Location: Winter Garden
Do Not Show Listings
12928 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$929,000102 Days on yellowkey MLS ID: O6400451
0 Days Off yellowkey (back on 7/27/2026)
REDUCED by $103,000 (10.0%) on 06/15/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3626 Built: 2026Monthly Fee: $80 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,326
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Under Construction. Welcome to the sought-after Delray floorplan by Toll Brothers in Westhaven at Ovation. This spacious two-story home offers over 3,600 square feet with 5 bedrooms, 3.5 bathrooms, and a 2-car garage. The open-concept design features a large great room, a well-appointed kitchen with center island and walk-in pantry, and a casual dining area that flows to the covered lanai. A first-floor guest suite provides added convenience, while upstairs includes a versatile loft and generously sized secondary bedrooms. The primary suite offers dual walk-in closets and a spa-inspired bath, creating a comfortable retreat. The resort-style amenities in this community will make your family feel they're on vacation year-round. There's still time to personalize this home with your preferred design upgrades.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Devahn Powell (571-234-7236)
16614 HARBOR SAIL WAY, WINTER GARDEN, FL 34787
$1,495,00051 Days on yellowkey MLS ID: O6414639
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4882 Built: 2016Monthly Fee: $168 Tax: $11,216 (2025)Community: Waterside/Johns Lake Ph 1Spa: YesSingle Family
Taxes:$11,216
Elementary School: Hamlin Elementary
High School: West Orange High
Middle School: Hamlin Middle
Remarks: An Irreplaceable Gated Estate: Unmatched Scale, Double-Lot Privacy, & Private Oasis Behind the gates of the highly coveted Waterside community, 16614 Harbor Sail Way breaks the mold of standard luxury builds. This is not a high-density, cookie-cutter residence; it is an established, substantial family estate defined by an extraordinary sense of space, meticulous craftsmanship, and structural authority. Positioned beautifully on an expansive, premium lot that nearly doubles the community average, this rare property offers a refined lifestyle designed for those who value space to breathe, long-term permanence, and effortless entertaining. While typical Mansfield floor plans in the neighborhood occupy a standard lot, this home’s visionary owners secured the adjacent parcel, resulting in a commanding 14,973-square-foot footprint. This unique layout introduces a majestic private turning circle with dedicated parking for an additional six vehicles (bringing total driveway capacity to ten)—ideal for hosting executive gatherings or multi-generational families. Beyond the striking courtyard entry, the residence spans an impressive 4,882 square feet of meticulously maintained living space, delivering structural scale that effortlessly handles the demands of modern family life. The heart of the home centers on a dramatic great room bathed in natural light, seamlessly connecting to a gourmet kitchen equipped with premium finishes and gas cooking. Every corner of the main level emphasizes functional luxury, including a private home office, formal dining room, a secluded guest suite, and a magnificent primary sanctuary. Ascending to the second level reveals a sprawling, open flex room suspended over the main living area that opens to a fully enclosed, private balcony, creating an incredible architectural anchor. This level features four additional large bedrooms and media room, offering families the chance to spend time together, or unwind in complete peace. For ultimate daily convenience, a built-in central vacuum system services the ground floor of the home. While neighboring homes may provide "room for a future pool," this estate delivers the ultimate outdoor lifestyle immediately. The west-facing backyard is a private, sun-drenched sanctuary featuring a spectacular custom salt-water pool and integrated spa. Surrounded by extended paver decking and lush, manicured grassed areas made possible by the expanded double-lot footprint, this outdoor space offers complete privacy with no direct rear neighbors—perfect for enjoying vibrant Central Florida sunsets. Living in Waterside means enjoying a resort-style lifestyle with access to a premier clubhouse, fitness center and community pool. You are uniquely positioned just minutes from Horizon West’s top-rated schools (Hamlin Elementary/Middle), West Orange (High), the charm of downtown Winter Garden, major executive corridors (SR-429, Turnpike), and premier dining and shopping. This is more than a home; it is a strategic asset of scarcity, privacy, and generational quality. Schedule your private tour to experience it firsthand.
Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)
Listing Agent: Garry Walmsley (407-923-2134)
8721 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$679,00087 Days on yellowkey MLS ID: G5111855
REDUCED by $16,000 (2.3%) on 06/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2842 Built: 2015Monthly Fee: $342 Tax: $8,082 (2025)Community: Waterleigh Ph 1ASpa: NoSingle Family
Taxes:$8,082
Elementary School: Panther Lake Elementary
Remarks: A second chance opportunity to own this exceptional home! Back on the market through no fault of the property, as the previous contract was unable to close due to the buyer's financing. Corner lot! Pool home! Located in Horizon West's Waterleigh - Marina Bay neighborhood. With views of Hickorynut Lake from the front porch and theme park fireworks from the back porch and pool, you have found resort-style living with easy access to everything Central Florida has to offer. Looking for more privacy while enjoying the heated pool? Simply close the privacy curtains that are installed around the pool cage. Inside, you’ll find a spacious home that includes 4 bedrooms, 3 and a half bathrooms, a flex space, a loft, ample storage, and much more. The primary suite is located on the first floor, while one of the second floor bedrooms is designed like a secondary primary with a bathroom en suite. Take advantage of numerous upgrades throughout including, Smart Home features, security options, car charger in garage, wood and tile flooring throughout, granite countertops, plantation shutters, under stairs storage and attic storage where drywall and lighting have been added. Recent updates include, pool (June 2023), exterior paint (Feb 2022), HVAC (Jan 2022), pavers cleaned & sealed (June 2023). When not enjoying the beauty of your home, take advantage of the numerous resort-style amenities that come with living in Waterleigh including, lawn & landscaping maintenance provided by the HOA, two large clubhouses with rentable space, four resort-style pools, two fitness centers, tennis, sand volleyball, mini-golf course, walking paths that take advantage of how the neighborhood wraps around the lake, regular community events, and so much more. As you venture outside of the community you find the home’s location puts you in close proximity to schools, Orange County National Golf, the numerous village centers of Horizon West, Historic Downtown Winter Garden, and quick access to all Central Florida has to offer with 429 connecting you to the Florida Turnpike, 408, and I-4.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Joshua Howard (407-739-9118)
1711 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787
$1,046,00028 Days on yellowkey MLS ID: G5114517
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3863 Built: 2017Monthly Fee: $187 Tax: $10,792 (2024)Community: TwinwatersSingle Family
Taxes:$10,792
Tax Year: 2024
Middle School: Bridgewater Middle
Remarks: Back on the market through no fault of the seller! This home successfully passed the buyer’s 4-Point Inspection, Wood-Destroying Organism (WDO) Inspection, and appraisal, demonstrating its excellent condition. The appraisal has already been completed, and the seller has the appraisal and inspections in hand for you peace of mind. Unfortunately, the previous buyer was unable to secure financing, creating a second opportunity for you to own this beautiful home. The seller is highly motivated and welcomes all reasonable offers. This move-in-ready property is ready for its next owner with no inspection surprises from the previous transaction.Welcome to this stunning architectural masterpiece nestled in the heart of Twinwaters, one of Winter Garden’s most sought-after communities. This elegant two-story home seamlessly blends sophistication and comfort, offering over 3,600 square feet of beautifully designed living space. Step through the grand entryway to find soaring ceilings, expansive windows that fill the home with natural light, and designer finishes that exude contemporary luxury. The gourmet chef’s kitchen is a true showpiece—featuring 42” custom cabinetry, gleaming quartz countertops, a massive entertainment island, stainless steel appliances, and a walk-in pantry, perfect for culinary enthusiasts and family gatherings alike. The open-concept great room flows effortlessly into a spacious dining area and covered lanai, ideal for both indoor and outdoor entertaining. Upstairs, the luxurious primary suite offers a serene retreat with a spacious walk-in closets, a spa-inspired bathroom with a deep soaking tub, frameless glass shower, and dual vanities. A versatile loft provides additional space for a home theater, gym, or play area, while the first-floor guest suite ensures comfort and privacy for visitors. The private backyard invites you to create your own oasis—whether adding a pool, summer kitchen, or lush garden escape. Enjoy resort-style amenities including a community pool, playground, and picturesque walking trails, all surrounded by pristine lakes and lush landscaping. Twinwaters is ideally situated near Horizon West, top-rated schools, fine dining, boutique shopping, and major highways for an easy commute to downtown Orlando and world-famous attractions. This home truly embodies the ultimate blend of luxury, location, and lifestyle—a rare opportunity to live beautifully in one of Central Florida’s premier communities. Special financing options may be available! Qualified buyers may be able to purchase this home with NO MONEY DOWN or through NO INCOME VERIFICATION loan programs, subject to lender approval, program availability, and borrower qualifications. Don’t miss this incredible opportunity. Schedule your private showing today and ask how this home could be yours with little to no money out of pocket!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jay Winston (407-497-1112)
4642 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787
$565,000149 Days on yellowkey MLS ID: S5144794
REDUCED by $10,000 (1.7%) on 07/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2149 Built: 2021Monthly Fee: $281 Tax: $6,500 (2024)Community: Enclave At HamlinSingle Family
Taxes:$6,500
Elementary School: Independence Elementary
