Location: Winter Garden
Do Not Show Listings
642 MEDORA WAY, WINTER GARDEN, FL 34787
$1,137,1504 Days on yellowkey MLS ID: O6413483
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2995 Built: 2026Monthly Fee: $155 Tax: $993 (2025)Community: Lakeview Village EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$993
Elementary School: Dillard Street Elem
High School: West Orange High
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Palmetto floor plan, offering 4 bedrooms, 3 bathrooms, and a beautifully designed open-concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, quartz countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Tatiana Souza (407-467-9914)
1706 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787
$1,070,0001 Day on yellowkey MLS ID: O6416109
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4305 Built: 2018Monthly Fee: $184 Tax: $13,571 (2025)Community: TwinwatersSingle Family
Taxes:$13,571
Elementary School: None
High School: None
Middle School: None
Remarks: Five bedrooms, a three-car garage, soaring two-story ceilings, and paid off solar panels that make your electric bill make your jaw drop. Welcome to Twinwaters! This Meritage-built corner lot home has been freshly painted throughout the interior, fitted with brand-new carpet, and a new refrigerator. Just pack your bags. The layout delivers everything a house this size should: formal living and dining rooms connected through a butler's pantry with quartz countertops, a dedicated office, and an open kitchen and family room that flow together the way you actually live. The kitchen earns its place with a large island, 42-inch cabinetry, double ovens, stainless steel appliances, and more counter space than you will know what to do with. The custom built-in anchoring the family room is the kind of detail that photographs well and lives even better. The first-floor primary suite is spacious and private, with a massive walk-in closet with direct access from the laundry room, dual vanities, a freestanding soaking tub, and a walk-in shower with dual showerheads and floor-to-ceiling marble tile. Every bedroom in the house has a walk-in closet. Upstairs, a generous loft works perfectly as a second living room or playroom, and the two sets of bedrooms flank it on each side, each pair connected by its own jack-and-jill bath. The covered back patio with motorized screen is made for Florida evenings. Paid-off solar panels, blow-in attic insulation, and insulated block construction keep the utility bills remarkably low, month after month, and the tile roof adds long-term peace of mind. The THREE CAR GARAGE features an epoxied floor for a clean, finished look that goes well beyond the standard. Twinwaters has a community pool with splash features, two playgrounds, a park, and a trail through the conservation area, all nestled between Johns Lake and Lake Avalon. SR 429 and the Turnpike are minutes away. This home is conveniently located near Winter Garden Village, Plant Street, shopping, hospitals, Orlando's attractions and is zoned for some of the best schools in Orange County.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sheri Morrison (407-476-4424)
2205 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787
$750,00060 Days on yellowkey MLS ID: O6398720
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3747 Built: 2000Monthly Fee: $90 Tax: $10,152 (2025)Community: Wintermere PointeSpa: NoSingle Family
Taxes:$10,152
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: Located in the GATED community of Wintermere Pointe in Winter Garden, FL, this spacious .25 acre, 5-bedroom, 3-bath pool home for sale in Winter Garden offers nearly 3,750 square feet of well-designed living space just minutes from Winter Garden Village, Windermere, Walt Disney World, AdventHealth Winter Garden, SR 429, and the Florida Turnpike. Designed for both everyday living and entertaining, the home features an open-concept layout with formal living and dining rooms, a large family room, and a centrally located kitchen that flows seamlessly into the main living areas. A DOWNSTAIRS BEDROOM and full bath provide flexibility for guests, multi-generational living, or a private home office, while upstairs, the expansive primary suite offers a true retreat with a soaking tub , separate shower, dual vanities, and two walk-in closets. Additional bedrooms are generously sized, and both a LOFT and a large BONUS ROOM create endless possibilities for a media room, game room, home gym, or additional living space. High ceilings and natural light enhance the open feel throughout the home, while the layout offers both functionality and comfort. Step outside to a screened-in PRIVATE POOL, covered lanai and extended paver patio, perfect for enjoying Florida living in Winter Garden year-round, all set on a .25 ACRE LOT with mature landscaping and a FULLY FENCED backyard for added privacy. Wintermere Pointe is a well-established gated community in Winter Garden, Florida offering tennis courts, a playground, and a LOW HOA, and is zoned for Lake Whitney Elementary, SunRidge Middle, and West Orange High. If you’re searching for homes for sale in Winter Garden FL with a pool, gated community, and flexible layout, this home offers space, location, and lifestyle in one of Central Florida’s most desirable areas.
