Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
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Winter Garden - 581 properties found
1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787
$519,900249 Days on yellowkey MLS ID: S5133690
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2035 Built: 2001Monthly Fee: $33 Tax: $6,403 (2024)Community: Tuscany Ph 02Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,403
Elementary School: Maxey Elem
High School: Ocoee High
Tax Year: 2024
Middle School: Lakeview Middle
Remarks: Golf cart district * Beautiful single-story home is nestled in a serene cul-de-sac in the heart of downtown Winter Garden.It is just an 8-minute drive to downtown Winter Garden, 5 minutes away from Publix, 10 minutes to Walmart, 14 minutes to target in winter garden village, easy access to SR-429 and Florida turnpike, offering exceptional convenience. This cozy 3-bedroom, 2-bathroom and an office can be an easy 4th bedroom. Modern single-story home provides 2,035 square feet of comfort and style. Fully renovated in 2022, featuring no carpeting throughout with dual offices, the kitchen has been updated with refinished cabinets and stainless steel appliances. Additionally, the roof and air conditioning were replaced in 2020, making it an ideal choice for buyers seeking a quick-move-in home!
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: Mingke Li (352-973-2303)
18386 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$724,90058 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
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: None
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)
7766 MINUTEMEN LOOP, WINTER GARDEN, FL 34787
$1,745,000290 Days on yellowkey MLS ID: O6328707
2 Days Off yellowkey (back on 5/1/2026)
REDUCED by $79,888 (4.4%) on 04/22/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4716 Built: 2014Monthly Fee: $201 Tax: $14,959 (2024)Community: West Lake Hancock EstatesSpa: NoSingle Family
Taxes:$14,959
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Experience the Best of Florida Living! Enjoy Florida’s natural beauty from the comfort of your own home with breathtaking sunset views over a serene lake. Whether you're watching the full moon rise or catching glimpses of Disney’s nightly fireworks, this modern residence offers a front-row seat to nature’s magic. Designed for both relaxation and entertaining, this spacious home boasts soaring ceilings and elegant interiors that make every day feel regal. With 5 bedrooms and 4.5 bathrooms, there's room for families of all sizes—plus dedicated spaces for a private office, guest accommodations, a home theater, and a game room. The luxurious master suite features stunning lake views, a spa-like bath with a soaking tub, and an expansive walk-in closet that offers more than enough storage for your entire wardrobe. Located in the scenic community of Winter Garden, this home includes exclusive access to a private clubhouse with a resort-style pool and fitness center. Guests will love movie nights and gatherings in your inviting space. Conveniently close to theme parks, downtown Orlando, major highways, top-rated schools, and shopping centers, this home offers the perfect blend of comfort and convenience. Don’t miss your chance to own this exceptional home—schedule your private showing today!
Listing is courtesy of: FL SUNSHINE STATE REALTY (407-619-6745)
Listing Agent: Mae Wang (407-619-6745)
4624 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787
$614,90057 Days on yellowkey MLS ID: S5145370
REDUCED by $5,000 (0.8%) on 04/28/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2459 Built: 2021Monthly Fee: $281 Tax: $8,150 (2024)Community: Enclave/HamlinSingle Family
Taxes:$8,150
Elementary School: None
High School: None
Remarks: Welcome to this stunning and spacious 4-bedroom, 3.5-bathroom home with a private apartment above the garage, located in the desirable Enclave at Hamlin community in Winter Garden. This property features a modern open-concept layout with a dedicated office/den, perfect for working from home or study space. Enjoy a chef-inspired kitchen complete with quartz countertops, stainless steel appliances, and ample cabinet space. The ample living and dining areas flow seamlessly to the kitchen. All bedrooms and full bathrooms are conveniently located upstairs, while the half bathroom is located downstairs. Also the laundry room is conveniently located upstairs and features a laundry sink. The home also features a private apartment above the garage, complete with its own kitchen, bathroom, and laundry room—ideal for guests, extended family, or additional living space. The home includes a 2-car garage with additional driveway parking. The community offers great amenities such as a playground and a community pool, perfect for leisure and recreation. Located near restaurants, shops, grocery stores, and entertainment in the Hamlin area, this home offers both comfort and convenience. Schedule your visit today.
