Location: Winter Garden, 34787
Do Not Show Listings
WINTER GARDEN, FL 34787
$594,00085 Days on yellowkey MLS ID: O6399369
REDUCED by $5,000 (0.8%) on 07/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1827 Built: 2001Monthly Fee: $320 Tax: $4,811 (2025)Community: Woodbridge On GreenSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,811
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: Welcome to Woodbridge on the Green—one of Winter Garden’s best-kept secrets, ideally situated next to West Orange Country Club. Enjoy your own private waterfront retreat, where tranquil surroundings and breathtaking sunsets over the water create the perfect setting to share unforgettable moments with family and friends! This beautifully maintained waterfront home offers exceptional curb appeal and a spacious, single-story layout designed for comfortable living. Step inside to an inviting open floor plan filled with natural light and waterfront views. High ceilings and stylish luxury flooring enhance the home’s modern feel, creating a bright and airy atmosphere throughout. The well-appointed kitchen features custom countertops, rich wood cabinetry, and a full appliance package, with culinary nook overlooking the peaceful & gorgeous waterfront—perfect for both everyday living and entertainment. The generously sized primary suite provides a peaceful retreat, complete with closet, dual vanities, and a walk-in shower. Unwind on the screened-in lanai, where you can enjoy tranquil water views, mature oak trees, and beautiful Florida sunsets—your own private outdoor oasis. Living in Woodbridge on the Green means embracing a low-maintenance, resort-style lifestyle. The HOA takes care of all landscaping and exterior painting, and residents enjoy access to a private boat and RV storage area within the community. Recent upgrades add even more value and peace of mind, including a new AC system (2025), garage door opener (2026). Located within an “A”-rated school district, including Windermere High School—one of Florida’s top-ranked schools—this home is also just minutes from Winter Garden Village, major roadways, dining, shopping, Disney and the Magic Kingdom and all Central Florida area attractions. It is the responsibility of all prospective buyers and their agents to independently confirm the accuracy of all listing information, including measurements, specifications, and all other material details. No representations or warranties are made as to the completeness or accuracy of such information.
Listing is courtesy of: RAVENSCROFT REALTY GROUP (407-855-0005)
Listing Agent: Tom Ravenscroft, Jr. (407-222-7660)
16435 HAMLIN HILLS RD, WINTER GARDEN, FL 34787
$455,90014 Days on yellowkey MLS ID: O6420316
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1736 Built: 2024Monthly Fee: $221 Tax: $1,217 (2024)Community: Hamlin RdgTownhouse
Taxes:$1,217
Elementary School: Hamlin Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Hamlin Middle
Remarks: Experience modern living in the heart of Horizon West with this beautifully designed townhome. The open concept main level creates a welcoming atmosphere, seamlessly connecting the kitchen, dining area and family room for comfortable everyday living and effortless entertaining. Upstairs, the spacious primary suite gives a relaxing private retreat, while two additional bedrooms provide flexibility for family and guests. A versatile loft adds valuable extra living space and can be used as a home office, playroom or quiet reading retreat. Three bedrooms, two bathrooms upstairs, 1/2 bathroom downstairs and a two-car garage, the thoughtfully designed layout allows both function and comfort. Just beyond the main living area, a private fenced patio with pavers offers a comfortable space. A covered breezeway connects the home to the two-car garage, providing added convenience and protection from the elements. Enjoy the convenience of low maintenance living just minutes from Hamlin Town Center, where shopping, dining, entertainment and everyday essentials are all close by. Easy access to State Road 429 makes commuting throughout Central Florida simple, while Downtown Winter Garden, area attractions, parks and recreation are all within easy reach. Making it one of Winter Garden’s most desirable locations, this home offers the perfect opportunity to enjoy the vibrant Horizon West lifestyle.