Remarks: Live in the heart of Hamlin! Welcome to this beautifully upgraded 3 bedroom, 2.5 bath home with a versatile first floor flex room that can easily serve as a fourth bedroom, home office, playroom, or guest space. Built in 2021, this move in ready home offers over 2,100 square feet of thoughtfully designed living space, modern finishes, smart upgrades, and an exceptional location in one of Winter Garden's most sought after communities. Inside, you'll find an open concept floor plan filled with natural light, fresh interior paint, upgraded flooring, and stylish lighting throughout. The kitchen is the centerpiece of the home, featuring Level 5 quartz countertops, a large island wrapped in custom porcelain tile, stainless steel appliances, and abundant cabinet space, making it ideal for everyday living and entertaining. Upstairs, the spacious primary suite features a custom walk in closet and an upgraded en suite bathroom with quartz countertops. Two additional bedrooms, a full bathroom, and an updated laundry room complete the second floor. This home also includes valuable upgrades rarely found at this price point, including a whole home water filtration and softener system, an APCO X Ultra air purification system, five Arlo security cameras that convey, and prewiring for additional smart home connectivity. Outside, enjoy the privacy of a rear entry two car garage and a low maintenance yard, giving you more time to enjoy everything this vibrant community has to offer. Located just minutes from Hamlin Town Center, you'll enjoy waterfront dining, shopping, coffee shops, fitness studios, entertainment, Publix, Cinépolis Luxury Cinemas, top rated schools, and convenient access to State Road 429, making it easy to reach Walt Disney World, downtown Orlando, and Orlando International Airport. Homes offering this combination of flexible living space, thoughtful upgrades, modern finishes, and an unbeatable location are hard to find. Schedule your private showing today and discover why so many buyers are choosing to call this community home.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Shanta Navarro (407-747-0549)
5024 PALMETTO PARK DR, WINTER GARDEN, FL 34787
$805,00051 Days on yellowkey MLS ID: O6414749
REDUCED by $14,000 (1.7%) on 07/20/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3061 Built: 2017Monthly Fee: $187 Tax: $10,816 (2025)Community: Orchard Hills Ph 3Single Family
Taxes:$10,816
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this beautifully upgraded home in the heart of Winter Garden. Featuring luxury vinyl flooring throughout with no carpet, this home offers a clean, modern feel and a functional layout designed for everyday living and entertaining. The main living area showcases custom millwork and built-in details, while the elegant powder room adds a touch of sophistication. With over $150,000 in improvements, this home showcases a level of quality rarely found at this price point. Designed and improved by an owner who planned to live in the home long-term, no expense was spared in creating a space that is both beautiful and highly functional. The gourmet kitchen serves as the heart of the home, offering ample space for cooking and gathering. Step outside to a fully equipped outdoor living area featuring a complete summer kitchen with sink, cooktop, refrigerator, built-in grill, and a traditional parrilla grill. With no rear neighbors, the backyard provides added privacy and the perfect setting for relaxing or entertaining guests. Additional improvements include a whole-home water softener system and numerous thoughtful enhancements throughout the property. Located just steps from the community clubhouse, residents enjoy access to resort-style amenities including a swimming pool, fitness center, social hall with event kitchen, playground, sports courts, walking and biking trails, dog park, community green spaces, and parks. Conveniently located near shopping, dining, and major roadways, and zoned for highly rated A-rated schools, this home offers an exceptional opportunity to enjoy the best of Winter Garden living. PROPERTY FEATURES LEASED SOLAR PANELS. THE SOLAR LEASE MUST BE ASSUMED BY THE NEW BUYER PRIOR TO CLOSING. THE CURRENT OWNER’S MONTHLY SOLAR PAYMENT IS $145, PROVIDING SOLAR ENERGY THAT HELPS OFFSET ELECTRICITY USAGE AND REDUCE TRADITIONAL UTILITY COSTS.
Listing is courtesy of: PRISTINE INTERNATIONAL REALTY LLC (407-286-3846)
Listing Agent: Bruna Canesin Motta (407-580-1367)
8180 SAYINGS DR, WINTER GARDEN, FL 34787
$599,99020 Days on yellowkey MLS ID: O6423210
1 Days Off yellowkey (back on 7/27/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2718 Built: 2023Monthly Fee: $221 Tax: $9,031 (2025)Community: Storey Grove Ph 4Single Family
Taxes:$9,031
Remarks: Under contract-accepting backup offers. Buyer cancelled last minute due to their personal circumstances. Welcome to 8180 Sayings Dr, Winter Garden! This beautifully designed 2023-built home offers 4 bedrooms, 4 full bathrooms, and approximately 2,718 square feet of thoughtfully designed living space on an oversized 0.26-acre homesite. The open-concept floor plan features a spacious great room, a modern kitchen with ample cabinetry, premium appliances, and a large island that's perfect for entertaining. The first-floor primary suite provides a private retreat with a luxurious en-suite bathroom and a generous walk-in closet, while the additional bedrooms as flexibility for family, guests, or a home office. Upstairs, you'll find a huge bonus room with a full bathroom, offering endless possibilities as a media room, game room, guest suite, home office, or multigenerational living space. Enjoy exceptional privacy with no rear neighbors, creating the perfect setting to relax or entertain outdoors. The HOA offers outstanding value by including lawn maintenance, along with access to resort-style amenities including a community pool, fitness center, and playground, allowing you to enjoy a low-maintenance lifestyle. Ideally located just minutes from Walt Disney World, shopping, dining, and major roadways, this home is zoned for highly rated schools, with the elementary school just a few minutes away. Competitively priced and offering exceptional value in the highly desirable Horizon West area, this move-in-ready home combines modern design, flexible living space, premium community amenities, and an unbeatable location. Don't miss this incredible opportunity—schedule your private showing today!
