Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
Beds: 4 to 4
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Winter Garden - 262 properties found
11217 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$849,99020 Days on yellowkey MLS ID: O6399115
REDUCED by $16,821 (1.9%) on 04/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $199 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,989
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Waterleigh presents the Seacliff. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh, the Seacliff includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
11205 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$949,99042 Days on yellowkey MLS ID: O6392839
REDUCED by $19,101 (2.0%) on 04/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $250 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Remarks: Under Construction. Watrerleigh presents the Seacliff. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for additional storage. All homes in this community feature stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the rear of the home for privacy. It's bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk-in closet. As you head upstairs, you are greeted with a loft area and three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
11193 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$834,99054 Days on yellowkey MLS ID: O6389839
REDUCED by $5,000 (0.6%) on 04/22/2026
Remarks: Under Construction. Waterleigh presents the Seacliff. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh, the Seacliff includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
11145 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$894,990140 Days on yellowkey MLS ID: O6367437
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $200 Tax: $1,989 (2024)Community: WaterleighSpa: NoSingle Family
Tax Year: 2024
Remarks: Under Construction. Waterleigh presents the Seacliff. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share an upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh the Seacliff includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. This home is open for self-touring 7 days a week. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
16143 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787
$875,59598 Days on yellowkey MLS ID: G5107301
0 Days Off yellowkey (back on 1/26/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,726 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The Arlington is perfect for families of all sizes!
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
17458 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787
$625,58025 Days on yellowkey MLS ID: G5110835
0 Days Off yellowkey (back on 4/9/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2235 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria floorplan is a thoughtfully designed one-story home featuring four bedrooms and two and a half bathrooms, perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage, all contributing to the 2,235 square feet of carefully utilized living space.
15828 SHOREBIRD LN, WINTER GARDEN, FL 34787
$900,00020 Days on yellowkey MLS ID: O6398059
1 Days Off yellowkey (back on 4/21/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3058 Built: 2020Monthly Fee: $360 Tax: $11,042 (2025)Community: Lakeshore Preserve Ph 5Spa: NoSingle Family
Taxes:$11,042
Elementary School: Panther Lake Elementary
Middle School: Water Spring Middle
Remarks: Under contract-accepting backup offers. Welcome to 15828 Shorebird Lane — a beautifully upgraded Toll Brothers home built in 2020, featuring 4 bedrooms, 3.5 baths, and more than $200,000 in thoughtful enhancements throughout. From the moment you walk in, the home feels bigger, brighter, and more open. The expanded layout adds extra space where it matters most — in the main living areas, bedrooms, and the upstairs loft — giving the whole home an easy, comfortable flow. The kitchen sits right at the heart of the home with upgraded cabinetry, premium appliances, and a large island that makes cooking, gathering, and entertaining feel effortless. It opens directly to the living room and backyard, so everything stays connected. Step outside and you’ll find a space designed to be enjoyed. The screened-in pool and outdoor gas kitchen create a true backyard hangout — perfect for hosting friends or relaxing on a quiet evening. Upstairs, the loft offers a flexible second living area that works as a media room, office, or play space. The three additional bedrooms are well-sized and tucked away for privacy. Details like open stair railings and an extended lanai add to the home’s open, airy feel. Beyond the visible upgrades, the home includes a security system, water softener, epoxy garage flooring, built-in speakers, gutters, and a transferable termite bond for added peace of mind. Located in the Lakeshore community, you’ll enjoy included lawn care and access to amenities along Panther Lake — a zero-entry pool, clubhouse, fitness center, playground, beach volleyball court, dock, and kayak launch. Plus, you’re just minutes from Hamlin Town Center, Orange County National Golf Center, major highways, and Walt Disney World.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
16632 POINT ROCK DR, WINTER GARDEN, FL 34787
$550,000126 Days on yellowkey MLS ID: OM715702
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2292 Built: 2023Monthly Fee: $281 Tax: $8,546 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$8,546
Remarks: Short Sale. Located in the sought-after resort-style community of Waterleigh in Winter Garden, this spacious 2-story home features 4 bedrooms, 3.5 baths, and a versatile bonus room that can serve as a home office or additional bedroom. The first floor offers a guest bedroom with a full bath, a half bath, and an open-concept kitchen that flows into the living and dining areas—ideal for entertaining. Enjoy a fenced-in patio and a generous 2-car garage. Upstairs includes three more bedrooms, two full baths, and a family room. Enjoy access to community pools, clubhouse, fitness center, and more—just minutes from major highways and world-renowned attractions like Disney.
