Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
Living Area Square Feet: 2500 to 2999
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Winter Garden - 156 properties found
7542 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787
$610,00027 Days on yellowkey MLS ID: O6411397
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2638 Built: 2018Monthly Fee: $157 Tax: $7,469 (2025)Community: Panther View 40Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,469
Elementary School: Panther Lake Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Nestled in the sought-after Innovation at Panther View community of Horizon West, this 5-bedroom, two-story home delivers the space, style, and flexibility today's buyers are looking for, with solar and a Tesla EV charger already in place to keep your monthly energy costs working in your favor. Step inside to rich wood-look tile flooring that flows throughout the entire first floor, setting a warm yet sophisticated tone. The heart of the home is a show-stopping gourmet kitchen featuring white shaker cabinets, quartz countertops, a dramatic shiplap island with seating for four, subway tile backsplash, stainless appliances, and statement black pendant lighting. It opens seamlessly to the dining area and living spaces, making it a true chef's dream and the natural gathering point of the home. A formal sitting room with beadboard wainscoting and a gorgeous chandelier adds an elegant touch perfect for entertaining. This home gives you more than just 5 bedrooms. A flexible den on the first floor works beautifully as a home office, a study, or a playroom, and the first-floor guest bedroom is ideal for multigenerational living or visiting family. Upstairs, a spacious loft with custom board-and-batten accent walls offers a true second living space, perfect as a media room, kids' hangout, or upstairs lounge. Retreat to the grand primary suite with a tray ceiling, custom wainscoting wall, and a en-suite bath complete with a garden soaking tub, dual vanities, and a walk-in glass shower. Three additional bedrooms with thoughtful character round out the upper level. Step outside to the screened lanai and enjoy easy, low-maintenance Florida living year-round. Innovation at Panther View is a boutique 152-home community wrapped by the Panther Lake golf course, with amenities including a playground, dog park, outdoor amphitheater, covered BBQ pavilion, and walking trails. Just minutes from SR-429, Hamlin Town Center, top-rated Orange County schools, and Walt Disney World, with the new Horizon West Regional Park.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sheri Morrison (407-476-4424)
17100 BEACHGRASS, WINTER GARDEN, FL 34787
$834,99040 Days on yellowkey MLS ID: O6407707
3 Days Off yellowkey (back on 6/15/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2781 Built: 2025Monthly Fee: $172 Tax: $10,646 (2025)Community: Lake Star At OvationSpa: NoSingle Family
Taxes:$10,646
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Experience elevated everyday living in the Wekiva model home, a beautifully designed two-story floorplan that blends spacious living areas with designer finishes and thoughtful details throughout. From the inviting front porch to the bright, open living spaces inside, this home is crafted to impress at every turn. The main level features a wide-open layout that connects the family room, dining space, and kitchen, creating an ideal setting for both entertaining and everyday life. The kitchen shines with crisp white cabinetry, quartz-style countertops, built-in stainless steel appliances, and an oversized island with seating—all highlighted by statement pendant lighting and rich, warm flooring. A walk-in pantry and adjacent powder bath add convenience, while a private guest suite on the first floor offers flexibility for visitors or a home office. Upstairs, the owner’s suite feels like a private retreat, complete with tray ceiling detail, dual-sink vanity, a large walk-in shower, and a spa-inspired soaking tub. Three additional bedrooms, multiple full bathrooms, a bright loft space, and an upstairs laundry room create a functional layout designed to support busy, modern living. Step outside to the covered lanai to find a peaceful outdoor extension of the home—perfect for morning coffee or evening get-togethers. With its charming exterior, rear-load garage, and professionally designed interiors, the Wekiva model offers a true sense of luxury and comfort.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Stacie Brown Kelly (407-221-4954)
