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1325 Lake Shadow Circle Unit 12103, Maitland
$199,000
2 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code
Virtually Staged. Enjoy convenient first-floor living in the gated lakeside community of Visconti West! This two-bedroom, two-bath condominium offers an open living and dining area, high ceilings, and a split-bedroom layout. Each bedroom features an en-suite bathroom and walk-in closet, providing comfort and privacy. The kitchen includes a breakfast bar and closet pantry, while an interior laundry room accommodates the washer and dryer. A screened, covered patio offers space to relax outdoors, with an additional storage closet for everyday convenience. Community amenities include two lakeside pools, a fitness center, clubhouse, tennis and basketball courts, and a car wash area. The monthly association fee includes water, sewer, trash service, and exterior and grounds maintenance. Located near Maitland Boulevard and I-4, Visconti West offers convenient access to downtown Orlando, Winter Park, shopping, dining, and entertainment. Discover a comfortable home with first-floor convenience and an array of community amenities.

1325 Lake Shadow Circle Unit 12103, Maitland

1741 Lyndale Boulevard, Maitland
$699,000
3 Beds ⋅ 2 Baths ⋅ Dixie Terrace Ut No 2 SubDv. ⋅ 32751 Zip Code
Virtually Staged. Less than a ten-minute drive from downtown Winter Park, Park Avenue’s shops and restaurants, and Rollins College, this completely renovated home has updates well beyond the finishes. Built in 1943 with solid block construction, it features new electrical, plumbing, central air conditioning, Jeld-Wen windows, and a tankless water heater. A wood-burning fireplace anchors the cozy living room, and the spacious renovated kitchen features white cabinetry, quartz countertops, stainless steel appliances, and a large island with seating for casual dining. The converted garage provides additional living space for a formal dining room or extra family room. Two secondary bedrooms share a renovated hall bathroom with a walk-in shower and rain showerhead. The spacious primary suite includes a custom walk-in closet and a renovated bathroom with double sinks, quartz countertops, and a walk-in shower with a rain showerhead. Sliding glass doors open from the suite to the back patio and fire pit area, with a huge backyard offering plenty of space for outdoor dining, entertaining, and play, plus room to explore adding a pool or expanding the home in the future. Zoned for Dommerich Elementary, Maitland Middle, and Winter Park High School, this home puts some of the area’s favorite destinations close to home, including Lake Lily Park, Maitland’s cultural attractions, and the shops and dining along Park Avenue. Call today to schedule a private showing!

1741 Lyndale Boulevard, Maitland

2312 Sierra Lane Unit 2312, Maitland
$349,600
2 Beds ⋅ 3 Baths ⋅ Sierra Condo Ph 1 SubDv. ⋅ 32751 Zip Code
Hidden Gem! This small community is quiet, independent, extremely well maintained and one of Maitland's most desirable communities. This unit is a spacious with two bedroom suites each with its own connected bathroom and an additional 1/2 bath four guest. Home is arranged with a separate dining room or office space, living room, kitchen and breakfast room. The kitchen is fully equipped with all appliances including a gas stove. There's also plenty of room with the breakfast nook which looks out onto the wooded back area. A wood-burning fireplace creates a warm, welcoming atmosphere that links the living room, kitchen, and dining room. An additional Florida room adds a great peaceful reading room .All the of the main rooms have tall ceiling which provide open feel and lots of natural lite from the upper windows. Bedrooms are spilt plan, main bedroom is on ground floor with 10 ft ceiling. Great location.. this lot, offers a generous outdoor area where you can relax and take in the lush landscaping front and back The attached private one-car garage provides ample storage space, with easy access to the washer and dryer for added convenience. Home offers gas stove, gas water heater and gas heater. Community offers amenities including the pool and tennis courts, enhancing your lifestyle. Sellers offer possible concessions for loan buy-down or closing costs. See today! New plumbing re-piped 2018, new roof 2018 new windows 2023, new Ac 2024 Cable and WIF provided by HOA.

2312 Sierra Lane Unit 2312, Maitland

989 Hamlet Court, Maitland
$299,999
3 Beds ⋅ 2 Baths ⋅ Hamlet At Maitland SubDv. ⋅ 32751 Zip Code
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

1507 Grove Street, Maitland
$230,000
3 Beds ⋅ 2 Baths ⋅ Park Lake Villas Condo SubDv. ⋅ 32751 Zip Code
Welcome home to this beautifully maintained 3 bedroom, 2 bath, one-story condo offering 1,256 square feet of comfortable living space in one of Central Florida's most sought-after school districts, zoned for Dommerich Elementary and Maitland Middle School. This move-in-ready home features significant recent upgrades, including a brand-new roof (2024) , new HVAC system (2024), and new Electrical panel (2026), providing peace of mind and energy efficiency for years to come. Inside, you'll find a functional floor plan with spacious living and dining areas, generous bedrooms, and abundant natural light throughout. Step outside to your large, private, fully fenced back patio, ideal for entertaining, relaxing, or enjoying outdoor living. The patio offers direct access to the community pool, making it easy to enjoy Florida's year-round sunshine. Ideally located near shopping, dining, and major roadways, this home combines low-maintenance living with top-rated schools and outstanding community amenities.