Listing is courtesy of: REMAX/PREMIER REALTY (352-732-3222)
Listing Agent: Melissa Lebron (352-304-1084)
9940 BLACK BEAR LN, WINTER GARDEN, FL 34787
$2,050,000353 Days on yellowkey MLS ID: O6309917
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 3110 Built: 2025 Tax: $4,423 (2024)Community: Acreage & UnrecSingle Family
Taxes:$4,423
Remarks: Pre-Construction. To be built. This Custom Single-Story Modern Farmhouse by Lionshead Homes is a showstopper! Set on a serene 5-acre private oasis. Plenty of space for farm animals or just enjoy the open space and tranquil surroundings. Lionshead Homes has recently built custom homes near this property. So Buyers may view a recently completed home to get an idea of fit and finish and our quality craftmanship. Located in the Avalon Rural Settlement, you'll enjoy the country lifestyle without sacrificing proximity to shopping, entertainment and the suburban lifestyle of Hamlin and Winter Garden. Call for more information or to schedule a viewing appointment.
Listing is courtesy of: HAMLIN REALTY (321-299-4279)
Listing Agent: Edward Guerrette Llc (321-299-4279)
12373 BRACCO ST #12373, WINTER GARDEN, FL 34787
$500,000171 Days on yellowkey MLS ID: O6360606
2 Days Off yellowkey (back on 4/21/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2003 Built: 2023Monthly Fee: $105 Tax: $7,593 (2024)Community: Highland RidgeSingle Family
Taxes:$7,593
Elementary School: Water Spring Elementary
Remarks: Beautiful, nearly new home located in the highly sought-after Highland Ridge community. This stunning property is situated on a quiet cul-de-sac and offers complete privacy with no neighbors in the back, providing a peaceful and serene environment. The home features premium finishes throughout, including custom California Closets in multiple bedrooms, built-in shelving, epoxy flooring in the garage, and premium light fixtures. It also comes equipped with high-end Hunter Douglas blinds/blackouts throughout, enhancing both comfort and style. In addition to the 4 bedrooms, the home offers a versatile flex room — perfect for an office, playroom, gym, or additional living space. The open-concept layout provides spacious living areas that flow seamlessly into a modern, contemporary kitchen, ideal for entertaining or everyday family life. The home comes move-in ready and includes a washer and dryer. Impeccably maintained, it combines elegance, functionality, and thoughtful design. A must-see property that will not last long!
Listing is courtesy of: POINTON REALTY INC (407-395-2860)
Listing Agent: Andrea Pointon (407-446-4414)
13393 SUNSET LAKES CIR, WINTER GARDEN, FL 34787
$867,00022 Days on yellowkey MLS ID: O6398468
0 Days Off yellowkey (back on 4/20/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2186 Built: 1994Monthly Fee: $69 Tax: $6,434 (2025)Community: Sunset LakesSpa: NoSingle Family
Taxes:$6,434
Remarks: Beautifully updated single-story home featuring 4 bedrooms and 3 bathrooms, situated on an expansive lot of over half an acre in the desirable Sunset Lakes community. This residence offers a spacious layout ideal for comfortable living and has been fully remodeled throughout. The home features a great gourmet kitchen with a large island and sleek Dekton countertops, perfect for both everyday living and entertaining. Step outside to a stunning backyard retreat with a private pool and screened enclosure, ideal for year-round enjoyment. Ideally located just minutes from Highway 429, Winter Garden Village, and world-renowned attractions like Walt Disney World, this property also benefits from access to highly rated A-grade schools, making it an exceptional opportunity in one of Winter Garden’s most sought-after areas.
