Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
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Winter Garden - 581 properties found
7808 WINTER WREN ST, WINTER GARDEN, FL 34787
$598,00011 Days on yellowkey MLS ID: O6400269
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2274 Built: 2015Monthly Fee: $252 Tax: $8,119 (2025)Community: SummerlakeSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,119
Elementary School: Summerlake Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Welcome to resort-style living in the highly sought-after Summerlake Community of Winter Garden! Enjoy Disney fireworks and Space Coast Rocket launches from the front porch or across the pond in front of the house. This beautifully situated home on a corner lot features 4-bedrooms, 2.5-baths with an upstairs office loft, offers space, style, and flexibility in one of Horizon West’s premier neighborhoods. The inviting covered front porch sets the tone as you step into this light-filled home featuring granite countertops throughout, freshly painted both inside and out, and tile flooring across the main living areas. The open-concept design is perfect for both entertaining and everyday living. The kitchen flows seamlessly into the living and dining areas, and opens to a covered and screened in rear patio lanai, creating an ideal indoor-outdoor living experience. The main floor also includes a convenient half bath, perfect for guests. The primary suite is a relaxing retreat, featuring dual sinks, granite countertops, a soaking tub, a separate walk-in shower, and ample closet space. Three additional bedrooms are well-sized and thoughtfully arranged with easy access to the remaining full bath. This is truly a rare opportunity to experience both tranquility and park like setting right outside your front door! Residents of Summerlake enjoy exceptional amenities including a lakeside clubhouse with fitness center, party room, resort-style pool, fishing pier, walking trails, parks, playgrounds, and tennis courts makes this the perfect area for the active lifestyle — all just minutes from SR-429, top-rated schools, Winter Garden Village, downtown Winter Garden, golf courses, and major theme parks. Lawn care, sprinkler maintenance, and irrigation water are all included in the low HOA fee, making maintenance a breeze. Schedule your private tour today and make this exceptional property yours!
Listing is courtesy of: BROOKSHIRE HOMES REALTY (303-838-0434)
Listing Agent: Robert Larosa (303-489-2019)
15187 HARROWGATE WAY, WINTER GARDEN, FL 34787
$450,00018 Days on yellowkey MLS ID: TB8497081
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1296 Built: 2003Monthly Fee: $46 Tax: $5,808 (2025)Community: Stone CrkSingle Family
Taxes:$5,808
Elementary School: Whispering Oak Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Location! Location! Welcome to this wel maintained 3 beds 2 bath single family home located in the desirable community of Stone Creek in Winter Garden. This home offers a spacious living room, dining area, spacious master bedroom with double sink and walking closet, 2 extra bedrooms and sharing bath, 2 car garage, screened porch and generous fenced back yard. This property is convenient located near shops, restaurants, and the highly rated Elementary School is located inside the community with walking distance. Also, near Winter Garden village Mall, Stonybrook West Golf Club, Tucker Ranch Wellness Park (in construction) And easy acces to the Highway and Airport.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Maria Howard (410-422-3518)
4620 GLIDING WAVE ST, WINTER GARDEN, FL 34787
$575,000101 Days on yellowkey MLS ID: O6370772
REDUCED by $14,000 (2.4%) on 04/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2184 Built: 2021Monthly Fee: $136 Tax: $8,224 (2025)Community: Lakeview Preserve Ph 2Single Family
Taxes:$8,224
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: A STUNNING, ENERGY-EFFICIENT HOME LOCATED IN ONE OF WINTER GARDEN’S MOST DESIRABLE GATED COMMUNITIES. Located at the highly desirable gated community of Lakeview Preserve, this 2021-built residence offers a rare combination of modern design, comfort, and quality of life in one of Central Florida’s fastest-growing and most appreciated areas. The home features 3 bedrooms and 2 bathrooms with a fully open and integrated floor plan that creates spacious, functional living areas filled with natural light, ideal for both everyday living and entertaining. A key highlight of this property is the installed solar panel system, providing meaningful energy savings, increased efficiency, and lower monthly utility costs, adding immediate value while aligning comfort with sustainability. Lakeview Preserve is a distinctive community surrounded by nature and thoughtfully designed to deliver leisure, security, and well-being. In addition to being a gated and well-maintained neighborhood, the community offers a full range of amenities, including a swimming pool, fitness center, clubhouse for various activities and events, a splash pad, lake access with designated kayaking areas, and inviting outdoor spaces that promote a relaxed and family-friendly atmosphere. The location is strategic, with convenient access to major roadways, highly rated schools, shopping, dining, and all that Winter Garden has to provide, making this property an excellent choice for both homeowners and investors seeking long-term value, strong demand, and consistent appreciation.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Simone De Souza Nunes Silva (689-837-5076)