Listing is courtesy of: FLORIDA SPIRIT HOMES (407-396-4441)
Listing Agent: Gabriel Silva Andrada (321-666-0301)
2478 PRAIRIE VIEW DR, WINTER GARDEN, FL 34787
$499,90014 Days on yellowkey MLS ID: O6400594
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2766 Built: 2002Monthly Fee: $90 Tax: $8,172 (2025)Community: Wintermere Pointe Ph 02 46/141Spa: NoSingle Family
Taxes:$8,172
Elementary School: Lake Whitney Elem
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
Remarks: Stunning four-bedroom, three-bathroom home in the highly sought-after Wintermere Pointe community, complete with a spacious three-car garage. Upon entry, you are welcomed by a bright, open-concept floor plan. The formal dining room at the front of the home flows seamlessly into the main living area, which features direct access to a large covered back porch—perfect for indoor-outdoor living. The chef-inspired kitchen is a true standout, offering granite countertops and an abundance of cabinet and counter space for prep and storage. The primary suite serves as a private retreat, featuring an ensuite bathroom with dual sinks, a garden tub, and a separate standing shower. This property is ideally situated just minutes from local schools, parks, and major highway access, putting daily conveniences and entertainment options right at your fingertips. Schedule your showings today!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
14494 BREAKWATER WAY, WINTER GARDEN, FL 34787
$649,000155 Days on yellowkey MLS ID: S5139023
4 Days Off yellowkey (back on 3/24/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3638 Built: 2016Monthly Fee: $140 Tax: $9,261 (2024)Community: Black Lake PreserveSingle Family
Taxes:$9,261
Remarks: when you walk in high ceiling and gas stove Living is easy in the impressive two-story, three-car garage, 3,627 square foot Lancaster. This floorplan encompasses five spacious bedrooms, three luxurious baths, a formal living and dining area, and a generous family room and a separate gathering room. Although all of the bedrooms, except the guest bedroom, are located upstairs, the lavish master suite is very private and includes a sitting area. The master suite showcases design and functionality with a tremendous walk-in closet, dual bathroom cabinets with sinks, and a shower and separate soaking tub. The convenient upstairs laundry is great for busy families alleviating the need to carry heavy baskets up and down the stairs. On the first floor, the family room and gourmet kitchen, complete with a walk-in as well as a butler pantry, combine and create the perfect place to entertain family and friends.Black Lake Preserve will enjoy prestigious living in a neighborhood fronted with an impressive brick wall. For the convenience of the residents, there are two privacy-gated entries. Residents will also enjoy living near to newly built elementary and middle schools where children can walk or ride bikes to attend. Close proximity to Florida’s Turnpike and State Roads 535 and 429 will provide an easy drive for commuters to destinations including downtown Orlando, Walt Disney World Resort and the Maitland Exchange
Listing is courtesy of: NUMBER 1 BROKER, LLC (407-566-3400)
Listing Agent: Eric Jia (407-401-1431)
15524 AVIATION ALY, WINTER GARDEN, FL 34787
$560,00024 Days on yellowkey MLS ID: O6398331
REDUCED by $10,000 (1.8%) on 04/29/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2414 Built: 2015Monthly Fee: $328 Tax: $8,711 (2025)Community: Overlook 2/Hamlin Ph 1 & 6Single Family
Taxes:$8,711
Remarks: Welcome home to this updated 3 bedroom, 3.5 bath urban cottage in The Cove at Hamlin with large covered front porch that overlooks a greenbelt. The home offers a bright and sunny 2-story foyer, an inviting kitchen with breakfast area, a large great room with recessed lighting, crown molding and a wall of sliders that open to the covered, screened lanai which allows for that indoor-outdoor Florida living. The kitchen offers 42” cabinets, granite countertops, stainless steel appliances, including a gas range, a large walk-in pantry and center island with space for stools. You will also find a guest bedroom suite with walk-in closet and full bath on the main level in addition to the half bath off the kitchen area. The owner’s suite is found on the second level and is highlighted by French doors, tray ceiling and large windows. The en-suite bathroom has duel sinks, large counter space, frameless glass shower and a walk-in closet with custom closet organizer. You will also find on the second level a quiet nook with a window (perfect for a desk), the third bedroom and bath and the laundry room with cabinets. Some of the additional upgrades in the home are 8’ doors, Plantation blinds, wrought iron bannister, crown molding and a tankless water heater. The exterior features a screened paved lanai, fenced yard, and new turf that was just added to the side yard. The home has a rear two car garage with ample ceiling storage racks. This sought after community is walkable to the Hamlin Town Center that features stores, restaurants, medical services and is highlighted by Popstroke miniature golf and the Cinepolis movie theater. The community offers a resort style pool with splash pad, clubhouse, fitness center, playgrounds and dog park and is located with easy access to SR429 and the Florida Turnpike. A bonus is the accessibility to Disney and nightly views of the fireworks throughout the community. Come make this your NEW home!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Nancy Foltz (703-772-0215)