Listing is courtesy of: VALSTAR REALTY LLC (407-270-5000)
Listing Agent: Otto Solis Parraga (407-431-1789)
617 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,190,00053 Days on yellowkey MLS ID: O6389100
REDUCED by $10,000 (0.8%) on 04/20/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3624 Built: 2019Monthly Fee: $255 Tax: $16,181 (2025)Community: Canopy Oaks Ph 1Spa: NoSingle Family
Taxes:$16,181
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: One or more photo(s) has been virtually staged. One or more photos are virtually staged. Location. Luxury. Architectural character. Welcome to The Sanibel, affectionately known as “The Castle,” an award-winning home just minutes from the charm and energy of Historic Downtown Winter Garden. This stunning residence blends timeless Italian-inspired architecture with modern comforts, creating a home that feels both elegant and inviting. From the moment you arrive, the home makes a memorable first impression with its arched wood double doors, custom soffit lighting, and classic concrete tile roof. Step inside and you’re greeted by soaring ceilings, detailed beams, and crown molding that add warmth and sophistication to the open-concept living spaces—perfect for both everyday living and entertaining. The gourmet kitchen is designed to impress, featuring premium KitchenAid appliances, a natural gas cooktop, built-in refrigerator, 42” custom cabinetry, a hidden walk-in pantry, and a reverse osmosis water system. Whether hosting guests or enjoying a quiet night at home, this kitchen is the heart of it all. The first floor offers exceptional flexibility with a private office and a Junior Owner’s Suite—ideal for guests or multi-generational living. Upstairs, the primary suite becomes your personal retreat with a unique round spa-inspired bathroom, oversized walk-in closet, wet bar, and access to a private balcony. Two additional en-suite bedrooms, a loft, and an upstairs laundry room complete the second level. Step outside and enjoy multiple spaces designed for relaxing and entertaining, including Trex-decked balconies, a summer kitchen, and a peaceful fountain feature. Additional highlights include surround sound wiring, a whole-home generator, and thoughtful upgrades throughout the home. Beyond the property itself, the location truly sets this home apart. You’re just minutes from Downtown Winter Garden’s award-winning farmers market, vibrant restaurants, charming boutiques, scenic parks, and top-rated schools—with easy access to major highways for commuting throughout Central Florida. Recognized as Florida’s Best Model Home by the SEBC Excel Awards, The Sanibel offers a rare opportunity to own a home that combines architectural distinction, luxury features, and an unbeatable Winter Garden lifestyle. Note: One image includes a virtually added pool to illustrate potential backyard possibilities.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787
$1,200,00060 Days on yellowkey MLS ID: O6384801
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3170 Built: 2018Monthly Fee: $188 Tax: $7,979 (2024)Community: Stanton EstatesSingle Family
Taxes:$7,979
Elementary School: Dillard Street Elem
Middle School: Lakeview Middle
Remarks: Welcome to Golf Cart Life in Historic Downtown Winter Garden! Nestled within Stanton Estates — an exclusive enclave of just 45 luxury homes — this stunning contemporary masterpiece is perfectly positioned in Winter Garden's coveted Golf Cart District. Built in 2018, this one-story multigenerational estate delivers 3,170 square feet of refined living on a nearly 1/3-acre lot, just a short golf cart ride from Plant Street, the Crooked Can Brewery, the weekly farmer's market, and the West Orange Trail. Inside, soaring 12-foot ceilings and abundant natural light flow through an open, flexible floor plan with four bedrooms, four full bathrooms, and a large private office. The gourmet kitchen is the heart of the home — featuring solid wood cabinetry, quartz countertops, an oversized center island, walk-in pantry, and a full suite of KitchenAid Professional appliances with a natural gas cooktop. The primary suite impresses with a recessed ceiling, expansive custom walk-in closet, and a spa-inspired oversized bath. Step outside through fully retractable sliding glass doors to a covered lanai wrapped in mature, professionally designed landscaping and privacy fencing — your own Florida retreat. Premium finishes throughout include smart home technology, motorized shades, whole-home water filtration, 8-foot solid core interior doors, colonial-style trim, custom cabinetry, a three-car tandem garage with brick paver driveway, and a brand-new tankless gas water heater (2025). Minutes from Disney, Universal, and SeaWorld, with seamless access to SR-429, the Turnpike, and 408 — this is one of Central Florida's most desirable addresses. Opportunities like this in Stanton Estates are rare. Welcome home.
Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)
Listing Agent: Joe Thomas, Jr (813-724-1922)
5715 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787
$730,00016 Days on yellowkey MLS ID: O6400221
2 Days Off yellowkey (back on 4/20/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2240 Built: 2021Monthly Fee: $115 Tax: $9,328 (2025)Community: Wincey Grvs Ph 2Spa: YesSingle Family
Taxes:$9,328
Remarks: Under contract-accepting backup offers. More pictures coming soom! Located in one of Hamlin's most sought-after master-planned communities, this beautifully maintained 4-bedroom, 3 full-bath home delivers the kind of lifestyle that's rarely available at this price point — with the upgrades, the location, and the details that actually matter. The open floor plan flows naturally from a chef-worthy kitchen featuring a generous island, marble backsplash, and thoughtfully placed in-cabinet outlets for a clean, uncluttered aesthetic. Every bathroom has been upgraded, and the primary suite offers a walk-in shower and walk-in closets — because storage should never be an afterthought. No carpet. Anywhere. Vinyl floors run throughout the entire home — low maintenance, elegant, and built to last. Step outside and you'll find your own private retreat: a screened-in patio overlooking a backyard with a pool and spa, where evenings end with something you simply can't buy — a front-row view of Walt Disney World's fireworks, completely free, every night. The laundry room is a full room — with shelving, cabinets, a sink, and a folding area. The solar panel system (leased) keeps energy costs in check without compromising comfort. The community itself offers a playground and pet park, and the location is exceptional: less than 5 minutes to SR-429, 10 minutes to Winter Garden Village, 15 minutes to Disney, and 30 minutes to Orlando International Airport. Zoned for top-rated schools.
Listing is courtesy of: COMPASS FLORIDA, LLC (305-851-2820)
Listing Agent: Caroline De Castro Marcellini (561-319-9009)
17453 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787
$757,99015 Days on yellowkey MLS ID: G5111222
0 Days Off yellowkey (back on 4/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,726 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The Arlington is perfect for families of all sizes!
16137 WIND VIEW LN, WINTER GARDEN, FL 34787
$575,000254 Days on yellowkey MLS ID: O6335769
REDUCED by $14,000 (2.4%) on 04/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2016Monthly Fee: $283 Tax: $6,800 (2024)Community: WaterleighSingle Family
Taxes:$6,800
Remarks: Price Improvement! This beautiful home offers the best value in the neighborhood. More than 10K in upgrades. See attached Features sheet. A perfect balance of comfort, style and convenience in one of Winter Garden's most sought-after communities-Waterleigh....offering the best in resort-like amenities! A preferred lender credit of up to $2,000 toward buyer's closing costs is being offered. This 4 Bedroom, 3.5 Bathroom Cleardon model home is truly turn-key. Fantastic location in calm & peaceful phase 1 with no neighbors behind and a park in front. Showcasing a bright, spacious interior with open floor plan, loft space and plenty of storage and quality finishes delivering on style and value. A few highlights include Luxury Vinyl Plank with a refined hardwood aesthetic throughout the entire home, No carpet anywhere, a beautiful stacked-stone wall anchoring the family room, upscale window hardware, on-trend greenery feature-wall in the lanai which is completely screened in, fenced rear yard, pavered patio, large front porch, 2nd floor balcony, 2 car garage with added overhead storage racks, pavered driveway with rear alley access. Waterleigh living means enjoying resort-style amenities everyday! 3 beautiful pools, lakes, clubhouses, 3 fitness centers, playgrounds, walking trails, beach volleyball, dog park, mini golf and more. The low HOA also provides residents with lawn and landscape maintenance. Zoned for top rated schools. Located near downtown Winter Garden and quick access to all major commuter roadways, restaurants, shopping, the magic of Disney and Orange County National Golf Course are all nearby. Something for everyone and the Best of Winter Garden! Make an appointment for a private tour today! Click on the link for a walk thru 3D tour!