5074 BREEZY ACRES ST, WINTER GARDEN, FL 34787
$1,000,000126 Days on yellowkey MLS ID: O6369788
Bed: 7 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4720 Built: 2021Monthly Fee: $115 Tax: $11,152 (2023)Community: Wincey GrovesSingle Family
Taxes:$11,152
Elementary School: Hamlin Elementary
Tax Year: 2023
Remarks: MOVE-IN READY | EASY OWNER FINANCING AVAILABLE | FURNITURE NEGOTIABLE WITH PURCHASE Welcome to an exceptional opportunity in the heart of Winter Garden’s highly sought-after Wincey Groves community. This beautifully upgraded Sweetwater model by Dream Finders Homes, built in 2021, offers over 4,700 square feet of refined living space with 7 bedrooms and 4.5 bathrooms, plus two additional flex rooms that can easily convert this home into a 9-bedroom layout. Thoughtfully designed for both everyday comfort and elevated entertaining, this move-in-ready residence delivers a rare combination of space, sophistication, and flexibility in one of Central Florida’s most desirable locations. From the moment you arrive, the home’s enhanced elevation, extended driveway, and welcoming front porch set the tone for what awaits inside. The open-concept floor plan is filled with natural light and showcases 9-foot doors, soaring ceilings, upgraded engineered hardwood flooring, and expansive sliding glass doors that create a seamless indoor-outdoor flow. The primary suite is conveniently located on the main level, offering a private retreat complete with additional windows, a spa-inspired en-suite bath featuring a soaking tub for two, upgraded glass-enclosed shower, and refined finishes designed for relaxation. Also on the first floor are a private downstairs office, half bath, and a converted third garage space thoughtfully designed as a dedicated home gym, adding exceptional functionality and value. At the heart of the home, the chef’s kitchen impresses with an oversized gathering island, quartz countertops, wrap-around cabinetry, double ovens, built-in microwave, farmhouse sink, under-cabinet lighting, and an abundance of storage—perfect for entertaining and daily living alike. Upstairs, you’ll find the remaining bedrooms, including a Jack-and-Jill bathroom, generous walk-in closets throughout, and an expansive home theater/game room. Combined with the additional flex rooms, the home offers outstanding adaptability for multi-generational living, guest accommodations, or expanded work-from-home needs. Additional features include smart-home technology, fiber-optic internet, a hardwired security system with cameras, dual AC units for optimal climate control, and both front and rear porches overlooking a private fenced backyard. Ideally located near top-rated schools, community parks, and the vibrant Hamlin area’s shopping and dining, this home also offers a compelling financial advantage. The sellers are offering seller financing with 20% down and a 5.99% interest rate, providing flexibility and potential savings for qualified buyers. Luxury, space, and opportunity converge here—schedule your private tour today to experience it firsthand.
Listing is courtesy of: NEW HEIGHTS REALTY GROUP (407-934-0305)
Listing Agent: Daniel Rodriguez (407-934-0305)
15852 SHOREBIRD LN, WINTER GARDEN, FL 34787
$779,000166 Days on yellowkey MLS ID: O6361580
3 Days Off yellowkey (back on 4/27/2026)
REDUCED by $20,000 (2.5%) on 04/15/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2766 Built: 2019Monthly Fee: $385 Tax: $10,928 (2024)Community: Lakeshore Preserve Ph 5Single Family
Taxes:$10,928
Tax Year: 2024
Middle School: Horizon West Middle School
Remarks: Stunning 2-Story Home in Winter Garden – 4 Bedrooms, Solar Panels, and Exceptional Features This beautiful two-story home in the highly sought-after Winter Garden neighborhood offers everything you need for luxury living and modern convenience. With 4 spacious bedrooms, including a luxurious master suite complete with a walk-in closet, this home is designed to provide comfort and style for every member of the family. The additional three bedrooms are equipped with ample built-in closets, perfect for all your storage needs. The home boasts 4 full bathrooms and an additional half bathroom, ensuring convenience and privacy for all. The open floorplan seamlessly connects the expansive great room and formal dining area, creating an ideal space for both everyday living and entertaining. The kitchen is a chef’s dream, featuring beautiful solid wood cabinets, sleek stone countertops, and top-of-the-line appliances that are included with the home. Step outside to enjoy Florida's beautiful weather on the front porch, or retreat to the private backyard with an outdoor kitchen and spacious patio – perfect for relaxing, grilling, and entertaining guests. The home is also equipped with solar panels, making it energy-efficient and helping to lower utility costs. Additional features include a 2-car attached garage, providing plenty of space for vehicles and storage, and a prime location near major roadways and top-rated schools, offering the perfect balance of privacy and accessibility. This home truly has it all – don’t miss the opportunity to make it yours! Please note: The solar panel financing is $90.00 per month, offering long-term savings on energy costs.
