointed bathroom features Perrin + Rowe Georgian Era vanity and shower fixtures, reflecting the caliber of fittings selected throughout the home. Two additional bedrooms, one with an en-suite bathroom, provide flexibility for guests or a home office. Upstairs views of Lake Sylvan connect the interiors to their picturesque surroundings. Substantial improvements include whole-house repiping, electrical upgrades, a Rinnai tankless water heater and a whole-house water treatment system. The roof was replaced in August 2023. Outside, cottage gardens frame a welcoming entrance, while an intimate brick patio nestled within the garden and a quiet garden corner offer peaceful places for morning coffee or an afternoon outdoors. A private parking pad adds convenience. Beyond the garden, oak-shaded brick streets invite leisurely walks past beautiful homes and scenic views of Lakes Sylvan and Osceola. A small lakeside green space lies just down Harris Circle, with Crosby Wellness Center, AdventHealth and Park Avenue’s dining, boutiques and cultural attractions conveniently nearby. An inviting choice for a primary residence or Winter Park retreat.

1500 Harris Circle, Winter Park

$440,000

Welcome to 1552 Little Wren Lane, a beautifully maintained 3-bedroom, 2.5-bath townhome in the Enclave at Hawks Crest, one of Winter Park's most desirable newer communities. A paver driveway and 2-car garage set the tone before you step inside to a bright, open main floor where tile flows through the living and dining areas into a kitchen made for gathering. Crisp white shaker cabinetry, granite countertops, stainless steel appliances, and a generous island with room to sit and stay awhile. Sliding doors lead to a covered patio overlooking peaceful green space, perfect for morning coffee or winding down at the end of the day. Upstairs, a versatile loft gives you a home office, media room, or play space. The spacious primary suite features a tray ceiling, dual walk-in closets, and a spa-like bath with double granite vanities and a glass-enclosed shower. Two more bedrooms, a full hall bath, and a dedicated laundry room with washer and dryer included round out the second floor, with a powder room downstairs for guests. Residents enjoy a community pool, scenic ponds, and a low-maintenance lifestyle minutes from Park Avenue and Rollins College. Move-in ready — schedule your showing today!

3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code

Welcome to 1552 Little Wren Lane, a beautifully maintained 3-bedroom, 2.5-bath townhome in the Enclave at Hawks Crest, one of Winter Park's most desirable newer communities. A paver driveway and 2-car garage set the tone before you step inside to a bright, open main floor where tile flows through the living and dining areas into a kitchen made for gathering. Crisp white shaker cabinetry, granite countertops, stainless steel appliances, and a generous island with room to sit and stay awhile. Sliding doors lead to a covered patio overlooking peaceful green space, perfect for morning coffee or winding down at the end of the day. Upstairs, a versatile loft gives you a home office, media room, or play space. The spacious primary suite features a tray ceiling, dual walk-in closets, and a spa-like bath with double granite vanities and a glass-enclosed shower. Two more bedrooms, a full hall bath, and a dedicated laundry room with washer and dryer included round out the second floor, with a powder room downstairs for guests. Residents enjoy a community pool, scenic ponds, and a low-maintenance lifestyle minutes from Park Avenue and Rollins College. Move-in ready — schedule your showing today!

1552 Little Wren Lane, Winter Park

$1,650,000

Virtually Staged. Striking architecture and standout curb appeal define this corner-lot home in Winter Park’s coveted “Tree Streets,” just minutes from iconic Park Avenue. Built by LunDev in 2018 and beautifully maintained, this home feels brand new, with freshly painted interiors and exterior, abundant natural light, and gorgeous engineered hardwood floors. A covered front porch with a tongue-and-groove ceiling welcomes you inside, where decorative cased openings and detailed millwork give the open floor plan its character. The kitchen features white cabinetry and stainless steel Thermador appliances, including a natural gas cooktop, built-in oven, refrigerator, two dishwashers, and two wine refrigerators. A farmhouse sink overlooks the front yard, while an oversized island offers storage on both sides beneath a pair of lantern pendants. The spacious dining area connects the kitchen and living room, with a statement chandelier defining the space. A gas fireplace and recessed wall niche distinguish the living room, where French doors overlook the courtyard. A stylish powder bath and built-in mudroom bench complete the first floor. Upstairs, the primary suite features a decorative accent wall and walk-in closet. Barn doors open to the en-suite bathroom with double sinks, a shiplap accent wall, and a large shower. Two generously sized secondary bedrooms each have a walk-in closet and share a Jack-and-Jill bathroom with private vanities. The laundry room offers counter space and extensive cabinetry. Custom window shades, crown molding, and tall baseboards round out the interior highlights. Outside, a saltwater pool with a waterfall feature sits alongside a covered patio and outdoor kitchen with a built-in grill. An outdoor shower is another welcome addition. Across the breezeway, the oversized two-car garage has a studio apartment above with a full bathroom and courtyard views. This separate space offers flexibility for guests or a home office. Upgraded powder-coated aluminum gates and tropical landscaping complete this exceptionally well-kept Winter Park home. Come see all this property has to offer.

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace 2nd Add SubDv. ⋅ 32789 Zip Code

Virtually Staged. Striking architecture and standout curb appeal define this corner-lot home in Winter Park’s coveted “Tree Streets,” just minutes from iconic Park Avenue. Built by LunDev in 2018 and beautifully maintained, this home feels brand new, with freshly painted interiors and exterior, abundant natural light, and gorgeous engineered hardwood floors. A covered front porch with a tongue-and-groove ceiling welcomes you inside, where decorative cased openings and detailed millwork give the open floor plan its character. The kitchen features white cabinetry and stainless steel Thermador appliances, including a natural gas cooktop, built-in oven, refrigerator, two dishwashers, and two wine refrigerators. A farmhouse sink overlooks the front yard, while an oversized island offers storage on both sides beneath a pair of lantern pendants. The spacious dining area connects the kitchen and living room, with a statement chandelier defining the space. A gas fireplace and recessed wall niche distinguish the living room, where French doors overlook the courtyard. A stylish powder bath and built-in mudroom bench complete the first floor. Upstairs, the primary suite features a decorative accent wall and walk-in closet. Barn doors open to the en-suite bathroom with double sinks, a shiplap accent wall, and a large shower. Two generously sized secondary bedrooms each have a walk-in closet and share a Jack-and-Jill bathroom with private vanities. The laundry room offers counter space and extensive cabinetry. Custom window shades, crown molding, and tall baseboards round out the interior highlights. Outside, a saltwater pool with a waterfall feature sits alongside a covered patio and outdoor kitchen with a built-in grill. An outdoor shower is another welcome addition. Across the breezeway, the oversized two-car garage has a studio apartment above with a full bathroom and courtyard views. This separate space offers flexibility for guests or a home office. Upgraded powder-coated aluminum gates and tropical landscaping complete this exceptionally well-kept Winter Park home. Come see all this property has to offer.

1900 Sunset Drive, Winter Park

3027 Aaron Bur Avenue Unit L1, Winter Park

$169,999

STUNNING FULLY REMODELED TWO-STORY CORNER-UNIT CONDO IN THE HEART OF WINTER PARK! GREAT OPPORTUNITY FOR HOMEOWNERS AND INVESTORS! Welcome to this beautifully renovated 2-bedroom, 2.5-bathroom, two-story corner-unit condo featuring modern finishes, gorgeous flooring, a stylish kitchen with stainless steel appliances, a BRAND-NEW A/C UNIT, and beautiful upgrades throughout! The first floor offers a spacious living area, a convenient half bathroom, and an indoor laundry closet with washer and dryer. Upstairs, you'll find two comfortable bedrooms, each with its own full bathroom, offering privacy and functionality. Enjoy the community swimming pool, ample parking, and a desirable location tucked toward the back of the community, away from the main commercial activity. LOCATION, LOCATION, LOCATION! Enjoy the convenience of nearby shopping, restaurants, cafés, and everyday essentials within walking distance! Located just minutes from Winter Park's famous Park Avenue, Rollins College, Winter Park Village, Full Sail University, beautiful parks, and Downtown Orlando, with easy access to major roadways. INVESTORS TAKE NOTICE! This move-in-ready, fully remodeled condo offers an attractive investment opportunity in a convenient Winter Park location, close to universities, employment centers, shopping, dining, and entertainment. Whether you're looking for a primary residence or an investment property, this condo offers modern upgrades, comfort, and convenience! Some photos have been virtually staged to illustrate the property's potential.

2 Beds ⋅ 3 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

STUNNING FULLY REMODELED TWO-STORY CORNER-UNIT CONDO IN THE HEART OF WINTER PARK! GREAT OPPORTUNITY FOR HOMEOWNERS AND INVESTORS! Welcome to this beautifully renovated 2-bedroom, 2.5-bathroom, two-story corner-unit condo featuring modern finishes, gorgeous flooring, a stylish kitchen with stainless steel appliances, a BRAND-NEW A/C UNIT, and beautiful upgrades throughout! The first floor offers a spacious living area, a convenient half bathroom, and an indoor laundry closet with washer and dryer. Upstairs, you'll find two comfortable bedrooms, each with its own full bathroom, offering privacy and functionality. Enjoy the community swimming pool, ample parking, and a desirable location tucked toward the back of the community, away from the main commercial activity. LOCATION, LOCATION, LOCATION! Enjoy the convenience of nearby shopping, restaurants, cafés, and everyday essentials within walking distance! Located just minutes from Winter Park's famous Park Avenue, Rollins College, Winter Park Village, Full Sail University, beautiful parks, and Downtown Orlando, with easy access to major roadways. INVESTORS TAKE NOTICE! This move-in-ready, fully remodeled condo offers an attractive investment opportunity in a convenient Winter Park location, close to universities, employment centers, shopping, dining, and entertainment. Whether you're looking for a primary residence or an investment property, this condo offers modern upgrades, comfort, and convenience! Some photos have been virtually staged to illustrate the property's potential.

3027 Aaron Bur Avenue Unit L1, Winter Park

$5,695,000

Experience Winter Park lakefront living at 541 Virginia Drive, where timeless architecture, craftsmanship, and waterfront lifestyle come together. Set on approximately 130 feet of Lake Virginia frontage, this estate offers access to the Winter Park Chain of Lakes, a private dock with a covered electric boat lift, and grand water views toward Rollins College and historic Knowles Chapel. On a quiet Timberlane Shores cul-de-sac, this award-winning residence was built in 2008 by Farina & Sons. Recognized with an Aurora Award and Parade of Homes Grand Winner honors, the home blends historic Winter Park charm with modern luxury. Offering 4 bedrooms, 3.5 bathrooms, and 4,725 square feet of thoughtfully designed living space, every detail reflects quality and character. Inside, rich hardwood flooring, exposed wood beams, elegant coffered ceilings, and expansive Andersen windows and doors fill the home with natural light. The current owners have further elevated the residence with exquisite custom illuminated built-ins, architectural lighting, and beautifully enhanced living spaces that seamlessly blend traditional craftsmanship with contemporary elegance. At the heart of the home, the chef's kitchen features Caesarstone concrete countertops, a striking custom copper range hood, premium Sub-Zero and Viking appliances, and a generous walk-in pantry. A dedicated wine room and walk-in bar provide additional spaces for entertaining, while the thoughtfully designed floor plan offers a spacious first-floor primary suite with a spa-inspired bathroom and custom closets, along with two additional main-level bedrooms. A private outdoor shower just outside the primary suite offers a spa-like retreat. Upstairs, an impressive transformation has created an exceptional entertainment retreat featuring a completely redesigned custom bar, expansive bonus room, and beautifully appointed home office with captivating views across Lake Virginia. An additional bedroom with a private bathroom and kitchenette offers flexibility for guests or extended stays. The outdoor living experience is truly extraordinary. A magnificent covered lanai with graceful architectural arches and a gas fireplace overlooks the sparkling pool, relaxing hot tub, and beautifully landscaped waterfront grounds. Recently installed automated retractable screens surround the covered patio, allowing you to enjoy the outdoor living areas with added comfort at the touch of a button. Additional features include a UV pool treatment system, outdoor shower, and thoughtfully designed landscape lighting that brings the property to life after sunset. Just beyond the pool, approximately 130 feet of Lake Virginia shoreline opens the door to one of Central Florida's most sought-after lifestyles. Your private dock and covered powered boat lift make it effortless to spend afternoons cruising the Winter Park Chain of Lakes, exploring scenic canals, or simply enjoying the peaceful beauty of the water. Mature trees, lush landscaping, and spectacular lake views create an enchanting setting for both quiet mornings and unforgettable evenings. All of this is conveniently located just minutes from the boutique shopping, acclaimed restaurants, and cultural attractions of Winter Park's iconic Park Avenue. Beautiful homes can be found in many places, but the opportunity to enjoy this extraordinary Lake Virginia lifestyle is something truly special. Welcome home to 541 Virginia Drive.