Listing is courtesy of: IRON VALLEY REAL ESTATE CENTRAL FLORIDA (407-203-9595)
Listing Agent: Leslie Weeks (215-873-7674)
15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787
$579,90019 Days on yellowkey MLS ID: O6396640
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2626 Built: 2013Monthly Fee: $128 Tax: $6,746 (2025)Community: Johns Lake Pointe A & SSingle Family
Taxes:$6,746
Remarks: Location! Location! Located just 10 minutes from historic downtown Winter Garden and adjacent to the John Lake Conservation Area, you'll also enjoy easy walking and biking access to Tucker Ranch, the future site of a holistic wellness center, teaching farm, playground and family activity hub. Welcome to your move-in ready haven in Winter Garden's highly desirable Johns Lake Pointe community! This expansive 2,626 sq. ft. home sits on a generous 0.25-acre corner lot. Enjoy the comfort of a newer A/C unit and handler installed in January 2025 and freshly painted interiors (2022) that create a crisp, modern ambiance. The spacious eat-in kitchen features a large island with seating for four, ample cabinetry, a custom pantry, and extensive counter space—perfect for gatherings or morning routines. The first floor features a flexible private bonus room that can easily serve as a home office, study, or a welcoming fifth bedroom for overnight guests. The primary suite includes a beautifully crafted walk-in closet, while the custom laundry room offers built-in cabinetry and a convenient hanging bar for added functionality. Just beyond the living space, the screened-in lanai invites you to relax and unwind. Situated on a prime corner lot, the property also boasts a generously sized yard with endless potential for outdoor enjoyment. The epoxy-coated two-car garage is both functional and stylish, freshly painted and equipped with motion-sensor lighting for your convenience. This Meritage home is solid construction with 6 panel doors throughout and spray foam insulation in the attic. Community amenities include a pool, clubhouse, fitness center, yoga studio, pickleball and tennis courts—everything you need for a vibrant, active lifestyle. With its thoughtful design, abundant amenities, and unbeatable location, this home offers the perfect blend of comfort, convenience, and community.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lauren Marason (610-223-7086)
8216 TOPSAIL PL, WINTER GARDEN, FL 34787
$974,90048 Days on yellowkey MLS ID: O6391155
REDUCED by $14,100 (1.4%) on 04/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3055 Built: 2022Monthly Fee: $360 Tax: $12,728 (2025)Community: Lakeshore Preserve Ph 5Single Family
Taxes:$12,728
Remarks: Experience this beautifully upgraded home built by Toll Brothers, located in the highly desirable Lakeshore community. Perfectly positioned on a premium lot with no front or rear neighbors, this property offers both privacy and stunning surroundings. As you enter the home, you are welcomed by a dramatic two-story foyer highlighted by an elegant wood coffered ceiling, setting the tone for the spacious open concept design. The thoughtfully designed floor plan flows seamlessly into the formal dining area and expansive family room, creating the perfect space for entertaining and everyday living. The gourmet kitchen is a true centerpiece, featuring a large island ideal for gatherings, 42” cabinets with crown molding, stylish tile backsplash, natural gas cooktop, and stainless steel appliances. Just off the kitchen, the family room opens to a covered patio overlooking a private backyard with no rear neighbors, offering a relaxing outdoor retreat with hook ups for outdoor kitchen and sink. The primary suite, conveniently located on the first floor, features coffered ceiling, an upgraded spa-inspired en-suite bathroom, and a custom built walk-in closet. Upstairs, you’ll find a spacious loft with open railing overlooking the foyer below, along with three oversized bedrooms, each equipped with custom walk-in closets, providing comfort and ample storage for everyone. Beyond the home itself, the Lakeshore community offers an exceptional lifestyle with resort style amenities including a fitness center, gathering areas, sand volleyball court, fishing dock, and a spectacular resort style pool with splash area, along with many additional features. Conveniently located near shopping, dining, and top-rated schools, the property also provides easy access to major roadways leading to Walt Disney World Resort, Winter Garden Village, and the vibrant Hamlin area, known for its restaurants, shopping, and movie theater. Schedule your private showing today this exceptional property will not last long.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Fiorella Dilorenzo (407-947-0832)
15393 SANDFIELD LOOP, WINTER GARDEN, FL 34787
$935,00035 Days on yellowkey MLS ID: O6391325
0 Days Off yellowkey (back on 4/17/2026)
REDUCED by $50,000 (5.1%) on 04/15/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4303 Built: 2014Monthly Fee: $114 Tax: $7,809 (2025)Community: Reserve At Carriage PointeSpa: NoSingle Family
Taxes:$7,809