Listing Agent: Joao Freitas De Souza Freitas, Jr (407-342-6363)
14327 WABASSO LOOP, WINTER GARDEN, FL 34787
$899,990220 Days on yellowkey MLS ID: O6347454
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3710 Built: 2022Monthly Fee: $200 Tax: $12,141 (2024)Community: Tilden Place/Winter GardenSingle Family
Taxes:$12,141
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this beautifully maintained home located in the highly desirable Independence/Horizon West community of Winter Garden! This spacious home showcases thoughtful upgrades and a bright open layout designed for modern living. The gourmet kitchen is the centerpiece of the home, featuring luxury cabinets, premium finishes, and ample counter space that flow seamlessly into the family and dinning areas. Elegant crown molding adds a touch of sophistication throughout, while European-style blinds bring a modern and functional design element to every room. The primary suite offers a peaceful retreat with a walk-in closet, complemented by well-sized secondary bedrooms. Enjoy Florida living with a covered patio, landscaping backyard, and two-car garage for convenience. Located just minutes from Disney, Hamlin Town Center, top-rated schools, shopping, dining, and major highways, this home is perfectly situated for both comfort and lifestyle. Don't miss the opportunity to own this beautifully upgraded Winter Garden property!
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Stephanie Li (407-538-7599)
15716 SWEET LEMON WAY, WINTER GARDEN, FL 34787
$739,000104 Days on yellowkey MLS ID: O6375190
2 Days Off yellowkey (back on 4/27/2026)
REDUCED by $26,000 (3.4%) on 04/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2945 Built: 2021Monthly Fee: $118 Tax: $9,510 (2025)Community: Highlands At Summerlake GrovesSingle Family
Taxes:$9,510
Remarks: Beautiful two-story single-family home located in the highly desirable Winter Garden area, featuring a welcoming front porch perfect for morning coffee. This well-maintained residence offers 2,945 sq ft of heated living space with quality flooring, excellent finishes, and tasteful details throughout. The open-concept main level showcases a spacious living area with a custom accent wall and wood panel detailing, flowing seamlessly into the kitchen and dining spaces. The kitchen features elegant cabinetry and appliances, a large pantry, and a generous island ideal for everyday living and entertaining. A stylish powder room and thoughtfully customized laundry room with utility sink add convenience to the main floor. Upstairs, a large loft provides a versatile second living area, ideal for a media room, study, or additional work-from-home space. In addition to the primary suite, the home offers multiple flexible rooms currently well-suited for home offices, a playroom, or guest accommodations, supporting today’s modern lifestyle. The primary suite includes dual vanities and a beautifully finished walk-in shower. The fully fenced backyard offers privacy and ample space for outdoor enjoyment, complemented by a covered rear patio perfect for relaxing or hosting gatherings. Additional highlights include a garage with built-in storage and organization systems. Located in a deed-restricted community with resort-style amenities, including a community pool, playground, and sidewalks, and conveniently close to shopping, dining, top-rated schools, and major roadways. This home offers the ideal blend of comfort, functionality, and location. Schedule your private showing today.
