Location: Winter Garden , 34787
Do Not Show Listings
13217 TOLLCROSS WAY, WINTER GARDEN, FL 34787
$1,249,000517 Days on yellowkey MLS ID: O6285385
1 Days Off yellowkey (back on 7/18/2026)
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,342
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
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)
15878 CITRUS GROVE LOOP, WINTER GARDEN, FL 34787
$910,00040 Days on yellowkey MLS ID: O6418239
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3505 Built: 2016Monthly Fee: $235 Tax: $6,920 (2025)Community: Hickory Hammock Ph 1BSingle Family
Taxes:$6,920
Elementary School: Whispering Oak Elem
High School: West Orange High
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Under contract-accepting backup offers. Welcome to Hickory Hammock in famous Winter Garden. This 5 bedroom, 4 bath home features wood look plank tile flooring throughout the ground level, with wood ceiling beams and custom built in cabinetry in the family room. With dual water views this lovely home is situated a short distance to the amenity rich clubhouse, with zero entry pool, indoor lounge with kitchen, tennis courts, volleyball court, full gym, and playground. Also residents have access to nature trails, a dock on Johns Lake and 2 dog parks. The vibrancy of Winter Garden is well known with its historic Downtown Plant St just minutes away. A farmer’s market, splash pad, many shops and restaurants, and the West Orange Trail make this one of the most active small towns in Central Florida. Being closely connected to HWY 429 provides easy access to all else Florida has available. Highly rated schools. MORTGAGE IS ASSUMABLE. Note: Please refer to floorplan at end of photos to illustrate additional bedroom and walk-in closet. These rooms are not shown in virtual walkthrough for home office privacy. Can be toured at showings.
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Hardy Edwards (213-924-7010)
9152 SONOMA COAST DR, WINTER GARDEN, FL 34787
$739,00012 Days on yellowkey MLS ID: O6425825
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2840 Built: 2021Monthly Fee: $267 Tax: $11,025 (2025)Community: Waterleigh Ph 3B 3C & 3DSingle Family
Taxes:$11,025
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom home in the highly sought-after Winter Garden area! Perfectly positioned on a premium homesite, this home offers breathtaking water and conservation views with NO REAR NEIGHBORS, providing exceptional privacy and a peaceful backdrop. Designed for both comfort and functionality, the open floor plan features a private first-floor guest suite with a full bathroom, ideal for multigenerational living, overnight guests, or a home office. The spacious kitchen flows seamlessly into the dining and family room, creating the perfect setting for entertaining and everyday living. Upstairs, you’ll find a versatile loft that can serve as a media room, playroom, or second living area, along with the remaining bedrooms, including the spacious primary suite. Step outside to relax and unwind while enjoying the tranquil pond and conservation views from your backyard. Best of all, the HOA MAINTAINS the LAWN, allowing you to enjoy a low-maintenance lifestyle. Residents enjoy outstanding community amenities, including multiple resort-style swimming pools, a fully equipped fitness center with a play area, tennis courts, and more. Conveniently located near top-rated schools, shopping, dining, major highways, and Orlando’s world-famous attractions, this home offers the perfect blend of luxury, comfort, and convenience. Don’t miss this rare opportunity to own a home with stunning water and conservation views in one of Winter Garden’s most desirable communities!
Listing is courtesy of: INTOP REALTY LLC (407-233-5453)
Listing Agent: Yujie Jiang (201-328-7856)
15929 MOONLIGHT BAY ST, WINTER GARDEN, FL 34787
$569,00012 Days on yellowkey MLS ID: S5153663
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2290 Built: 2021Monthly Fee: $255 Tax: $8,804 (2024)Community: Waterleigh Ph 3B 3C & 3DSingle Family
Taxes:$8,804
Middle School: Horizon West Middle School
Remarks: Property in a prime area right behind the Disney parks that lets you enjoy the parks' fireworks. In an excellent community to live in, just 1 block from one of the community pools, and inside are A1+ schools, so don't wait to come see your new home!
