Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
Living Area Square Feet: 2000 to 2499
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Winter Garden - 170 properties found
16098 MANGROVE RD, WINTER GARDEN, FL 34787
$585,000109 Days on yellowkey MLS ID: O6373125
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2472 Built: 2021Monthly Fee: $257 Tax: $5,612 (2025)Community: WaterleighSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,612
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Presenting this move-in-ready 4 bed, 3.5 bath home in Waterleigh. The first floor features solid surface flooring throughout, an updated staircase with beautiful wood floors, and an impressive master walk-in closet with built-ins. Additionally, one guest bedroom and bathroom on the first floor provide perfect accommodations for guests. The master bedroom, along with two other bedrooms, is located on the second floor, separated by a spacious loft that grants access to a large balcony overlooking the pool and park. The resort-style community offers a stunning pool, beach volleyball, and tennis courts. Lawn care and landscaping are included in the HOA, so there's no need to worry about maintenance. The owner has invested extensively in energy efficiency, with whole-home solar panels and spray foam attic insulation. Don't let this opportunity pass you by.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Nicholas Leloudis (407-489-0711)
7266 DESERT MANDARIN ST, WINTER GARDEN, FL 34787
$595,00028 Days on yellowkey MLS ID: O6395920
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2365 Built: 2018Monthly Fee: $110 Tax: $9,154 (2025)Community: Highlands/Summerlake Grove Ph 2Single Family
Taxes:$9,154
Elementary School: Water Spring Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Great investment opportunity! Welcome to this beautifully maintained home built in 2018, featuring upgrades throughout. Property is currently tenant-occupied, making it an excellent option for investors seeking immediate rental income. From the moment you arrive at the covered front porch and step into the elegant foyer with crown molding, you’ll be impressed by the bright and open floor plan. This home showcases 18-inch ceramic tile and a spacious layout designed for both everyday living and entertaining. The oversized kitchen is a true centerpiece, featuring 42-inch cabinetry, granite countertops, custom backsplash, a large island with breakfast bar, and GE® Energy Star® stainless steel appliances, including a gas range. Enjoy abundant natural light throughout, enhanced by triple-pane windows and expansive sliding glass doors that open to a covered brick paver lanai and beautifully maintained landscaping. The first floor includes a bedroom and full bathroom—perfect for guests or multi-generational living. Upstairs, you’ll find plush carpeting, a spacious loft with tray ceiling ideal for a game room or home office, and a luxurious primary suite featuring tray ceilings, an oversized walk-in closet, and a spa-inspired bathroom with a garden tub and large walk-in shower. All four bedrooms include ceiling fans and generous closet space, with ample storage throughout the home. Located in the desirable Horizon West community of Highlands at Summerlake Groves, residents enjoy resort-style amenities including a community pool, playgrounds, soccer field, dog park, and tennis courts. Conveniently located near Walt Disney World, dining, shopping, golf, and major attractions.
