Location: Winter Garden
Keyword(s): Bridgewater Middle
Keyword(s) Middle School: Bridgewater Middle
Do Not Show Listings
5637 WATER ROSE RD, WINTER GARDEN, FL 34787
$419,490113 Days on yellowkey MLS ID: O6373923
REDUCED by $500 (0.1%) on 04/30/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1617 Built: 2016Monthly Fee: $393 Tax: $5,741 (2025)Community: IndependenceSpa: NoTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,741
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: ***WINDERMERE HIGH SCHOOL*** Price improvement – great opportunity in Signature Lakes / Winter Garden. Enjoy the best of Florida living in this beautiful townhome located in the highly desirable Signature Lakes / Independence community in Winter Garden. *Seller offering $4,490 toward buyer’s closing costs — great opportunity to reduce out-of-pocket expenses!* This well-maintained 3-bedroom, 2.5-bath home offers a functional layout with comfortable living spaces and plenty of natural light. The kitchen opens to the living and dining areas, creating the perfect space for everyday living and entertaining. Step outside to a private screened patio, ideal for relaxing, enjoying your morning coffee or hosting friends while taking advantage of Florida’s outdoor lifestyle. Residents of Signature Lakes enjoy resort-style amenities, including community pools, walking trails, parks, playgrounds and beautiful lakes throughout the neighborhood. Conveniently located just minutes from Disney, shopping, dining and top-rated schools, this home offers both comfort and an unbeatable location. A great opportunity to own in one of Winter Garden’s most sought-after communities. Seller is offering a generous $4,990 contribution toward the buyer’s closing costs, a great opportunity to help reduce your upfront expenses and make homeownership even more affordable! Schedule your private showing today.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Luciana Amorim Panajotti (917-853-0353)
16136 WIND VIEW LN, WINTER GARDEN, FL 34787
$587,900121 Days on yellowkey MLS ID: O6372050
1 Days Off yellowkey (back on 5/7/2026)
REDUCED by $21,100 (3.5%) on 05/04/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2291 Built: 2016Monthly Fee: $341 Tax: $92,223 (2025)Community: Waterleigh Ph 1BSingle Family
Taxes:$92,223
Elementary School: Water Spring Elementary
Remarks: Under contract-accepting backup offers. Beautiful Waterfront 4-3 home in Waterleigh with large green space in front of the home and INCREDIBLE pond and lake views in back. This desirable Calder model is a 1 story home and offers 4 bedroom, 3 baths, plus a den/office with many upgrades and great views. The front drive and walkway are paved and lead up to a large porch with a peaceful view of a wide green space with mature trees. The home is detailed with tall ceilings and 8-foot, 6 panel decor doors throughout, recessed tray ceilings, elegant arches, and a tasteful light beige-colored walls throughout. Décor tile floor through the main home, and beautiful wood floor style plank tile in all bedrooms. The Designer kitchen has moco-colored, tiered, 42-inch cabinets with crown molding and under cabinet lights to accent the tumbled marbled backsplash, café` series kitchen stainless-steel appliances, and accented by gorgeous granite counters. It offers a glass top stove, French door fridge with bottom freezer, large walk-in pantry, and large sink island with breakfast bar, lite with pendant lights overlooking the family and dining area. The family room sliding door leads out to a covered and screened lanai with incredible serene water views. A second patio is outside for the cooler days to soak up the sun. The Primary Bedroom has water views, tray ceiling with fan and recessed lighting. The Primary bathroom has a walk-in shower with glass enclosure, a large 8x9 ft walk-in closet, separate linen closet, separate toilet room and dual sink vanity with extra storage. The floor plan splits the primary bedroom away from the secondary bedrooms for privacy. Two bedrooms share a jack and jill bath with dual sinks and separate toilet and tub room for more efficient use. The 4th bedroom shares a hall bath near the laundry. The laundry room provides a washer and dryer installed and many cabinets and granite counters for storage. The office/den/flex room also faces the back with the awesome water views. All bedrooms, living room, and den/office/flex room all have ceiling fans. Lawn care is included in the HOA fees. This amazing home is in the highly desirable community “Waterleigh.” Located just off the 429 west of Disney, This community amenities include 3 resort style pools, 2 fitness gyms, club houses, putt-putt golf, dog park, huge sports fields, playground, beach volleyball, Tennis, lake dock and view BBQ/picnic area, with walking paths and exercise stations that wind around the scenic lakes, nature, and community for a relaxing and enjoyable lifestyle. Fast and easy access anywhere. Hospitals, restaurants and shopping are all close and many more are being built nearby. Great schools; Water Spring Elementary, Water Spring Middle, and Horizon Highschool. All information here is deemed reliable but not guaranteed. Please email for more information or to get started in making this incredible home, YOUR home.
