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$440,000
3 Beds 3 Baths Highland Rdg Ph 2 SubDv. 34787 Zip Code
This well-maintained home comes with a quality tenant already in place, allowing the new owner to begin collecting rental income immediately after closing. Enjoy stable cash flow and a turnkey investment in one of Winter Garden’s most sought-after locations. Featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage, this home provides a functional and inviting floor plan. The spacious primary suite is located on the second floor, providing added privacy, while the additional bedrooms provide flexibility for family, guests, or a home office. Located within a community featuring a resort-style swimming pool, this property is also zoned for highly rated schools and offers exceptional convenience. Just minutes from Flamingo Crossings Town Center, residents enjoy easy access to shopping, restaurants, grocery stores, and daily conveniences. The home is also close to Walt Disney World Resort, major attractions, and provides quick access to SR 429, making commuting throughout Central Florida simple and efficient. Whether you're looking to expand your investment portfolio or secure a future primary residence with income in place, this property offers an outstanding combination of location, lifestyle, and immediate rental returns.

14383 Braemar Street, Winter Garden

$587,000
4 Beds 3 Baths Island Pointe Sub SubDv. 34787 Zip Code
Virtually Staged. Welcome to ISLAND POINTE, one of Winter Garden’s most desirable communities, ideally located in the area's sought-after GOLF COURSE DISTRICT, just minutes from Historic Downtown Winter Garden and the vibrant Plant Street corridor. Here, you can embrace the true Florida lifestyle—hop on your golf cart and enjoy easy access to award-winning restaurants, boutique shopping, breweries, the famous Winter Garden Farmers Market, and year-round community events. This beautifully maintained CUSTOM BUILT home offers nearly 3,000 square feet of thoughtfully designed living space, featuring 4 spacious bedrooms, 3 full bathrooms, a DEDICATED OFFICE, and a highly functional open floor plan perfect for today's lifestyle. From the moment you enter, you'll appreciate the architectural character of the elegant rounded corners, soaring living spaces, and abundant natural light. Designed with both privacy and functionality in mind, the home features a highly desirable three-way split bedroom floor plan, making it ideal for families, guests, multigenerational living, or those who work from home. The dedicated office provides the perfect remote workspace while maintaining separation from the bedroom wings. At the heart of the home is a chef-inspired kitchen designed for entertaining, featuring an OVERSIZED BREAKFAST BAR, DOUBLE PANTRIES, abundant cabinetry, and generous prep space. The kitchen flows seamlessly into the main living area, where a stunning three-panel pocket sliding glass door opens the home to the outdoors, creating the ultimate indoor-outdoor Florida lifestyle. The spacious primary suite serves as a private retreat, while the secondary bedrooms are thoughtfully positioned throughout the home for maximum comfort and privacy. Outside you will find your private backyard retreat, complete with a covered lanai and a convenient outdoor shower, perfect after gardening, outdoor activities, or future pool days. The FULLY FENCED backyard offers plenty of room to design and build the custom pool of your dreams, while still leaving ample space for outdoor entertaining, pets, play areas, or gardening. Major updates include ROOF(2019) WATER HEATER(2021) and two HVAC systems, ensuring comfort and efficiency throughout the home. Car enthusiasts will love the OVERSIZED DRIVEWAY with a 2-car garage and extended space specifically designed to accommodate a golf cart or even just extra storage making it easy to take advantage of Winter Garden's golf-cart-friendly lifestyle. Combining a prime location, flexible floor plan, major system updates, and room to create your own backyard oasis, this home offers an exceptional opportunity in one of Winter Garden's most sought-after neighborhoods. Schedule your private showing today.

1085 Chase Drive, Winter Garden

$684,000
4 Beds 3 Baths Hull Island/Oakland Ph 2 SubDv. 34787 Zip Code
This turnkey, better-than-new single-story home offers an elegant and modern retreat within Oakland’s highly desirable waterfront community of Hull Island. Nestled in a friendly neighborhood surrounded by nature, the property immediately welcomes you with tasteful customizations, upgraded lighting, and stylish accent walls that bring warmth and character to the entire layout. The thoughtfully crafted split floor plan features four bedrooms and three bathrooms, maximizing both privacy and efficiency for daily living and entertaining. Right off the foyer, a comfortable guest bedroom boasts its own ensuite bath, creating an ideal setup for visitors or multi-generational families. The main living area flows seamlessly into a beautifully upgraded kitchen equipped with quartz countertops, under-cabinet lighting, a tile backsplash, and premium stainless steel appliances including a cooktop with a hood and a built-in oven and microwave. Tucked quietly away at the back of the home, the primary suite serves as a private oasis with an expansive spa-like bathroom featuring separate vanities, sleek quartz counters, a large shower, and dual walk-in closets with custom storage systems. The remaining bedrooms are equally impressive, offering ample space, custom closets, and electronic shades. The sophisticated interior transitions smoothly to a private backyard retreat where a covered lanai, extensive pavers, and a full screen enclosure set the perfect stage for relaxed Florida outdoor living. Practical needs are also effortlessly met in the two-car garage, which showcases durable epoxy flooring and a modern electric vehicle charger. Beyond the property lines, the Hull Island community provides an exceptional lifestyle centered around outdoor recreation and convenience. Residents enjoy access to a resort-style pool, a playground, a dog park, and a scenic boardwalk that winds its way to a community dock and fishing pier on Lake Apopka. Nature lovers will appreciate the neighborhood's private entrance to the 120-acre Oakland Nature Preserve, as well as close proximity to the famous 22-mile West Orange Trail, local golf courses, and pickleball courts. Complete with fast access to the Turnpike, 408, and 429, this location connects you quickly to excellent shopping, dining, and the charming downtown districts of Winter Garden, Clermont, and Oakland, while keeping Orlando’s theme parks and international airport within easy reach.