Listing is courtesy of: VALSTAR REALTY LLC (407-925-1567)
Listing Agent: Alfonso Rangel (321-315-9071)
13163 LAKESHORE GROVE DR, WINTER GARDEN, FL 34787
$759,90013 Days on yellowkey MLS ID: G5114337
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3249 Built: 2001Monthly Fee: $110 Tax: $4,789 (2025)Community: Wintermere HarborSingle Family
Taxes:$4,789
Middle School: SunRidge Middle
Remarks: Space, privacy, and thoughtful design define this beautifully maintained 5-bedroom, 3-bath residence in the gated community of Wintermere Harbor. With 3,249 square feet of living space, a 0.33-acre lot, private saltwater pool and a three-car garage, this home offers the kind of everyday functionality that's increasingly difficult to find. A grand entry welcomes you into elegant formal living and dining rooms for more formal occasions while the expansive family room and kitchen create a comfortable gathering place at the heart of the home. Whether hosting holiday dinners, celebrating milestones, or enjoying a quiet evening in, the layout adapts effortlessly to every season of life. Positioned on its own side of the home, the primary suite offers a welcome sense of separation from the secondary bedrooms featuring its own private entry/exit to the pool deck. The spacious primary bath is designed for comfort, featuring dual vanities, a relaxing garden tub, a separate shower, and two walk-in closets that provide exceptional storage and organization.The thoughtfully designed layout continues with five generously sized bedrooms and two additional full bathrooms providing flexibility for growing households. Upstairs, a spacious bonus room awaits, adding another layer of possibility as a media lounge, game room, home office, or even a 6th bedroom with the addition of a closet. Beyond the interior, the home's outdoor living space invites you to slow down and stay awhile. A fully fenced backyard offers privacy, room for pets to roam while the screened enclosure surrounds the sparkling saltwater pool, creating a comfortable setting for morning swims, weekend gatherings, or evening entertaining. Located within one of Winter Garden's most established gated communities, Wintermere Harbor offers a peaceful residential setting just minutes from Historic Downtown Winter Garden, Winter Garden Village, SR-429, the Florida Turnpike, shopping, dining, golf, and Orlando's celebrated attractions. Some homes simply offer more square footage. Others offer a floor plan that lives beautifully. Schedule your private showing today and discover everything this exceptional Winter Garden home has to offer!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: John Chiumento (850-591-1689)
13873 EASEDALE ALY, WINTER GARDEN, FL 34787
$411,995175 Days on yellowkey MLS ID: O6379906
0 Days Off yellowkey (back on 3/2/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1863 Built: 2026Monthly Fee: $149 Tax: $400 (2025)Community: Westhaven At OvationTownhouse
Taxes:$400
Remarks: Under Construction. Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion Summer 2026. Our Crowley Townhome features a covered entry that leads to an open and expansive living space, kitchen, and dining. The home features a spacious courtyard with access to the detached 2 cars garage. The master bedroom is highlighted by a large walk-in closet and a private bath with dual vanities and separate shower.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Dayene Grubert (863-521-4474)
14501 GROVE RESORT AVE #1728, WINTER GARDEN, FL 34787
$260,00012 Days on yellowkey MLS ID: S5153949
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1396 Built: 2016Monthly Fee: $998 Tax: $6,753 (2025)Community: The Grove ResortCondo
Taxes:$6,753
Remarks: ** WOW** A rare opportunity to purchase a 7th (top) floor condo at the beautiful Grove Resort and Water Park! This 3-bedroom, 2-bathroom, with sleeper sofa, comes fully furnished and ready to go! Onsite management does all the work for you by obtaining bookings through major websites and travel companies, and whenever you want to stay just let them know and you can stay in your unit for up to 179 nights per year. Everything you need is in the unit, full kitchen, washer and dryer, dishes, linens, TV's in all rooms, screened-in balcony, and gorgeous view over the pond and Lake Austin! The Grove Resort has three pools located at The Springs Pools area, where the large hot tub is also situated! Nearby is the full service Valencia restaurant, and the 24/7 gym. A short walk down to Lake Austin brings you to a fishing dock, and you can also rent a swan paddle boat, or kayak!! The Surfari Water Park is a must for owners and guests! A large pool is central to the amenity, and there is a lazy river, water slides, a splash zone, the Flowrider surfing experience, and you can enjoy a meal or beverage at the Longboard Bar and Grill! For added fun pay a visit to Flip Flops games arcade which has over 6000 sf of games and a black light mini golf course!! If you need snacks or quick essentials, the Marketplace has food, drinks, Starbucks, and gifts!! The concierge located at the front desk area sells all park tickets and can arrange transportation to all the theme parks!!! The Grove Resort is a Disney Good Neighbor Hotel, so transportation is FREE every day to the Disney theme parks also!! Don't miss this one!!****