13722 FOX GLOVE ST, WINTER GARDEN, FL 34787
$759,990119 Days on yellowkey MLS ID: O6371378
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3082 Built: 2004Monthly Fee: $247 Tax: $10,614 (2024)Community: Stoneybrook West Ut 04 48 48Spa: YesSingle Family
Taxes:$10,614
Elementary School: Whispering Oak Elem
Remarks: BACK ON MARKET!!!! WOW!!! RECENT PRICE DROP BY $10,000 AND $3500 LENDER CREDIT OFFERED WITH JASON BAKER AT PRIMIS MORTGAGE!!! Welcome to this stunning 5 Bed, 3 Bath *POOL* home located on the 14TH HOLE in the esteemed community of Stoneybrook West in Winter Garden! Offering more than 3,000 square feet of living space, this residence combines elegance with functionality. You’ll be greeted by beautiful landscaping with stone accent columns as you walk up the pavered driveway to the front door. Step inside to the open floor plan with formal living room and dining room to each side of the foyer, and high ceilings and modern light fixtures throughout the home. Double doors open up to a bonus room, that can be used as a bedroom, game room, office, or other flexible space. The spacious kitchen boasts modern appliances, cabinetry with crown moulding, tile backsplash and a massive wrap-around breakfast bar overlooking the family room. A dinette is conveniently located just off the kitchen. The huge primary bedroom suite features extra sitting space with accented half walls and a bay window overlooking the backyard and French doors leading out to the lanai. The large en-suite primary bathroom includes his & hers sinks, a separate commode, beautifully tiled garden tub and standing shower with glass door, plus a walk-in closet with built-in organization. Four additional spacious bedrooms share two additional full baths, and there’s a full laundry room with a sink off of the two-car attached garage with additional storage space. Step outside the French doors from the living room to the beautiful screened-in lanai, featuring a built-in summer kitchen with bar perfect for entertaining friends and family! The sparkling blue HEATED POOL and HOT TUB are encompassed by the pavered pool deck and overlooks the beautiful backyard. The community offers a boat ramp, fishing areas, and lake access for water enthusiasts, a clubhouse, fitness center, and a large resort-style community pool. Residents can enjoy tennis courts, a golf course, basketball court, a playground, and feel at ease with a 24-hour guard-gated entrance ensuring a secure and peaceful living environment. This home offers a harmonious blend of comfort, style, and community amenities, making it an excellent choice for those seeking a vibrant and secure neighborhood in Winter Garden.
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Nastassja Toombs (910-703-6453)
16271 HONEY HARVEST ST, WINTER GARDEN, FL 34787
$705,99065 Days on yellowkey MLS ID: O6386199
REDUCED by $13,910 (1.9%) on 05/01/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2812 Built: 2024Monthly Fee: $184 Tax: $8,425 (2025)Community: Harvest At OvationSingle Family
Taxes:$8,425
Middle School: Horizon West Middle School
Remarks: Amazing corner lot home with a detached private in-law suite, gourmet kitchen, and no rear neighbors, located in Horizon West Harvest at Ovation, just minutes from Walt Disney World and Flamingo Crossings, and Hamlin Town Center. Situated on one of the best corner homesites in the bungalow section of Harvest at Ovation, this 2024 Elevation B home offers privacy, wooded views, and natural light that interior lots simply do not have. With no rear neighbors and windows on multiple sides, the home feels open and well positioned from the moment you arrive. There is approximately 2,860 square feet under roof, including 2,393 square feet of main living space plus a fully permitted 530-square-foot in-law suite above the garage. The suite includes its own living area, kitchenette with wet bar, and full bath, making it ideal for extended family, long-term guests, or a private home office setup. The kitchen was built with the full gourmet option and is the only bungalow in the neighborhood configured this way. It includes three ovens, quartz countertops throughout, 42-inch cabinetry, soft-close drawers, stainless steel appliances, and a large walk-in pantry — designed for someone who actually cooks and entertains. Additional features include luxury vinyl plank flooring, a tray ceiling in the primary bedroom, wood stair treads, tile showers, quartz bath counters, recessed lighting, audio pre-wire, built-in garage storage, laundry room built-ins, zoned HVAC, and tankless water heaters. The first-floor block walls were upgraded with core-fill foam insulation, providing improved energy efficiency and a noticeably quieter interior. The fully paved lanai and corner placement create a more open and private outdoor setting than most homes in the community. Harvest at Ovation offers a pool, park, and playground, and the location places you minutes from Hamlin Town Center, top-rated schools, SR-429, Walt Disney World, and Flamingo Crossings. A rare opportunity to own one of the best-positioned and most thoughtfully upgraded bungalows in Harvest at Ovation.