Listing is courtesy of: SPRING REALTY ONE LLC (407-340-1754)
Listing Agent: Bryce Rysewyk (407-340-1754)
7187 WILD STRAWBERRY RUN, WINTER GARDEN, FL 34787
$723,0006 Days on yellowkey MLS ID: O6403837
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3602 Built: 2007Monthly Fee: $200 Tax: $11,214 (2025)Community: Signature Lks-Pcl 01D Ph 02Spa: NoSingle Family
Taxes:$11,214
Elementary School: Independence Elementary
High School: Horizon High School
Remarks: There are homes that simply check the boxes… And then there are homes that instantly make you feel something the moment you walk through the door. This former model home tucked inside one of Winter Garden’s most loved communities, Independence. From the soaring ceilings to the warm engineered wood floors flowing throughout the home, every space feels bright, open, and inviting. Picture slow mornings in the beautiful open kitchen with granite countertops and beautiful color cabinetry while sunlight pours into the living spaces. Imagine family gatherings that effortlessly flow from the spacious living room to the dining area, creating the perfect setting for birthdays, holidays, movie nights, and everyday moments that matter most. The layout was designed for real life and comfort. Downstairs, the private primary suite creates a peaceful retreat, while the additional guest suite and the office flexibility for multigenerational living, remote work, or welcoming visitors. Upstairs opens into oversized bedrooms, a Jack and Jill bathroom, and a huge bonus space ready for game nights, a media room, or a second family lounge. But what truly makes this home special is the lifestyle waiting right outside your front door. Located in the highly desirable Independence community in Winter Garden, residents enjoy one of Horizon West’s most vibrant master planned communities filled with scenic walking and biking trails, beautifully maintained green spaces, community parks, playgrounds, clubhouses, fitness centers, resort style pools, and sports courts. Top rated schools, shopping, restaurants, Outside, life becomes even better. Disney just minutes away create the kind of Florida lifestyle.
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION (407-447-2829)
Listing Agent: Carmelo Nuccio (321-441-6951)
5755 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$455,0006 Days on yellowkey MLS ID: O6404161
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1797 Built: 2019Monthly Fee: $338 Tax: $4,506 (2025)Community: Orchard Hills Ph 4Townhouse
Taxes:$4,506
Remarks: Welcome to this beautifully maintained corner townhouse in the sought-after Orchard Hills community of Winter Garden, offering 3 bedrooms, 2.5 baths, a 2-car garage, and abundant natural light throughout. As you enter the home, you are welcomed into the dining area which then flows seamlessly into the spacious living room and kitchen, creating an inviting layout perfect for everyday living and entertaining. Tile flooring extends throughout the downstairs living areas, kitchen, and wet areas for style and easy maintenance. The kitchen features stunning granite countertops that contrast beautifully with the white cabinetry, along with stainless steel appliances all included. Upstairs, you’ll find all three bedrooms with comfortable carpet flooring, as well as a convenient laundry room complete with washer and dryer. The primary bedroom offers private access to a balcony where you can enjoy peaceful water views and relax in a serene outdoor setting. Residents of Orchard Hills enjoy exceptional amenities including a clubhouse, fitness center, picnic area with grills, dog park, playground, and a vibrant community atmosphere with events and social clubs designed to build lasting relationships.