Listing is courtesy of: FLARE PROPERTIES LLC (407-729-3930)
Listing Agent: Lesley O'Neal (407-729-3930)
14741 SNOWY EGRET ST, WINTER GARDEN, FL 34787
$775,00035 Days on yellowkey MLS ID: O6419534
REDUCED by $13,000 (1.6%) on 07/18/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3448 Built: 2013Monthly Fee: $252 Tax: $9,452 (2025)Community: Summerlake Pd Ph 1B-A RepSingle Family
Taxes:$9,452
Elementary School: Summerlake Elementary
Remarks: Virtually Staged. ... Summerlake Community ... This 5 bedroom 3.5 bath 2 car garage is seeing the water view from the front entrance. It has a large kitchen integrated with dining room and living room. Lots of windows and the view.... Newly painted inside and outside... The upstairs offers a lot of spaces for playroom and study room. The house is zoomed for Summerlake Elementary School, Hamlin Middle School, and Horizon High School. Don't forget, it is just minutes away from Hwy 429 and the shopping area in Hamlin. The community offers heated zero entry pool, Yes, heated pool. Tennis courts, Zip liner, gym, dog parks, and more.
Listing is courtesy of: MAY HO REALTY (407-923-8903)
Listing Agent: Jennie Ho (407-923-8903)
14123 FRASIER ST, WINTER GARDEN, FL 34787
$550,00036 Days on yellowkey MLS ID: S5151909
Bed: 4 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 2082 Built: 2024Monthly Fee: $108 Tax: $8,152 (2025)Community: Highland Rdg Ph 2Single Family
Taxes:$8,152
Remarks: SPECIAL FINANCING AVAILABLE! The seller is offering a promotional 3.875 interest rate through a rate buy-down program, plus ALL closing costs paid when using the preferred lender—creating an incredible opportunity for qualified buyers to significantly reduce their monthly payment and cash needed at closing. Welcome to this stunning newer construction home located in the highly desirable Horizon West area of Winter Garden! Nestled in one of Central Florida’s most sought-after communities, this beautiful two-story residence offers spacious open-concept living, soaring ceilings, and an abundance of natural light throughout. Designed for modern living, the home features expansive living and dining areas, generously sized bedrooms, and a functional floor plan perfect for entertaining or everyday comfort. Enjoy outdoor living with a semi-private fenced backyard, providing the perfect balance of privacy and open space. Ideally situated just minutes from Flamingo Crossings, Walt Disney World, shopping, dining, entertainment, and major highways, this location offers unmatched convenience and lifestyle. Residents also benefit from access to highly rated A+ schools, making this an excellent choice for families. Don’t miss this incredible opportunity to own a beautiful home in one of Winter Garden’s fastest-growing and most desirable neighborhoods. Schedule your private showing today!
Listing is courtesy of: LEVO REAL ESTATE LLC (407-744-1009)
Listing Agent: Yornelly Sanchez Manrique (407-820-1109)
1008 STUCKI TER, WINTER GARDEN, FL 34787
$215,00051 Days on yellowkey MLS ID: O6414791
0 Days Off yellowkey (back on 7/17/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 814 Built: 1987Monthly Fee: $58 Tax: $2,548 (2025)Community: Westside TownhomesTownhouse
Taxes:$2,548
Elementary School: SunRidge Elementary
Remarks: Under contract-accepting backup offers. FULLY RENOVATED 2 BED / 2 BATH UNIT! This beautifully updated home features a modern kitchen and completely renovated bathrooms, offering a clean, move-in-ready feel. The split floor plan provides privacy with both bedrooms designed as en-suite retreats, positioned on *opposite ends of the unit. Enjoy low-maintenance living with tile flooring throughout the entire home. A newer sliding glass door opens to a screened-in lanai, perfect for relaxing or entertaining, with additional outdoor space just beyond the patio for added enjoyment. HOA fees $174 a quarter and NO CDD fee. Perfect for a rental property. Great location a few miles from beautiful Downtown Winter Garden with restaurants, shops, great Farmers Market and events all year long. Also not far from Fowler Groves Winter Garden outdoor mall, stores, restaurants, and business services. Buyer to verify square footage. All room measurements are approximate. Orange County Tax Collector charges a yearly Non-Ad Valorem fee of $64.75.
