Refine Search
Sort by
9766 Amber Chestnut Way, Winter Garden
$429,900
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 3 SubDv. ⋅ 34787 Zip Code
Space, location, and the Horizon West lifestyle—all in one. Live minutes from Disney without feeling like you live in the middle of the tourist district. This 3-bedroom, 2.5-bath Watermark townhome gives you nearly 2,000 sq. ft., a dedicated first-floor office and an attached 2-car garage. High and tray ceilings, abundant natural light and an open floor plan make the space feel even larger. The kitchen brings granite countertops, espresso cabinetry, stainless steel appliances and a large island together with the dining and living areas. Upstairs, the primary suite includes a walk-in closet and private bath, with two additional bedrooms nearby. Watermark adds even more value outside the home, with community pools, clubhouse, fitness center, playgrounds and more. Hamlin, Flamingo Crossings, shopping, dining, SR-429 and Walt Disney World are all nearby—giving you the convenience of Horizon West without sacrificing the neighborhood feel.

9766 Amber Chestnut Way, Winter Garden

4780 Terrace Bluff Street, Winter Garden
$559,900
4 Beds ⋅ 4 Baths ⋅ Enclave/Hamlin SubDv. ⋅ 34787 Zip Code
Welcome to 4780 Terrace Bluff, a 4-bedroom home in **Enclave at Hamlin** offering an appealing combination of space, flexibility and value in the heart of Horizon West. The seller is also offering **$5,000 toward buyer closing costs**, giving buyers added flexibility as they plan their move. The open-concept floor plan creates an easy flow between the kitchen, dining and living spaces, making the home equally comfortable for everyday living and entertaining. A full bedroom and bath on the first floor adds valuable flexibility for guests, multigenerational living or a private home office. Upstairs, the oversized primary suite offers a spacious retreat with a generous bath, while the additional bedrooms are comfortably sized with plenty of room to grow, work or play. One of the standout benefits of this home is how much convenience is built into everyday living. The HOA includes **lawn care and access to the community pool**, adding real value while giving you more time to enjoy the neighborhood and everything nearby. Restaurants, coffee shops, shopping, entertainment and everyday conveniences are just minutes away, with the new library and Horizon West Regional Park right around the corner. Disney is nearby, and quick access to the 429 makes getting around Central Florida easy. The home is also zoned for Independence Elementary, Bridgewater Middle School and Horizon High School. With a flexible layout, generous living spaces, community amenities, lawn care included and a location that puts so much of Horizon West within easy reach, **4780 Terrace Bluff offers a compelling combination of comfort, convenience and value**. Add the seller’s $5,000 closing-cost contribution, and it becomes an even stronger opportunity for buyers looking to make a move before the holidays.

4780 Terrace Bluff Street, Winter Garden

17602 Japonica Bloom Drive, Winter Garden
$785,000
5 Beds ⋅ 4 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Luxury new construction home near Walt Disney World theme parks! The spacious 5 bedroom, 4 bathroom design offers the perfect combination of style, functionality, and comfort. The home features a 3-car tandem garage, a covered front porch and a covered backyard lanai, ideal for outdoor relaxation or entertaining. The heart of the home is the chef-inspired gourmet kitchen, which includes solid surface countertops, an island, and high-end stainless steel appliances, such as a cooktop, range hood, built-in oven and microwave, and dishwasher. The spacious living area is designed with upgraded flooring and enhanced with natural light flowing in through dual-pane energy-efficient windows. Sliding glass doors allow access to the covered backyard patio, seamlessly blending indoor and outdoor living spaces. The private primary suite is a true retreat, featuring an extended sitting room off of the bedroom. The primary bathroom features a dual sink vanity with Delta faucets, ceramic tile flooring, a luxurious shower with a glass enclosure and a freestanding bathtub. Additional features include an upgraded lighting package, towel bars, and a huge walk-in closet, offering plenty of storage and comfort. The secondary bedrooms are generously sized, with each second floor bedroom surrounding a spacious loft. Additional features of this exceptional new home include a full sprinkler system, a complete landscaping package, energy-efficient construction, garage door openers, and a utility area with ceramic tile flooring. The home also boasts all 8' doors on the first floor, pre-plumb for a laundry sink, fully upgraded design finishes, including Revwood flooring, and a new home warranty for peace of mind. Call today to schedule a tour!

