Location: Winter Garden
Do Not Show Listings
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,548
Elementary School: SunRidge Elementary
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
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
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
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
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
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
Middle School: Hamlin Middle
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)
14501 GROVE RESORT AVE #3621, WINTER GARDEN, FL 34787
$194,950133 Days on yellowkey MLS ID: O6388749
REDUCED by $10,000 (4.9%) on 07/10/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1375 Built: 2009Monthly Fee: $983 Tax: $7,386 (2025)Community: Grove Resort And Spa Hotel CondominiumCondo
Taxes:$7,386
Remarks: Experience the ultimate Orlando resort lifestyle and investment opportunity at The Grove Resort & Water Park, one of Central Florida’s premier vacation destinations located just minutes from Disney World and close to Universal Studios, SeaWorld, Margaritaville Resort, shopping, dining, and Orlando International Airport. This fully furnished, turnkey condominium offers a spacious open-concept layout with a beautifully designed kitchen, bright great room, oversized windows, and a private balcony with sought after peaceful WATER AND POOL VIEW —perfect for enjoying Florida’s sunshine and serene surroundings. Designed for both comfort and flexibility, this condo features 2 bedrooms with a split layout for added privacy, spacious living areas, and 2 spa-inspired bathrooms with features such as garden tubs, tiled showers, and dual vanities. Large-screen televisions, modern finishes, and stylish furnishings create a welcoming retreat for owners and guests alike. The living room also has a sleeper sofa so it comfortably sleeps 6 guests. This is a comfortable place to unwind after a day of fun. The Grove Resort is a world-class, family-friendly destination offering exceptional amenities and a true “escape within an escape.” The highlight is the spectacular Surfari Water Park, featuring a FlowRider® surf simulator, dueling water slides, lazy river, splash park, activity pool, zero-entry pool, and private cabanas with food and beverage service. Guests also enjoy access to multiple resort pools, hot tubs, and a 20-acre activity lake with a private dock ideal for fishing or relaxing by the water. Additional amenities include Longboard Bar & Grill, Valencia Restaurant, Element Bar & Lounge, Alfresco Market, Byte grab-and-go market, Flip Flop’s Family Fun Center, arcade, game room, and on-site dining and entertainment. Relax and recharge at the full-service spa and modern fitness center, or enjoy the convenience of daily shuttle transportation to Disney World, Universal Studios, and SeaWorld. Ownership is truly hassle-free, with professional on-site hotel management handling bookings, guest services, and maintenance, making this an ideal hands-off income-producing investment property or personal vacation retreat. With its unbeatable location, incredible amenities, and strong rental potential, The Grove Resort offers the perfect combination of luxury, lifestyle, and investment value in the heart of Orlando’s world-famous attractions.