Listing Agent: Alexis Bress (407-900-0771)
1979 STANDING ROCK CIR, WINTER GARDEN, FL 34787
$520,00017 Days on yellowkey MLS ID: S5150723
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2082 Built: 2019Monthly Fee: $105 Tax: $8,301 (2025)Community: Oakland Trails Ph 2Single Family
Taxes:$8,301
Elementary School: Tildenville Elem
Remarks: BUY THIS HOME WITH 100% FINANCING! LOCATION, LOCATION, LOCATION! Welcome to Your Trailside Oasis in Historic Oakland/Winter Garden! Nestled directly along the scenic West Orange Trail, this meticulously maintained, lightly lived-in bungalow offers the ultimate Florida lifestyle. Cycle straight into vibrant, historic downtown Winter Garden, or retreat to your own peaceful haven under the towering Live Oaks of Oakland Trails. Sophisticated Design Meets Modern Comfort...From the moment you arrive, the extended paver driveway and charming, shaded front porch welcome you home. Step inside to an airy, open-concept living area adorned with gleaming ceramic tile floors, quartz countertops, and upgraded builder finishes. Thoughtful, highly functional details elevate the main floor, including a stylish drop zone by the two-car garage, an under-stair coat closet, and a convenient powder room. High-end custom shades, luxury ceiling fans, and designer light fixtures make this residence completely turn-key and move-in ready. The second level opens into a versatile loft perfect for a media room, home office, or play space. The primary suite serves as a true sanctuary, boasting a grand double-door entrance, two spacious walk-in closets, and an ensuite bath with elegant quarts countertops. Two additional bright bedrooms and a dedicated upstairs laundry room complete this flawlessly designed upper level. Equipped with modern exterior lighting and a security camera system, this home offers total peace of mind. Outside your door, the vibrant Oakland Trails community features a resort-style pool, playground, dog park, and endless walking trails. Abundant dedicated street parking makes hosting family and friends effortless. Positioned perfectly between Clermont and Orlando, you will enjoy rapid access to the Florida Turnpike, 429, 408, and Highway 50. With Killarney Station right outside the neighborhood and the breathtaking Oakland Nature Preserve on the shores of Lake Apopka less than five minutes away, this is a dream destination for outdoor enthusiasts. Don't miss the chance to own this pristine, upgraded gem in one of Central Florida's most desirable trailside communities! Offering a lender credit towards costs or interest rate buy-down, when the client uses the preferred lender ACE Lending Group, ASK HOW.
Listing Agent: Ariel Vargas (407-558-5161)
10043 SEQUEL ALY, WINTER GARDEN, FL 34787
$535,000110 Days on yellowkey MLS ID: O6384246
REDUCED by $25,000 (4.5%) on 06/10/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2502 Built: 2018Monthly Fee: $100 Tax: $8,237 (2024)Community: Storey Grove Ph 1B-2Single Family
Taxes:$8,237
Tax Year: 2024
Remarks: About 10 minutes to Disney. Corner lot facing open green space. Main floor primary suite with a second upstairs. Opportunity to secure a BELOW MARKET rate through an ASSUMABLE MORTGAGE for qualified buyers. Located in Storey Grove in the heart of Horizon West, this home is positioned for both convenience and day to day livability. You are about 5 minutes to Publix and 15 minutes to Hamlin Town Center for dining, shopping, and everything you need close to home. The lot and orientation are what set this home apart. Instead of looking into another backyard, you face open park space and green views, bringing in more natural light and a more open feel throughout the home. All carpet on the stairs and second floor has been replaced with wood look luxury vinyl flooring, crown molding has been added throughout, and the interior has been freshly repainted so there are no immediate projects waiting after closing. The layout is flexible and practical. Two primary suites, including one on the main level, create options for guests, multigenerational living, or a private office without sacrificing bedroom space. The main living and dining areas are open and functional, while the upstairs loft works well as a playroom, media space, or work from home area. The backyard is fully fenced with an in ground sprinkler system, giving you usable outdoor space that is easy to maintain. The rear facing garage with alley access keeps the curb appeal clean and includes an EV charger, while the corner lot allows for additional nearby parking for guests. Storey Grove offers a community pool, clubhouse with gym, parks, playgrounds, and miles of sidewalks, with green space directly across the street extending your everyday living area. Zoned for Water Spring Elementary, Water Spring Middle, and Horizon High School.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
14542 BLACK CHERRY TRL, WINTER GARDEN, FL 34787
$600,00018 Days on yellowkey MLS ID: O6410574