4 Beds ⋅ 4 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Experience Winter Park lakefront living at 541 Virginia Drive, where timeless architecture, craftsmanship, and waterfront lifestyle come together. Set on approximately 130 feet of Lake Virginia frontage, this estate offers access to the Winter Park Chain of Lakes, a private dock with a covered electric boat lift, and grand water views toward Rollins College and historic Knowles Chapel. On a quiet Timberlane Shores cul-de-sac, this award-winning residence was built in 2008 by Farina & Sons. Recognized with an Aurora Award and Parade of Homes Grand Winner honors, the home blends historic Winter Park charm with modern luxury. Offering 4 bedrooms, 3.5 bathrooms, and 4,725 square feet of thoughtfully designed living space, every detail reflects quality and character. Inside, rich hardwood flooring, exposed wood beams, elegant coffered ceilings, and expansive Andersen windows and doors fill the home with natural light. The current owners have further elevated the residence with exquisite custom illuminated built-ins, architectural lighting, and beautifully enhanced living spaces that seamlessly blend traditional craftsmanship with contemporary elegance. At the heart of the home, the chef's kitchen features Caesarstone concrete countertops, a striking custom copper range hood, premium Sub-Zero and Viking appliances, and a generous walk-in pantry. A dedicated wine room and walk-in bar provide additional spaces for entertaining, while the thoughtfully designed floor plan offers a spacious first-floor primary suite with a spa-inspired bathroom and custom closets, along with two additional main-level bedrooms. A private outdoor shower just outside the primary suite offers a spa-like retreat. Upstairs, an impressive transformation has created an exceptional entertainment retreat featuring a completely redesigned custom bar, expansive bonus room, and beautifully appointed home office with captivating views across Lake Virginia. An additional bedroom with a private bathroom and kitchenette offers flexibility for guests or extended stays. The outdoor living experience is truly extraordinary. A magnificent covered lanai with graceful architectural arches and a gas fireplace overlooks the sparkling pool, relaxing hot tub, and beautifully landscaped waterfront grounds. Recently installed automated retractable screens surround the covered patio, allowing you to enjoy the outdoor living areas with added comfort at the touch of a button. Additional features include a UV pool treatment system, outdoor shower, and thoughtfully designed landscape lighting that brings the property to life after sunset. Just beyond the pool, approximately 130 feet of Lake Virginia shoreline opens the door to one of Central Florida's most sought-after lifestyles. Your private dock and covered powered boat lift make it effortless to spend afternoons cruising the Winter Park Chain of Lakes, exploring scenic canals, or simply enjoying the peaceful beauty of the water. Mature trees, lush landscaping, and spectacular lake views create an enchanting setting for both quiet mornings and unforgettable evenings. All of this is conveniently located just minutes from the boutique shopping, acclaimed restaurants, and cultural attractions of Winter Park's iconic Park Avenue. Beautiful homes can be found in many places, but the opportunity to enjoy this extraordinary Lake Virginia lifestyle is something truly special. Welcome home to 541 Virginia Drive.

541 Virginia Drive, Winter Park

$280,000

Welcome to the established and well-maintained community of Cedarwood Village in highly desirable Winter Park! TREE-LINED STREETS lead to this END UNIT, COMPLETELY REMODELED IN 8/2026 and MOVE-IN READY. This 2-bedroom, 2-bath, BLOCK-CONSTRUCTED condominium offers nearly 1,500 square feet of interior living space and includes a versatile LOFT. As you enter the foyer, you’ll immediately appreciate the attention to detail and pride of ownership, with WOOD FLOORS and fresh neutral paint setting the tone for a stylish and inviting interior. The GREAT ROOM is truly the centerpiece of the home, featuring dramatic 2-story VAULTED CEILINGS that create an exceptionally open, voluminous, and luxurious atmosphere. A magnificent corner focal point showcases a cozy WOOD-BURNING FIREPLACE with raised slate tile hearth, while mantle columns extend the full height of the room and frame a soaring vertical mirror that reflects natural light and visually expands the space. TWO SKYLIGHTS further enhance the natural light. From the living area, enjoy serene views of the lanai and lush GREEN SPACE beyond. A stylish WET BAR is tucked into a recessed alcove and beautifully illuminated by warm integrated accent lighting, featuring a POLISHED GRANIT COUNTERTOP and contemporary shaker-style cabinetry—perfect for entertaining. The second-story LOFT provides an incredible overlook into the Great Room below and serves as a highly desirable FLEX SPACE, complete with BLACK WROUGHT-IRON SPINDLE RAILING, modern neutral carpeting, its own SKYLIGHT, and a convenient STORAGE CLOSET. The kitchen features sleek light-gray SHAKER-STYLE CABINETRY, elegant GRANITE COUNTERTOPS, and premium STAINLESS-STEEL APPLIANCES. An oversized peninsula island with deep undermount sink and gooseneck faucet doubles as a breakfast bar for casual dining and entertaining. A charming EAT-IN NOOK overlooks the PRIVATE COURTYARD and provides access through wide sliding glass doors, creating the perfect spot for morning coffee or outdoor dining. For added convenience, the laundry closet, complete with WASHER AND DRYER, is conveniently located within the kitchen. The PRIMARY SUITE offers a peaceful retreat with both WALK-IN and step-in closets, direct lanai access through sliding glass doors, and a beautifully REMODELED ENSUITE BATH accessed through a stylish modern barn door. The bath features a DUAL-SINK VANITY, large walk-in shower with frameless glass door, and private water closet. The spacious SECOND BEDROOM also features a WALK-IN CLOSET and convenient access to the REMODELED HALL BATH, providing privacy for residents while comfortably serving guests. Additional features include a location directly across from green space, 2 DESIGNATED PARKING spaces in front, and a PRIVATE MAILBOX. With LOW HOA DUES, residents enjoy a sparkling community pool, clubhouse, tennis and basketball courts, pickleball, FENCED DOG RUN, and pet walk with waste stations. Monthly fees also include ROOF AND EXTERIOR BUILDING MAINTENANCE, PEST CONTROL, and LANDSCAPING. This ideal Winter Park location is directly across from Casselberry Commons, offering a variety of major retailers, Publix, and fast-food options. Just minutes from Park Avenue, UCF, Rollins College, Full Sail University, shopping, restaurants, entertainment, and medical facilities, this exceptional home combines sophisticated living with convenience in one of Central Florida’s most desirable locations. See video and virtual tour.

2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code

Welcome to the established and well-maintained community of Cedarwood Village in highly desirable Winter Park! TREE-LINED STREETS lead to this END UNIT, COMPLETELY REMODELED IN 8/2026 and MOVE-IN READY. This 2-bedroom, 2-bath, BLOCK-CONSTRUCTED condominium offers nearly 1,500 square feet of interior living space and includes a versatile LOFT. As you enter the foyer, you’ll immediately appreciate the attention to detail and pride of ownership, with WOOD FLOORS and fresh neutral paint setting the tone for a stylish and inviting interior. The GREAT ROOM is truly the centerpiece of the home, featuring dramatic 2-story VAULTED CEILINGS that create an exceptionally open, voluminous, and luxurious atmosphere. A magnificent corner focal point showcases a cozy WOOD-BURNING FIREPLACE with raised slate tile hearth, while mantle columns extend the full height of the room and frame a soaring vertical mirror that reflects natural light and visually expands the space. TWO SKYLIGHTS further enhance the natural light. From the living area, enjoy serene views of the lanai and lush GREEN SPACE beyond. A stylish WET BAR is tucked into a recessed alcove and beautifully illuminated by warm integrated accent lighting, featuring a POLISHED GRANIT COUNTERTOP and contemporary shaker-style cabinetry—perfect for entertaining. The second-story LOFT provides an incredible overlook into the Great Room below and serves as a highly desirable FLEX SPACE, complete with BLACK WROUGHT-IRON SPINDLE RAILING, modern neutral carpeting, its own SKYLIGHT, and a convenient STORAGE CLOSET. The kitchen features sleek light-gray SHAKER-STYLE CABINETRY, elegant GRANITE COUNTERTOPS, and premium STAINLESS-STEEL APPLIANCES. An oversized peninsula island with deep undermount sink and gooseneck faucet doubles as a breakfast bar for casual dining and entertaining. A charming EAT-IN NOOK overlooks the PRIVATE COURTYARD and provides access through wide sliding glass doors, creating the perfect spot for morning coffee or outdoor dining. For added convenience, the laundry closet, complete with WASHER AND DRYER, is conveniently located within the kitchen. The PRIMARY SUITE offers a peaceful retreat with both WALK-IN and step-in closets, direct lanai access through sliding glass doors, and a beautifully REMODELED ENSUITE BATH accessed through a stylish modern barn door. The bath features a DUAL-SINK VANITY, large walk-in shower with frameless glass door, and private water closet. The spacious SECOND BEDROOM also features a WALK-IN CLOSET and convenient access to the REMODELED HALL BATH, providing privacy for residents while comfortably serving guests. Additional features include a location directly across from green space, 2 DESIGNATED PARKING spaces in front, and a PRIVATE MAILBOX. With LOW HOA DUES, residents enjoy a sparkling community pool, clubhouse, tennis and basketball courts, pickleball, FENCED DOG RUN, and pet walk with waste stations. Monthly fees also include ROOF AND EXTERIOR BUILDING MAINTENANCE, PEST CONTROL, and LANDSCAPING. This ideal Winter Park location is directly across from Casselberry Commons, offering a variety of major retailers, Publix, and fast-food options. Just minutes from Park Avenue, UCF, Rollins College, Full Sail University, shopping, restaurants, entertainment, and medical facilities, this exceptional home combines sophisticated living with convenience in one of Central Florida’s most desirable locations. See video and virtual tour.

2352 Sun Valley Circle, Winter Park

$270,000

Welcome to this beautifully updated corner home in the Whisperwood community of Winter Park! Featuring 3 bedrooms and 2.5 bathrooms, this property offers an open-concept layout designed for comfortable living and entertaining. The fully remodeled kitchen adds a modern touch. The flooring on the second-floor and the staircase has also been updated. The spacious primary bedroom features a private bathroom and its own balcony, creating a relaxing retreat. Enjoy the enclosed patio, perfect for unwinding or entertaining guests. A convenient half bathroom on the first floor is ideal for visitors, and the in-home washer and dryer add everyday convenience. Situated at the end of the street, this corner home offers a desirable location within the community. Conveniently located near shopping, dining, UCF, Full Sail University, and major roadways, including SR 417 and SR 408. Don’t miss the opportunity to make this inviting Winter Park home your own!