Listing is courtesy of: VALSTAR REALTY LLC (407-925-1567)
Listing Agent: Teresa Valdes (407-925-1567)
129 S PARK AVE #8E, WINTER GARDEN, FL 34787
$919,00011 Days on yellowkey MLS ID: O6420596
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2030 Built: 2020Monthly Fee: $490 Tax: $11,038 (2025)Community: Park Place/Winter GardenSpa: NoCondo
Taxes:$11,038
Elementary School: Dillard Street Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Fully furnished, turnkey Urban retreat in Downtown Winter Garden — perfect for snowbirds, recent life-chapters, or anyone craving an active, walkable Florida lifestyle. This immaculate three-story townhome at Park Place offers 2,030 sq ft of stylish, move-in ready living with 3 beds, 3.5 baths and a custom elevator for easy access to every level. Why you’ll love it? Move-in ready: thoughtfully curated furnishings and decor — unpack, relax, entertain. Ideal for flexible living: private first-floor guest suite with full en-suite bath — perfect for in-laws, guests, or a live-work setup. Entertainer’s kitchen: chef-inspired with oversized island, breakfast bar, stainless appliances and gas range. Private primary level: spa bath with dual vanities, soaking tub and large walk-in shower. Comfortable modern features: natural gas, ceramic floors, plantation shutters, tankless water heater and rear-entry 2-car garage. Accessibility: custom elevator makes all three levels effortless. Location: You can live steps away from Winter Garden’s Plant Street scene — Plant Street Market, Crooked Can Brewing, Award winning Restaurants, Boutique shops, and the 22 mile long West Orange Trail. Enjoy year round festivals, dining, weekly farmers’ markets and nightlife within easy walking distance, plus quick access to major highways and all Orlando’s Theme Parks and attractions. Perfect fit for: Northern snowbirds seeking low-maintenance seasonal living, those starting fresh after a divorce who want an elegant, turnkey sanctuary, or anyone who values design-forward, walkable downtown life. Schedule a tour and see how effortlessly this home fits your next chapter.
Listing is courtesy of: BOARDWALK REALTY, LLC (321-241-5171)
Listing Agent: Marc Holland (407-408-4394)
2827 SANCTUARY LN, WINTER GARDEN, FL 34787
$2,500,000542 Days on yellowkey MLS ID: O6271646
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2178 Built: 1987 Tax: $15,049 (2024)Community: Lake Avalon GrovesSingle Family
Taxes:$15,049
Elementary School: None
High School: None
Middle School: None
Remarks: Great Opportunity that you wont find in winter garden 9 acres available for you. Home has been remodeled and can be build home at every 4 acres . You can build your dream home , no hoa.
Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)
Listing Agent: Elaine Garcia (407-920-3616)
14501 GROVE RESORT AVE #1518, WINTER GARDEN, FL 34787
$310,000152 Days on yellowkey MLS ID: O6380808
3 Days Off yellowkey (back on 5/21/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2016Monthly Fee: $904 Tax: $6,516 (2025)Community: Grove Resort And Spa Hotel Condo 1Spa: NoCondo
Taxes:$6,516
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: BEST VIEW IN THE ENTIRE RESORT! A rare opportunity to own a beautifully appointed 5th-floor, 2-bedroom, 2-bath luxury residence in the MAIN BUILDING at The Grove Resort & Water Park—offering breathtaking, UNOBSTRUCTED PANORAMIC VIEWS of LAKE AUSTIN and the SPRING POOLS. This exceptional condo features an open, light-filled floor plan and a private screened balcony, creating the perfect setting to unwind while taking in sunrise reflections over the lake or peaceful poolside evenings. Every detail has been thoughtfully designed for comfort and style, from modern furnishings and designer fixtures to a fully equipped kitchen with quartz countertops, solid wood cabinetry, and stainless steel appliances. A dedicated laundry room with full-size washer and dryer adds everyday convenience. Both bedrooms provide generous space for rest and rejuvenation, along with ample storage throughout the residence—ideal for extended stays or effortless hosting. Enjoy truly hands-free ownership with full onsite professional management, while still retaining the flexibility to personally use your condo for up to 179 days annually. Set within a beautifully maintained guard-gated, 106-acre resort community overlooking the serene 22-acre Lake Austin, The Grove Resort delivers a lifestyle few properties can match. Owners and guests enjoy access to the spectacular Safari Water Park featuring a Flow Rider surf simulator, dual water slides, a 695-foot lazy river, zero-entry pools, oversized hot tubs, and private cabanas. Additional amenities include water sports, fishing, swan paddle boats, a 24-hour fitness center, multiple on-site restaurants with indoor and outdoor dining, Flip Flop’s Family Fun Center, and a full Activity Center—truly something for everyone. Perfectly positioned minutes from Walt Disney World, with daily shuttle service to Disney, Universal Orlando, and SeaWorld, this hotel-condo offers the ultimate blend of vacation luxury and investment opportunity. Best of all, all utilities and resort amenities are included in the association fee, making ownership seamless and stress-free. Experience it for yourself through the immersive 3D walkthrough and discover why this remarkable residence—with the best view in the resort—is your gateway to elevated Orlando resort living.
