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Welcome to this beautifully updated, single-story pool home in the established, non-HOA Indian Hills neighborhood of Maitland! The updated kitchen features Carrara quartz countertops, an undermount sink with a pull-down faucet, and a new stainless steel appliance package. Both bathrooms have been tastefully renovated with shaker-style vanities topped with quartz, dual undermount sinks, framed mirrors, new toilets, and modern fixtures. Additional interior updates include new luxury vinyl plank flooring, new carpet, and fresh two-tone interior paint. Outside, enjoy fresh exterior paint and a private in-ground pool with a newly sealed and painted pool deck. The rear porch also features new carriage-style lighting. Conveniently located near SR-436 and US-17/92, this home offers easy access to Maitland, Winter Park, Altamonte Springs, and downtown Orlando.

3 Beds ⋅ 2 Baths ⋅ Indian Hills Unit 1 Rep SubDv. ⋅ 32751 Zip Code

Welcome to this beautifully updated, single-story pool home in the established, non-HOA Indian Hills neighborhood of Maitland! The updated kitchen features Carrara quartz countertops, an undermount sink with a pull-down faucet, and a new stainless steel appliance package. Both bathrooms have been tastefully renovated with shaker-style vanities topped with quartz, dual undermount sinks, framed mirrors, new toilets, and modern fixtures. Additional interior updates include new luxury vinyl plank flooring, new carpet, and fresh two-tone interior paint. Outside, enjoy fresh exterior paint and a private in-ground pool with a newly sealed and painted pool deck. The rear porch also features new carriage-style lighting. Conveniently located near SR-436 and US-17/92, this home offers easy access to Maitland, Winter Park, Altamonte Springs, and downtown Orlando.

2607 Derbyshire Road, Maitland

$133,500

Move-in ready condo in the desirable Carrington Park community! Well-maintained with an open, functional floor plan and generous living space. Minutes from UCF, shopping, dining, and major highways for easy Central Florida commuting. Community amenities include pools, a fitness center, and a playground.

2 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code

Move-in ready condo in the desirable Carrington Park community! Well-maintained with an open, functional floor plan and generous living space. Minutes from UCF, shopping, dining, and major highways for easy Central Florida commuting. Community amenities include pools, a fitness center, and a playground.

562 Flemming Way Unit 200, Maitland

$1,139,500

Under contract-accepting backup offers. Nestled beneath a canopy of majestic oak trees in Maitland’s sought-after Wellington community, this beautifully maintained 4-bedroom, 3.5-bath residence offers 2,988 square feet of timeless architectural character, inviting living spaces, and glimpses of spring fed Lake of the Woods from both inside and outside the home. A sweeping circular driveway, manicured landscaping, and striking arched windows create an unforgettable first impression. Inside, a grand two-story foyer welcomes you with an elegant staircase and rich hardwood flooring, leading into thoughtfully designed spaces filled with natural light. The stunning living room is the architectural centerpiece of the home, featuring soaring vaulted ceilings with exposed wood detailing, a dramatic stone fireplace, custom built-ins, and an expansive arched window overlooking the beautifully landscaped grounds. A formal dining room with elegant millwork and built-in cabinetry provides a lovely setting for entertaining, while an adjoining open workspace offers flexibility for a home office or creative retreat. The spacious kitchen features white cabinetry, exotic natural stone countertops, generous preparation space, and a charming breakfast nook surrounded by windows. An additional living area opens directly to the pool and backyard, creating a natural extension of the home's gathering spaces. Currently enjoyed as a playroom, this versatile space can easily evolve with your family's changing needs, from a children's retreat to a game room, media lounge, or relaxed gathering space for years to come. Conveniently located on the main floor, the primary suite offers a peaceful retreat with abundant natural light, warm hardwood flooring, and an ensuite bathroom featuring dual vanities and a spacious walk-in shower. Three additional bedrooms upstairs provide comfortable accommodations and flexibility for family and guests. Step outside to discover a private backyard oasis featuring a sparkling pool, expansive lawn, mature landscaping, and multiple areas for outdoor dining, entertaining, or simply enjoying the Florida sunshine. A fully fenced backyard and two-car garage add everyday convenience, while the generous indoor and outdoor spaces create an inviting setting for everything from quiet afternoons to lively family gatherings. Residents of Wellington enjoy deeded access to Lake of the Woods, along with an exceptional location near highly regarded Seminole County schools, Winter Park’s charming Park Avenue, boutique shopping, and renowned restaurants. From peaceful mornings beneath the majestic oaks to beautiful sunsets over the neighborhood lake, this distinctive Maitland residence offers a wonderful balance of architectural charm, everyday comfort, and a place to grow and make memories for years to come.

4 Beds ⋅ 4 Baths ⋅ Wellington SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Nestled beneath a canopy of majestic oak trees in Maitland’s sought-after Wellington community, this beautifully maintained 4-bedroom, 3.5-bath residence offers 2,988 square feet of timeless architectural character, inviting living spaces, and glimpses of spring fed Lake of the Woods from both inside and outside the home. A sweeping circular driveway, manicured landscaping, and striking arched windows create an unforgettable first impression. Inside, a grand two-story foyer welcomes you with an elegant staircase and rich hardwood flooring, leading into thoughtfully designed spaces filled with natural light. The stunning living room is the architectural centerpiece of the home, featuring soaring vaulted ceilings with exposed wood detailing, a dramatic stone fireplace, custom built-ins, and an expansive arched window overlooking the beautifully landscaped grounds. A formal dining room with elegant millwork and built-in cabinetry provides a lovely setting for entertaining, while an adjoining open workspace offers flexibility for a home office or creative retreat. The spacious kitchen features white cabinetry, exotic natural stone countertops, generous preparation space, and a charming breakfast nook surrounded by windows. An additional living area opens directly to the pool and backyard, creating a natural extension of the home's gathering spaces. Currently enjoyed as a playroom, this versatile space can easily evolve with your family's changing needs, from a children's retreat to a game room, media lounge, or relaxed gathering space for years to come. Conveniently located on the main floor, the primary suite offers a peaceful retreat with abundant natural light, warm hardwood flooring, and an ensuite bathroom featuring dual vanities and a spacious walk-in shower. Three additional bedrooms upstairs provide comfortable accommodations and flexibility for family and guests. Step outside to discover a private backyard oasis featuring a sparkling pool, expansive lawn, mature landscaping, and multiple areas for outdoor dining, entertaining, or simply enjoying the Florida sunshine. A fully fenced backyard and two-car garage add everyday convenience, while the generous indoor and outdoor spaces create an inviting setting for everything from quiet afternoons to lively family gatherings. Residents of Wellington enjoy deeded access to Lake of the Woods, along with an exceptional location near highly regarded Seminole County schools, Winter Park’s charming Park Avenue, boutique shopping, and renowned restaurants. From peaceful mornings beneath the majestic oaks to beautiful sunsets over the neighborhood lake, this distinctive Maitland residence offers a wonderful balance of architectural charm, everyday comfort, and a place to grow and make memories for years to come.

1233 Wellington Terrace, Maitland

$299,999

Under contract-accepting backup offers. MULTIPLE OFFERS!! An Inviting Retreat in a Prime Maitland Location!! Discover a home where comfort, charm, and convenience come together beautifully. This inviting 3-bedroom, 2-bathroom residence offers a welcoming atmosphere, thoughtfully designed spaces, and an exceptional location just 1.5 miles from Winter Park Village. Step inside to discover ceramic tile flooring throughout, creating a cohesive, timeless look while offering easy maintenance. Vaulted ceilings enhance the sense of openness, allowing the living spaces to feel bright and airy. Natural light fills the kitchen, where a charming dining area provides the perfect setting for leisurely breakfasts, morning coffee, or intimate gatherings with family and friends. Sliding glass doors extend the living space outdoors, offering easy access to the yard and creating a seamless connection between indoor comfort and outdoor enjoyment. The bedrooms are designed with everyday functionality in mind, with both the primary and secondary bedrooms featuring spacious walk-in closets for added storage. The primary suite offers a relaxing escape, complete with a private bathroom featuring a soothing garden tub and a separate walk-in shower—the perfect place to unwind and recharge. A convenient one-car garage adds another practical touch to this inviting home. A Location That Makes Every Day More Enjoyable One of this home's standout features is its desirable location. Just 1.5 miles from Winter Park Village, you'll be moments away from an exciting selection of boutiques, popular retailers, restaurants, cafés, and entertainment options. Whether you're planning a dinner out, browsing your favorite shops, or enjoying a casual afternoon close to home, this location puts the best of the surrounding area within easy reach. Combining comfortable living spaces, inviting natural light, and convenient access to local favorites, this property offers a wonderful opportunity to enjoy a lifestyle defined by both comfort and accessibility. Additional highlights include a 9-year-old roof and a low HOA fee, adding to the home's overall appeal. Comfortable living. A sought-after location. Everyday convenience.

3 Beds ⋅ 2 Baths ⋅ Hamlet At Maitland SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. MULTIPLE OFFERS!! An Inviting Retreat in a Prime Maitland Location!! Discover a home where comfort, charm, and convenience come together beautifully. This inviting 3-bedroom, 2-bathroom residence offers a welcoming atmosphere, thoughtfully designed spaces, and an exceptional location just 1.5 miles from Winter Park Village. Step inside to discover ceramic tile flooring throughout, creating a cohesive, timeless look while offering easy maintenance. Vaulted ceilings enhance the sense of openness, allowing the living spaces to feel bright and airy. Natural light fills the kitchen, where a charming dining area provides the perfect setting for leisurely breakfasts, morning coffee, or intimate gatherings with family and friends. Sliding glass doors extend the living space outdoors, offering easy access to the yard and creating a seamless connection between indoor comfort and outdoor enjoyment. The bedrooms are designed with everyday functionality in mind, with both the primary and secondary bedrooms featuring spacious walk-in closets for added storage. The primary suite offers a relaxing escape, complete with a private bathroom featuring a soothing garden tub and a separate walk-in shower—the perfect place to unwind and recharge. A convenient one-car garage adds another practical touch to this inviting home. A Location That Makes Every Day More Enjoyable One of this home's standout features is its desirable location. Just 1.5 miles from Winter Park Village, you'll be moments away from an exciting selection of boutiques, popular retailers, restaurants, cafés, and entertainment options. Whether you're planning a dinner out, browsing your favorite shops, or enjoying a casual afternoon close to home, this location puts the best of the surrounding area within easy reach. Combining comfortable living spaces, inviting natural light, and convenient access to local favorites, this property offers a wonderful opportunity to enjoy a lifestyle defined by both comfort and accessibility. Additional highlights include a 9-year-old roof and a low HOA fee, adding to the home's overall appeal. Comfortable living. A sought-after location. Everyday convenience.