1507 Grove Street, Maitland

1475 Lake Shadow Circle Unit 6205, Maitland
$199,900
2 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code
Step into easy, resort-style living in this beautifully updated 2-bedroom, 2-bathroom second-floor condo offering 1,048 square feet of thoughtfully designed space in the gated community of Visconti. With an open, light-filled floor plan and two spacious primary suites each with its own full bathroom this home delivers a flexible layout for everyday living. Luxury vinyl plank flooring runs throughout the entire home, giving every room a cohesive, modern look that's as durable as it is easy to maintain. The kitchen and living areas flow together seamlessly, creating a natural gathering space that keeps everyone connected, whether you're cooking dinner, watching a game, or settling in for the evening. Both suites are generously sized with ample closet space, and the split layout gives residents privacy when they want it. The bathrooms have been partially updated, offering a refreshed feel while leaving room to add your own finishing touches. Step outside to the large screened-in balcony a true extension of the living space, perfect for morning coffee, evening unwinding, or dining al fresco while overlooking the community's lush surroundings. The balcony also includes a dedicated storage area, keeping bikes, seasonal items, and outdoor gear neatly out of the way. A brand-new 2025 air conditioner adds comfort and peace of mind for years to come. The well-maintained, gated grounds feature mature landscaping and walking paths, along with a welcoming clubhouse for gatherings, two swimming pools for warm Florida afternoons, a fitness center for your daily workout, and tennis and basketball courts for friendly competition. HOA services cover water, sewer, pest control, and valet trash. Centrally located near shopping, dining, entertainment, and I-4, this condo offers easy access to Maitland, downtown Orlando, and area attractions. A great opportunity for low-maintenance living in a desirable Maitland location.

1475 Lake Shadow Circle Unit 6205, Maitland

1605 Grove Street Unit 550, Maitland
$200,000
3 Beds ⋅ 2 Baths ⋅ Park Lake Villas Condo SubDv. ⋅ 32751 Zip Code
Virtually Staged. Welcome to 1605 Grove Street! This single story unit offers a spacious and versatile floor plan, comfortable living areas, and the convenience of low maintenance living. Step inside to discover an open living and dining area with wood look flooring, plenty of natural light, and newer double pane windows and sliding glass doors, providing enhanced energy efficiency and comfort. The kitchen features white cabinetry, ample countertop space, a decorative tile backsplash, and a convenient pass through overlooking the main living area. Additional interior features include generously sized bedrooms, two full bathrooms, and an indoor laundry area. Step outside through the sliding glass doors to enjoy your own private, fenced patio, complete with brick pavers and room for outdoor seating. The community includes access to the community pool, insurance, exterior maintenance, grounds maintenance, and trash service, providing added convenience and helping simplify everyday living. Conveniently located in Maitland with easy access to shopping, dining, parks, major roadways, and the surrounding Winter Park and Orlando areas. Schedule your showing today!