Listing is courtesy of: FLORIDA CAPITAL REALTY (786-953-5870)
Listing Agent: Edit Gabor (863-397-5981)
1005 CHASE DR, WINTER GARDEN, FL 34787
$600,00043 Days on yellowkey MLS ID: O6411451
REDUCED by $15,000 (2.4%) on 06/18/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2319 Built: 2005Monthly Fee: $68 Tax: $7,087 (2025)Community: Island Pointe SubSingle Family
Taxes:$7,087
High School: Ocoee High
Remarks: One or more photo(s) has been virtually staged. This is the one in Winter Garden's Golf Cart District. A fully renovated 4-bed, 2.5-bath home on a corner lot in the golf cart community of Island Pointe, and it is move-in ready. The 2025 updates cover everything: new roof, new AC, updated electrical, updated plumbing, new tile downstairs, LVP upstairs, and a brand new kitchen with stone countertops and modern cabinetry. Double-height ceilings and natural light greet you at the entry, and the kitchen flows right into the living space so the home feels open and connected. The kitchen has stone countertops, soft-close cabinets, a farmhouse deep sink, and real counter space that works for everyday life. The primary suite is its own retreat, with two walk-in closets, a glass walk-in shower, and a soaking tub. Three additional bedrooms give you room to grow. Outside you get a 3-car garage, a corner lot, and a quiet cul-de-sac, all inside the Island Pointe golf cart community. HOA runs $68 a month. Hop on your golf cart and you are minutes from Plant Street, the Saturday farmers market, the West Orange Trail, and some of the best restaurants and coffee in downtown Winter Garden.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Elizabeth Lofholm (906-221-4905)
15755 WATER SPRING BLVD, WINTER GARDEN, FL 34787
$420,00083 Days on yellowkey MLS ID: O6400420
REDUCED by $5,000 (1.2%) on 06/01/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1636 Built: 2023Monthly Fee: $268 Tax: $5,406 (2025)Community: Storey GroveTownhouse
Taxes:$5,406
Remarks: Discover stylish and comfortable living in the highly sought after Storey Grove community of Winter Garden! This spacious 3 bedroom, 2 bathroom townhome offers the perfect blend of comfort, convenience, and modern upgrades in a great family friendly neighborhood. The home features beautiful plank tile flooring downstairs and laminate flooring upstairs, creating a seamless, low maintenance design with no carpet throughout. The upgraded kitchen shines with beautiful upgraded cabinetry, elegant pendant lighting, and plenty of space for cooking and entertaining. Ceiling fans throughout the home add comfort and energy efficiency. Enjoy added convenience with an extended driveway, Tesla charger, ADT security system, Ring front door camera, smart light switches, and a whole house surge protector for peace of mind and modern living. Step outside to a large outdoor patio, perfect for entertaining guests, weekend barbecues, or simply relaxing and enjoying Florida living year round. This private outdoor space adds even more room to gather and unwind. Located just minutes from Walt Disney World Resort, with quick access to major highways, this home offers an ideal location for commuting, dining, shopping, and entertainment. Don’t miss your opportunity to own this move-in ready townhome in one of Winter Garden’s most desirable communities!