989 Hamlet Court, Maitland

$699,000

Under contract-accepting backup offers. Welcome to the desirable Dommerich Estates where timeless charm meets thoughtful modern updates. Completely renovated with an open-concept layout this home offers the kind of space and flow that makes everyday living and entertaining effortless. The heart of the home is the beautifully redesigned kitchen, featuring quartz countertops, island, solid wood cabinetry, and a full suite of stainless steel appliances including a wine refrigerator. Both bathrooms have been fully renovated with double vanities, designer finishes, shiplap accents, and a stunning primary bath complete with a frameless glass shower, marble tile, and marble countertops. The spacious primary suite also features a walk-in closet with custom built-in shelving. Natural light pours into the dining area through oversized windows that open to the backyard, creating a seamless indoor-outdoor connection. Step outside to a fully fenced backyard with a concrete patio that's perfect for grilling, relaxing, or hosting friends and family. The oversized two-car garage includes durable epoxy flooring, and a utility sink. Additional upgrades include a new water heater (2020). Location is just as impressive as the home itself. Zoned for the highly regarded Dommerich and Winter Park schools, you'll also enjoy neighborhood parks, walking trails, and community lake access and boat ramp just down the street. Homes like this don't come along often. Schedule your private showing today! The major updates have already been taken care of, new roof (2019) all-new windows (2019), a complete replumb (2019), LVT flooring throughout (2019), plus updated lighting and hardware in every room. New attic insulation 2022, all electrical outlets replaced 2022, new exterior outlets, termite protection system, Primary bedroom and guestroom closet built ins, new gutters 2021, new Carrier A/C (Garage and outdoor) 2021, new air ducts 2024, added air returns in rooms, new liftmaster garage door motors 2021, new driveway 2022, back patio resurface 2022, concrete side walkway and garbage pad 2022, rock walkway around house, exterior paint 2026, landscaping 2026

3 Beds ⋅ 2 Baths ⋅ Dommerich Estates SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Welcome to the desirable Dommerich Estates where timeless charm meets thoughtful modern updates. Completely renovated with an open-concept layout this home offers the kind of space and flow that makes everyday living and entertaining effortless. The heart of the home is the beautifully redesigned kitchen, featuring quartz countertops, island, solid wood cabinetry, and a full suite of stainless steel appliances including a wine refrigerator. Both bathrooms have been fully renovated with double vanities, designer finishes, shiplap accents, and a stunning primary bath complete with a frameless glass shower, marble tile, and marble countertops. The spacious primary suite also features a walk-in closet with custom built-in shelving. Natural light pours into the dining area through oversized windows that open to the backyard, creating a seamless indoor-outdoor connection. Step outside to a fully fenced backyard with a concrete patio that's perfect for grilling, relaxing, or hosting friends and family. The oversized two-car garage includes durable epoxy flooring, and a utility sink. Additional upgrades include a new water heater (2020). Location is just as impressive as the home itself. Zoned for the highly regarded Dommerich and Winter Park schools, you'll also enjoy neighborhood parks, walking trails, and community lake access and boat ramp just down the street. Homes like this don't come along often. Schedule your private showing today! The major updates have already been taken care of, new roof (2019) all-new windows (2019), a complete replumb (2019), LVT flooring throughout (2019), plus updated lighting and hardware in every room. New attic insulation 2022, all electrical outlets replaced 2022, new exterior outlets, termite protection system, Primary bedroom and guestroom closet built ins, new gutters 2021, new Carrier A/C (Garage and outdoor) 2021, new air ducts 2024, added air returns in rooms, new liftmaster garage door motors 2021, new driveway 2022, back patio resurface 2022, concrete side walkway and garbage pad 2022, rock walkway around house, exterior paint 2026, landscaping 2026

151 Dommerich Drive, Maitland

$1,429,900

Under contract-accepting backup offers. Welcome to 1909 Belford Court, a Mediterranean-style pool home in the highly desirable, guard-gated community of Maitland Club. Set on 0.37 acres with picturesque pond and fountain views, this four-bedroom, four-bath residence offers 4,230 square feet of living space and a two-car garage. An arched entry, mature landscaping, and palms create a welcoming first impression. Inside, tray ceilings, crown molding, plantation shutters, and extensive built-ins add character. The kitchen features abundant cabinetry, an island with seating, a bright bay-window breakfast nook, and a beverage bar with wine storage. Illuminated quartz in the kitchen and by the fireplace adds a distinctive touch. The primary suite offers a spa-like bathroom with a freestanding soaking tub, glass-enclosed shower, and gold-tone fixtures. A window-lined sunroom overlooks the private pool and pond, while the expansive paver patio, outdoor fireplace, and built-in seating create an inviting setting for entertaining. App-controlled low-voltage lighting adds ambiance after sunset. Recent upgrades include a new barrel tile roof installed approximately six months ago, new gutters, and a brand-new Trane HVAC system. Located just off I-4 at the Maitland exit, with downtown Orlando approximately seven-fifteen minutes away, this home combines Mediterranean charm with everyday convenience.

4 Beds ⋅ 4 Baths ⋅ Maitland Club Rep SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Welcome to 1909 Belford Court, a Mediterranean-style pool home in the highly desirable, guard-gated community of Maitland Club. Set on 0.37 acres with picturesque pond and fountain views, this four-bedroom, four-bath residence offers 4,230 square feet of living space and a two-car garage. An arched entry, mature landscaping, and palms create a welcoming first impression. Inside, tray ceilings, crown molding, plantation shutters, and extensive built-ins add character. The kitchen features abundant cabinetry, an island with seating, a bright bay-window breakfast nook, and a beverage bar with wine storage. Illuminated quartz in the kitchen and by the fireplace adds a distinctive touch. The primary suite offers a spa-like bathroom with a freestanding soaking tub, glass-enclosed shower, and gold-tone fixtures. A window-lined sunroom overlooks the private pool and pond, while the expansive paver patio, outdoor fireplace, and built-in seating create an inviting setting for entertaining. App-controlled low-voltage lighting adds ambiance after sunset. Recent upgrades include a new barrel tile roof installed approximately six months ago, new gutters, and a brand-new Trane HVAC system. Located just off I-4 at the Maitland exit, with downtown Orlando approximately seven-fifteen minutes away, this home combines Mediterranean charm with everyday convenience.

1909 Belford Court, Maitland

488 Banyon Tree Circle Unit 206, Maitland

$75,000

Under contract-accepting backup offers. Cash only buyers and investors. Property is being sold as-is; seller will make no repairs and offers no concessions.

2 Beds ⋅ 1 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Cash only buyers and investors. Property is being sold as-is; seller will make no repairs and offers no concessions.

488 Banyon Tree Circle Unit 206, Maitland

$899,000

Under contract-accepting backup offers. Nestled in an established Maitland neighborhood on a lush quarter-acre lot, this beautifully renovated home offers an exceptional location just a short walk from Maitland Community Park. Thoughtfully reimagined through an extensive 2022 whole-house renovation, this 2,141-square-foot, four-bedroom, two-bathroom residence blends timeless design, modern functionality, and effortless flow. The desirable split-bedroom floor plan provides privacy and separation for the primary suite. Every detail has been carefully considered, from the light-toned, honey-oak solid hardwood floors that extend throughout the living spaces to the plantation shutters, vaulted ceilings, neutral paint palette, and smooth drywall finishes. Crown molding, updated baseboards, and thoughtfully selected finishes create a cohesive, elevated aesthetic throughout. At the heart of the home, the gourmet kitchen is an entertainer's dream, featuring custom white cabinetry, quartz countertops, a generous center island, and a separate peninsula offering abundant workspace and seating. New for 2026, the stainless steel refrigerator, dishwasher, and stove provide the latest updates to this beautifully renovated kitchen. The kitchen flows seamlessly into the dining and family rooms, where a wood-burning fireplace with an artistic surround and hearth creates an inviting focal point. A thoughtfully designed laundry and mudroom adds exceptional functionality with ample storage, a utility sink, and a spacious walk-in pantry. The primary suite offers a peaceful retreat filled with natural light and thoughtfully designed comforts. Custom closet systems provide exceptional organization, while motorized blinds add convenience and privacy. The spa-like en-suite bathroom features dual custom vanities and a beautifully appointed, glass-enclosed marble-tiled shower. Three additional bedrooms occupy a separate wing of the home, each featuring custom closet systems for effortless organization. The living experience extends outdoors to a private backyard retreat enclosed by eight-foot vinyl privacy fencing. A covered screened porch provides the perfect setting for relaxing or entertaining, while a charming brick courtyard with a pergola and custom gas firepit invites gatherings under the stars. Professional outdoor lighting enhances the landscaping and creates a welcoming atmosphere after sunset. Beyond its beautiful finishes, the home offers an impressive collection of modern upgrades and smart-home conveniences. A robust Ubiquiti network includes three Wi-Fi access points, hardwired Cat 6 connections in the office, and five exterior security cameras. Additional features include Nest smart thermostats and smart smoke detectors, motorized blinds in the primary suite, Yale smart locks, a hardwired ADT security system, Rachio Wi-Fi irrigation controls, roof 2018, HVAC 2016, and updated PEX plumbing. All windows and doors have been replaced, along with the garage door, further enhancing the home's comfort, functionality, and appeal. Ideally situated in Maitland, residents enjoy convenient access to established restaurants, neighborhood amenities, and beautiful parks. The home is zoned for Lake Sybelia Elementary, Maitland Middle, and Winter Park High School. Combining the character of an established neighborhood with the refined finishes and modern conveniences of an extensively renovated home, this exceptional property is truly move-in ready.

4 Beds ⋅ 2 Baths ⋅ Palm Cove SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Nestled in an established Maitland neighborhood on a lush quarter-acre lot, this beautifully renovated home offers an exceptional location just a short walk from Maitland Community Park. Thoughtfully reimagined through an extensive 2022 whole-house renovation, this 2,141-square-foot, four-bedroom, two-bathroom residence blends timeless design, modern functionality, and effortless flow. The desirable split-bedroom floor plan provides privacy and separation for the primary suite. Every detail has been carefully considered, from the light-toned, honey-oak solid hardwood floors that extend throughout the living spaces to the plantation shutters, vaulted ceilings, neutral paint palette, and smooth drywall finishes. Crown molding, updated baseboards, and thoughtfully selected finishes create a cohesive, elevated aesthetic throughout. At the heart of the home, the gourmet kitchen is an entertainer's dream, featuring custom white cabinetry, quartz countertops, a generous center island, and a separate peninsula offering abundant workspace and seating. New for 2026, the stainless steel refrigerator, dishwasher, and stove provide the latest updates to this beautifully renovated kitchen. The kitchen flows seamlessly into the dining and family rooms, where a wood-burning fireplace with an artistic surround and hearth creates an inviting focal point. A thoughtfully designed laundry and mudroom adds exceptional functionality with ample storage, a utility sink, and a spacious walk-in pantry. The primary suite offers a peaceful retreat filled with natural light and thoughtfully designed comforts. Custom closet systems provide exceptional organization, while motorized blinds add convenience and privacy. The spa-like en-suite bathroom features dual custom vanities and a beautifully appointed, glass-enclosed marble-tiled shower. Three additional bedrooms occupy a separate wing of the home, each featuring custom closet systems for effortless organization. The living experience extends outdoors to a private backyard retreat enclosed by eight-foot vinyl privacy fencing. A covered screened porch provides the perfect setting for relaxing or entertaining, while a charming brick courtyard with a pergola and custom gas firepit invites gatherings under the stars. Professional outdoor lighting enhances the landscaping and creates a welcoming atmosphere after sunset. Beyond its beautiful finishes, the home offers an impressive collection of modern upgrades and smart-home conveniences. A robust Ubiquiti network includes three Wi-Fi access points, hardwired Cat 6 connections in the office, and five exterior security cameras. Additional features include Nest smart thermostats and smart smoke detectors, motorized blinds in the primary suite, Yale smart locks, a hardwired ADT security system, Rachio Wi-Fi irrigation controls, roof 2018, HVAC 2016, and updated PEX plumbing. All windows and doors have been replaced, along with the garage door, further enhancing the home's comfort, functionality, and appeal. Ideally situated in Maitland, residents enjoy convenient access to established restaurants, neighborhood amenities, and beautiful parks. The home is zoned for Lake Sybelia Elementary, Maitland Middle, and Winter Park High School. Combining the character of an established neighborhood with the refined finishes and modern conveniences of an extensively renovated home, this exceptional property is truly move-in ready.