2022 Boss Hewett Street, Winter Garden

$649,900
4 Beds 3 Baths Waterleigh Ph 1c SubDv. 34787 Zip Code
Welcome to your private oasis in the highly desirable community of Waterleigh! This rare gem stands out as one of the few homes in the neighborhood to feature its very own private, heated saltwater pool, complete with a spacious covered patio, an impressive newly screened lanai, and the ultimate privacy of no rear neighbors. Boasting one of the most sought-after single-story designs, this open and light-filled home welcomes you with sophisticated new wainscoting architectural details and brand-new, upgraded flooring throughout all four bedrooms. The heart of the home is an incredible gourmet kitchen featuring a massive quartz island illuminated by high-end glass pendant lighting, premium appliances, custom cabinetry, and a stunning backsplash that flows seamlessly into the spacious living and dining areas. Unwind in a luxurious primary suite showcasing elegant tray ceilings and a grand walk-in closet outfitted with a brand-new custom organization system. The upgraded primary bath offers a spa-like experience with granite counters, double sinks, a large shower, and an oversized soaking tub. Every detail has been meticulously enhanced, including a fully renovated laundry room, a pristine epoxy-finished garage floor, sealed and cleaned outdoor pavers, and a freshly repainted exterior. The home is also equipped with permanent outdoor Govee smart lights, allowing you to easily customize your exterior illumination for holidays or everyday ambiance. Located just 15 minutes from Walt Disney World, you can even enjoy the magic of the nightly Disney fireworks right from your own home. Waterleigh offers an unmatched, low-maintenance resort lifestyle where the HOA includes all lawn care, giving you more time to enjoy the two community clubhouses, resort pools, fitness centers, garden, mini-golf, volleyball, and scenic lake viewing docks. Schedule your tour today to experience this highly upgraded, move-in-ready masterpiece!

16131 Hampton Crossing Drive, Winter Garden

$2,350,000
6 Beds 4 Baths Signature Lks-Pcl 01d Ph 02 SubDv. 34787 Zip Code
Experience luxury lakefront living at its finest on beautiful Lake Hancock in this stunning two story, Mediterranean-inspired estate. Perfectly positioned to capture breathtaking orange and purple sunset views, this exceptional home offers 6 bedrooms, 4 bathrooms, a private office, theater room, wine cellar and an open-concept design tailored for premier indoor/outdoor living. The gourmet kitchen is the heart of the home, featuring a large center island, granite countertops, custom cabinetry, walk-in pantry, stainless steel appliances, gas cooktop, and adjoining breakfast area. Stunning painted wooden beams warm the formal dining room and great room. The expansive great room showcases a gas fireplace and the pocket sliding door seamlessly connects to outdoor paradise. Retreat to the luxurious main-level owner’s suite complete with two walk-in closets, a gas fireplace, spa-like bath, private lanai access, and panoramic lake views. A main-floor guest suite with private bath provides added convenience and flexibility. Upstairs, you’ll find four spacious bedrooms and two full bathrooms, including a convenient Jack-and-Jill layout. Designed for entertaining, the upper level also features an expansive family room complete with a wet bar and direct access to a screened lanai overlooking the lake. A pre-wired theater room is the perfect setting for movie nights, game days, and unforgettable gatherings. Outdoor living is second to none with a covered lanai, cabana, summer kitchen, infinity-edge pool and spa, pergola and screened second-floor porch, creating the ultimate waterfront lifestyle. A private wooden dock extends into Lake Hancock, creating the perfect launch point for boating adventures, casting a line at sunset, or unwinding while enjoying the peaceful lakefront setting. Additional highlights include beautiful tile flooring throughout, two tankless water heaters, laundry rooms on both levels, abundant storage space, and a multi-generational layout that can accommodate family and guests alike. 3 car attached garage. Oversized red-paver driveway. Lake Hancock is a 475-acre freshwater ski lake highly celebrated for its clean, clear water and active recreation lifestyle. Signature Lakes offers residents clubhouses, multiple community pools, fitness center, sports courts, walking trails, community boat ramp and nightly views of Disney Magic Kingdom fireworks!! Located in one of Winter Garden’s most desirable lakefront settings, this remarkable property offers a rare opportunity to enjoy luxury, recreation, and endless unforgettable views right from your backyard!

15592 Avenue Of The Arbors, Winter Garden

$559,000
3 Beds 3 Baths Lakeshore Preserve Ph 1 SubDv. 34787 Zip Code
Enter a world of elegance and style with this Villamar Spanish Colonial townhome located in the luxury community of Lakeshore Preserve. Original owners checked the “upgrade boxes” on this one. Located on a premium lot facing the grassy mews and surrounded by lush landscaping, the welcoming arches of the front porch offers a shady entry to this lovely abode. Inside, porcelain tile runs throughout the living spaces. The private FIRST FLOOR primary suite is sure to please: shiplap tray ceiling and Restoration Hardware fan are just some of the luxe extras, along with a huge walk-in closet, double sink quartz-top vanity, and seamless glass shower surround. Making your way to the heart of the home, you’ll find the light and bright living room, kitchen, and dining room space that looks like it’s out of a home décor magazine. Over $25,000 in custom millwork and carpentry was installed in the last couple of years, including the built-in entertainment center/bookshelves, crown molding, enhanced decorative window trim, and even the custom beadboard and shelving in the laundry room. The kitchen is the star of this great-room space with beautiful quartz countertops and stone tile back splash, high end Jenn-Air appliances including a 5 burner, Euro-style gas cooktop with wall mounted stainless hood. Solid wood cabinets with soft-close drawers, huge breakfast island with large stainless sink and Kohler Tournant faucet, and the ingenious “fold-out” pantry system will keep all of your kitchen items organized. Enjoy meals overlooking the paver courtyard, a relaxing space just outside in your own private oasis. Luxury series hot tub with JetPak Therapy System brings the personal spa atmosphere to your own abode. The covered walkway (another builder upgrade option) to the 2-car garage with epoxy floor coating allows easy and dry grocery unloading. Upstairs the loft is a perfect space for a den, kids’ zone, or home office. Two generously sized bedrooms share a Jack/Jill bath with granite topped double sink vanity and tub/shower combo. Along with double pane windows, Lakeshore Preserve townhomes have concrete block construction between the units offering the reassurance of safety, and quiet-peaceful living. HOA dues cover roof repairs and replacement, exterior painting, ground maintenance including annual mulch renewal, landscaping, irrigation, and pressure washing. More items included are cable tv, internet, resort style pool, clubhouse with fitness room, dog park, and 2 playgrounds. Easy access to HWY 429 and near your favorite theme parks - only 6.5 miles to Disney! Come live the resort lifestyle and call this community home.