12971 HARVEST RAIN AVE, WINTER GARDEN, FL 34787
$787,562119 Days on yellowkey MLS ID: O6385596
1 Days Off yellowkey (back on 6/15/2026)
REDUCED by $50,000 (6.0%) on 05/09/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2858 Built: 2026Monthly Fee: $140Community: Harvest At OvationSingle Family
Taxes:$0
Remarks: Pre-Construction. To be built. What's Special: Gourmet Kitchen | Covered Patio | Extended Patio | Oversized Patio | Flat Lot. New Construction - June Completion! Built by America's Most Trusted Home Builder. Welcome to the Ozark at 12971 Harvest Rain Avenue in Harvest at Ovation! This delightful new home welcomes you with a gallery-style foyer that leads to a dedicated study and a hall with a powder room, two secondary bedrooms, and two full bathrooms, including one en-suite. Across the foyer, you will find the laundry room and entry to the two-car tandem garage. At the heart of the home, the dining area flows easily into the great room and gourmet kitchen with its center island and walk-in pantry for everyday convenience. A pocket sliding door opens to an extended covered lanai where you can enjoy the outdoors in comfort. Tucked at the back, the private primary suite features a tray ceiling, a luxurious spa-inspired bathroom, and a large walk-in closet that creates a peaceful retreat. 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. Choose your own design selections. Additional Highlights Include: Gourmet kitchen, study in place of bedroom, shower at bath 3, pocket slider at great room, extended lanai, tray ceiling pkg, 8' interior doors, and second sink at bath 2. Photos are for representative purposes only. MLS#O6385596
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
12475 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787
$644,99028 Days on yellowkey MLS ID: O6411217
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)
4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787
$680,00036 Days on yellowkey MLS ID: S5150274
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2868 Built: 2015Monthly Fee: $187 Tax: $10,422 (2025)Community: Orchard Hills Ph 2Single Family
Taxes:$10,422
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Located in the highly sought-after community of Orchard Hills, this stunning home offers the epitome of Central Florida living. Orchard Hills is a community that attracts buyers from all walks of life, making it an ideal investment. This spacious, single-story residence boasts 5 bedrooms, 3 full bathrooms, and one half-bath, ready for you to move in. From the moment you step inside, you'll be captivated by the expansive open spaces that flow seamlessly, creating a welcoming and bright ambiance. The well-thought-out design ensures that every corner of the home feels expansive and filled with natural light. The heart of this home is, without a doubt, its gourmet kitchen. Equipped with modern stainless steel appliances, gleaming granite countertops, and a generous center island, this kitchen is a chef's dream. Whether you're preparing a quick meal or hosting a large gathering, you'll have all the space and amenities you need. Adjacent to the kitchen, the ample living area provides the ideal space to relax and enjoy moments with your loved ones. Washer & Dryer do NOT convey. Click Virtual Tour 1 to visit the Property. New Laminated Floors and interior painting, refresh up the living space.
Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)
Listing Agent: Liana Primera De Hernandez (786-816-7167)
13404 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787
$769,99011 Days on yellowkey MLS ID: G5113736
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2689 Built: 2026Monthly Fee: $160Community: Serenade At OvationSingle Family
Remarks: Virtually Staged. Under Construction. The Biscayne floorplan offers a spacious two-story design that perfectly balances functionality and flexibility, ideal for growing families. The open-concept design flows seamlessly from the dining room into the expansive great room, making it perfect for entertaining. A covered patio extends your living space outdoors, ideal for relaxing or hosting gatherings. A bonus room on this level provides additional versatility, perfect for a playroom or media space. SAMPLE IMAGE
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
18344 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$725,000184 Days on yellowkey MLS ID: S5140531
REDUCED by $20,000 (2.7%) on 06/13/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2924 Built: 2023Monthly Fee: $300 Tax: $1,706 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$1,706
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Short Sale. Beautiful home located in one of Winter Garden’s most prestigious communities, Waterleigh. This property offers conservation views, no rear neighbors, and a fully fenced backyard, providing privacy and tranquility. Features include brick exterior, no carpet throughout, a whole-house water filtration system, and innovative stairway lighting that activates as you walk, guiding each step with modern design and added safety. The gourmet kitchen is ideal for everyday living and entertaining. The layout offers 4 bedrooms and 3 full bathrooms, two spacious living areas, one on the main level and a large upstairs family room, plus a versatile loft. Waterleigh offers spectacular resort-style amenities, including three large pools, fitness center, multiple event and clubhouse spaces, as well as schools and shopping within the community. An exceptional opportunity in a highly desirable residential area.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Jacqueline Cepeda (407-954-1983)
705 GARDEN WEST TER, WINTER GARDEN, FL 34787
$1,275,00051 Days on yellowkey MLS ID: O6403363
REDUCED by $25,000 (1.9%) on 06/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2698 Built: 2020Monthly Fee: $232 Tax: $10,345 (2025)Community: Garden WestSingle Family
Taxes:$10,345
Elementary School: Tildenville Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Nestled within the intimate Garden West enclave — just 11 exclusive homesites — this 4-bedroom, 3-bathroom J&J Building masterpiece spans 2,698 square feet of meticulously curated living space and sits directly on the West Orange Trail. Lace up your sneakers and you're seconds from one of Florida's premier multi-use trails, stretching 22 scenic miles through the heart of West Orange County. Located in the heart of Winter Garden's beloved Golf Cart District, Downtown Winter Garden's vibrant Plant Street is just a half mile away — putting award-winning restaurants, the beloved Saturday farmers market, boutique shops, and year-round community events right at your doorstep. From the moment you arrive, the Florida-inspired architecture, lush professionally re-landscaped grounds with low-voltage landscape lighting, and inviting covered front porch signal that every detail has been considered. Inside, the owners have transformed this already exceptional home into something truly turnkey. Two stunning shiplap feature walls anchor the main living spaces, while all-new designer lighting fixtures — inside and out — have been upgraded throughout and are fully programmable via the Leviton app, so you can set the perfect ambiance from anywhere. The chef's kitchen remains the heart of the home, featuring a Dacor 36" gas range, Samsung Pro dark stainless appliances, quartz countertops, subway tile backsplash, and ceiling-height cabinets beneath a one-of-a-kind shiplap vented hood. A reverse osmosis water filtration system at the kitchen sink adds a thoughtful, health-forward touch. Natural oak hardwood floors, crown molding, and custom woven wood window treatments on the first floor carry sophistication from room to room, while cordless blinds keep the second floor clean and effortless. The main floor offers an open living area with a guest bedroom and full bath — ideal for visitors or multigenerational living. The living room features a mounted, tilt-and-extend TV (included) paired with a Sonos sound system, controlled seamlessly by app for both the living room and lanai. Upstairs, the primary suite, two additional bedrooms, and a versatile loft provide space to spread out. Step outside and the screened lanai — enclosed with premium no-see-um screen material — becomes a true outdoor living room. Backyard café string lights, a mounted TV (included), Sonos audio, a natural gas BBQ stub-out, a retractable privacy blind, and no rear neighbors make this the ultimate Florida entertaining space. Additional outdoor power outlets and thoughtfully designed landscape lighting round out the backyard experience. Built for efficiency and peace of mind, the home features spray foam insulated block walls, energy-efficient double-pane windows, a radiant roof barrier, and a tankless gas water heater. Programable keyless entry locks secure all exterior doors, including the garage. The detached two-car garage — complete with a dedicated golf cart bay and overhead SafeRack storage — connects to the main house via a covered breezeway, a nod to the community's lifestyle-first design. This is more than a home. It's a lifestyle — trail, town, golf cart community, and turnkey luxury all in one.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Alexis Anderson (561-670-5901)