Listing is courtesy of: CT HOMES REALTY CORPORATION (407-578-6545)
Listing Agent: Francisco Nieves-Taranto (321-248-4149)
15524 AVIATION ALY, WINTER GARDEN, FL 34787
$560,00028 Days on yellowkey MLS ID: O6398331
0 Days Off yellowkey (back on 5/6/2026)
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)
15143 KIRSTY ALY, WINTER GARDEN, FL 34787
$659,000234 Days on yellowkey MLS ID: O6344886
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2934 Built: 2017Monthly Fee: $328 Tax: $9,868 (2025)Community: Overlook 2/Hamlin Ph 2 & 5Single Family
Taxes:$9,868
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 5-bedroom, 3.5-bathroom move in ready home, ideally situated on a desirable corner lot in the heart of Hamlin, Winter Garden. With a thoughtfully designed layout, this home features one bedroom on the main floor—perfect for guests or multi generational living—and three additional bedrooms upstairs, offering plenty of space and privacy for the whole family. The home boasts soaring open ceilings that create a bright, airy atmosphere throughout. The upgraded kitchen is a true highlight, featuring modern finishes, high-end appliances, and ample space for cooking and entertaining. Adding even more value is the detached mother-in-law suite, offering flexibility for extended family, a private office, or rental income potential. Recently repainted exterior, elegant plantation shutters throughout the entire home, upgraded carpet, screen enclosure, upgraded 8 feet door downstair and upstairs, and the advantage of a spacious corner lot offering extra privacy and curb appeal. Located just minutes from top-rated schools, shopping, dining, and entertainment, this home perfectly combines luxury, functionality, and location in one of Winter Garden’s most sought-after communities.
Listing is courtesy of: ARION REALTY (407-564-8888)
Listing Agent: Jin Cheng (561-346-5225)
6530 PASTURELANDS PL, WINTER GARDEN, FL 34787
$479,99957 Days on yellowkey MLS ID: O6390459
REDUCED by $19,901 (4.0%) on 03/31/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2067 Built: 2006Monthly Fee: $285 Tax: $4,537 (2025)Community: IndependenceSpa: NoTownhouse
Taxes:$4,537
Remarks: DOWN PAYMENT ASSISTANCE AVAILABLE Welcome to your New Home with Brand New Inverter AC unit in a tranquil setting with a water view of a beautiful pond and conservation area. This well maintained townhome in the highly desirable Independence community of Horizon West. Over 2,000 sq ft, this home blends comfort, style, and convenience. Step inside the open floor plan, the spacious living and dining areas flow into the kitchen, complete with granite countertops and solid wood cabinets, creating a bright and functional layout, with additional flex-space at entry, perfect for home office or more. Upstairs, the primary suite offers a private retreat with walk-in closet and an en-suite bath with separate shower and garden tub. Two additional bedrooms overlook the beautiful pond. Enjoy outdoor living with private enclosed lanai and a detached two-car garage. 2-year roof. Independence offers resort-style amenities: pools, walking trails, sport courts, fitness facilities, parks, community boat dock and events. The HOA includes Spectrum 1GB high-speed internet, cable, premium streaming services, lawn maintenance and pest control. Close to shopping, dining and Walt Disney World!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Amber Draus (321-297-6466)
3167 WINESAP WAY, WINTER GARDEN, FL 34787
$575,00017 Days on yellowkey MLS ID: O6400764
0 Days Off yellowkey (back on 4/30/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2115 Built: 2016Monthly Fee: $190 Tax: $5,408 (2025)Community: Orchard Pk/Stillwater XingSingle Family
Taxes:$5,408
Remarks: Under contract-accepting backup offers. Welcome to 3167 Winesap Way, a beautifully appointed home nestled in the highly sought-after Orchard Park community of Winter Garden. This thoughtfully designed residence offers the perfect blend of comfort, efficiency, and modern style, featuring a spacious open-concept floor plan ideal for both everyday living and entertaining. Located minutes away from top Windermere Schools, Grocery stores, Shopping and entertainment, this home give you all you need right at your door. Enjoy energy efficiency and peace of mind with solar panels, a Tesla charger, Tesla power banks, and a reliable hurricane backup power system. Inside, the home showcases seamless flow between the living, dining, and kitchen areas, all filled with natural light and designed for today’s lifestyle. Step outside to your own private retreat, complete with a dedicated outdoor entertaining area and a cozy fire pit—perfect for relaxing evenings or hosting friends and family on beautiful Florida nights. With its combination of sustainable features, functional layout, and inviting indoor-outdoor living spaces, this home presents a rare opportunity to enjoy both luxury and practicality in one of Winter Garden’s most desirable neighborhoods.