1605 Grove Street Unit 550, Maitland

206 Quayside Cir Unit 203, Maitland
$950,000
2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo Bldg 03 SubDv. ⋅ 32751 Zip Code
This Winter Park Chain of Lakes condominium has been completely reimagined to the highest of standards with meticulous attention to detail, providing luxury living in the ideal Maitland location. The sale includes a desirable, dedicated boat slip, giving you access to the entire Winter Park Chain of Lakes for year-round enjoyment and unparalleled lake views. A corner unit, the property is filled with beautiful natural light, creating a bright, fresh ambiance against the quintessential Florida backdrop of sunshine. The home has been entirely reconstructed from ground up, featuring updated electrical, plumbing, HVAC, windows, sheetrock, an on-demand water heater, a whole-home water filter, in-floor heating, flooring, paint, lighting, a kitchen and baths. Every interior detail showcases bespoke craftsmanship, including authentic oak chevron floors, designer wall and trim treatments, handcrafted base and crown moldings and a Level 5 sheetrock finish with sprayed matte paint. Elevating the modern aesthetic are a double-sided Dimplex fireplace, integrated Lutron lighting and shades, handcrafted HVAC vents and built-in Samsung Frame TVs. The home also offers brilliant storage solutions, featuring a large hidden storage closet concealed behind the entryway mirror alongside integrated hallway doors for seamless HVAC and closet access. The gourmet kitchen flows openly into the gathering space with direct views of the lake, centering around a seated island and an intimate eat-in area perfect for dining or entertaining. Designed to be efficient, sleek and integrated with the formal living spaces, it boasts a restaurant-quality induction cooktop and speed oven, custom cabinetry with real brass inlays and brass doors, a Brizo touch faucet with on-demand hot water and an integrated Thermador refrigerator with touch-sensitive doors. The luxurious owner's retreat enjoys stunning water views, upgraded lighting, a fully organized walk-in closet and the ambiance of the double-sided fireplace. The primary bath offers an indulgent, spa-like experience with book-matched porcelain marble slabs, a shower with body sprays, in-floor heating and a heated towel warmer. Thoughtful conveniences include a private water closet with a Kohler Veil intelligent toilet and bidet, seamless marble finishes and double sinks paired with oversized medicine cabinets for ample storage. Perfectly positioned in a premier Lake Maitland location, the property is just across the street from hours of scenic trails weaving around the lakes of Maitland and Winter Park. Exceptional dining and coffee options like Luke’s, Francesco’s, Antonio’s and Starbucks are just a short distance away, alongside numerous other local restaurants and bars. Daily conveniences are effortless with Whole Foods, Trader Joe's, Publix, Target, Home Depot and REI all within a five-minute drive, while the historic Enzian Theater is close by for the ideal movie night.

206 Quayside Cir Unit 203, Maitland

2122 Korat Lane, Maitland
$385,000
4 Beds ⋅ 2 Baths ⋅ Winfield Ut 2 SubDv. ⋅ 32751 Zip Code
Welcome to Winfield! This inviting home offers a thoughtful layout with comfortable spaces for relaxing, gathering, and entertaining. Step into a separate front living room, perfect for greeting guests or enjoying a quiet moment. The home flows into a beautiful kitchen featuring a breakfast bar and cozy dining area, with views into the family room to keep everyone connected. The split-bedroom floor plan provides a private primary suite on one side and two additional bedrooms on the other. The primary suite features an en-suite bathroom with a separate tub and shower. A versatile bonus room offers space for a home office, hobby room, or creative retreat. Step outside to a screened patio, ideal for shaded relaxation, overlooking a spacious backyard ready for weekend grilling and outdoor gatherings. Located in the desirable Winfield community, where HOA fees contribute to community exterior maintenance. This home offers convenient access to major roadways, including SR 434, SR 414, SR 429 and I-4 making commuting to Maitland, Altamonte Springs, Winter Park, and downtown Orlando more accessible. Enjoy convenient access to nearby destinations, including RDV Sportsplex, Maitland Business Center, Altamonte Mall, Wekiwa Springs State Park, and Trotters Park. With shopping, recreation, dining, and major commuter routes nearby, this Winfield home offers a convenient Central Florida lifestyle.

2122 Korat Lane, Maitland

616 Lake Howell Road, Maitland
$550,000
4 Beds ⋅ 2 Baths ⋅ Forest Brook 2nd Sec SubDv. ⋅ 32751 Zip Code
Welcome to modern elegance in the heart of Maitland! This beautifully renovated home offers the perfect blend of timeless charm, contemporary finishes, and inviting living spaces. From the moment you arrive, you’ll be welcomed by a charming covered entryway featuring warm wood ceiling accents, and a beautiful sage green front door. Step inside to discover a bright, open atmosphere with gorgeous light wood flooring, fresh neutral tones, recessed lighting, and thoughtfully selected designer finishes throughout. The beautifully updated kitchen is a true showstopper, featuring warm wood cabinetry, Taj Mahal quartz countertops, elegant brass hardware, stainless steel appliances, a custom range hood, and a spacious peninsula with bar seating. Designed with both style and functionality in mind, this kitchen is perfect for entertaining and everyday living. The inviting living area features a stunning brick fireplace that adds warmth and character, while the beautifully updated bathrooms showcase modern vanities, stylish tile work, and sophisticated fixtures. The spacious bedrooms offer comfort and natural light, creating peaceful retreats throughout the home. Outside, enjoy a welcoming exterior, a spacious front yard, and an attached two car garage. Location, Location, Location! Ideally situated in the highly desirable Maitland area, this home offers convenient access to Winter Park, Downtown Orlando, shopping, dining, parks, and major roadways. With its beautiful renovations, modern finishes, and prime Central Florida location, this home is truly a must-see! Schedule your private showing today and experience everything this Maitland gem has to offer!