393 LAKE AMBERLEIGH DR, WINTER GARDEN, FL 34787
$615,000160 Days on yellowkey MLS ID: O6374079
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2684 Built: 2002Monthly Fee: $117 Tax: $2,690 (2025)Community: AmberleighSingle Family
Taxes:$2,690
Remarks: Located in a quiet, gated community within a highly rated school zone, this well-maintained home offers comfort, privacy, and thoughtful upgrades. The home features two AC systems, including a main unit with an electronic air cleaner, a high-efficiency water heater, and a whole-house reverse osmosis and water softening system, along with updated double-pane windows on the back of the home. A NEW ROOF (2024) adds long-term peace of mind. Inside, you'll find 18.5-foot ceilings in the family room, plantation shutters, custom drapes, and ceiling fans, with wood flooring and travertine tile that complement each other throughout. The kitchen is finished with granite countertops, tile backsplash, a cherry wood bar top, and quality appliances. With a private backyard that is great for cookouts you can enjoy the gated living in a home ideally located near major highways, Central Florida attractions, and Downtown Winter Garden. - Schedule your tour today!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Dominick Florio (321-377-4045)
12554 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$599,000273 Days on yellowkey MLS ID: O6346537
1 Days Off yellowkey (back on 6/13/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2743 Built: 2025Monthly Fee: $96 Tax: $1,862 (2024)Community: Osprey Ranch-Ph 1Single Family
Taxes:$1,862
Remarks: This tenant-occupied home, rented for $3,400/month until June 30, 2026, presents an excellent investment opportunity with immediate income. Located in the desirable Osprey Ranch community of Winter Garden, the property features 4 bedrooms, 3.5 bathrooms, and 2,743 heated square feet of living space. The functional floor plan includes a modern kitchen with all appliances and a laundry room with washer and dryer. Osprey Ranch, in the highly sought-after Horizon West area, offers a lifestyle of comfort and recreation. Community amenities include a resort-inspired pool and cabana currently under construction, plus a splash pad, playground, and dog park. Showings must be scheduled in advance with the listing agent.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Adriana Pl Franzoi (407-924-0872)
3351 HANGING TIDE ST, WINTER GARDEN, FL 34787
$635,00041 Days on yellowkey MLS ID: O6407746
0 Days Off yellowkey (back on 6/12/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2741 Built: 2021Monthly Fee: $152 Tax: $7,521 (2025)Community: Lakeview Preserve Ph 2Single Family
Taxes:$7,521
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this move in ready home newly built in 2021 in the gated Lakeview Preserve community. This single story home is offering 4 bedrooms, 3.5 bathrooms, with split bedroom layout and a spacious open floor plan. Step inside to find a bright and airy living space that seamlessly connects the kitchen, dining, and living areas. The gourmet kitchen is the centerpiece of the home, featuring sleek quartz countertops, a large center island ideal for gatherings, and ample cabinetry for storage. Whether you're hosting guests or enjoying a quiet night in, this layout delivers both comfort and functionality. The split bedroom design provides added privacy, with a generously sized primary suite offering a peaceful retreat. Additional bedrooms are well appointed and versatile, perfect for guests, a home office, or growing families. This gated community features resort style amenities including a clubhouse, zero entry pool, splash pad, playground, fitness center, and a private dock with kayak launch on John’s Lake, offering the ideal setting to experience the best of Florida living. Located just minutes from the charm of Downtown Winter Garden, you’ll enjoy access to boutique shopping, local dining, farmers markets, and the popular West Orange Trail for biking and outdoor recreation. Food lovers will appreciate nearby favorites like The Hangry Bison, Chef's Table at the Edgewater, and Crooked Can Brewing offering everything from casual bites to upscale dining. Convenient access to Florida State Road 429 and Florida State Road 408 makes commuting to Orlando and nearby attractions a breeze. Don't miss out on this opportunity and schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Devon Sobers (407-341-4720)
642 MEDORA WAY, WINTER GARDEN, FL 34787
$1,137,15015 Days on yellowkey MLS ID: O6413483
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2995 Built: 2026Monthly Fee: $155 Tax: $993 (2025)Community: Lakeview Village EstatesSingle Family
Taxes:$993
Elementary School: Dillard Street Elem
Remarks: Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Palmetto floor plan, offering 4 bedrooms, 3 bathrooms, and a beautifully designed open-concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, quartz countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Tatiana Souza (407-467-9914)
650 MEDORA WAY, WINTER GARDEN, FL 34787
$1,157,19015 Days on yellowkey MLS ID: O6413464
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2902 Built: 2026Monthly Fee: $155 Tax: $993 (2025)Community: Lakeview Village EstatesSingle Family
Remarks: Under Construction. Under Construction. Welcome to Lakeview Village Estates, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Cypress floor plan, offering 4 bedrooms, 3 bathrooms, and a beautifully designed open- concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice.
