Location: Winter Garden , 34787
Do Not Show Listings
11045 BOSTWICK ALY, WINTER GARDEN, FL 34787
$590,000285 Days on yellowkey MLS ID: O6337436
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2292 Built: 2023Monthly Fee: $245 Tax: $9,031 (2024)Community: Waterleigh Ph 4ASingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,031
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: SELLER MOTIVATED AND PRICE IS INCLUDING TRANSFERRABLE SOLAR PANELS PAID BY THE SELLER! This amazing single family home located in most desirable prime location in winter garden has it all, from privacy with no back up neighborhood to the front porch facing beautiful landscaping view just few steps from the Elementary school and all the resort amenities The home has solar panel for extra energy saving and the seller will take care of remaining balance. All concrete block construction on both first and second floor 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’ll find the first bedroom complete with ensuite bathroom and a powder room across the hall. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features granite countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and additional three bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity sinks and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. This home features a two car garage located at the rear of the home with drop zone as you enter the first floor. Waterleigh community is well know for prime location with a lot of lifestyles amenities such Playgrounds & Sports Fields, Indoor Fitness Centers, Scenic Lakes and Ponds, Community Garden Mini-Golf, Walking & Nature Trails, Beach Volleyball & Hammock Beach This beautiful 4 bedrooms 3 bathrooms and 1 half bathroom is built with All Concrete Block Construction, Smart Home Technology, Quartz Counters, Professional Lawn Maintenance Included, Publix Grocery in Community, Local Shops, Restaurants & Cinema Nearby Located just minutes from downtown Winter Garden. This prime location with this particular meticulous home is great spot that leads you to enjoy easy access to a vibrant array of shops, restaurants, and entertainment options. The historic downtown area offers charming boutiques and family-owned eateries, while the nearby Winter Garden Village provides a more modern shopping experience with over 100 retailers.
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Khadija Webber (407-592-2166)
18422 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$815,0007 Days on yellowkey MLS ID: O6412770
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3231 Built: 2024Monthly Fee: $300 Tax: $10,531 (2025)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$10,531
Tax Year: 2025
Remarks: PREMIUM LOT with CONSERVATION VIEWS! Enjoy this popular TORREY Floor Plan with 5 Bedrooms, 4.5 Baths, Large LOFT with CUSTOM Built-In Fireplace, Oversized Covered Patio with Electronic RETRACTABLE Screens and a FENCED YARD next to EXTRA GREEN SPACE and surrounded by OVER 7 ACRES of Conservation just minutes from DISNEY! GREAT VALUE - Listed over $50,000 LESS than they purchased for PLUS they have added Over $40,000 in UPGRADES! The Beveled Glass Front Door Welcomes you into a Home filled with ALL THE BEST UPGRADES! Wood Plank Porcelain Tile Floors, FLEX Space that can be a Dining Room or Office. CUSTOM Painted Interior Doors with Matte Black Hardware. The GOURMET Kitchen features White 42” CABINETS with Crown Molding, QUARTZ COUNTERS, Upgraded Tile BACKSPLASH, Large ISLAND and SS APPLIANCES including a 5 Burner Cooktop with Vent Hood and Built-In Oven and Microwave Combination. Plus a Butler Pantry with EXTRA CABINETRY and a Large Pantry provide Lots of STORAGE! Sliders from the Family Room open to the Covered Patio with Ceiling Fans, Retractable Screens that also BLOCK UV Rays and Extended Paver Patio great for Container Gardening or a Fire Pit! This PRIVATE Backyard is where you will want to have your Morning Coffee or Host Evening Get Togethers! The First Floor includes Bedroom 5 with Tile Floors located next to FULL Bath 4. A convenient Powder Bath completes the 1st Floor. Wood Stairs with White Risers lead to the LOFT with CUSTOM Built-In Cabinetry with Stacked Stone Wall, Wood Mantel, Abundant Shelving and Stylish ELECTRIC FIREPLACE! The Primary Bedroom has a Tray Ceiling and Opens to a Bath with Upgraded Cabinets, Long Counter with DOUBLE SINKS, Garden Tub, Shower with Shampoo Niche, SEAMLESS Shower Door, and Upgraded Tile to the Ceiling. The WALK-IN Closet is over 12 Feet Long! In this Split Plan, Bedrooms 2 and 3 share Bath 2. Bedroom 4 has an Ensuite PRIVATE Bath 3 with Upgraded SHOWER instead of