616 Lake Howell Road, Maitland

1275 Lake Shadow Circle Unit 13107, Maitland
$164,900
1 Beds ⋅ 1 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code
Welcome to luxury, comfort, and convenience at this beautifully transformed ground-floor 1-bedroom, 1-bath condo in the gated community of Visconti West. Every square foot reflects thoughtful upgrades, quality, and style. The stylish and functional kitchen features $5,500 in brand new appliance upgrades completed in 2024, including a built-in microwave. The laundry room includes a new washer and dryer, added shelving, and cabinetry. The home has also been freshly painted throughout, creating a crisp, modern, move-in-ready feel. Additional 2024 improvements include a $10,000 bathroom remodel featuring a walk-in shower, a $1,500 double-paned bedroom window, $300 in lighted ceiling fans, and $300 in overhead lighting. All-new electrical outlets, a new fire alarm system, and new blinds add even more function and convenience. The tile floors have been professionally deep cleaned and re-grouted, and the air ducts have been cleaned too. For added peace of mind, the air conditioner was updated in August 2026 at a cost of $2,200, providing an important recent improvement to the home. Beyond the condo, enjoy the serene waterfront setting and resort-style amenities Visconti West has to offer, including a clubhouse, fitness center, playground, sparkling pool, tennis courts, sidewalks for leisurely strolls, and a designated pet-walking area. With convenient access to I-4 and close proximity to Winter Park, Altamonte Springs, and the RDV Sportsplex, this home offers an ideal combination of location, lifestyle, and extensive recent improvements. Move in, settle in, and enjoy a home where much of the updating has already been done for you.

1275 Lake Shadow Circle Unit 13107, Maitland

2514 Tuscarora Trail, Maitland
$899,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Hills Second Add SubDv. ⋅ 32751 Zip Code
Welcome to 2514 Tuscarora Trail, a beautiful, fully renovated lakeview pool home nestled in the heart of Maitland, Florida! This spacious single-story residence offers 4 bedrooms, 3 bathrooms, and approximately 3,000 square feet of living space on a generous 0.43-acre lot. Step inside to discover an inviting open floor plan featuring spacious living and dining areas, a brand new gourmet kitchen, and plenty of natural light. The thoughtfully designed layout provides comfortable spaces for everyday living and entertaining. This home features a brand new HVAC unit, 2024 roof, the home has been fully repiped, including the all sewer lines. Step outside to your own private retreat, featuring a sparkling swimming pool, covered patio, expansive backyard, and peaceful lake views. Whether relaxing poolside or hosting outdoor gatherings, this property offers an exceptional Florida lifestyle. Additional highlights include a complete paid for solar panel system, ample parking, and convenient access to Winter Park's popular shopping, dining, entertainment, and recreational destinations. Enjoy the perfect combination of space, comfort, outdoor living, and a convenient Central Florida location. Schedule your private showing and discover everything this Maitland property has to give. The seller is offering $5000 in closing assistance by using our preferred lender.

2514 Tuscarora Trail, Maitland

1100 S Orlando Avenue Unit 306, Maitland
$599,900
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

1140 S Orlando Avenue Unit H-16, Maitland
$625,000
2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace SubDv. ⋅ 32751 Zip Code
EXQUISITE CONDO WITH BOAT SLIP AND DOCK ON THE WINTER PARK CHAIN OF LAKES! This stunningly reimagined corner unit boasting extra windows for light/space and a limestone porcelain zero entry threshold which extends inside-out opening out to a singular plane patio, showcasing a long lake view of Lake Maitland and extraordinary view of the morning sunrise over the lake, which is nestled on the Winter Park Chain of Lakes bordering Winter Park-and less than a mile to Park Avenue. This is penthouse style living, with a fully extensive elevated remodel by W DESIGNS LTD leaving nothing spared.As you enter the home, it features an exquisite wall of natural limestone spanning floor to ceiling which meets a beautiful and coffer ceiling of meticulously crafted millwork. An electric fireplace adds to the ambiance and is flanked by two custom bookcases. The dining area, also carries the refined custom millwork paneling throughout, with a built in banquette for seating which also provides ample storage. Aloft the solid wood dining table with custom French feather & down daybed cushions, there is a sophisticated sculpted artisanal chandelier by Cynara lined with gold leaf, lighting the area with prisms. The daybeds allow a comfortable and cozy area to watch TV. The open concept galley kitchen is completely built-in with custom paneling and cabinetry, adorned with brass cabinet pulls, and a fully integrated Fisher & Paykel paneled refrigerator . All appliances are 3 years of age with little use. Master bedroom, also features beautiful millwork throughout including a custom built-in wall unit for extra storage and custom-made bookshelves. New solid wood paneled doors are embellished with polished nickel and lucite knobs. All extra wide louvered shutters throughout, are custom hand milled shutters by Lloyd’s Shutter Shoppe. Bathroom has been redesigned with commercial grade, for longevity, seagrass wallpaper, a lacquered Italian floating vanity, marble wainscoting with architecture detail, marble shower with soaking tub, Contemporary Signature Hardware waterfall faucets offer the jewelry for the bathroom. This masterfully done jewel box, Pied-à-Terre, is the epitome of simple luxury perfectly situated in this cozy community on Lake Maitland.