181 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$600,00025 Days on yellowkey MLS ID: O6412174
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2940 Built: 2002Monthly Fee: $67 Tax: $7,609 (2025)Community: Lakeview ReserveSingle Family
Taxes:$7,609
Remarks: Virtually Staged. Experience elevated living in the gated WATERFRONT community of Lakeview Reserve, ideally situated in the heart of historic downtown Winter Garden in the GOLF CART DISTRICT with LOW HOA. This impressive FIVE-bedroom, THREE-bath residence with dining space and LOFT offers an exceptional combination of space, comfort, and versatility, thoughtfully designed to accommodate both everyday living and grand-scale entertaining. Boasting a generous floor plan with expansive living areas and well-proportioned bedrooms, the home provides ample room for growing families, multigenerational living, or those seeking dedicated spaces for a home office, fitness room, or media retreat. Situated on a premium homesite spanning nearly one-quarter of an acre (.19), the property presents endless possibilities for outdoor enjoyment. Whether you envision creating a private backyard oasis, adding a custom pool, designing an outdoor kitchen, or simply enjoying the abundance of open green space, this oversized lot offers the flexibility to bring your vision to life while still providing plenty of room for recreation and relaxation. Upon entering, you are welcomed by a thoughtfully designed open-concept floor plan enhanced by new flooring and a freshly painted interior (2023-2024), creating a bright and inviting atmosphere throughout. The beautifully appointed and newly UPDATED gourmet kitchen serves as the heart of the home, featuring stainless-steel appliances, quartz countertops, shaker style cabinets, and two pantries. The living area is adjacent to the kitchen and presents a great opportunity to expand into the outdoor space creating an indoor-outdoor vibe. Designed with flexibility and comfort in mind, the main level offers a generously sized guest bedroom and a full bathroom, ideal for visitors, a home office, or multigenerational living. The laundry room and dining space are also located on the main level. Upstairs, the spacious primary suite provides a private retreat, while three additional bedrooms, full bath, and loft offer abundant space for family and guests. The primary suite includes a garden tub with separate shower, vanity, linen closet, and walk-in closet. Enjoy picturesque views of Lake Apopka from multiple vantage points throughout the home, creating a serene backdrop for everyday living. ADDITIONAL UPDATES: roof (2018), water heater (2025), downstairs AC (2024-2025), Just moments away, residents enjoy exclusive access to a private community dock overlooking the lake—an idyllic setting for morning coffee, fishing, or taking in spectacular sunset views. Located within the golf-cart district, this remarkable home places you just minutes from the charming boutiques, acclaimed dining, farmers market, and year-round events that make downtown Winter Garden one of Central Florida’s most sought-after destinations. Convenient access to major highways (Turnpike, 429, East-West Expressway) further enhances the lifestyle, placing world-renowned attractions such as Walt Disney World, Universal, and downtown Orlando within easy reach. You can access the 22 mile long WEST ORANGE Trail just footsteps outside of the community to take in cycling and exercising. Move-in ready, this exceptional residence offers a rare opportunity to enjoy luxury, convenience, and a true sense of community in one of Winter Garden’s sought after gated neighborhoods. Measurements are approximate. Buyer is responsible for verifying information.