Remarks: Under contract-accepting backup offers. This pristine Taylor Morrison Abbott floor plan, offered for sale for the very first time, sits on an oversized corner lot behind the gated entrance of The Reserve at Carriage Pointe in Winter Garden. Impeccably maintained and lovingly cared for since new, this home delivers everything on your must-have list with thoughtful upgrades and timeless appeal. As you arrive, the upgraded stone facade and side-entry garage make a striking first impression. Inside, soaring ceilings welcome you into a cavernous great room flooded with natural Florida light. A fully paid-off 12.8 KW solar system conveys with the sale, significantly reducing your monthly electric bills and enhancing long-term energy efficiency. The Abbott plan offers a versatile layout with four bedrooms, three-and-a-half baths, two bonus rooms, a dedicated home office, and a formal dining room. The kitchen impresses with 42-inch espresso cabinets featuring ornate trim, a natural gas cooktop, double convection ovens, and abundant counter space perfect for meal preparation and entertaining. The main floor primary suite serves as a private sanctuary, complete with two walk-in closets, a large shower, garden jetted tub, and a generous double vanity. Upstairs, the two bonus rooms provide excellent flexibility—one is a finished home theater (all equipment will convey) this could be an ideal gym or easily convertible to a fifth bedroom if needed. Main bonus room pool table conveys too ! Outside is where this home truly shines, the expansive corner lot features a fully fenced yard, an extended covered lanai, and a generous pool deck surrounding an incredible pool , creating the ultimate setting to enjoy Central Florida’s year-round sunshine. Also under the massive screen enclosure is full summer kitchen with side burner and sink. The Patio furniture is all negotiable. The Reserve at Carriage Pointe is a charming, gated enclave offering a peaceful retreat with unmatched convenience. You’re just minutes from endless shopping and dining options in every direction, including a quick 15-minute drive to historic downtown Winter Garden for its vibrant events, unique shops, and popular Saturday farmers market. Downtown Orlando and Disney’s front gates are only about 20 minutes away. Families benefit from the highly sought-after school district, with Foundation Academy nearby and Windermere Preparatory School a short drive further. Rarely does a home in this desirable area combine such generous living space, premium features, energy-saving solar, and an enviable location at this value. Once it’s gone, it’s truly gone—don’t miss this exceptional opportunity
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
16736 OAKBORO ST, WINTER GARDEN, FL 34787
$575,00046 Days on yellowkey MLS ID: O6388784
REDUCED by $10,000 (1.7%) on 04/15/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2020Monthly Fee: $257 Tax: $6,967 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$6,967
Remarks: OVER $43,000 IN UPGRADES INCLUDING A WHOLE HOUSE SOLAR PANEL SYSTEM INCLDED IN PURCHASE! Be delighted with the reduced energy expenses from the day you move in. Don't wait to build and take advantage of the massive upgrades! Great opportunity to make homeownership a reality in the beautiful community of Waterleigh in Horizon West. HOA covers lawncare allowing you to enjoy all that Waterleigh has to offer: resort style amenities catering to any lifestyle, including a large club house with community room and fitness center that opens to a freeform pool, grilling stations and plenty of deck space to relax in the Florida sun. The sports enthusiast will fall in love with the multiple ball fields, tennis courts, beach volleyball court, pickle ball and outdoor fitness circuit. Playgrounds, gazebos and parks are scattered throughout the community for your pleasure. Phase three has a separate pool that is a great alternative to the main pool complex. This Clearden model offers many options and versatility. Natural light is amazing in every room! The first floor features an open plan with a bright white kitchen featuring a center island, stainless steel appliances, walk-in pantry as well as a coffee or dry bar area and overlooks the spacious family room that leads to the covered lanai. Main floor full bedroom with a private bath is ideal for guests, an office or an in-law suite. Upstairs there is an open loft, three additional bedrooms and a large laundry room. The expansive primary suite has an ensuite bathroom equipped with a double vanity, walk-in shower and plenty of closet space. The entertaining expands to the outside with covered front and rear lanais perfect for morning coffee or an evening BBQ. The fully fenced yard, whole home water softener, security system and solar panels add to the many upgrades in this beautiful home. Attached rear entry oversized two car garage provides plenty of room to park two vehicles and the brick paver driveway can accommodate up to four additional vehicles. Take advantage of the many community activities that are sponsored by the HOA for your pleasure year-round. Zoned for top rated schools including the elementary and middle schools within walking distance. Shopping, restaurants and lifestyle shops are all within the planned community. Minutes to the Walt Disney World complex, major roadways and an easy commute to the Orlando International Airport or Downtown Orlando. Special note, this home is equipped with Solaredge Solar panels that come with a transferrable warranty to the new Owner. This feature significantly reduces the monthly power bill! Call today for a private showing.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Michael Morris (407-383-5434)
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