1140 S Orlando Avenue Unit H-16, Maitland

2050 Thunderbird Trail, Maitland
$749,000
4 Beds ⋅ 3 Baths ⋅ Highland Park Estates SubDv. ⋅ 32751 Zip Code
Timeless Florida Charm in the Heart of Dommerich this classic ranch is ideally situated in Maitland's highly sought-after neighborhood. Combining the character of an established home with thoughtful updates and room to make it your own, this property offers an exceptional opportunity in a location that continues to be in high demand. The renovated kitchen provides a fresh, inviting space for everyday living, while improvements including a roof (2018), windows (2019), A/C (2020), and water heater (2020) add to the home's appeal. A spacious addition with vaulted ceilings and a fourth bedroom featuring a private ensuite bath creates a desirable split-bedroom floor plan, offering flexibility and privacy for family and guests. Situated on a generous 9,600-square-foot lot, the property offers plenty of room to bring your vision to life. Whether that includes a resort-style pool and cabana, an expanded primary suite, or a beautifully designed outdoor entertaining area, there is exciting potential to create a home tailored to your lifestyle. Zoned for Dommerich Elementary, Maitland Middle, and Winter Park High School, this home is ideally positioned to enjoy the lifestyle that makes Maitland so desirable. Spend your Sunday mornings exploring the Maitland Farmers' Market and enjoy the charm, local shops, dining, and sense of community that define this established neighborhood. With its timeless Florida appeal, generous lot, and possibilities for the future, this is a wonderful opportunity to put down roots in Dommerich and make it your own.

2050 Thunderbird Trail, Maitland

623 Green Meadow Avenue, Maitland
$525,000
4 Beds ⋅ 2 Baths ⋅ Forest Brook SubDv. ⋅ 32751 Zip Code
Welcome Home! Check out this beautiful 3 bedroom 2 bathroom single family home with a beautiful pool in a NO HOA neighborhood! Take full advantage of the morning sunrise directly in your backyard facing due east. This home features a gorgeous backyard with a beautiful pergola and screened in porch overlooking your spacious backyard oasis private pool. This property backs up to a conservation lot so no rear neighbors! As soon as you walk up you'll notice the archway that is covered in beautiful flowers when in season! As soon as you walk into the foyer you'll notice the massive open living area with a great Kitchen, Living Room & Dining room combo! The kitchen is sure to bring out your inner chef! Featuring plenty of lighting, a massive kitchen island and ample countertop & cabinet space! This home is perfect for entertaining, with the French doors out to your beautiful screened in patio and backyard steps away! The master bedroom features updated flooring, a spacious walk in closet and private master bathroom. This home is an amazing canvas for you to come in and make it your own! Reach out to the listing agent today to schedule your showing! Roof, HVAC & Water Heater 2021.

623 Green Meadow Avenue, Maitland

1310 Winston Road, Maitland
$635,000
4 Beds ⋅ 3 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Welcome to this exceptional four-bedroom, two-and-a-half-bathroom pool home in the heart of Maitland, offering an ideal blend of comfort, privacy, and Florida-style living. Situated in an established neighborhood near Kewannee Park, this beautifully maintained residence welcomes you with a long driveway, side-entry two-car garage, manicured landscaping, and a charming paver walkway leading to an elegant double-door entry. Step inside to a light, bright, and spacious open-concept floor plan featuring tile flooring throughout the main living areas. The well-appointed kitchen is designed for both everyday living and entertaining, showcasing granite countertops, rich cherry wood cabinetry, stainless-steel appliances, a center island with cooktop, and a stylish vent hood. The adjacent dining area provides an inviting space for gatherings, while the expansive living room features an impressive 72-inch ceiling fan and abundant natural light. A comfortable family room creates the perfect gathering space and features a wood-burning fireplace, adding warmth and character to the home. French doors open to your private outdoor oasis—an impressive screened-in lanai featuring a sparkling swimming pool, spacious sundeck, relaxing spa, and attractive water feature. Whether you’re enjoying your morning coffee, soaking up the Florida sunshine, or entertaining family and friends, this exceptional outdoor living space is designed to be enjoyed year-round. Beyond the pool area, the property offers a peaceful conservation view with no rear neighbors, creating an enhanced sense of privacy and a serene natural backdrop rarely found in such a convenient location. The spacious primary suite provides a private retreat with a generous walk-in closet and an ensuite bathroom featuring dual vanities, granite countertops, and a beautifully tiled walk-in shower. Three additional generously sized bedrooms offer flexibility for family, guests, a home office, or a hobby room. A secondary bathroom features a granite vanity and convenient shower/tub combination. Additional highlights include a roof replaced in 2019, AC 2024, water heater 2025, ceiling fans throughout, spacious living areas, a side-load two-car garage, and a desirable established-community setting. Location is another standout feature. Enjoy easy access to SR 17-92, SR 436, and I-4, providing convenient connectivity throughout Central Florida. You’re just a short drive from Orlando, Winter Park, Casselberry, and Altamonte Springs, as well as shopping, dining, fitness centers, banks, supermarkets, Lowe’s, Home Depot, parks, and everyday conveniences. With its private pool, screened lanai, conservation setting, no rear neighbors, spacious open floor plan, updated kitchen features, primary suite, and highly convenient Maitland location, this home offers the perfect opportunity to enjoy the best of the Central Florida lifestyle.