1020 Quinwood Lane, Maitland

$429,900

Under contract-accepting backup offers. Great Investor Opportunity in the Heart of Maitland & Surrounded by Beautifully Remodeled Homes and Ongoing Development. This Property Offers an Excellent Opportunity for Investors, Homeowners, or Buyers Looking to Rebuild the Property & be Part of an Area Experiencing Continued Improvement and Revitalization. The Location is Hard to Beat, Just Minutes from Top-Rated Schools, Popular Restaurants, Shopping, Downtown Orlando, Winter Park, And Major Highways Including I-4. With Neighboring Properties Being Upgraded and Continued Development Taking Place in the Area, this is an Excellent Opportunity to Invest in Maitland and Capitalize on the Area's Ongoing Transformation. Don't Miss the Opportunity to See This Property! Schedule Your Private Showing Today.

3 Beds ⋅ 2 Baths ⋅ Dixie Terrace SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Great Investor Opportunity in the Heart of Maitland & Surrounded by Beautifully Remodeled Homes and Ongoing Development. This Property Offers an Excellent Opportunity for Investors, Homeowners, or Buyers Looking to Rebuild the Property & be Part of an Area Experiencing Continued Improvement and Revitalization. The Location is Hard to Beat, Just Minutes from Top-Rated Schools, Popular Restaurants, Shopping, Downtown Orlando, Winter Park, And Major Highways Including I-4. With Neighboring Properties Being Upgraded and Continued Development Taking Place in the Area, this is an Excellent Opportunity to Invest in Maitland and Capitalize on the Area's Ongoing Transformation. Don't Miss the Opportunity to See This Property! Schedule Your Private Showing Today.

320 Alpine Drive, Maitland

1100 S Orlando Avenue Unit 306, Maitland

$599,900

Exquisitely remodeled, from top to bottom, 2 bdrm 2 bath luxury condo on Lake Maitland, the largest of the Winter Park Chain of Lakes. Enjoy panoramic lake views and unimaginable sunrises and space shuttles from your large balcony or sitting in your living room or kitchen or from your primary bedroom. Home features EVERYTHING NEW, electrical, plumbing, ductwork, fixtures, appliances; beautiful crown moldings, engineered wood floors, built-ins, spacious baths -- while located in the heart of Maitland walking distance to the Enzian, Lake Lilly, and several restaurants. Easy access to I-4 and major roads and a 5 minutes drive to shopping and restaurants on Winter Park's Park Avenue. Community features a clubhouse, fitness center, large pool and spa, kayak racks, patio and grilling area. Fee includes internet/cable; water, sewer, trash and on-site management. Enjoy condo living at its finest.

2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code

Exquisitely remodeled, from top to bottom, 2 bdrm 2 bath luxury condo on Lake Maitland, the largest of the Winter Park Chain of Lakes. Enjoy panoramic lake views and unimaginable sunrises and space shuttles from your large balcony or sitting in your living room or kitchen or from your primary bedroom. Home features EVERYTHING NEW, electrical, plumbing, ductwork, fixtures, appliances; beautiful crown moldings, engineered wood floors, built-ins, spacious baths -- while located in the heart of Maitland walking distance to the Enzian, Lake Lilly, and several restaurants. Easy access to I-4 and major roads and a 5 minutes drive to shopping and restaurants on Winter Park's Park Avenue. Community features a clubhouse, fitness center, large pool and spa, kayak racks, patio and grilling area. Fee includes internet/cable; water, sewer, trash and on-site management. Enjoy condo living at its finest.

1100 S Orlando Avenue Unit 306, Maitland

$585,000

Under contract-accepting backup offers. Sunrises over Lake Charity, two primary suites, and a kitchen made for serious cooking — this Montacino townhouse isn’t like anything else on the market. With 4 bedrooms, 3.5 baths, and new luxury vinyl flooring throughout, it’s effortlessly modern and move-in ready. The first-floor primary suite offers single-level living with a spa-inspired bathroom with two vanities, a tub and shower and generous closet space. The second-floor primary provides a private retreat for guests or family — a rare and highly sought-after layout. The brand new LG induction oven with air fryer and Café double dishwasher make cooking and cleaning a breeze, and the private back patio is perfect for morning coffee, entertaining or evening relaxation. An extra-large two-car garage adds plenty of storage for bikes, tools, or hobbies. Nestled in a gated community with a pool, this home blends comfort, security, and lifestyle convenience. With minutes to I-4, Winter Park, Downtown Orlando, and all of Maitland’s best dining and shopping are within easy reach. A rare floor plan, thoughtful updates, and flexible living spaces — this Montacino gem truly stands apart.

4 Beds ⋅ 4 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Sunrises over Lake Charity, two primary suites, and a kitchen made for serious cooking — this Montacino townhouse isn’t like anything else on the market. With 4 bedrooms, 3.5 baths, and new luxury vinyl flooring throughout, it’s effortlessly modern and move-in ready. The first-floor primary suite offers single-level living with a spa-inspired bathroom with two vanities, a tub and shower and generous closet space. The second-floor primary provides a private retreat for guests or family — a rare and highly sought-after layout. The brand new LG induction oven with air fryer and Café double dishwasher make cooking and cleaning a breeze, and the private back patio is perfect for morning coffee, entertaining or evening relaxation. An extra-large two-car garage adds plenty of storage for bikes, tools, or hobbies. Nestled in a gated community with a pool, this home blends comfort, security, and lifestyle convenience. With minutes to I-4, Winter Park, Downtown Orlando, and all of Maitland’s best dining and shopping are within easy reach. A rare floor plan, thoughtful updates, and flexible living spaces — this Montacino gem truly stands apart.

1161 Charming Street, Maitland

$499,000

Under contract-accepting backup offers. Virtually Staged. This mid-century ranch block home is ideally located in the heart of Maitland and features extensive improvements for a truly move-in-ready opportunity. The 2026 remodeled kitchen takes center stage with wood cabinetry, quartz countertops, and stainless steel appliances, complemented by beautifully updated bathrooms, tile plank flooring throughout the main living areas, recessed lighting, and a cozy wood-burning brick fireplace. Major improvements include a 2022 AC, 2019 roof by Rhyne Restoration, 2019 blown-in insulation by All Florida Insulation, 2017 AC ductwork, 2016 water heater, and 2015 electrical panel and PVC plumbing. The kitchen drop-down was removed to create a more open, modern feel. Bonus, this home is on city sewer! Outside, enjoy a fully fenced backyard with St. Augustine sod and an irrigation system added in 2020. Conveniently located in Maitland with easy access to shopping, dining, major roadways, and the greater Orlando area. With an extensive list of completed upgrades, this home offers the opportunity to enjoy a thoughtfully updated property without the hassle of major projects. Schedule your showing today!

4 Beds ⋅ 2 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Virtually Staged. This mid-century ranch block home is ideally located in the heart of Maitland and features extensive improvements for a truly move-in-ready opportunity. The 2026 remodeled kitchen takes center stage with wood cabinetry, quartz countertops, and stainless steel appliances, complemented by beautifully updated bathrooms, tile plank flooring throughout the main living areas, recessed lighting, and a cozy wood-burning brick fireplace. Major improvements include a 2022 AC, 2019 roof by Rhyne Restoration, 2019 blown-in insulation by All Florida Insulation, 2017 AC ductwork, 2016 water heater, and 2015 electrical panel and PVC plumbing. The kitchen drop-down was removed to create a more open, modern feel. Bonus, this home is on city sewer! Outside, enjoy a fully fenced backyard with St. Augustine sod and an irrigation system added in 2020. Conveniently located in Maitland with easy access to shopping, dining, major roadways, and the greater Orlando area. With an extensive list of completed upgrades, this home offers the opportunity to enjoy a thoughtfully updated property without the hassle of major projects. Schedule your showing today!

1519 Glastonberry Road, Maitland

$899,000

Under contract-accepting backup offers. Finally, a home for sale in the desirable Maitland Grove! Step through the front door into bright, open living spaces, thoughtfully redesigned in 2024 to connect the great room, dining area, and kitchen. At the heart of the home, an oversized waterfall quartz island anchors a beautifully renovated kitchen with custom cabinetry, abundant pantry storage, and updated appliances. Continue into the family room, where an electric fireplace and custom storage create a comfortable place to gather. The four-bedroom layout includes two primary suites and three full bathrooms, offering flexibility for guests or a home office. Waterproof laminate flooring carries through the home, while the Florida room adds another inviting space with a custom bar overlooking the backyard. Outside, enjoy a 60-foot lap pool and room to relax or entertain. Major improvements include a 2022 roof and whole-house repiping, along with copper electrical rewiring in 2024, near Lake Sybelia and Lake Catherine, the home offers easy access to downtown Maitland, Winter Park, and Orlando. There are many more upgrades throughout—ask for the detailed list of improvements-$200K in upgrades. Schedule your private showing today!

4 Beds ⋅ 3 Baths ⋅ Maitland Grove SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Finally, a home for sale in the desirable Maitland Grove! Step through the front door into bright, open living spaces, thoughtfully redesigned in 2024 to connect the great room, dining area, and kitchen. At the heart of the home, an oversized waterfall quartz island anchors a beautifully renovated kitchen with custom cabinetry, abundant pantry storage, and updated appliances. Continue into the family room, where an electric fireplace and custom storage create a comfortable place to gather. The four-bedroom layout includes two primary suites and three full bathrooms, offering flexibility for guests or a home office. Waterproof laminate flooring carries through the home, while the Florida room adds another inviting space with a custom bar overlooking the backyard. Outside, enjoy a 60-foot lap pool and room to relax or entertain. Major improvements include a 2022 roof and whole-house repiping, along with copper electrical rewiring in 2024, near Lake Sybelia and Lake Catherine, the home offers easy access to downtown Maitland, Winter Park, and Orlando. There are many more upgrades throughout—ask for the detailed list of improvements-$200K in upgrades. Schedule your private showing today!

