Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
Price: $500,000 to $599,000
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Winter Garden - 164 properties found
6020 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$573,99085 Days on yellowkey MLS ID: G5110387
0 Days Off yellowkey (back on 3/31/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Hamlin Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Berkley, a thoughtfully designed bungalow that blends charm, functionality, and modern comfort. This brand-new home offers 4 bedrooms, 3 bathrooms, and 2,102 sq. ft. of living space. The inviting front porch sets the tone, while inside, abundant natural light flows through thoughtfully placed windows. A bedroom and full bath on the first floor provide flexibility for guests or multi-generational living, while the upstairs keeps the remaining bedrooms together for privacy. Enjoy seamless indoor-outdoor living with a covered breezeway and private courtyard, perfect for gatherings or a quiet retreat. Nestled in Avalon Woods, you’ll love the convenience of being just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
707 GRASSY STONE DR, WINTER GARDEN, FL 34787
$550,000152 Days on yellowkey MLS ID: O6376356
0 Days Off yellowkey (back on 3/23/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2398 Built: 2014Community: Covington ChaseSingle Family
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this single-story home in the highly sought-after Covington Chase community, perfectly positioned on a quiet cul-de-sac hilltop with peaceful lake views. The fully fenced .25-acre yard offers space, privacy, and room for a future pool or patio expansion, while the large covered lanai and expansive outdoor back patio seating areas create the ideal setting for entertaining, relaxing, or enjoying Florida sunsets. Step inside to discover an open and functional floor plan featuring four bedrooms plus a versatile den or office with glass French doors and a built-in Murphy bed, perfect for a home office, guest room, or additional living space. Natural light floods the interior through triple sliding glass doors in the family room and additional sliders in the primary suite, highlighting the bright, airy design. Elevated ceiling heights enhance the spacious feel throughout the main living areas. Premium features include hurricane-proof glass front doors, tile flooring throughout main living areas, and laminate in the dining room. The oversized three-car garage (approx. 32 x 26) provides abundant space for vehicles, storage, a workshop, or a golf cart. The exterior was freshly painted just five years ago, adding to the home’s curb appeal. Covington Chase offers a community pool, park, and low HOA. The West Orange Trail runs directly through the neighborhood, ideal for walking, jogging, biking, or simply enjoying the outdoors. Living in Downtown Winter Garden means embracing a vibrant, walkable lifestyle with award-winning farmers markets, annual festivals, Plant Street Market, Crooked Can Brewery, boutique shopping, eclectic dining, and lively entertainment all within golf cart distance. Convenient access to Winter Garden Village, Highway 429, and the surrounding Orange County attractions puts everything you need right at your doorstep. This home perfectly combines lake views, elevated outdoor living spaces, and an active Downtown Winter Garden lifestyle, making it a true gem in one of Central Florida’s most desirable neighborhoods.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
1531 HAWKESBURY CT, WINTER GARDEN, FL 34787
$575,000100 Days on yellowkey MLS ID: O6388237
0 Days Off yellowkey (back on 3/25/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2141 Built: 1995Community: TuscanySingle Family
Remarks: Under contract-accepting backup offers. Tucked away at the end of a quiet cul-de-sac in the highly sought-after Tuscany community of Winter Garden, this pool home offers the rare combination of privacy, space, and lifestyle that buyers are searching for. Set on an oversized pie-shaped lot shaded by mature oak trees, the property welcomes you with beautiful curb appeal and lush landscaping before opening to a backyard retreat designed for everyday enjoyment and effortless entertaining. A screened pool with a natural rock waterfall and expansive lanai creates the ultimate outdoor living space, while the fully fenced yard extends well beyond the enclosure, offering abundant green space for pets, play, gardening, or future possibilities. Inside, the thoughtfully designed split-bedroom floor plan blends comfort with functionality. Upon entry, you’ll find a flex space enclosed with elegant French doors, currently used as a private home office—perfect for today’s work-from-home lifestyle. Across the foyer sits a formal dining room ready for gatherings and celebrations. The heart of the home flows seamlessly between the family room with a cozy wood-burning fireplace, the breakfast area, and the well-appointed kitchen featuring granite countertops, generous cabinetry, pantry storage, breakfast bar seating, and newer appliances. Sliding glass doors frame beautiful pool views and bring in natural light, creating a warm and inviting atmosphere. The owner’s suite is a peaceful retreat with room for a sitting area and direct access to the pool and lanai. The spa-inspired primary bath features dual vanities, a soaking tub, separate shower, and walk-in closet. Three additional bedrooms and an updated guest/pool bath are thoughtfully positioned on the opposite side of the home for privacy. Beyond the home itself, the location delivers the best of the Winter Garden lifestyle. Tuscany is a beloved neighborhood with limited turnover, situated just moments from the West Orange Trail and the vibrant shops, dining, and charm of Historic Downtown Winter Garden. With its oversized lot, cul-de-sac setting, private pool oasis, and prime location, this property offers a rare opportunity to own a home where space, serenity, and community come together.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Silvia Kinkela, Pa (407-284-9254)
7679 SILVER MEADOW ST, WINTER GARDEN, FL 34787
$590,490111 Days on yellowkey MLS ID: G5109150
0 Days Off yellowkey (back on 3/5/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1772 Built: 2026Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Amelia floor plan offers the ease of one-story living with a smart and stylish layout featuring three bedrooms, two bathrooms, and a two-car garage. A spacious great room flows effortlessly into the dining and kitchen areas, making entertaining and everyday living a breeze. The private primary suite is tucked away with a large walk-in closet and a well-appointed bath. Two additional bedrooms and a full bath provide flexibility for guests, kids, or a home office. With thoughtful touches like a lanai, a dedicated laundry room, and a roomy garage, the Amelia delivers comfort and convenience in one beautifully designed space.
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