a tub. The Laundry Room is Pre-Plumbed for a Utility Sink and Includes the Washer and Dryer. Great Features Include: Upgraded Porcelain WOOD PLANK TILE throughout First Floor and Baths, Ceiling Fans, Wood Stairs with WROUGHT IRON Spindles, GUTTERS and a Whole House Water FILTRATION System. This Energy Efficient ALL BLOCK Home saves $$ on Utility Bills with Double Pane “Lo E” Windows, Reclaimed Water for Irrigation and R-30 Insulation and 15 Seer Carrier AC Unit. Located in WATERLEIGH – the PREMIER LIFESTYLE COMMUNITY in the area with 4 Community Pools, 3 Clubhouses and Fitness Centers, Fishing Pier, Playgrounds, Parks, Sand Volleyball, Tennis, Pickleball and MUCH MORE! RELAX and enjoy your home – HOA does all Yard Work! All this close to DISNEY, DINING, SHOPPING plus Water Spring Elementary and Water Spring Middle Schools are in walking distance and zoned for the NEW Horizon High School! Easy Access to 429, 417 and 408!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Joann Best (407-963-2981)
420 E CYPRESS ST, WINTER GARDEN, FL 34787
$425,0008 Days on yellowkey MLS ID: O6412414
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1616 Built: 1950 Tax: $5,517 (2025)Community: Overstreet CrateSingle Family
Taxes:$5,517
Elementary School: Maxey Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Welcome to this stunning, fully renovated and fully furnished home, perfectly situated on an oversized lot in one of Winter Garden's most exciting and rapidly growing areas. Whether you're looking for a primary residence, a turnkey investment, or a second home, this move-in-ready property offers the perfect blend of comfort, style, and convenience. Inside, you'll find an open-concept floor plan filled with natural light, featuring all-new flooring, recessed lighting throughout, energy-efficient double-pane windows, and a beautifully updated kitchen complete with stainless steel appliances. Major improvements include a new roof and a 3.5-ton AC system, providing peace of mind for years to come. Step outside and enjoy the spacious, fully fenced backyard, offering plenty of room for entertaining, pets, play, or simply relaxing outdoors. Located just one mile from Historic Downtown Winter Garden, you'll enjoy easy access to award-winning dining, shopping, farmers markets, and community events, all while living in a welcoming, family-friendly neighborhood. Fully furnished, beautifully updated, and truly move-in ready, this home offers a rare opportunity to enjoy all that Winter Garden has to offer from day one.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Trevor Zwick (863-303-6114)
13843 LANYARD WAY, WINTER GARDEN, FL 34787
$648,0009 Days on yellowkey MLS ID: O6412130
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2568 Built: 2022Monthly Fee: $225 Tax: $9,717 (2025)Community: Encore/Ovation Ph 3Single Family
Taxes:$9,717
Remarks: Beautiful home come with 4 bedrooms, 3½ baths, and a detached alley-loaded 2-car garage. Enjoy the wide-open space of this Horizon West new home, where the family room and kitchen flow harmoniously. The sizable family room offers plenty of natural light with lots of windows. The kitchen features a large island with overhang for seating, the perfect spot for prepping dinner and for meals on the go. The large walk-in pantry has plenty of space to help keep you stocked up. stainless steel appliance package that includes a natural gas slide-in range. The dining room, with a large window allowing natural light to stream in, offers convenient access to the kitchen. A powder bath, along with a linen closet, complete the downstairs, while a single French door leads you to the covered lanai and access to the detached garage. Upstairs, the 2 secondary bedrooms, the destination laundry room with a deep tub, a hall bath with a second sink, open are at the second floor. tow Walkin closet located privately in the front of the home is the owner’s suite, with a tray ceiling. The owner’s bath showcases separate vanities, a large shower. Disney Animal Kingdom is 7-minutes away 5 minutes to shopping area.
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Jiu Wei (407-729-8007)
483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787
$339,90056 Days on yellowkey MLS ID: O6398208
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1988 Tax: $2,702 (2025)Community: East Garden Manor Add 03Single Family
Taxes:$2,702
Remarks: Move in ready, completed renovated, property offers two bedrooms and 2 bathrooms, brand new bathrooms, brand new kitchen, new appliances, new windows, ceramic trough the house, new roff, new pluming, close to major roads, schools, minutes to Winter Garden dawn town.