17602 Japonica Bloom Drive, Winter Garden

4540 Gliding Wave Street, Winter Garden
$560,000
3 Beds ⋅ 2 Baths ⋅ Lakeview Preserve Ph 2 SubDv. ⋅ 34787 Zip Code
Welcome to 4540 Gliding Wave St, located in the highly sought-after gated, waterfront community of Lakeview Preserve in Winter Garden! Built in 2022 by Pulte Homes, this beautifully maintained Spruce model offers an exceptional blend of modern design, thoughtful upgrades, & comfortable living. Featuring 3-beds/2-baths, a stunning office w/custom built-in cabinetry, a 2-car garage w/epoxy flooring, & 2,144 sq. ft. of thoughtfully designed living space. This home is sure to impress! As you enter, you are greeted by a spacious foyer & premium luxury vinyl plank flooring that flows seamlessly throughout the home. To your right, elegant double doors open into an impressive private office—an ideal space for working from home or creating a relaxing personal retreat. Continue into the heart of the home, where the kitchen, dining, & living areas come together in a breathtaking open-concept design. This expansive layout is perfect for entertaining guests, family, or simply enjoying everyday living. The gourmet kitchen is truly a showstopper! Featuring Pulte Homes’ coveted Chef’s Kitchen pkg, it boasts: Quartz countertops, Upgraded range countertop, Stylish range hood, oven w/microwave combo, beautiful kitchen island, Stainless steel appl, Elegant pendant lighting, & Under-cabinet lighting. This kitchen delivers both style & functionality. The entertaining continues as you open the sliding glass doors to the fully enclosed lanai, creating an inviting extension of your living space. Here, guests can relax & enjoy the peaceful surroundings while taking in the beautiful view of your premium homesite—w/no rear neighbors! And when the mood strikes, your built-in 5-speaker surround sound system sets the perfect atmosphere with your favorite easy-listening music. Retreat to the spacious owner's suite, this private sanctuary features a large walk-in closet with an amazing custom closet system, an oversized walk-in shower, abundant linen storage, & a double vanity. Add’l upgrades: Crown molding, Built-in drop zone w/cabinetry conveniently located at the garage entry, Security system, Reverse Osmosis System–under counter kitchen water filtration system, the home has also been pre-plumbed for a whole-house water softener, Gutters, LED lighting, Built-in pest control system. The HOA fee includes access to an impressive collection of resort-style amenities. Families will appreciate the community's proximity to highly rated schools, while outdoor enthusiasts will love the direct access to Johns Lake, complete with a kayak launch & dock. Lakeview Preserve offers convenient access to shopping, dining, entertainment, & outdoor recreation. Historic Downtown Winter Garden is approx. 8 miles away, while Winter Garden Village is less than 7 miles from the community. With easy access to State Road 50, 27 & the 429 Expy, residents enjoy convenient travel throughout Central Florida, including our world-famous attractions such as Walt Disney & Universal. Golf enthusiasts will appreciate the proximity to at least 4 major golf properties. For those who love walking, jogging, or cycling, the scenic 22-mile West Orange Trail is just 15 mins away. Combining modern upgrades, an open-concept design, resort-style amenities, & a prime Winter Garden location, this home offers the low-maintenance lifestyle you've been looking for! Don't miss this incredible opportunity, schedule your private showing today & discover why so many residents are proud to call Lakeview Preserve home!

4540 Gliding Wave Street, Winter Garden

1362 Union Club Drive, Winter Garden
$910,000
3 Beds ⋅ 3 Baths ⋅ Oakland Parka F1 & F2 SubDv. ⋅ 34787 Zip Code
Welcome to 1362 Union Club Drive in Oakland Park, where a charming park-front setting and inviting outdoor spaces create a wonderful place to call home. A large front porch overlooks the park, providing the perfect spot to enjoy your morning coffee, relax with a book or take in the neighborhood scenery. With no rear neighbor, the home also offers a wonderful sense of privacy. This 3-bedroom, 2.5-bath home features all bedrooms upstairs, including a spacious primary suite that also enjoys peaceful park views. The main living areas are downstairs, with convenient access to the backyard and pool. Outside, you'll find a beautiful pavered pool area that offers plenty of space for relaxing and entertaining. Between the park views from the front porch and the private setting in back, this home offers exceptional outdoor living. Located in the desirable Oakland Park community of Winter Garden, this home presents an opportunity to enjoy one of the area's sought-after neighborhood settings while adding your own personal touches inside.

1362 Union Club Drive, Winter Garden

7747 Green Mountain Way, Winter Garden
$2,400,000
6 Beds ⋅ 7 Baths ⋅ Summerlake Pd Ph 3a SubDv. ⋅ 34787 Zip Code
Welcome to an exceptional waterfront residence on beautiful Lake Hancock in Winter Garden. Offering over 5,100 square feet of living space, this impressive 6-bedroom, 6.5-bath home features a 3-car garage and direct lake frontage. Designed for both everyday comfort and effortless entertaining, the home welcomes you with a dramatic two-story family room, expansive living areas, and two primary suites—one conveniently located on each level. At the heart of the home, the gourmet kitchen features granite countertops, an oversized curved island, double ovens, a cooktop, and an open dining area ideal for gathering with family and friends. Upstairs, additional bedrooms and a generous game room provide exceptional flexibility for family, guests, a media space, or recreation. Step outside to the screened lanai, complete with a summer kitchen, and take in the serene views of Lake Hancock. In the evenings, enjoy views of Disney’s fireworks from the comfort of your own home—an unforgettable touch to this exceptional Florida lifestyle. With generous indoor and outdoor living spaces and a remarkable waterfront setting, this Winter Garden home offers an ideal combination of space, comfort, and lakefront living. Schedule your private showing today and experience it for yourself.