3 Beds ⋅ 3 Baths ⋅ Whisperwood Condo SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully updated corner home in the Whisperwood community of Winter Park! Featuring 3 bedrooms and 2.5 bathrooms, this property offers an open-concept layout designed for comfortable living and entertaining. The fully remodeled kitchen adds a modern touch. The flooring on the second-floor and the staircase has also been updated. The spacious primary bedroom features a private bathroom and its own balcony, creating a relaxing retreat. Enjoy the enclosed patio, perfect for unwinding or entertaining guests. A convenient half bathroom on the first floor is ideal for visitors, and the in-home washer and dryer add everyday convenience. Situated at the end of the street, this corner home offers a desirable location within the community. Conveniently located near shopping, dining, UCF, Full Sail University, and major roadways, including SR 417 and SR 408. Don’t miss the opportunity to make this inviting Winter Park home your own!

7463 Canford Court Unit 15, Winter Park

$5,995,000

Some homes are built, and some are composed. At 1200 Via Salerno, every finish, fixture, & detail was chosen with one goal in mind: a residence that is a pleasure to live in every day and will feel just as right decades from now. Set on nearly half an acre in the highly desirable Vias of Winter Park, this fully renovated, turnkey home is modern European design at its most elegant and understated, with bespoke cabinetry & built-ins in every room and rare natural stone throughout. It offers five bedrooms, five full baths, a half bath, and has been curated with the care of a private collection. A sculptural curved staircase greets you in the foyer, and wood floors carry through the main level. The living room rises beneath vaulted ceilings, centered on a gas fireplace wrapped in Sequoia quartzite, with a wall of sliding glass doors opening to the pool so gatherings drift outdoors without a second thought. In the kitchen, rare leathered Naica quartzite forms the waterfall island, countertops, & backsplash, and custom cabinetry rises floor to ceiling. Appliances include a Wolf gas range with pot filler, Sub-Zero refrigerator, & two Miele dishwashers, plus a prep sink, concealed outlets, & push-to-open, soft-close drawers. To one side, a pantry/butler’s passage with matching cabinetry also houses the laundry. At the front of the home, a bright formal dining room & eat-in area complete the space. Just off the eat-in area, a large turf side courtyard offers a low-maintenance space where kids & pets can play within view of the kitchen. The main-level primary suite features two walk-in closets & a double-sided wood-burning fireplace shared with the private office. The spa-inspired bath showcases leathered Taj Mahal quartzite with integrated dual sinks, an extra-large soaking tub for two, & a walk-in shower, all with Graff fixtures. The office opens to the pool and is outfitted with floor-to-ceiling shelving, cabinetry, & file drawers, versatile enough to become a dressing room. The whiskey lounge with custom wet bar is sized for a game room or second office. A powder room completes the main floor. Upstairs, custom cabinetry lines the loft & hallway, offering storage at every turn. To the left, two bedrooms share an elegant bath with dual sinks and a separate tub & shower, and a single door closes them off creating an optional, private two-bedroom suite. To the right, two additional bedrooms each enjoy an en suite bath. Every bedroom is finished with built-in closets. A separate upstairs wing houses the generously sized media room, with state-of-the-art surround sound & extensive hidden storage. Outdoors, a weathered marble pool deck surrounds the saltwater pool, framed by grounds created by Signature Landscape. The garden pavilion with its own fireplace is one of the home’s most special spaces, joined by a summer kitchen with stone counters & wall, a natural gas grill, & a sink, plus a pool bath. Additional features include a three-car side-entry garage with epoxy floors, EV charger capability, & ample storage, along with Lutron lighting on the main level, Toto toilets throughout, water filtration, natural gas, a whole-home generator, & three Trane HVAC systems. The Winter Park Racquet Club, Interlachen Country Club, the shops & dining of Park Avenue, and the Winter Park 9 golf course are all within walking distance. Refined, move-in ready, and crafted without compromise, 1200 Via Salerno awaits its next owner.

5 Beds ⋅ 6 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Some homes are built, and some are composed. At 1200 Via Salerno, every finish, fixture, & detail was chosen with one goal in mind: a residence that is a pleasure to live in every day and will feel just as right decades from now. Set on nearly half an acre in the highly desirable Vias of Winter Park, this fully renovated, turnkey home is modern European design at its most elegant and understated, with bespoke cabinetry & built-ins in every room and rare natural stone throughout. It offers five bedrooms, five full baths, a half bath, and has been curated with the care of a private collection. A sculptural curved staircase greets you in the foyer, and wood floors carry through the main level. The living room rises beneath vaulted ceilings, centered on a gas fireplace wrapped in Sequoia quartzite, with a wall of sliding glass doors opening to the pool so gatherings drift outdoors without a second thought. In the kitchen, rare leathered Naica quartzite forms the waterfall island, countertops, & backsplash, and custom cabinetry rises floor to ceiling. Appliances include a Wolf gas range with pot filler, Sub-Zero refrigerator, & two Miele dishwashers, plus a prep sink, concealed outlets, & push-to-open, soft-close drawers. To one side, a pantry/butler’s passage with matching cabinetry also houses the laundry. At the front of the home, a bright formal dining room & eat-in area complete the space. Just off the eat-in area, a large turf side courtyard offers a low-maintenance space where kids & pets can play within view of the kitchen. The main-level primary suite features two walk-in closets & a double-sided wood-burning fireplace shared with the private office. The spa-inspired bath showcases leathered Taj Mahal quartzite with integrated dual sinks, an extra-large soaking tub for two, & a walk-in shower, all with Graff fixtures. The office opens to the pool and is outfitted with floor-to-ceiling shelving, cabinetry, & file drawers, versatile enough to become a dressing room. The whiskey lounge with custom wet bar is sized for a game room or second office. A powder room completes the main floor. Upstairs, custom cabinetry lines the loft & hallway, offering storage at every turn. To the left, two bedrooms share an elegant bath with dual sinks and a separate tub & shower, and a single door closes them off creating an optional, private two-bedroom suite. To the right, two additional bedrooms each enjoy an en suite bath. Every bedroom is finished with built-in closets. A separate upstairs wing houses the generously sized media room, with state-of-the-art surround sound & extensive hidden storage. Outdoors, a weathered marble pool deck surrounds the saltwater pool, framed by grounds created by Signature Landscape. The garden pavilion with its own fireplace is one of the home’s most special spaces, joined by a summer kitchen with stone counters & wall, a natural gas grill, & a sink, plus a pool bath. Additional features include a three-car side-entry garage with epoxy floors, EV charger capability, & ample storage, along with Lutron lighting on the main level, Toto toilets throughout, water filtration, natural gas, a whole-home generator, & three Trane HVAC systems. The Winter Park Racquet Club, Interlachen Country Club, the shops & dining of Park Avenue, and the Winter Park 9 golf course are all within walking distance. Refined, move-in ready, and crafted without compromise, 1200 Via Salerno awaits its next owner.

1200 Via Salerno, Winter Park

$985,000

Expect to be impressed by this stunning, renovated 5-bedroom, 3-bathroom home in desirable Winter Park, where modern elegance meets timeless charm. Thoughtfully redesigned from top to bottom, this exceptional residence offers a bright, open feel with multiple living spaces perfect for everyday living and entertaining. The light-filled kitchen features quartz countertops, stainless steel appliances, and a custom backsplash, creating a stylish and functional space for cooking and gathering. Spacious family and game rooms provide plenty of room to relax and entertain, while a sun-filled bonus room offers endless possibilities as a home office, playroom, fitness room, or creative space. Two bedrooms on the first floor provide flexibility for guests, a private office, or multigenerational living. Upstairs, the beautifully redesigned primary suite serves as a private retreat, complete with a gorgeous en-suite bathroom featuring a walk-in shower and soaking tub. Two additional bedrooms and a full bathroom complete the second floor, offering comfortable accommodations and room for everyone. Step outside to enjoy the expansive 0.34-acre lot tucked away on a peaceful cul-de-sac, with plenty of space for outdoor entertaining, play, and relaxation. The oversized detached garage offers 500+ additional square feet of versatile space, ideal for hobbies, projects, a workshop, or extra storage. With no HOA restrictions, you’ll have the freedom to make the property your own. The location is just as impressive, with Lake Killarney just steps away and Park Avenue and Winter Park Village only a short drive away for premier shopping, dining, and entertainment. Convenient access to I-4 makes commuting and exploring Central Florida a breeze. Combining thoughtful renovations, flexible living spaces, an oversized lot, and an unbeatable Winter Park location, this home is a rare opportunity to enjoy the best of Florida living. Schedule your private showing today!

5 Beds ⋅ 3 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Expect to be impressed by this stunning, renovated 5-bedroom, 3-bathroom home in desirable Winter Park, where modern elegance meets timeless charm. Thoughtfully redesigned from top to bottom, this exceptional residence offers a bright, open feel with multiple living spaces perfect for everyday living and entertaining. The light-filled kitchen features quartz countertops, stainless steel appliances, and a custom backsplash, creating a stylish and functional space for cooking and gathering. Spacious family and game rooms provide plenty of room to relax and entertain, while a sun-filled bonus room offers endless possibilities as a home office, playroom, fitness room, or creative space. Two bedrooms on the first floor provide flexibility for guests, a private office, or multigenerational living. Upstairs, the beautifully redesigned primary suite serves as a private retreat, complete with a gorgeous en-suite bathroom featuring a walk-in shower and soaking tub. Two additional bedrooms and a full bathroom complete the second floor, offering comfortable accommodations and room for everyone. Step outside to enjoy the expansive 0.34-acre lot tucked away on a peaceful cul-de-sac, with plenty of space for outdoor entertaining, play, and relaxation. The oversized detached garage offers 500+ additional square feet of versatile space, ideal for hobbies, projects, a workshop, or extra storage. With no HOA restrictions, you’ll have the freedom to make the property your own. The location is just as impressive, with Lake Killarney just steps away and Park Avenue and Winter Park Village only a short drive away for premier shopping, dining, and entertainment. Convenient access to I-4 makes commuting and exploring Central Florida a breeze. Combining thoughtful renovations, flexible living spaces, an oversized lot, and an unbeatable Winter Park location, this home is a rare opportunity to enjoy the best of Florida living. Schedule your private showing today!

2330 Westminster Ct., Winter Park

$4,500,000

Brand new construction (2023) on a beautifully sized .29± acre lot in the heart of Winter Park. This 5BR/5.5BA estate offers an open-concept layout with high ceilings, abundant natural light, and premium finishes throughout. Every bedroom features its own en-suite bath. Resort-style pool and putting green anchor the outdoor living space, perfect for Florida's year-round lifestyle. Detached garage offers flexible storage, workshop space, plus room for a private home gym. Minutes from Park Avenue's shops, dining, and top-rated schools. Top quality construction and unbeatable location. Schedule your private showing today.

5 Beds ⋅ 6 Baths ⋅ Ellno Willo SubDv. ⋅ 32789 Zip Code

Brand new construction (2023) on a beautifully sized .29± acre lot in the heart of Winter Park. This 5BR/5.5BA estate offers an open-concept layout with high ceilings, abundant natural light, and premium finishes throughout. Every bedroom features its own en-suite bath. Resort-style pool and putting green anchor the outdoor living space, perfect for Florida's year-round lifestyle. Detached garage offers flexible storage, workshop space, plus room for a private home gym. Minutes from Park Avenue's shops, dining, and top-rated schools. Top quality construction and unbeatable location. Schedule your private showing today.