Listing Agent: Andrew Tinkler (407-595-9581)
16413 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787
$439,90029 Days on yellowkey MLS ID: O6397513
REDUCED by $15,100 (3.3%) on 05/05/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1626 Built: 2021Monthly Fee: $284 Tax: $6,711 (2025)Community: HawksmoorTownhouse
Taxes:$6,711
Remarks: Built in 2021 and located in the desirable Hawksmoor community in Horizon West, this three bedroom, two and a half bath townhome offers a modern layout with thoughtful upgrades throughout. The open concept main living area flows seamlessly into a stylish kitchen featuring quartz countertops and contemporary finishes, while upgraded interior details and custom wallpaper add character and warmth. All bedrooms are positioned upstairs for privacy, including a spacious primary suite with a private bath. Step outside to a private patio courtyard with turf, perfect for low maintenance outdoor living, along with a two car garage with convenient alley access. Additional highlights include a whole house water softener system and newer construction peace of mind. Residents enjoy access to a community pool, fitness center, park, and clubhouse, all within Horizon West near new shopping, restaurants, parks, and everyday conveniences with easy access to major roadways, Winter Garden Village, and the growing Hamlin area.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Roberto Aponte, Pa (407-724-3730)
4122 SHEPPERDS HOLLOW ALY, WINTER GARDEN, FL 34787
$549,990127 Days on yellowkey MLS ID: O6370363
REDUCED by $5,000 (0.9%) on 05/04/2026
Bed: 3 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
Tax Year: 2024
Remarks: Income producing opportunity! This home includes a private one-bedroom garage apartment with separate entrance and kitchenette. Welcome to the Enclave at Hamlin, one of Winter Garden’s desirable communities, featuring the popular Taylor Morrison Ashwood floor plan that blends style, space and versatility. This beautifully designed two-story home offers two bedrooms, 2.5 baths, a spacious loft that can be converted into a third bedroom and a private one-bedroom with kitchenette garage apartment, providing exceptional flexibility for multi-generational living, guests or potential rental income. Upon entry, you are greeted by a welcoming foyer that opens into an expansive great room, ideal for entertaining and everyday living. Overlooking the space is the gourmet kitchen, complete with a large island, quartz countertops, stainless steel appliances and ample cabinetry. The kitchen flows seamlessly to the covered lanai, creating an ideal indoor-outdoor living experience. Also on the first floor is versatile flex space that can be used as a home office, formal dining room or additional bedroom. Upstairs, the primary suite serves as a private retreat, featuring a spa-inspired bath with dual quartz vanities, a walk-in shower, private water closet and a generous walk-in closet. The second floor also includes a secondary bedroom, a full bath with tub/shower combination, a private laundry room and a loft with built-in features, ideal for a playroom, craft room, media space or easily converted bedroom. Adding tremendous value is the one-bedroom, one-bath garage apartment with kitchenette, walk-in closet and private entrance, offering an excellent income opportunity or private accommodations for guests or family. The HOA maintains the lawn, including areas inside the fenced yard, providing a low-maintenance lifestyle. Community amenities include a resort-style pool with cabana overlooking Lake Hartley, a tot lot and peaceful open recreation areas with benches positioned to capture scenic lake views. The location is exceptional, with a quick half-mile experience, bike ride or visit to Hamlin, a vibrant 900-acre destination featuring a luxury theater, shopping, dining, salons, waterfront restaurants and entertainment. Convenient access to SR 429, theme parks, and major roadways makes commuting easy. Residents will also enjoy being within distance of the anticipated Horizon West Regional Park, a 215-acre destination park under development. Once complete, the park will offer miles of scenic trails, playgrounds, picnic pavilions, open green spaces, a splash pad, lake access for kayaking and community event areas, delivering an outstanding outdoor lifestyle right outside your door. This home offers a combination of comfort, convenience and future-forward living in one of Winter Garden’s fastest-growing areas.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Teresa White (904-994-9075)