Listing is courtesy of: STIRLING INTERNATIONAL REAL ES (407-250-1000)
Listing Agent: Rosa Rodriguez (407-832-1185)
16848 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787
$525,00096 Days on yellowkey MLS ID: O6387459
REDUCED by $15,000 (2.8%) on 05/17/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2088 Built: 2024Monthly Fee: $200 Tax: $8,210 (2025)Community: Hamlin PointeSingle Family
Taxes:$8,210
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Discover the timeless appeal of the Newbury floor plan in the exclusive Hamlin Pointe community! This 2024-built two-story home offers 4 bedrooms, 3 full bathrooms, and 2,088 sq ft of thoughtfully designed living space. A versatile first-floor bedroom serves perfectly as a guest suite, home office, or multi-generational retreat. The open-concept great room and dining area are anchored by a gourmet kitchen featuring quartz countertops, upgraded cabinetry, stylish backsplash, and a built-in cooktop, oven, and microwave — ideal for both casual family meals and effortless entertaining. Upstairs, three additional bedrooms surround a spacious owner’s suite with a generous walk-in closet, plus a conveniently located laundry room. Outside, enjoy a covered patio for relaxing or dining al fresco, and the privacy of a detached two-car garage on a low-maintenance lot. Nestled in the heart of Hamlin within Horizon West — one of Orlando’s fastest-growing areas — Hamlin Pointe delivers walkable resort-style living at its best. Stroll or bike to the vibrant Hamlin Town Center along scenic Lake Hancock for dining, shopping, entertainment, and year-round events. Families love the top-rated schools, abundant parks, trails, and new medical facilities. Just minutes to Walt Disney World, downtown Winter Garden, Winter Garden Village, SR 429, and Florida’s Turnpike, this boutique community of only 53 homes offers the perfect blend of modern convenience, low-maintenance luxury, and long-term investment value in a location where others vacation every day.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Tyler Somers (561-713-8728)
8289 TOPSAIL PL, WINTER GARDEN, FL 34787
$920,0006 Days on yellowkey MLS ID: S5151179
REDUCED by $60,000 (6.1%) on 06/07/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2755 Built: 2020Monthly Fee: $350 Tax: $11,564 (2024)Community: Lakeshore Preserve Ph 5Spa: NoSingle Family
Taxes:$11,564
Remarks: Stunning home 4 bedrooms all suites, located in the Lakeshore community. This beautiful residence offers a perfect blend of modern elegance and comfort. House just has been used from Original owner twice a year since built as a second home, looks brand new! Fully upgraded Kitchen with High end Jen Air appliances, Quartz Waterfall Island countertop, upgraded cabinets and quartz countertops thru out the house.. Extensive custom Carpentry work thru out the house. Deep Lot with plenty of space for a large pool with pre wired and pre plumbing for a future summer kitchen. Residents enjoy resort-style amenities, including clubhouse, fitness center, resort-style pool and proximity to top-rated schools, shopping, and major highways.
Listing is courtesy of: MIAMI BRAZIL INVESTMENTS, LLC (561-479-9047)
Listing Agent: Ricardo Oliveira (561-479-9047)
7279 DUXBURY LN, WINTER GARDEN, FL 34787
$438,10017 Days on yellowkey MLS ID: O6405682
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1895 Built: 2016Monthly Fee: $396 Tax: $6,463 (2025)Community: Lakeview Pointe At Horizon WestTownhouse
Taxes:$6,463
Elementary School: Summerlake Elementary
Remarks: Welcome to this stunning END UNIT townhome in the highly desirable Lakeview Pointe community of Horizon West in Winter Garden! Built in 2016, this beautifully maintained 3-bedroom, 2.5-bathroom townhome with a large BONUS ROOM offers an open floor plan, abundant natural light, and versatile living spaces. The end-unit location provides additional windows and an abundance of natural light throughout the home. Upon entering, you'll be greeted by stacked stone accents in the entryway and on the TV feature wall, along with extended tile flooring throughout the main living areas. The spacious kitchen is the heart of the home, featuring 42-inch cabinetry, granite countertops, a stylish backsplash, stainless steel appliances, and a large center island. Open to the dining area and family room, this space is ideal for both everyday living and entertaining. The first floor also includes a convenient full laundry room, a walk-in storage closet, and a half bathroom for guests. Upstairs, the second floor features all three bedrooms, including a spacious Owner’s Suite with a large walk-in closet and an en-suite bathroom offering dual vanities, a walk-in shower, and a private water closet. Two additional bedrooms and a full bathroom are located on the opposite side of the home for added privacy. Head up to the third floor where you'll find a versatile bonus room that can serve as a game room, home office, theater room, playroom, fitness area, or even be converted into a fourth bedroom. Outside, enjoy your private paved patio or relax on the charming front porch with your morning coffee. A covered walkway connects the home to the detached garage, providing protection from the elements. In the evenings, take advantage of the community dock on Lake Huckleberry to watch the sunset or enjoy views of the nightly Disney fireworks from the community pavilion. With lawn care included in the HOA, this home is truly move-in ready. Residents of Lakeview Pointe enjoy exceptional amenities, including a resort-style pool, fitness center, splash pad, playground, community dock, fireworks viewing area, and park. The home is also zoned for highly rated A-rated schools, making it an excellent choice for families. Conveniently located near The Mark at Horizon West, Hamlin Town Center, Highway 429, Walt Disney World, Orange County National Golf Center, Publix, Walmart, Starbucks, banks, restaurants, and a luxury cinema, you'll have endless shopping, dining, and entertainment options just minutes away. Don't miss this incredible opportunity to own a beautiful home in one of Horizon West's most sought-after communities. Schedule your private showing today!
Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
Listing Agent: Deb Schroeder (407-234-2256)
9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787
$525,00045 Days on yellowkey MLS ID: O6400695
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2079 Built: 2017Monthly Fee: $164 Tax: $4,974 (2025)Community: WatermarkSingle Family
Taxes:$4,974
Elementary School: Panther Lake Elementary
Remarks: Skip the wait for new construction and enjoy this beautifully upgraded, energy-efficient home in one of Winter Garden’s most sought-after communities near Hamlin and Disney. Offered for the first time by the original owner, this move-in ready 3-bedroom, 2.5-bath residence with a spacious LOFT combines stylish design, modern functionality, and an unbeatable location just minutes from Disney, Universal, shopping, dining, and major highways. The large LOFT can easily be converted into a 4th Bedroom. Designed for both everyday living and entertaining, the open-concept floorplan features over 2,000 square feet of thoughtfully designed living space filled with natural light. At the center of the home, the gourmet kitchen showcases double ovens, a cooktop, designer backsplash, pendant lighting, under-cabinet lighting, abundant cabinetry, and an oversized island perfect for gatherings and casual dining. The kitchen flows seamlessly into the dining and living areas, creating an inviting atmosphere ideal for entertaining family and friends. Elegant upgrades throughout the home include wood flooring in the main living areas, oak tread stairs with wood spindles, upgraded baseboards, eight-foot first-floor doors, and double French doors leading to the covered lanai for effortless indoor-outdoor living. Upstairs, the oversized loft offers exceptional flexibility and can easily function as a home office, media room, playroom, fitness space, or second living area. The spacious primary suite serves as a relaxing retreat featuring a tray ceiling, two walk-in closets, and double doors leading to the spa-inspired primary bath complete with dual sinks, an extended vanity, walk-in shower with dual shower heads, linen closet, and private water closet. Two additional bedrooms each include their own walk-in closet, offering plenty of storage and flexibility for family or guests. This home also stands apart with valuable energy-efficient upgrades including spray foam insulation, double-pane windows, and a 9-panel SOLAR SYSTEM designed to help offset monthly electric costs. Residents enjoy access to exceptional resort-style amenities including two community pools, splash zone with water slides, fitness center, clubhouse with gathering spaces and catering kitchen, tennis and basketball courts, food truck nights, seasonal community events, and an outdoor amphitheater for concerts and movies. One of the community’s most unique features is the rooftop deck with panoramic views of nightly Disney fireworks. Located just minutes from Hamlin Town Center, Orange County National Golf Center, Walt Disney World, and top-rated schools including Panther Lake Elementary, Hamlin Middle, and Horizon High School, this home offers the perfect combination of convenience, lifestyle, and community charm. Starbucks, restaurants, shopping, and everyday essentials are all within close walking or biking distance. Meticulously maintained and truly move-in ready, with furniture also negotiable—schedule your private showing today.
12410 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$639,99018 Days on yellowkey MLS ID: O6409937
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1860 Built: 2022Monthly Fee: $225 Tax: $7,966 (2025)Community: Encore At OvationSingle Family
Taxes:$7,966
Remarks: One or more photo(s) has been virtually staged. Some homes just feel different the moment you arrive; this one delivers before you ever step inside. Tucked into the sought-after community of Encore at Ovation, this single-story, 3-bedroom, 2-bath home - the Ashford model by M/I Homes - sits on a premium lot with no front neighbors and no rear neighbors – just open conservation & pond views in front, and the same stunning views out back. It offers the kind of privacy that's genuinely rare at this price point. Inside, the layout is as smart as it is beautiful. An open-concept design connects the chef's kitchen – complete with a gas range, oversized farmhouse sink, and large center island – to the dining area, family room, and extended covered lanai. Every inch of this space was designed to pull your eye toward the serene water view, whether you're winding down at night or starting the day with your morning coffee. Elegant wood-look porcelain tile flooring runs throughout, keeping things bright, clean, aesthetically appealing, and easy to maintain. The split floor-plan keeps the owner's suite tucked away for true privacy. It features dual vanities, a soaking tub, a walk-in glass-enclosed shower, and a walk-in closet that actually impresses. The two secondary bedrooms sit on the opposite side of the home – a layout that works wonderfully for guests, family, or for a dedicated home office space. An oversized laundry room with a utility sink and additional smart home features – fiber-optic internet, security system, and exterior cameras – round out a home that's as functional as it is well-appointed. With this home, location is simply an added bonus. Encore at Ovation sits less than 10 minutes from Walt Disney World, putting you at the center of everything Central Florida has to offer – world-class dining, entertainment, major employment corridors, and easy access to highways – while still coming home to a quiet, residential community with resort-style amenities including a clubhouse, fitness center, and resort-style pool. Lawn maintenance is included, so weekends are yours to actually enjoy. Move-in ready. Premium lot. Unbeatable location. This one checks the boxes most buyers spend months looking for. Contact us to schedule your private viewing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