1631 Hillcrest Avenue, Winter Park

$3,195,000

1825 Whitehall Drive announces itself in stone. Twin gables of whitewashed stone, a stately brick entry, and striking black-framed windows define its European-inspired architecture in Winter Park’s coveted Kenilworth Shores. Brand-new and awaiting its first owner, this expansive custom residence offers over 4,300 square feet of timeless character and bespoke craftsmanship. Inside, natural light moves across wide-plank engineered white oak floors. Grand entertaining spaces meet intimate rooms. Architectural symmetry defines the great room, where a soaring fluted terrazzo fireplace is framed by custom cabinetry and brass picture lights. Expansive glass opens to the lanai, while a sitting room features a custom bar with brass mesh cabinetry, illuminated shelving, glazed tile, and wine refrigeration. The kitchen is a masterpiece, and you'll know it the moment you walk in. A Taj Mahal quartzite island commands the room, framed by floor-to-ceiling bespoke cabinetry, illuminated reeded glass, and a sculptural fluted hood. Sweeping waterfall edges meet a custom fluted wood base. A 48-inch Viking gas range, double ovens, and separate refrigerator and freezer columns complete the kitchen. Beyond, a windowed butler’s pantry offers quartzite countertops, illuminated shelving, and beverage refrigeration. Opening to the pool, the dining room invites memorable dinners that linger long after the last guest should have left. And then there's the first-floor primary suite—where luxury becomes personal. Vaulted ceilings with stained oak beams bring warmth and architectural character, while the bathroom is a destination in itself. Brass-inlaid marble floors, lilac-veined stone, a quartzite double vanity, and makeup station introduce a spectacular wet room with four rainfall showerheads, two handheld showers, and a sculptural fluted soaking tub. An oversized, fully customized walk-in closet features built-in cabinetry and elegant glass-front displays. Just off the foyer, the library is a room you'll fall in love with. Color-drenched walls, a stained oak-plank ceiling, custom built-ins, and brass-lit shelving create an intimate retreat, enclosed in glass with doors to a secluded side patio. The mudroom, plum-cabinetry laundry, and plaster-inspired powder bath complete the level. Upstairs, a light-filled loft opens to an uncovered terrace with checkerboard stone flooring, made for sunset conversations beneath the stars. Three bedrooms each feature an en-suite bath and custom closet. A jewel-box powder bath and vaulted bonus room, ideal for a cinema or game lounge, complete the level. Outside, a covered lanai with stained tongue-and-groove ceiling features a summer kitchen in whitewashed brick, fluted cabinetry, and leathered granite. French-pattern Talya leathered stone frames the PebbleTec pool, tanning ledge, inset spa, and calming waterfall—a setting made for sunlit afternoons, entertaining, and memorable evenings. Custom-built by Structure Redevelopment, LLC, this residence reflects a passion for distinctive architecture, superior craftsmanship, and uncompromising detail. Among Kenilworth Shores' distinguished residences and lakefront estates, it places you moments from Park Avenue’s restaurants, boutiques, and cafés, Rollins College, and the Chain of Lakes. Schedule your private showing today.

4 Beds ⋅ 6 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

1825 Whitehall Drive announces itself in stone. Twin gables of whitewashed stone, a stately brick entry, and striking black-framed windows define its European-inspired architecture in Winter Park’s coveted Kenilworth Shores. Brand-new and awaiting its first owner, this expansive custom residence offers over 4,300 square feet of timeless character and bespoke craftsmanship. Inside, natural light moves across wide-plank engineered white oak floors. Grand entertaining spaces meet intimate rooms. Architectural symmetry defines the great room, where a soaring fluted terrazzo fireplace is framed by custom cabinetry and brass picture lights. Expansive glass opens to the lanai, while a sitting room features a custom bar with brass mesh cabinetry, illuminated shelving, glazed tile, and wine refrigeration. The kitchen is a masterpiece, and you'll know it the moment you walk in. A Taj Mahal quartzite island commands the room, framed by floor-to-ceiling bespoke cabinetry, illuminated reeded glass, and a sculptural fluted hood. Sweeping waterfall edges meet a custom fluted wood base. A 48-inch Viking gas range, double ovens, and separate refrigerator and freezer columns complete the kitchen. Beyond, a windowed butler’s pantry offers quartzite countertops, illuminated shelving, and beverage refrigeration. Opening to the pool, the dining room invites memorable dinners that linger long after the last guest should have left. And then there's the first-floor primary suite—where luxury becomes personal. Vaulted ceilings with stained oak beams bring warmth and architectural character, while the bathroom is a destination in itself. Brass-inlaid marble floors, lilac-veined stone, a quartzite double vanity, and makeup station introduce a spectacular wet room with four rainfall showerheads, two handheld showers, and a sculptural fluted soaking tub. An oversized, fully customized walk-in closet features built-in cabinetry and elegant glass-front displays. Just off the foyer, the library is a room you'll fall in love with. Color-drenched walls, a stained oak-plank ceiling, custom built-ins, and brass-lit shelving create an intimate retreat, enclosed in glass with doors to a secluded side patio. The mudroom, plum-cabinetry laundry, and plaster-inspired powder bath complete the level. Upstairs, a light-filled loft opens to an uncovered terrace with checkerboard stone flooring, made for sunset conversations beneath the stars. Three bedrooms each feature an en-suite bath and custom closet. A jewel-box powder bath and vaulted bonus room, ideal for a cinema or game lounge, complete the level. Outside, a covered lanai with stained tongue-and-groove ceiling features a summer kitchen in whitewashed brick, fluted cabinetry, and leathered granite. French-pattern Talya leathered stone frames the PebbleTec pool, tanning ledge, inset spa, and calming waterfall—a setting made for sunlit afternoons, entertaining, and memorable evenings. Custom-built by Structure Redevelopment, LLC, this residence reflects a passion for distinctive architecture, superior craftsmanship, and uncompromising detail. Among Kenilworth Shores' distinguished residences and lakefront estates, it places you moments from Park Avenue’s restaurants, boutiques, and cafés, Rollins College, and the Chain of Lakes. Schedule your private showing today.

1825 Whitehall Drive, Winter Park

4786 Tangerine Avenue Unit 4786, Winter Park

$220,000

Discover comfort, style, and convenience in the heart of Winter Park! This beautifully updated 2-bedroom, 1.5-bathroom, two-story condominium offers approximately 1,281 square feet of living space with a spacious, functional layout designed for everyday living and entertaining. Step inside to find ceramic tile flooring, an inviting living and dining area, and a beautifully appointed kitchen featuring granite countertops, attractive cabinetry, a stylish backsplash, and stainless steel appliances. Upstairs, you'll find two generously sized bedrooms, including a primary bedroom with a walk-in closet. Enjoy your morning coffee or unwind in the evening on the private screened-in porch overlooking a peaceful green space, complete with an additional storage closet. Interior laundry adds everyday convenience. Located in the established Wrenwood condominium community, residents enjoy access to a community swimming pool and clubhouse. The property also offers two assigned parking spaces and convenient access to major roads, shopping, restaurants, and entertainment. LOCATION, LOCATION, LOCATION! Just minutes from Full Sail University, UCF, Rollins College, Downtown Winter Park, and the popular Park Avenue shopping and dining district. Whether you're searching for your primary residence or an investment opportunity, this property offers an appealing combination of location, space, and convenience. Don't miss this opportunity to own a condominium in desirable Winter Park! Schedule your private showing today!

2 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code

Discover comfort, style, and convenience in the heart of Winter Park! This beautifully updated 2-bedroom, 1.5-bathroom, two-story condominium offers approximately 1,281 square feet of living space with a spacious, functional layout designed for everyday living and entertaining. Step inside to find ceramic tile flooring, an inviting living and dining area, and a beautifully appointed kitchen featuring granite countertops, attractive cabinetry, a stylish backsplash, and stainless steel appliances. Upstairs, you'll find two generously sized bedrooms, including a primary bedroom with a walk-in closet. Enjoy your morning coffee or unwind in the evening on the private screened-in porch overlooking a peaceful green space, complete with an additional storage closet. Interior laundry adds everyday convenience. Located in the established Wrenwood condominium community, residents enjoy access to a community swimming pool and clubhouse. The property also offers two assigned parking spaces and convenient access to major roads, shopping, restaurants, and entertainment. LOCATION, LOCATION, LOCATION! Just minutes from Full Sail University, UCF, Rollins College, Downtown Winter Park, and the popular Park Avenue shopping and dining district. Whether you're searching for your primary residence or an investment opportunity, this property offers an appealing combination of location, space, and convenience. Don't miss this opportunity to own a condominium in desirable Winter Park! Schedule your private showing today!

4786 Tangerine Avenue Unit 4786, Winter Park

$695,000

Some homes stand out because of their finishes. Others because of their location. Rarely do you find one that brings both together so beautifully. Nestled alongside an 81-acre nature preserve, this reimagined two-story, fee-simple, end-unit townhouse offers contemporary living surrounded by nature. With approximately 1,800 square feet, 2 bedrooms, 2.5 bathrooms, and no HOA, this exceptional property feels more like a personal retreat than a traditional townhome. Designed with a modern, contemporary point of view, the home features bamboo hardwood floors and 14-foot vaulted ceilings that give the main living space an open, light-filled atmosphere, while a sleek gas fireplace brings warmth and character to the room. The kitchen includes an eat-in breakfast nook. Granite countertops, custom soft-close cabinetry, high-end stainless steel appliances, gas cooking, and a wine refrigerator combine style with everyday functionality. Additional built-ins provide attractive storage while maintaining the home's clean, cohesive aesthetic. A spacious interior laundry and utility room with an additional refrigerator provides added storage. Upstairs, the primary suite takes full advantage of the home's exceptional setting, offering peaceful views across the surrounding greenery. The primary bath features dual sinks, vanity, stone countertops, and a spacious walk-in shower with three shower heads, including a rain shower. A spacious walk-in closet completes the suite. A second bedroom and full bath provide comfortable accommodations for guests or the flexibility to create a home office or personal retreat. Parking is also a standout feature, with a one-car garage plus two designated parking spaces. Outside is where the personality of this property really comes to life. The oversized upper and lower decks create an exceptional outdoor living experience. The upper deck features a gas grill for cooking and entertaining, along with spectacular views of rocket launches from Cape Canaveral. An area provides space for relaxing, while an outdoor shower, potting station, plenty of exterior storage, and a private backyard with access to Howell Branch Creek for kayaking add to the property's distinctive appeal. Lush tropical landscaping creates a garden-like setting with citrus trees, including lemon, avocado, papaya, and a unique cocktail tree, complemented by fragrant jasmine and colorful seasonal blooms. An outdoor fire pit adds warmth and ambiance on cooler evenings. Whether you're having coffee before the day begins, sharing dinner with friends, or just enjoying the quiet after sunset, the natural surroundings make these spaces feel remarkably removed from city life. Key updates include a new tile roof replacement, HVAC installation, and water heater in 2018. Located in Winter Park's 32789 ZIP code, the home is near the Winter Park Racquet Club, Winter Park Chain of Lakes, iconic Park Avenue, fine dining, upscale boutiques, Rollins College, and highly regarded schools, including Dommerich Elementary and Winter Park High School. SunRail is also nearby, with Maitland just minutes away. Modern interiors, exceptional outdoor space with spectacular views, and the convenience of Winter Park, all in one place. For the buyer who has been waiting for something genuinely special, this may be the one.