8921 Fountain Palm Alley, Winter Garden

$1,799,900
5 Beds 6 Baths Waterleigh Ph 1 SubDv. 34787 Zip Code
Virtually Staged. SPECTACULAR LAKEFRONT HOME with 99 Feet of Shoreline! Start Enjoying LIFE ON THE LAKE in this Special Home built with the HIGHEST LEVEL OF UPGRADES! Enter this 4,641 sq ft Home with 5 Bedroom Suites and 6 Full Baths through a PRIVATE COURTYARD. Double Doors with Leaded Glass Welcome you to a life of LUXURY! First Floor has Soaring 12 Foot Ceilings, Tray Ceilings, 7 ¼” Baseboards and four Ten Foot Tall Sliders that open to the nearly HALF ACRE Premium Lot with Wide Open Lake Views! Build a DOCK and enjoy Boating, Fishing, Kayaking or try the WATER SKI COURSE on 420 Acre Lake Hickorynut just minutes from DISNEY! Outstanding Features include: Premium Lot that is over 200 Feet Deep, a true GOURMET Kitchen with all WOLF Appliances: Sub-Zero 36” SS Refrigerator, Sub-Zero 36” SS Freezer, Wolf E Series Wall Oven, Convection Steam Oven, Warming Drawer and Wolf Induction Cooktop. The DOUBLE Stacked Raised Panel Cabinetry features a HIDDEN Pantry with CUSTOM Shelving! The Great Room has a Custom Built-In and a Butler Pantry was added near the Dining Room. Oversized Covered Patio is enhanced with Electronic RETRACTABLE Screens, and the Pool Bath is just steps away. Impressive FIRST FLOOR PRIMARY SUITE with Hickory Flooring opens to Spa Bath with DOUBLE Vanities, FREESTANDING TUB, Spacious Shower and Large WALK-IN CUSTOM Closet PLUS a LAUNDRY ROOM with Sink and a STORAGE Closet! Private Suite 2 has Lake Views, Custom Built-In Shelving, Large Bath and Custom Closet. Private Suite 5 overlooks the Courtyard. The CUSTOM Staircase with Oak treads leads upstairs to 2 more Bedroom Suites with 10’ ceilings and Custom Closets, a LARGE Bonus Space wired for SURROUND SOUND is an Ideal THEATER ROOM and a large Covered Balcony with Electronic Screens that is a perfect spot for Relaxing while Enjoying the Sunset over the Lake! Upstairs Laundry Room with original plumbing has been converted to Mini Kitchen – great opportunity for a Mother-In-Law Suite! Outstanding Upgrades Include Engineered Hickory Flooring in entire 2nd Floor and Bedrooms, WATER FILTRATION system, Gutters, Drop Zone with Cabinetry, SOLID CORE Doors throughout home and UV Light in AC Units. Property is very ENERGY EFFICIENT with Double Pane Lo E Windows, Radiant Barrier and Extra Insulation in the Concrete Block. Waterleigh is a Lifestyle Community with 4 Community Pools, 3 Clubhouses with Fitness Centers, Tennis, Pickleball, Mini Golf, Parks, Playgrounds, Community Fishing Dock and MORE! HOA Does all Yard Maintenance. Schools Include Panther Lake Elementary, Water Spring Middle and NEW Horizon High School. Close to Shopping, Dining, NEW Publix, DISNEY and convenient to 429, 1-4 and 417!

8750 Bayview Crossing Drive, Winter Garden

$2,799,950
5 Beds 7 Baths Overlook 2/Hamlin Ph 3 & 4 SubDv. 34787 Zip Code
Experience the pinnacle of lakefront luxury in this extraordinary custom estate situated along the shores of Lake Hancock, offering over 104 feet of private waterfront frontage. Encompassing more than 5,600 square feet of meticulously designed living space, this remarkable residence seamlessly blends timeless elegance with modern comfort. Upon entering, you are welcomed by soaring ceilings, expansive living spaces, abundant natural light, and designer finishes throughout. The thoughtfully designed open floor plan is ideal for both everyday living and grand-scale entertaining. At the heart of the home, the gourmet chef’s kitchen features premium appliances, custom cabinetry, generous prep space, and a spacious breakfast area overlooking the water. The luxurious first-floor primary suite serves as a private retreat, showcasing breathtaking lake views, a spa-inspired bathroom, and an oversized walk-in closet. Each additional bedroom is generously appointed with its own en-suite bath, providing exceptional comfort and privacy for family and guests alike. Upstairs, enjoy an immersive cinematic experience in the fully equipped private home theater. Step outside to discover a true resort-style setting, complete with an infinity-edge saltwater pool, covered lanai with fireplace, and a fully equipped outdoor kitchen designed for year-round entertaining. A private dock extends into Lake Hancock, providing direct access for boating, fishing, paddleboarding, or simply enjoying spectacular sunset views. As evening falls, take in the magical sight of Walt Disney World fireworks reflecting across the water. Located within one of Horizon West’s most desirable communities, residents enjoy an exceptional lifestyle with access to resort-style amenities including a community pool, tennis courts, fitness center, banquet facilities, scenic walking paths, and neighborhood parks. Conveniently located just minutes from premier shopping, fine dining, entertainment, and top-rated schools, this is a rare opportunity to own one of Central Florida’s most impressive waterfront estates.