Listing Agent: Anna Shi (407-216-1215)
5079 PALMETTO PARK DR, WINTER GARDEN, FL 34787
$930,00019 Days on yellowkey MLS ID: G5114492
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3866 Built: 2017Monthly Fee: $190 Tax: $6,877 (2026)Community: Orchard Hills Ph 3Single Family
Taxes:$6,877
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Tax Year: 2026
Remarks: Welcome to this beautifully maintained 5-bedroom, 3.5-bath home with a spacious 3-car garage, offering the perfect blend of comfort, style, energy efficiency, and location. From the moment you step inside, you’ll appreciate the soaring ceilings, open living spaces, and thoughtful upgrades throughout. The custom stone fireplace, bring an inviting ambiance to those cozy evenings or when entertaining guests year round. At the heart of the home is the gourmet kitchen, featuring granite countertops, built-in appliances, abundant cabinetry, and plenty of space for cooking and entertaining. The adjoining living area is highlighted by a built-in fireplace, creating a warm and inviting focal point for family gatherings. One of the home’s standout features is the fully owned solar system, helping keep monthly electric costs exceptionally low—averaging approximately $33 per month. The exterior has been recently painted, adding fresh curb appeal. Step outside to the expansive backyard designed with possibilities in mind. The generous outdoor space offers ample room to add a pool whilst still leaving plenty of space for a dedicated grilling and outdoor dining area. Whether you're hosting summer barbecues, family gatherings or relaxing with friends, the spacious yard provides the ideal setting for creating your own private outdoor retreat. The modern floor plan offers five bedrooms and 3.5 bathrooms, providing flexibility for families, guests, or a home office, along with a generous 3-car garage for vehicles and additional storage. Ideally located in one of Winter Garden’s most desirable communities, this home is zoned for highly rated schools and offers convenient access to Walt Disney World, SR-429, downtown Orlando, and Orlando International Airport (MCO), making commuting, travel, shopping, dining, and entertainment easily accessible. If you’re looking for a move-in-ready home with premium features, exceptional energy savings, generous living space, and an outstanding location, this home is ready to welcome you.
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Claire Brooks (407-967-5829)
16461 OLIVE HILL DR, WINTER GARDEN, FL 34787
$564,900177 Days on yellowkey MLS ID: O6379181
REDUCED by $5,000 (0.9%) on 07/27/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2008 Built: 2019Monthly Fee: $127 Tax: $7,241 (2024)Community: HawksmoorSingle Family
Taxes:$7,241
Remarks: Beautiful modern single-family home featuring 3 bedrooms and 2.5 bathrooms, thoughtfully designed for comfort and style. The open-concept kitchen showcases quartz countertops, a breakfast island, luxury backsplash, and tall gray cabinets, creating a sleek and functional space.The first floor offers elegant tile plank flooring, a versatile flex space ideal for a home office or study, a convenient half bath, and extra storage with a closet under the stairs.Enjoy outdoor living in the extended screened patio, perfect for BBQs and gatherings, plus additional green space with the option to add a fence for extra privacy. Spacious bedrooms throughout, with a bright and inviting primary suite.Amazing Winter Garden location on Avalon Rd, just minutes from Hamlin, Flamingo Crossings, theme parks, FL-429, Orange County National Golf Center, Clermont, Windermere, and top-rated schools.The community features clubhouse, resort-style pool, fitness center, splash area, trails, playground, dog park, and soccer field perfect for the whole family.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Lizandra Troisi Passos (321-337-9448)
15587 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787
$640,00043 Days on yellowkey MLS ID: O6415333
REDUCED by $20,000 (3.0%) on 06/30/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2751 Built: 2018Monthly Fee: $82 Tax: $8,988 (2025)Community: Summerlake GrovesSingle Family
Taxes:$8,988
Elementary School: Summerlake Elementary
Remarks: Under contract-accepting backup offers. Set within the Summerlake Groves neighborhood of Horizon West, this four-bedroom residence offers 2,751 square feet of living space designed for comfortable everyday living and effortless entertaining. At the heart of the home, the open-concept floor plan centers around a kitchen featuring stainless steel appliances, granite countertops, a large island and a walk-in pantry. The adjoining living and dining areas create a seamless setting for gatherings, while a flex room with French doors offers versatility as a home office, study, media room or playroom. Wood-look porcelain tile flooring enhances the main living areas, while carpeting extends throughout the second level. Upstairs, a spacious loft serves as an additional gathering space, ideal for movie nights, recreation or casual relaxation. The primary suite features a tray ceiling, sitting area, walk-in closets and an en-suite bath. Three additional bedrooms provide privacy and flexibility for family members and guests. A sliding glass door opens to the covered lanai and extended patio, creating a seamless transition between indoor and outdoor living. The fenced backyard backs to a wooded preserve with views of a fountain through the trees, providing a private setting with no rear neighbors. Additional highlights include a welcoming covered front porch, an oversized brick-paver driveway and a two-car garage. Residents enjoy access to Summerlake Groves amenities, including a swimming pool, tennis courts, a playground and a dog park. Golf carts are permitted within the community, offering convenient access to neighborhood amenities and nearby destinations. Ideally near Orange County National Golf Center and Lodge, the home also provides convenient access to State Road 429, placing shopping, dining, entertainment and major employment centers within easy reach. From its inviting interior spaces to its exceptional outdoor setting, this residence offers a distinctive blend of comfort, convenience and community in the heart of Horizon West.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Chris Flynn (248-703-8089)