15381 HONEYBELL DR, WINTER GARDEN, FL 34787
$419,00047 Days on yellowkey MLS ID: O6391881
REDUCED by $7,000 (1.6%) on 04/19/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2034 Built: 2016Monthly Fee: $418 Tax: $4,853 (2025)Community: Hamlin ReserveTownhouse
Taxes:$4,853
Remarks: Live in the heart of Hamlin Reserve, this stylish executive townhome sits directly across from the community pool and playground, just a five-minute drive or short distance to Hamlin Town Center for convenient shopping, dining and everyday essentials in Horizon West. Spanning over 2,000 square feet, this four-bedroom, three-bath home with two-car garage and private patio is thoughtfully designed for comfortable, modern living. The main level features an open-concept layout with a guest bedroom and full bath, along with a well-appointed kitchen complete with a large granite island, stainless steel appliances and a spacious pantry, ideal for everyday living and entertaining. A private, partially covered courtyard offers a comfortable outdoor space and leads to an oversized rear-entry two-car garage. The second level features a split floor plan with three bedrooms, two full baths and a laundry room. Relax and unwind in the serene primary suite, complete with a private balcony offering picturesque views of the pool and playground, an ideal vantage point for nightly views of Walt Disney World fireworks. The primary suite also includes an en-suite bath with dual vanities, a glass-enclosed shower and a generously sized walk-in closet. Residents enjoy a maintenance-free lifestyle with HOA-covered exterior care, landscaping, roofing and access to resort-style amenities including a pool, clubhouse, playground, dog park and scenic green spaces, all just near your front door. Positioned near Hamlin Town Center, you’ll experience a vibrant, accessible community with boutique shopping, dining and entertainment, including Cinépolis Luxury Cinemas. With proximity to Orlando Health Horizon West Hospital, Orange County National Golf Center and Horizon West Regional Park, plus easy access to major highways, this home offers a balance of luxury, convenience and lifestyle in one of Central Florida’s sought-after communities. A 2016 roof (HOA maintains), 2016 air conditioner and 2026 water heater.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Jj Mackle (321-217-9553)
3518 TURNINGWIND LN, WINTER GARDEN, FL 34787
$810,00024 Days on yellowkey MLS ID: S5147067
REDUCED by $15,000 (1.8%) on 04/30/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2744 Built: 2003Monthly Fee: $115 Tax: $10,313 (2025)Community: Windward Cay 48 125Single Family
Taxes:$10,313
Remarks: Welcome to 3518 Turningwind Lane, located in a gated upscale community in one of Winter Garden’s most desirable areas! This beautifully maintained 4-bedroom, 3-bathroom home offers the perfect blend of luxury, comfort, and convenience. A classic brick paver driveway and french door entry welcomes you inside, leading to a grand entryway that immediately sets the tone for this light, bright and inviting home. Just to the right of the entry is a spacious bonus room perfect for a home office, den or flex space. Straight ahead, you'll find a large living room with glass french doors that fill the room with natural light from the sparkling pool. To the left is a full sized formal dining area complete with elegant chandelier ideal for hosting family dinners and special occasions. The stunning renovated gourmet kitchen features solid wood cabinetry, beautiful granite countertops, and designer backsplash tile, creating an elegant and functional centerpiece of the home. To the right of the kitchen is an additional dining area featuring a matching bar and wine fridge creating a seamless extension of this beautifully renovated space. The family room offers even more space to gather and entertain also highlighted by french glass doors that lead directly to the pool and outdoor entertaining area, filling the home with abundant natural light throughout. The expansive primary suite is a true retreat, boasting a bay window separate seating area with french door access to the pool, two separate walk in closets and a luxurious en-suite bathroom complete with separate his-and-her vanities, matching windows, and an oversized walk-in shower overlooking a separate relaxing soaker tub. Your private outdoor oasis featuring a covered patio, sparkling screened pool, and large deck is perfect for entertaining. Enjoy peaceful views of the lush conservation area behind the home with no rear neighbors, providing privacy and a serene backdrop for