15138 Shonan Gold Drive, Winter Garden

$750,000
4 Beds 4 Baths Harvest At Ovation SubDv. 34787 Zip Code
Under Construction. What's Special: Tub in Primary | Covered Lanai | Flat Lot. New Construction - July Completion! Built by America's Most Trusted Home Builder. Welcome to the Ozark at 12959 Harvest Rain Avenue in Harvest at Ovation! This new home is designed for easy living, with a great room that flows effortlessly into the dining area and kitchen. The kitchen stands out with quartz countertops, an under-counter wine reserve, and a spacious walk-in pantry for added convenience. A pocket sliding door extends the living space to a covered lanai, perfect for enjoying indoor-outdoor living year-round. The primary suite offers a relaxing retreat with a spa-like bath and a walk-in closet that connects directly to the laundry room for everyday ease. Three secondary bedrooms, including one with an en-suite bath, along with a full bath and added garage storage, complete this thoughtfully designed home. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails, all in a highly coveted location. Additional Highlights Include: 8' interior doors, shower at bath 3, pre-plumb for future water softener, thickened island counter, whole house blinds, and garage floor seal with flakes and clear coat. Virtually staged photos are for representative purposes only. MLS#O6417449

12959 Harvest Rain Avenue, Winter Garden

$419,000
4 Beds 3 Baths Hamlin Reserve SubDv. 34787 Zip Code
Look no further!!!! This beautifully upgraded 4-bedroom, 3-bathroom townhome offers the perfect blend of luxury, style, and convenience in the highly sought-after Hamlin Reserve community. Thoughtfully enhanced with designer finishes throughout, this spacious residence is truly one of a kind and ready for its next owner. From the moment you enter, you'll appreciate the custom ceramic tile flooring, expanded luxury recessed lighting, and open-concept design that creates a bright and inviting atmosphere. The first floor features a generously sized bedroom and full bath, providing the perfect space for guests, a home office, fitness room, or multigenerational living. At the heart of the home is the spectacular, completely remodeled and expanded chef’s kitchen, renovated in 2024. Designed to impress, it features a massive custom 5' x 8' quartz island, abundant cabinetry, farmhouse sink, wine refrigerator, custom wood range hood, ceiling-height designer backsplash, a large walk-in pantry, and a new range installed in 2024. The kitchen seamlessly flows into the dining and family rooms, creating the ideal setting for entertaining family and friends. Step outside to your private, fully paved courtyard, complete with a dedicated dog run and plenty of space for outdoor dining and relaxation. The courtyard leads directly to the spacious two-car garage, offering both convenience and functionality. A beautifully remodeled open staircase leads to the second floor, where you'll find a desirable split-bedroom layout designed for privacy and comfort. The spacious primary retreat features a private balcony, creating the perfect place to enjoy your morning coffee or unwind at the end of the day. The luxurious en-suite bathroom offers dual vanities, a glass-enclosed shower, and a large walk-in closet. Two additional bedrooms, a full bathroom, and a conveniently located laundry room complete the upper level. Residents enjoy a maintenance-free lifestyle with HOA-covered exterior maintenance, landscaping, and roof care, along with access to outstanding community amenities including a resort-style pool, clubhouse, playground, dog park, and beautifully maintained green spaces. Location is everything, and this home delivers. Situated just a short walk or quick five-minute drive from Hamlin Town Center, you'll enjoy easy access to exceptional shopping, dining, entertainment, and everyday conveniences, including Cinépolis Luxury Cinemas. Nearby attractions include Orlando Health Horizon West Hospital, Orange County National Golf Center, Horizon West Regional Park, and major highways for effortless commuting. Best of all, all Walt Disney World parks are just 15 minutes away. This exceptional townhome offers luxury upgrades, an unbeatable location, and a lifestyle you'll love. Schedule your private showing today—you will not be disappointed!

15524 Honeybell Drive, Winter Garden

$640,000
4 Beds 3 Baths Summerlake Groves SubDv. 34787 Zip Code
Under contract-accepting backup offers. Set within the Summerlake Groves neighborhood of Horizon West, this four-bedroom residence offers 2,751 square feet of living space designed for comfortable everyday living and effortless entertaining. At the heart of the home, the open-concept floor plan centers around a kitchen featuring stainless steel appliances, granite countertops, a large island and a walk-in pantry. The adjoining living and dining areas create a seamless setting for gatherings, while a flex room with French doors offers versatility as a home office, study, media room or playroom. Wood-look porcelain tile flooring enhances the main living areas, while carpeting extends throughout the second level. Upstairs, a spacious loft serves as an additional gathering space, ideal for movie nights, recreation or casual relaxation. The primary suite features a tray ceiling, sitting area, walk-in closets and an en-suite bath. Three additional bedrooms provide privacy and flexibility for family members and guests. A sliding glass door opens to the covered lanai and extended patio, creating a seamless transition between indoor and outdoor living. The fenced backyard backs to a wooded preserve with views of a fountain through the trees, providing a private setting with no rear neighbors. Additional highlights include a welcoming covered front porch, an oversized brick-paver driveway and a two-car garage. Residents enjoy access to Summerlake Groves amenities, including a swimming pool, tennis courts, a playground and a dog park. Golf carts are permitted within the community, offering convenient access to neighborhood amenities and nearby destinations. Ideally near Orange County National Golf Center and Lodge, the home also provides convenient access to State Road 429, placing shopping, dining, entertainment and major employment centers within easy reach. From its inviting interior spaces to its exceptional outdoor setting, this residence offers a distinctive blend of comfort, convenience and community in the heart of Horizon West.

15587 Murcott Blossom Boulevard, Winter Garden

$459,300
3 Beds 3 Baths Watermark Ph 1b SubDv. 34787 Zip Code
Short Sale. Welcome to this beautiful two-story home offering 3 bedrooms, 2.5 bathrooms. The first-floor features spacious living and dining areas that flow seamlessly into the well-appointed kitchen, complete with granite countertops, 42-inch cabinetry, and a large walk-in pantry providing ample storage. Upstairs, you'll find a huge loft space that can serve as a second living area, home office, playroom, or media room. The convenient upstairs laundry room makes everyday chores a breeze. The spacious primary suite features dual sinks, a walk-in shower, and plenty of room to unwind. Enjoy resort-style living with outstanding community amenities, including a resort-style pool, splash pad, clubhouse, fitness center, tennis courts and playground. Ideally located just minutes from Walt Disney World, shopping, dining, and entertainment at Hamlin Town Center, this home offers the perfect combination of comfort, convenience, and lifestyle. This is a bankruptcy sale and there is a 15,000 dollar buyers premium due at closing.