Listing is courtesy of: INDEPENDENCE REALTY GROUP LLC (407-408-6662)
Listing Agent: Gabriella Philippone (407-902-4237)
14038 JOMATT LOOP, WINTER GARDEN, FL 34787
$999,000114 Days on yellowkey MLS ID: O6394977
REDUCED by $35,000 (3.4%) on 07/17/2026
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
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)
14168 LARKSPUR LAKE DR, WINTER GARDEN, FL 34787
$2,999,990308 Days on yellowkey MLS ID: O6346469
REDUCED by $333,389 (10.0%) on 04/14/2026
Bed: 6 Bath: 7.0 Gar: 4 Liv Area Sq Ft: 6442 Built: 2025Monthly Fee: $112 Tax: $6,673 (2024)Community: Shorefront CoveSingle Family
Taxes:$6,673
Remarks: Exquisite Luxury Estate in Shorefront Cove at Horizon West. Presenting a rare opportunity to own a premier residence in the sought-after Shorefront Cove community of Winter Garden’s Horizon West. This elegant two-story estate offers 6,442 square feet of impeccably designed living space, showcasing refined luxury, modern convenience, and breathtaking views of Huckleberry Lake. Boasting 6 spacious bedrooms, 6 full bathrooms, and 2 half baths, this home features dual primary suites, one on the main level and one on the upper level, bonus room, wet bar, theater, large lanai, and 4-car garage offering ample storage and convenience. This residence provides easy access to major highways, premier shopping, dining, entertainment, and top-rated schools, all within one of Central Florida's most desirable communities.
Listing is courtesy of: PARK SQUARE REALTY (844-774-4636)
Listing Agent: Suresh Gupta (844-774-4636)
10540 TRIBUTE DR, WINTER GARDEN, FL 34787
$419,000312 Days on yellowkey MLS ID: O6346155
INCREASED by $4,000 (1.0%) on 07/17/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1636 Built: 2023Monthly Fee: $225 Tax: $6,096 (2024)Community: Storey Grove Ph 4Townhouse
Taxes:$6,096
Remarks: This stunning and spacious townhome will exceed all expectations! Built in 2023 and designed with modern living in mind, this 3-bedroom, 2.5-bath home feels like a model property and offers the perfect blend of style, comfort, and investment potential. The first floor showcases an open-concept design with upgraded tile flooring, a beautifully appointed kitchen featuring solid-surface countertops, a massive island, stainless steel appliances, and seamless flow into the dining and living areas—ideal for entertaining or relaxing after a day at Orlando’s world-famous attractions. Step outside to your private retreat with an oversized brick-paver patio, fenced and enhanced with synthetic grass, creating a cozy and inviting outdoor space for family gatherings and guests to enjoy. The detached 2-car garage and extended driveway provide convenience and additional parking for owners and visitors alike. Upstairs, three generously sized bedrooms and two full bathrooms offer plenty of comfort and privacy, while the primary suite boasts an elegant en-suite bath with dual sinks and a spacious walk-in closet. Located in the highly desirable community of Storey Grove.
