Location: Winter Garden
Do Not Show Listings
7389 JOHN HANCOCK DR, WINTER GARDEN, FL 34787
$1,250,0004 Days on yellowkey MLS ID: O6426321
1 Days Off yellowkey (back on 7/22/2026)
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4006 Built: 2019Monthly Fee: $138 Tax: $15,462 (2025)Community: Overlook 2 At HamlinSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$15,462
Elementary School: Independence Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Under contract-accepting backup offers. This impressive 5-bedroom, 4-bath pool home offers more than 4,000 square feet of thoughtfully designed living space, combining comfort, functionality, and modern style. Built in 2019 and situated on a beautifully positioned lot with sidewalks and paved streets in the highly sought-after Hamlin community, the home welcomes you with a spacious paver driveway, covered entry, and professionally upgraded landscaping. Inside, a dramatic two-story foyer opens to elegant formal living and dining areas highlighted by soaring ceilings, architectural details, and a blend of upgraded ceramic tile and carpet throughout. The open-concept floor plan is perfect for both everyday living and entertaining, featuring a gourmet kitchen with upgraded cabinetry accented by crown molding, granite countertops, stainless steel appliances, a center island, butler’s pantry, and a bright breakfast nook that flows seamlessly into the expansive two-story family room. Additional flexible living spaces include a private study or media room and a spacious loft, ideal for a home office, playroom, or secondary living area. The private first-floor primary suite offers a peaceful retreat with a spacious ensuite bath and generous walk-in closets, while the additional bedrooms provide ample space for family, guests, or multi-generational living. Step outside to your own tropical oasis, where a custom pool and spa, fully equipped outdoor kitchen, and beautiful water views create the perfect setting for relaxing or entertaining. Residents of this resort-style community enjoy exceptional amenities, including a clubhouse overlooking Lake Hancock, a community pool, fitness center, playground, amphitheater, walking and biking trails, canoe access, and a vibrant calendar of social events. Conveniently located just off SR-429, this exceptional home provides easy access to downtown Orlando, premier shopping, dining, and entertainment.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Steve Healy (407-230-1441)
932 LOST GROVE CIR, WINTER GARDEN, FL 34787
$619,0009 Days on yellowkey MLS ID: O6424937
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2891 Built: 2007Monthly Fee: $95 Tax: $9,109 (2025)Community: Grove Pk/Stone Crest A-ESpa: NoSingle Family
Taxes:$9,109
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: A home that's finally been paid attention to. Four bedrooms, two-and-a-half baths, 2,891 square feet. A full 2022 refresh. New roof, new water heater, new softener, new stainless appliances, EV charger in the garage. Inside, warm wood flooring runs uninterrupted through the main floor, from the foyer and dedicated office space into the kitchen and living area that anchors the back of the home. Fresh white cabinets, durable granite counters, stainless appliances, custom tile backsplash. A kitchen you'll love to use and to look at. The bay window pulls in the morning light over the breakfast nook, and the living space is big enough for the family gatherings you'll actually host. Then the rarity, a massive fully screened lanai on brick pavers that stretches the width of the home with ample space to entertain a party of two or twenty, along with a long serving counter ready for a grill setup, drinks station, or whatever the party calls for. Past the screen, the yard is vinyl and stone fenced, artificial turf underfoot so you're not wasting Saturdays mowing. Upstairs, the primary suite carries real volume with a tray ceiling, plus a separate flex space that reads as a sitting area, office, or nursery, really whatever you need it to be. Two walk-in closets built out with custom shelving, and a bath with dual vanities, garden tub, and separate shower. The other three bedrooms are generously sized, all fitted with custom built-ins in the closets. You'd be pleased to know the beauty extends beyond the home itself and into where it sits. You're two minutes from Winter Garden Village. Target runs, AdventHealth, restaurants, shopping for the retail-therapy days, all of it. Ten minutes north drops you onto Plant Street: Crooked Can, the Saturday farmers market, the West Orange Trail running twenty-two miles through the middle of it. Disney sits twenty minutes away so close enough for a Tuesday afternoon, far enough that the tourism doesn't reach here. Not to mention the pool, tennis courts, playground, and clubhouse are all a short walk from the front door, so you don't have to leave the neighborhood to have a good time. If a picture is worth a thousand words, walking through is worth a lifetime. Come see it in person!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Romario Gabbidon (352-460-6519)
8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$539,90050 Days on yellowkey MLS ID: O6412974
REDUCED by $10,100 (1.8%) on 07/03/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2016Monthly Fee: $332 Tax: $8,597 (2025)Community: Waterleigh Ph 1BSingle Family
Taxes:$8,597
Elementary School: Panther Lake Elementary
Middle School: Water Spring Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. *** One less expense to worry about, seller is crediting 1 YEAR OF HOA FEES at closing. Welcome home, to the highly sought-after Waterleigh community in Winter Garden! This spacious 4-bedroom, 3.5-bathroom Cleardon model offers 2,477 square feet of thoughtfully designed living space and is perfectly located just 10 minutes from Walt Disney World. Step inside to an open-concept floor plan ideal for entertaining, featuring a large granite kitchen island, modern NEW stainless-steel appliances, abundant cabinetry, and a walk-in pantry. The first floor includes a private bedroom and full bath, making it perfect for guests, multigenerational living, or a home office. Upstairs, you’ll find a versatile loft, convenient laundry room with NEW washer and dryer, two secondary bedrooms with a shared bath, and a spacious primary suite complete with dual vanities, a walk-in shower, separate water closet, linen storage, and a generous walk-in closet. Recent updates include a NEW HVAC system, NEW appliances, NEW carpet and fresh interior & exterior paint. Enjoy resort-style living with access to community pools, walking trails, dog parks, miniature golf, beach volleyball, fitness center, and a vibrant calendar of neighborhood events. The HOA covers lawn care, sprinkler maintenance, and mulch replacement, making homeownership even easier. Don’t miss this incredible opportunity to own in one of Winter Garden’s most desirable communities. Schedule a showing, today!