relaxation. A convenient door from the patio leads directly to the pool bath and into the thoughtfully designed guest wing offering three additional bedrooms and a third full bathroom. Buyers will appreciate the added peace of mind with major updates already completed, including a brand new water heater, 2021 roof and HVAC replaced in 2019. Additional highlights include a 3-car garage, a laundry room with sink and cabinetry (washer & dryer included), gorgeous ceramic tile and real wood floors throughout and zoned for excellent schools. Conveniently located just minutes from highways, shopping/dining (Winter Garden Village) parks/recreation (West Orange Trail and West Orange Country Club) and entertainment (Orlando’s world-famous theme parks and tourist attractions) - it's truly a gem! This exceptional property offers Florida living at its finest in an exclusive highly sought after community. A home like this is a rare opportunity, so schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Melanie Shenosky (603-674-9405)
5340 BOWMAN DR, WINTER GARDEN, FL 34787
$2,195,00025 Days on yellowkey MLS ID: O6398618
0 Days Off yellowkey (back on 5/1/2026)
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5749 Built: 2017Monthly Fee: $230 Tax: $16,854 (2026)Community: The Cove At HamlinSingle Family
Taxes:$16,854
Tax Year: 2026
Remarks: Under contract-accepting backup offers. Lakefront living, done at scale. Set along approximately 160 feet of shoreline on Lake Hancock, this five-bedroom, six-and-a-half-bath residence delivers expansive water views, refined finishes, and a layout designed for both everyday living and effortless entertaining. From the moment you enter, soaring ceilings, arched architectural details, and wide-plank hardwood floors create a sense of openness and flow. A wall of arched windows floods the home with natural light and draws your eye straight through to the lake beyond. At the center, a chef’s kitchen anchors the space—featuring a generous island, porcelain farm sink, custom cabinetry, glass tile backsplash, and a full suite of Wolf and Sub-Zero appliances. The kitchen opens seamlessly to the family room and breakfast area, all positioned to capture the view. The primary suite is tucked privately on the main level, offering a true retreat with tranquil lake views, a spa-style bath with soaking tub and walk-in shower, dual vanities, and an oversized closet. Upstairs, four additional bedrooms with en-suite baths are complemented by a spacious game room and dedicated media room—creating separation and flexibility for guests or family. Outdoor living is just as compelling. A covered lanai and upper-level balcony overlook the water, with ample space to design a custom pool and private dock. Located near Hamlin Town Center, Winter Garden Village, and major roadways, the home offers both convenience and a true waterfront lifestyle, with community amenities including a pool, fitness center, playgrounds, and dock access
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Steve Healy (407-230-1441)
14090 AVENUE OF THE GROVES, WINTER GARDEN, FL 34787
$339,0007 Days on yellowkey MLS ID: O6404288
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1116 Built: 2011Monthly Fee: $415 Tax: $2,320 (2025)Community: IndependanceTownhouse
Taxes:$2,320
High School: West Orange High
Remarks: Tucked away in the sought-after community of Independence, this beautifully renovated 2-bedroom, 2.5-bath townhouse offers comfort, style, and an unbeatable location just minutes from Walt Disney World. Thoughtfully updated throughout, the home features stylish new flooring, fresh interior paint, modern lighting fixtures, and a brand-new roof—providing a truly move-in-ready experience. The inviting living area enjoys peaceful, unobstructed views with no front-facing neighbors, creating the perfect backdrop to enjoy the Magic Kingdom’s dazzling nightly fireworks. Ample guest parking is conveniently located directly in front of the home, adding to the everyday convenience. Step outside to a spacious backyard and enjoy the covered walkway leading to the two-car garage—an ideal combination of comfort and functionality. Residents of Independence enjoy access to two resort-style clubhouses featuring pools, state-of-the-art fitness centers, tennis and basketball courts, and playgrounds, offering endless opportunities for recreation and relaxation. The HOA includes internet, cable, exterior maintenance, grounds maintenance, and pest control, making this property an excellent choice as a primary residence, vacation home, or investment opportunity.