1310 Winston Road, Maitland

1519 Glastonberry Road, Maitland
$499,000
4 Beds ⋅ 2 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code
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

161 White Oak Circle, Maitland
$899,000
4 Beds ⋅ 3 Baths ⋅ Maitland Grove SubDv. ⋅ 32751 Zip Code
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. Schedule your private showing today!

161 White Oak Circle, Maitland

200 Seneca Trail, Maitland
$550,000
3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 1st Add SubDv. ⋅ 32751 Zip Code
Located in sought-after Dommerich Estates, this single-story, 3-bedroom, 2-bathroom, block home offers 1,605 square feet of living space and an attached 2-car garage. A walkway leads to a covered front porch, where the character of the original construction is immediately apparent in the columns and detailed millwork surrounding the front door and sidelights. Inside, the main living spaces flow easily from one to another and include dining and living areas and a Florida room overlooking the backyard, with wood flooring, crown molding and a wood-burning fireplace adding warmth and character. Floor-to-ceiling windows fill the Florida room with natural light and open to a concrete patio for easy indoor-outdoor living. To the left of the entry, the kitchen and adjoining eat-in nook retain much of the home’s charm, with white wood cabinetry, a neutral tile backsplash, a window above the stainless double-bowl sink overlooking the backyard, stainless dishwasher, glass cooktop and built-in wall oven. Conveniently located just inside the garage entry, the kitchen makes unloading groceries easy, while the adjoining eat-in nook features decorative millwork, a large window and the continuation of the wood flooring. All three bedrooms are comfortably sized and feature custom interior shutters. The primary bedroom is positioned at the rear of the home with an en-suite bath featuring a glass-enclosed tiled shower and pedestal sink, while the two alternate bedrooms share a hall bath with a tiled tub/shower combination, newer vanity, undermount sink, granite countertop and linen closet. The .20-acre, 79’ by 111” lot offers room to enjoy the outdoors. Important improvements have already been completed, including a new architectural shingle roof in 2025, PEX repipe in 2011, interior electrical panel replacement and a 2017 HVAC system. Residents also have the option to join the Dommerich Beach Civic Association, with annual membership options currently beginning at $100. Membership provides access to the association’s private lake lot on the east shore of Lake Minnehaha, including a picnic area and canoe and kayak storage, with a separate membership option offering boat-ramp access. The location is compelling, with Dommerich Elementary and Maitland Middle within walking distance and zoning for Winter Park High. Minnehaha Park, also within walking distance, offers tennis courts, a playground and green space. Downtown Maitland, Lake Lily and its Sunday Farmers Market, the Art & History Museums of Maitland, restaurants, grocery stores and everyday shopping are all nearby, while Enzian Theater and additional recreation and conveniences are just a short drive away. With single-story block construction, an attached two-car garage, meaningful system improvements already completed and a location that puts schools, parks and the best of Maitland close at hand, this is a wonderful opportunity to put down roots in Dommerich Estates.