16754 OAKBORO ST, WINTER GARDEN, FL 34787
$520,00083 Days on yellowkey MLS ID: O6404652
REDUCED by $9,000 (1.7%) on 07/19/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2020Monthly Fee: $254 Tax: $8,808 (2025)Community: Waterleigh Ph 3B 3C 3DSingle Family
Taxes:$8,808
Remarks: Under contract-accepting backup offers. Welcome to the highly sought-in the desirable Waterleigh community of Horizon West — where resort-style living meets everyday convenience! From the moment you enter, you’re greeted by a grand, palm tree-lined entrance that sets the tone for a private tropical retreat. Waterleigh is thoughtfully designed around picturesque ponds and lakes, with beautifully maintained landscaping throughout the community — all included in the HOA — making it one of the most visually stunning neighborhoods in the area. Residents enjoy an impressive array of resort-style amenities, including multiple swimming pools, splash pads, a fully equipped fitness center, tennis courts, sand volleyball courts, fishing piers, scenic walking trails, dog parks, and a grand clubhouse with a full-service event hall. This community perfectly balances the feel of a private resort with a warm, welcoming neighborhood atmosphere. This move-in ready home features 4 spacious bedrooms, 3 full and one a half bathrooms,, and approximately 2,477 square feet of living space, offering the perfect blend of comfort, style, and modern design to suit today’s lifestyle. Located in a golf cart-friendly community, the home is just minutes from Publix, top-rated schools, and the best shopping, dining, and entertainment that Horizon West has to offer. Enjoy unbeatable convenience with Walt Disney World only 15 minutes away, Orlando International Airport just 30 minutes away, and quick access to Highway 429 for easy travel throughout Central Florida. Waterleigh also hosts weekly and monthly community events, fostering a strong sense of connection and pride among residents. Don’t miss this rare opportunity to own one of Winter Garden’s most desirable homes — where luxury, convenience, and resort-style living come together. Schedule your private showing today and experience the very best of Waterleigh living!
Listing is courtesy of: SPRING REALTY ONE LLC (407-340-1754)
Listing Agent: Chun Cai (951-699-4983)
2766 BOBCAT CHASE BLVD, WINTER GARDEN, FL 34787
$520,0005 Days on yellowkey MLS ID: O6427751
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1811 Built: 2020Monthly Fee: $286 Tax: $5,482 (2025)Community: Longleaf At OaklandSingle Family
Taxes:$5,482
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Welcome to Longleaf at Oakland by Pulte! Built in 2020, this move-in-ready three-bedroom, 2.5-bath home offers 1,811 square feet of stylish living space featuring brand-new luxury vinyl plank flooring throughout, fresh interior paint, quartz countertops, stainless steel appliances and an open-concept layout designed for comfortable everyday living and effortless entertaining. Located less than five minutes from the new Oakland Town Center, you’ll be close to an exciting new lifestyle destination featuring chef-driven restaurants, boutique shopping, fitness and wellness concepts, medical services, outdoor gathering spaces and everyday conveniences. Historic Downtown Winter Garden, the West Orange Trail and major highways are also just minutes away. Residents of Longleaf at Oakland enjoy a community pool, playground and beautifully maintained green spaces, all within one of West Orange County’s most desirable communities. Don’t miss the opportunity to own this beautifully updated, move-in-ready home in one of Oakland’s most sought-after neighborhoods. Schedule your private showing today!
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-480-5014)
Listing Agent: Andrea Endlein (407-923-5874)
1815 AMERICUS MINOR DR, WINTER GARDEN, FL 34787
$499,99014 Days on yellowkey MLS ID: O6425157
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2199 Built: 2002Monthly Fee: $44 Tax: $6,178 (2025)Community: Fullers Crossing Ph 02 49 31Spa: NoSingle Family
Taxes:$6,178
Elementary School: Dillard Street Elem
High School: Ocoee High
Remarks: Welcome home to this beautiful 4-bedroom, 2-bathroom single-family residence located in the heart of Winter Garden! Spanning 2,199 square feet of living space, this home features a highly desirable split floor plan with soaring volume ceilings that create an open and airy atmosphere. The spacious layout includes a welcoming living area, laminate flooring in the bedrooms, and an attached 2-car garage. Step outside to your private, screened-in patio overlooking an expansive 8.125-square-foot lot, offering plenty of space for outdoor entertaining or relaxation. Nestled in a quiet neighborhood, this property offers unbeatable convenience. Enjoy fast access to SR 429, the Florida Turnpike, and charming historic downtown Winter Garden. Furniture can also be negotiated! Don't miss the opportunity to own a piece of this highly sought-after community—schedule your private tour today!