161 White Oak Circle, Maitland

$925,000

Under contract-accepting backup offers. Welcome home to this beautifully renovated five-bedroom, three bath pool home in highly sought after Dommerich Hills. With a thoughtful three-way split floor plan, spacious living areas, and extensive updates throughout, this home offers plenty of room for everyday living and entertaining. As you enter, the spacious foyer opens to a versatile sitting area, currently used for a piano but easily adapted to suit your needs. To the left is the primary suite, featuring a large walk-in closet with custom closet systems, French doors leading to the covered patio, and a beautifully renovated bathroom with double vanities, a shiplap accent wall, large walk-in shower, and plantation shutters. To the right of the foyer is a generous dining room with beautiful built-in cabinetry that opens directly to the renovated kitchen. The kitchen features white cabinetry, subway tile backsplash, Carrera-style countertops, stainless steel appliances, a natural gas range with hood, pot filler, farm sink overlooking the backyard, and a large breakfast bar. The kitchen overlooks the spacious family room, complete with a brick fireplace and mantel and French doors leading to the covered back patio. The three-way split floor plan offers excellent separation between bedrooms. The fifth bedroom is located on its own side of the home and is currently set up as an office, with a built-in closet and renovated en-suite bathroom. Three additional bedrooms are located toward the back of the home and can be closed off from the main living areas. Each bedroom is generously sized and features built-in closets. The hallway includes beautiful shiplap accents and leads to a fully remodeled bathroom with double vanities and a tub that also serves as the pool bath. Just off the two-car garage, the indoor utility room offers additional cabinetry, decorative tile flooring, and convenient storage. Outside, enjoy a recently resurfaced pool surrounded by a spacious screened-in patio with freshly installed pavers. The backyard also offers additional yard space for a swing set, fire pit, or outdoor entertaining. Additional features include engineered hardwood flooring throughout, plantation shutters, crown molding, a 2022 roof, and a 2021 AC. Located in the highly desirable Dommerich Hills neighborhood and zoned for Dommerich Elementary, Maitland Middle, and Winter Park High School. A wonderful opportunity to own a move-in ready home in one of Maitland's most sought-after neighborhoods.

5 Beds ⋅ 3 Baths ⋅ Dommerich Hills 5th Add SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Welcome home to this beautifully renovated five-bedroom, three bath pool home in highly sought after Dommerich Hills. With a thoughtful three-way split floor plan, spacious living areas, and extensive updates throughout, this home offers plenty of room for everyday living and entertaining. As you enter, the spacious foyer opens to a versatile sitting area, currently used for a piano but easily adapted to suit your needs. To the left is the primary suite, featuring a large walk-in closet with custom closet systems, French doors leading to the covered patio, and a beautifully renovated bathroom with double vanities, a shiplap accent wall, large walk-in shower, and plantation shutters. To the right of the foyer is a generous dining room with beautiful built-in cabinetry that opens directly to the renovated kitchen. The kitchen features white cabinetry, subway tile backsplash, Carrera-style countertops, stainless steel appliances, a natural gas range with hood, pot filler, farm sink overlooking the backyard, and a large breakfast bar. The kitchen overlooks the spacious family room, complete with a brick fireplace and mantel and French doors leading to the covered back patio. The three-way split floor plan offers excellent separation between bedrooms. The fifth bedroom is located on its own side of the home and is currently set up as an office, with a built-in closet and renovated en-suite bathroom. Three additional bedrooms are located toward the back of the home and can be closed off from the main living areas. Each bedroom is generously sized and features built-in closets. The hallway includes beautiful shiplap accents and leads to a fully remodeled bathroom with double vanities and a tub that also serves as the pool bath. Just off the two-car garage, the indoor utility room offers additional cabinetry, decorative tile flooring, and convenient storage. Outside, enjoy a recently resurfaced pool surrounded by a spacious screened-in patio with freshly installed pavers. The backyard also offers additional yard space for a swing set, fire pit, or outdoor entertaining. Additional features include engineered hardwood flooring throughout, plantation shutters, crown molding, a 2022 roof, and a 2021 AC. Located in the highly desirable Dommerich Hills neighborhood and zoned for Dommerich Elementary, Maitland Middle, and Winter Park High School. A wonderful opportunity to own a move-in ready home in one of Maitland's most sought-after neighborhoods.

911 Thunder Trail, Maitland

$599,000

Under contract-accepting backup offers. Welcome to lakefront living in the sought-after gated community of Montacino! This beautifully positioned end-unit townhome offers privacy, abundant natural light, and a versatile floor plan designed for both comfortable everyday living and effortless entertaining. The spacious first-floor primary suite provides exceptional convenience, featuring a large walk-in closet with a custom California Closet system. Upstairs, two generously sized bedrooms—each with its own ensuite bathroom—provide privacy and flexibility for family, guests, hobbies, or a home office. A large loft adds even more versatile living space, while the oversized two-car garage provides plenty of room for vehicles, storage, and more. Thoughtful updates make this home truly move-in ready, including new carpet installed in September 2026 in the first-floor primary bedroom and throughout the second floor and stairs, a newer A/C system (2023), new water heater (2026), updated smoke detectors, and a new garage door system. The kitchen also features newer essentials, including the dishwasher and garbage disposal. Plantation shutters throughout add a timeless touch, and the conveniently located first-floor laundry closet makes everyday living even easier. As an end unit in one of the community's premier lakefront locations, the home enjoys peaceful water views and an abundance of natural light. The HOA takes care of the landscaping and maintains the community's resort-style pool and gated entrance, allowing you to spend less time on upkeep and more time enjoying the lifestyle. Ideally located near I-4, Winter Park, and Downtown Orlando, Montacino offers the perfect balance of peaceful lakefront living and convenient access to shopping, dining, entertainment, and major transportation routes. Come experience the comfort, privacy, and carefree lakefront lifestyle this exceptional Montecino townhome has to offer!

3 Beds ⋅ 4 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Welcome to lakefront living in the sought-after gated community of Montacino! This beautifully positioned end-unit townhome offers privacy, abundant natural light, and a versatile floor plan designed for both comfortable everyday living and effortless entertaining. The spacious first-floor primary suite provides exceptional convenience, featuring a large walk-in closet with a custom California Closet system. Upstairs, two generously sized bedrooms—each with its own ensuite bathroom—provide privacy and flexibility for family, guests, hobbies, or a home office. A large loft adds even more versatile living space, while the oversized two-car garage provides plenty of room for vehicles, storage, and more. Thoughtful updates make this home truly move-in ready, including new carpet installed in September 2026 in the first-floor primary bedroom and throughout the second floor and stairs, a newer A/C system (2023), new water heater (2026), updated smoke detectors, and a new garage door system. The kitchen also features newer essentials, including the dishwasher and garbage disposal. Plantation shutters throughout add a timeless touch, and the conveniently located first-floor laundry closet makes everyday living even easier. As an end unit in one of the community's premier lakefront locations, the home enjoys peaceful water views and an abundance of natural light. The HOA takes care of the landscaping and maintains the community's resort-style pool and gated entrance, allowing you to spend less time on upkeep and more time enjoying the lifestyle. Ideally located near I-4, Winter Park, and Downtown Orlando, Montacino offers the perfect balance of peaceful lakefront living and convenient access to shopping, dining, entertainment, and major transportation routes. Come experience the comfort, privacy, and carefree lakefront lifestyle this exceptional Montecino townhome has to offer!

1122 Charming Street, Maitland

$825,000

Under contract-accepting backup offers. Expect to be impressed with this beautifully maintained 3-bed/3-bath, 1-story Dommerich pool home. With almost 2,300 square feet of thoughtfully designed living space, this home offers over $100K in impactful updates and improvements, including a newer roof (2022), newer HVAC system (Dec 2023), recent conversion from septic to sewer (2026), new pool pump and filter system, newer paver driveway and drainage, and more. Step inside to a spacious family room where a stacked stone wood-burning fireplace sits between elegant built-in shelving and cabinetry to present a warm and inviting focal point. The family room opens to the dining area and adjacent breakfast bar that overlooks the kitchen…an ideal design for both everyday living and entertaining…all anchored by timeless hardwood flooring. The sunny kitchen features skylights newer stainless appliances (all replaced within the last 5 years), a cooktop with a pot filler, and a new beverage refrigerator for added convenience. Sliding glass doors at the rear of the dining area open to the covered lanai and private backyard, offering a seamless indoor-outdoor experience with pool views. Outside you’ll enjoy a private backyard oasis, complete with a covered lanai, open paver patio deck, a covered gazebo with festive lights and a large sparkling pool, all fully-fenced creating the perfect space to relax, entertain, and enjoy Florida living. Enhancing versatility, pocket doors off the side of the dining room open to reveal a den/flex space, and a 207- sq ft Florida room with a dedicated 1.5 ton ductless AC unit. These 2 areas are perfect for a home office, workout room, or playroom. There is a 3rd full bathroom adjacent to the den. The desirable split-bedroom floor plan provides comfort and privacy, with 2 secondary bedrooms positioned off the front hallway while the Primary Suite sits at the rear of the home, featuring wood floors, a large walk-in closet, and sliding glass doors for direct access to the backyard area. Located off the 2-car garage entrance, the spacious indoor laundry room includes utility sink with storage cabinetry, along with an adjoining office nook for a cozy and functional workspace, a storage closet, and access to a 3rd full bath with extra linen storage. Zoned for A-rated Dommerich Elementary, Maitland Middle and Winter Park High School, this exceptional home combines thoughtful updates, flexible living spaces, and a fantastic outdoor setting in a highly desirable location.

3 Beds ⋅ 3 Baths ⋅ Dommerich Hills First Add SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Expect to be impressed with this beautifully maintained 3-bed/3-bath, 1-story Dommerich pool home. With almost 2,300 square feet of thoughtfully designed living space, this home offers over $100K in impactful updates and improvements, including a newer roof (2022), newer HVAC system (Dec 2023), recent conversion from septic to sewer (2026), new pool pump and filter system, newer paver driveway and drainage, and more. Step inside to a spacious family room where a stacked stone wood-burning fireplace sits between elegant built-in shelving and cabinetry to present a warm and inviting focal point. The family room opens to the dining area and adjacent breakfast bar that overlooks the kitchen…an ideal design for both everyday living and entertaining…all anchored by timeless hardwood flooring. The sunny kitchen features skylights newer stainless appliances (all replaced within the last 5 years), a cooktop with a pot filler, and a new beverage refrigerator for added convenience. Sliding glass doors at the rear of the dining area open to the covered lanai and private backyard, offering a seamless indoor-outdoor experience with pool views. Outside you’ll enjoy a private backyard oasis, complete with a covered lanai, open paver patio deck, a covered gazebo with festive lights and a large sparkling pool, all fully-fenced creating the perfect space to relax, entertain, and enjoy Florida living. Enhancing versatility, pocket doors off the side of the dining room open to reveal a den/flex space, and a 207- sq ft Florida room with a dedicated 1.5 ton ductless AC unit. These 2 areas are perfect for a home office, workout room, or playroom. There is a 3rd full bathroom adjacent to the den. The desirable split-bedroom floor plan provides comfort and privacy, with 2 secondary bedrooms positioned off the front hallway while the Primary Suite sits at the rear of the home, featuring wood floors, a large walk-in closet, and sliding glass doors for direct access to the backyard area. Located off the 2-car garage entrance, the spacious indoor laundry room includes utility sink with storage cabinetry, along with an adjoining office nook for a cozy and functional workspace, a storage closet, and access to a 3rd full bath with extra linen storage. Zoned for A-rated Dommerich Elementary, Maitland Middle and Winter Park High School, this exceptional home combines thoughtful updates, flexible living spaces, and a fantastic outdoor setting in a highly desirable location.