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Isabel Sirizzotti (407-361-8236)
5374 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787
$571,90067 Days on yellowkey MLS ID: O6385721
REDUCED by $8,100 (1.4%) on 04/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2038 Built: 2023Monthly Fee: $160 Tax: $7,532 (2024)Community: Lakeside/HamlinSingle Family
Taxes:$7,532
Elementary School: Hamlin Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Hamlin Middle
Remarks: Discover the epitome of Winter Garden living in this two-story residence at Lakeside at Hamlin, strategically positioned just minutes from Walt Disney World Resort and top-rated schools. This open-concept sanctuary is bathed in natural light, featuring a chef-inspired gourmet kitchen with premium quartz countertops, a sprawling island, and high-end smart appliances. The versatile floor plan offers a generous downstairs bedroom and full bathroom—perfect for a private home office or guest suite—while the upstairs retreat boasts a magnificent Owner’s Suite with a freestanding soaking tub and separate shower. Complete with a private vinyl-fenced yard, pre-wired security, and high-speed internet included in the HOA, this home offers a seamless blend of luxury and convenience. Located moments from the SR-429, Hamlin Town Center, and the Orange County National Golf Center, this is a rare opportunity to own in one of Central Florida’s high-growth corridors.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Liliana Nino Velandia, Pa (305-310-8685)
17098 WATER SPRING BLVD, WINTER GARDEN, FL 34787
$580,000175 Days on yellowkey MLS ID: O6357599
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2484 Built: 2023Monthly Fee: $271 Tax: $9,199 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$9,199
Middle School: Water Spring Middle
Remarks: Welcome to this stunning Clearden model, offering 4 bedrooms and 3.5 bathrooms in one of Horizon West’s most desirable neighborhoods — Waterleigh! The thoughtful floor plan features a spacious primary suite upstairs, along with two guest bedrooms and a versatile loft area, perfect for a home office or playroom. Downstairs, you’ll find a guest suite with a private bath, ideal for visitors or multigenerational living. The modern kitchen boasts stainless steel appliances, granite countertops, and opens to a large family room, creating the perfect space for entertaining. The primary bathroom includes dual vanities with granite tops and a large walk-in closet. This home also includes the Smart Home Package, offering convenience and peace of mind with the latest in home automation technology. Located in the resort-style Waterleigh community, residents enjoy exceptional amenities including two beautiful clubhouses, two resort-style pools, two fitness centers, mini golf, tennis courts, beach volleyball, dog park, and scenic lakefront picnic areas with BBQs. Experience the perfect blend of comfort, style, and Florida lifestyle living at its best — schedule your private showing today!
Listing is courtesy of: ORLANDO BROTHERS REAL ESTATE LLC (407-925-2221)
Listing Agent: Iluska Kruse (407-925-2221)
15050 SUMMER HARVEST ST, WINTER GARDEN, FL 34787
$650,000116 Days on yellowkey MLS ID: O6371639
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2471 Built: 2024Monthly Fee: $229 Tax: $1,433 (2024)Community: Harvest/OvationSingle Family
Taxes:$1,433
Remarks: Stunning Like-New Home in the Heart of Winter Garden - *3rd bedroom is an enclosed loft/apartment above the garage* Welcome to this beautifully upgraded 3-bedroom, 3.5-bathroom home with a private office and an expansive game room/bonus loft above the garage, ideally located in the heart of Winter Garden — just minutes from Disney and built less than two years ago. From the moment you walk in, the attention to detail is obvious. The front office features elegant French doors, perfect for working from home. The main living areas offer tile flooring throughout (with plush carpet in the bedrooms and game room, upgraded with new padding), complemented by tall ceilings, tall doors, and oversized baseboards that elevate the entire space. The kitchen is a showstopper with quartz countertops, a large island with double sink, soft-close cabinets and drawers, crown molding on the cabinetry, and LED under-cabinet lighting, all tied together with recessed lighting throughout the home. Upstairs, the spacious game room/loft includes a full bathroom, making it perfect for guests, a media room, or a second living space. The primary suite is your retreat, featuring a tray ceiling, upgraded tall vanities and hardware, and a luxurious ensuite with a frameless glass shower, built-in bench, and soft-close elongated toilets. Enjoy Florida living in the extended, fully enclosed lanai with pavers, complete with additional electrical outlets — perfect for entertaining or relaxing outdoors. Additional upgrades include: Hardwired cable drops throughout, Rough-in for mudroom sink in the laundry room, Custom window treatments, and Extra electrical outlets throughout the home and lanai