2 Beds ⋅ 3 Baths ⋅ Temple Trail Village SubDv. ⋅ 32789 Zip Code

Some homes stand out because of their finishes. Others because of their location. Rarely do you find one that brings both together so beautifully. Nestled alongside an 81-acre nature preserve, this reimagined two-story, fee-simple, end-unit townhouse offers contemporary living surrounded by nature. With approximately 1,800 square feet, 2 bedrooms, 2.5 bathrooms, and no HOA, this exceptional property feels more like a personal retreat than a traditional townhome. Designed with a modern, contemporary point of view, the home features bamboo hardwood floors and 14-foot vaulted ceilings that give the main living space an open, light-filled atmosphere, while a sleek gas fireplace brings warmth and character to the room. The kitchen includes an eat-in breakfast nook. Granite countertops, custom soft-close cabinetry, high-end stainless steel appliances, gas cooking, and a wine refrigerator combine style with everyday functionality. Additional built-ins provide attractive storage while maintaining the home's clean, cohesive aesthetic. A spacious interior laundry and utility room with an additional refrigerator provides added storage. Upstairs, the primary suite takes full advantage of the home's exceptional setting, offering peaceful views across the surrounding greenery. The primary bath features dual sinks, vanity, stone countertops, and a spacious walk-in shower with three shower heads, including a rain shower. A spacious walk-in closet completes the suite. A second bedroom and full bath provide comfortable accommodations for guests or the flexibility to create a home office or personal retreat. Parking is also a standout feature, with a one-car garage plus two designated parking spaces. Outside is where the personality of this property really comes to life. The oversized upper and lower decks create an exceptional outdoor living experience. The upper deck features a gas grill for cooking and entertaining, along with spectacular views of rocket launches from Cape Canaveral. An area provides space for relaxing, while an outdoor shower, potting station, plenty of exterior storage, and a private backyard with access to Howell Branch Creek for kayaking add to the property's distinctive appeal. Lush tropical landscaping creates a garden-like setting with citrus trees, including lemon, avocado, papaya, and a unique cocktail tree, complemented by fragrant jasmine and colorful seasonal blooms. An outdoor fire pit adds warmth and ambiance on cooler evenings. Whether you're having coffee before the day begins, sharing dinner with friends, or just enjoying the quiet after sunset, the natural surroundings make these spaces feel remarkably removed from city life. Key updates include a new tile roof replacement, HVAC installation, and water heater in 2018. Located in Winter Park's 32789 ZIP code, the home is near the Winter Park Racquet Club, Winter Park Chain of Lakes, iconic Park Avenue, fine dining, upscale boutiques, Rollins College, and highly regarded schools, including Dommerich Elementary and Winter Park High School. SunRail is also nearby, with Maitland just minutes away. Modern interiors, exceptional outdoor space with spectacular views, and the convenience of Winter Park, all in one place. For the buyer who has been waiting for something genuinely special, this may be the one.

2887 Temple Trail, Winter Park

$299,000

Welcome to this spacious end unit townhome in Winter Park’s Fernbrook Trails community! Featuring 3 bedrooms and 2.5 bathrooms, this home offers a convenient main floor primary bedroom and two additional bedrooms upstairs. The kitchen’s breakfast bar overlooks the family room, while a separate living and dining area provides flexible space for everyday living and entertaining. Inside laundry, a covered front porch, and a private fenced backyard complete the home. Seller willing to make upgrades. Schedule your showing today!

3 Beds ⋅ 3 Baths ⋅ Fernbrook Trails SubDv. ⋅ 32792 Zip Code

Welcome to this spacious end unit townhome in Winter Park’s Fernbrook Trails community! Featuring 3 bedrooms and 2.5 bathrooms, this home offers a convenient main floor primary bedroom and two additional bedrooms upstairs. The kitchen’s breakfast bar overlooks the family room, while a separate living and dining area provides flexible space for everyday living and entertaining. Inside laundry, a covered front porch, and a private fenced backyard complete the home. Seller willing to make upgrades. Schedule your showing today!

5468 Bracken Court, Winter Park

$3,495,000

Long before this home stood gracefully on its prominent corner, it existed as a vision in the mind of master builder Keith D. Field. Conceived as the opposite of a production home, it was crafted with a builder’s eye for structural integrity, thoughtful flow, and a seamless connection between indoors and out. Set on a generous 91-foot wide lot, this custom residence offers 5 bedrooms and a floor plan that feels both substantial and inviting. A wide front veranda sets a timeless tone from the moment you arrive. Dark-framed windows and doors create a striking contrast, while manicured hedges and brick-paved drives enhance the classic curb appeal and highlight the home’s architectural details. Step inside and you immediately sense that this is more than just a beautiful house—it’s a home with a story. At its heart is the reclaimed pine flooring, sourced from a Florida bridge. Rich with character, worn in all the right ways, these floors bring a warmth and authenticity you simply cannot replicate with something new. A long, gracious foyer introduces the main living spaces. To your left, a handsome study/office with a brick fireplace offers an intimate retreat for working. To your right, a formal dining room with garden views comfortably accommodates twelve. A discreet swing door leads to a well-appointed wet bar and large walk-in pantry, which then opens into the expansive kitchen. The kitchen is the true hub of the home, anchored by coffered ceilings, an oversized island, a full suite of high-end appliances, abundant cabinetry, and extensive counter space. A light-filled dinette offers the perfect spot for casual meals. At the center of the home, an oversized great room draws everyone together with its tall brick fireplace, built-in display/bookshelves, and high ceilings that add volume without sacrificing warmth. Two bedrooms are thoughtfully located on the main level, including the primary suite, privately positioned in one of the quietest corners of the home. Filled with soft natural light, accentuating the detailed millwork that runs from floor to ceiling. The primary bath is a retreat in itself, featuring slate flooring, double vanity, claw-foot soaking tub, water closet, walk-in shower with rain head, and a massive custom walk-in closet. The second main-level bedroom functions beautifully as a guest suite or flexible space, with an en-suite bath that also serves as a pool bath, a built-in Murphy bed with integrated cabinetry. A back facing staircase leads to two additional en-suite bedrooms on the second level. At the top of the landing, a large built-in workstation creates an ideal homework or creative zone, and both bedrooms enjoy access to a full-length front balcony. At the back of the home, a separate staircase leads to the fifth bedroom—a wonderfully private suite with dormer windows, angled ceilings with beams, and its own en-suite bath. In addition to a walk-in closet, cleverly designed built-in storage along the walls ensures a place for everything. Off the great room, a covered lanai with tongue-and-groove wood ceiling and brick built-in grilling station creates a comfortable space for year-round relaxation. A 45-foot lap pool is anchored by a striking cabana with fireplace, evoking a resort-inspired setting for long afternoons, evening gatherings, and memorable celebrations. This is a rare opportunity to own a thoughtfully crafted estate where history, craftsmanship, and everyday comfort come together in perfect balance.

5 Beds ⋅ 6 Baths ⋅ Green Oaks Rep SubDv. ⋅ 32789 Zip Code

Long before this home stood gracefully on its prominent corner, it existed as a vision in the mind of master builder Keith D. Field. Conceived as the opposite of a production home, it was crafted with a builder’s eye for structural integrity, thoughtful flow, and a seamless connection between indoors and out. Set on a generous 91-foot wide lot, this custom residence offers 5 bedrooms and a floor plan that feels both substantial and inviting. A wide front veranda sets a timeless tone from the moment you arrive. Dark-framed windows and doors create a striking contrast, while manicured hedges and brick-paved drives enhance the classic curb appeal and highlight the home’s architectural details. Step inside and you immediately sense that this is more than just a beautiful house—it’s a home with a story. At its heart is the reclaimed pine flooring, sourced from a Florida bridge. Rich with character, worn in all the right ways, these floors bring a warmth and authenticity you simply cannot replicate with something new. A long, gracious foyer introduces the main living spaces. To your left, a handsome study/office with a brick fireplace offers an intimate retreat for working. To your right, a formal dining room with garden views comfortably accommodates twelve. A discreet swing door leads to a well-appointed wet bar and large walk-in pantry, which then opens into the expansive kitchen. The kitchen is the true hub of the home, anchored by coffered ceilings, an oversized island, a full suite of high-end appliances, abundant cabinetry, and extensive counter space. A light-filled dinette offers the perfect spot for casual meals. At the center of the home, an oversized great room draws everyone together with its tall brick fireplace, built-in display/bookshelves, and high ceilings that add volume without sacrificing warmth. Two bedrooms are thoughtfully located on the main level, including the primary suite, privately positioned in one of the quietest corners of the home. Filled with soft natural light, accentuating the detailed millwork that runs from floor to ceiling. The primary bath is a retreat in itself, featuring slate flooring, double vanity, claw-foot soaking tub, water closet, walk-in shower with rain head, and a massive custom walk-in closet. The second main-level bedroom functions beautifully as a guest suite or flexible space, with an en-suite bath that also serves as a pool bath, a built-in Murphy bed with integrated cabinetry. A back facing staircase leads to two additional en-suite bedrooms on the second level. At the top of the landing, a large built-in workstation creates an ideal homework or creative zone, and both bedrooms enjoy access to a full-length front balcony. At the back of the home, a separate staircase leads to the fifth bedroom—a wonderfully private suite with dormer windows, angled ceilings with beams, and its own en-suite bath. In addition to a walk-in closet, cleverly designed built-in storage along the walls ensures a place for everything. Off the great room, a covered lanai with tongue-and-groove wood ceiling and brick built-in grilling station creates a comfortable space for year-round relaxation. A 45-foot lap pool is anchored by a striking cabana with fireplace, evoking a resort-inspired setting for long afternoons, evening gatherings, and memorable celebrations. This is a rare opportunity to own a thoughtfully crafted estate where history, craftsmanship, and everyday comfort come together in perfect balance.

1600 Legion Drive, Winter Park

$2,629,000

Under Construction. A striking interpretation of Modern Tudor design brings a fresh architectural presence to one of Winter Park’s charming brick streets. Newly built, this stunning residence pairs a distinctive façade with interiors that feel both richly detailed and effortlessly livable. From the marble mosaic foyer to the private poolside retreat, each space offers its own expression of luxury, creating a home with character, warmth, and a beautiful sense of arrival. Beyond the entry, the spacious living area unfolds beneath shiplap ceiling details that lend texture and architectural depth. A statement wall with an electric fireplace anchors the room, establishing an inviting setting for quiet evenings and lively gatherings alike. The kitchen takes center stage with Taj Mahal countertops and a full suite of Thermador appliances. A built-in paneled refrigerator preserves the cabinetry’s seamless appearance, while a spacious walk-in pantry provides ample storage beyond the main kitchen. Positioned downstairs, the primary suite offers a peaceful retreat with a spacious closet and a beautifully composed spa bath featuring dual vanities, a freestanding soaking tub, and a separate shower with a rain showerhead and marble mosaic tile. A second downstairs guest suite adds exceptional versatility, a rare feature for the area, providing comfortable accommodations for visitors or a space for a private office. Providing comfortable accommodations for visitors or an inspiring space for a private office. Upstairs, three additional bedrooms, each with a walk-in closet, offer room for family and guests. A spacious loft introduces another place to gather, unwind, or create a dedicated media or recreation space, while the upstairs laundry room brings convenience to daily routine. Outdoors, a covered lanai with a summer kitchen sets the scene for alfresco dining and entertaining space. Lush landscaping surrounds the pool and spa, creating a beautiful backdrop for entertaining or simply enjoying the Florida lifestyle. Energy efficient doors and windows complete the home’s thoughtful collection of features. The location places neighborhood favorites within easy reach, with Phelps Park and the YMCA just a walk away and Park Avenue’s shops, restaurants, and cafés a short golf cart ride from home. Distinctive in its architecture and generous in its design, this residence offers a compelling opportunity to enjoy brand-new construction amid the established charm of Winter Park.