2414 Chinook Trail, Maitland

$799,000

Under contract-accepting backup offers. A RARE OPPORTUNITY IN HIDDEN ESTATES— NEARLY AN ACRE, LOW HOA & AN INCREDIBLE ENTERTAINER’S PARADISE! Tucked away in one of Maitland’s best-kept secrets, this expansive home offers over 3,200 square feet of living space on an oversized lot. With a long driveway providing abundant parking, a fully fenced yard and privacy sound wall, this property offers a level of space and privacy that is increasingly hard to find! The spacious and flexible floor plan features 3 bedrooms plus a large office that could easily be converted to a 4th bedroom, along with a living room, dining room, family room with a cozy fireplace, spacious eat-in kitchen, wet bar and an upstairs study area. The enormous first-floor primary suite includes a seating area, large ensuite bath with garden tub and separate shower, and two closets. One of which is oversized and large enough to create an office, dressing room, nursery or even a home gym. Upstairs, two additional bedrooms share a convenient dual Jack-and-Jill bath, offering excellent privacy and functionality. But the true showstopper is the outdoor living and entertainment space! A beautiful sunroom opens directly to the pool and an incredible backyard designed for entertaining. The sun room serves as a massive game room. The outdoor space has a beautiful freshly painted deck, multiple covered bar areas and an abundance of space for pool parties, family gatherings, game nights or simply relaxing in your own private retreat. A shed and expansive fenced yard provide even more room for hobbies, recreation and storage. The roof and HVAC were replaced in 2020. This is an incredible canvas to make your own while enjoying the space, privacy and amenities that are already here. Hidden Estates is a well-maintained, tucked-away community where homes rarely become available, yet you're still conveniently close to everything Maitland has to offer with easy access into Downtown Orlando, tons of shopping and dining options, great schools & hospitals. Call for more information and for your private showing today!

3 Beds ⋅ 5 Baths ⋅ Hidden Estates Unit 3 SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. A RARE OPPORTUNITY IN HIDDEN ESTATES— NEARLY AN ACRE, LOW HOA & AN INCREDIBLE ENTERTAINER’S PARADISE! Tucked away in one of Maitland’s best-kept secrets, this expansive home offers over 3,200 square feet of living space on an oversized lot. With a long driveway providing abundant parking, a fully fenced yard and privacy sound wall, this property offers a level of space and privacy that is increasingly hard to find! The spacious and flexible floor plan features 3 bedrooms plus a large office that could easily be converted to a 4th bedroom, along with a living room, dining room, family room with a cozy fireplace, spacious eat-in kitchen, wet bar and an upstairs study area. The enormous first-floor primary suite includes a seating area, large ensuite bath with garden tub and separate shower, and two closets. One of which is oversized and large enough to create an office, dressing room, nursery or even a home gym. Upstairs, two additional bedrooms share a convenient dual Jack-and-Jill bath, offering excellent privacy and functionality. But the true showstopper is the outdoor living and entertainment space! A beautiful sunroom opens directly to the pool and an incredible backyard designed for entertaining. The sun room serves as a massive game room. The outdoor space has a beautiful freshly painted deck, multiple covered bar areas and an abundance of space for pool parties, family gatherings, game nights or simply relaxing in your own private retreat. A shed and expansive fenced yard provide even more room for hobbies, recreation and storage. The roof and HVAC were replaced in 2020. This is an incredible canvas to make your own while enjoying the space, privacy and amenities that are already here. Hidden Estates is a well-maintained, tucked-away community where homes rarely become available, yet you're still conveniently close to everything Maitland has to offer with easy access into Downtown Orlando, tons of shopping and dining options, great schools & hospitals. Call for more information and for your private showing today!

233 Flame Avenue, Maitland

$650,000

Under contract-accepting backup offers. Elegant Pool Home with Classic Florida Charm & Modern Comfort in Bretton Woods. Discover timeless charm and modern convenience in this stunning brick ranch, ideally situated on an expansive lot in desirable Bretton Woods. Thoughtfully updated for today’s lifestyle, this one-of-a-kind home combines character, comfort, and exceptional functionality. It’s easy to fall in love with this special property from the moment you arrive. Mature oak trees frame the front yard, while a welcoming porch sets the stage for the beautifully updated interior, featuring engineered hardwood flooring and a gourmet kitchen outfitted with top-of-the-line stainless steel appliances, including an induction Bosch cooktop, GE Monogram French door wall oven, GE Advantium microwave/oven, GE French door refrigerator, and KitchenAid dishwasher. A butler’s pantry provides exceptional storage and a seamless extension of the gourmet kitchen, making entertaining and everyday living effortless. The spacious owner’s suite offers a private retreat with an en-suite bath and cedar sauna. French doors open to an enclosed spa for the ultimate relaxation experience. A generous guest suite includes its own full bath and walk-in closet. A centrally located half bath provides added convenience for family and guests, while a separate full pool bath offers easy access from the outdoor living spaces. Recent improvements provide added peace of mind, efficiency, and year-round comfort. These include a newer roof, kitchen and powder room remodel, new Trane HVAC system with new ductwork featuring three separate zones, each with its own thermostat, new windows, pool pump, irrigation controls, and exterior paint. Step outside to your own private oasis. The expansive, fully fenced backyard features a sparkling pool framed by a large screened lanai, offering the perfect setting for entertaining, relaxing, or enjoying Florida’s beautiful weather. A large double gate provides convenient side-yard access for boat parking, while an outdoor shower adds to the poolside experience. Practicality is just as impressive, with a sizable laundry room, abundant storage, a circular driveway, and a two-car garage. A dedicated parking pad in front of the garage can accommodated an RV. Blending the warmth and character of old Florida with thoughtful modern updates, this exceptional property offers space, privacy, and convenience just minutes from I-4 and all that the Orlando area has to offer. A truly distinctive home with an unforgettable combination of charm and amenities to accommodate your lifestyle.

3 Beds ⋅ 4 Baths ⋅ Bretton Woods SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Elegant Pool Home with Classic Florida Charm & Modern Comfort in Bretton Woods. Discover timeless charm and modern convenience in this stunning brick ranch, ideally situated on an expansive lot in desirable Bretton Woods. Thoughtfully updated for today’s lifestyle, this one-of-a-kind home combines character, comfort, and exceptional functionality. It’s easy to fall in love with this special property from the moment you arrive. Mature oak trees frame the front yard, while a welcoming porch sets the stage for the beautifully updated interior, featuring engineered hardwood flooring and a gourmet kitchen outfitted with top-of-the-line stainless steel appliances, including an induction Bosch cooktop, GE Monogram French door wall oven, GE Advantium microwave/oven, GE French door refrigerator, and KitchenAid dishwasher. A butler’s pantry provides exceptional storage and a seamless extension of the gourmet kitchen, making entertaining and everyday living effortless. The spacious owner’s suite offers a private retreat with an en-suite bath and cedar sauna. French doors open to an enclosed spa for the ultimate relaxation experience. A generous guest suite includes its own full bath and walk-in closet. A centrally located half bath provides added convenience for family and guests, while a separate full pool bath offers easy access from the outdoor living spaces. Recent improvements provide added peace of mind, efficiency, and year-round comfort. These include a newer roof, kitchen and powder room remodel, new Trane HVAC system with new ductwork featuring three separate zones, each with its own thermostat, new windows, pool pump, irrigation controls, and exterior paint. Step outside to your own private oasis. The expansive, fully fenced backyard features a sparkling pool framed by a large screened lanai, offering the perfect setting for entertaining, relaxing, or enjoying Florida’s beautiful weather. A large double gate provides convenient side-yard access for boat parking, while an outdoor shower adds to the poolside experience. Practicality is just as impressive, with a sizable laundry room, abundant storage, a circular driveway, and a two-car garage. A dedicated parking pad in front of the garage can accommodated an RV. Blending the warmth and character of old Florida with thoughtful modern updates, this exceptional property offers space, privacy, and convenience just minutes from I-4 and all that the Orlando area has to offer. A truly distinctive home with an unforgettable combination of charm and amenities to accommodate your lifestyle.

1501 Oranole Road, Maitland

$440,000

Under contract-accepting backup offers. Charming 3-bedroom, 2-bath pool home in Maitland with tons of potential! This home is ready for a buyer with the vision to renovate, restore, and make it their own. The property needs substantial TLC throughout, but offers a wonderful opportunity to customize it to your personal style. Features include a private pool, screened patio, spacious yard, and covered parking. Conveniently located near shopping, dining, schools, and major roadways. Property is being sold AS-IS. Seller will not make repairs. Cash or conventional financing only.

3 Beds ⋅ 2 Baths ⋅ Floridahaven 1st Add SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Charming 3-bedroom, 2-bath pool home in Maitland with tons of potential! This home is ready for a buyer with the vision to renovate, restore, and make it their own. The property needs substantial TLC throughout, but offers a wonderful opportunity to customize it to your personal style. Features include a private pool, screened patio, spacious yard, and covered parking. Conveniently located near shopping, dining, schools, and major roadways. Property is being sold AS-IS. Seller will not make repairs. Cash or conventional financing only.

315 Lake Seminary Circle, Maitland

$475,000

Under contract-accepting backup offers. This meticulously maintained 4-bedroom, 2-bath home is located in English Estates on a street where neighboring homes sell for significantly more—giving you the opportunity to build instant equity! The home is on city sewer, and recent improvements include fresh paint, new carpet (2026), a 2018 roof, and a new dishwasher, range and range hood. The efficient kitchen features original wood cabinets that have been beautifully restored and updated with new hardware, adding warmth, character, and timeless appeal. With lots of counter space, a window over the sink, and a large breakfast bar, the kitchen is both functional and inviting. It seamlessly connects to the family room, which features a wonderful brick fireplace and sliding glass doors leading to the outdoor patio overlooking a private, fenced backyard. The home also boasts both formal living and dining rooms, providing plenty of space for entertaining. The spacious primary bedroom offers a large walk-in closet, while the great secondary bedrooms provide flexibility for family, guests, or a home office. Beautiful terrazzo flooring is located underneath the carpet, offering the opportunity to restore a classic feature of the home. A large brick driveway provides ample parking for residents and guests, and the home is conveniently within walking distance of English Estates Elementary School. This home is truly ready for you to make it your own, offering a desirable location, spacious layout, and an incredible opportunity to build equity. Conveniently located near shopping, restaurants, and major roads, this home offers both comfort and convenience. Call today to schedule your private viewing of this wonderful home!