7808 WINTER WREN ST, WINTER GARDEN, FL 34787
$579,00047 Days on yellowkey MLS ID: O6400269
REDUCED by $9,000 (1.5%) on 06/04/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2274 Built: 2015Monthly Fee: $252 Tax: $8,119 (2025)Community: SummerlakeSpa: NoSingle Family
Taxes:$8,119
Remarks: Welcome to resort-style living in the highly sought-after Summerlake Community of Winter Garden! Enjoy Disney fireworks and Space Coast Rocket launches from the front porch or across the pond in front of the house. This beautifully situated home on a corner lot is MOVE IN READY and features: 4-bedrooms, 2.5-baths with an upstairs office loft, offers space, style, and flexibility in one of Horizon West’s premier neighborhoods. The inviting covered front porch sets the tone as you step into this light-filled home featuring granite countertops throughout, freshly painted both inside and out, and tile flooring across the main living areas. The open-concept design is perfect for both entertaining and everyday living. The kitchen flows seamlessly into the living and dining areas, and opens to a covered and screened in rear patio lanai, creating an ideal indoor-outdoor living experience. The main floor also includes a convenient half bath, perfect for guests. The primary suite is a relaxing retreat, featuring dual sinks, granite countertops, a soaking tub, a separate walk-in shower, and ample closet space. Three additional bedrooms are well-sized and thoughtfully arranged with easy access to the remaining full bath. This is truly a rare opportunity to experience both tranquility and park like setting right outside your front door! Residents of Summerlake enjoy exceptional amenities including a lakeside clubhouse with fitness center, party room, resort-style pool, fishing pier, walking trails, parks, playgrounds, and tennis courts makes this the perfect area for the active lifestyle — all just minutes from SR-429, top-rated schools, Winter Garden Village, downtown Winter Garden, golf courses, and major theme parks. Lawn care, sprinkler maintenance, and irrigation water are all included in the low HOA fee, making maintenance a breeze. Schedule your private tour today and make this exceptional property yours!
Listing is courtesy of: BROOKSHIRE HOMES REALTY (303-838-0434)
Listing Agent: Robert Larosa (303-489-2019)
14280 BRAEMAR ST, WINTER GARDEN, FL 34787
$539,00048 Days on yellowkey MLS ID: TB8500322
REDUCED by $10,900 (2.0%) on 05/30/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1964 Built: 2023Monthly Fee: $100 Tax: $7,928 (2025)Community: Highland RdgSingle Family
Taxes:$7,928
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this beautifully maintained 3-bedroom, 2.5-bath home built in 2023, located in the desirable Highland Ridge community of Winter Garden. Recently reduced to $539,000, this move-in-ready residence offers an exceptional opportunity to own a newer home in one of Central Florida’s most sought-after areas. The thoughtfully designed floor plan features an open-concept layout, a modern kitchen with stainless steel appliances and granite countertops, spacious living and dining areas, and a private primary suite. Two additional bedrooms provide flexibility for family, guests, or a home office. The convenient half bath on the main level is perfect for visitors. Enjoy easy access to Downtown Winter Garden, the West Orange Trail, shopping, dining, entertainment, and major roadways. The community offers sidewalks and a welcoming neighborhood atmosphere ideal for an active lifestyle. Seller is motivated and will consider contributing toward buyer’s closing costs. Don’t miss this opportunity to own a nearly new home in a prime Winter Garden location. Schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Freddy Escobar (352-217-7815)
8170 BLUEJACK OAK DR, WINTER GARDEN, FL 34787
$460,00054 Days on yellowkey MLS ID: O6399484
REDUCED by $5,000 (1.1%) on 06/03/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1853 Built: 2016Monthly Fee: $315 Tax: $4,738 (2025)Community: Summerlake Pd Ph 2C 2D 2ETownhouse
Taxes:$4,738