200 Seneca Trail, Maitland

1060 Gregory Drive, Maitland
$529,000
3 Beds ⋅ 2 Baths ⋅ Druid Hills Estates 1st Add SubDv. ⋅ 32751 Zip Code
Some homes have a character that simply cannot be recreated—and 1060 Gregory Drive is one of them. Built in 1962 and tucked beneath mature oaks draped in Spanish moss, this three-bedroom, two-bath Maitland home celebrates its original charm while offering the updates today’s buyers appreciate. Warm hardwood floors flow through the home, while a dramatic brick feature wall separates the living and family rooms, with a fireplace facing each space. It is a memorable architectural detail that makes both rooms feel welcoming and distinct. The updated kitchen pairs shaker-style cabinetry with granite countertops and stainless steel appliances, while plantation shutters and ceiling fans add comfort and classic style throughout. The primary bedroom features dual closets. The guest bathroom also benefits from a new vanity. Step outside to an expansive backyard deck with plenty of room for dining, entertaining and lingering beneath the trees on beautiful Florida evenings. Major improvements include an ELECTRICAL UPDATE 2026, ALL NEW DUCTWORK 2026, HVAC and REROOF 2020, WATER HEATER 2022, a NEW FENCE installed in 2023 and REPIPED 2009. Set in an established Maitland neighborhood with quick access to Winter Park, Maitland and Interstate 4, this is a home with a story, a setting and a style all its own. Come experience the character, comfort and tree-lined charm that make 1060 Gregory Drive feel like home from the moment you arrive.

1060 Gregory Drive, Maitland

2517 Caper Lane Unit 207, Maitland
$99,000
1 Beds ⋅ 1 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
Virtually Staged. Welcome to this charming 1-bedroom, 1-bathroom second-floor condo in the heart of beautiful Maitland! This well-maintained home offers a fantastic opportunity for both investors and buyers looking for a convenient Central Florida location. The interior has been recently repainted, giving the home a fresh, clean feel. Several major components have also been updated within the past 3-5 years, including the HVAC system, water heater, refrigerator, and oven, providing added peace of mind for the next owner. The community offers desirable amenities including a swimming pool, fitness center, and playground, while the HOA fee includes water, helping simplify monthly expenses. Location is a major plus, with easy access to shopping, restaurants, major roads, and Central Florida's universities, including Full Sail University and UCF. Whether you're looking to add to your investment portfolio or secure a property in a convenient Maitland location, this condo is worth a look. The property is currently tenant occupied, with the existing lease scheduled to expire in March, making this an excellent opportunity for an investor seeking an income-producing property with an established tenant in place. Schedule your showing today and discover all this cute Maitland condo has to offer!

2517 Caper Lane Unit 207, Maitland

508 Banyon Tree Circle Unit 200, Maitland
$149,900
2 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
MUST SEE! Well-maintained and move-in-ready 2-bedroom, 2-bath second-floor condo in the desirable Carrington Park community of Maitland. Offering 1,200+ square feet, this spacious split-bedroom floor plan features generously sized bedrooms, an open living/dining area, and a private screened balcony—perfect for enjoying the Florida lifestyle. The unit also includes a private washer/dryer hookup for added convenience. Enjoy an exceptional location near the intersection of Howell Branch Road and SR-436, with Publix, Starbucks, shopping, dining, and everyday conveniences just minutes away. Full Sail University is approximately 10 minutes away, UCF is nearby, and Orlando’s major attractions are easily accessible. Carrington Park offers two swimming pools, a large fitness center, playground, and beautifully maintained green spaces. The HOA provides excellent value by including water, sewer, trash, building insurance, roof, grounds maintenance, and community pool maintenance. Currently leased through December 31, 2026 at $1,700/month, providing immediate rental income for an investor while preserving future flexibility for an owner occupant. Seller financing may be available with $50,000 down and acceptable terms. A great opportunity for an owner occupant or investor looking for space, location, amenities, and value in a desirable Maitland area. Come see it in person—this is one you won’t want to overlook. Schedule your showing today and bring your offer!

508 Banyon Tree Circle Unit 200, Maitland

180 E Faith Terrace, Maitland
$485,000
2 Beds ⋅ 2 Baths ⋅ Northwood Heights SubDv. ⋅ 32751 Zip Code
Welcome home to this charming and beautifully updated 2 bedroom, 2 bathroom property in the heart of Maitland. Thoughtfully renovated in 2016, this inviting residence offers a wonderful blend of character, comfort, and modern finishes. Step inside to discover updated wood flooring, fresh interior paint, and a completely renovated kitchen featuring stainless steel appliances and stone countertops. The two generously sized bedrooms provide a comfortable living space, while both bathrooms have been tastefully renovated. Stone countertops can be found throughout the home, adding a cohesive and timeless touch. Peaceful water views of Lake Seminary, create a lovely backdrop for morning coffee, entertaining, or simply relaxing at home. Additional highlights include a new well installed 2022, a new septic tank installed in 2024, and a new grey water tank in 2026. The backyard was also freshly resodded, providing a beautiful outdoor space to enjoy Florida's year-round sunshine. Located in desirable Maitland, the home is close to shopping, dining, parks, Winter Park, and major roadways, making it easy to enjoy everything Central Florida has to offer.