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Karen Grau (407-383-3230)
16596 POINT ROCK DR, WINTER GARDEN, FL 34787
$539,90036 Days on yellowkey MLS ID: O6412721
REDUCED by $20,100 (3.6%) on 06/10/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2216 Built: 2023Monthly Fee: $254 Tax: $8,961 (2025)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$8,961
Remarks: Welcome to one of the most desirable addresses in Horizon West! Located in the highly sought-after Waterleigh community, this beautifully maintained residence offers the perfect combination of luxury, convenience, and resort-style living in the heart of Winter Garden. Featuring an expansive open-concept design, this home was thoughtfully crafted for both everyday comfort and entertaining. The spacious living areas are filled with natural light and seamlessly connect to a modern kitchen complete with elegant cabinetry, stone countertops, stainless steel appliances, and a large center island that serves as the heart of the home. The flexible floor plan provides generous bedroom sizes, abundant storage, and versatile spaces ideal for a home office, media room, or play area. Situated on a premium homesite within Waterleigh, residents enjoy professionally maintained landscaping and access to one of the most amenity-rich communities in Central Florida. Waterleigh spans more than 1,400 acres surrounding the scenic 350-acre Hickorynut Lake and offers an unmatched lifestyle experience with multiple resort-style pools, clubhouse facilities, fitness centers, mini-golf, tennis courts, beach volleyball courts, dog parks, playgrounds, fishing piers, community gardens, walking trails, nature paths, picnic areas, and beautifully maintained green spaces throughout the neighborhood. One of Waterleigh's most attractive features is the HOA-included lawn maintenance, allowing homeowners to enjoy a low-maintenance lifestyle while preserving the community's exceptional curb appeal. The neighborhood is also golf-cart friendly and offers a true sense of community with frequent resident events and social activities. The location is simply outstanding. Residents enjoy convenient access to Waterleigh Village with Publix, restaurants, and everyday services, while Hamlin Town Center is just minutes away, offering shopping, dining, entertainment, fitness, and medical facilities. Walt Disney World is approximately 13 minutes away, and major roadways including SR-429 provide quick connections to Downtown Orlando, Winter Garden Village, Windermere, and Orlando International Airport. Families will appreciate the proximity to highly regarded Horizon West schools, including Atwater Bay Elementary located within the community itself, further enhancing the convenience and appeal of this exceptional neighborhood. Whether you're looking for a primary residence, a long-term investment, or simply a home that delivers an unparalleled Florida lifestyle, 16596 Point Rock Drive presents a rare opportunity to own in one of Winter Garden's most successful and vibrant master-planned communities. Experience the best of Waterleigh living—where resort-style amenities, scenic lake surroundings, and an unbeatable Horizon West location come together to create a truly exceptional place to call home. Motivated seller.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Alexandre Zapparoli Llc (321-444-8701)
12451 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787
$594,99044 Days on yellowkey MLS ID: O6411261
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2500 Built: 2026Monthly Fee: $96 Tax: $5,390 (2026)Community: Osprey RanchSingle Family
Taxes:$5,390
Tax Year: 2026
Remarks: Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
14038 JOMATT LOOP, WINTER GARDEN, FL 34787
$1,034,00095 Days on yellowkey MLS ID: O6394977
REDUCED by $25,000 (2.4%) on 07/01/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4105 Built: 2018Monthly Fee: $70 Tax: $7,306 (2025)Community: Cypress ReserveSpa: NoSingle Family
Taxes:$7,306
Elementary School: Sunrise Elem
Middle School: SunRidge Middle
Remarks: One or more photo(s) has been virtually staged. POOL HOME | PRIMARY SUITE ON MAIN FLOOR | PRIVATE OFFICE | THEATER ROOM | LOFT | 3-CAR GARAGE Welcome to this exceptional pool home in Cypress Reserve, offering over 4,100 square feet of thoughtfully designed living space with 4 bedrooms, 3.5 bathrooms, a private office, spacious loft, dedicated theater room, and a 3-car garage. Combining luxury, flexibility, and everyday comfort, this beautifully maintained residence delivers the lifestyle today's buyers are searching for. From the moment you step inside, soaring 20-foot ceilings, dramatic windows, and abundant natural light create an impressive first impression. A grand staircase and second-story balcony overlook the main living area, adding architectural elegance and an open, airy feel throughout the home. Just off the entry, formal living and dining spaces provide the perfect setting for entertaining, while the private office with French doors offers an ideal work-from-home setup. At the heart of the home is a beautifully appointed gourmet kitchen designed for gathering and entertaining. Features include a gas cooktop, built-in convection oven and microwave, pot filler, designer backsplash, oversized center island, and extensive cabinetry for exceptional storage. The kitchen seamlessly opens to the family room and overlooks the backyard oasis beyond. The first-floor primary suite is a true retreat, featuring tray ceilings, a