7747 Green Mountain Way, Winter Garden

16283 Honey Harvest Street, Winter Garden
$635,000
4 Beds ⋅ 5 Baths ⋅ Harvest/Ovation SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful 2024-built home in the desirable Harvest at Ovation community of Winter Garden! Thoughtfully designed with a bright, open-concept floor plan, this home offers modern finishes, abundant natural light, and flexible spaces for everyday living and entertaining. The first floor features a dedicated office along with a private bedroom suite complete with its own en suite bathroom, ideal for guests or those seeking additional privacy. Upstairs, you’ll find the spacious primary suite along with two additional bedrooms. A standout feature is the private space located above the garage. This spacious, open-layout area features a full bathroom and kitchenette area with a sink and space for a mini refrigerator, creating a versatile space that can be used as a guest retreat, game room, studio, home office, or additional living area. Harvest at Ovation offers thoughtfully designed community amenities, including a pool with cabana, butterfly garden, nature play space, dog park, and walking trails. Conveniently located near shopping, dining, entertainment, and major roadways, this home combines a flexible floor plan with the lifestyle and conveniences of Winter Garden and Horizon West. Schedule your private showing today!

16283 Honey Harvest Street, Winter Garden

15207 Groveside Road, Winter Garden
$489,140
3 Beds ⋅ 3 Baths ⋅ Parkview At Hamlin SubDv. ⋅ 34787 Zip Code
Under Construction. Ready in November 2026! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,881 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed by your spacious flex room. As you continue up, you will find luxury vinyl plank flooring that leads you to the open concept living room, dining room and stunning kitchen. Your inner gourmet will be delighted by the large eat-in island, 42 in. cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath. This home is under construction, and the photos shown are of a previously built home. For more details or to schedule a visit, please contact our sales team.

15207 Groveside Road, Winter Garden

15562 Waterleigh Cove Drive, Winter Garden
$799,900
4 Beds ⋅ 4 Baths ⋅ Waterleigh Phase 1a SubDv. ⋅ 34787 Zip Code
LAKEFRONT GEM! Enjoy LAKE VIEWS and over 3 Acres of wide open GREEN SPACE behind this nearly 3,000 sq ft Upgraded SELDEN Floor Plan with 4 Bedrooms PLUS LOFT and FLEX SPACE, 3.5 Baths and a 3 CAR GARAGE with an OVERSIZED SCREEN ENCLOSURE with NO REAR NEIGHBORS just minutes from DISNEY! This special property is a PRIVATE OASIS with a Tranquil Screened LANAI with Party Lights and Water Fountain, Composite Deck with GRILL AREA, and delightful Bench Swing to enjoy the peaceful Garden with Lush Landscaping and Picturesque LAKE VIEWS! Best Features Include an OPEN FLOOR PLAN with GOURMET Kitchen, Upgraded Glazed Cabinets, GRANITE Counters, Pendant Lights, LARGE ISLAND, Cabinet Underlighting, Tile Backsplash, SS APPLIANCES including NEWER Stove, Microwave & Dishwasher and SUPER SIZED Pantry! PLUS, a custom BUTLER PANTRY with Cabinetry, WINE Fridge and BEVERAGE Fridge! Spacious Family Room has Triple Windows and Dining Area with DOUBLE SLIDERS opens to the OUTSTANDING OUTDOOR LIVING SPACE! First Floor Bedroom 4 is Located NEXT to FULL Bath 3 and nearby FLEX SPACE can be Office or Formal Dining. Upstairs, the Primary Suite features LAKE Views, Tray Ceiling and a Luxurious Bath with DOUBLE Sinks, Glazed Cabinets, LARGE SHOWER with Upgraded Wall Tile and a Generous Walk-In Closet. LOFT is a great space for Office, Study or PLAY ROOM! Home Features: 8’ Doors on 1st Floor, Convenient POWDER BATH near Patio, Upgraded Light Fixtures & Fans, Wrought Iron Railings, VIDEO Doorbell, Tandem 3 Car Garage with 7 Storage Racks, NEW AC upstairs in 2023, SOLAR Tinted Windows, Gutters, Exterior Painted (2023) & more! Beds 2 & 3 share Bath 2 & a Large Laundry Room with INCLUDED WASHER & DRYER & Storage Cabinets is pre-plumbed for a Laundry Tub. This Home is ENERGY EFFICIENT with Double Pane “Lo E” Windows, R-30 Insulation and Reclaimed Water for Irrigation. Located in WATERLEIGH – the PREMIER LIFESTYLE COMMUNITY in the area with 4 Community Pools, 3 Clubhouses and 3 Fitness Centers, Fishing Pier, Playgrounds, Parks, Sand Volleyball, Tennis and MUCH MORE! RELAX and enjoy your home – HOA does all Yard Work! All this close to DISNEY, DINING, SHOPPING plus Panther Lake Elementary, Water Spring Middle and NEW Horizon High School! Easy Access to 429, 417 and 408!