180 E Faith Terrace, Maitland

190 E Faith Terrace, Maitland
$1,225,000
4 Beds ⋅ 2 Baths ⋅ Acreage & Unrec SubDv. ⋅ 32751 Zip Code
Extremely rare opportunity to own an exceptional lakefront property in the heart of Maitland. This four bedroom, two bathroom residence has been tastefully renovated and is set on 1.07 acres of land along the sandy beach shores of Lake Seminary. It offers the combination of privacy, land, water access and beautiful renovations. The heart of the property is the spring fed lake known for recreational boating and water activities. The private sandy beach leads to a new 90 x 4 ft dock with a 12 x 12 ft recreational pad and bench. It's made of Trex composite decking and features an electric boat lift and cold water hose, making it easy to enjoy everything the lake has to offer. The property also boasts of a concrete block boathouse with electricity, adding valuable storage and functionality for lake life. Inside, the home has been completely renovated with an emphasis on quality, comfort and everyday living. The kitchen has been beautifully updated with stainless steel appliances, new cabinets, stone counters and a large island with seating for four. It has a panoramic view of the lake as it opens seamlessly to the dining/family room which highlights expansive sliding glass doors that lead directly out to the deck and backyard oasis. The extensive improvements continue throughout the property with renovated bathrooms, new vinyl wood flooring, fresh interior/exterior paint, new doors, new windows, new electrical, a new roof (2019), new skylights, two new air conditioning systems with new ductwork (2020), a new water softener and a commercial grade propane powered on demand tankless water heater. There's a separate indoor laundry room which provides generous space for folding and a 319 sqft bonus room with private access to the exterior. Outside, the new wood deck overlooks the lake and includes a mosquito prevention system, an outdoor shower and plumbing already in place for a sink. There's also new seamless gutters and a concrete security wall that surrounds the perimeter of the property with an electric access gate. This rare lakefront property offers the ultimate Central Florida lifestyle with private lake access and recreation at home, while being just minutes from exceptional dining, boutique shopping, Lake Lily, vibrant downtown Maitland, Winter Park’s renowned Park Avenue, and major roadways.

190 E Faith Terrace, Maitland

559 Flemming Way Unit 203, Maitland
$103,000
1 Beds ⋅ 1 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
Virtually Staged. Welcome to this well-maintained and move-in-ready second-floor condo, offering comfort, convenience, and a great location! This charming 1-bedroom, 1-bathroom unit features a spacious layout, a large walk-in closet, and a private outdoor patio where you can enjoy your morning coffee or relax after a long day. The property is currently vacant and ready to show, making it an excellent opportunity for a first-time homebuyer, seasonal resident, or investor looking for a low-maintenance property. The community offers a variety of desirable amenities, including a beautiful swimming pool, playground, and green spaces, and a great fitness/exercise room for residents to enjoy. The low HOA fee makes this property even more attractive for those looking for an affordable and convenient lifestyle. Laundry facilities are conveniently located outside across from the building. Located in a convenient area close to public transportation, stores, shops, restaurants, and everyday necessities, this condo provides easy access to everything you need. Whether you are looking for a comfortable place to call home or a great investment opportunity, this property offers an excellent combination of location, amenities, affordability, and convenience. Don't miss the opportunity to see this beautiful second-floor condo. The unit is vacant, in good condition, and ready for its new owner. Schedule your showing today!

559 Flemming Way Unit 203, Maitland

1501 Oranole Road, Maitland
$650,000
3 Beds ⋅ 4 Baths ⋅ Bretton Woods SubDv. ⋅ 32751 Zip Code
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

2308 Haywood Court Unit 100, Maitland
$215,000
3 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
Need Room! Welcome home to this spacious 1612 S.F. first-floor condominium featuring three bedrooms and two full baths in a well-maintained community conveniently located near shopping, dining, and Full Sail University. Step inside to find brand-new luxury plank flooring throughout the living and bedroom areas, ceramic tile in the kitchen and bathrooms, and absolutely no carpet! Blinds on all windows and ceiling fans add to the comfort and convenience of this inviting home. The kitchen comes complete with refrigerator, range, microwave, and dishwasher, while a brand-new washer and dryer are also included. Relax and enjoy Florida's beautiful weather year-round from your private screened-in lanai, with the community pool and playground conveniently located nearby. The HOA offers exceptional value by covering water, sewer, trash, building insurance, roof, grounds maintenance, and the community pool. With its desirable first-floor location, fresh updates, generous three-bedroom floor plan, and convenient location, this condo offers easy Florida living and is ready for you to make it home!

2308 Haywood Court Unit 100, Maitland

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