Listing Agent: Any Alves (407-455-0618)
1606 MALCOLM POINT DR, WINTER GARDEN, FL 34787
$599,900286 Days on yellowkey MLS ID: TB8409266
0 Days Off yellowkey (back on 4/27/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2455 Built: 2003Monthly Fee: $33 Tax: $2,940 (2024)Community: Tuscany Ph 02Single Family
Taxes:$2,940
Elementary School: Maxey Elem
High School: Ocoee High
Middle School: Lakeview Middle
Remarks: ***Golf Cart District*** Nestled in a serene cul-de-sac in the heart of Winter Garden, Florida, this stunning 4-bedroom, 3-bathroom contemporary stucco home offers 2,455 square feet of comfort and style. Blending elegance and functionality, this residence has been meticulously updated with high-end features, making it an ideal choice for discerning buyers seeking a move-in-ready home. Gorgeous Carrera marble countertops in kitchen and bathrooms, with stylish subway tile backsplash. Step inside to discover a bright and airy floor plan, enhanced by new windows installed in 2020, rated for hurricanes up to 185 MPH, the home features a whole-house water filtration system with UV light for clean, purified water throughout. New carpet in rarely used guest bedrooms. Master bedroom closet expanded to be pass through to His and Hers Full Bathrooms, you'll love this setup! The open-concept living area flows seamlessly, offering ample space for gatherings and everyday living, a beautifully updated kitchen, featuring refinished cabinets (2020) and stainless steel appliances, including a new induction cooktop stove, microwave, and dishwasher, all installed in 2020. There is also a brand new 55 Gallon hot water heater installed less than 2 years ago. The exterior is stucco complemented by a new roof installed in 2020, ensuring durability. The front of the home is adorned with permanent trim lights, controllable via an app to change colors and patterns. The fenced backyard provides privacy, professionally designed 32 x 15 paver patio with a sitting wall, fans with Aeromist misting system, Patio lights and a retractable awning creates a shaded outdoor oasis. A large 10 x 12 permitted site-built shed offers ample storage or workshop space and the irrigation system keeps the lush landscaping vibrant and low-maintenance. This home is designed for effortless living. Located in vibrant Winter Garden, in the highly desirable Tuscany neighborhood, this home offers easy access to charming downtown shops, restaurants, golf cart district and the scenic West Orange Trail. Prepare to be impressed!
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787
$815,00010 Days on yellowkey MLS ID: O6402075
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3580 Built: 2008Monthly Fee: $72 Tax: $4,880 (2025)Community: Covington ParkSpa: NoSingle Family
Taxes:$4,880
Elementary School: Dillard Street Elem
Remarks: One or more photo(s) has been virtually staged. Welcome to Covington Chase, one of the most sought-after communities in Winter Garden, just minutes from the charm and energy of historic downtown. Situated on an oversized 0.38-acre lot, this 4-bedroom, 4 full bathroom home offers a rare combination of space, functionality, and flexibility. The fully fenced backyard provides plenty of room to relax, entertain, or create your own outdoor retreat, while the long driveway and 3-car garage give you ample parking and storage, including space for a golf cart so you can fully enjoy this golf cart district lifestyle. The floor plan is thoughtfully designed for both everyday living and long-term versatility. The primary suite is located downstairs, creating a private retreat with two walk-in closets and a large bathroom that offers both space and comfort. Also on the first floor is a dedicated office, perfect for working from home or creating a quiet, separate space for productivity. In addition, the first floor features a Jack and Jill bedroom and bathroom setup, ideal for guests, kids, or multigenerational living. This layout allows for privacy while still maintaining a connected and functional flow throughout the home. Upstairs, you will find a spacious loft that can be used as a second living area, media room, or play space, along with a full bedroom and full bathroom. This upstairs setup is perfect for guests, older children, or anyone who would benefit from having their own private area within the home. The overall layout gives you multiple living zones and flexibility, making it easy to adapt the home to your lifestyle, whether that means working from home, hosting guests, or simply enjoying extra space. The roof was replaced just a few years ago, offering added peace of mind and reducing one of the major future expenses for a new owner. Beyond the home itself, the lifestyle here is what truly stands out. You are just minutes from the Downtown Winter Garden Historic District, known for its brick-lined streets, locally owned restaurants, coffee shops, boutiques, and the popular weekly farmers market. Living in the golf cart district means you can easily head downtown for dinner, events, or a casual night out without needing to get in your car. You are also close to the West Orange Trail, a 22-mile scenic trail perfect for biking, walking, and enjoying the outdoors. Homes with this kind of lot size, a flexible floor plan with a downstairs primary suite, office, additional bedroom, plus an upstairs loft and private guest space, and a 3-car garage are hard to find this close to downtown. This is a unique opportunity to own a home that offers both the space you need and the lifestyle you want.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
2217 RICKOVER PL, WINTER GARDEN, FL 34787
$1,059,00055 Days on yellowkey MLS ID: O6388647
1 Days Off yellowkey (back on 4/27/2026)
REDUCED by $16,000 (1.5%) on 04/20/2026
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4324 Built: 2008Monthly Fee: $260 Tax: $8,547 (2025)Community: Bronsons Lndgs F & MSpa: YesSingle Family
Taxes:$8,547
Elementary School: Lake Whitney Elem