Listing is courtesy of: SALVAMERICA, LLC (407-901-2616)
Listing Agent: Rafael Heredia (407-901-2616)
16161 BARKLY RIDGE CT, WINTER GARDEN, FL 34787
$1,800,0005 Days on yellowkey MLS ID: O6402785
Bed: 6 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5284 Built: 2024Monthly Fee: $225 Tax: $2,826 (2025)Community: Avalon RdgSpa: NoSingle Family
Taxes:$2,826
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Sunset Lake Views | Cul-de-Sac Lot | Renovated Interior | Positioned on a 0.3-acre homesite with unobstructed views of Lake Avalon, this six-bedroom residence offers a functional two-level layout. Built in 2024 and extensively upgraded by the current owner, the main floor supports single-level living with a primary suite, guest bedroom, study, and an extensively upgraded kitchen and butler’s pantry featuring a 10’ x 7’ island, quartz countertops, stacked cabinetry, dual Bosch dishwashers, Thermador drawer microwave, and Samsung appliances. New luxury vinyl flooring extends throughout the first level, complemented by 12-foot ceilings. The primary suite features tray ceilings, automatic blinds, a large walk-in closet, and a remodeled bath with floor to ceiling tile and seamless glass shower. Upstairs includes a 33x22 loft, media room, four additional bedrooms, climate-controlled storage, and a balcony with elevated lake views. Other recent updates include interior paint, lighting, and gutters. Community amenities include a recreation area and walking trails, with convenient access to the 429, downtown Orlando, Walt Disney World, and top-rated schools.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jeffrey Funk, Pa (407-285-9672)
15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787
$594,00086 Days on yellowkey MLS ID: S5143009
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2695 Built: 2016Monthly Fee: $241 Tax: $8,470 (2024)Community: Summerlake Pd Ph 2C 2D 2ESingle Family
Taxes:$8,470
Elementary School: Summerlake Elementary
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 4-bedroom, 3.5-bath home located in the desirable Winter Garden area. This spacious residence offers a well-designed floor plan with generous living areas, ideal for both everyday living and entertaining. The home features a bright and open layout with abundant natural light, a large kitchen with ample cabinetry and counter space, and a seamless flow into the dining and living areas. The primary suite offers a private retreat with an en-suite bathroom and walk-in closet. Upstairs and/or additional bedrooms provide flexibility for guests, a home office, or multigenerational living. The 3.5 bathrooms ensure comfort and convenience for family and visitors alike. Enjoy outdoor living with a private backyard space perfect for relaxing or hosting gatherings. Conveniently located near major highways, shopping, dining, and entertainment, this property offers easy access to everything Winter Garden, and surrounding areas.