9362 Woodcrane Drive, Winter Garden

$590,000
4 Beds 3 Baths Winding Bay Ph 1b SubDv. 34787 Zip Code
Welcome to your dream home! Built in 2020, this stunning two-story single-family residence perfectly blends modern design, comfort, and functionality. Featuring 4 spacious bedrooms, 2 full bathrooms, and 1 half bath, this home offers the ideal layout for both everyday living and entertaining. Step inside to discover an open-concept floor plan filled with natural light, contemporary finishes, and thoughtfully designed living spaces that create a warm and inviting atmosphere. The modern kitchen seamlessly connects to the main living and dining areas, making it perfect for gatherings with family and friends. The generously sized bedrooms provide comfort and privacy, while the primary suite offers a relaxing retreat after a long day. Conveniently located in a desirable area, this property combines accessibility, comfort, and modern living. Whether you're looking for your primary residence or a smart investment opportunity, this home is ready to exceed your expectations. Property have tenants living month by month.

15367 Gilligan Court, Winter Garden

$850,000
5 Beds 4 Baths Glynwood 51 32 SubDv. 34787 Zip Code
Located in the highly desirable gated community of Glynwood in Winter Garden, this spacious 5-bedroom, 4-bath pool home offers over 3,500 square feet of living space on a private cul-de-sac lot. The versatile floor plan features a first-floor owner's suite, dedicated office/den, formal and casual living areas, and an upstairs bonus/media room with an additional bedroom and bath—ideal for guests, multi-generational living, or a home theater. The screened pool and spa create a private backyard retreat, while the 3-car garage (AC by Modern Wall Unit and Upgraded Garage Floor Coating) provides ample storage and parking. Residents enjoy access to community amenities including a pool, tennis courts, playground, and gated entry. Conveniently located near Winter Garden Village, historic downtown Winter Garden, major highways, shopping, dining, and area attractions.

13856 Glynshel Drive, Winter Garden

$745,990
4 Beds 3 Baths Storey Grove Ph 2 SubDv. 34787 Zip Code
Under contract-accepting backup offers. Virtually Staged. Perfectly positioned on an expansive corner homesite within the highly sought-after Storey Grove community of Winter Garden, this exceptional lakefront residence offers a rare combination of luxury, privacy, and breathtaking natural surroundings. Showcasing dual water views with direct lake frontage, picturesque pond vistas, and a private conservation backdrop, this meticulously maintained home provides a serene setting unlike any other. Featuring 4 bedrooms, 3 bathrooms, a 3-car garage, and over 3,000 square feet of thoughtfully designed living space, including a convenient Jack-and-Jill bathroom connecting bedrooms 3 and 4, this residence seamlessly blends elegance and functionality. Inside, soaring ceilings, elegant tray ceilings throughout the main living areas and primary suite, abundant natural light, and upgraded ceramic tile flooring create a warm yet sophisticated atmosphere. The open-concept floor plan is anchored by a stunning gourmet kitchen featuring premium granite countertops, an oversized center island, stainless steel appliances, a wine refrigerator, upgraded custom built-in cabinetry and shelving, a spacious walk-in pantry, and a built-in wet bar, creating the perfect space for both everyday living and entertaining. Expansive sliding glass doors connect the interior living areas to the covered lanai and screened patio, offering seamless indoor-outdoor Florida living. The luxurious primary suite serves as a private retreat with tranquil water views and a spa-inspired en-suite bath featuring dual vanities, a soaking tub, a separate walk-in shower, and an expansive walk-in closet with direct access to the laundry room for added convenience. Outdoor living is equally impressive with a covered lanai, screened patio, and dedicated putting green overlooking the sparkling lake and beautifully manicured grounds. With no rear neighbors and protected conservation views beyond, the backyard provides the ultimate setting for relaxing evenings, morning coffee, or entertaining guests while embracing Florida’s year-round outdoor lifestyle. Additional features include an irrigation system, HOA-maintained lawn care, and exceptional curb appeal. Residents of Storey Grove enjoy an outstanding collection of resort-style amenities, including a clubhouse, fitness center, resort-style swimming pool, playgrounds, dog parks, and scenic walking trails. Ideally located near top-rated Horizon West schools, Publix, SR 429, US-192, and just minutes from Walt Disney World, this remarkable property offers the perfect blend of luxury, convenience, and lifestyle. An exceptional opportunity to own one of Winter Garden’s most desirable waterfront residences.

9503 Beautiful Way, Winter Garden

$764,990
5 Beds 4 Baths Serenade At Ovation SubDv. 34787 Zip Code
Virtually Staged. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. Anna Maria Bonus offers 5 Bedrooms, 3 baths and a 2 Car Garage. Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando. Nestled amidst picturesque lakes and pristine conservation areas, our collection of award-winning single-family homes and contemporary townhomes beckons you. Embracing the essence of classic Florida architectural styles, each residence seamlessly blends indoor and outdoor living. Enrich your life with Winter Garden's local history and charm, while relishing easy access to top-tier schools, Orlando's business hubs, delectable dining, iconic attractions, and endless entertainment. Whether indulging in nearby theme parks or local shopping, your options are limitless. Within the community, relish leisurely walks to the pavilion, let the little ones thrive at the tot lot, and embrace tranquil evenings under the starlit sky. At Serenade at Ovation, a meticulously crafted home designed by experts eagerly awaits, ready to cocoon your cherished memories within the embrace of Florida living.“It includes high-speed fiber optic internet.”