Remarks: Under contract-accepting backup offers. This stunning waterfront model home in the prestigious gated community of Bronson's Landing in Winter Garden, Florida, offers the perfect blend of luxury, comfort, and waterfront living. Step inside to an elegant foyer featuring a custom staircase and a private office, setting the tone for this thoughtfully designed 5-bedroom, 5-full-bath residence with an additional loft, theater room, and versatile flex spaces ideal for relaxation and effortless entertaining. The heart of the home is the expansive open-concept gourmet kitchen, boasting sleek stone countertops, modern hardware, premium stainless steel appliances, built-in ovens, abundant cabinetry, a walk-in pantry, and a large island bar overlooking the sparkling pool, extended lanai, and tranquil pond views. Upgraded wood flooring flows throughout, while abundant natural light floods the seamless kitchen, dining, and living areas creating an inviting space perfect for year-round gatherings. The luxurious primary suite is a true retreat, with peaceful water views, crown molding, and a spa-like en-suite bath featuring a large soaking tub, separate shower, and an extended walk-in closet with custom built-ins. Upstairs, a second master bedroom awaits, complete with its own private sitting area and full bath that’s ideal for multigenerational living or guests seeking privacy. Generously sized secondary bedrooms accommodate family or visitors comfortably, while the flexible upstairs theater/flex room with kitchenette doubles as a superb loft or secondary living space. Outside, your private outdoor oasis beckons: an extended covered lanai with sliding glass doors opens to a resort-style pool and spa, fully fenced extended backyard, and panoramic water views that make every day feel like a vacation. Additional premium features include custom window treatments, designer lighting throughout, a whole-home central vacuum system, energy-efficient double-pane windows, and a convenient 3-car attached garage. Immaculately maintained and brimming with thoughtful details, this exceptional waterfront home must be experienced in person to truly appreciate its elegance and tranquility.
Listing is courtesy of: FL PRO BROKERS LLC (407-790-7341)
Listing Agent: Michael Blank (407-595-0144)
15373 LAKE KILLARNEY CT, WINTER GARDEN, FL 34787
$820,00038 Days on yellowkey MLS ID: O6394209
REDUCED by $9,000 (1.1%) on 04/11/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3623 Built: 2023Monthly Fee: $160 Tax: $12,032 (2025)Community: Lakeside At HamlinSpa: NoSingle Family
Taxes:$12,032
Remarks: One or more photo(s) has been virtually staged. Stunning brand-new, energy-efficient home in the desirable Hamlin community of Winter Garden. This spacious 5-bed + Bonus Room, 4-bath, 3,700+ sq ft property sits on a cul-de-sac corner lot and features an open layout with 10-ft ceilings, Ceramic flooring, a built-in electric fireplace, and upgraded 3-panel sliding doors that fully open to the covered lanai. The chef's kitchen includes an oversized quartz island, extended L-shaped cabinetry, quartz countertops, stainless steel canopy hood (vented outside), 30" ceramic cooktop, and all new stainless appliances. The first floor offers the primary suite plus three additional bedrooms, including one with a private bath-ideal for guests or an office. Upstairs features two more bedrooms, a full bath, and a 16' x 20' bonus room with two walk-in closets and wet-bar pre-plumbing. The 2.5-car garage includes a hobby area, epoxy floors, extra outlets, water softener loop, and sink plumbing. Laundry room includes new washer/dryer and cabinets. Enjoy a private backyard with no rear neighbors, vinyl fencing, lanai pre-plumbed for a sink, and pool pre-wire (60A) already installed. HOA includes fiber-optic internet (750-900 Mbps). Minutes from Orlando Health, Publix, dining, and more.
10625 ATWATER BAY DR, WINTER GARDEN, FL 34787
$589,000179 Days on yellowkey MLS ID: O6357589
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2019Monthly Fee: $245 Tax: $5,426 (2024)Community: Waterleigh Ph 2DSingle Family
Taxes:$5,426
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Welcome to this beautifully designed, move-in ready 4-bedroom, 3.5-bath home with a 2-car garage, perfectly situated on an elevated lot in the highly sought-after Waterleigh community of Horizon West, Winter Garden. The main level boasts an open-concept layout featuring a stunning kitchen with granite countertops, stainless steel appliances, a walk-in pantry, and an inviting eat-in nook that overlooks the bright and spacious living area. The adjacent dining room provides the perfect space for hosting family and friends. This level also includes a private guest suite with upgraded carpet—ideal for visitors or multigenerational living—a convenient half bath, and a dedicated laundry room. Upstairs, enjoy a generous loft area that’s perfect for a media room or home office, along with three additional bedrooms. The second primary suite offers a walk-in closet and a private en-suite bath, providing a relaxing retreat. Waterleigh offers a premier lifestyle with exceptional amenities, including four resort-style pools, two clubhouses, fitness centers, beach volleyball, tennis and basketball courts, parks, playgrounds, mini golf, community events, scenic trails, and even Disney fireworks views! This prime location provides close proximity to Publix, daycare centers, the new Atwater Bay Elementary, Water Spring Middle, and Horizon High—plus easy access to shopping, dining, Highway 429, theme parks, and Walt Disney World. Don’t miss your chance to own this stunning home in one of Winter Garden’s most desirable communities. Schedule your private showing today and experience the best of Florida living! Please note: No representations or warranties are made regarding school districts or assignments. Buyers are encouraged to verify all school information independently.