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Trevor Zwick (863-303-6114)
5561 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$595,00077 Days on yellowkey MLS ID: O6383015
0 Days Off yellowkey (back on 4/3/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2470 Built: 2016Monthly Fee: $188 Tax: $5,339 (2025)Community: Orchard Hills Phase 2Single Family
Taxes:$5,339
Elementary School: Keene Crossing Elementary
Remarks: Under contract-accepting backup offers. Welcome home to this truly exceptional, move-in ready two-story gem in the highly desirable Orchard Hills community of Winter Garden—showing like a brand-new model home! Meticulously maintained by the owners, this nine-year-old home feels fresh, modern, and beautifully cared for from the moment you arrive. Step inside to an inviting open-concept design featuring stylish wood-look tile throughout the first floor, a bright and spacious living area, and a stunning, modern kitchen complete with a large center island, stainless steel appliances, quartz countertops, and abundant cabinetry—perfect for entertaining or everyday living. A versatile bonus room near the rear of the home offers the ideal space for a home office or guest retreat, along with a convenient half bath and extra storage. Enjoy Florida living with the charming, enclosed patio that connects to the rear-entry two-car garage with additional storage. Upstairs, a generous loft leads to three bedrooms, including a serene primary suite with a private balcony overlooking tranquil pond views. The spa-like ensuite bath features a walk-in shower, soaking tub, and private water closet. Additional upgrades include a full home fire sprinkler system, helping reduce homeowners’ insurance costs, and rain gutters. 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: WATSON REALTY CORP (407-332-6000)
Listing Agent: Kathy Mcdonald (407-973-4026)
5526 TINY RD, WINTER GARDEN, FL 34787
$1,675,000270 Days on yellowkey MLS ID: O6334009
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2474 Built: 2007 Tax: $10,165 (2024)Community: NoneSingle Family
Taxes:$10,165
Remarks: Under contract-accepting backup offers. A Rare Slice of Serenity in the Heart of Horizons West – 5526 Tiny Road Tucked away on nearly five peaceful, rolling acres, this one-of-a-kind property offers the perfect blend of natural beauty, privacy, and access to everything the Horizons West area has to offer — all without the restrictions of an HOA. Located within the boundaries of the desirable Independence/Summerport area, this estate gives you the best of both worlds: rural charm and freedom, with the benefits of nearby neighborhoods, sidewalks, and community trails. Set just off Tiny Road, where major improvements are planned — including landscaped medians and 10-foot sidewalks — the entrance to the property will soon benefit from enhanced curb appeal and accessibility. Just a short walk away, the brand-new Orange County Library is currently under construction, promising a state-of-the-art community resource just minutes from your doorstep. Directly behind the property, the 225-acre Horizons West Sports Complex is taking shape, featuring planned amphitheaters, walking and biking paths, equestrian trails, and expansive green spaces — a future hub for recreation, events, and gathering. This property is also zoned for horses, a rare offering in such a prime location. You can enjoy sunrises and sunsets from the elevated ridge, surrounded by wide-open skies, a private pond, and visits from wild turkeys, native birds, and even a few roosters in the distance. The custom-built home (2007) offers 2,400 sq ft under air, with 3 bedrooms, a spacious loft, and 2.5 bathrooms — plus a half bath in the oversized 3+ car garage. A flex space provides room for an office, home gym, or guest suite. Inside, the layout is filled with natural light and includes a gourmet kitchen and flowing open spaces. Relax on the expansive front porch under the attached gazebo, or enjoy peaceful views from the screened-in rear lanai overlooking the nature preserve. All of this just a bike ride away from the restaurants, shops, and movie theater at Hamlin Town Center, with convenient access to top-rated schools and major roads. 5526 Tiny Road is a rare chance to live in peaceful privacy, with room to grow, create, and connect — a lifestyle property with heart, freedom, and long-term value.