15562 Waterleigh Cove Drive, Winter Garden

15594 Shorebird Lane, Winter Garden
$1,199,000
4 Beds ⋅ 4 Baths ⋅ Lakeshore Preserve SubDv. ⋅ 34787 Zip Code
Direct Panther Lake frontage. Sunset views from your own screened lanai. Disney fireworks shimmering across the water after dark. Welcome to 15594 Shorebird Lane, an exceptional Toll Brothers Bavaro residence set on an oversized 0.34-acre homesite with approximately 93 feet of lake frontage in Lakeshore Preserve, one of Horizon West’s most desirable communities. From the moment you enter, the home is designed around the water. A dramatic two-story foyer with stained shiplap and architectural beams opens to bright, expansive living spaces where oversized windows frame tranquil Panther Lake views. The open-concept great room, dining area and gourmet kitchen flow naturally together, creating an ideal setting for both everyday living and entertaining. The kitchen features a generous center island, stone countertops, upgraded appliances, built-in and convection ovens, a range hood and abundant storage. Designer lighting, additional recessed lighting, upgraded interior finishes, plantation shutters and ceiling fans throughout add warmth and refinement. The first-floor primary suite offers a peaceful lakefront retreat, complete with serene water views, a custom closet system and a spa-inspired bath. Upstairs, three additional bedrooms and a spacious bonus room provide flexibility for guests, a media room, home office, game room or second living area. But the heart of this property is outdoors. An approximately 1,250-square-foot screened lanai opens directly toward Panther Lake, creating a private waterfront setting for dining, entertaining or simply watching the colors change across the lake at sunset. A hot tub, fire pit, fountain and outdoor shower are surrounded by mature landscaping and thoughtfully designed outdoor spaces, while Disney fireworks provide a memorable backdrop after dark. The home also offers an important long-term advantage: an owned, fully paid solar system with no lease and no loan, conveying with the property. A tankless water heater, foam insulation and plantation shutters further support energy-conscious living. Additional features include custom garage cabinetry, epoxy garage flooring, an oversized two-car garage, upgraded landscaping and irrigation, gutters and downspouts, a built-in pest-control system and extensive storage solutions. With 4 bedrooms, 3.5 baths and 3,022 square feet of heated living space, this home combines Toll Brothers quality with a waterfront setting that is difficult to duplicate. Lakeshore Preserve residents enjoy resort-style amenities including a clubhouse, community pool, fitness center, yoga and wellness studio, playground, dog park, sand volleyball courts, walking and biking trails, community canoes, dock and lake access. The home is also conveniently located near Walt Disney World, Hamlin Town Center, Flamingo Crossings, Winter Garden Village, Orange County National Golf Center and downtown Winter Garden, with convenient access to SR 429, Florida’s Turnpike and Interstate 4. Lakefront living. Sunset views. Disney fireworks. Paid solar. An oversized homesite and an extraordinary outdoor living space. This is not simply another home in Horizon West—it is a property designed around the experience of living on the water.

15594 Shorebird Lane, Winter Garden

6345 Wild Persimmon Way, Winter Garden
$599,990
3 Beds ⋅ 2 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. Welcome to the AMELIA model at 6345 Wild Persimmon Way, a residence located in the highly desirable Avalon Woods community of Winter Garden. This thoughtfully designed home combines modern finishes, functional living spaces, and the benefits of new construction. The open-concept floor plan creates a seamless flow between the kitchen, dining, and main living areas, making the home ideal for both everyday living and entertaining. The kitchen serves as the heart of the home with contemporary finishes, ample cabinetry, and generous prep space. Spacious bedrooms provide flexibility for family, guests, or a home office, while the private primary suite offers a comfortable retreat. Situated on an approximately 4,995-square-foot homesite, this property provides a low-maintenance outdoor spa

6345 Wild Persimmon Way, Winter Garden

13266 Serene Glade Road, Winter Garden
$421,990
3 Beds ⋅ 3 Baths ⋅ Serenade At Ovation SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. The HARBOR model offers a smartly designed two-story townhome that caters to both convenience and space. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath, alongside two additional bedrooms. Downstairs, the open-concept layout connects the great room to the dining area, making it perfect for entertaining or family gatherings. The covered lanai offers a cozy outdoor retreat, ideal for relaxing at the end of the day. Completing the home is a detached two-car garage, ensuring ample parking and storage. The Harbor floor plan offers modern living tailored to meet everyday needs with style and functionality.