Listing is courtesy of: RE/MAX TOWN CENTRE (407-996-3200)
Listing Agent: Fernando Barragan (407-325-1085)
14844 DRIFTWATER DR, WINTER GARDEN, FL 34787
$429,9908 Days on yellowkey MLS ID: O6404258
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1990 Built: 2016Monthly Fee: $414 Tax: $7,051 (2025)Community: Signature Lakes Ph 3B-6Townhouse
Taxes:$7,051
Remarks: Welcome to this beautifully maintained townhome located in one of Winter Garden’s most desirable communities. Featuring 4 bedrooms, 2.5 bathrooms, and nearly 2,000 square feet of thoughtfully designed living space, this home delivers the comfort of a single-family residence with the convenience of low-maintenance living. The main floor offers a bright open layout with elegant tile flooring, a modern kitchen featuring granite countertops and 42" upper cabinets, and a spacious primary suite complete with a walk-in closet and private bathroom. Upstairs, you'll find three additional bedrooms and a flexible loft—perfect for a home office, media room, or play area. Step outside to a covered brick-paver patio and enjoy the expansive green lawn located just behind the home, creating the perfect space for outdoor fun, gatherings, or for kids to safely play. A private breezeway connects the home to a detached 2-car garage. The property is located near beautiful lakes and scenic walking areas, adding to the charm of this vibrant community. Residents also enjoy access to exceptional amenities, including resort-style pools, a clubhouse, fitness center, tennis and basketball courts, playgrounds, walking and biking trails, and a private boat ramp. Zoned for top-rated A-rated public schools, this home is just minutes from Hamlin Town Center, with Publix, Walmart, dining options, the new public library, and a picturesque lakefront park all close by. With its unbeatable location, family-friendly setting, and outstanding lifestyle offerings, this is a place you’ll be proud to call home.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Claudio Maciel (407-561-0108)
4896 PALMETTO PARK DR, WINTER GARDEN, FL 34787
$759,0008 Days on yellowkey MLS ID: OM723891
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2888 Built: 2016Monthly Fee: $188 Tax: $8,086 (2025)Community: Orchard Hills Ph 2Single Family
Taxes:$8,086
Remarks: Located in the highly sought-after Orchard Hills community, this upgraded “Hayes II” residence offers 5 bedrooms, 4 full baths, and a thoughtfully designed open-concept layout. Originally showcased by the builder, the home features curated upgrades and a layout that balances everyday functionality with refined design.A dramatic two-story foyer sets the tone upon entry, leading into a formal dining space ideal for hosting. The kitchen is designed for both form and function, featuring 42-inch cabinetry, granite countertops, stainless steel appliances, double ovens, and a spacious island that flows seamlessly into the breakfast area and main living space. A first-floor bedroom and full bath provide flexibility for guests or a private office. Upstairs, the primary suite offers generous proportions, a custom walk-in closet, and a well-appointed bath with dual vanities, soaking tub, and separate shower. Additional bedrooms are well-sized, with ample closet space, and the laundry room is conveniently located on the second level. Outdoor living is just as inviting, with an oversized screened lanai with plenty of room to add a pool and/or outdoor kitchen. The east-west orientation allows for natural light throughout the day and beautiful sunset views, and the fully fenced yard enhances privacy. Crowned with a timeless Spanish tile roof, the home is further enhanced by a new dual-zoned HVAC system (2024), providing efficient, balanced comfort throughout. Additional highlights include upgraded flooring throughout the upper level, tinted double-pane windows, a finished garage with overhead storage, and a larger homesite within the community. Residents of Orchard Hills enjoy an amenity-rich lifestyle, including a pool, clubhouse, fitness center, playgrounds, dog park, grilling area, and frequent events. The HOA covers exterior maintenance, lawn care, landscaping, and outdoor pest prevention - making life truly low-maintenance. Just minutes from Disney World, major highways, shopping and dining, this home is a rare opportunity you won't want to miss!