Listing is courtesy of: BUYER REBATES REALTY (407-629-2300)
Listing Agent: Sean Popat (407-399-1669)
327 S LAKEVIEW AVE, WINTER GARDEN, FL 34787
$849,00035 Days on yellowkey MLS ID: O6394438
0 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2225 Built: 2014 Tax: $2,758 (2025)Community: G T Smith Sub 3Single Family
Taxes:$2,758
Elementary School: Dillard Street Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. *Ask about a lender provided credit up to $12,500 on this home!* Welcome to 327 S Lakeview Ave, a rare opportunity in the heart of the golf cart district in Downtown Winter Garden. Built in 2014 and tastefully updated, this move-in ready property offers the perfect blend of character, comfort, and flexibility with no HOA. This unique property features a 2-bedroom, 2-bath main home plus a detached 1-bedroom, 1-bath guest cottage, ideal for buyers seeking a multi-generational home, income-producing property, or a home with an in-law suite. Situated on an oversized, fenced corner lot, the property is enhanced by lush, mature landscaping and a charming mini vineyard with sweet muscadine grapevines perfect for homegrown wine or fresh snacking. Inside, the main residence offers a desirable split floor plan with bright, open living spaces and abundant natural light. The inviting living room features a cozy fireplace perfect for relaxing evenings or entertaining guests. The spacious kitchen flows seamlessly into the main living area and is equipped with a gas range, making it ideal for home chefs. The private primary suite is tucked away, creating a peaceful retreat, while the secondary bedroom offers comfort and privacy for guests or family. The detached guest cottage features its own private entrance, making it ideal for rental income, a home office, or private accommodations for extended family. Step outside to the covered back patio, accessible from both the living area and primary suite perfect for entertaining and relaxing. Pre-plumbed with natural gas you can create your dream summer kitchen. The fully fenced backyard and garden space provide both privacy and room to enjoy Florida outdoor living. Located just blocks from the West Orange Trail, Plant Street Market, and the award-winning Winter Garden Farmers Market, you’ll enjoy walkable access to top-rated restaurants, coffee shops, boutiques, and year-round community events. Whether you're searching for a primary residence with rental income potential, a flexible investment property, or a home with a guest house in Winter Garden, this property offers unmatched versatility in one of Central Florida’s most sought-after locations. Don’t miss your chance to own a home near Downtown Winter Garden with income potential and no HOA, schedule your private showing today.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ryan Leitter (321-684-9699)
6020 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$573,99034 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
Taxes:$0
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)
5210 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787
$730,00035 Days on yellowkey MLS ID: O6394219
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2477 Built: 2023Monthly Fee: $165 Tax: $9,345 (2025)Community: Silverleaf Reserve/Hamlin Ph 2Single Family
Taxes:$9,345
Remarks: Welcome to this stunning newer-construction home in the highly desirable Hamlin area of Winter Garden. Built in 2023, this two-story single-family home features 4 spacious bedrooms, 3 full bathrooms, and 2,477 sq ft of living space on a 7,492 sq ft lot. The stucco exterior and composition shingle roof frame clean, contemporary lines. Step inside to an open layout that connects the kitchen, dining, and living areas under high ceilings. The kitchen boasts a wide center island with seating for four. The forced air heating and central cooling ensure comfort throughout Florida's seasons. Additional bedrooms on the first floor provide flexibility for family, guests, or a home office. Upstairs, the primary suite enjoys privacy with its own area and a private en-suite featuring a walk-in closet. Two additional bedrooms share the upper level, each with easy access to the remaining full baths. The lot offers a usable backyard, perfect for outdoor dining, play areas, or future landscaping. The rear patio off the main living area opens directly to this space with a new aluminum fence, seamlessly connecting indoor and outdoor living.
Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)
Listing Agent: Ana Marin, Pa (407-920-3616)
16136 WIND VIEW LN, WINTER GARDEN, FL 34787
$609,000116 Days on yellowkey MLS ID: O6372050
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2291 Built: 2016Monthly Fee: $341 Tax: $92,223 (2025)Community: Waterleigh Ph 1BSingle Family
Taxes:$92,223
Remarks: 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)
2609 SLAGROVE CT, WINTER GARDEN, FL 34787
$544,000125 Days on yellowkey MLS ID: O6369515
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2383 Built: 2003Monthly Fee: $205 Tax: $4,293 (2024)Community: Stoneybrook West Ut 04 Rep 49 121Single Family
Taxes:$4,293