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2234 Built: 2008Monthly Fee: $184 Tax: $5,498 (2025)Community: Signature Lks-Pcl 01D Ph 01Single Family
Taxes:$5,498
Remarks: Virtually Staged. Welcome to this beautifully maintained former model home located in the highly sought-after Winter Garden area, just minutes from Magic Kingdom, shopping, dining, and top community amenities including pools, tennis courts, basketball courts, and a dog park. This spacious 4-bedroom, 2.5-bath residence combines thoughtful upgrades, functional living spaces, and exceptional curb appeal. Step inside to discover upgraded ceramic tile flooring throughout the main living areas, an open-concept layout, and a dedicated office/flex room featuring custom built-in desks and cabinetry—perfect for working from home. The expansive gourmet kitchen offers granite countertops, upgraded cabinetry, stainless steel appliances, oversized island seating, and abundant storage space ideal for entertaining and everyday living. The first floor flows seamlessly into the oversized great room and large screened covered lanai, creating the perfect indoor-outdoor lifestyle. A spacious laundry room includes built-in cabinetry, utility sink, and folding station for added convenience. Upstairs, the generous primary suite features dual vanities, a garden tub, walk-in shower, and spacious walk-in closet. Three additional bedrooms and a full bathroom provide comfortable accommodations for family and guests. The second upstairs bathroom was updated with a new vanity in 2024. This home has been extensively improved with major recent upgrades including: NEW ROOF (2022) Solar panels (2023) NEW fence (2021) Fresh exterior paint (2026) New refrigerator (2024) Washer & dryer (2021) HVAC (2014) Updated blinds throughout Ring security system, Ring cameras, and smart front door lock Water softener system Reverse osmosis system in kitchen Enjoy the oversized yard, exceptional cabinet and storage space, and the premium feel that comes with owning a former model home. This move-in-ready property offers the perfect combination of comfort, upgrades, energy efficiency, and prime Central Florida living. Schedule your private showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Angela Worachek Pllc (503-381-1575)
18053 CIDER MILL LN, WINTER GARDEN, FL 34787
$790,86165 Days on yellowkey MLS ID: O6397726
INCREASED by $3,020 (0.4%) on 06/12/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2866 Built: 2025Monthly Fee: $199 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Cresswell. This two-story all concrete block construction single-family home features 5 bedrooms and 4 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 a bedroom and downstairs bathroom. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features quartz 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 four 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 and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Customize the second floor of this home to create a space that meets your needs but transforming the loft area to a fifth bedroom with full bath or Guest Suite with ensuite bathroom. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
16105 WATER SPRING BLVD, WINTER GARDEN, FL 34787
$499,000250 Days on yellowkey MLS ID: O6348822
1 Days Off yellowkey (back on 6/11/2026)
REDUCED by $20,000 (3.9%) on 04/16/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2042 Built: 2020Monthly Fee: $103 Tax: $4,770 (2024)Community: Storey GroveSingle Family
Taxes:$4,770
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Perfect for buyers seeking convenience, accessibility, and a family-friendly setting—just steps from the elementary school!! Discover this well-maintained 4-bedroom, 3-bath home located in the highly desirable Storey Grove community in Winter Garden. This property offers 2,042 sq ft of bright and functional living space/ Total area :4,704 SqFt , featuring an open-concept layout that seamlessly connects the kitchen and main living areas—ideal for everyday living and entertaining. The spacious primary suite includes a private bathroom and ample storage, while the additional bedrooms provide flexibility for guests, a home office, or growing families. Conveniently situated just steps from the elementary school, this home is perfect for those seeking accessibility and ease in their daily routine. Its location also provides quick access to main roads, shopping, dining, and Disney World, making commuting and errands simple and efficient. Enjoy outdoor living with a private patio, plus access to resort-style community amenities including a pool, fitness center, clubhouse, playgrounds, and dog parks. This property comes with solar panels, providing energy efficiency and savings.. Community parking regulations help maintain a clean and organized neighborhood environment, with guest parking available nearby. Seller is motivated and open to concessions. Schedule your private showing today. Property have solar Panels that will be trasferable to buyers.