Listing is courtesy of: REMAX REALTY ONE (352-795-2441)
Listing Agent: Laura Bush (904-687-5170)
7766 MINUTEMEN LOOP, WINTER GARDEN, FL 34787
$1,745,000294 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
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)
WINTER GARDEN, FL 34787
$619,00023 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
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)
14447 PRUNNINGWOOD PL, WINTER GARDEN, FL 34787
$340,00072 Days on yellowkey MLS ID: O6385194
1 Days Off yellowkey (back on 5/1/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1250 Built: 2005Monthly Fee: $411 Tax: $3,357 (2025)Community: Signature Lks-Pcl 01ASpa: NoTownhouse
Taxes:$3,357
Remarks: One or more photo(s) has been virtually staged. This stylish townhome in the highly sought-after Independence community of Winter Garden offers the perfect blend of comfort, function, and location plus the rare bonus of an oversized lot with an expanded driveway for added convenience and parking flexibility. As you enter through the front door, you're welcomed into a bright, open-concept layout with the kitchen positioned to the left, seamlessly flowing into the dining room and living room an ideal setup for entertaining or everyday living. A convenient half bath is located downstairs for guests. Upstairs, you'll find two spacious bedrooms, each featuring its own private en-suite bathroom, making this home perfect for guests or a flexible work-from-home setup. Step outside to enjoy your private fenced courtyard situated between the home and the rear-loading garage perfect for relaxing, grilling, or creating your own outdoor retreat. Recent updates provide added value and peace of mind, including a new roof (2024), refrigerator (2024), dryer (2/24/26), and water heater replaced in August 2023, making all major appliances under two years old. Residents of Independence enjoy resort-style amenities including two pools, two fitness centers, regulation-size tennis and basketball courts, a dog park, scenic walking and biking trails, and a clubhouse with a game and recreation room. The HOA adds exceptional value by including 1GB high-speed internet through Spectrum, cable, and premium streaming services including Disney+, Paramount+, Peacock, HBO, Hulu, and ESPN, along with pest control and front landscaping maintenance, making for truly convenient, low-maintenance living. Ideally located just minutes from Disney and close to Hamlin Town Center and Horizon West, this home is surrounded by top-rated schools, popular restaurants, shopping, and entertainment. Offering private en-suites, outdoor space, an oversized lot with expanded driveway, and exceptional community amenities, this townhome stands out in one of Winter Garden’s most desirable neighborhoods.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
3430 TURNINGWIND LN, WINTER GARDEN, FL 34787
$825,00016 Days on yellowkey MLS ID: G5111151
0 Days Off yellowkey (back on 4/28/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3358 Built: 2002Monthly Fee: $115 Tax: $6,001 (2024)Community: Windward Cay 48 125Spa: NoSingle Family
Taxes:$6,001
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Looking for a pool home in Winter Garden that offers privacy and space, in a peaceful gated community? Well, welcome home! This beautifully upgraded home is close to schools, shopping, dining, golf, and quick access to the 429. Featuring 4 bedrooms, 4 bathrooms, a private office, two versatile bonus rooms, a large screened pool with water features, and a 3-car garage, it offers space for everyone. The long driveway and oversized paver pad provide parking for eight or more vehicles. The screened pool is over 6 feet deep and opens to a newly renovated pool bath, creating the perfect space for relaxing and entertaining year-round. With no rear neighbors, the backyard oasis backs to a tranquil conservation area and is framed by a wrought-iron fence with fragrant climbing jasmine for added privacy, and provides a green space for your furry friends. Inside, you’ll find wood-grain tile and high-quality bamboo flooring throughout—no carpet—plus a dramatic staircase with soaring ceilings and an elegant light fixture. The open kitchen is perfect for everyday living and entertaining, featuring new quartz countertops, a new sink and disposal, a newer stainless steel stove, microwave, and dishwasher, and a walk-in pantry with stylish new doors, all flowing into spacious living and dining areas. Downstairs, French doors lead to the office, while bi-fold doors connect to a flex room ideal for a gym, playroom, or guest suite. Upstairs, you’ll find three bathrooms, and two of the four bedrooms feature custom Closets by Design, along with a versatile flex space, perfect for a theater or family room. The oversized primary suite offers dual walk-in closets, extra storage, and a spa-like bath with soaking tub, separate shower, split vanities, and a private water closet. Recent updates include a new roof (2023), refreshed pool deck, new pool pump (2022), and new electric pool heater (2025). Additional upgrades include new lighting, updated hardware, fresh baseboards, new outlets and switches, coach lights, mirrors, and crown molding in the office, dining room, and primary suite. This is a home where comfort, style, and Florida living come together—ready to welcome you home.
Listing is courtesy of: CENTURY 21 HANCOCK (352-708-5650)
Listing Agent: Lydia Wells (352-636-4867)
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