Remarks: Welcome to Stoneybrook West, a gated golf community located in the heart of Winter Garden. This single-story home sits on an oversized cul-de-sac lot and features 2,383 square feet of living space with a 4-bedroom, 2-bath split floor plan. Inside, the home offers open living and dining areas with high ceilings, along with a kitchen and family room combo that provides easy access to the covered lanai, great for everyday living and entertaining. The HOA includes 24-hour security, cable, internet, and a wide range of amenities such as a fitness center, tennis courts, community pool, volleyball and hockey courts, clubhouse, playground, and a community dock overlooking Lake Black. Conveniently located close to Winter Garden Village, top-rated schools, and major highways for easy commuting.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Christian Dyas (407-375-7368)
14780 FIELD DAISY DR, WINTER GARDEN, FL 34787
$700,00048 Days on yellowkey MLS ID: O6391463
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2441 Built: 2026Monthly Fee: $229Community: Harvest At OvationSingle Family
Remarks: Under Construction. What's Special: Close to Amenities | North Facing Lot | Premium Location | Game Room. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Baldwin at 14780 Field Daisy Drive in Harvest at Ovation! Enter the charming oasis within this thoughtfully designed bungalow floor plan that offers 2,441 sq. ft. of inviting living space. Just past the foyer and formal dining room, the great room opens to the designer kitchen for an easy flow that is perfect for entertaining and relaxation. A first-floor bedroom with a full bath is in place of the flex room, creating a convenient option for guests or work-from-home needs. At the back of the home, the covered extended lanai provides a sunny space for outdoor revitalization. Upstairs, the exceptional primary suite features a dual-sink vanity and walk-in shower, with the laundry room and secondary bedrooms nearby. The spacious game room over the garage includes its own full bath and wet bar, creating an ideal space for casual gatherings. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: game room over garage with full bath and wet bar, first floor bedroom with full bath in place of flex room, covered extended lanai, 8' interior doors throughout. Photos are for representative purposes only. MLS#O6391463
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
12566 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$609,90053 Days on yellowkey MLS ID: O6389532
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2420 Built: 2024Monthly Fee: $96 Tax: $2,162 (2024)Community: Osprey Ranch-Ph 1Single Family
Taxes:$2,162
Remarks: PRICE IMPROVEMENT! Welcome to 12566 Westhaven Oak Drive in the desireable Osprey Ranch community of Winter Garden. This beautifully designed 4-bedroom, 3-bath home offers the perfect blend of modern comfort and luxury finishes, featuring an open-concept layout ideal for everyday living and entertaining. The gourmet kitchen shines with quartz countertops, a spacious island and stylish cabinetry, flowing seamlessly into the main living and dining areas. A convient downstairs guest suite offers flexability for visitors or a home office, while the upstairs primary retreat provides a relaxing escape with a spa-like bathroom and generous walk-in closets. Residents of Osprey Ranch enjoy a welcoming community athomsphere with a scenic walking paths, convenient access to Horizon West's shopping, dining, top-rated schools and world class attractions. Experience luxury, comfort and the best of the Winter Garden lifestyle in this exceptional home. Call to schedule a private tour today!
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Kendra Wallace (407-457-7069)
707 GRASSY STONE DR, WINTER GARDEN, FL 34787
$550,000101 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:
Tax Year:
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
$575,00049 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)
17936 ADRIFT RD, WINTER GARDEN, FL 34787
$725,00055 Days on yellowkey MLS ID: TB8483039
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2113 Built: 2023Community: Waterleigh Ph 4B & 4CSingle Family
Remarks: This is an amazing one-story 4-bedroom, 3 bath lakeview, conservation area home with elegant exteriors and high end features in Waterleigh, Horizon West’s Premier Community! Desirable Horizon West, featuring resort-style amenities and thoughtful design minutes from Disney World Parks and resorts. Elegant 4 bedroom, 3-bath home offers 2,113 sq. ft. of single-story comfort, ideal for families or first-time buyers. Interior features include a bright open floor plan with elegant archways, a gourmet style kitchen with stainless steel appliances, quartz countertops, ample cabinet and counter space, a roomy breakfast bar, a large family room with view of the lake and conservation area. Offers a split floorplan for privacy and versatility. The master suite boasts a beautiful tray ceiling and a master bath with a garden tub, separate shower, dual sinks and a large walk-in closet. The rear screened lanai has brick pavers and a gorgeous west facing view of the lake, conservation area where you can enjoy your morning coffee and evening breath taking sunsets. Enjoy a lovely front porch that adds to the neighborhood charm and evening Disney fireworks at the distance. Enjoy access to multiple clubhouses, resort-style pools, fitness centers, playgrounds, miniature golf course, dog parks, walking trails, and year-round community events, A-rated schools, minutes from Winter Garden Village, outlets and shopping centers. HOA dues include landscaping, giving you more time to enjoy the lifestyle. Don't miss this fantastic opportunity.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