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. This meticulously maintained 4-bedroom, 2-bath home is located in English Estates on a street where neighboring homes sell for significantly more—giving you the opportunity to build instant equity! The home is on city sewer, and recent improvements include fresh paint, new carpet (2026), a 2018 roof, and a new dishwasher, range and range hood. The efficient kitchen features original wood cabinets that have been beautifully restored and updated with new hardware, adding warmth, character, and timeless appeal. With lots of counter space, a window over the sink, and a large breakfast bar, the kitchen is both functional and inviting. It seamlessly connects to the family room, which features a wonderful brick fireplace and sliding glass doors leading to the outdoor patio overlooking a private, fenced backyard. The home also boasts both formal living and dining rooms, providing plenty of space for entertaining. The spacious primary bedroom offers a large walk-in closet, while the great secondary bedrooms provide flexibility for family, guests, or a home office. Beautiful terrazzo flooring is located underneath the carpet, offering the opportunity to restore a classic feature of the home. A large brick driveway provides ample parking for residents and guests, and the home is conveniently within walking distance of English Estates Elementary School. This home is truly ready for you to make it your own, offering a desirable location, spacious layout, and an incredible opportunity to build equity. Conveniently located near shopping, restaurants, and major roads, this home offers both comfort and convenience. Call today to schedule your private viewing of this wonderful home!

2453 Worthington Road, Maitland

$338,000

Under contract-accepting backup offers. A Hidden Gem in Sierra Condominium Association! Welcome to this beautifully maintained 3-bedroom, 2-bathroom condo with a private attached one-car garage, tucked away on peaceful Sierra Lane. With only one entrance and exit, Sierra offers a quiet, secluded atmosphere shaded by a canopy of majestic mature trees. Professionally maintained landscaping surrounds the community, creating a welcoming and well-kept setting. Inside, the spacious open living area features vaulted ceilings, abundant natural light, and four large glass-paneled doors overlooking the private paver patio, covered pergola, and peaceful creek beyond. Beautiful wood flooring extends through the main living areas, hallway, and primary bedroom, while durable porcelain tile flooring complements the entry, kitchen, and both bathrooms. The inviting family room features a wood-burning fireplace and a large walk-in storage closet, providing both warmth and functionality. The kitchen offers solid wood cabinetry, quartz countertops, ample storage, and newer appliances, including the stove and microwave. Its open connection to the dining and living areas creates an ideal layout for everyday living and entertaining. The split-bedroom floor plan provides excellent privacy, with the spacious primary suite positioned separately from the additional bedrooms. The primary bathroom features wood cabinetry, quartz countertops, porcelain tile flooring, and a convenient walk-in shower with a secure handrail. The second full bathroom also features wood cabinetry, porcelain tile flooring, and a convenient walk-in shower, providing comfort and functionality throughout the home. The entire home was re-piped in October 2026 with a new water heater October 2026. The HVAC system was replaced in 2020 and routinely serviced, while the washer and dryer are conveniently located in the private attached garage. Step outside to your own tranquil retreat overlooking the creek. The covered pergola and paver patio create the perfect setting for morning coffee, outdoor dining, entertaining, or simply unwinding at the end of the day. Sierra residents enjoy access to a community swimming pool and tennis courts, while Spectrum cable and internet are included with the association fees. The community has also benefited from professionally maintained common areas, ongoing tree care, updated roofs, exterior painting, and recent street repaving—providing added convenience and peace of mind for residents. Location is another standout feature, with Sierra offering convenient access to major shopping, entertainment, and dining, including many popular restaurants and shopping destinations within walking distance. Major roadways such as SR 436 are also nearby, providing easy access to Orlando and surrounding communities while allowing residents to enjoy a peaceful residential atmosphere. Combining low-maintenance living, thoughtful updates, abundant storage, a private garage, desirable community amenities, walkable dining and shopping, and a serene creekside setting, this truly is a hidden gem you won't want to miss!

3 Beds ⋅ 2 Baths ⋅ Sierra Condo Ph 2 SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. A Hidden Gem in Sierra Condominium Association! Welcome to this beautifully maintained 3-bedroom, 2-bathroom condo with a private attached one-car garage, tucked away on peaceful Sierra Lane. With only one entrance and exit, Sierra offers a quiet, secluded atmosphere shaded by a canopy of majestic mature trees. Professionally maintained landscaping surrounds the community, creating a welcoming and well-kept setting. Inside, the spacious open living area features vaulted ceilings, abundant natural light, and four large glass-paneled doors overlooking the private paver patio, covered pergola, and peaceful creek beyond. Beautiful wood flooring extends through the main living areas, hallway, and primary bedroom, while durable porcelain tile flooring complements the entry, kitchen, and both bathrooms. The inviting family room features a wood-burning fireplace and a large walk-in storage closet, providing both warmth and functionality. The kitchen offers solid wood cabinetry, quartz countertops, ample storage, and newer appliances, including the stove and microwave. Its open connection to the dining and living areas creates an ideal layout for everyday living and entertaining. The split-bedroom floor plan provides excellent privacy, with the spacious primary suite positioned separately from the additional bedrooms. The primary bathroom features wood cabinetry, quartz countertops, porcelain tile flooring, and a convenient walk-in shower with a secure handrail. The second full bathroom also features wood cabinetry, porcelain tile flooring, and a convenient walk-in shower, providing comfort and functionality throughout the home. The entire home was re-piped in October 2026 with a new water heater October 2026. The HVAC system was replaced in 2020 and routinely serviced, while the washer and dryer are conveniently located in the private attached garage. Step outside to your own tranquil retreat overlooking the creek. The covered pergola and paver patio create the perfect setting for morning coffee, outdoor dining, entertaining, or simply unwinding at the end of the day. Sierra residents enjoy access to a community swimming pool and tennis courts, while Spectrum cable and internet are included with the association fees. The community has also benefited from professionally maintained common areas, ongoing tree care, updated roofs, exterior painting, and recent street repaving—providing added convenience and peace of mind for residents. Location is another standout feature, with Sierra offering convenient access to major shopping, entertainment, and dining, including many popular restaurants and shopping destinations within walking distance. Major roadways such as SR 436 are also nearby, providing easy access to Orlando and surrounding communities while allowing residents to enjoy a peaceful residential atmosphere. Combining low-maintenance living, thoughtful updates, abundant storage, a private garage, desirable community amenities, walkable dining and shopping, and a serene creekside setting, this truly is a hidden gem you won't want to miss!

2362 Sierra Lane, Maitland

$224,900

Under contract-accepting backup offers. ** SELLER TO CONTRIBUTE TOWARDS BUYER'S CLOSING COSTS, RATE BUYDOWN OR HOA PREPAYMENT WITH ACCEPTABLE OFFER ** Welcome to 820 Park Lake Circle, a beautifully updated two-bedroom condo tucked into one of Maitland’s most convenient locations. Offering the charm and space of a townhouse with the ease of condominium living, this inviting home is just minutes from Downtown Maitland, Park Avenue, Winter Park Village, Lake Lily, major healthcare campuses, I-4, and some of Central Florida’s best shopping and dining. Inside, the home feels fresh, comfortable, and move-in ready. Newer energy-efficient windows and sliding glass doors fill the interior with natural light, while updated flooring creates a clean, cohesive look throughout. The renovated kitchen features quartz countertops, stainless steel appliances, updated cabinetry, and a functional layout that makes everyday cooking and entertaining easy. A convenient half bath completes the main level. Step outside to a spacious, fenced courtyard offering a rare amount of private outdoor living space. Create a comfortable lounge area, grilling station, container garden, or a secure place for pets to enjoy the outdoors. The partially covered area provides additional flexibility for parking, storage, or an expanded patio. Upstairs, two remarkably spacious bedrooms provide room for king-sized furniture, home office space, or a comfortable guest retreat. Each bedroom offers generous closet storage and direct access to the shared Jack-and-Jill bathroom. An additional upstairs closet adds even more practical storage. Just beyond the front door, residents can enjoy the community pool, expansive green space, and the peaceful surroundings of Park Lake. Whether spending a sunny afternoon by the pool, taking a morning walk, or simply unwinding outdoors, the community offers welcome opportunities to relax and enjoy the Florida lifestyle. With an updated interior, private outdoor space, oversized bedrooms, newer A/C, community pool, and an exceptional Maitland location, Unit 11 offers a compelling combination of comfort, convenience, and value.

2 Beds ⋅ 2 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. ** SELLER TO CONTRIBUTE TOWARDS BUYER'S CLOSING COSTS, RATE BUYDOWN OR HOA PREPAYMENT WITH ACCEPTABLE OFFER ** Welcome to 820 Park Lake Circle, a beautifully updated two-bedroom condo tucked into one of Maitland’s most convenient locations. Offering the charm and space of a townhouse with the ease of condominium living, this inviting home is just minutes from Downtown Maitland, Park Avenue, Winter Park Village, Lake Lily, major healthcare campuses, I-4, and some of Central Florida’s best shopping and dining. Inside, the home feels fresh, comfortable, and move-in ready. Newer energy-efficient windows and sliding glass doors fill the interior with natural light, while updated flooring creates a clean, cohesive look throughout. The renovated kitchen features quartz countertops, stainless steel appliances, updated cabinetry, and a functional layout that makes everyday cooking and entertaining easy. A convenient half bath completes the main level. Step outside to a spacious, fenced courtyard offering a rare amount of private outdoor living space. Create a comfortable lounge area, grilling station, container garden, or a secure place for pets to enjoy the outdoors. The partially covered area provides additional flexibility for parking, storage, or an expanded patio. Upstairs, two remarkably spacious bedrooms provide room for king-sized furniture, home office space, or a comfortable guest retreat. Each bedroom offers generous closet storage and direct access to the shared Jack-and-Jill bathroom. An additional upstairs closet adds even more practical storage. Just beyond the front door, residents can enjoy the community pool, expansive green space, and the peaceful surroundings of Park Lake. Whether spending a sunny afternoon by the pool, taking a morning walk, or simply unwinding outdoors, the community offers welcome opportunities to relax and enjoy the Florida lifestyle. With an updated interior, private outdoor space, oversized bedrooms, newer A/C, community pool, and an exceptional Maitland location, Unit 11 offers a compelling combination of comfort, convenience, and value.

820 Park Lake Circle Unit 11, Maitland

$394,000

Under contract-accepting backup offers. NOW OPEN TO ALL BIDDERS! Opportunity awaits in the established English Woods community! This 3-bedroom, 2-bath pool home is full of potential and ready for its next owner to bring it back to life. Originally designed as a 4-bedroom, the home can easily be converted back, offering added flexibility and living space. Featuring a spacious floor plan, private pool, and hot tub, this property is an excellent opportunity for investors, renovators, or buyers looking to customize a home to fit their vision. Roof is 2006, water heater is 2015, and A/C is 2001. Conveniently located near shopping, dining, schools, and major roadways, this is your chance to create your dream home or add a promising investment property to your portfolio. Bring your ideas and unlock the potential this home has to offer! HUD Case #:094-528168 A Property is HUD owned & subject to HUD rules. FHA eligibility-Insured With Escrow. Sold As-Is, no post-contract repairs or credits. Buyer to independently verify square footage and all measurements, condition, and HOA information if any. The buyer is responsible for activating utilities for inspection. Investors must complete inspections prior to bidding. USE American Title Corp when submitting offers - Title work has already been completed!