Listing is courtesy of: GENSTONE REALTY (407-237-0905)
Listing Agent: Shaunda Hall (407-625-4044)
2006 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787
$750,00029 Days on yellowkey MLS ID: O6420951
0 Days Off yellowkey (back on 7/16/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3011 Built: 1999Monthly Fee: $90 Tax: $5,441 (2025)Community: Wintermere PointeSpa: NoSingle Family
Taxes:$5,441
Elementary School: Lake Whitney Elem
Remarks: Virtually Staged. Tucked away on a cul-de-sac within the gated community of Wintermere Pointe, this spacious 5-bedroom, 4-bath pool home is situated on an oversized homesite of more than 1/4 acre with a beautiful wooded backdrop. The private backyard provides an inviting setting for outdoor living, featuring a screened pool and patio that create the perfect space for entertaining or simply enjoying the natural surroundings. Designed with one of the community’s most sought-after floor plans, this home offers exceptional flexibility with generous living spaces throughout. The formal living and dining rooms are sized to accommodate large furniture, while the centrally located family room flows seamlessly into the kitchen and outdoor living areas. The home office is thoughtfully positioned adjacent to the primary suite, making it equally suitable as a fifth bedroom, nursery, den, or private workspace. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, abundant cabinet storage, and a full appliance package, including a 5-burner glass cooktop range with a convection oven. The adjacent dinette overlooks the pool and backyard, while replacement sliding glass doors installed in 2017 provide direct access from the living room, dinette, family room, and primary suite to the screened patio and pool. The spacious primary suite features wood flooring, coffered ceilings, double closets, and oversized sliding glass doors that open directly to the pool area. The ensuite bath features dual vanities with stone countertops, a relaxing garden tub, a separate shower, and a private water closet. The secondary bedrooms are generously sized and conveniently located for easy access to the home’s full bathrooms, each enhanced with updated vanities and mirrors. A full bath located just off the family room also serves as an ideal pool bath. Just beyond the kitchen and laundry room, a hallway provides access to the 3-car garage and a wood staircase leading to the expansive bonus room. Complete with a full bath, walk-in closet, and newer windows overlooking the oversized backyard and wooded backdrop, this versatile space is ideal as a guest suite, sixth bedroom, recreation room, media room, home gym, or private retreat. Numerous updates provide added value and peace of mind, including multiple replacement windows (2015), a new roof (2016), replacement sliding glass doors and front entry door (2017), a new paver driveway (2020), a new water heater (2020), and a new HVAC system (2025). Wintermere Pointe is a gated community offering residents a playground and tennis courts. Conveniently located with access to Lake Whitney Elementary, SunRidge Middle School, and West Orange High School, the home also provides easy access to shopping, dining, major roadways, and many of Central Florida’s most popular destinations.
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: David Dorman (407-948-8295)
14050 FAIRWAY WILLOW LN, WINTER GARDEN, FL 34787
$714,999127 Days on yellowkey MLS ID: O6392994
REDUCED by $34,001 (4.5%) on 07/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2027 Built: 1989Monthly Fee: $322 Tax: $4,924 (2025)Community: Woodbridge On GreenSingle Family
Taxes:$4,924
Remarks: Welcome to this beautifully maintained home in the highly sought-after Woodbridge on the Green community, overlooking West Orange Country Club and perfectly situated in the hub of Winter Garden. This waterfront home offers a blend of comfort, style, and convenience—ideal for anyone looking to enjoy the best of Central Florida living. Step inside to an inviting, light-filled layout featuring spacious living areas, high ceilings, and thoughtfully designed spaces that make everyday living effortless. The kitchen offers generous counter space, ample cabinetry, and a functional layout perfect for cooking, entertaining, or gathering with family. The primary suite provides a peaceful retreat with a well-appointed bathroom and plenty of closet space. Additional bedrooms are comfortably sized and versatile—ideal for guests, a home office, or a growing household. Outside, enjoy a very large private backyard on the pond, with room to relax, garden, or entertain. New concrete tile roof was installed in 2023. Woodbridge on the Green is known for its mature landscaping (fully HOA maintained), quiet streets, and welcoming atmosphere; the HOA also covers house painting on a rotating schedule, helping to ensure an immaculate community aesthetic. Located just minutes from Windermere, top-rated schools, major highways, and the charming Historic Downtown Winter Garden, this home offers unmatched convenience with shopping, dining, and entertainment right at your fingertips. This is a wonderful opportunity to own a home in one of Winter Garden’s most desirable neighborhoods—move-in ready and full of potential.