6339 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787
$591,830228 Days on yellowkey MLS ID: G5102274
1 Days Off yellowkey (back on 11/19/2025)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2102 Built: 2026Community: Avalon WoodsSingle Family
16186 HONEY HARVEST ST, WINTER GARDEN, FL 34787
$635,00075 Days on yellowkey MLS ID: O6383728
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2445 Built: 2025Community: Harvest At OvationSingle Family
Remarks: Move-In Ready Luxury in Harvest at Ovation — Taylor Morrison Popular Baldwin Floor Plan. Sellers had change of plans. Brand new home available for immediate move-in! Why wait months to build when this stunning, just-completed Taylor Morrison Baldwin floor plan is ready for you right now? Located in the highly sought-after Harvest at Ovation community in Orlando, this exceptional 4-bedroom, 3.5-bathroom home blends designer elegance with unbeatable proximity to Orlando’s world-famous theme parks and attractions. From the moment you enter, you’ll notice the light-filled open layout designed for both everyday comfort and elevated entertaining. This home showcases curated Ralph Lauren-inspired designer décor, refined finishes, and timeless style throughout. At the heart of the home is a show-stopping blue and white designer kitchen, beautifully appointed with white and gold GE Café appliances, an oversized island, elegant cabinetry, and designer lighting. It’s a statement space that feels both fresh and classic — perfect for gatherings large and small. The spacious primary suite offers a serene retreat with a spa-inspired bath and generous closet space. Three additional bedrooms and well-appointed baths provide flexibility for guests, family, or a home office. Step outside to your covered lanai, ideal for year-round indoor-outdoor Florida living — morning coffee, evening cocktails, or weekend entertaining. And the best part? This home is fully completed and move-in ready now — no construction delays, no waiting to build. Enjoy the benefits of new construction without the timeline. Harvest at Ovation Amenities Include: Resort-style pool & splash pad, Clubhouse & social gathering spaces, Walking trails & green spaces. Playground & family-friendly amenities. Perfectly positioned near Orlando’s premier attractions, dining, shopping, and entertainment, this location offers easy access to everything Central Florida is known for. This is your opportunity to own a brand-new, designer-finished home in one of Orlando’s most desirable communities — Don't wait to build this gorgeous home is available now! Schedule your private showing today — homes like this don’t last.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Nicole Rader (407-484-4743)
14744 FIELD DAISY DR, WINTER GARDEN, FL 34787
$664,07575 Days on yellowkey MLS ID: O6383550
1 Days Off yellowkey (back on 3/23/2026)
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2441 Built: 2026Community: Harvest At OvationSingle Family
Remarks: Under Construction. What's Special: Popular Plan | Secondary Bedroom with Attached Bath | Game Room | North Facing Lot. New Construction - July Completion! Built by Taylor Morrison, America's Most Trusted Home Builder. Welcome to the Baldwin at 14744 Field Daisy Drive in Harvest at Ovation! Step inside this charming new home and discover a welcoming layout designed for everyday comfort. Just off the foyer, a secondary bedroom suite offers its own full bathroom and a large storage closet for added convenience. The formal dining room flows effortlessly into the great room with soaring ceilings and into the designer kitchen, where quartz countertops and a center island shine alongside the casual dining area. Luxury vinyl plank flooring extends throughout the main living area, creating a warm and cohesive feel. At the back of the home, the sunny lanai invites you to relax outdoors and also leads to the two-car garage. Upstairs, the exceptional primary suite features an impressive en-suite bath and a large walk-in closet, while two secondary bedrooms, a full bathroom, and a laundry room complete the floor. Above the garage, a spacious game room with a full bathroom and wet bar offers even more flexible living space. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails, all in a highly coveted location. Additional Highlights Include: Downstairs bedroom and full bathroom in place of flex, game room with full bathroom, and wet bar at game room. Photos are for representative purposes only. MLS#O6383550
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