Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
Price: $500,000 to $599,000
Do Not Show Listings
Winter Garden - 126 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)
15707 SIGNATURE DR., WINTER GARDEN, FL 34787
$575,000397 Days on yellowkey MLS ID: O6295079
0 Days Off yellowkey (back on 4/6/2026)
Bed: 6 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2714 Built: 2013Monthly Fee: $184 Tax: $8,595 (2024)Community: Independence CommunitySingle Family
Taxes:$8,595
Elementary School: Independence Elementary
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Nestled within the highly sought-after Independence Community, this beautifully maintained, move-in-ready home offers an unparalleled living experience. Boasting 6 spacious bedrooms and 3 well-appointed bathrooms, this home is designed for both comfort and style. The upstairs loft, meticulously cared for, provides an ideal space for a study, office, or gaming area. The open-concept kitchen is a chef's dream, featuring modern appliances, a cozy breakfast nook, and abundant cabinetry for all your storage needs. The bright and airy living room is perfect for hosting, with ample space for both formal dining and relaxing, while the family room, set apart for privacy, offers access to a covered and screened lanai – an ideal spot for unwinding and enjoying the serene outdoors. On the main floor, you’ll find two inviting bedrooms and a full bathroom, while the expansive master suite upstairs includes a luxurious ensuite with dual sinks, a separate tub and shower, and a generously sized walk-in closet. Residents of this community are treated to a variety of resort-style amenities, including a fitness center, a pool, tennis courts, a playground, soccer field, walking trails with exercise stations, and dog parks. The home is situated in a desirable ‘A’ rated school district, ensuring top-notch educational opportunities for families. Conveniently located just minutes from shopping, dining, banking, and healthcare services, and only a short drive to the renowned Disney Theme Parks, this home truly offers the perfect balance of comfort and convenience.
Listing is courtesy of: JOHN SILVA REALTY & ASSOCIATES (407-420-7908)
Listing Agent: John Silva (407-420-7908)
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
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)
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)
17061 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$565,99033 Days on yellowkey MLS ID: G5110436
0 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2515 Built: 2026Monthly Fee: $122Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model by Dream Finders Homes. This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
5778 LAUREL CHERRY AVE, WINTER GARDEN, FL 34787
$540,00033 Days on yellowkey MLS ID: O6395452
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2524 Built: 2016Monthly Fee: $195 Tax: $9,031 (2025)Community: Signature LakesSingle Family
Taxes:$9,031
Remarks: Welcome to this sophisticated, modern and spacious, elegant two-story home in the beautiful neighborhood of Independence in the Horizon West area. Across the pond, this 2,524-square-foot home offers an open concept living space. As you enter through the front door, you are greeted with gorgeous tile floors. The kitchen features beautiful modern espresso cabinetry, a large pantry, stainless steel appliances, and an oversized island overlooking the family room and dining area. This open floor plan provides a great space for entertaining and includes dual primary bedrooms on the main and second levels. The expansive primary suite features a walk-in closet, separate sinks with beautiful cabinetry, a soaking tub and a luxurious walk-in shower. Other features completing this exquisite home include three bedrooms and an upstairs loft on the second level, plus a two-car garage. Capturing some of the best living in Florida, the Independence neighborhood provides a resort-style swimming pool, walking trails, basketball courts, tennis courts, fitness center and a private community boat ramp. Conveniently minutes from Disney World, Orange County National Golf Course, restaurants, shopping, hospitals and zoned for top-rated schools. Schedule your private showing and start enjoying the Florida lifestyle!
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Llin Lu, Pa (954-907-3868)
WINTER GARDEN, FL 34787
$510,88033 Days on yellowkey MLS ID: G5110456
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 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 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.
7655 SILVER MEADOW ST, WINTER GARDEN, FL 34787
$511,70533 Days on yellowkey MLS ID: G5110445
14717 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787
$515,00033 Days on yellowkey MLS ID: O6395027
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1770 Built: 2017Monthly Fee: $188 Tax: $4,529 (2025)Community: Orchard Hills Ph 2Single Family
Taxes:$4,529
Remarks: Under contract-accepting backup offers. Welcome HOME to this stunning, move-in ready residence in the highly sought-after Orchard Hills community, where style, comfort, and modern upgrades come together effortlessly. This immaculate home showcases a spacious open-concept floor plan designed for both everyday living and elevated entertaining. From the moment you enter, you’re greeted by sleek porcelain wood-look flooring, elegant quartz countertops, and a kitchen featuring brand-new upgraded stainless steel appliances. The space flows beautifully, creating a bright and inviting atmosphere at the heart of the home. Thoughtful upgrades throughout, including a whole-home Nest system, GUTTERS, WATER SOFTENER, and SOLAR PANELS, giving both efficiency and peace of mind. Upstairs, retreat to a well-designed layout with generously sized bedrooms that provide comfort, privacy, and flexibility. Whether you’re envisioning a serene primary suite, guest accommodations, or a home office, the second level delivers both functionality and refinement. Downstairs, a conveniently located first-floor laundry room adds ease to your daily routine. The garage is truly a standout feature, complete with eye-catching HEXAGON LED lighting, perfect for showcasing your vehicle or creating the ultimate home gym, along with added storage racks for optimal organization. Step outside to your private backyard retreat, where a cozy fire pit area sets the stage for relaxing evenings or perfect for unwinding or hosting in a beautifully designed outdoor space. Living in Orchard Hills means enjoying exceptional resort-style amenities, including a pool, clubhouse, fitness center, dog park, and playground, all with HOA-covered lawn care for a low-maintenance lifestyle. Ideally located just minutes from Hamlin Town Center, Winter Garden Village, and Windermere, with easy access to the 429 for seamless commuting. Enjoy being close to Orange County National Golf Center and the world-renowned Walt Disney World. Zoned for top-rated, A-rated schools including Keene's Crossing Elementary School, this home offers exceptional value for families seeking premier education. This energy-efficient, beautifully upgraded home truly has it all, style, location, and lifestyle. Don’t miss your opportunity to make it yours. Schedule your private showing TODAY!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Fanny Stollmeyer (704-905-0698)