spacious sitting area perfect for a home gym, reading nook, or secondary office, and a custom oversized walk-in closet. The luxurious primary bath offers dual vanities, a soaking tub, abundant cabinetry, and a large walk-in shower complete with a rain shower head. Upstairs, you'll find an expansive loft, a dedicated media/theater room, and three additional bedrooms. A Jack-and-Jill bedroom layout with walk-in closets provides both privacy and functionality, while the flexible floor plan offers the potential to convert the loft or theater room into a fifth bedroom if desired. Step outside and discover your own private backyard retreat. The screened, heated saltwater pool features a sun shelf and is surrounded by an expansive paver patio, creating the perfect setting for entertaining, weekend gatherings, or relaxing Florida evenings. With HOA green space behind the property, you'll enjoy enhanced privacy and a more open backyard view. Additional upgrades include 8-foot doors throughout, high ceilings, a tankless water heater, oversized under-stair storage, a spacious laundry room with utility sink and storage cabinetry, and beautiful low-maintenance landscaping. Located within walking distance of highly rated SunRidge Elementary and Middle School, this home offers easy access to downtown Winter Garden, Winter Garden Village, SR-429, Florida's Turnpike, I-4, Downtown Orlando, Orlando International Airport, and Walt Disney World. Outdoor enthusiasts will appreciate the nearby West Orange Trail and Tucker Ranch Recreation & Nature Complex with hundreds of acres of trails, parks, and recreational opportunities. Residents of Cypress Reserve enjoy a community pool, playground, and low HOA fees. If you've been searching for a spacious, move-in-ready pool home with a first-floor primary suite, office, theater room, loft, and 3-car garage, this exceptional home checks every box. Schedule your private showing today.
Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
Listing Agent: Deb Schroeder (407-234-2256)
13217 TOLLCROSS WAY, WINTER GARDEN, FL 34787
$1,249,000498 Days on yellowkey MLS ID: O6285385
REDUCED by $1,000 (0.1%) on 07/01/2026
Bed: 6 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4152 Built: 2025Monthly Fee: $110 Tax: $2,342 (2024)Community: Westhaven At OvationSpa: YesSingle Family
Taxes:$2,342
Remarks: PRICE IMPROVEMENT! Skip the wait and step into luxury with this never-occupied 2025 Toll Brothers Griffin Craftsman residence, perfectly positioned on one of the most desirable premium waterfront homesites in Westhaven at Ovation. Offering breathtaking water views with no front or rear neighbors, this exceptional residence showcases an extraordinary collection of premium builder options, designer upgrades, luxury outdoor enhancements, and resort-inspired living that sets it apart from standard new construction. Originally designed as a personal residence rather than a speculative build, every upgrade was thoughtfully selected with quality, comfort, and timeless elegance in mind, creating a home that stands far above the ordinary. Offering more than 4,150 square feet of impeccably designed living space, this extraordinary home features 6 bedrooms, 5 full bathrooms, a private office, a spacious loft, and a 2-car garage, delivering the perfect blend of luxury, comfort, and functionality. At the heart of the home is a spectacular gourmet kitchen featuring an upgraded floor plan, Butler's Pantry, a stunning waterfall quartz island, premium cabinetry, designer finishes, LED accent lighting, and an expansive multi-slide glass door that seamlessly connects the interior living spaces with the resort-style outdoor retreat. Designed to impress, the outdoor living area rivals that of a private luxury resort, showcasing a spectacular custom-designed heated pool and spa, an extended covered lanai, outdoor kitchen preparation, privacy wall, and peaceful waterfront views. With approximately $240,000 invested in the custom pool, spa, and outdoor living area alone, this backyard offers an exceptional lifestyle rarely found in today's luxury new construction homes. The elegant primary suite is a true private sanctuary, featuring a tray ceiling, spa-inspired bathroom, an oversized glass-enclosed shower, and an exclusive covered balcony overlooking the water. Throughout the home you'll appreciate engineered wood stair treads, upgraded railings, premium flooring, quartz countertops, upgraded interior doors, Smart Home technology, security and Wi-Fi prewiring, designer lighting, and countless luxury finishes that elevate this residence well beyond the builder's standard specifications. Located in the highly sought-after Westhaven at Ovation, residents will soon enjoy an exceptional resort-style clubhouse featuring a swimming pool, fitness center, and gathering spaces. Ideally located just minutes from Walt Disney World, Flamingo Crossings, Horizon West, world-class shopping, dining, golf courses, and major highways, this home offers one of Central Florida's most desirable luxury lifestyles. Why wait months to build when this extraordinary home is complete, never occupied, and available today? Every major upgrade has already been thoughtfully selected and completed, allowing you to enjoy the very best of Toll Brothers luxury living from day one. This is a rare opportunity to own one of the finest residences in Westhaven at Ovation at an exceptional new price. Schedule your private showing today and experience the difference for yourself.