Listing is courtesy of: LEGACY PLUS REALTY (407-992-2268)
Listing Agent: Solon Potenciano Silva (407-760-5141)
10534 TRIBUTE DR, WINTER GARDEN, FL 34787
$419,000312 Days on yellowkey MLS ID: O6345956
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1636 Built: 2023Monthly Fee: $225 Tax: $6,094 (2024)Community: Storey Grove Ph 4Spa: NoTownhouse
Taxes:$6,094
15217 FARM STAND CT, WINTER GARDEN, FL 34787
$2,325,00014 Days on yellowkey MLS ID: O6422464
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4219 Built: 2023Monthly Fee: $320 Tax: $28,641 (2025)Community: Oakland HillsSingle Family
Taxes:$28,641
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Perfectly positioned on a quiet cul-de-sac in the sought-after Oakland Hills community near historic downtown Winter Garden. This FULLY FURNISHED and thoughtfully designed custom home on a single level, combines timeless modern farmhouse architecture with today's finest technology and craftsmanship. Curb appeal abounds with a classic mix of Hardie board siding and brick, anchored by a large, shaded front porch glowing with authentic gas lanterns from New Orleans — a true farmhouse welcome. When evening arrives, intentional landscape lighting accentuates the lush grounds and craftsmanship evident in every corner. Inside, the statement grand great room makes an unforgettable first impression with soaring 22+ foot ceilings, exposed beams, and dormer windows that fill the room with natural sunlight from morning to evening. Throughout the home, ten-foot ceilings, custom moldings and baseboards, LBU lighting with LED bulbs, and natural hardwood floors (in all but the media room) keep the ambiance light and welcoming. The heart of this custom residence is a true chef's kitchen: Monogram appliances, two oversized islands, a 36" gas range, paired with Moen and Kohler fixtures, all wrapped in custom Wellborn cabinetry with soft-close doors and drawers. A back second kitchen — the ultimate working pantry — adds double ovens, a microwave, a commercial Keurig, and abundant storage for effortless entertaining. Just off the main living space, a warm and welcoming library/office with custom-built bookcases and Zoom room offers a quiet retreat. The generous primary suite is a luxurious escape, complete with a spa-inspired bathroom centered around an oversized Kohler clawfoot tub. Two additional guest suites offer king beds and ensuite baths with double vanities, while a thoughfully designed bunk room with its own private bath means every guest feels right at home. Movie nights reach a new level in the dedicated media room with a 4K projector and Atmos surround sound. Outdoor living takes center stage on the expansive covered lanai, where a fully equipped summer kitchen with 36" Coyote natural gas grill, exhaust vent, steel doors, and retractable screen — makes alfresco entertaining effortless. Beyond, a private backyard with a heated pool and natural gas fire pit invites year-round gatherings that won't be forgotten. Enjoy smart home living at it's best with a Crestron home automation system, WattBox® UPS battery, Uniview Turret security cameras monitored by Future Home Integration, plus whole-home Wi-Fi with service options from Spectrum or Quantum. Custom closets, two laundry rooms, and an oversized three-car garage with an incredible amount of extra storage. Oakland Hills is an exclusive enclave of just 17 custom homes, minutes from the West Orange Trail, downtown Winter Garden, and Winter Garden Village. Perfectly positioned with easy access to the Turnpike, SR 429, and SR 408, it makes commuting, theme park visits, and airport runs a breeze. Schedule your private tour today and experience everything this meticulous one-of-a-kind home has to offer!
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Julie Bettosini, Pa (321-689-9594)
16396 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787
$469,990110 Days on yellowkey MLS ID: O6396532
REDUCED by $5,000 (1.1%) on 07/17/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2070 Built: 2021Monthly Fee: $286 Tax: $7,102 (2025)Community: Hawksmoor Ph 3Townhouse
Taxes:$7,102
Remarks: Step into this exceptionally maintained corner townhome, built in 2021, filled with natural light and thoughtful upgrades throughout. With 3 bedrooms, 2.5 bathrooms, a flexible first-floor space perfect for a home office, and a cozy second-floor loft, this home adapts seamlessly to your lifestyle. The chef-ready kitchen features a butler’s pantry with an extra sink, ideal for entertaining or added prep space, and all appliances are included, plus a brand-new, never-used washer and dryer. Enjoy your private patio with a state-of-the-art automated screen, bringing the ease of indoor-outdoor living to your backyard at the touch of a button. As an end unit, this home offers extra privacy, abundant sunlight, and a feeling of spaciousness rarely found in townhome living. Meticulously cared for over only four years, it combines move-in-ready convenience with stylish modern finishes. Residents also enjoy resort-style amenities, including a pool and fitness center, with HOA covering exterior maintenance for a truly low-maintenance lifestyle. Ideally located near Hamlin Town Center for shopping, dining, and entertainment, with easy access to SR-429 and just a short drive to Walt Disney World and other attractions.