13266 Serene Glade Road, Winter Garden

13258 Serene Glade Road, Winter Garden
$428,990
3 Beds ⋅ 3 Baths ⋅ Serenade At Ovation SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. The SAGE model offers a thoughtfully designed two-story layout, ideal for comfortable living and modern convenience. This 3-bedroom, 2.5-bathroom townhome features an open concept on the first floor, highlighted by a spacious great room, a cozy lanai, and a breezeway that connects to a 2-car garage. Upstairs, the second floor boasts all three bedrooms, along with a versatile loft space, perfect for a secondary living area, office, or entertainment zone. The primary bedroom includes an en-suite bathroom and walk-in closet, while the additional bedrooms are adjacent to a shared bathroom. A conveniently located laundry room on the second floor enhances functionality, making the Sage floor plan ideal for families seeking both style and practicality

13258 Serene Glade Road, Winter Garden

11113 Lime Flower Drive, Winter Garden
$410,000
3 Beds ⋅ 3 Baths ⋅ Northlake/Ovation Ph 1 SubDv. ⋅ 34787 Zip Code
Welcome to 11113 Lime Flower Drive, a beautifully maintained home located in the desirable Northlake at Ovation community in Winter Garden. This home combines contemporary design with a bright, functional floor plan created for comfortable everyday living and entertaining. The open-concept main level seamlessly connects the living, dining, and kitchen areas. The contemporary kitchen serves as the centerpiece of the home, featuring an oversized island, beautiful countertops, stainless steel appliances, abundant cabinetry, stylish pendant lighting, modern backsplash, and a farmhouse-style faucet. Upstairs, spacious bedrooms provide flexibility for family, guests, or a home office. The primary suite offers generous space and a private bath with dual sinks and a glass-enclosed shower. Modern ceiling fans, attractive flooring, and a neutral color palette complement the home's clean contemporary style. Step outside to your private paved patio, an inviting space for relaxing, grilling, or enjoying Florida's outdoor lifestyle. A private garage provides additional convenience and storage. Located in Northlake at Ovation, this Winter Garden home provides convenient access to shopping, dining, entertainment, major roadways, and the many attractions and amenities of Central Florida.

11113 Lime Flower Drive, Winter Garden

900 Walkers Grove Lane, Winter Garden
$475,000
3 Beds ⋅ 3 Baths ⋅ Walkers Grove Twnhms SubDv. ⋅ 34787 Zip Code
Welcome to 900 Walkers Grove Ln, a beautifully situated townhome in the desirable Walkers Grove community of Winter Garden! This spacious two-story home offers 3 bedrooms, 2.5 bathrooms and an attached 2-car garage. The thoughtfully designed floor plan provides comfortable living and entertaining spaces with plenty of natural light throughout. Enjoy the convenience of low-maintenance townhome living while being just minutes from charming Downtown Winter Garden, local shopping, dining, entertainment, parks, and the West Orange Trail. With easy access to major roadways and everything Winter Garden has to offer, this home combines location, space, and convenience. Don’t miss your opportunity to make this wonderful Winter Garden property your own!

900 Walkers Grove Lane, Winter Garden

776 Orange Belt Loop, Winter Garden
$710,000
3 Beds ⋅ 2 Baths ⋅ Heritage/Plant Street SubDv. ⋅ 34787 Zip Code
Virtually Staged. Location is everything in this highly sought-after Golf Cart District of Downtown Winter Garden, where location and lifestyle come together! Situated right off the scenic West Orange Trail, this home places you just moments from the charm, restaurants, shopping, and entertainment of historic Downtown Winter Garden. Best of all, this is a golf-cart-approved area, making it easy to enjoy everything this vibrant community has to offer without getting in the car. From the moment you arrive, you'll appreciate the lush landscaping, paver driveway, and charming front porch. Step inside to a welcoming foyer, with two spacious secondary bedrooms and a full bathroom conveniently located at the front of the home. Continue into the heart of the home, where the open-concept family room, dining area, and stunning gourmet kitchen create the perfect space for everyday living and entertaining. The kitchen features gas cooking, a wall oven, oversized island with sink, abundant upgraded cabinetry extending to the tall ceilings, a spacious walk-in pantry, and a convenient built-in drop zone. The home also offers a separate laundry room complete with washer and dryer and a laundry tub for added convenience. Privately tucked away at the rear of the home, the spacious primary suite provides a peaceful retreat. The spa-inspired primary bathroom features a large glass-enclosed shower, dual-sink vanity, separate water closet, and generous walk-in closet. Step outside to the screened-in lanai, complete with an electric retractable screen wall, creating an ideal setting for relaxing, entertaining, or enjoying Florida's beautiful weather. Additional features include a whole-home water filtration system, adding another level of comfort and convenience. And the location truly sets this home apart. Enjoy easy access to the 35-mile West Orange Trail, while being just minutes from Downtown Winter Garden's award-winning restaurants, charming local shops, Crooked Can Brewery, and the renowned Winter Garden Farmers Market. You'll love the genuine hometown atmosphere and the convenience of being able to experience so much of it by golf cart. With HOA dues that include lawn maintenance, this home offers a low-maintenance lifestyle in one of Winter Garden's most desirable areas. Homes in the Golf Cart District rarely come available and are highly sought after. Don't miss the opportunity to make this exceptional Downtown Winter Garden home your own!