Remarks: Welcome to 8170 Bluejack Oak Drive, a beautifully situated corner unit in the heart of the Summerlake Community. Offering a spacious yard and stunning water views, this 3 bedroom 2.5 bath townhome is just what you've been looking for! Enjoy sitting on your front porch with the peaceful water views, and at the end of every day you can catch Disney’s nightly fireworks while strolling around the pond. Inside, the home features a functional and inviting layout, with a versatile bonus room and a convenient half bath just off the entry. The kitchen is well-appointed with granite countertops, oversized island, 42” cabinetry, and a generous pantry. The kitchen flows seamlessly into the dining area and spacious family room. Step outside to the extended brick patio and grassy yard, ideal for hosting, relaxing, or enjoying time with pets. Your rear-entry two-car garage adds both convenience and extra parking with a good size driveway. Upstairs, the oversized primary suite offers a peaceful retreat with beautiful sunset views. The ensuite bath featuring dual sinks, a soaking tub, separate shower, and walk-in closet. Down the hall, you'll find two additional bedrooms, both with pond views, a full bathroom, and upstairs laundry. You'll enjoy access to resort-style amenities, including a community pool, fitness center, clubhouse, tennis courts, and basketball half-The HOA handles all landscaping, pest control, exterior maintenance and irrigation.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Stephanie Baldner (407-419-0629)
205 SURPRISE DR, WINTER GARDEN, FL 34787
$1,200,000187 Days on yellowkey MLS ID: O6365188
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2171 Built: 1950 Tax: $3,406 (2024)Community: Winter Garden Shores RepSingle Family
Taxes:$3,406
Elementary School: Dillard Street Elem
Remarks: PRICE ADJUSTED to reflect recent appraisal, this four-lot parcel presents immediate value- with two vacant lots ready for expansion, additional income potential, or future development. Discover an exceptional property in the heart of highly desirable GOLF CART DISTRICT of Winter Garden. Situated on an expansive four-lot parcel totaling 3/4 of an acre, this unique estate offers unmatched space, charm and potential with NO HOA- all within short distance to the 22 mile long West Orange Trail, Winter Garden Farms Market, Plant Street dining, shopping and breathtaking sunsets over Lake Apopka. This beautifully maintained three-bedroom, two-bath home features an office with custom wood built-ins and a light-filled breezeway framed in windows, perfect for a sunroom or additional living space. Gorgeous hardwood floors flow throughout, and the newly renovated bathroom showcases modern, floor-to-ceiling tile for a luxurious touch. Storage is abundant, including an oversized two-car garage with a half bath, ideal for hobbyist or future conversion opportunities. Outside, the property transforms into a private oasis featuring a sparkling heated saltwater pool, outdoor fireplace and lush mature landscaping complete with fruit trees - all fully fenced for privacy. Two of the four lots are currently vacant, offering potential to subdivide, expand, or build. A large shed, rated as a detached garage, on the property provides additional space for a workshop or equipment storage. There is ample room for all your recreational toys; golf-cart, boat, and more. The current owners also have plans for a kitchen renovation and poolside wraparound porch, which they are willing to share with the buyer - opening the door to greater customization. Whether you're seeking a serene retreat, developmental potential, or the charm of downtown Winter Garden living, this property is truly one of a kind. This private paradise location is a convenient commute to Downtown Orlando, Disney and other Orlando attractions. You're dream estate awaits.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Alison Scorsone (321-689-3554)
14501 GROVE RESORT AVE #3523, WINTER GARDEN, FL 34787
$200,00012 Days on yellowkey MLS ID: O6411650
1 Days Off yellowkey (back on 6/7/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1265 Built: 2018 Tax: $6,847 (2025)Community: Grove Resort & SpaSpa: YesCondo
Taxes:$6,847
Remarks: Under contract-accepting backup offers. This is the Disney Area Vacation Condo You've Been Waiting For! With Superior Water Views, High Floor, Family Style with 3 Beds accomodating up to 8 guests, this condo is located in the most desirable building #3 which is closest to Surfari Water Park, Flip-Flops Arcade, and private Lake Austin. This 2-bedroom, 2-bathroom condo-hotel residence offers 1,265 SqFt. The open-concept layout features a modern kitchen with granite countertops, stainless-steel appliances, and an in-unit laundry room. The split-bedroom floorplan provides privacy. The primary suite includes a king-size bed, dual sinks, a separate soaking tub & shower and walk-in closet. The guest bedroom features two queen-size beds and direct access to the guest bath. This Palm model has the lowest HOA fee in the building compared to the other 2 bedroom models providing additional value for owners. The Grove Resort & Spa Hotel, a Disney Good Neighbor Hotel member, offers luxury amenities within just 5 miles to the world reknowned Walt Disney World Resort. Along with free shuttles to the parks, the Grove Resort features include: Surfari Water Park with a lazy river, water slides, and double FlowRider surfing simulator, multiple pools at the Springs, two restaurants, bars, fitness center, lake activities, and an extensive game arcade. With its in-house rental program, this turn-key condo-hotel makes the perfect Disney area vacation home that pays for itself when you're not making your own magical memories!