13392 Peaceful Melody Drive, Winter Garden

$699,990
4 Beds 3 Baths Serenade At Ovation SubDv. 34787 Zip Code
Virtually Staged. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. Anna Maria offers 4 Bedrooms, 3 baths and a 2 Car Garage. Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes proudly presents Serenade at Ovation. Nestled amidst picturesque lakes and pristine conservation areas, our collection of award-winning single-family homes and contemporary townhomes beckons you. Embracing the essence of classic Florida architectural styles, each residence seamlessly blends indoor and outdoor living. Enrich your life with Winter Garden's local history and charm, while relishing easy access to top-tier schools, Orlando's business hubs, delectable dining, iconic attractions, and endless entertainment. Whether indulging in nearby theme parks or local shopping, your options are limitless. Within the community, relish leisurely walks to the pavilion, let the little ones thrive at the tot lot, and embrace tranquil evenings under the starlit sky. At Serenade at Ovation, a meticulously crafted home designed by experts eagerly awaits, ready to cocoon your cherished memories within the embrace of Florida living.“It includes high-speed fiber optic internet”

13380 Peaceful Melody Drive, Winter Garden

$662,000
4 Beds 4 Baths Orchard Hills Ph 1 SubDv. 34787 Zip Code
Virtually Staged. ORCHARD HILLS HOME FOR SALE **HOA takes care of front and back lawn maintenance **4-Bedroom **3.5-Bathrooms **2-car Garage **Fresh Interior Painting **New Coach Lights **Two-Story Foyer ** As soon as you enter there is a OFFICE/Flex room with a half Bathroom for convenience and also connects to a Coffee/Cocktail Bar for enjoyment. *Open Floor Plan features: Gourmet Kitchen with a BUILT-IN Double Oven, Cooktop, Microwave and Dishwasher and a BIG Kitchen Island. *Ceramic Tile in Wet Areas *Neutral color Luxury Vinyl Plank throught *9ft CEILINGS *DOWNSTAIRS Master Suite with Space for a Seating Area *Master Suite Large Walk-In Closet *Master Bathroom has a FLOATING TUB and Separate Shower. UPSTAIRS: You will find a LOUNGE/GAME ROOM and the other 3 BEDROOMS with 2 FULL BATHROOMS. There is Laundry Room with enough space for storage and a COVERED Screened Lanai Porch overlooking the FENCED yard for Privacy. The yard is a good size for a Private Pool in the future. NO REAR NEIGHBORS **Walking Distance to COMMUNITY POOL, FITNESS, CLUBHOUSE. This home is located near TOP RATED Schools and Modern Hospital with easy commute to DisnweyWorld, Dr Phillips Restaurant Row and Shopping at Winter Garden Village and the New HAMLIN. Call for your Private Showing.

4231 Oak Lodge Way, Winter Garden

$538,990
3 Beds 3 Baths Serenade At Ovation SubDv. 34787 Zip Code
Virtually Staged. Discover the Copper, an open bungalow floor plan that will enhance your living experience with its spacious layout, including 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The moment you walk through the front door, the openness of the home welcomes you, leading directly to a show-stopping gourmet kitchen with a long island ideal for entertaining friends and other guests. Upstairs, the primary suite offers a perfect end-of-day retreat with a large walk-in closet and a generously sized bedroom. Introducing Serenade at Ovation, within the fast-growing Horizon West community, offers a prime location near top Winter Garden schools, Walt Disney World, Hwy 192, SR 429, Flamingo Crossings, and Hamlin. The diverse housing options include townhomes, new bungalows, and award-winning single-family homes, providing affordable living in this burgeoning area. Abundant green spaces, pocket parks, and the central Area Community Park with its engineered wood fiber playground, shaded pavilion, and dog parks, make this community an ideal, family-friendly choice at the heart of Horizon West.

13019 Serene Glade Road, Winter Garden

$569,990
3 Beds 3 Baths Serenade At Ovation SubDv. 34787 Zip Code
Virtually Staged. Discover the Copper, an open bungalow floor plan that will enhance your living experience with its spacious layout, including 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The moment you walk through the front door, the openness of the home welcomes you, leading directly to a show-stopping gourmet kitchen with a long island ideal for entertaining friends and other guests. Upstairs, the primary suite offers a perfect end-of-day retreat with a large walk-in closet and a generously sized bedroom. Introducing Serenade at Ovation, within the fast-growing Horizon West community, offers a prime location near top Winter Garden schools, Walt Disney World, Hwy 192, SR 429, Flamingo Crossings, and Hamlin. The diverse housing options include townhomes, new bungalows, and award-winning single-family homes, providing affordable living in this burgeoning area. Abundant green spaces, pocket parks, and the central Area Community Park with its engineered wood fiber playground, shaded pavilion, and dog parks, make this community an ideal, family-friendly choice at the heart of Horizon West.

13031 Serene Glade Road, Winter Garden

$730,000
4 Beds 3 Baths Cypress Reserve Ph 1 SubDv. 34787 Zip Code
Commanding striking curb appeal with its elegant stone exterior, this magnificent 2,952-square-foot Winter Garden estate offers the ultimate in turn-key luxury with four bedrooms, an office - flex space and three full bathrooms. Inside, soaring ceilings and elegant wood-look tile flooring guide you through a luminous, open-concept layout, while designer ceiling fans and plush carpeting elevate each of the four bedrooms. At the heart of the home, the upgraded epicurean kitchen shines with premium quartz countertops and stainless steel appliances, perfectly complemented by a thoughtful split-floor plan that ensures total privacy for the primary sanctuary. Unrivaled peace of mind is built directly into the property, boasting a brand-new roof (2025), a high-efficiency AC (2019), a tankless water heater (2019), and a dedicated interior laundry room. The interior transitions effortlessly to a spectacular outdoor oasis designed for world-class al fresco entertaining. The fully screened lanai showcases a striking custom ceiling and a premium outdoor kitchen, ideal for hosting unforgettable sunset soirées. Beyond the screen, a massive custom concrete patio extends into the beautifully manicured, privacy-fenced backyard, featuring a high-end retractable canopy for seamless indoor-outdoor living. Minutes from the fine dining and boutiques of historic downtown Winter Garden, this pristine residence perfectly balances refined style with unparalleled modern convenience. Cypress Reserve offers a community pool, playground and you are conveniently located near the new Tucker Ranch development, which will bring additional community amenities.