Listing is courtesy of: JR CERQUEIRA REALTY CORP (407-217-4073)
Listing Agent: Jose Ricardo Cerqueira (407-217-4073)
15027 GROVESIDE RD, WINTER GARDEN, FL 34787
$499,63090 Days on yellowkey MLS ID: O6398345
1 Days Off yellowkey (back on 7/1/2026)
INCREASED by $5,000 (1.0%) on 06/17/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1846 Built: 2026Monthly Fee: $247 Tax: $1,375 (2025)Community: Parkview At HamlinTownhouse
Taxes:$1,375
Remarks: Under Construction. Ready in August 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 1,846 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed by your spacious study and storage closet. As you continue up, you will find luxury vinyl plank flooring that 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.
Listing is courtesy of: DRB GROUP REALTY, LLC (407-270-2747)
Listing Agent: Adam Schott (407-270-2747)
15051 GROVESIDE RD, WINTER GARDEN, FL 34787
$490,57563 Days on yellowkey MLS ID: O6406358
Remarks: Under Construction. Ready estimate in August 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 1,846 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed by your Study Room with Storage space. As you continue up, you will find luxury vinyl plank flooring that 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.
15130 OVATION DR, WINTER GARDEN, FL 34787
$840,00037 Days on yellowkey MLS ID: O6413647
0 Days Off yellowkey (back on 7/1/2026)
Bed: 7 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4688 Built: 2009Monthly Fee: $167 Tax: $6,472 (2025)Community: Belle Meade Ph 02 HSpa: YesSingle Family
Taxes:$6,472
Remarks: Virtually Staged. Discover 15130 Ovation Dr, recently enhanced with a new roof and partial flooring replacement, setting a fresh tone for the residence. The kitchen is equipped with all stainless steel appliances. The primary bedroom contains a walk in closet, while its bathroom includes double sinks and a separate tub and shower. Exterior amenities feature a covered patio and an in ground pool. A must-see combining modern updates with comfort and recreation.. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
1906 SHERBOURNE ST, WINTER GARDEN, FL 34787
$477,00038 Days on yellowkey MLS ID: S5151079
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2029 Built: 2002Monthly Fee: $46 Tax: $2,815 (2025)Community: Stone Creek 44/131Single Family
Taxes:$2,815
Elementary School: Whispering Oak Elem
Remarks: Experience luxury living in one of Winter Garden’s most desirable areas. This beautifully upgraded single-family home offers 4 spacious bedrooms and 2.5 elegant bathrooms, blending modern comfort with timeless sophistication. From the moment you step inside, you are welcomed by an open-concept design filled with natural light, enhanced by high-quality porcelain tile flooring throughout, adding elegance, durability, and a sleek modern finish to the entire home. The gourmet-style kitchen, fully renovated in June 2024, showcases contemporary finishes, modern design, and exceptional functionality for even the most discerning buyer. The outdoor space features a spacious covered patio, perfect for extending your living area, ideal for entertaining, enjoying Florida’s year-round weather, or relaxing in privacy. A 2-car garage adds convenience and everyday practicality. Recent upgrades provide lasting value and peace of mind, including a newer roof (2021) and an energy-efficient A/C system (2017), ensuring comfort and reliability for years to come. Located in a highly sought-after Winter Garden community, this home places you just minutes from upscale dining, boutique shopping, parks, and the vibrant lifestyle that makes this area so desirable. A rare opportunity to own a move-in-ready home that perfectly combines luxury, style, and location. Schedule your private showing today and experience elevated living at its finest.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Esperanza Posso Arce (407-242-3799)
9611 LOST CREEK DR, WINTER GARDEN, FL 34787
$765,000177 Days on yellowkey MLS ID: O6373845
REDUCED by $30,000 (3.8%) on 07/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2909 Built: 2021Monthly Fee: $260 Tax: $11,300 (2025)Community: WaterleighSingle Family
Taxes:$11,300