5 Beds ⋅ 5 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Under Construction. A striking interpretation of Modern Tudor design brings a fresh architectural presence to one of Winter Park’s charming brick streets. Newly built, this stunning residence pairs a distinctive façade with interiors that feel both richly detailed and effortlessly livable. From the marble mosaic foyer to the private poolside retreat, each space offers its own expression of luxury, creating a home with character, warmth, and a beautiful sense of arrival. Beyond the entry, the spacious living area unfolds beneath shiplap ceiling details that lend texture and architectural depth. A statement wall with an electric fireplace anchors the room, establishing an inviting setting for quiet evenings and lively gatherings alike. The kitchen takes center stage with Taj Mahal countertops and a full suite of Thermador appliances. A built-in paneled refrigerator preserves the cabinetry’s seamless appearance, while a spacious walk-in pantry provides ample storage beyond the main kitchen. Positioned downstairs, the primary suite offers a peaceful retreat with a spacious closet and a beautifully composed spa bath featuring dual vanities, a freestanding soaking tub, and a separate shower with a rain showerhead and marble mosaic tile. A second downstairs guest suite adds exceptional versatility, a rare feature for the area, providing comfortable accommodations for visitors or a space for a private office. Providing comfortable accommodations for visitors or an inspiring space for a private office. Upstairs, three additional bedrooms, each with a walk-in closet, offer room for family and guests. A spacious loft introduces another place to gather, unwind, or create a dedicated media or recreation space, while the upstairs laundry room brings convenience to daily routine. Outdoors, a covered lanai with a summer kitchen sets the scene for alfresco dining and entertaining space. Lush landscaping surrounds the pool and spa, creating a beautiful backdrop for entertaining or simply enjoying the Florida lifestyle. Energy efficient doors and windows complete the home’s thoughtful collection of features. The location places neighborhood favorites within easy reach, with Phelps Park and the YMCA just a walk away and Park Avenue’s shops, restaurants, and cafés a short golf cart ride from home. Distinctive in its architecture and generous in its design, this residence offers a compelling opportunity to enjoy brand-new construction amid the established charm of Winter Park.

1681 Woodland Avenue, Winter Park

$1,349,000

Welcome to refined modern living in the heart of Winter Park. Meticulously crafted in 2020, this stunning two story residence showcases four bedrooms, three full baths, and a convenient powder bath. The main level welcomes you with an open concept design bathed in natural light, high ceilings, and seamless flow between the living and dining areas. Perfect for culinary enthusiasts, the chef inspired kitchen is appointed with smart GE Cafe appliances, a gas range, premium quartz countertops, custom cabinetry, and a spacious center island. A private main level home office provides a quiet, dedicated environment for work or study. The first floor primary retreat offers everyday luxury with direct pool access, dual walk in closets, and a spa caliber en suite bath featuring contemporary fixtures, a dedicated linen closet, and an expansive walk in super shower. Upstairs, a versatile open loft serves as an ideal second living room, game room, or media retreat, anchoring three generous guest bedrooms with ample closet space and beautifully finished full bathrooms. Step through sliding glass doors into your private outdoor sanctuary, complete with a fully screened swimming pool featuring a sun shelf, paved patio lounging, and pre plumbing ready for your custom summer kitchen. Situated in one of Central Florida's most desirable residential pockets, this address provides premier Orange County living within comfortable walking distance to top rated Winter Park High School, Glenridge Middle School, and Brookshire Elementary. Located just minutes from the vibrant shopping, dining, and cultural attractions of Park Avenue, this turnkey 2020 build seamlessly unites contemporary luxury with quintessential Winter Park convenience.

4 Beds ⋅ 4 Baths ⋅ Acreage SubDv. ⋅ 32792 Zip Code

Welcome to refined modern living in the heart of Winter Park. Meticulously crafted in 2020, this stunning two story residence showcases four bedrooms, three full baths, and a convenient powder bath. The main level welcomes you with an open concept design bathed in natural light, high ceilings, and seamless flow between the living and dining areas. Perfect for culinary enthusiasts, the chef inspired kitchen is appointed with smart GE Cafe appliances, a gas range, premium quartz countertops, custom cabinetry, and a spacious center island. A private main level home office provides a quiet, dedicated environment for work or study. The first floor primary retreat offers everyday luxury with direct pool access, dual walk in closets, and a spa caliber en suite bath featuring contemporary fixtures, a dedicated linen closet, and an expansive walk in super shower. Upstairs, a versatile open loft serves as an ideal second living room, game room, or media retreat, anchoring three generous guest bedrooms with ample closet space and beautifully finished full bathrooms. Step through sliding glass doors into your private outdoor sanctuary, complete with a fully screened swimming pool featuring a sun shelf, paved patio lounging, and pre plumbing ready for your custom summer kitchen. Situated in one of Central Florida's most desirable residential pockets, this address provides premier Orange County living within comfortable walking distance to top rated Winter Park High School, Glenridge Middle School, and Brookshire Elementary. Located just minutes from the vibrant shopping, dining, and cultural attractions of Park Avenue, this turnkey 2020 build seamlessly unites contemporary luxury with quintessential Winter Park convenience.

1939 Woodcrest Drive, Winter Park

$1,249,000

Virtually Staged. Welcome to your dream estate inside the highly sought-after, gated enclave of Lakeside Estates in Winter Park! This magnificent 2-story residence, built by Meritage Homes, spans an impressive 5,021 square feet of luxurious living space and features a commanding tile roof. Boasting a versatile layout of 6 bedrooms, 5 full bathrooms, and 1 half bath, this home showcases 2 separate primary suites one on each level providing an ideal setup for multi-generational living or an expansive guest retreat. Step through the entrance to be captivated by soaring high ceilings, fresh custom interior paint, premium engineered hardwood and tile flooring, and an open-concept flow flooded with natural light. The chef-inspired gourmet kitchen is an entertainer's masterpiece, equipped with brand-new quartz countertops, high-end stainless steel appliances, a generous island, and a seamless connection to the family room and sunny kitchen nook. Upstairs, a versatile bonus loft opens up endless possibilities for a media room or play space, supported by 2 dedicated indoor laundry rooms for ultimate convenience. Step outside to your private backyard paradise, complete with a covered lanai and a fully screened-in, sparkling custom pool and spa. Complete with an immaculate 3-car garage featuring a fresh protective floor coating, this property delivers executive comfort with easy access to top-rated schools, boutique shopping, fine dining, and all the historic charm of Winter Park. Schedule your private tour today!

6 Beds ⋅ 6 Baths ⋅ Lakeside Estates SubDv. ⋅ 32792 Zip Code

Virtually Staged. Welcome to your dream estate inside the highly sought-after, gated enclave of Lakeside Estates in Winter Park! This magnificent 2-story residence, built by Meritage Homes, spans an impressive 5,021 square feet of luxurious living space and features a commanding tile roof. Boasting a versatile layout of 6 bedrooms, 5 full bathrooms, and 1 half bath, this home showcases 2 separate primary suites one on each level providing an ideal setup for multi-generational living or an expansive guest retreat. Step through the entrance to be captivated by soaring high ceilings, fresh custom interior paint, premium engineered hardwood and tile flooring, and an open-concept flow flooded with natural light. The chef-inspired gourmet kitchen is an entertainer's masterpiece, equipped with brand-new quartz countertops, high-end stainless steel appliances, a generous island, and a seamless connection to the family room and sunny kitchen nook. Upstairs, a versatile bonus loft opens up endless possibilities for a media room or play space, supported by 2 dedicated indoor laundry rooms for ultimate convenience. Step outside to your private backyard paradise, complete with a covered lanai and a fully screened-in, sparkling custom pool and spa. Complete with an immaculate 3-car garage featuring a fresh protective floor coating, this property delivers executive comfort with easy access to top-rated schools, boutique shopping, fine dining, and all the historic charm of Winter Park. Schedule your private tour today!

1445 Via Sangro Place, Winter Park

$750,000

Welcome to this great 5 bedroom, 3 and a half bathroom almost 3500 square foot Winter Park home! The home not only has these spaces but also is in excellent condition with; new interior paint, new carpet, 2 heating and cooling systems replaced in 2024! The open concept center island kitchen has upgraded counters, 42" cabinets and a double convection oven! Downstairs there is a formal living and dining room, an open concept kitchen, nice warm low maintenance ceramic tile, a convenient downstairs bedroom that would also be a great office/craft/game/guest room!! Upstairs are the other private bedrooms and a huge bonus theater/media/entertainment space.. The oversized primary bedroom is upstairs for complete privacy and has a well appointed bathroom as well as two walk in closets!! Come home and relax in your fenced back yard that has a peaceful forest behind it, set up a hammock and.... This fine gated community is located so close to so much, The University of Central Florida, Winter Park, Downtown Orlando, Trinity Preparatory Academy, The Masters Academy, The Geneva School, the Space Coast, Cocoa Beach and more!!

5 Beds ⋅ 4 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code

Welcome to this great 5 bedroom, 3 and a half bathroom almost 3500 square foot Winter Park home! The home not only has these spaces but also is in excellent condition with; new interior paint, new carpet, 2 heating and cooling systems replaced in 2024! The open concept center island kitchen has upgraded counters, 42" cabinets and a double convection oven! Downstairs there is a formal living and dining room, an open concept kitchen, nice warm low maintenance ceramic tile, a convenient downstairs bedroom that would also be a great office/craft/game/guest room!! Upstairs are the other private bedrooms and a huge bonus theater/media/entertainment space.. The oversized primary bedroom is upstairs for complete privacy and has a well appointed bathroom as well as two walk in closets!! Come home and relax in your fenced back yard that has a peaceful forest behind it, set up a hammock and.... This fine gated community is located so close to so much, The University of Central Florida, Winter Park, Downtown Orlando, Trinity Preparatory Academy, The Masters Academy, The Geneva School, the Space Coast, Cocoa Beach and more!!

8061 Pleasant Pine Circle, Winter Park

$6,000,000

Pre-Construction. To be built. (NOTE: Photos show features and finishes representative of the construction budget and selection allowances. All tile, colors, stone, cabinets, vanities, lighting, appliances, wallpaper to be CUSTOM SELECTED by Buyer. Also, layout of the rooms in in the photos may differ from the home to be built here.) The home is located on McKean Circle, one of the most sought-after, quiet, NO TRAFFIC streets in Winter Park… Very close walk to Park Avenue restaurants and shopping and Winter Park Golf Course. Presented by an established, award winning luxury home builder, this bespoke home will include premium features, appliances, fixtures and finishes as follows: ELEVATOR, NATURAL GAS WHOLE HOUSE GENERATOR, WOLF/SUB ZERO appliances and wine cooler tower, built-in coffee maker, LUTRON RA3 SMART LIGHTING AND WIRING FOR BLINDS AND DRAPES, AUDIO/VIDEO, SMART HOME and SECURITY UPGRADES, WALLPAPER, special carpentry and architectural details, CEILING DETAILS with LED recessed/cove LIGHTING. FIRST FLOOR PRIMARY SUITE WITH WASHER/DRYER and two-person shower, additional GUEST SUITE FIRST FLOOR, OFFICE FIRST FLOOR, 12' FIRST FLOOR CEILINGS with 10’ DOORS. UPSTAIRS THERE EN SUITES plus large LOFT with wet bar and laundry room. Store-front window and door system with SMART GLASS (on demand opaque or clear), large 18’x10’ full-view garage door, circular driveway, heated swimmable pool with spa, plenty of pool deck space, and exquisite landscaping. A 6’ masonry-stucco wall with gates will encompasses the property. Outdoor living includes a large rear covered lanai with retractable screens and a large summer kitchen, pool-bath and outdoor shower. Enjoy two fireplaces: a linear fireplace (choose natural gas or electric) in living room and optional natural gas fireplace on the pool deck. Great fortune comes to those who TAKE IMMEDIATE ACTION when opportunity presents itself. Call now to schedule your meeting with the Builder to get started on your new home today!