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)
Listing Agent: Drew Ross (407-383-6497)
131 OAK LAUREL DR, WINTER GARDEN, FL 34787
$834,000194 Days on yellowkey MLS ID: O6374501
REDUCED by $35,000 (4.0%) on 05/01/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1906 Built: 2019Monthly Fee: $475 Tax: $10,586 (2025)Community: Park Place/Winter GardenTownhouse
Taxes:$10,586
Elementary School: Dillard Street Elem
Remarks: 131 Oak Laurel Drive is a stunning, modern townhome built in 2019 in the highly desirable Park Place community in the heart of historic Winter Garden, Florida. This beautifully designed three-story home offers 3 bedrooms, 3.5 bathrooms, and 1,906 square feet of heated living space. Each bedroom features its own en-suite bathroom, providing privacy and comfort for all. This home includes an elevator that conveniently connects the first and second floors along with an oversized rear-entry two-car garage, a small balcony, and a convenient in-unit laundry closet. Inside, the open-concept main level boasts a gourmet kitchen with stainless steel appliances, a large island, and ample cabinetry. Premium finishes throughout include wood-look tile flooring, crown molding, and plantation shutters. The primary suite offers generous closet space and a spa-inspired bath with dual vanities, a soaker tub, and a walk-in shower. Thoughtful design and quality craftsmanship combine with a prime location just steps from downtown Winter Garden’s restaurants, shops, and the Plant Street Market, making this property an exceptional opportunity to enjoy upscale living in one of the area’s most sought-after neighborhoods.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
16149 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787
$1,005,995254 Days on yellowkey MLS ID: G5104655
0 Days Off yellowkey (back on 11/17/2025)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3764 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
Remarks: Virtually Staged. Pre-Construction. To be built. Opportunity in Avalon Woods! DEERFIELD MODEL. Discover the newest community by Dream Finders Homes in the highly sought-after Hamlin, Winter Garden. Welcome to the Arlington, an award-winning single-story open-concept home designed for modern living and effortless entertaining. The layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, wrap-around cabinetry, and ample counter space, connecting directly to the living areas—perfect for everyday living and entertaining. The owner’s suite and additional main-floor bedrooms are thoughtfully placed to maximize privacy and comfort, making this home ideal for families or multi-generational living. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
14501 GROVE RESORT AVE #2233, WINTER GARDEN, FL 34787
$230,00013 Days on yellowkey MLS ID: O6425797
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1396 Built: 2018Monthly Fee: $998 Tax: $8,008 (2025)Community: The Grove ResortCondo
Taxes:$8,008
Remarks: The Jasmine model is the MOST SPACIOUS condo in the sought after Grove Resort & Water Park. The condo 2233 is FULLY FURNISHED, DECORATED and equipped with everything you need and is located in NEWEST STERLING TOWER-II. Featuring an open concept living & dining area with a screened balcony overlooking lush gardens. The modern kitchen has quartz countertops, stainless steel appliances, and attached laundry room with full size washer and dryer. YOUR PERFECT VACATION HOME IS AT THE GROVE RESORT where you will enjoy privacy and convenience, including a concierge, multiple bars, restaurant, convenience store, spa, elaborate game room, stunning water park oasis, breathtaking 22-acre activity lake all professionally managed with turnkey hotel rental programs to help offset costs. The property is JUST 6 MILES FROM WALT DISNEY WORLD and close to all Central Florida’s attractions, shops, restaurants and major highways.
Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC (786-241-7619)
Listing Agent: Alessandra Grafin Kamensky (407-453-3943)
15512 FOUNTAIN COVE CT, WINTER GARDEN, FL 34787
$728,00014 Days on yellowkey MLS ID: O6425554
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3227 Built: 2017Monthly Fee: $342 Tax: $11,367 (2025)Community: Waterleigh Ph 1ASingle Family
Taxes:$11,367
Remarks: Welcome to this beautifully updated and exceptionally spacious 5-bedroom home located in one of the most desirable sections of Waterleigh’s original phase in Winter Garden. From the moment you enter, you are welcomed by a dedicated formal dining room, creating an inviting space for entertaining and special gatherings. The open-concept kitchen flows seamlessly into the main living area and breakfast nook, offering a bright, functional, and comfortable layout designed for everyday living. The first floor also features a versatile bedroom that can easily be used as a private home office, guest room, playroom, or flex space. Brand-new porcelain tile flooring throughout the main level adds a clean and modern touch, while the elegant wood staircase creates a beautiful transition to the second floor. Upstairs, an impressive oversized loft provides the perfect space for a media room, game room, second family room. The thoughtfully designed upper level includes two spacious en-suite bedrooms, providing privacy and comfort, along with two additional bedrooms that share a well-positioned bathroom. The entire second floor features durable and stylish vinyl flooring. Step outside to the screened-in lanai with finished flooring, an ideal setting for relaxing, dining, and enjoying Florida’s year-round sunshine. The large, fully fenced backyard offers plenty of room for entertaining, pets, play areas, or even the possibility of creating your own private outdoor retreat. Waterleigh is known for its outstanding resort-style amenities, including community pools, fitness centers, clubhouses, a navigable lake, dock, beach volleyball court, playgrounds, walking trails, and beautifully maintained outdoor spaces. Ideally located in Winter Garden, close to shopping, dining, major highways, world-famous attractions, and highly rated schools, this home offers the perfect combination of space, comfort, modern updates, an excellent floor plan, and an exceptional community lifestyle. A wonderful opportunity to own a move-in-ready home in one of the area’s most sought-after communities.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Maqueli Gewehr (863-258-5656)
341 E LAFAYETTE ST, WINTER GARDEN, FL 34787
$179,00021 Days on yellowkey MLS ID: O6423558
1 Days Off yellowkey (back on 7/16/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1106 Built: 1948 Tax: $2,897 (2025)Community: Solomon SubSingle Family
Taxes:$2,897
Remarks: Under contract-accepting backup offers. ATTENTION INVESTORS & BUILDERS! Rare, low-priced opportunity in the highly sought after Walk to Downtown Winter Garden! This is a rare chance to secure a spacious lot with endless possibilities in a premium location with NO HOA, top-rated schools, and city water and sewer connections available. Zoned R-2, this property is a blank canvas perfect for savvy investors or builders. Maximize your investment by exploring options for a duplex, an ADU, or applying to split the lot. The current structure requires a complete remodel or teardown, making it the perfect site for your next project. Cash buyers only. Opportunities at this price point ($179,000) in 34787 do not last. Schedule your showing today!
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Nina Nguyen (321-946-1256)
16681 SILVER BROOK WAY, WINTER GARDEN, FL 34787
$539,79035 Days on yellowkey MLS ID: O6419693
REDUCED by $16,000 (2.9%) on 07/16/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1896 Built: 2024Monthly Fee: $152 Tax: $1,372 (2024)Community: Silverleaf OaksSpa: NoSingle Family
Taxes:$1,372
Remarks: Under Construction. Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! The new construction quick move-in Haddock bungalow features our CO1 exterior, Move-In Ready appliance and window blind package, our Luxe Fresh design package, 3 bedrooms, 2 full bathrooms, a powder room, loft and 2-car detached garage. The first floor is ideal for entertaining, with its combined gathering room, kitchen, café, powder room, and gorgeous Oceanfront wood-look luxury vinyl plank flooring. The kitchen features a center island, storage pantry, stainless steel Whirlpool appliances, white cabinets, a white herringbone tile backsplash and Lyra quartz countertops. The second floor offers privacy and space for everyone with the owner’s suite, two additional bedrooms, the second bathroom, the laundry room and loft. Your owner’s suite features a walk-in closet, en suite bathroom with a private water closet, linen closet, walk-in shower with a frameless glass door, and dual sink quartz-topped white vanity. Professionally curated design selections for this home include our FH1 exterior, Move-In Ready appliance and window blind package and Luxe Fresh design package: upgraded 42" soft close white cabinets, a white herringbone tile kitchen backsplash, Lyra quartz countertops, white Brescia porcelain tile flooring in the wet areas, and soft, stain-resistant Ornamental Gate carpet in the bedrooms and second floor living areas.
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
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