14241 Sunridge Boulevard, Winter Garden

$999,990
5 Beds 5 Baths Twinwaters SubDv. 34787 Zip Code
PAID OFF SOLAR-Five bedrooms, a three-car garage, soaring two-story ceilings, and paid off solar panels that make your electric bill make your jaw drop. Welcome to Twinwaters! This Meritage-built corner lot home has been freshly painted throughout the interior, fitted with brand-new carpet, and a new refrigerator. Just pack your bags. The layout delivers everything a house this size should: formal living and dining rooms connected through a butler's pantry with quartz countertops, a dedicated office, and an open kitchen and family room that flow together the way you actually live. The kitchen earns its place with a large island, 42-inch cabinetry, double ovens, stainless steel appliances, and more counter space than you will know what to do with. The custom built-in anchoring the family room is the kind of detail that photographs well and lives even better. The first-floor primary suite is spacious and private, with a massive walk-in closet with direct access from the laundry room, dual vanities, a freestanding soaking tub, and a walk-in shower with dual showerheads and floor-to-ceiling marble tile. Every bedroom in the house has a walk-in closet. Upstairs, a generous loft works perfectly as a second living room or playroom, and the two sets of bedrooms flank it on each side, each pair connected by its own jack-and-jill bath. The covered back patio with motorized screen is made for Florida evenings. Paid-off solar panels, blow-in attic insulation, and insulated block construction keep the utility bills remarkably low, month after month, and the tile roof adds long-term peace of mind. The THREE CAR GARAGE features an epoxied floor for a clean, finished look that goes well beyond the standard. Twinwaters has a community pool with splash features, two playgrounds, a park, and a trail through the conservation area, all nestled between Johns Lake and Lake Avalon. SR 429 and the Turnpike are minutes away. This home is conveniently located near Winter Garden Village, Plant Street, shopping, hospitals, Orlando's attractions and is zoned for some of the best schools in Orange County.

1706 Holcomb Creek Street, Winter Garden

$900,000
6 Beds 6 Baths East Garden Manor Add 03 Rep SubDv. 34787 Zip Code
Rare opportunity to own a unique corner-lot property featuring two attached residences, each with its own street frontage, private entrance, covered front porch, two-car garage, no HOA, and identical floor plan. Unlike a traditional side-by-side duplex, each residence faces a different street, creating the appearance and feel of two individual homes while offering the convenience of a connected design. Designed for both comfort and flexibility, each home features a spacious living and dining area, a bright kitchen with French doors leading to the backyard, and a convenient first-floor guest powder bath. Upstairs, all bedrooms are thoughtfully positioned for added privacy. The primary suite includes a private ensuite bath, while the secondary bedrooms are generously sized and complemented by abundant storage throughout each residence. The Wilson Street residence has been thoughtfully upgraded with luxury vinyl flooring, an enhanced kitchen with stone counters and gas cooking, beautifully updated bathrooms, and an attractive staircase that adds character and style. The Maple Street residence has been a consistently popular rental and has been exceptionally maintained, offering a spotless interior that reflects pride of ownership. The location offers exceptional convenience with nearby access to Downtown Winter Garden, one of Central Florida’s most sought-after destinations. Enjoy a vibrant mix of locally owned restaurants, cafés, boutiques, specialty shops, the award-winning Winter Garden Farmers Market, seasonal festivals, live entertainment, and the renowned West Orange Trail. The property also provides convenient access to the Florida State Road 429, Florida State Road 408, and Florida’s Turnpike, making travel throughout Central Florida simple. Popular destinations, including Winter Garden Village, Walt Disney World Resort, major employment centers, shopping, dining, entertainment, parks, and everyday conveniences, are all nearby. Whether you’re seeking a property that offers exceptional flexibility for evolving lifestyle needs, the opportunity to generate rental income, or the convenience of two complete residences under one roof, this distinctive property delivers a rare combination of privacy, functionality, and long-term versatility. Opportunities like this are seldom available, especially with a layout that allows each residence to maintain its own identity while remaining connected.

402 E Maple Street, Winter Garden

$580,000
3 Beds 3 Baths Stoneybrook West Unit 1 SubDv. 34787 Zip Code
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1019 Portmoor Way in Winter Garden, a 2-story home offering 3 bedrooms, 3 bathrooms, a balcony, and a layout designed for comfortable everyday living. All bedrooms are located on the upper floor, creating separation between the main living areas and private spaces. Inside, the home offers a functional floorplan with room for relaxing, dining, and entertaining. The primary suite features upgraded walk-in closet space and French doors added in 2022, while the guest half bath was fully upgraded in 2022. Additional improvements include a new garbage disposal in 2024, new upstairs windows installed in 2020 by the previous owner, a new boiler in 2025, and a new HVAC system in 2026. Outdoor living is a standout feature, with a covered patio overlooking the screened in-ground pool. The pool was installed in 2020 by the previous owner, with a new pool pump added in 2024 and a new motor in 2026. The balcony adds another outdoor space to enjoy fresh air, while the covered patio and screened pool area provide a comfortable setting for lounging, dining, and entertaining. The exterior has also been thoughtfully maintained, with the home sealed and painted in 2026, new landscaping completed in 2026, and a roof installed in 2018 by the previous owner. These updates add to the home’s overall appeal and help support a move-in-ready feel. The community offers a strong amenity package, including a pool, park, clubhouse, fitness center, and restaurant, giving residents convenient options for recreation, gathering, dining, and everyday enjoyment close to home. Located in Winter Garden, the home is set in one of Central Florida’s most desirable areas, known for shopping, dining, parks, trails, community events, and access to major roadways. The location provides convenient connections to Horizon West, Hamlin, Windermere, Walt Disney World, and the greater Orlando area while maintaining a residential neighborhood setting. Be sure to ask about the assumable VA loan opportunity with a low interest rate, offering potential savings and added value for qualified buyers.