Remarks: No rear neighbors! Situated on a premium conservation lot with lake views, this fully furnished 4-bedroom, 3-bathroom two-story home in the desirable Waterleigh community offers privacy, upgrades, and true move-in-ready convenience. Exceptional curb appeal features a brick paver driveway and welcoming front porch. Inside, enjoy wood-look tile throughout the main living areas, a flexible formal sitting room ideal for entertaining or home office, and an open-concept layout filled with natural light. The upgraded kitchen showcases custom gray cabinetry, stainless steel appliances, designer backsplash, pendant lighting, and generous counter space, flowing seamlessly into the dining and family room. Large windows frame tranquil views of the conservation area and lake, creating a peaceful backdrop for everyday living and entertaining. A first-floor bedroom with full bathroom provides an ideal guest or multigenerational suite. Upstairs, the spacious primary retreat features a tray ceiling and spa-style bath with dual sinks, soaking tub, and separate shower. A large loft offers flexible space for media, office, or play area, also with serene backyard and water views. Two additional bedrooms and a full bath complete the upper level. Step outside to your private outdoor oasis featuring a covered brick-paver lanai with summer kitchen, perfect for entertaining, plus a fully fenced backyard with room to add a pool — all while enjoying the privacy of no rear neighbors and protected conservation behind the home. Waterleigh residents enjoy 3 resort-style pools, 2 clubhouses with fitness centers, walking trails, sand volleyball, dog park, fishing and observation pier, tennis courts, pickleball, playgrounds, and lawn maintenance included in HOA. Zoned for Water Spring Elementary, Water Spring Middle School, and Horizon High School. Prime location near Disney, shopping, dining, SR-429, I-4, SR-417, and Publix. With furniture, golf cart, seller credit, premium lot, outdoor kitchen, and EV-ready garage all included, this home offers outstanding value and an effortless move-in experience.Schedule your private showing today.
Listing is courtesy of: M2M REALTY (407-401-2275)
Listing Agent: Patricia Mendonca Garcia Cunha (321-333-1946)
1152 PRADO LN, WINTER GARDEN, FL 34787
$2,615,32010 Days on yellowkey MLS ID: O6413825
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4658 Built: 2026Monthly Fee: $150 Tax: $399 (2025)Community: Grove/OaklandSingle Family
Taxes:$399
Elementary School: Tildenville Elem
Remarks: Under Construction. Introducing one of Central Florida's most distinguished new addresses — the Oakshade floor plan by award-winning Davila Homes, nestled within the exclusive, boutique enclave of The Grove at the Harvest District in the charming Town of Oakland, Florida. Spanning an impressive 4,658 square feet, this stunning residence offers six generously sized bedrooms, each with its own private ensuite bath, delivering the ultimate in comfort and privacy for family and guests alike. A dedicated home office provides the perfect retreat for focused work, while the airy upper-level loft adds flexible living space ideal for a media room, playroom, or secondary lounge. Step outside and experience true Florida luxury a custom pool serves as the centerpiece of the outdoor living area, perfectly positioned to capture serene pond views that make every morning and evening feel like a private escape. Seamless indoor-outdoor integration defines this home's design philosophy, with expansive windows flooding the interior with natural light and blurring the line between inside and out. Inside, Davila Homes' signature craftsmanship is evident at every turn: timeless architecture, high-end finishes, an open-concept layout designed for effortless entertaining, and a gourmet kitchen appointed with state-of-the-art appliances. Every detail was thoughtfully curated and personalized through Davila's exclusive Design Center experience. The Grove is one of Oakland's most intimate and sought-after communities, featuring just 44 homesites surrounded by lush common areas, water features, walking trails, and bike paths. Minutes from the vibrant shops and dining of Downtown Winter Garden, top-rated West Orange County schools, and the beloved West Orange Trail, yet tucked away in the quiet charm of one of Central Florida's most historic small towns.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Alexis Anderson (561-670-5901)
15121 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787
$824,90029 Days on yellowkey MLS ID: O6416065
4 Days Off yellowkey (back on 7/1/2026)
REDUCED by $50,000 (5.7%) on 06/19/2026
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4042 Built: 2016Monthly Fee: $180 Tax: $552 (2024)Community: Signature Lakes Ph 3B-4Single Family
Taxes:$552
Elementary School: Independence Elementary