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Ashley Boyd (321-209-5540)
18386 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$724,900108 Days on yellowkey MLS ID: O6388830
0 Days Off yellowkey (back on 5/1/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2924 Built: 2024Monthly Fee: $280 Tax: $10,366 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$10,366
Remarks: **POND VIEW 4-BEDROOM IN WATERLEIGH!** Don’t miss this opportunity to own a spacious 4-bedroom, 3-bath home with nearly 3,000 sq ft in one of Winter Garden’s most sought-after communities, now aggressively priced to sell quickly. Situated on a premium **pond-view lot with no rear neighbors**, this home offers peaceful water views and added privacy. The open-concept layout provides generous living space, a large kitchen ideal for entertaining, and flexibility for everyday living. Why wait months and pay more for new construction? This home is **move-in ready now** no delays, no added upgrade costs, and priced below comparable homes in the area, making it one of the **best values in Waterleigh**. Nearly 3,000 sq ft; 4 bedrooms / 3 full bathrooms; Pond view with no rear neighbors; Open-concept layout with spacious living areas; Located in amenity-rich Waterleigh **Seller is motivated. Bring all offers.** LEASE WILL BE CONSIDERED. Opportunities like this don’t last. Schedule your showing today.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Linda Morgan (404-625-5256)
15456 GILLIGAN CT, WINTER GARDEN, FL 34787
$550,000328 Days on yellowkey MLS ID: A4660262
REDUCED by $25,000 (4.3%) on 06/12/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2571 Built: 2020Monthly Fee: $102 Tax: $8,702 (2024)Community: Winding Bay Ph 1BSingle Family
Taxes:$8,702
Remarks: Disney fireworks views, single-story living, low HOA — just 3.9 miles from Disney. Welcome to Winding Bay in Winter Garden, where location, lifestyle, and long-term value come together in one beautifully maintained home. This pristine 3-bedroom, 3.5-bath residence with a flexible bonus room offers the perfect setup for everyday living, visiting guests, remote work, or a potential future sleeping space with proper modification and verification. From the moment you arrive, the home makes a statement with its brick-paved driveway, stone-accented façade, and inviting curb appeal. Inside, the bright open floor plan is designed for comfort and function, featuring a dedicated built-in desk area, an oversized mudroom, an adjacent laundry room, custom cabinetry, and generously sized guest suites. The heart of the home is the chef-inspired eat-in kitchen, complete with 42-inch soft-close cabinetry, quartz countertops, designer backsplash, vented range hood, built-in microwave, massive walk-in pantry, and an oversized island with seating for up to eight — ideal for entertaining, hosting family, or gathering after a day at the parks. The open dining and family room are filled with natural light and flow seamlessly to the custom-designed backyard, where you can relax and enjoy direct views of Disney fireworks from home — a rare and memorable feature that truly sets this property apart. Winding Bay offers a peaceful, pride-of-ownership atmosphere with no short-term rentals permitted, helping preserve the neighborhood feel while still keeping you minutes from Disney, dining, shopping, schools, and major conveniences. Residents also enjoy a community pool, dog park, and a low HOA of just $102/month. Move-in ready, meticulously maintained, and positioned in one of Winter Garden’s most desirable communities, this home is ideal for owner-occupants, Disney professionals, second-home buyers, or anyone seeking proximity to the magic without the noise, crowds, or rental turnover. Private showings available by appointment.
Listing is courtesy of: NEXTHOME CASA BELLA ELITE (813-726-5646)
Listing Agent: Loren Rosenthal (813-726-5646)
6171 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$792,80513 Days on yellowkey MLS ID: G5113609
0 Days Off yellowkey (back on 6/11/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2688 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Elementary School: Hamlin Elementary
Remarks: Virtually Staged. Under Construction. Sample Image The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering FOUR bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully positioned for privacy. An additional bedroom and a flexible bonus room on the second floor provide ample space for family members or guests. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.