Listing is courtesy of: ACTION PLUS REALTY SERVICES (407-905-5774)
Listing Agent: Luis Bello (321-436-9099)
16707 SANCTUARY DR, WINTER GARDEN, FL 34787
$707,00034 Days on yellowkey MLS ID: O6419784
REDUCED by $5,000 (0.7%) on 07/27/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2516 Built: 2020Monthly Fee: $165Community: Sanctuary/Twin WatersSingle Family
Taxes:$0
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: Welcome home to Sanctuary at Twin Waters — one of Winter Garden's most sought-after communities! This beautifully designed 2020-built home offers soaring high ceilings, tile throughout, and a wide open floor plan that instantly makes you feel at home. The heart of the home is the stunning kitchen, featuring a massive island with rich granite countertops and gorgeous 42-inch Espresso cabinets — perfect for gathering and entertaining. Whether it's a casual morning in the eat-in nook or a formal dinner with guests, this home was built for making memories. With a versatile bonus room and a luxurious owner's retreat tucked away in the back for ultimate privacy, there is space to truly live. The spa-like ensuite features a soaker tub, subway-tiled shower, dual sinks with quartz counters, and a generous walk-in closet — your own personal sanctuary at the end of every day. Even the water feels different here, thanks to a whole-home purification system. A rare find in Central Florida — this is a gas community, adding both value and everyday convenience. The garage features a mini split AC unit, keeping the space cool and comfortable year-round — perfect for a workshop, home gym, or hobby space. Step outside to your fully fenced, spacious corner lot with a covered porch and plenty of room to add your dream pool. The community itself offers so much to love — a pool, fishing dock, playground, and picnic area, plus breathtaking views of Lake Avalon right in the neighborhood. This is more than a home — it's the lifestyle you've been waiting for. Come see it and stay forever.
Listing is courtesy of: YOUR HOME SOLD GUARANTEED REALTY (407-566-2555)
Listing Agent: Laura Petersen (407-566-2555)
1431 VISCAYA COVE BLVD, WINTER GARDEN, FL 34787
$499,90077 Days on yellowkey MLS ID: O6407306
REDUCED by $15,100 (2.9%) on 07/21/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2030 Built: 2022Monthly Fee: $215 Tax: $7,429 (2025)Community: Waterside/Johns Lake Ph 2CSingle Family
Taxes:$7,429
Remarks: Welcome to this beautifully designed 2022-built home freshly painted, move in ready and located in the highly sought-after Waterside at Johns Lake community in Winter Garden! Offering 4 bedrooms, 3 full bathrooms, and over 2,030 square feet of thoughtfully designed living space, this move-in ready home combines modern style, functionality, and an unbeatable location. Step inside to an open-concept floorplan featuring a spacious great room, abundant natural light, ceramic tile flooring in the main living areas, and seamless flow between the kitchen, dining, and living spaces — ideal for entertaining and everyday living. The kitchen features solid surface countertops, modern appliances, ample cabinetry, and overlooks the main gathering areas for easy living and hosting. The flexible layout includes a desirable first-floor bedroom and full bath perfect for guests, multigenerational living, or a private home office. Upstairs, the spacious primary suite offers a walk-in closet and relaxing retreat feel, while additional bedrooms provide generous space and versatility. Additional features include central air, public utilities, inside laundry, ceiling fans, walk-in closets, split-bedroom design, and modern finishes throughout. Located in Waterside on Johns Lake, residents enjoy resort-style community amenities including a community pool, playground, walking trails, green spaces, and scenic surroundings. Conveniently located near Downtown Winter Garden, Horizon West, Hamlin, Winter Garden Village, SR-429, Florida Turnpike, Disney, shopping, dining, hospitals, golf, and top-rated schools. Enjoy easy access to everything Central Florida has to offer while living in one of Winter Garden’s fastest-growing and most desirable communities.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Cassie Lamoureux (407-432-9180)
3447 CURRENT, WINTER GARDEN, FL 34787
$725,00037 Days on yellowkey MLS ID: O6417823
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2741 Built: 2020Monthly Fee: $152 Tax: $5,616 (2025)Community: Lakeview PreserveSpa: YesSingle Family
Taxes:$5,616
Remarks: Experience elevated Florida living in this beautifully upgraded Lakeview Preserve home, where luxury, efficiency, and low-maintenance comfort come together seamlessly. Featuring a fully owned solar energy system complete with dedicated NEMA 14-50R for your EV, this thoughtfully enhanced residence offers exceptional value with no solar lease or financing to assume. Inside, an open-concept design welcomes you with upgraded flooring, elegant tray ceilings, custom feature walls, and abundant natural light. The spacious living area is highlighted by a stylish electric fireplace, creating a warm and inviting gathering space. The gourmet kitchen is designed for both everyday living and entertaining, featuring luxury stainless steel appliances, ample cabinetry, and seamless flow into the dining and