Listing Agent: Joseph Mooradian (954-466-5669)
630 GRASSY STONE DR, WINTER GARDEN, FL 34787
$545,0004 Days on yellowkey MLS ID: O6414101
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2210 Built: 2013Monthly Fee: $72 Tax: $4,479 (2025)Community: Covington Chase Ph 2BSingle Family
Taxes:$4,479
High School: Ocoee High
Remarks: Under contract-accepting backup offers. **DOWNTOWN WINTER GARDEN -- GOLF CART DISTRICT -- WEST ORANGE TRAIL** **FULLY OWNED WHOLE HOME SOLAR SYSTEM -- LIVE WITH LITTLE TO NO ELECTRICITY BILLS** **BRAND NEW HVAC -- MAY 2026** **ROOF -- JUNE 2018** **FULLY FENCED YARD** Welcome to this beautiful move-in ready home located in downtown Winter Garden's highly desired Covington Chase neighborhood! Experience the best of both worlds -- the LOCATION you desire right within downtown & the golf cart district…with the PEACE OF MIND that comes with a newer home. Enjoy energy independence and LOW monthly bills with (fully owned/paid off!) WHOLE HOME SOLAR ENERGY! Starting with great curb appeal, this home welcomes with an inviting front patio and upgraded landscaping. Fantastic & flexible floor plan features three bedrooms and two full bathrooms...all on one story…PLUS two additional flex spaces at the front of the home. “Formal Dining” & “Formal Living” by floor plan…but use as your life requires…enclose for 4th bedroom or office space (or two separate offices!), playroom, school or craft room, side hustle or library…the options are endless. The large open living space features tile flooring and large windows and sliding doors creating lots of NATURAL LIGHT throughout. The primary suite features a large additional space…room for a sitting area, office space, craft area, workout/gym…and additional large sliding glass doors to patio & backyard. Double door entry to the primary bath with extended walk-in tiled shower, double (separate!) sinks and large walk-in closet. RECENT UPGRADES & UPDATES: HVAC -- MAY 2026. Roof -- June 2018. Exterior Paint -- 2024. Whole Home Solar Energy -- 2020. Fiber Internet (AT&T). Surround sound pre-wire in living room. Updated laundry room with custom cabinetry & shelves. Subfloor added in garage attic for lots of additional storage. Private mailbox. Rain gutters. All appliances convey including washer & dryer. LIVE the Florida lifestyle outdoors…ENJOY peace & privacy in the beautiful fully-fenced backyard complete with a covered patio lanai. Plenty of space for your outdoor dreams & plans. Existing playset can stay or be removed. This community features a fantastic pool, playground and park area all for a very LOW HOA fee...in addition, the West Orange Trail runs RIGHT THROUGH the center of the community around the corner from the home! It is also ZONED for GOLF CART use throughout Downtown Winter Garden. HUGE weekly farmer's market, annual festivals, shopping, dining, art gallery, the Crooked Can Brewery & Plant Street Market, parks and recreation...come JOIN THE FUN! Also conveniently located just minutes from the Winter Garden Village shopping center and just one minute from HWY 429. WELCOME HOME!
Listing is courtesy of: TARA MOORE REAL ESTATE (407-738-5588)
Listing Agent: Tara Moore (407-765-3700)
16461 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787
$425,0003 Days on yellowkey MLS ID: O6414427
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1768 Built: 2022Monthly Fee: $286 Tax: $7,039 (2025)Community: Hawksmoor Ph 3Townhouse
Taxes:$7,039
Remarks: Welcome to your future home in the highly desirable, sought-after Hawksmoor community of Horizon West / Winter Garden.This beautifully maintained, move-in ready 4-bedroom, 2.5-bathroom townhome offers the perfect blend of modern comfort, functional design, and a low-maintenance lifestyle. The main level features an inviting open-concept layout filled with abundant natural light, seamlessly connecting the spacious living areas, defined dining space, and a chef-inspired kitchen. Designed for both daily living and entertaining, the kitchen comes fully equipped with premium granite countertops, stainless steel appliances, an oversized island, and upgraded cabinetry. Just off the gathering room, a private, low-maintenance paver courtyard connects the home to the rear-facing garage, creating an ideal outdoor oasis for relaxing evenings or hosting guests. Upstairs, the generous primary suite serves as a peaceful retreat, boasting a elegant tray ceiling, a large walk-in closet, and a well-appointed en-suite bath with dual sinks and a glass-enclosed shower. Two additional spacious bedrooms offer excellent flexibility for family, guests, or a home office. Resort-Style Community & LifestyleResidents of Hawksmoor enjoy an incredible array of world-class amenities designed for an active and social lifestyle. Enjoy exclusive access to the spectacular clubhouse with water views, a resort-style pool, splash pad, fitness center, and scenic walking trails. Unbeatable Location 10 minutes from Disney! Perfectly positioned in one of Central Florida's fastest-growing areas, you are just minutes away from State Road 429, making commutes a breeze to downtown Winter Garden, Orlando, Clermont, and major employment corridors. Enjoy ultimate convenience with nearby shopping, dining, and entertainment at Hamlin Town Center and Waterleigh Village. You are also just minutes from the premier Orange County National Golf Center, top-rated A schools. Don’t miss this smart opportunity to own a beautiful home in Winter Garden’s premier townhome community. Schedule your tour today!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Jhoana Loyo Urrutia (407-502-9384)