4 Beds ⋅ 2 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. NOW OPEN TO ALL BIDDERS! Opportunity awaits in the established English Woods community! This 3-bedroom, 2-bath pool home is full of potential and ready for its next owner to bring it back to life. Originally designed as a 4-bedroom, the home can easily be converted back, offering added flexibility and living space. Featuring a spacious floor plan, private pool, and hot tub, this property is an excellent opportunity for investors, renovators, or buyers looking to customize a home to fit their vision. Roof is 2006, water heater is 2015, and A/C is 2001. Conveniently located near shopping, dining, schools, and major roadways, this is your chance to create your dream home or add a promising investment property to your portfolio. Bring your ideas and unlock the potential this home has to offer! HUD Case #:094-528168 A Property is HUD owned & subject to HUD rules. FHA eligibility-Insured With Escrow. Sold As-Is, no post-contract repairs or credits. Buyer to independently verify square footage and all measurements, condition, and HOA information if any. The buyer is responsible for activating utilities for inspection. Investors must complete inspections prior to bidding. USE American Title Corp when submitting offers - Title work has already been completed!

2467 Fieldingwood Road, Maitland

$249,000

Under contract-accepting backup offers. Welcome home to this beautifully updated two-story condo nestled in one of Maitland's most established communities, where lush mature landscaping, winding sidewalks, a community pool, lake access and a private dock create a peaceful setting just minutes from some of Central Florida's favorite restaurants, shopping and entertainment. Enjoy easy access to Enzian Theater, Winter Park Village, Trader Joe's, Whole Foods, Park Avenue and countless local dining favorites all within minutes. Inside, you'll immediately notice one of this home's most unique features. The floor plan was thoughtfully reimagined to create an expansive open-concept living space centered around a beautifully enlarged kitchen—offering a layout rarely available within the community. Warm cabinetry, stainless steel appliances, a center island, under cabinet lighting, recessed lighting and abundant workspace make this kitchen equally suited for everyday living and entertaining. Ceramic tile flooring flows throughout the entire first floor, while upstairs features durable laminate wood flooring throughout both bedrooms. Each bedroom serves as its own private primary suite with an ensuite bathroom, providing exceptional flexibility for guests, roommates or multi-generational living. One suite features a tub/shower combination while the other offers a walk-in shower. A third full bathroom downstairs with a walk-in shower adds additional convenience for visitors. Additional highlights include a re-roof (2021), energy-efficient double-pane windows and sliding glass door (updated 2023), a dedicated interior laundry room complete with cabinetry and folding counter, attractive 5¼-inch baseboards throughout the main living area, and a private rear courtyard that connects to the garage—perfect for grilling, outdoor dining, container-gardening or additional storage. Combining an exceptional location, a one-of-a-kind floor plan, and low-maintenance living in the heart of Maitland and minutes from Winter Park, this home offers a rare opportunity to enjoy both convenience and comfort in one of Central Florida's most desirable areas.

2 Beds ⋅ 3 Baths ⋅ Park Lake Grove Condo Ph C SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Welcome home to this beautifully updated two-story condo nestled in one of Maitland's most established communities, where lush mature landscaping, winding sidewalks, a community pool, lake access and a private dock create a peaceful setting just minutes from some of Central Florida's favorite restaurants, shopping and entertainment. Enjoy easy access to Enzian Theater, Winter Park Village, Trader Joe's, Whole Foods, Park Avenue and countless local dining favorites all within minutes. Inside, you'll immediately notice one of this home's most unique features. The floor plan was thoughtfully reimagined to create an expansive open-concept living space centered around a beautifully enlarged kitchen—offering a layout rarely available within the community. Warm cabinetry, stainless steel appliances, a center island, under cabinet lighting, recessed lighting and abundant workspace make this kitchen equally suited for everyday living and entertaining. Ceramic tile flooring flows throughout the entire first floor, while upstairs features durable laminate wood flooring throughout both bedrooms. Each bedroom serves as its own private primary suite with an ensuite bathroom, providing exceptional flexibility for guests, roommates or multi-generational living. One suite features a tub/shower combination while the other offers a walk-in shower. A third full bathroom downstairs with a walk-in shower adds additional convenience for visitors. Additional highlights include a re-roof (2021), energy-efficient double-pane windows and sliding glass door (updated 2023), a dedicated interior laundry room complete with cabinetry and folding counter, attractive 5¼-inch baseboards throughout the main living area, and a private rear courtyard that connects to the garage—perfect for grilling, outdoor dining, container-gardening or additional storage. Combining an exceptional location, a one-of-a-kind floor plan, and low-maintenance living in the heart of Maitland and minutes from Winter Park, this home offers a rare opportunity to enjoy both convenience and comfort in one of Central Florida's most desirable areas.

1713 Gulfview Drive Unit 435B, Maitland

$680,000

Under contract-accepting backup offers. This charming 4-bedroom, 3-bath home is in sought-after Dommerich Estates, one of the area’s most desirable neighborhoods. Designed for comfort, style, and everyday living, the home features a unique open floor plan with vaulted ceilings, a warm wood-burning fireplace, and an updated kitchen with solid wood cabinetry and granite countertops. Fresh interior and exterior paint, an oversized garage with built-in shelves, an extended paver driveway, and paver walkways add to the home’s curb appeal and move-in-ready feel. Step outside to a peaceful, private covered screened porch—your own outdoor retreat for relaxing mornings, quiet evenings, or future entertaining with plumbing and electrical already in place for a summer kitchen. Major updates include a 2025 roof, 2017 AC, and 2014 water heater. Dommerich Estates is known for its welcoming community feel and was thoughtfully designed around A-rated schools, making walking and biking to school safe and convenient. Ideally located just 1 ½ blocks from the elementary and middle school and 1 ½ blocks from the neighborhood lake lot, this home offers easy access to sunsets, fishing, and launching a watercraft for a day on the lake. Enjoy the best of Maitland living—close to Orlando yet rich with small-town charm, walkable neighborhoods, parks, downtown parties, concerts, and community events. With its prime location, thoughtful updates, inviting indoor and outdoor spaces, and access to highly desirable neighborhood amenities, this Dommerich Estates home delivers the lifestyle buyers are looking for.

4 Beds ⋅ 3 Baths ⋅ Dommerich Estates 1st Add SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. This charming 4-bedroom, 3-bath home is in sought-after Dommerich Estates, one of the area’s most desirable neighborhoods. Designed for comfort, style, and everyday living, the home features a unique open floor plan with vaulted ceilings, a warm wood-burning fireplace, and an updated kitchen with solid wood cabinetry and granite countertops. Fresh interior and exterior paint, an oversized garage with built-in shelves, an extended paver driveway, and paver walkways add to the home’s curb appeal and move-in-ready feel. Step outside to a peaceful, private covered screened porch—your own outdoor retreat for relaxing mornings, quiet evenings, or future entertaining with plumbing and electrical already in place for a summer kitchen. Major updates include a 2025 roof, 2017 AC, and 2014 water heater. Dommerich Estates is known for its welcoming community feel and was thoughtfully designed around A-rated schools, making walking and biking to school safe and convenient. Ideally located just 1 ½ blocks from the elementary and middle school and 1 ½ blocks from the neighborhood lake lot, this home offers easy access to sunsets, fishing, and launching a watercraft for a day on the lake. Enjoy the best of Maitland living—close to Orlando yet rich with small-town charm, walkable neighborhoods, parks, downtown parties, concerts, and community events. With its prime location, thoughtful updates, inviting indoor and outdoor spaces, and access to highly desirable neighborhood amenities, this Dommerich Estates home delivers the lifestyle buyers are looking for.

550 Arapaho Trail, Maitland

$789,000

Under contract-accepting backup offers. Fantastic Maitland location! Situated on quiet cul-de-sac, this one-story 5 bedroom/4 bath, 3,136 sq ft ranch-style home is a short walk to A-rated Dommerich Elementary, Maitland Middle and Winter Park High. This one-story home sits on .29 of an acre that backs up to the preserved conservation. Functional floor plan with separate formal living and dining rooms, perfect for entertaining. Eat-in kitchen opens to the cozy family room anchored by the wood-burning fireplace. Expanded in 2008, the attached 900 sq ft in-law suite has a bedroom, living room, kitchenette and bath - ideal for an elderly parent or returning college grad. This flex space would also be ideal as an exercise room or home office. Primary bedroom has screened patio access and a walk-in closet. Three secondary bedrooms with access to two additional baths. Living areas have wood and tile flooring and the bedrooms have luxury vinyl plank. Out back is a sparkling screened pool overlooking the wooded back yard. Recent improvements include all new interior paint throughout (7/26) and roof ('22). Conveniently located near I-4, several parks, and excellent neighborhood restaurants. Charming library with books to share. No HOA. Welcome home!

5 Beds ⋅ 4 Baths ⋅ Dommerich/Maitland Highlands SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Fantastic Maitland location! Situated on quiet cul-de-sac, this one-story 5 bedroom/4 bath, 3,136 sq ft ranch-style home is a short walk to A-rated Dommerich Elementary, Maitland Middle and Winter Park High. This one-story home sits on .29 of an acre that backs up to the preserved conservation. Functional floor plan with separate formal living and dining rooms, perfect for entertaining. Eat-in kitchen opens to the cozy family room anchored by the wood-burning fireplace. Expanded in 2008, the attached 900 sq ft in-law suite has a bedroom, living room, kitchenette and bath - ideal for an elderly parent or returning college grad. This flex space would also be ideal as an exercise room or home office. Primary bedroom has screened patio access and a walk-in closet. Three secondary bedrooms with access to two additional baths. Living areas have wood and tile flooring and the bedrooms have luxury vinyl plank. Out back is a sparkling screened pool overlooking the wooded back yard. Recent improvements include all new interior paint throughout (7/26) and roof ('22). Conveniently located near I-4, several parks, and excellent neighborhood restaurants. Charming library with books to share. No HOA. Welcome home!