776 Orange Belt Loop, Winter Garden

5416 Golden Apple Drive, Winter Garden
$900,000
5 Beds ⋅ 4 Baths ⋅ Wincey Grvs Ph 2 SubDv. ⋅ 34787 Zip Code
Welcome to 5416 Golden Apple Dr, an exceptional 5-bedroom, 3.5-bath home in WINCEY GROVES, just moments from the heart of Hamlin. The experience begins at the UPGRADED DECORATIVE-GLASS FRONT DOOR, opening to warm wide-plank flooring, statement lighting, clean architectural details, and a contemporary staircase with black metal accents. Continue into the main living space and the home’s personality really comes through. A dramatic CUSTOM WOOD-SLAT MEDIA WALL WITH BUILT-IN CABINETRY anchors the room, while the open kitchen brings everyone together around an expansive island with stone countertops, abundant cabinetry, stainless steel appliances, and modern pendant lighting. Throughout the home, DESIGNER LIGHT FIXTURES, CUSTOM MILLWORK, BUILT-INS, AND MOTORIZED WINDOW TREATMENTS elevate the spaces well beyond standard builder finishes. Behind the scenes, an ALEXA-INTEGRATED SMART HOME SYSTEM provides convenient control of multiple connected features throughout the residence. The floor plan is equally thoughtful, with the PRIMARY SUITE AND MAIN BEDROOMS LOCATED DOWNSTAIRS for comfortable everyday living. Even the primary suite has something unexpected—a CONCEALED ENTRY DOOR that blends discreetly into the wall before opening to an oversized retreat with a bay-window sitting area overlooking the pool and custom walk-in closets. Upstairs feels like its own private destination, featuring a GUEST BEDROOM, FULL BATH, AND EXPANSIVE BONUS LIVING AREA WITH A BUILT-IN BEVERAGE CENTER, WINE COOLER AND MINI REFRIGERATOR—perfect for overnight guests, extended family, movie nights, a game room, or simply having an entire second living space away from the main level. Then the experience moves outside. MOTORIZED RETRACTABLE SCREENS allow the covered lanai to transition from open-air living to a screened retreat at the touch of a button, overlooking a HEATED SALTWATER POOL, expansive paver deck, tropical landscaping, and fully fenced backyard. And when evening arrives, DISNEY FIREWORKS LIGHT UP THE HORIZON from the comfort of your own backyard. The location completes the picture, with HAMLIN TOWN CENTER APPROXIMATELY ONE MILE AWAY and convenient access to dining, shopping, entertainment, SR-429, Horizon West, Walt Disney World, and everything the Winter Garden area has to offer. At 5416 Golden Apple Dr, it isn’t one upgrade that makes the difference—it’s how thoughtfully everything has been brought together. Schedule your private showing and experience it for yourself.

5416 Golden Apple Drive, Winter Garden

15210 E Oakland Avenue, Winter Garden
$1,924,999
4 Beds ⋅ 3 Baths ⋅ Oakland Hills SubDv. ⋅ 34787 Zip Code
Custom-built by Justice & Wood Builders, this 4-bedroom, 3-bathroom Modern Farmhouse sits on a rare 0.47-acre lot in Oakland Hills, an intimate community of just 17 homesites minutes from Historic Downtown Winter Garden. Towering, moss-draped oaks frame the property and set a peaceful tone from the moment you arrive. Inside, wide-plank wood floors and abundant natural light flow through an open-concept living space crowned by cathedral ceilings and exposed timber beams. The kitchen goes well beyond standard gourmet, with shaker cabinetry, quartz countertops, a massive blue-gray center island, a deep farmhouse sink, professional stainless steel appliances, and a natural gas range built for serious cooking. The bedrooms are generously sized and well separated. The upstairs bedroom is flexible enough to serve as a home office, gym, media room, or guest suite, and it has air-conditioned storage and a large walk-in attic. The bathrooms feature clean lines, modern fixtures, and custom tilework. The laundry room has extensive cabinetry, quartz counters, and a patterned tile backsplash. The three-car garage includes an EV adapter in the third bay. Out back, the fully fenced yard feels like your own resort, with a pool and spa surrounded by a spacious paver patio and a fire pit area for evenings outside. Downtown Winter Garden's Farmers Market, Plant Street Market, boutiques, and restaurants are minutes away by car or golf cart.