Remarks: Under contract-accepting backup offers. Welcome to 15121 Evergreen Oak Loop, a stunning 6-bedroom, 4-bathroom home offering over 4,200 square feet of thoughtfully designed living space in one of Winter Garden's most desirable communities. Situated on an oversized homesite with no rear neighbors, this exceptional property combines space, comfort, and privacy with beautiful conservation views and breathtaking Florida sunsets. The heart of the home is the expansive gourmet kitchen featuring stainless steel appliances, a large center island, abundant cabinetry, and an open-concept design that flows seamlessly into the main living areas—perfect for entertaining family and friends. Flexible living spaces include a first-floor bedroom and full bath, ideal for guests, a home office, or multigenerational living. Upstairs, you'll find a spacious theater room complete with reclining theater seating, projector, screen, and surround sound system—all included with the home—creating the ultimate space for movie nights, sporting events, and gaming. The luxurious primary suite serves as a private retreat with a spa-inspired bath, dual vanities, soaking tub, separate shower, and oversized walk-in closet. Step outside to enjoy peaceful conservation views from multiple outdoor living spaces, offering a level of privacy rarely found in Horizon West. Whether you're enjoying your morning coffee or winding down in the evening, this home provides the perfect backdrop for Florida living. Location is everything, and this home delivers. Just minutes away is the newly opened Horizon West Regional Park, a 215-acre recreational destination featuring an inclusive playground, walking and biking trails, picnic pavilions, athletic fields, open green space, and recreational facilities. Future phases are planned to bring additional trails, expanded recreational amenities, and nature-focused areas, adding even more value to this already exceptional location. Residents enjoy convenient access to top-rated schools, shopping, dining, major highways, Disney attractions, and everything that makes Horizon West one of Central Florida's most sought-after places to live. Offering an ideal combination of size, functionality, entertainment, and location, this is a rare opportunity to own a truly special home in the heart of Winter Garden.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Adam Jackson (407-572-6252)
1343 CASTLEPORT RD, WINTER GARDEN, FL 34787
$525,00029 Days on yellowkey MLS ID: O6414756
REDUCED by $10,000 (1.9%) on 07/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2170 Built: 2001Monthly Fee: $243 Tax: $4,191 (2025)Community: Stoneybrook WestSpa: NoSingle Family
Taxes:$4,191
Remarks: 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.
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: Kristi Matthew (407-325-6107)
1610 BEULAH RD, WINTER GARDEN, FL 34787
$450,00022 Days on yellowkey MLS ID: O6418153
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2210 Built: 1998Monthly Fee: $44 Tax: $2,189 (2025)Community: Orange CoveSingle Family
Taxes:$2,189
Remarks: Welcome to 1610 Beulah Road, a custom built home in one of Winter Garden's most convenient locations. Situated directly across from West Orange High School, this exceptional property offers the perfect blend of privacy, tranquility, and accessibility. Just five minutes from Historic Downtown Winter Garden and Plant Street Market, you'll enjoy easy access to award winning dining, boutique shopping, the popular Farmers Market, Crooked Can Brewing Company, and countless community events throughout the year. Designed with comfort and quality in mind, this custom residence is nestled against protected wooded wetlands, creating a peaceful backdrop rarely found so close to town. Relax and unwind from the screened rear patio while taking in the serene views and natural beauty of the private backyard setting. With no rear neighbors and lush conservation views, this home offers a quiet retreat that feels worlds away. Commuters will appreciate the easy access to State Road 429 and the Florida Turnpike, providing convenient connections to Downtown Orlando, Lake County, and major employment centers throughout Central Florida. Whether you're searching for a home near Downtown Winter Garden, top rated schools, or a property with privacy and scenic views, 1610 Beulah Road delivers an unbeatable combination of location, craftsmanship, and lifestyle. Experience the best of Winter Garden living with the perfect balance of convenience and natural beauty.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
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