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: John Walker, Jr (321-412-5671)
4136 WILLOW BAY DR, WINTER GARDEN, FL 34787
$655,00024 Days on yellowkey MLS ID: R4911030
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2472 Built: 2001Monthly Fee: $315 Tax: $8,781 (2025)Community: Woodbridge On GreenSingle Family
Taxes:$8,781
Remarks: Under contract-accepting backup offers. Welcome to this beautiful single-story home in the desirable Woodbridge on the Green community in Winter Garden, FL. Offering 3 bedrooms, 2 bathrooms, and 2,472 square feet of living space (3,330 total), this residence blends comfort, functionality, and scenic beauty. Step inside to discover a spacious layout designed for easy living and entertaining. The home provides breathtaking views of the pond and golf course, while mature trees provide shade and privacy—creating the perfect backdrop for enjoying stunning afternoon sunsets. The home features a rare 2.5-car garage, including a side golf cart garage door and an air-conditioned storage area—ideal for hobbies, extra storage, or a workshop setup. Enjoy a low-maintenance lifestyle with HOA benefits that include lawn/irrigation care and exterior home painting, along with access to a dedicated community storage lot for boats and RVs. All of this allows for a clean and well-maintained looking community. Perfectly located near shopping, dining, and everyday conveniences, this home offers both tranquility and accessibility in one of Winter Garden’s most sought-after communities. Don’t miss your opportunity to own a home with exceptional views and unmatched convenience—schedule your private showing today!
Listing is courtesy of: AVALON LAND & COMMERCIAL, LLC (407-808-2233)
Listing Agent: James Kazaros (407-808-2233)
869 BENDING OAK TRL, WINTER GARDEN, FL 34787
$530,000175 Days on yellowkey MLS ID: O6358341
REDUCED by $5,000 (0.9%) on 04/27/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1975 Built: 2012Monthly Fee: $109 Tax: $5,262 (2024)Community: Oaks/Brandy Lake 01 Rep A & BSingle Family
Taxes:$5,262
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath home located in The Oaks at Brandy Lake; Situated in the highly desirable golf cart district of Winter Garden. The home offers an open-concept layout featuring a spacious dining and living area with sliding glass doors that leads to a covered patio and FENCED back and side yard. The kitchen includes stainless steel appliances (New Refrigerator 2024), (New Garbage Disposal 2025) and generous counter space. The home features FULLY PAID SOLAR PANELS and rear 2-car garage (New Garage Door Opener 2025) and ample parking in the front of the home. Residents have access to community amenities including a pool and playground. Conveniently located a little over 1 mile away from Downtown Winter Garden, you can enjoy the weekly Farmer's Market and plethora of shops and restaurants. You also have access to major highways (about a 5 minute drive to 429 and Turnpike).
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Xiomara Pratts (407-993-2865)
16548 RAVEN ROCK PL, WINTER GARDEN, FL 34787
$1,459,90070 Days on yellowkey MLS ID: S5144064
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4263 Built: 2017Monthly Fee: $178 Tax: $16,938 (2024)Community: TwinwatersSingle Family
Taxes:$16,938
Remarks: Experience refined elegance in this beautifully maintained residence located in one of Winter Garden’s most desirable communities. Designed for modern living, the home offers bright open spaces, a stylish kitchen, and inviting bedrooms that blend comfort with sophistication. Step outside to a private, resort-style backyard with over $200,000 invested, creating an exceptional outdoor oasis perfect for entertaining or unwinding in total privacy. Ideally positioned near top-rated schools, upscale dining, shopping, major highways, Downtown Winter Garden, Disney attractions, and Orlando—this home delivers luxury, location, and lifestyle at its finest.