5 Beds ⋅ 7 Baths ⋅ Palmer Park SubDv. ⋅ 32789 Zip Code

Pre-Construction. To be built. (NOTE: Photos show features and finishes representative of the construction budget and selection allowances. All tile, colors, stone, cabinets, vanities, lighting, appliances, wallpaper to be CUSTOM SELECTED by Buyer. Also, layout of the rooms in in the photos may differ from the home to be built here.) The home is located on McKean Circle, one of the most sought-after, quiet, NO TRAFFIC streets in Winter Park… Very close walk to Park Avenue restaurants and shopping and Winter Park Golf Course. Presented by an established, award winning luxury home builder, this bespoke home will include premium features, appliances, fixtures and finishes as follows: ELEVATOR, NATURAL GAS WHOLE HOUSE GENERATOR, WOLF/SUB ZERO appliances and wine cooler tower, built-in coffee maker, LUTRON RA3 SMART LIGHTING AND WIRING FOR BLINDS AND DRAPES, AUDIO/VIDEO, SMART HOME and SECURITY UPGRADES, WALLPAPER, special carpentry and architectural details, CEILING DETAILS with LED recessed/cove LIGHTING. FIRST FLOOR PRIMARY SUITE WITH WASHER/DRYER and two-person shower, additional GUEST SUITE FIRST FLOOR, OFFICE FIRST FLOOR, 12' FIRST FLOOR CEILINGS with 10’ DOORS. UPSTAIRS THERE EN SUITES plus large LOFT with wet bar and laundry room. Store-front window and door system with SMART GLASS (on demand opaque or clear), large 18’x10’ full-view garage door, circular driveway, heated swimmable pool with spa, plenty of pool deck space, and exquisite landscaping. A 6’ masonry-stucco wall with gates will encompasses the property. Outdoor living includes a large rear covered lanai with retractable screens and a large summer kitchen, pool-bath and outdoor shower. Enjoy two fireplaces: a linear fireplace (choose natural gas or electric) in living room and optional natural gas fireplace on the pool deck. Great fortune comes to those who TAKE IMMEDIATE ACTION when opportunity presents itself. Call now to schedule your meeting with the Builder to get started on your new home today!

1011 Mckean Circle, Winter Park

$2,100,000

Virtually Staged. Situated along one of Winter Park's charming, tree-lined brick streets, this beautifully maintained traditional residence offers over 4,100 square feet of thoughtfully designed living space, with 5 bedrooms, 5 full bathrooms, and 1 half bath. Timeless architectural details and modern comforts create a welcoming home designed for both everyday living and entertaining. A welcoming front porch leads into elegant interiors featuring a private office with custom built-ins and a glass pocket door, along with a formal dining room accented by a tray ceiling and ambient lighting. The living room showcases exposed ceiling beams, crown molding, built-in shelving, and a gas fireplace, while French doors open to the screened lanai, creating a seamless connection to the outdoors. The kitchen features expansive countertops, abundant cabinetry, a center island with prep sink, walk-in pantry, and breakfast nook with access to the outdoor living area. A butler's pantry with wine refrigerator adds convenience for entertaining. The main-level primary suite offers a relaxing retreat with dual vanities, a soaking tub, and multiple closets. A second ensuite bedroom on the first floor, complete with a beverage refrigerator and coffee station, provides additional privacy and comfort for guests. A dedicated laundry room completes the main level. Upstairs, a built-in desk and cabinets line the hallway for study or work space. Generous loft with custom cabinetry, accent lighting, and beverage refrigerator creates a versatile second living area. Three additional bedrooms provide comfortable accommodations, including two connected by a Jack-and-Jill bathroom and a third with access to a nearby full bath. The second laundry room adds flexibility and convenience. Outdoors, enjoy a private backyard retreat featuring a screened lanai, swimming pool, outdoor kitchen, mature landscaping, and a full pool bathroom. Recent improvements include interior paint, a new second-floor Daikin AC system with UV lights, updated Hayward pool equipment, including the pump, DE filter, heater, chlorination system, whole-house Brita water filtration, epoxy garage flooring, new carpeting, refinished wood floors, polished countertops, and fiber-optic connectivity. Additional updates include a new roof (2023), commercial-grade water heater (2022), exterior paint (2024), and new appliances: fridge, dishwasher, washer and dryer. Conveniently located near the Vias and Winter Park Racquet Club, and just minutes from Park Avenue's renowned shopping and dining, the YMCA, medical facilities, and nearby public and private schools, this home offers the charm of Winter Park living with convenient access to recreation, dining, and everyday essentials.

5 Beds ⋅ 6 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Virtually Staged. Situated along one of Winter Park's charming, tree-lined brick streets, this beautifully maintained traditional residence offers over 4,100 square feet of thoughtfully designed living space, with 5 bedrooms, 5 full bathrooms, and 1 half bath. Timeless architectural details and modern comforts create a welcoming home designed for both everyday living and entertaining. A welcoming front porch leads into elegant interiors featuring a private office with custom built-ins and a glass pocket door, along with a formal dining room accented by a tray ceiling and ambient lighting. The living room showcases exposed ceiling beams, crown molding, built-in shelving, and a gas fireplace, while French doors open to the screened lanai, creating a seamless connection to the outdoors. The kitchen features expansive countertops, abundant cabinetry, a center island with prep sink, walk-in pantry, and breakfast nook with access to the outdoor living area. A butler's pantry with wine refrigerator adds convenience for entertaining. The main-level primary suite offers a relaxing retreat with dual vanities, a soaking tub, and multiple closets. A second ensuite bedroom on the first floor, complete with a beverage refrigerator and coffee station, provides additional privacy and comfort for guests. A dedicated laundry room completes the main level. Upstairs, a built-in desk and cabinets line the hallway for study or work space. Generous loft with custom cabinetry, accent lighting, and beverage refrigerator creates a versatile second living area. Three additional bedrooms provide comfortable accommodations, including two connected by a Jack-and-Jill bathroom and a third with access to a nearby full bath. The second laundry room adds flexibility and convenience. Outdoors, enjoy a private backyard retreat featuring a screened lanai, swimming pool, outdoor kitchen, mature landscaping, and a full pool bathroom. Recent improvements include interior paint, a new second-floor Daikin AC system with UV lights, updated Hayward pool equipment, including the pump, DE filter, heater, chlorination system, whole-house Brita water filtration, epoxy garage flooring, new carpeting, refinished wood floors, polished countertops, and fiber-optic connectivity. Additional updates include a new roof (2023), commercial-grade water heater (2022), exterior paint (2024), and new appliances: fridge, dishwasher, washer and dryer. Conveniently located near the Vias and Winter Park Racquet Club, and just minutes from Park Avenue's renowned shopping and dining, the YMCA, medical facilities, and nearby public and private schools, this home offers the charm of Winter Park living with convenient access to recreation, dining, and everyday essentials.

1355 Hibiscus Avenue, Winter Park

$3,390,000

Set along a picturesque brick street in Winter Park’s coveted Lake Sue District, this extraordinary residence delivers the scale, craftsmanship, and thoughtful design rarely found in such a desirable location. Positioned on an expansive homesite with an impressive architectural façade and meticulously curated landscaping, the home makes an unforgettable first impression before revealing an interior designed for both elevated entertaining and everyday living. A dramatic foyer with soaring 22-foot ceilings introduces an exceptional floor plan. To one side, a color-drenched private office is enveloped in custom trim work, while the formal dining room opposite features floor-to-ceiling windows and an elegant coffered ceiling. Beyond, the expansive living room is anchored by a stone-wrapped fireplace and framed by arched built-in shelving with integrated LED lighting. Natural wood beams add warmth and architectural character, creating a space that feels equally refined and inviting. The chef’s kitchen is a statement in both beauty and performance, showcasing custom cabinetry, quartz countertops, a professional Wolf gas range, and an oversized paneled Sub-Zero refrigerator. Overhead beams bring dimension to the space, while the adjoining breakfast nook, with custom built-in bench seating offers a charming setting for casual dining. A generously sized butler’s pantry and laundry room provide exceptional storage and functionality. Privately positioned on the main level, the primary suite opens directly to the covered lanai. Its spa-inspired bath is finished in beautiful marble and features dual vanities with floating mirrors, an expansive wet room with a freestanding soaking tub, and a fully customized wardrobe by award-winning Idelli Closets. Upstairs, a spacious loft creates an additional living area surrounded by four generously proportioned bedroom suites, each complete with a private bath and walk-in closet. A second laundry room adds convenience to the upper level. The outdoor setting rivals a private resort. A magazine-worthy summer kitchen anchors the expansive covered lanai, while retractable screens allow for comfortable year-round entertaining. Beyond, a heated pool and spillover spa are complemented by marble decking and additional green space. Just moments from Lake Sue, Park Avenue, Rollins College, East End Market, and zoned for highly sought-after Audubon Park School, this remarkable residence presents an exceptional opportunity to experience one of Winter Park’s most compelling homes.

5 Beds ⋅ 7 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

Set along a picturesque brick street in Winter Park’s coveted Lake Sue District, this extraordinary residence delivers the scale, craftsmanship, and thoughtful design rarely found in such a desirable location. Positioned on an expansive homesite with an impressive architectural façade and meticulously curated landscaping, the home makes an unforgettable first impression before revealing an interior designed for both elevated entertaining and everyday living. A dramatic foyer with soaring 22-foot ceilings introduces an exceptional floor plan. To one side, a color-drenched private office is enveloped in custom trim work, while the formal dining room opposite features floor-to-ceiling windows and an elegant coffered ceiling. Beyond, the expansive living room is anchored by a stone-wrapped fireplace and framed by arched built-in shelving with integrated LED lighting. Natural wood beams add warmth and architectural character, creating a space that feels equally refined and inviting. The chef’s kitchen is a statement in both beauty and performance, showcasing custom cabinetry, quartz countertops, a professional Wolf gas range, and an oversized paneled Sub-Zero refrigerator. Overhead beams bring dimension to the space, while the adjoining breakfast nook, with custom built-in bench seating offers a charming setting for casual dining. A generously sized butler’s pantry and laundry room provide exceptional storage and functionality. Privately positioned on the main level, the primary suite opens directly to the covered lanai. Its spa-inspired bath is finished in beautiful marble and features dual vanities with floating mirrors, an expansive wet room with a freestanding soaking tub, and a fully customized wardrobe by award-winning Idelli Closets. Upstairs, a spacious loft creates an additional living area surrounded by four generously proportioned bedroom suites, each complete with a private bath and walk-in closet. A second laundry room adds convenience to the upper level. The outdoor setting rivals a private resort. A magazine-worthy summer kitchen anchors the expansive covered lanai, while retractable screens allow for comfortable year-round entertaining. Beyond, a heated pool and spillover spa are complemented by marble decking and additional green space. Just moments from Lake Sue, Park Avenue, Rollins College, East End Market, and zoned for highly sought-after Audubon Park School, this remarkable residence presents an exceptional opportunity to experience one of Winter Park’s most compelling homes.