15210 E Oakland Avenue, Winter Garden

1032 Galston Alley, Winter Garden
$1,650,000
6 Beds ⋅ 5 Baths ⋅ Oakland Parka SubDv. ⋅ 34787 Zip Code
Built by RCB Custom Homes as the builder’s personal residence, this exceptional 5-bedroom, 5-bath residence offers 3,506 square feet of thoughtfully designed luxury in the highly desirable Oakland Park neighborhood. Completely remodeled within the past two years, no detail was overlooked in creating a home that is as refined as it is comfortable. Beautiful new hardwood flooring, custom wood beams, designer wallpaper, upscale tile selections, custom cabinetry, premium appliances, and an antique barn wood fireplace treatment create distinctive character throughout. Custom automated blinds and a complete repaint add the finishing touches to this beautifully curated home. Designed for both everyday living and entertaining, the home features inviting screened front and side porches, with an outdoor kitchen. The premium lot faces a long green park with views of Lake Apopka, adjacent to the community clubhouse & amenities . Beyond the beautiful finishes are the exceptional behind-the-scenes upgrades that truly set this home apart, including a whole-home generator, spray foam insulation for impressive energy efficiency, an expansive climate-controlled attic offering valuable conditioned storage, and wiring in place for a future water treatment system. Enjoy all that Oakland Park has to offer, including two community pools and a prime location within the golf cart district. A complete list of upgrades and improvements is available upon request. This is a rare opportunity to own a meticulously remodeled custom residence where luxury, craftsmanship, comfort, and thoughtful design come together.

1032 Galston Alley, Winter Garden

14371 Shocklach Drive, Winter Garden
$695,000
3 Beds ⋅ 2 Baths ⋅ Latham Park North SubDv. ⋅ 34787 Zip Code
Every single day, you’ll experience the ultimate Central Florida lifestyle in your own private backyard paradise. Tucked into the coveted Latham Park community of Winter Garden, just two miles from Disney’s Magic Kingdom, this pristine 2018-built home pairs luxurious outdoor living with unbeatable convenience to world-class entertainment, shopping, and dining. Surrounded by updated curb appeal, mature landscaping, and a quiet neighborhood setting, it offers a rare combination of comfort, style, and resort-style amenities right at home. Inside, the light-filled floor plan feels crisp, elevated, and completely turn-key, highlighted by elegant crown molding and durable wood-look tile floors running throughout the main living areas. High tray ceilings accentuate the main open-concept living and dining spaces, leading seamlessly into a dedicated flex space. Showcasing true Florida indoor-outdoor living, the home features both a standard sliding door and a triple sliding glass door that opens directly from the flex space out to the pool area. At the center of it all is a modern chef’s kitchen designed for both quiet mornings and hosting friends. It boasts 42-inch cabinets, sleek quartz countertops, under-cabinet accent lighting, a gas range, and premium stainless steel appliances. Conveniently nearby, an oversized laundry room comes fully equipped with a washer and dryer while providing exceptional extra storage space. For total peace of mind and remarkable efficiency, the home is secured with a SimpliSafe security system, equipped with a tankless water heater, and features fully paid-off solar panels for ultra-low electricity bills. The primary suite serves as your private sanctuary, featuring a custom built-in walk-in closet system and a beautifully appointed primary bathroom complete with a luxurious, walk-in shower. Two additional spacious bedrooms with luxury vinyl flooring provide exceptional flexibility for family, guests, or a dedicated home office setup. Step out back into your personal outdoor oasis—a custom screen-enclosed pool deck featuring a stunning heated saltwater pool and spa, built-in controllable LED lighting overhead and within the enclosure, and a Char-Broil outdoor kitchen perfect for weekend barbecues. The fully fenced backyard ensures a private, safe space for relaxation or outdoor fun. Beyond your doorstep, enjoy Latham Park’s vibrant community events, pool, playground, and spectacular views of the Disney fireworks right from within the neighborhood—plus access to top-tier schools including Panther Lake Elementary, Hamlin Middle, Horizon High, and Windermere Prep. From private poolside relaxation to nightly magic nearby, this is a rare gem in one of Winter Garden’s most sought-after pockets.

14371 Shocklach Drive, Winter Garden

2696 Bobcat Chase Boulevard, Oakland
$515,000
3 Beds ⋅ 3 Baths ⋅ Longleaf/Oakland Rep SubDv. ⋅ 34787 Zip Code
Welcome home to this beautifully maintained 3-bedroom, 2.5-bath home in the highly sought-after Longleaf at Oakland community! From the moment you arrive, you will appreciate the inviting feel, thoughtful layout, and pride of ownership throughout. Inside, enjoy spacious bedrooms, a versatile upstairs loft perfect for a home office, media room, or additional living space, and a comfortable family room designed for everyday living and entertaining. Step outside to a wonderful backyard and porch area, with both the family room and porch pre-wired for speakers—perfect for creating an effortless indoor-outdoor entertaining experience. The two-car garage even features an electric vehicle charging outlet. The location is hard to beat— take a quick 5-minute walk to the West Orange Trail, enjoy the shops, dining, and charm of Downtown Winter Garden just 10 minutes away, and reach the Florida Turnpike in minutes. Beautifully cared for, ideally located, and truly move-in ready—this is the Oakland home you’ve been waiting for!