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Yuliana Naim (818-434-9717)
13212 SOCIAL LN, WINTER GARDEN, FL 34787
$595,00018 Days on yellowkey MLS ID: O6398708
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2526 Built: 2005Monthly Fee: $100 Tax: $4,474 (2025)Community: Regency Oaks FSpa: NoSingle Family
Taxes:$4,474
Elementary School: SunRidge Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated 4-bedroom, 2.5-bath home in the highly sought-after Regency Oaks community. Thoughtfully upgraded for long-term peace of mind, this residence features a newly replaced roof, a 2023 HVAC system (both indoor and outdoor units), and a 2023 water heater—major improvements that add exceptional value and confidence for the next owner. Step inside to discover a bright, open floor plan with luxury vinyl flooring throughout, offering durability, modern style, and easy maintenance. The remodeled kitchen showcases sleek modern cabinetry and quartz countertops, creating a fresh, contemporary space perfect for everyday living and entertaining. The spacious primary suite provides a comfortable retreat, complemented by three additional bedrooms ideal for family, guests, or a home office. With two full bathrooms and a convenient half bath, the layout is designed for both functionality and comfort. Enjoy Florida living at its best with a screen-enclosed patio and a fully paved backyard, offering a low-maintenance outdoor oasis perfect for gatherings, grilling, or quiet relaxation. Located just 15 minutes from Universal Studios and Disney Parks and less than a 2-minute walk to AdventHealth, this home is perfectly positioned for both families and professionals. Regency Oaks offers resort-style amenities including a sparkling pool, clubhouse, tennis courts, playground, and a scenic park—enhancing the lifestyle experience beyond your front door. This move-in-ready home combines modern upgrades, unbeatable convenience, and exceptional community features—an outstanding opportunity to enjoy the best of Winter Garden and Orlando living. Some photos have been virtually staged for visualization purposes.
Listing is courtesy of: PMI PRIME HOME (407-218-7598)
Listing Agent: Jianlin Shi (407-988-5057)
4863 LACEWING DR, WINTER GARDEN, FL 34787
$540,00025 Days on yellowkey MLS ID: O6397857
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1788 Built: 2023Monthly Fee: $171 Tax: $6,905 (2025)Community: Silverleaf Reserve BungalowsSpa: NoSingle Family
Taxes:$6,905
Elementary School: Independence Elementary
Remarks: Located in the highly desirable Silverleaf at Hamlin in Winter Garden, this exceptional bungalow offers the perfect blend of location, lifestyle, and design. Surrounded by top-rated schools within short distance, premier dining, and a rapidly growing area with strong appreciation, this is one of the most sought-after communities in the region. This beautifully designed home features 3 bedrooms, 2/1 bathrooms, and an additional loft room, with a layout that is both functional and inviting. What truly sets this property apart is its interior. Unlike anything else currently available in the area, this home has been fully customized with high-end finishes and a cohesive, thoughtfully curated design throughout. Every element was carefully selected to create a seamless flow of elegance, comfort, and functionality. The home showcases custom-built cabinetry in every space, including closets, storage solutions, and integrated desk areas, all designed specifically for the home. The custom-made curtains were designed to fit each space perfectly, enhancing both aesthetics and comfort. Throughout the home, you’ll find LED lighting and carefully selected fixtures that complement one another, creating a warm, modern, and visually harmonious atmosphere. Custom mirrors, wood panel details, and built-in elements elevate each room, making every space feel intentional and refined. The kitchen is a true highlight a gourmet, built-in design that is highly practical, ideal for everyday living and entertaining. This is a rare opportunity to own a home that is completely move-in ready at a level rarely found, and everything has already been done with impeccable taste. Simply bring your belongings and start living. Homes like this are truly one of a kind in the area, and once you step inside, it’s impossible not to fall in love.
Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)
Listing Agent: Marcelle Da Silva Sampaio (407-369-3621)
3407 CURRENT AVE, WINTER GARDEN, FL 34787
$699,00017 Days on yellowkey MLS ID: O6400102
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3747 Built: 2020Monthly Fee: $152 Tax: $10,520 (2025)Community: Lakeview PreserveSingle Family
Taxes:$10,520
Remarks: Five bedrooms, four and a half baths, and a three-car split garage inside a gated waterfront community on Johns Lake. This 2020-built home in Lakeview Preserve is built around space and flexibility. The kitchen anchors the main living area with stainless appliances, a large center island, and an open sightline into the family room and dining space. A downstairs primary suite sits privately off the family room with a spacious walk-in closet and an oversized ensuite bath. On the opposite end of the first floor, a guest bedroom with its own private ensuite makes the layout ideal for multigenerational living or overnight guests. The true split floor plan keeps everyone's space their own. Upstairs holds three more bedrooms, including a second primary with a walk-in closet and private ensuite bath. The remaining two bedrooms share a guest bathroom. Lakeview Preserve is a gated community on Johns Lake with a resort-style pool, fitness center, cabana, playground, splash pad, and a private community dock with a kayak launch. Conservation areas run throughout the neighborhood. You're minutes from Hamlin Town Center, the 429, AdventHealth Horizon West, and Stoneybrook West Village, with Historic Downtown Winter Garden and the West Orange Trail about eight miles away. Disney is a fifteen-minute drive. Rare to find this much square footage, this many ensuites, and gated lake access all in one address.