14740 FIELD DAISY DR, WINTER GARDEN, FL 34787
$510,00075 Days on yellowkey MLS ID: O6383531
1 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1992 Built: 2026Monthly Fee: $229Community: Harvest At OvationSingle Family
Remarks: Under Construction. What's Special: Close to Amenities | Dedicated Study | Game Room. New Construction - June Completion! Built by Taylor Morrison, America's Most Trusted Home Builder. Welcome to the Ashwood at 14740 Field Daisy Drive in Harvest at Ovation! Enter a charming oasis in this new two-story home that blends spacious living areas with the welcoming comfort you deserve. Beyond the foyer, the great room opens beautifully to the gourmet kitchen, and this bright space extends to the outdoor living area with a lanai positioned just beside the kitchen. A private study sits off the main foyer, offering a quiet spot for work or relaxation. The first floor is thoughtfully designed for hosting memorable gatherings or enjoying peaceful nights in. Upstairs, the roomy primary suite features a remarkable private bath with a dual sink vanity and a walk-in shower. Two secondary bedrooms, a shared full bathroom and a convenient laundry room complete the second floor and surround your private retreat. 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: study in place of a flex room, and a secondary bedroom in place of a loft. Photos are for representative purposes only. MLS#O6383531
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
1112 JUNIPER HAMMOCK CT, WINTER GARDEN, FL 34787
$520,00055 Days on yellowkey MLS ID: O6388013
REDUCED by $5,000 (1.0%) on 04/01/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2545 Built: 2002Monthly Fee: $44 Tax: $6,455 (2024)Community: Fullers Crossing Ph 02 49 31Single Family
Taxes:$6,455
Elementary School: Dillard Street Elem
High School: Ocoee High
Middle School: Lakeview Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautiful and spacious 4-bedroom, 2-bath home located in the desirable Fullers Crossing Community in charming Winter Garden. This well-maintained residence has over 2,500 square feet of comfortable living space, perfect for families and those who love to entertain. Step inside to discover a bright open floor plan featuring generous living and dining areas, a large kitchen with plenty of cabinet space, and a welcoming family room that flows seamlessly for everyday living. Conveniently located just minutes from shopping, dining, major highways, and the historic downtown district of Winter Garden, known for its popular farmers market, scenic trails and vibrant community events. You couldn't miss this incredible opportunity to own a beautiful home in one of the Central Florida's most sought-after areas. Contact agent to request your showing today! Some photos have been virtually staged.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Dulce Moise (407-697-4754)
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
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.
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)
12554 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$599,000222 Days on yellowkey MLS ID: O6346537
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2743 Built: 2025Monthly Fee: $96 Tax: $1,862 (2024)Community: Osprey Ranch-Ph 1Single Family
Taxes:$1,862
Remarks: This tenant-occupied home, rented for $3,400/month until June 30, 2026, presents an excellent investment opportunity with immediate income. Located in the desirable Osprey Ranch community of Winter Garden, the property features 4 bedrooms, 3.5 bathrooms, and 2,743 heated square feet of living space. The functional floor plan includes a modern kitchen with all appliances and a laundry room with washer and dryer. Osprey Ranch, in the highly sought-after Horizon West area, offers a lifestyle of comfort and recreation. Community amenities include a resort-inspired pool and cabana currently under construction, plus a splash pad, playground, and dog park. Showings must be scheduled in advance with the listing agent.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Adriana Pl Franzoi (407-924-0872)
8066 BOWERY DR, WINTER GARDEN, FL 34787
$589,90073 Days on yellowkey MLS ID: O6384210
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2579 Built: 2017Monthly Fee: $195 Tax: $5,185 (2024)Community: Lake Hancock PreserveSingle Family
Taxes:$5,185
Elementary School: Summerlake Elementary
Remarks: Prime location in the heart of Horizon West, Winter Garden. This modern 4-bedroom, 3.5-bathroom with office/flex space home offers an open layout with plenty of natural light and smart home features. The heart of the home features a great room, informal dining, kitchen combo that has too many upgrades to list including: custom lighting, wood plank floors, wood stairs, gourmet kitchen with granite counters, stainless appliances, contemporary cabinets, and many custom options throughout just to name a few. Even energy-efficient upgrades like a hybrid water heater, and smart home systems, including thermostats, locks, and a security alarm. All bedrooms, including the laundry room, are located upstairs to add family convenience. Outside, an outdoor OASIS awaits to entertain friends and family from an extended, covered lanai with plenty of room to enjoy the Florida outdoor lifestyle and a private, fenced-in backyard that is large enough to add a future pool. This home is just minutes away from Historic Downtown Winter Garden, Hamlin Town Center, shops, dining, entertainment and Disney-including firework views. A must see!
Listing is courtesy of: FL PRO BROKERS LLC (407-790-7341)
Listing Agent: Michael Blank (407-595-0144)
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)
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
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