family rooms. The private owner’s suite provides a relaxing retreat with a well-appointed ensuite bath, while the versatile floor plan offers flexibility for growing families, multi-generational living, remote work, or visiting guests. Step outside to your own backyard oasis featuring premium artificial turf for year-round beauty without the upkeep. A dedicated area is perfectly manicured for putt-putt, bocce, corn hole and other outdoor games while powered/motorized awnings and a lanai sunshade create the perfect setting for outdoor dining, entertaining, or relaxing evenings. Permanent exterior accent lighting adds curb appeal and convenience throughout the year. Additional highlights include an extended two-car garage, luxury appliance package, and numerous owner-selected upgrades throughout. Residents of Lakeview Preserve enjoy resort-style amenities including a community pool and cabana, splash pad, fitness center, playground, walking trails, and access to Johns Lake for kayaking, canoeing, and fishing. Conveniently located just minutes from Downtown Winter Garden, shopping, dining, top-rated schools, and SR-429, this home offers the perfect blend of tranquility and accessibility. Rarely does a home combine energy efficiency, premium upgrades, and an exceptional lifestyle in one of Winter Garden’s most desirable communities. Schedule your private showing today.
Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)
Listing Agent: Chris Manka (707-685-6254)
14257 LAGOON COVE LN, WINTER GARDEN, FL 34787
$499,000190 Days on yellowkey MLS ID: O6375296
2 Days Off yellowkey (back on 7/27/2026)
REDUCED by $11,000 (2.2%) on 07/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2365 Built: 2007Monthly Fee: $123 Tax: $8,178 (2025)Community: Black Lake Park Ph 02Single Family
Taxes:$8,178
Remarks: Under contract-accepting backup offers. Welcome to this charming single-family residence in the highly desirable Black Lake Park community of Winter Garden. This well-maintained home features 4 (3 bedrooms + 1 study)and 2 full bathrooms with a functional open floor-plan that seamlessly connects living, dining, and kitchen areas — perfect for everyday living and entertaining. The spacious interior offers approximately 2,365 sq. ft. of living area on a ±8,178 sq. ft. lot with no rear neighbors and lush landscaping for added privacy. Situated in a vibrant community with amenities including tennis and basketball courts, playground, pool and outdoor recreation areas, this property is conveniently located minutes from Winter Garden Village dining and shopping, major roadways (including the 429), and top-rated schools.
Listing is courtesy of: INTERNATIONAL REAL ESTATE LLC (407-760-5150)
Listing Agent: Anahi Rosario (407-721-9777)
13092 SUNRISE HARVEST DR, WINTER GARDEN, FL 34787
$850,00041 Days on yellowkey MLS ID: O6417386
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2993 Built: 2024Monthly Fee: $140 Tax: $9,934 (2025)Community: Harvest/OvationSpa: NoSingle Family
Taxes:$9,934
Remarks: Prepare to be impressed by this exceptional pool home in the highly sought-after Harvest at Ovation! Offering 4 bedrooms, with a 5th bedroom/office option, 3.5 bathrooms, and nearly 3,000 square feet of thoughtfully designed living space, this stunning two-story residence combines luxurious finishes with incredible indoor and outdoor living. Situated on a corner lot, the home immediately captivates with its beautiful exterior, split two-car garage, and charming front porch, along with a dedicated electric vehicle charger conveniently located in the garage. Inside, you’ll immediately notice the designer touches and high-end finishes throughout. The open-concept layout effortlessly connects the living room, dining area, and kitchen, creating a space that is equally suited for entertaining and everyday living. At the heart of the home, the gourmet kitchen features Samsung appliances, including a Smart Technology refrigerator, gas cooktop, range hood, and a modern tile backsplash. The inviting living room is enhanced by a custom accent wall and expansive three-panel sliding glass doors that fill the space with natural light. The first-floor primary suite is a true retreat, featuring a spa-inspired bathroom with dual vanities, a soaking tub, separate walk-in shower, and a custom walk-in closet. Upstairs features a spacious loft with a built-in desk and shelving, offering versatile additional living space. Two secondary bedrooms are also located on this level, including one with a private en suite bath. The backyard is nothing short of spectacular. A screened lanai overlooks the brand-new inground pool, paver patio, and fenced backyard, creating your own private oasis. Residents enjoy access to community amenities, including a pool and playground. Ideally located near shopping, dining, major highways, Downtown Orlando, Orlando International Airport, and just minutes from Walt Disney World, this remarkable home truly has it all.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: David Bollet (407-927-4595)
706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,225,000121 Days on yellowkey MLS ID: O6394059
REDUCED by $34,000 (2.7%) on 06/17/2026
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4019 Built: 2018Monthly Fee: $298 Tax: $17,895 (2025)Community: Canopy Oaks Ph 1Single Family