Listing Agent: Brad Young (407-897-5400)
15563 ORCHID ROSE COURT, WINTER GARDEN, FL 34787
$799,00018 Days on yellowkey MLS ID: O6399638
1 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2808 Built: 2026Monthly Fee: $544 Tax: $545 (2025)Community: Del Webb OasisSpa: NoSingle Family
Taxes:$545
Remarks: Under Construction. Step into the Renown, a new construction, single-story home offering 3 spacious bedrooms, 3 beautifully appointed full bathrooms, a powder room, and an enclosed flex room. The open-concept layout seamlessly connects the gourmet kitchen, café, and gathering room, creating an airy atmosphere. The many windows and zero corner sliding glass door leading to the covered lanai bathe the entire space in natural light, elevating the overall feeling of openness. The heart of the home is the chef-inspired kitchen, where 42" white cabinetry meets luxurious quartz countertops. Thoughtfully designed features like soft-close drawers, easy-reach corner cabinets, double roll-out trays, and a waste basket drawer make the kitchen as functional as it is beautiful. A decorative tile backsplash and stainless steel single-bowl sink enhance the space, while the Whirlpool stainless steel appliances—including a built-in natural gas cooktop and a refrigerator—ensure you have everything you need for both everyday meals and special occasions. The kitchen flows effortlessly into the café and gathering room, where a zero-corner sliding glass door leads to the covered lanai, making this home ideal for seamless indoor-outdoor living. Retreat to the luxurious owner’s suite, a serene sanctuary with two spacious walk-in closets and a spa-like en suite bathroom. Dual vanity sinks, a walk-in shower with a rain shower head and built-in bench, an enclosed toilet, and a linen closet complete the tranquil space. For added convenience, one of the walk-in closets connects to the laundry room which is outfitted with built-in cabinetry, a utility sink trimmed in quartz, Whirlpool washer and dryer, and a storage closet. The two additional spare bedrooms, each with their own attached bathroom and walk-in closets, along with the enclosed flex room and powder room, provide ample space for family and guests. Every detail of this home has been carefully curated, from the Shaw wood-look luxury vinyl plank flooring throughout the living areas and bedrooms to the tile flooring in the bathrooms and laundry. Designer-curated finishes elevate every corner of this home, including pendant pre-wire in the kitchen, matte black hardware and plumbing fixtures, 2” faux wood blinds, 8’ Cheyenne style interior doors, comfort-height toilets, and Sherwin Williams Drift of Mist Interior Wall Paint throughout. Enjoy the convenience of modern living with a smart thermostat and doorbell, and LED downlighting. Schedule a tour today!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
408 S BOYD ST, WINTER GARDEN, FL 34787
$815,00034 Days on yellowkey MLS ID: O6394810
REDUCED by $20,000 (2.4%) on 04/15/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2295 Built: 1939 Tax: $2,572 (2025)Community: G T Smith Sub 3Spa: NoSingle Family
Taxes:$2,572
Remarks: Charming home located just blocks from Winter Garden's historical downtown in the highly sought-after GOLF CART DISTRICT! This 3 bedroom, 3 Bath house blends timeless character with modern living, featuring hardwood floors, vintage tiled bathroom, built-ins, and a traditional layout with separate dining room. The kitchen opens to a comfortable family room, ideal for everyday living. The primary suite offers a spacious, spa-like bath with freestanding tub, walk-in shower, and custom vanity. A recent addition includes an oversized two-car garage , HVAC , large pantry, and bathroom to the third bedroom, creating a private en-suite with separate exterior entrance, ideal for guests or flexible living. Situated on a fenced, .41-acre corner lot, enjoy the screened-in back porch, expansive yard with mature landscaping, and the pavered pool area-perfectly designed for entertaining. Live the Historical Downtown Winter Garden Life-Style with convenient access to dining, shopping, farmer's market, Lake Apopka sunsets, and more.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Alison Scorsone (321-689-3554)
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