1019 Portmoor Way, Winter Garden

$580,000
3 Beds 3 Baths Winter Oaks SubDv. 34787 Zip Code
Experience the quintessential Winter Garden lifestyle in this exceptional 3 bedroom/2.5 bathroom home, perfectly positioned within the highly sought-after Golf Cart District. This residence offers a rare park-side setting, providing picturesque views of majestic oaks with green space. For those who enjoy active community life, you are just steps away from the neighborhood pool and playground. Just a few minutes away from Downtown Winter Garden!  Exceptional Curb Appeal & Interior Elegance: from the moment you arrive, the covered front porch welcomes you with outdoor column lights, coach lights, landscaping and a framed transom over the front door. The first-floor features stylish Bahama shutters, formal living room with a double paddle ceiling fan, spacious dining area, a family room that features a gas fireplace, with tile flooring, engineered wood floors and LVP throughout the first floor. Chef-Inspired Kitchen : The heart of the home is the kitchen, which has been upgraded from an electric to a gas stove and features a redesigned pantry to maximize storage. You will also find under-cabinet lighting and modern lighting. Primary suite: The 1st floor Primary Bedroom suite serves as a private sanctuary with new flooring throughout the bedroom, closet, and bathroom, as well as a completely remodeled primary bathroom.   The second story split floor plan: The transition to the second floor is highlighted by a staircase and balcony where traditional wood newels have been replaced with elegant rod iron. The second story features 2 spacious bedrooms , a full sized guest bathroom and at center stage of the upstairs landing is a bonus area for additional lounging area/home office or play area. Outdoor Oasis: Step outside to your private retreat: a rear enclosed screened-in room that perfectly encompasses the lanai and soaker pool area. The outdoor space is further enhanced by: An extended patio deck around the pool, a new fan on the lanai for year-round comfort, a rebuilt pool pump with pool equipment housing, a new fence with a leveled concrete retaining wall base, accented by fence and landscape lighting.  Systems & StorageSolutions: This home offers incredible peace of mind with a new roof (installed 11/2020) and a brand-new AC condenser and coils ) with a transferable warranty. Storage is a priority here, with a garage featuring built-in file cabinets, recessed ceiling lights, shelves, appliance storage, and overhead shelving, plus additional attic storage. Functional extras include a built-in wall safe, a generator pad, and a security camera at the rear of the home.  Schedule your private showing today!

638 Autumn Oaks Loop, Winter Garden

$525,000
3 Beds 2 Baths Stoneybrook West SubDv. 34787 Zip Code
Under contract-accepting backup offers. Virtually Staged. Welcome to this beautifully landscaped 3-bedroom, 2-bathroom home in the 24-hour guard-gated Stoneybrook West community. Featuring a split-bedroom floor plan, the layout includes a versatile flex room ideal for a home office or den. The kitchen is equipped with white appliances and granite countertops and flows easily into the main living spaces, with ceiling fans installed throughout the home for comfort. A standout feature of this property is the seamless outdoor integration: the living room, family room, and primary suite all open directly onto a spacious, screened-in porch. The primary suite serves as a quiet retreat, complete with an attached bath featuring a garden tub and a separate walk-in shower. Residents of Stoneybrook West enjoy robust community amenities, including a clubhouse, swimming pool, golf course, tennis courts, and a private community boat dock with direct access to Black Lake.

1343 Castleport Road, Winter Garden

$424,990
3 Beds 3 Baths Serenade At Ovation SubDv. 34787 Zip Code
Virtually Staged. Under Construction. SAMPLE IMAGES The Porter floorplan is an inviting two-story townhome designed with thoughtful spaces throughout. Featuring three bedrooms and two and a half bathrooms, the layout offers a smooth flow between living spaces. The first floor boasts a bright great room that opens into the dining area and lanai, perfect for entertaining or relaxation. Upstairs, all three bedrooms are thoughtfully arranged alongside a versatile loft, providing additional living space or an ideal work-from-home area. With a two-car garage and laundry room conveniently located on the second floor, the Porter combines functionality with comfort, making it a standout home choice.

13303 Peaceful Melody Drive, Winter Garden

$759,900
4 Beds 4 Baths Bradford Creek SubDv. 34787 Zip Code
Under contract-accepting backup offers. Welcome to 14252 Creekbed Circle, a spacious and beautifully designed home located in the heart of Winter Garden, in Bradford Creek, one of Central Florida's most sought-after communities. Perfectly situated near Downtown Winter Garden, you'll enjoy convenient access to popular restaurants, boutique shopping, farmers markets, community events, walking trails, and entertainment year-round. This expansive 4-bedroom, 3.5-bath residence offers plenty of room for everyone with a versatile floor plan designed for modern living. The oversized bonus room provides endless possibilities and can be used as a home office, game room, media room, playroom, fitness area, or additional living space to fit your needs. The spacious layout features generous living and dining areas, creating the perfect setting for entertaining guests or enjoying everyday life. The large kitchen with a center island for entertaining and an abundance of cabinets for all of your cooking needs. The private owner's suite offers a relaxing retreat, while the additional bedrooms provide comfort and flexibility for family and visitors. With abundant living space, a desirable location, and easy access to everything Winter Garden has to offer, this home combines convenience, functionality, and lifestyle in one exceptional package. Near Winter Garden Village, Disney and Advent Health in Winter Garden with easy access to 429/408 and the Turnpike. Don't miss the opportunity to make this your next home. Garage equipped with Tesla Charger, Upstairs HVAC replaced 8/2025, Downstairs HVAC replaced 1/2026, Dishwasher replaced 12/2024, Luxury Vinyl Plank flooring installed 12/2025 and new interior paint 5/2026.

14252 Creekbed Circle, Winter Garden