13062 SUNSET GARDEN LN, WINTER GARDEN, FL 34787
$693,27067 Days on yellowkey MLS ID: O6400441
INCREASED by $3,000 (0.4%) on 04/30/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2686 Built: 2026Monthly Fee: $77 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Taxes:$2,326
Remarks: Under Construction. Stunning new construction by Toll Brothers in desirable Horizon West, Winter Garden, estimated completion early 2027. This bungalow-style home features a covered entry, elegant foyer, and private first-floor guest suite. The open-concept layout offers a spacious dining area, designer kitchen with breakfast bar, and great room with access to a private courtyard, perfect for indoor-outdoor living. Upstairs includes two secondary bedrooms and a luxurious primary suite with walk-in closet and spa-inspired bath featuring dual vanities, separate shower, and private water closet. A standout feature is the detached garage with a private suite above, complete with full bath and loft, ideal for guests, office, or flexible living space.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Devahn Powell (571-234-7236)
12513 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$668,00076 Days on yellowkey MLS ID: O6397713
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2807 Built: 2023Monthly Fee: $210 Tax: $9,910 (2025)Community: Encore/Ovation Ph 3Single Family
Taxes:$9,910
Remarks: Crafted by MI Homes in the exclusive community of Encore at Ovation you will find 12513 Encore At Ovation Way, a gorgeous Wekiva model loaded with upgrades. The impressive floorplan is open and bright featuring neutral tones as the perfect base for your personal touches. The first floor boasts woodgrain tile throughout the main living areas. The kitchen goes well beyond functional with gorgeous upgrades including 42-inch cabinets, several glass front cabinet doors, tile backsplash, stainless steel drop-in farm sink, gas range, stainless steel appliances, frosted glass pantry door, and a huge breakfast bar. The family room, kitchen, dining room, guest bedroom, a full bath and power room are located on the first floor. Climb the beautiful staircase to find the large loft area, two additional bedrooms, a full bath, the laundry room, and the luxurious master suite with a cove ceiling, free standing tub, separate shower, and large walk-in closet. The covered front porch is ideal to relax and enjoy the beautiful pond view across the street, and the covered patio is the perfect place for a quite evening dinner. This home is built with features that meet the Energy Star® 3.1 home building requirements, saving you on the cost of ownership. It’s also backed by M/I Homes' industry leading 10-Year Transferable Warranty. This home has been maintained to perfection and is ready for new owners.
Listing is courtesy of: YORK MILLS REALTY LLC (626-328-8535)
Listing Agent: Jin Yao (407-619-9883)
12977 HARVEST RAIN AVE, WINTER GARDEN, FL 34787
$780,29028 Days on yellowkey MLS ID: O6411242
1 Days Off yellowkey (back on 6/11/2026)
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2837 Built: 2026Monthly Fee: $140Community: Harvest At OvationSingle Family
Remarks: Under Construction. What's Special: Dedicated Study | Gourmet Kitchen. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Saint Clair at 12977 Harvest Rain Avenue in Harvest at Ovation! This beautifully designed new home features an open-concept layout that blends everyday comfort with elevated style. The foyer leads into a spacious great room that seamlessly connects to a gourmet kitchen showcasing custom white cabinets, quartz countertops, and a large island, perfect for gathering and entertaining. Pocket sliding doors at the great room open to the lanai, creating a seamless indoor-outdoor living experience. The private primary suite is tucked at the rear of the home and offers a well-appointed bath and generous closet space. Three secondary bedrooms, each with their own en-suite baths, a private study, provide flexibility for a variety of needs, while luxury vinyl plank flooring throughout the main living areas adds both durability and elegance. 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: tray ceiling pkg, 8' interior doors, deluxe primary bath, pre-plumb for future laundry sink, outdoor kitchen rough-in, and whole house blinds. Virtually staged photos are for representative purposes only. MLS#O6411242
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