2696 Bobcat Chase Boulevard, Oakland

16137 Hampton Crossing Drive, Winter Garden
$600,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 1c SubDv. ⋅ 34787 Zip Code
WHAT IF YOUR FLORIDA HOME FELT A LITTLE LIKE VACATION EVERY DAY? At 16137 Hampton Crossing Drive, it just might. Tucked into WATERLEIGH in HORIZON WEST and only 5.8 MILES FROM WALT DISNEY WORLD, this SINGLE-STORY DR Horton Arbor model offers something increasingly hard to find: 3 BEDROOMS, 3 FULL BATHS, an OVERSIZED 3-CAR TANDEM GARAGE—and your own HEATED SALTWATER POOL AND SPA. Inside, 2,040 square feet are arranged in an open, split-bedroom floor plan designed for comfortable everyday living. HIGH CEILINGS and engineered HARDWOOD FLOORING carry through the main living areas, where the kitchen, dining and family spaces FLOW EASILY TOGETHER. The kitchen gives you plenty of room to gather, with STONE COUNTERS, abundant cabinetry, stainless steel appliances, an oversized island with seating and a FARMHOUSE-STYLE SINK. The PRIMARY SUITE is PRIVATELY POSITIONED with a tray ceiling, walk-in closet and spacious ensuite bath featuring DUAL VANITIES and an oversized walk-in shower. Two additional bedrooms and TWO MORE FULL BATHS create flexibility for family, overnight guests, work-from-home space—or a little of each. But Florida living is supposed to happen outdoors, too. Step through the sliders to a COVERED LANAI and fully SCREENED POOL AREA, where a HEATED SALTWATER POOL AND SPA, generous deck and room to LOUNGE turn the backyard into your own PRIVATE RETREAT. And when you feel like leaving home, WATERLEIGH brings the RESORT LIFESTYLE with a clubhouse, community POOL, fitness center, DOG PARK, playground, sidewalks, and access to LAKE HICKORY NUT with FISHING opportunities and a community pier. BEST OF ALL? YOUR INDIVIDUAL LAWN CARE IS INCLUDED. Less weekend yard work. More pool time. More Disney time. More time to enjoy living in one of Central Florida’s most sought-after newer communities. Shopping, dining, entertainment and major roadways are nearby—and WALT DISNEY WORLD is just 5.8 miles from your front door. PRIVATE POOL. SPA. 3-CAR GARAGE. LAWN CARE INCLUDED. SINGLE-STORY LIVING. THIS is the Florida lifestyle you came for.

16137 Hampton Crossing Drive, Winter Garden

910 Trowman Aly, Winter Garden
$638,000
3 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
Welcome to this modern 3-bedroom, 2 and 1/2-bath residence, 1650 square feet located in McKinnon Square at Oakland Park, nestled within Winter Garden's coveted golf cart district. This Home has a nice welcoming front porch and showcases timeless architecture, upscale designer finishes. Step inside to discover soaring ceilings, beautiful luxury vinyl plank flooring throughout the main living areas. At the heart of the home on the 2nd Story, the Executive kitchen features custom cabinetry with updated hardware, quartz countertops, an island, a gas range, vent hood, tile backsplash, and abundant storage. The open-concept design flows effortlessly into the spacious family room with a Balcony to have coffee in the morning or tea in the evening. The upstairs has a lofty feel has a nice living space. Cathedral ceilings, walk-in closet. One of Winter Garden's most desirable lifestyles. This award-winning, master-planned community of Oakland Park features tree-lined streets, scenic parks, resort-style pools, playgrounds, and miles of walking and biking trails, including direct access to the renowned West Orange Trail. Residents enjoy a true neighborhood atmosphere just a golf cart ride from Historic Downtown Winter Garden, where you'll find award-winning restaurants, boutique shopping, breweries, coffee shops, live entertainment, and the nationally recognized Winter Garden Farmers Market close to Winter Garden Village at Fowler Groves the outdoor Mall and the Orlando International Airport. With convenient access to Florida's Turnpike, SR-429, 408, to downtown Orlando, and Central Florida's world-famous attractions and Themed Parks, this exceptional residence offers the perfect blend of luxury, convenience, community, and lifestyle.

910 Trowman Aly, Winter Garden

How much is your home worth?

Get instant property value now!