Listing Agent: Ceila Morales (888-883-8509)
15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787
$820,00039 Days on yellowkey MLS ID: O6393190
REDUCED by $3,900 (0.5%) on 05/01/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3902 Built: 2005Monthly Fee: $243 Tax: $7,653 (2025)Community: Stoneybrook WestSingle Family
Taxes:$7,653
Remarks: One or more photo(s) has been virtually staged. Discounted Interest Rates Available Nestled on this beautifully remodeled and RECENTLY PAINTED home located on a premier OVERSIZED CORNER LOT within the guard-gated enclave of STONEYBROOK WEST, this stunning 5-bedroom, 3-bathroom residence offers the ultimate Winter Garden lifestyle. The home has been meticulously enhanced with MODERN UPDATES, ensuring a MOVE-IN-READY experience for today’s discerning buyer. SAVE ON UTILITY BILLS WITH THE WHOLE HOUSE SOLAR SYSTEM AND ELECTRIC CAR CHARGER. Inside, the open-concept layout is anchored by a SPACIOUS KITCHEN featuring quartz countertops, a central island, and HIGH-END STAINLESS STEEL APPLIANCES, all flowing into a spacious family room warmed by a classic fireplace. High-volume ceilings—reaching 9.25 feet on the main floor and an impressive 10.50 feet in the massive upstairs bonus room—create an airy, grand atmosphere throughout. The well-appointed laundry room includes a GE ULTRA WASHER AND DRYER, along with a STAINLESS STEEL UTILITY SINK for added convenience. The garage is equally impressive, featuring a heavy-duty Husky organizational system that provides exceptional storage and functionality. Retreat to the primary suite, where tray ceilings and a private walk-out balcony offer a peaceful vantage point overlooking the championship golf course. The lifestyle here extends far beyond the front door. Stoneybrook West is a premier “live-play” community boasting 24-hour staffed security and a spectacular waterfront clubhouse perched on the shores of Black Lake. For the outdoor enthusiast, the amenities are unmatched: enjoy private lake access via a community boat ramp and the rare convenience of an on-site boat storage lot. Whether you are hitting the links on the championship golf course, working out in the fitness center, or relaxing at the resort-style pool, every day feels like a vacation. Perfectly positioned for convenience, you are just 6 minutes from Winter Garden Village, 18 minutes from Walt Disney World, and only 30 minutes from Orlando International Airport. This home combines the security of a gated community, the luxury of recent high-end improvements, and the rare perk of Florida lake living. Call today to schedule your private showing!
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Daniel Betancourt (407-375-9142)
5211 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787
$819,000113 Days on yellowkey MLS ID: O6373067
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2909 Built: 2023Monthly Fee: $165 Tax: $9,990 (2024)Community: Silverleaf Reserve/Hamlin Ph 2Single Family
Taxes:$9,990
Remarks: Welcome to this exceptional Barret floor plan in the exclusive Silverleaf Reserve by Meritage Homes, offering 4 spacious bedrooms, a versatile bonus room, a dedicated office, and an additional flex space currently used as a music room. Positioned on one of the best lots in the community, this home features stunning lake views, unmatched privacy, and a thoughtfully designed layout for both comfort and functionality. This residence is loaded with upgrades: luxury vinyl flooring throughout, elegant quartz countertops, soft-close cabinetry, designer glass-front cabinets, and beautiful under-cabinet lighting that adds charm and sophistication to the kitchen. The master bedroom is located on the second floor, making it perfect for families with young. On the first floor, a guest suite is conveniently located near the entrance, ideal for visitors or elderly family members. The home also includes a stylish powder room (half bath) for added convenience. The bonus room provides endless flexibility, whether as a media room, playroom, or additional lounge space, while the office is perfect for working from home. The unique music/flex room adds character and versatility to the home. Located in Winter Garden’s prime area, Silverleaf Reserve offers not only a premium lifestyle but also the convenience of two highly rated public schools (elementary and middle) right inside the community, along with easy access to shopping, dining, and major highways. This property is the perfect combination of modern design, luxury finishes, and an unbeatable location — a rare opportunity in the heart of Winter Garden.