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Carly Ruecker (727-776-7962)
9803 AMBER CHESTNUT WAY, WINTER GARDEN, FL 34787
$529,000175 Days on yellowkey MLS ID: S5142809
REDUCED by $6,000 (1.1%) on 07/17/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2303 Built: 2018Monthly Fee: $245 Tax: $7,328 (2024)Community: WatermarkTownhouse
Taxes:$7,328
Elementary School: Panther Lake Elementary
Remarks: Welcome to your new townhome in the always desirable Watermark Terrace community in Winter garden FL! Built in 2019 the two story property stuns upon entry with its open floor plan, double height and beautiful and unique style that was meticulously selected by the owners when they had it built. Enjoy fireworks from the clubhouse viewing deck, a few sets of tennis or a summer afternoon at the community's resort-style swimming pool. Schedule your showing today!!!!
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Samir Naim (818-268-9917)
434 SAND LIME RD, WINTER GARDEN, FL 34787
$247,50035 Days on yellowkey MLS ID: O6416074
REDUCED by $2,400 (1.0%) on 07/17/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1302 Built: 1984Monthly Fee: $63 Tax: $401 (2025)Community: Village Grove Ph 01Townhouse
Taxes:$401
Remarks: Virtually Staged. Beautiful, move in ready home with many upgrades and a private backyard. Centrally located in Winter Garden near schools, shopping, dining and more.
Listing is courtesy of: CFL REALTY PROS LLC (407-890-8168)
Listing Agent: Danielle Galloway (407-890-8168)
15025 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787
$490,00068 Days on yellowkey MLS ID: O6410108
REDUCED by $15,000 (3.0%) on 07/03/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2016Monthly Fee: $195 Tax: $8,019 (2025)Community: Signature Lakes Ph 3B-4 3B-5 3B-Single Family
Taxes:$8,019
Elementary School: Independence Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Motivated seller. New paint and new flooring throughout. This home features two primary suites — one downstairs and one upstairs. Located in an area with all A-rated schools. Close to Disney World, and you can even enjoy Disney fireworks from the front yard. The home is conveniently located near Super Walmart, Winter Garden Village shopping centers, and top-rated restaurants. The Independence Community Association offers outstanding amenities, including: 2 community pools, green spaces & park areas, tennis & basketball courts, a main clubhouse with fitness & arcade, 2nd clubhouse with fitness & billiards, community boat ramp to ski-able Lake Hancock, dog park, bike & walking paths. HoA fee covers basic TV CABLE and WIFI.
Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)
Listing Agent: Bo Zhang (407-848-8486)
14610 SETON CREEK BLVD, WINTER GARDEN, FL 34787
$488,00063 Days on yellowkey MLS ID: GC540630
2 Days Off yellowkey (back on 7/17/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1916 Built: 2016Monthly Fee: $164 Tax: $5,965 (2025)Community: Watermark Ph 1BSingle Family
Taxes:$5,965
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2.5-bath home located in the highly desirable Watermark community in Winter Garden! This home features a bright open-concept floor plan where the kitchen, dining, and living areas seamlessly flow together — perfect for entertaining and everyday living. Upstairs, you’ll find all three bedrooms, two full bathrooms, a convenient upstairs laundry room, and an additional flex space ideal for a playroom, office space, media room, or second family room. The spacious primary suite offers privacy, while the two secondary bedrooms share access to a charming private balcony overlooking the neighborhood. A downstairs half bath adds convenience for guests. Additional features include a 2-car garage, energy-efficient solar panels, and thoughtfully designed living spaces throughout. Enjoy an unbeatable location with Starbucks, Walgreens, restaurants, shopping, and everyday conveniences all in close proximity. For Disney lovers, Magic Kingdom is approximately 9 miles away and Disney Springs is about 12 miles away, making this an ideal primary residence, vacation home, or investment opportunity. Residents of Watermark enjoy resort-style amenities including a community pool, tennis courts, clubhouse, playground, fitness center, and scenic walking trails. This home offers the perfect combination of location, lifestyle, and modern Florida living!
Listing is courtesy of: CROSS KEYS REALTY, INC. (352-505-5049)
Listing Agent: Morgan Coleman (352-222-9093)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.