6279 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787
$546,49011 Days on yellowkey MLS ID: O6412141
REDUCED by $15,500 (2.8%) on 06/06/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1913 Built: 2026Monthly Fee: $152 Tax: $1,372 (2024)Community: Silverleaf OaksSpa: NoSingle Family
Taxes:$1,372
Remarks: Under Construction. Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Haddock bungalow, a brand-new home that combines modern design and ultimate comfort. This home includes 3 spacious bedrooms, 2 full bathrooms, a powder room, a loft, a covered lanai, and a 2-car rear-load detached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. The kitchen boasts a large center island, a convenient storage pantry, and Whirlpool stainless steel appliances—including a vented microwave. Elkins white cabinetry, a decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and coat closet. Upstairs, you’ll find the private owner’s suite and en suite bathroom, two spare bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a glass-enclosed shower, quartz-topped dual vanity, private water closet, and linen closet. Throughout the entire first floor, bathrooms, and laundry room enjoy the beauty and convenience of ceramic tile. Plush, stain-resistant Shaw carpet covers the stairs, loft, and bedrooms, adding comfort and style. Smart home features include a smart thermostat, a smart doorbell, and LED downlights—ensuring your home is as connected as it is stunning. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
6408 FLAT LEMON DR, WINTER GARDEN, FL 34787
$550,00063 Days on yellowkey MLS ID: O6396757
0 Days Off yellowkey (back on 6/6/2026)
REDUCED by $20,000 (3.5%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 2019Monthly Fee: $142 Tax: $8,155 (2025)Community: Hamlin ReserveSingle Family
Taxes:$8,155
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Tucked inside Hamlin Reserve in the heart of Horizon West, this beautifully maintained one-story home offers the kind of lifestyle buyers are looking for: modern, low-maintenance, and close to everything. Built in 2019 and still feeling like new, this 3-bedroom, 2-bath home with 1,979 heated square feet blends comfort, function, and thoughtful upgrades in all the right ways. From the moment you step inside, the open layout feels bright, welcoming, and easy to live in. Hardwood Laminate flooring runs throughout the entire home, including the bathrooms, creating a clean and cohesive look. The flexible dining room offers extra versatility and could easily become a private office, playroom, or enclosed flex space with French doors. The backyard is set up to be enjoyed, with a fully fenced yard ideal for pets, plus a built-in patio deck and firepit that make it easy to picture cozy evenings outside, weekend gatherings, or quiet mornings at home. Solar panels help drastically reduce the monthly electric bill, and the sellers will pay them off at closing, giving the next owner an added benefit from day one. Living in Hamlin Reserve means enjoying a community pool and being just minutes from the 429, Disney, shopping, grocery stores, dining, and all the energy and convenience that make Horizon West one of Central Florida’s most desirable places to call home. With no CDD, a move-in ready condition, and a location that continues to grow, this home is an ideal fit for buyers looking for both lifestyle and value. SAVE BIG: 1% Broker credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred broker.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Clementine Costantini (407-692-5453)
8530 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$1,499,0004 Days on yellowkey MLS ID: O6413249
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4130 Built: 2018Monthly Fee: $266 Tax: $2,479 (2025)Community: Waterleigh Ph 1ASingle Family
Taxes:$2,479
Remarks: Rare opportunity to own an exceptional lakefront residence with a private dock and breathtaking panoramic water views in one of Winter Garden's premier resort-style communities. Offering approximately 4,663 square feet of living space, this impressive home features 4 bedrooms, 4 bathrooms, and a 3-car garage on a spectacular direct lakefront homesite. Designed to maximize the stunning waterfront setting, the home showcases soaring ceilings, elegant architectural details, expansive living spaces, and abundant natural light throughout. The gourmet kitchen features an oversized island, double ovens, walk-in pantry, and seamless flow into the main living areas, all positioned to capture beautiful lake views. The luxurious primary suite serves as a private retreat with direct access to a covered second-floor balcony overlooking the water. Additional indoor and outdoor living spaces, including a covered lanai, provide the perfect setting for entertaining or simply enjoying Florida's year-round lifestyle. Residents enjoy access to resort-style amenities including pools, clubhouse, fitness center, walking trails, and playgrounds. Conveniently located near shopping, dining, entertainment, and major roadways, this remarkable waterfront property offers luxury, privacy, and an unparalleled lakefront lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Katherine Perdomo (407-953-2272)
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