Listing is courtesy of: URBAN-O REAL ESTATE SOLUTION (407-822-1063)
Listing Agent: Yesenia Barrios (321-276-1977)
1019 PORTMOOR WAY, WINTER GARDEN, FL 34787
$595,0001 Day on yellowkey MLS ID: O6414940
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2401 Built: 2001Monthly Fee: $243 Tax: $646 (2025)Community: Stoneybrook West Unit 1Spa: NoSingle Family
Taxes:$646
Elementary School: Whispering Oak Elem
Remarks: **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.** Welcome to 1019 Portmoor Way in Winter Garden, a 2-story home offering 3 bedrooms, 3 bathrooms, a balcony, and a layout designed for comfortable everyday living. All bedrooms are located on the upper floor, creating separation between the main living areas and private spaces. Inside, the home offers a functional floorplan with room for relaxing, dining, and entertaining. The primary suite features upgraded walk-in closet space and French doors added in 2022, while the guest half bath was fully upgraded in 2022. Additional improvements include a new garbage disposal in 2024, new upstairs windows installed in 2020 by the previous owner, a new boiler in 2025, and a new HVAC system in 2026. Outdoor living is a standout feature, with a covered patio overlooking the screened in-ground pool. The pool was installed in 2020 by the previous owner, with a new pool pump added in 2024 and a new motor in 2026. The balcony adds another outdoor space to enjoy fresh air, while the covered patio and screened pool area provide a comfortable setting for lounging, dining, and entertaining. The exterior has also been thoughtfully maintained, with the home sealed and painted in 2026, new landscaping completed in 2026, and a roof installed in 2018 by the previous owner. These updates add to the home’s overall appeal and help support a move-in-ready feel. The community offers a strong amenity package, including a pool, park, clubhouse, fitness center, and restaurant, giving residents convenient options for recreation, gathering, dining, and everyday enjoyment close to home. Located in Winter Garden, the home is set in one of Central Florida’s most desirable areas, known for shopping, dining, parks, trails, community events, and access to major roadways. The location provides convenient connections to Horizon West, Hamlin, Windermere, Walt Disney World, and the greater Orlando area while maintaining a residential neighborhood setting. Be sure to ask about the assumable VA loan opportunity with a low interest rate, offering potential savings and added value for qualified buyers.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
15537 MANGO ISLE ST, WINTER GARDEN, FL 34787
$722,00017 Days on yellowkey MLS ID: S5150619
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2909 Built: 2021Monthly Fee: $267 Tax: $10,430 (2025)Community: Waterleigh Ph 3B 3C & 3DSingle Family
Taxes:$10,430
Remarks: Welcome to 15537 Mango Isle Street, where modern comfort meets the award-winning lifestyle of Waterleigh in Horizon West. Built in 2021 and impeccably maintained, this spacious 4-bedroom, 3-bath residence offers nearly 2,910 square feet of thoughtfully designed living space filled with natural light. From the moment you enter, you'll appreciate the open-concept layout, elegant finishes, and seamless flow designed for both everyday living and effortless entertaining. The heart of the home is the expansive kitchen featuring a large center island, abundant cabinetry, and direct views of the dining and family rooms, creating the perfect gathering space for family and friends. A first-floor bedroom and full bath provide flexibility for guests, multigenerational living, or a private home office. Upstairs, a generous loft offers endless possibilities as a media room, playroom, fitness area, or second living space. The spacious primary suite provides a relaxing retreat, while two additional bedrooms offer comfort and privacy for everyone. Step outside to enjoy the covered lanai and spacious backyard, ideal for outdoor dining, entertaining, or simply enjoying Florida's beautiful weather year-round. Living in Waterleigh means more than owning a home—it's a lifestyle. Residents enjoy multiple resort-style pools, clubhouses, fitness centers, playgrounds, walking trails, dog parks, scenic lakes, and community events throughout the year. Ideally located just minutes from Hamlin Town Center, Winter Garden Village, top-rated schools, FL-429, and Walt Disney World, this home offers the perfect balance of convenience, recreation, and luxury living. Experience why Waterleigh remains one of Central Florida's most sought-after communities.
Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9144)
Listing Agent: Nigina Ikromi, Llc (321-370-9696)
15456 GILLIGAN CT, WINTER GARDEN, FL 34787
$550,000317 Days on yellowkey MLS ID: A4660262
REDUCED by $25,000 (4.3%) on 06/12/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2571 Built: 2020Monthly Fee: $102 Tax: $8,702 (2024)Community: Winding Bay Ph 1BSingle Family
Taxes:$8,702
Remarks: Disney fireworks views, single-story living, low HOA — just 3.9 miles from Disney. Welcome to Winding Bay in Winter Garden, where location, lifestyle, and long-term value come together in one beautifully maintained home. This pristine 3-bedroom, 3.5-bath residence with a flexible bonus room offers the perfect setup for everyday living, visiting guests, remote work, or a potential future sleeping space with proper modification and verification. From the moment you arrive, the home makes a statement with its brick-paved driveway, stone-accented façade, and inviting curb appeal. Inside, the bright open floor plan is designed for comfort and function, featuring a dedicated built-in desk area, an oversized mudroom, an adjacent laundry room, custom cabinetry, and generously sized guest suites. The heart of the home is the chef-inspired eat-in kitchen, complete with 42-inch soft-close cabinetry, quartz countertops, designer backsplash, vented range hood, built-in microwave, massive walk-in pantry, and an oversized island with seating for up to eight — ideal for entertaining, hosting family, or gathering after a day at the parks. The open dining and family room are filled with natural light and flow seamlessly to the custom-designed backyard, where you can relax and enjoy direct views of Disney fireworks from home — a rare and memorable feature that truly sets this property apart. Winding Bay offers a peaceful, pride-of-ownership atmosphere with no short-term rentals permitted, helping preserve the neighborhood feel while still keeping you minutes from Disney, dining, shopping, schools, and major conveniences. Residents also enjoy a community pool, dog park, and a low HOA of just $102/month. Move-in ready, meticulously maintained, and positioned in one of Winter Garden’s most desirable communities, this home is ideal for owner-occupants, Disney professionals, second-home buyers, or anyone seeking proximity to the magic without the noise, crowds, or rental turnover. Private showings available by appointment.
Listing is courtesy of: NEXTHOME CASA BELLA ELITE (813-726-5646)
Listing Agent: Loren Rosenthal (813-726-5646)
181 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$600,00014 Days on yellowkey MLS ID: O6412174
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2940 Built: 2002Monthly Fee: $67 Tax: $7,609 (2025)Community: Lakeview ReserveSingle Family
Taxes:$7,609
Remarks: Virtually Staged. Experience elevated living in the gated WATERFRONT community of Lakeview Reserve, ideally situated in the heart of historic downtown Winter Garden in the GOLF CART DISTRICT with LOW HOA. This impressive FIVE-bedroom, THREE-bath residence with dining space and LOFT offers an exceptional combination of space, comfort, and versatility, thoughtfully designed to accommodate both everyday living and grand-scale entertaining. Boasting a generous floor plan with expansive living areas and well-proportioned bedrooms, the home provides ample room for growing families, multigenerational living, or those seeking dedicated spaces for a home office, fitness room, or media retreat. Situated on a premium homesite spanning nearly one-quarter of an acre (.19), the property presents endless possibilities for outdoor enjoyment. Whether you envision creating a private backyard oasis, adding a custom pool, designing an outdoor kitchen, or simply enjoying the abundance of open green space, this oversized lot offers the flexibility to bring your vision to life while still providing plenty of room for recreation and relaxation. Upon entering, you are welcomed by a thoughtfully designed open-concept floor plan enhanced by new flooring and a freshly painted interior (2023-2024), creating a bright and inviting atmosphere throughout. The beautifully appointed and newly UPDATED gourmet kitchen serves as the heart of the home, featuring stainless-steel appliances, quartz countertops, shaker style cabinets, and two pantries. The living area is adjacent to the kitchen and presents a great opportunity to expand into the outdoor space creating an indoor-outdoor vibe. Designed with flexibility and comfort in mind, the main level offers a generously sized guest bedroom and a full bathroom, ideal for visitors, a home office, or multigenerational living. The laundry room and dining space are also located on the main level. Upstairs, the spacious primary suite provides a private retreat, while three additional bedrooms, full bath, and loft offer abundant space for family and guests. The primary