2051 Dyan Way, Maitland

$599,000

Under contract-accepting backup offers. **BOATING/LAKE ACCESS** Welcome to 553 Arapaho Trail, where timeless MID-CENTURY CHARM meets thoughtful modern living in the highly sought-after DOMMERICH ESTATES community of Maitland. Offering OVER 1,500 SQUARE FEET of beautifully maintained living space, this 3-BEDROOM, 2-BATHROOM HOME features a desirable SPLIT FLOOR PLAN designed for both privacy and everyday comfort. From the moment you arrive, you'll appreciate the exceptional curb appeal with LUSH, MATURE LANDSCAPING, a NEWLY PAINTED EXTERIOR, and an EXTRA-WIDE, EXTRA-LONG BRICK PAVER DRIVEWAY with room for up to SIX VEHICLES. Inside, the home's original character has been carefully preserved while incorporating today's most important updates, including a NEW ROOF (2025), NEW GUTTERS, WHOLE-HOUSE REPIPE, ELECTRICAL UPGRADES, HARDWOOD FLOORING THROUGHOUT, NEW KITCHEN APPLIANCES, an UPGRADED PRIMARY EN-SUITE, stylish UPDATED LIGHTING FIXTURES, an EXTENDED ATTIC WITH ABUNDANT STORAGE, and a PAINTED GARAGE FLOOR. One of the neighborhood's rare homes with BURIED ELECTRICAL SERVICE, the property also offers a cleaner streetscape and added peace of mind. Step outside and discover your own private backyard retreat featuring an INCREDIBLE SCREENED-IN POOL, an expansive BRICK PAVER POOL DECK, and a charming BRICK PAVER GARDEN WALKWAY winding through beautifully landscaped grounds—perfect for entertaining or relaxing year-round. Beyond the home, DOMMERICH ESTATES continues to impress with its welcoming sense of community and location within one of Central Florida's most desirable school districts, originally designed around A-RATED SCHOOLS to make walking and biking to class safe and convenient. Residents also enjoy access to a VOLUNTARY, LOW-COST HOA that includes a PRIVATE BOAT RAMP to the WINTER PARK CHAIN OF LAKES, opening the door to BOATING, PADDLEBOARDING, FISHING, and unforgettable days on the water. The CITY OF MAITLAND offers the perfect balance of convenience and charm with its WALKABLE NEIGHBORHOODS, beautiful parks, local festivals, downtown concerts, and community events, while world-renowned PARK AVENUE in Winter Park is just minutes away for AWARD-WINNING DINING, BOUTIQUE SHOPPING, ART GALLERIES, and weekend brunch. This is more than just a home—it's an opportunity to experience one of CENTRAL FLORIDA'S MOST BELOVED NEIGHBORHOODS and lifestyles.

3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 1st Add Maitland SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. **BOATING/LAKE ACCESS** Welcome to 553 Arapaho Trail, where timeless MID-CENTURY CHARM meets thoughtful modern living in the highly sought-after DOMMERICH ESTATES community of Maitland. Offering OVER 1,500 SQUARE FEET of beautifully maintained living space, this 3-BEDROOM, 2-BATHROOM HOME features a desirable SPLIT FLOOR PLAN designed for both privacy and everyday comfort. From the moment you arrive, you'll appreciate the exceptional curb appeal with LUSH, MATURE LANDSCAPING, a NEWLY PAINTED EXTERIOR, and an EXTRA-WIDE, EXTRA-LONG BRICK PAVER DRIVEWAY with room for up to SIX VEHICLES. Inside, the home's original character has been carefully preserved while incorporating today's most important updates, including a NEW ROOF (2025), NEW GUTTERS, WHOLE-HOUSE REPIPE, ELECTRICAL UPGRADES, HARDWOOD FLOORING THROUGHOUT, NEW KITCHEN APPLIANCES, an UPGRADED PRIMARY EN-SUITE, stylish UPDATED LIGHTING FIXTURES, an EXTENDED ATTIC WITH ABUNDANT STORAGE, and a PAINTED GARAGE FLOOR. One of the neighborhood's rare homes with BURIED ELECTRICAL SERVICE, the property also offers a cleaner streetscape and added peace of mind. Step outside and discover your own private backyard retreat featuring an INCREDIBLE SCREENED-IN POOL, an expansive BRICK PAVER POOL DECK, and a charming BRICK PAVER GARDEN WALKWAY winding through beautifully landscaped grounds—perfect for entertaining or relaxing year-round. Beyond the home, DOMMERICH ESTATES continues to impress with its welcoming sense of community and location within one of Central Florida's most desirable school districts, originally designed around A-RATED SCHOOLS to make walking and biking to class safe and convenient. Residents also enjoy access to a VOLUNTARY, LOW-COST HOA that includes a PRIVATE BOAT RAMP to the WINTER PARK CHAIN OF LAKES, opening the door to BOATING, PADDLEBOARDING, FISHING, and unforgettable days on the water. The CITY OF MAITLAND offers the perfect balance of convenience and charm with its WALKABLE NEIGHBORHOODS, beautiful parks, local festivals, downtown concerts, and community events, while world-renowned PARK AVENUE in Winter Park is just minutes away for AWARD-WINNING DINING, BOUTIQUE SHOPPING, ART GALLERIES, and weekend brunch. This is more than just a home—it's an opportunity to experience one of CENTRAL FLORIDA'S MOST BELOVED NEIGHBORHOODS and lifestyles.

553 Arapaho Trail, Maitland

$389,900

Under contract-accepting backup offers. Virtually Staged. RARE LAKEFRONT opportunity to Live right on LAKE MAITLAND! Sip your morning coffee with one of the most premier views in the entire community! BONUS: It's on the main FIRST floor, so NO STAIRS! Just a pure unencumbered view of Lake Maitland right from your living room! And only a few steps to the dock or community pool!! This unit has the EXTRA HALF BATHROOM and has been tastefully updated to accentuate it's incredible mid century modern original features, that are in immaculate condition! There may never be another unit quite like this one! The high end plantation shutters offer privacy when needed, but can stay wide open for that view! Enjoy the remodeled Community POOL & Clubhouse all on the stunning water front of Lake Maitland which is also connected to the Winter Park Chain of Lakes. Plenty of fishing, fun and relaxing to be had on the community dock, shuffleboard and putting green! So many amenities nestled amongst the towering shade trees and mature landscaping. The Mid Century Modern architecture is about as timeless of a look that you can find that fits the Maitland/Winter Park lifestyle. You couldn't ask for a better location at just minutes from downtown Winter Park, Park Ave, SunRail station and all the restaurants surrounding the 17/92 Maitland/Winter Park Corridor. All Units recently had metal roof replacement in 2025 and were just freshly painted as well. It's completely move in ready with all New Luxury Vinyl Plank Flooring, Kitchen and bathroom updates,. This unit has not been available for many years, so don't miss out on this view!

2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Virtually Staged. RARE LAKEFRONT opportunity to Live right on LAKE MAITLAND! Sip your morning coffee with one of the most premier views in the entire community! BONUS: It's on the main FIRST floor, so NO STAIRS! Just a pure unencumbered view of Lake Maitland right from your living room! And only a few steps to the dock or community pool!! This unit has the EXTRA HALF BATHROOM and has been tastefully updated to accentuate it's incredible mid century modern original features, that are in immaculate condition! There may never be another unit quite like this one! The high end plantation shutters offer privacy when needed, but can stay wide open for that view! Enjoy the remodeled Community POOL & Clubhouse all on the stunning water front of Lake Maitland which is also connected to the Winter Park Chain of Lakes. Plenty of fishing, fun and relaxing to be had on the community dock, shuffleboard and putting green! So many amenities nestled amongst the towering shade trees and mature landscaping. The Mid Century Modern architecture is about as timeless of a look that you can find that fits the Maitland/Winter Park lifestyle. You couldn't ask for a better location at just minutes from downtown Winter Park, Park Ave, SunRail station and all the restaurants surrounding the 17/92 Maitland/Winter Park Corridor. All Units recently had metal roof replacement in 2025 and were just freshly painted as well. It's completely move in ready with all New Luxury Vinyl Plank Flooring, Kitchen and bathroom updates,. This unit has not been available for many years, so don't miss out on this view!

1140 S Orlando Avenue Unit H3, Maitland

2847 Shadow View Circle Unit 2847, Maitland

$199,000

Visconti Condo - Gated Community with lots of amenities only 8 miles from Downtown Orlando. This community situated on the north shore of Lake Shadow offers swimming pool, fitness center, clubhouse, tennis and basketball courts. Conveniently located close to I-4 and Maitland Blvd. Multi level home features an open floor plan with kitchen living/dining and office on main 2nd floor and 2 bedrooms 2 bathrooms on the 3rd floor. This home also features an attached 2 car garage with plenty of room for your vehicles or extra storage. HOA includes exterior maintenance, landscaping, valet trash, water, sewer and pest control.

2 Beds ⋅ 2 Baths ⋅ Visconti East Bldg 27 SubDv. ⋅ 32751 Zip Code

Visconti Condo - Gated Community with lots of amenities only 8 miles from Downtown Orlando. This community situated on the north shore of Lake Shadow offers swimming pool, fitness center, clubhouse, tennis and basketball courts. Conveniently located close to I-4 and Maitland Blvd. Multi level home features an open floor plan with kitchen living/dining and office on main 2nd floor and 2 bedrooms 2 bathrooms on the 3rd floor. This home also features an attached 2 car garage with plenty of room for your vehicles or extra storage. HOA includes exterior maintenance, landscaping, valet trash, water, sewer and pest control.

2847 Shadow View Circle Unit 2847, Maitland

$1,150,000

Under contract-accepting backup offers. Price reduced from $1,600,000! This well-maintained commercial building is currently operating as a professional office suite property, featuring 24 individual suites with strong month-to-month tenancy. The property offers approximately 29 parking spaces and is thoughtfully designed with three welcoming, fully furnished lobby areas, a shared kitchen, five restrooms, and a dedicated conference room. The building was renovated in 2010 with a roof replacement in 2016. Consistently occupied, the building is home to a stable base of long-term professional tenants, making it an attractive opportunity for investors seeking reliable income and ease of management. With many possible uses, this property presents an outstanding opportunity for an absentee owner looking for a solid investment. Situated in the City of Casselberry with a Maitland address, just two blocks from Hwy 436. The property is surrounded by established medical and professional offices, making it ideal for a variety of business uses. Don’t miss this exceptional investment opportunity in a prime location. Whether you’re expanding your portfolio, seeking a stable, income-producing property, or looking to utilize for your personal office, this building checks all the boxes. Schedule your private tour today, request the full financial package, and see firsthand the value and potential this property has to offer. Opportunities like this don’t last—secure your investment now. - 1031 Friendly - The current leases are on a month-to-month basis, and some office spaces are currently rented below market value, providing flexibility to adjust rental rates or utilize the space to suit your needs.

32751 Zip Code

Under contract-accepting backup offers. Price reduced from $1,600,000! This well-maintained commercial building is currently operating as a professional office suite property, featuring 24 individual suites with strong month-to-month tenancy. The property offers approximately 29 parking spaces and is thoughtfully designed with three welcoming, fully furnished lobby areas, a shared kitchen, five restrooms, and a dedicated conference room. The building was renovated in 2010 with a roof replacement in 2016. Consistently occupied, the building is home to a stable base of long-term professional tenants, making it an attractive opportunity for investors seeking reliable income and ease of management. With many possible uses, this property presents an outstanding opportunity for an absentee owner looking for a solid investment. Situated in the City of Casselberry with a Maitland address, just two blocks from Hwy 436. The property is surrounded by established medical and professional offices, making it ideal for a variety of business uses. Don’t miss this exceptional investment opportunity in a prime location. Whether you’re expanding your portfolio, seeking a stable, income-producing property, or looking to utilize for your personal office, this building checks all the boxes. Schedule your private tour today, request the full financial package, and see firsthand the value and potential this property has to offer. Opportunities like this don’t last—secure your investment now. - 1031 Friendly - The current leases are on a month-to-month basis, and some office spaces are currently rented below market value, providing flexibility to adjust rental rates or utilize the space to suit your needs.

407 Lake Howell Road, Maitland

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