1751 Glencoe Road, Winter Park

$985,000

Located on one of Winter Park's beautiful oak-lined brick streets, 1611 Chestnut Avenue is an extensively renovated and expanded 4-bedroom, 4-bath residence offering nearly 3,000 square feet of thoughtfully designed living space in the highly desirable 32789 ZIP code. Far beyond cosmetic updates, this home has undergone a substantial transformation, including major additions to the rear and second floor, creating a spacious, versatile layout with high-quality finishes and modern comforts throughout. The result is a home that combines the established character of its surroundings with the space and functionality of a contemporary residence. The beautifully redesigned kitchen features quartz countertops, stainless steel appliances, a generous island, farmhouse sink, and adjoining pantry, opening to inviting living and dining areas. Whether preparing a quiet dinner or hosting a gathering, the kitchen's generous workspace and connection to the surrounding rooms make it a natural center of daily life. A separate, expansive family room showcases a stone wood-burning fireplace and custom built-ins, providing another comfortable setting for relaxing or entertaining. Engineered hardwood and luxury vinyl flooring, designer tilework, upgraded fixtures, and beautifully appointed bathrooms reflect the attention and investment devoted to this home. The thoughtful separation of living spaces gives everyone room to enjoy the home in their own way without sacrificing the ease of gathering together. The impressive upstairs primary retreat provides exceptional privacy, featuring a spacious en-suite bathroom with freestanding soaking tub, double vanity, walk-in closet, and dedicated built-in office alcove. Occupying its own upper-level space, this generously proportioned suite feels like a retreat within the home, with room for both a restful bedroom setting and a practical workspace. Three additional bedrooms are located downstairs, including two with en-suite bathrooms. One enjoys an adjoining sitting room with sliding doors opening to the backyard, creating an ideal arrangement for extended family, guests, or multigenerational living. This flexible layout is equally appealing for those seeking a private guest area, a home office, or separate spaces for different daily routines. Additional improvements include an updated roof, newer AC system, a dedicated laundry room, attached two-car garage, and a private fenced backyard surrounded by mature landscaping. The outdoor setting provides space to unwind, enjoy fresh air, or create a welcoming area for casual get-togethers, while the mature trees and greenery reinforce the charm of this established neighborhood. Situated in Winter Park's established Lake Knowles Terrace neighborhood, the property is surrounded by charming residences, beautifully renovated homes, and impressive newer custom construction. Here, brick-paved streets and a canopy of mature oaks create a distinctive streetscape that is increasingly difficult to find. Enjoy convenient access to the Winter Park Chain of Lakes, Winter Park Golf Course, Phelps Park, the YMCA, and the renowned shopping, dining, and cultural attractions of Park Avenue. From neighborhood walks beneath the oaks to an afternoon along Park Avenue, this address places many of Winter Park's most loved destinations close to home. An exceptional combination of extensive improvements, generous living space, flexible accommodations, and a highly sought-after Winter Park location.

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Located on one of Winter Park's beautiful oak-lined brick streets, 1611 Chestnut Avenue is an extensively renovated and expanded 4-bedroom, 4-bath residence offering nearly 3,000 square feet of thoughtfully designed living space in the highly desirable 32789 ZIP code. Far beyond cosmetic updates, this home has undergone a substantial transformation, including major additions to the rear and second floor, creating a spacious, versatile layout with high-quality finishes and modern comforts throughout. The result is a home that combines the established character of its surroundings with the space and functionality of a contemporary residence. The beautifully redesigned kitchen features quartz countertops, stainless steel appliances, a generous island, farmhouse sink, and adjoining pantry, opening to inviting living and dining areas. Whether preparing a quiet dinner or hosting a gathering, the kitchen's generous workspace and connection to the surrounding rooms make it a natural center of daily life. A separate, expansive family room showcases a stone wood-burning fireplace and custom built-ins, providing another comfortable setting for relaxing or entertaining. Engineered hardwood and luxury vinyl flooring, designer tilework, upgraded fixtures, and beautifully appointed bathrooms reflect the attention and investment devoted to this home. The thoughtful separation of living spaces gives everyone room to enjoy the home in their own way without sacrificing the ease of gathering together. The impressive upstairs primary retreat provides exceptional privacy, featuring a spacious en-suite bathroom with freestanding soaking tub, double vanity, walk-in closet, and dedicated built-in office alcove. Occupying its own upper-level space, this generously proportioned suite feels like a retreat within the home, with room for both a restful bedroom setting and a practical workspace. Three additional bedrooms are located downstairs, including two with en-suite bathrooms. One enjoys an adjoining sitting room with sliding doors opening to the backyard, creating an ideal arrangement for extended family, guests, or multigenerational living. This flexible layout is equally appealing for those seeking a private guest area, a home office, or separate spaces for different daily routines. Additional improvements include an updated roof, newer AC system, a dedicated laundry room, attached two-car garage, and a private fenced backyard surrounded by mature landscaping. The outdoor setting provides space to unwind, enjoy fresh air, or create a welcoming area for casual get-togethers, while the mature trees and greenery reinforce the charm of this established neighborhood. Situated in Winter Park's established Lake Knowles Terrace neighborhood, the property is surrounded by charming residences, beautifully renovated homes, and impressive newer custom construction. Here, brick-paved streets and a canopy of mature oaks create a distinctive streetscape that is increasingly difficult to find. Enjoy convenient access to the Winter Park Chain of Lakes, Winter Park Golf Course, Phelps Park, the YMCA, and the renowned shopping, dining, and cultural attractions of Park Avenue. From neighborhood walks beneath the oaks to an afternoon along Park Avenue, this address places many of Winter Park's most loved destinations close to home. An exceptional combination of extensive improvements, generous living space, flexible accommodations, and a highly sought-after Winter Park location.

1611 Chestnut Avenue, Winter Park

$482,000

Welcome to The Enclave at Hawks Crest! This 2019-built townhome offers 3 bedrooms, 2.5 baths, and 2,308 sqft of modern, open-concept living. The main level flows from the foyer into a bright living/dining area and an island kitchen with granite-look counters, subway tile backsplash, and a full stainless appliance suite. Wood-look vinyl plank flooring throughout the living areas; carpeted bedrooms upstairs including a primary suite with tray ceiling, dual vanity, and glass-door walk-in shower with large-format tile. A versatile loft adds flexible living space. Step out to the covered lanai with ceiling fan overlooking a wooded view. 2-car garage plus a laundry room with sink and cabinetry. Enjoy resort-style community amenities — clubhouse, pool, playground, and park — minutes from Winter Park shopping and dining. HOA $333/mo. Call and schedule your showing today!

3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code

Welcome to The Enclave at Hawks Crest! This 2019-built townhome offers 3 bedrooms, 2.5 baths, and 2,308 sqft of modern, open-concept living. The main level flows from the foyer into a bright living/dining area and an island kitchen with granite-look counters, subway tile backsplash, and a full stainless appliance suite. Wood-look vinyl plank flooring throughout the living areas; carpeted bedrooms upstairs including a primary suite with tray ceiling, dual vanity, and glass-door walk-in shower with large-format tile. A versatile loft adds flexible living space. Step out to the covered lanai with ceiling fan overlooking a wooded view. 2-car garage plus a laundry room with sink and cabinetry. Enjoy resort-style community amenities — clubhouse, pool, playground, and park — minutes from Winter Park shopping and dining. HOA $333/mo. Call and schedule your showing today!

1407 Broad Wing Lane, Winter Park

$1,399,900

WELCOME to this farmhouse-inspired residence combines timeless architectural character with modern luxury and thoughtful design. ***A welcome front porch leads to an impressive two-story foyer and bright, open floor plan designed for comfortable living and effortless entertaining. A private fourth bedroom with a full bath is located near the entry, offering flexibility as a guest suite, home office, study, or secluded retreat. ***KITCHEN & MAIN LIVING AREAS: The gourmet kitchen serves as the heart of the home, featuring quartz countertops, custom cabinetry, and a premium Bosch appliance package with a 36-inch electric cooktop. Open to the spacious living and dining areas, it creates a seamless setting for everyday living and entertaining. ***PRIMARY SUITE & UPSTAIRS SPACES: The first-floor primary suite provides a peaceful retreat with a spa-inspired bath, dual vanities, a freestanding soaking tub, and a generous walk-in closet with custom shelving. A nearby laundry area adds convenience and efficiency. Upstairs, a spacious bonus room with a closet can function as a fifth bedroom, media room, game room, home office, creative studio. Two additional bedrooms feature walk-in closets and share a beautifully appointed bathroom with dual sinks. A second laundry room with a sink and abundant natural light adds further convenience. ***OUTDOOR LIVING: The covered lanai overlooks a sparkling pool and beautifully landscaped backyard, creating for the outdoor relaxation and entertaining. The entire covered porch features a motorized retractable screening system, allowing the space to be fully screened in. Low-maintenance artificial turf keeps the backyard looking lush and green year-round without the need for mowing, while an additional mosquito repellent system enhances outdoor enjoyment. ***LOCATION: Perfectly positioned near Winter Park's acclaimed shopping, fine dining, beautiful parks, and vibrant cultural attractions, this exceptional location also offers effortless access to I-4 and Downtown Orlando, Winter Park Village, Publix, Trader Joe's, and much more, making it easy to enjoy everything Central Florida Lifestyle. Make an appointment today before this beautiful, amazing home is gone!!!

4 Beds ⋅ 4 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

WELCOME to this farmhouse-inspired residence combines timeless architectural character with modern luxury and thoughtful design. ***A welcome front porch leads to an impressive two-story foyer and bright, open floor plan designed for comfortable living and effortless entertaining. A private fourth bedroom with a full bath is located near the entry, offering flexibility as a guest suite, home office, study, or secluded retreat. ***KITCHEN & MAIN LIVING AREAS: The gourmet kitchen serves as the heart of the home, featuring quartz countertops, custom cabinetry, and a premium Bosch appliance package with a 36-inch electric cooktop. Open to the spacious living and dining areas, it creates a seamless setting for everyday living and entertaining. ***PRIMARY SUITE & UPSTAIRS SPACES: The first-floor primary suite provides a peaceful retreat with a spa-inspired bath, dual vanities, a freestanding soaking tub, and a generous walk-in closet with custom shelving. A nearby laundry area adds convenience and efficiency. Upstairs, a spacious bonus room with a closet can function as a fifth bedroom, media room, game room, home office, creative studio. Two additional bedrooms feature walk-in closets and share a beautifully appointed bathroom with dual sinks. A second laundry room with a sink and abundant natural light adds further convenience. ***OUTDOOR LIVING: The covered lanai overlooks a sparkling pool and beautifully landscaped backyard, creating for the outdoor relaxation and entertaining. The entire covered porch features a motorized retractable screening system, allowing the space to be fully screened in. Low-maintenance artificial turf keeps the backyard looking lush and green year-round without the need for mowing, while an additional mosquito repellent system enhances outdoor enjoyment. ***LOCATION: Perfectly positioned near Winter Park's acclaimed shopping, fine dining, beautiful parks, and vibrant cultural attractions, this exceptional location also offers effortless access to I-4 and Downtown Orlando, Winter Park Village, Publix, Trader Joe's, and much more, making it easy to enjoy everything Central Florida Lifestyle. Make an appointment today before this beautiful, amazing home is gone!!!

1737 Indiana Avenue, Winter Park

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