suite includes a garden tub with separate shower, vanity, linen closet, and walk-in closet. Enjoy picturesque views of Lake Apopka from multiple vantage points throughout the home, creating a serene backdrop for everyday living. ADDITIONAL UPDATES: roof (2018), water heater (2025), downstairs AC (2024-2025), Just moments away, residents enjoy exclusive access to a private community dock overlooking the lake—an idyllic setting for morning coffee, fishing, or taking in spectacular sunset views. Located within the golf-cart district, this remarkable home places you just minutes from the charming boutiques, acclaimed dining, farmers market, and year-round events that make downtown Winter Garden one of Central Florida’s most sought-after destinations. Convenient access to major highways (Turnpike, 429, East-West Expressway) further enhances the lifestyle, placing world-renowned attractions such as Walt Disney World, Universal, and downtown Orlando within easy reach. You can access the 22 mile long WEST ORANGE Trail just footsteps outside of the community to take in cycling and exercising. Move-in ready, this exceptional residence offers a rare opportunity to enjoy luxury, convenience, and a true sense of community in one of Winter Garden’s sought after gated neighborhoods. Measurements are approximate. Buyer is responsible for verifying information.
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Ashley Boyd (321-209-5540)
17125 STILLNESS ALY, WINTER GARDEN, FL 34787
$580,9331 Day on yellowkey MLS ID: G5113666
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2083 Built: 2026Monthly Fee: $121Community: Serenade At OvationSingle Family
Taxes:$0
Remarks: Virtually Staged. Under Construction. Discover the Newbury - our largest bungalow! This expansive home is designed to accommodate a variety of lifestyles with its 4 bedrooms, 3 bathrooms, a loft, and a 2-car garage. The gourmet kitchen is a standout feature, perfect for those who love to cook and entertain. Each bedroom in the Newbury is generously sized , ensuring that everyone in the family has their own comfortable space. This home is guaranteed to exceed your expectations with its blend of spaciousness and functionality. Sample Image
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
15121 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787
$874,9001 Day on yellowkey MLS ID: O6416065
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4042 Built: 2016Monthly Fee: $180 Tax: $552 (2024)Community: Signature Lakes Ph 3B-4Single Family
Taxes:$552
Elementary School: Independence Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome to 15121 Evergreen Oak Loop, a stunning 6-bedroom, 4-bathroom home offering over 4,200 square feet of thoughtfully designed living space in one of Winter Garden's most desirable communities. Situated on an oversized homesite with no rear neighbors, this exceptional property combines space, comfort, and privacy with beautiful conservation views and breathtaking Florida sunsets. The heart of the home is the expansive gourmet kitchen featuring stainless steel appliances, a large center island, abundant cabinetry, and an open-concept design that flows seamlessly into the main living areas—perfect for entertaining family and friends. Flexible living spaces include a first-floor bedroom and full bath, ideal for guests, a home office, or multigenerational living. Upstairs, you'll find a spacious theater room complete with reclining theater seating, projector, screen, and surround sound system—all included with the home—creating the ultimate space for movie nights, sporting events, and gaming. The luxurious primary suite serves as a private retreat with a spa-inspired bath, dual vanities, soaking tub, separate shower, and oversized walk-in closet. Step outside to enjoy peaceful conservation views from multiple outdoor living spaces, offering a level of privacy rarely found in Horizon West. Whether you're enjoying your morning coffee or winding down in the evening, this home provides the perfect backdrop for Florida living. Location is everything, and this home delivers. Just minutes away is the newly opened Horizon West Regional Park, a 215-acre recreational destination featuring an inclusive playground, walking and biking trails, picnic pavilions, athletic fields, open green space, and recreational facilities. Future phases are planned to bring additional trails, expanded recreational amenities, and nature-focused areas, adding even more value to this already exceptional location. Residents enjoy convenient access to top-rated schools, shopping, dining, major highways, Disney attractions, and everything that makes Horizon West one of Central Florida's most sought-after places to live. Offering an ideal combination of size, functionality, entertainment, and location, this is a rare opportunity to own a truly special home in the heart of Winter Garden.