Listing is courtesy of: MCO REALTY GROUP LLC (407-747-3822)
Listing Agent: Tiago Fernandez Pllc (407-747-3476)
13043 SANDCASTLE DRIVE, WINTER GARDEN, FL 34787
$876,00020 Days on yellowkey MLS ID: O6399529
INCREASED by $30,000 (3.5%) on 05/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1943 Built: 2022Monthly Fee: $534 Tax: $10,109 (2025)Community: Del Webb OasisSpa: NoSingle Family
Taxes:$10,109
Remarks: Experience the perfect blend of luxury and convenience with the Palmary dream home. Formerly a model home, this stunning one-story residence showcases a thoughtfully designed layout with 3 spacious bedrooms, 2 full bathrooms, and a 2-car garage. Enjoy your private outdoor oasis featuring an in-ground pool with a sun shelf and a covered lanai pre-plumbed for an outdoor kitchen. Step inside to the heart of the home, the gourmet kitchen is a standout feature, equipped with 42" Stone Gray cabinetry, quartz countertops, a sophisticated decorative tile backsplash, stainless steel sink, and upgraded faucet. Whirlpool stainless steel appliances, including a refrigerator and natural gas range, complete this culinary haven. The open-concept living area, flooded with natural light from expansive windows and highlighted by tall ceilings and a tray ceiling at the gathering room, creates an airy, welcoming space perfect for relaxing or entertaining. Retreat to the luxurious owner’s suite, a serene sanctuary with a spacious walk-in closet and a spa-like en suite bathroom. Dual vanity sinks, a frameless glass enclosed walk-in shower with a built-in bench, an enclosed toilet, and a linen closet complete the tranquil space. At the front of the home, the two spare bedrooms and bathroom provide ample space for guests or personal use. The practical laundry room, complete with built-in cabinetry, a utility sink trimmed in quartz, and Whirlpool washer and dryer makes everyday tasks a breeze. Designer-curated selections elevate this home with pendant pre-wiring, comfort-height toilets, brushed nickel hardware and plumbing fixtures, Sherwin Williams City Loft interior paint, and wood-look luxury vinyl plank flooring throughout the entire home (except for the bathrooms and laundry rooms which are outfitted with tile). For modern convenience, this home is equipped with a smart thermostat, surround sound pre-wire, security system pre-wire, digital IP camera pre-wire, LED downlights, and additional data ports. Blending luxury, comfort, and cutting-edge connectivity, this home is designed for today’s lifestyle. Schedule an appointment to see it today!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
4230 REX DR, WINTER GARDEN, FL 34787
$2,500,000460 Days on yellowkey MLS ID: O6274608
0 Days Off yellowkey (back on 3/26/2026)
Bed: 9 Bath: 6.0 Gar: 5 Liv Area Sq Ft: 7505 Built: 2003 Tax: $16,471 (2024)Community: Lake Avalon Grvs 2Nd RepSpa: YesSingle Family
Taxes:$16,471
Remarks: Under contract-accepting backup offers. **A RARE OPPORTUNITY YOU WON’T WANT TO MISS!!** 9.75 PRIME ACRES IN THE HEART OF WINTER GARDEN ~ MAIN HOME CUSTOM BUILT BY HANNIGAN HOMES 5BD/4BA/3-CAR- 5,423 SQFT, INCLUDING AN ABOVE GARAGE APARTMENT WITH 1/BD/1/BA/+KITCHENETTE ~ SECOND HOME ON PROPERTY INCLUDES 4BD/2BA/2-CAR - 2,082SQFT ~ 10-STALL + TACKROOM HORSE BARN - 2,592 SQFT, 3 PASTURES ~ FENCED IN RIDING RING AND MUCH MORE! This countryside estate is an exclusive opportunity to own two homes, a horse barn, an adorable chicken coop, Koi pond, paver fire pit, built-in playground and so much more in the heart of the sought-after Winter Garden! Bring your horses and enjoy all that this massive CORNER LOT has to offer and being just minutes from the 429 gives you easy access to every convenience including neighboring HORIZON WEST and DISNEY THEME PARKS. Being sold all as one gives you endless opportunities in the ADDITIONAL SINGLE FAMILY HOME with the main home ready with charm for a family to make it their own. The long covered front porch welcomes you home and gives you front row seats to the riding ring. Built by Hannigan Homes, the main home was modeled after Disney’s Grand Floridian, and the thoughtful and unique features throughout are the perfect blend of comfort and quiet luxury. The roof was updated in 2019, the office space can serve as an additional bedroom, light and bright with views of the property, there is a movie/media room currently being used as an indoor trampoline park, WALK-IN WINE CELLAR for the adults, a fun HIDDEN WALK-IN PANTRY for ample kitchen storage and an energy saving SOLAR WATER HEATER. The new owner will absolutely fall in love with the PRIVATE PRIMARY SUITE that takes up the entirety of the second floor with sweeping views overlooking your estate, large WALK-IN CLOSET and well appointed ensuite bath. The additional bedrooms on the main floor give room to grow, and the additional home and garage apartment graciously allow for multi-general living. This gorgeous property is best experienced in person (stunning sunsets included!) so it can speak for itself - call today to schedule your private tour today!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
WINTER GARDEN, FL 34787
$619,00019 Days on yellowkey MLS ID: O6399369
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
Taxes:$4,811
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Remarks: Welcome to Woodbridge on the Green—one of Winter Garden’s best-kept secrets, ideally situated next to West Orange Country Club. 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)
615 LAKE COVE POINTE CIR, WINTER GARDEN, FL 34787
$849,9508 Days on yellowkey MLS ID: O6402551
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2465 Built: 2014Monthly Fee: $94 Tax: $8,422 (2025)Community: Lake Cove Pointe Ph 2Spa: YesSingle Family
Taxes:$8,422