Taxes:$17,895
Elementary School: Lake Whitney Elem
Remarks: Within the gated community of Canopy Oaks in Winter Garden, Parade of Homes award-winning Delray model by renowned builder A.R. Bailey Homes combines timeless architecture with curated upgrades rarely found in today’s market. Within an intimate enclave of only 49 homesites, this meticulously maintained home offers over 4,000 square feet of flexible multigenerational living, entertaining spaces and seamless indoor-outdoor Florida living. Ideally just minutes from Historic Downtown Winter Garden, Winter Garden Village, Orlando Health, the Roper YMCA, shopping, dining, recreation and major roadways including Florida’s Turnpike, SR 429, SR 408 and Interstate 4. A paver driveway, concrete tile roof, stone-accented exterior, wood-look garage doors, three-car garage and grand solid wood double-entry doors create a striking first impression. Inside, 10-foot ceilings in the great room, architectural details, abundant natural light, elegant finishes, and wood-look porcelain tile flooring throughout the first floor create a sophisticated yet welcoming atmosphere. The chef’s kitchen serves as the heart of the home, designed for everyday living and entertaining. Highlights include a natural gas cooktop with exterior vent, built-in wall oven, upgraded appliances, pot filler, oversized center island, 42-inch cabinetry with crown molding, under-cabinet lighting, designer tile backsplash and an expansive walk-in pantry overlooking the coffered-ceiling great room. A gated wine cellar adds a distinctive feature rarely found at this price point. The luxurious first-floor primary suite was designed as a spa-inspired retreat, featuring a beautifully appointed primary bath with premium finishes, dual vanities, an oversized walk-in shower, freestanding soaking tub and a spacious walk-in closet. A separate first-floor en-suite bedroom provides flexibility for guests, extended family, multigenerational living or a private home office. Upstairs, a second primary suite is complemented by two additional en-suite bedrooms, a spacious loft, guest powder bath and covered balcony, providing privacy and versatility for family and guests. Designed to embrace Florida’s indoor-outdoor lifestyle, dramatic corner-opening glass doors and expansive stacking sliders open to the covered lanai with a motorized retractable screen, creating effortless entertaining year-round. The backyard, accented by a stucco privacy wall, offers ample space for a custom pool, outdoor kitchen and additional outdoor living areas. The three-car garage provides generous space for vehicles, golf carts, storage and recreational equipment. Additional highlights include dual tankless water heaters, dual HVAC systems with zoned climate control, motorized roller shades, decorative iron stair railings, mudroom, reading nook and generous storage throughout. Residents of Canopy Oaks enjoy scenic recreational trails, a community playground and an exceptional Winter Garden location near shopping, dining, healthcare, recreation and everyday conveniences. Offering five en-suite bedrooms, seven baths, dual primary suites, a spa-inspired first-floor primary suite, wood-look porcelain tile throughout the first floor, a three-car garage, natural gas, award-winning design and an exceptional location within Canopy Oaks, this beautifully maintained residence presents an outstanding opportunity to experience refined Winter Garden living. Also available for lease (MLS #O6416527).
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Lisa Rutkowski (407-793-2416)
16379 SILVER GROVE BLVD, WINTER GARDEN, FL 34787
$924,90062 Days on yellowkey MLS ID: O6411552
0 Days Off yellowkey (back on 7/26/2026)
REDUCED by $25,100 (2.6%) on 07/23/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3823 Built: 2025Monthly Fee: $168 Tax: $1,938 (2024)Community: Silverleaf Reserve At Hamlin PhaseSingle Family
Taxes:$1,938
Remarks: Under contract-accepting backup offers. Welcome to Silverleaf Oaks at Hamlin, one of Winter Garden’s most desirable communities. This beautifully designed Pulte home offers over 3,700 square feet of living space with 5 bedrooms, 3.5 bathrooms, and a 3-car garage on an oversized homesite of approximately 9,500+ sqft. Built in 2025, the home combines modern luxury with functional everyday living. The open-concept floorplan features expansive living areas, abundant natural light, and seamless indoor-outdoor flow through large sliding glass doors. The gourmet kitchen is equipped with built-in appliances, cooktop, oversized island, and premium finishes, ideal for entertaining and daily living alike. The spacious primary suite offers a private retreat with spa-like bathroom features and generous closet space. Additional bedrooms provide flexibility for guests, home office, fitness room, or multigenerational living. Located in the heart of Hamlin, residents enjoy close proximity to shopping, dining, entertainment, top-rated schools, Horizon West growth corridor, Disney, and major highways. This is a rare opportunity to own a newer construction luxury home in one of Winter Garden’s fastest-appreciating areas.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Patricia Zimath, Llc (321-318-1050)
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