Listing Agent: Adam Jackson (407-572-6252)
15073 VALVERSE ALY, WINTER GARDEN, FL 34787
$515,0001 Day on yellowkey MLS ID: O6416182
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1892 Built: 2017Monthly Fee: $339 Tax: $4,172 (2025)Community: Overlook 2/Hamlin Ph 2 & 5Single Family
Taxes:$4,172
Remarks: Beautiful home in The Cove at Hamlin Now Available. This is part of the highly desirable Overlook at Hamlin community in Winter Garden. This home has been Well Maintained, and Tastefully Upgraded by the Original Owner. Amenities and Upgrades include: Gourmet Kitchen (with 42" Cabinetry, Gas Range, Farmer's Sink, Large Center Island), Hardwood Flooring, Plantation Shutters throughout, Shiplap Accent Walls, Custom Wine Room, and more. Improvements continued to the Outdoors as well with a Large Screened Paver Patio Outdoor Living Area, Summer Kitchen complete with TV mount, and Fenced Yard (wrought iron). Relax on the front porch overlooking the community park, or take advantage of the resort-style amenities including a clubhouse, fitness center, pool, splash pad, pavilion, event space, sports lawn, amphitheater, fire pit, canoes, private boat ramp and playground. Landscaping is maintained by the community. Located just minutes from SR 429, Florida’s Turnpike, shopping, dining, medical facilities, and the major theme parks, this home combines modern comfort with unbeatable convenience in one of Winter Garden’s most sought-after neighborhoods. Don't miss your opportunity to own this amazing home. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Mike Long (407-325-4104)
16893 BROADWATER AVE, WINTER GARDEN, FL 34787
$2,795,9002 Days on yellowkey MLS ID: O6415972
Bed: 7 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6289 Built: 2019Monthly Fee: $383 Tax: $25,448 (2025)Community: Waterside 90'SSingle Family
Taxes:$25,448
Remarks: Experience elevated lakefront living in this former builder model home, perfectly positioned along the shores of Johns Lake in the sought-after Waterside community of Winter Garden. Designed to impress from the moment you enter, the residence showcases soaring ceilings, designer lighting, and expansive windows that fill the home with natural light while framing tranquil water views. The open-concept floorplan seamlessly connects the living, dining, and kitchen spaces, creating an ideal setting for both everyday living and entertaining. At the heart of the home, the chef's kitchen features an oversized island, abundant cabinetry, and generous prep space overlooking the main living areas. The first-floor primary suite serves as a private retreat with a spa-inspired bath featuring dual vanities, a freestanding soaking tub, walk-in shower, and two large walk-in closets. Offering six bedrooms, four-and-a-half baths, a dedicated office, formal dining room, bonus room, and an expansive upstairs game and media space, the home provides exceptional flexibility for multigenerational living, guests, remote work, and recreation. Designed to embrace its waterfront setting, the outdoor living spaces are a true extension of the home. A covered lanai with a summer kitchen overlooks a private backyard highlighted by a striking fountain, creating a resort-inspired atmosphere for entertaining or relaxing. Just beyond, a private dock provides direct access to Johns Lake for boating, fishing, paddleboarding, and unforgettable sunset views. Located just minutes from Historic Downtown Winter Garden, the West Orange Trail, Winter Garden Village, major highways, dining, shopping, and top-rated schools, this exceptional residence offers the rare combination of luxury, space, and waterfront living in one of Central Florida's most desirable locations.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Matt Tomaszewski (407-719-5956)
WINTER GARDEN, FL 34787
$558,9902 Days on yellowkey MLS ID: G5113611
0 Days Off yellowkey (back on 6/11/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Virtually Staged. Pre-Construction. To be built. SAMPLE IMAGES !!!! The Berkley at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Berkley model. This impressive 2,102 sq. ft. residence features 4 bedrooms, 3 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 15' 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 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
1812 LAKE ROBERTS LANDING DR, WINTER GARDEN, FL 34787
$1,200,0002 Days on yellowkey MLS ID: O6415935
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4247 Built: 2009Monthly Fee: $200Community: Lake Roberts Lndg ESpa: YesSingle Family