Elementary School: Dillard Street Elem
Remarks: One or more photo(s) has been virtually staged. Welcome to the Downtown Winter Garden Golf Cart District where lifestyle and location just make sense. This 4 bedroom, 2 bath pool home blends thoughtful upgrades with a layout that actually works for real life. From the moment you walk in, the natural light and open flow stand out. The main living spaces connect seamlessly, creating an easy, inviting feel whether you are hosting or just enjoying a night in. Throughout the home you will notice custom woodworking details that add warmth and character. From built ins to trim work, these touches elevate the space and give it a more intentional, finished look you do not see in every home. The kitchen offers a clean, updated feel with modern finishes, refreshed cabinetry, and functional space that opens directly into the dining and living areas. It is designed to be both practical and a place people naturally gather. One of the biggest advantages of this home is the fully paid off whole home solar system paired with multiple battery backups. This means lower monthly costs and added reliability during storms or outages, something that continues to matter more and more. Step outside and you get your own private backyard setup. The pool and spa create a true stay at home retreat. Whether it is weekends with friends or a quiet evening, the space is set up to be enjoyed year round. The three car garage is a rare find in this area and gives you all the room you need for a golf cart, bikes, storage or hobbies. Living here is where this home really stands out. Hop on your golf cart and head straight into downtown Winter Garden, one of the most loved small town districts in Central Florida. If exercise is your thing you're just a short distance to pickleball and tennis courts, baseball fields and the outstanding West Orange Bike Trail!! You are minutes away from a nationally recognized farmers market, the Crooked Can Brewery, the splash pad, Plant Street Market and a full calendar of events throughout the year. From live music and seasonal festivals to outdoor dining and boutique shopping, there is always something happening. The entire area has that walkable, charming feel that makes it feel like a Hallmark town brought to life. You are also close to Horizon West, major highways, top rated schools, downtown Orlando and the theme parks, giving you the perfect mix of convenience and small town charm. Homes like this in this location do not come up often. If you are looking for a home with character, smart upgrades, and a lifestyle that people move here for, this is it.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
16029 TOLLINGTON ALY, WINTER GARDEN, FL 34787
$619,50018 Days on yellowkey MLS ID: P4938378
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2341 Built: 2020Monthly Fee: $225 Tax: $8,643 (2025)Community: Encore/Ovation Ph 1Single Family
Taxes:$8,643
Middle School: Water Spring Middle
Remarks: Set within Encore at Ovation in Horizon West, this former Sebring model home blends lock-and-leave convenience with a polished, move-in-ready feel. The first floor is all about everyday living and entertaining, with an open family room flowing into a thoughtfully designed kitchen featuring 42” shaker-style linen cabinets with crown and light rail, glass-front display doors, soft-close drawer stack, and a double pull-out trash drawer on the island. Grey Silestone Quartz counters, a single-bowl undermount sink, chevron-patterned tile backsplash, and a GE stainless gas range, refrigerator, dishwasher, microwave, and under-counter beverage fridge create a cohesive, upgraded look, while LED under-cabinet lighting and added recessed cans keep the space bright and inviting. Tucked just beyond the main prep area, the walk-in pantry offers discreet, easily accessible storage for dry goods, bulky countertop appliances, and entertaining essentials, allowing the kitchen’s clean lines and upgraded finishes to take center stage. Upgraded tile carries through the foyer, powder bath, kitchen, and family room, complemented by designer paint, extensive trim work, upgraded interior hardware, and a stained handrail with painted spindles and wood treads on the staircase, giving the home a quietly upscale feel that is still practical to maintain. Upstairs, wood floors continue into the loft and hallway, where a built-in desk with storage offers a ready-made workspace or homework station. The primary suite sits privately at the rear of the home and includes a tray ceiling, wood flooring, sizable walk-in closet, and an en-suite bath with two raised-height vanities, Silestone counters, rectangular undermount sinks, chrome fixtures, and an oversized walk-in shower finished with vertically stacked 4x16 tile to the ceiling, glass listello detail, recessed niche, and semi-frameless enclosure. Two additional bedrooms share a well-appointed bath with tiled tub/shower surround to the 9-foot ceiling and upgraded vanity top, while the nearby laundry room—with cabinets and a utility sink—keeps everything organized and out of sight. A tankless gas water heater, enhanced low-voltage wiring to support today’s smart-home and streaming needs, and abundant recessed lighting throughout add everyday comfort. Outside, an alley-loaded 2-car garage preserves the home’s charming streetscape, and the community’s resort-style pool, fitness center, and playground make it easy to enjoy the Florida lifestyle. With quick access to 429, Horizon West town centers, Flamingo Crossings Village, and the major employment and entertainment hubs around Winter Garden and the attractions area, this home offers the finish level of a model with the practicality of a well-planned primary residence, second home, or long-term hold.
Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)
Listing Agent: Mathias Jenniges, Jr (763-360-2082)
17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787
$635,5007 Days on yellowkey MLS ID: O6403063
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2692 Built: 2017Monthly Fee: $215 Tax: $8,922 (2025)Community: Waterside/Johns Lake Ph 2ASingle Family
Taxes:$8,922
Remarks: Welcome to this beautiful, well-maintained home located in the Waterside Community at 17059 Harbor Oak Parkway. This inviting property features a spacious living area with modern finishes and newly installed luxury vinyl plank (LVP) flooring great for both everyday living and entertaining.The open-concept layout flows seamlessly into a stylish kitchen equipped with stainless steel appliances, including a newly installed range, along with updated shelving, blinds, and lighting throughout (2024). The first floor also features an additional bedroom, for guests or a home office; whatever suites your needs. Upstairs, you’ll find a versatile loft area great for cozy movie nights, a playroom, or a secondary living space. The primary suite serves as a relaxing retreat, complete with a fully updated master bathroom (2025). Two additional bedrooms provide ample space for family or visitors. Step outside to enjoy the patio, great for entertaining, along with a newly installed fence (2024) that adds both privacy and charm. Conveniently located in a community with A-rated schools and school bus transportation available right on your street. Less than a 2 minute walk to your community pool and gym, with 2 playgrounds and a dock located within the community. This home places you just minutes from the best of Florida living including Disney Resorts, Universal theme parks, and Historic Downtown Winter Garden (award winning Farmers Market) all within a 20-minute drive. With convenient access to Highway 429, commuting and travel throughout Central Florida are a breeze. Plus, you’re less than an hour away from Florida’s beautiful beaches and natural springs.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
12025 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$1,275,00032 Days on yellowkey MLS ID: O6395850
REDUCED by $50,000 (3.8%) on 05/01/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4321 Built: 2020Monthly Fee: $192 Tax: $15,050 (2025)Community: Encore/Ovation Ph 1Single Family
Taxes:$15,050
Remarks: Stunning and beautifully upgraded home located in the highly desirable Winter Garden area, offering the perfect blend of luxury, space, and outdoor living. This impressive residence features a modern open-concept layout with expansive living areas, elegant tile flooring, and abundant natural light throughout. The gourmet kitchen is a true centerpiece, complete with a large quartz island, stainless steel appliances, custom cabinetry, and a gas cooktop, seamlessly flowing into the main living and dining spaces—ideal for both everyday living and entertaining. The home showcases designer finishes including tray ceilings, custom wall accents, and a built-in entertainment wall, along with a spacious owner’s suite featuring a spa-like bathroom with dual vanities and a walk-in shower. Step outside to your private backyard oasis with a covered lanai, resort-style pool, fire pit area, and pergola—perfect for relaxing or hosting gatherings. Located in a well-maintained community with a pool and amenities, and just minutes from major highways, shopping, dining, and top-rated schools, this home offers both convenience and an exceptional lifestyle in one of Central Florida’s most sought-after locations.
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)
Listing Agent: Henry Buitrago (954-703-9476)
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