Remarks: Experience elevated living perfectly situated on a private conservation homesite with no rear neighbors in the gated community of Lake Roberts Landing in Winter Garden. This fully renovated luxury pool home offers an exceptional blend of privacy, elegance, and convenience in the heart of Winter Garden. Spanning over 4,200 square feet, this move-in-ready home features 6 bedrooms, 4 bathrooms, a 3-car tandem garage, dedicated theater room, expansive upstairs loft and a resort-style backyard with an outdoor kitchen designed for year-round Florida living. Every major finish has been thoughtfully updated, including new flooring throughout, fresh interior and exterior paint, a completely renovated chef’s kitchen with upgraded countertops, appliances, lighting, and beautifully updated bathrooms that create a modern yet timeless aesthetic. The versatile floor plan includes two bedrooms and a full bathroom on the main level, providing the perfect setup for guests, multigenerational living, a home office, gym, or flex space, while also serving as a convenient pool bath. Heading upstairs, you’ll immediately notice the updated wrought iron spindles, luxury vinyl plank flooring, and abundant natural light that fills the space. The expansive loft serves as the ultimate entertainment hub, complete with a spacious sitting area, custom bar, bar refrigerator, mounted TV, and designer lighting, creating the perfect space for hosting family and friends or enjoying the big game. A dedicated theater room provides the ideal setting for movie nights and elevated at-home entertainment. The luxurious primary suite serves as a private retreat featuring a fully renovated spa-inspired bathroom with dual vanities, makeup vanity, freestanding soaking tub, oversized walk-in shower with multiple shower heads and rain shower, stunning designer tile work, and an oversized walk-in closet. Three additional bedrooms, two fully updated bathrooms, and an oversized laundry room complete the second floor. Designed for both relaxation and entertaining, the backyard is a true showpiece featuring a newer pool with newer pool equipment a gas-heated pool and spa, outdoor kitchen with built-in grill, beverage refrigerator, TV, bar seating, ambient lighting, covered lanai, expansive paver patio, fully fenced, with redesigned landscaping and tranquil conservation views that provide a level of privacy rarely found in Central Florida. Significant recent improvements include a new tile roof installed in 2024, a new HVAC Unit (2025), two new water heaters and newer pool & equipment offering both peace of mind and long-term value. Lake Roberts Landing features a community pier/dock onto Lake Roberts to enjoy the beautiful lake and fishing. Perfectly located just minutes from Winter Garden Village, Downtown Winter Garden, Windermere, Hamlin, A-rated schools (Lake Whitney Elementary, SunRidge Middle and West Orange High), premier shopping, dining, entertainment, SR-429, and Florida’s Turnpike, this exceptional residence offers the luxury lifestyle today’s buyers are searching for in one of Winter Garden’s most sought-after gated communities. A rare opportunity to own a fully updated luxury home with a private conservation lot, no rear neighbors, resort-style outdoor living, and an unbeatable Winter Garden location.
6171 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$792,8052 Days on yellowkey MLS ID: G5113609
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2688 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: Virtually Staged. Under Construction. Sample Image The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering FOUR bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully positioned for privacy. An additional bedroom and a flexible bonus room on the second floor provide ample space for family members or guests. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.
11221 CARDING MILL LN, WINTER GARDEN, FL 34787
$758,1883 Days on yellowkey MLS ID: O6415572
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2085 Built: 2026Monthly Fee: $140Community: Esplanade At Mckinnon GrovesSingle Family
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Under Construction. What's Special: Covered Extended Lanai | Close to Amenities | Dedicated Study. New Construction - October Completion! Built by America's Most Trusted Home Builder. Welcome to the Marino at 11221 Carding Mill Lane in Esplanade at McKinnon Groves! This inviting single story design opens to a welcoming foyer that leads into a bright and spacious great room, perfectly connected to the dining area and beautifully arranged gourmet kitchen with a large island and pantry. The private primary suite is thoughtfully set apart with a serene bath and generous walk-in closet, while two secondary bedrooms and a nearby study provide flexibility for guests, work, or hobbies. Enjoy effortless indoor and outdoor living with a stunning lanai that spans the back of the home and a charming private courtyard at the front. A convenient laundry room, smart drop zone, and two car garage bring ease to everyday routines. Additional Highlights Include: 8' interior doors, 10' ceilings, outdoor kitchen rough-in, extended vinyl flooring, quarts countertops and blinds. Photos are for representative purposes only. MLS#O6415572 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
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