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Claire Fernando (850-737-1470)
132 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$515,00028 Days on yellowkey MLS ID: O6411394
REDUCED by $10,000 (1.9%) on 07/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1708 Built: 2002Monthly Fee: $67 Tax: $3,813 (2025)Community: Lakeview Reserve 46/149Spa: NoSingle Family
Taxes:$3,813
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Located in the Golf Cart District and less than one mile from Historic Downtown Winter Garden and directly across from the West Orange Trail, this beautifully maintained 3 bedroom, 2 bath home in the Gated Community of Lakeview Reserve offers the perfect blend of location, comfort, and updates. The desirable split floor plan features spacious living and dining areas with an open concept kitchen at the heart of the home. Large windows throughout provide abundant natural light, while the kitchen offers a cozy breakfast nook and overlooks the backyard. The primary suite is a private retreat featuring a custom wood accent wall, soaking tub, and separate walk in shower. Two additional bedrooms are situated on the opposite side of the home, providing privacy for family or guests. Step outside to enjoy the spacious fenced backyard and screened lanai, perfect for relaxing or entertaining. Recent updates include a new roof (2018), exterior paint (2018), fence (2022), screened lanai (2022), gutters (2022), new sod (2025), and brand new carpet. Residents of Lakeview Reserve enjoy the security of a gated entrance, a covered community dock with scenic lakefront seating, and a prime location near shopping, dining, and all that Downtown Winter Garden has to offer. Top rated elementary and middle schools are within walking distance, making this move in ready home an exceptional opportunity in one of Central Florida's most sought after communities.
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Jennifer Mitchell (803-414-1133)
16596 POINT ROCK DR, WINTER GARDEN, FL 34787
$539,90050 Days on yellowkey MLS ID: O6412721
REDUCED by $20,100 (3.6%) on 06/10/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2216 Built: 2023Monthly Fee: $254 Tax: $8,961 (2025)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$8,961
Elementary School: None
Remarks: Welcome to one of the most desirable addresses in Horizon West! Located in the highly sought-after Waterleigh community, this beautifully maintained residence offers the perfect combination of luxury, convenience, and resort-style living in the heart of Winter Garden. Featuring an expansive open-concept design, this home was thoughtfully crafted for both everyday comfort and entertaining. The spacious living areas are filled with natural light and seamlessly connect to a modern kitchen complete with elegant cabinetry, stone countertops, stainless steel appliances, and a large center island that serves as the heart of the home. The flexible floor plan provides generous bedroom sizes, abundant storage, and versatile spaces ideal for a home office, media room, or play area. Situated on a premium homesite within Waterleigh, residents enjoy professionally maintained landscaping and access to one of the most amenity-rich communities in Central Florida. Waterleigh spans more than 1,400 acres surrounding the scenic 350-acre Hickorynut Lake and offers an unmatched lifestyle experience with multiple resort-style pools, clubhouse facilities, fitness centers, mini-golf, tennis courts, beach volleyball courts, dog parks, playgrounds, fishing piers, community gardens, walking trails, nature paths, picnic areas, and beautifully maintained green spaces throughout the neighborhood. One of Waterleigh's most attractive features is the HOA-included lawn maintenance, allowing homeowners to enjoy a low-maintenance lifestyle while preserving the community's exceptional curb appeal. The neighborhood is also golf-cart friendly and offers a true sense of community with frequent resident events and social activities. The location is simply outstanding. Residents enjoy convenient access to Waterleigh Village with Publix, restaurants, and everyday services, while Hamlin Town Center is just minutes away, offering shopping, dining, entertainment, fitness, and medical facilities. Walt Disney World is approximately 13 minutes away, and major roadways including SR-429 provide quick connections to Downtown Orlando, Winter Garden Village, Windermere, and Orlando International Airport. Families will appreciate the proximity to highly regarded Horizon West schools, including Atwater Bay Elementary located within the community itself, further enhancing the convenience and appeal of this exceptional neighborhood. Whether you're looking for a primary residence, a long-term investment, or simply a home that delivers an unparalleled Florida lifestyle, 16596 Point Rock Drive presents a rare opportunity to own in one of Winter Garden's most successful and vibrant master-planned communities. Experience the best of Waterleigh living—where resort-style amenities, scenic lake surroundings, and an unbeatable Horizon West location come together to create a truly exceptional place to call home. Motivated seller.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Alexandre Zapparoli Llc (321-444-8701)
12541 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787
$784,99052 Days on yellowkey MLS ID: O6412476
REDUCED by $5,000 (0.6%) on 07/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2636 Built: 2026Monthly Fee: $96 Tax: $10,790 (2026)Community: Osprey RanchSingle Family
Taxes:$10,790
Elementary School: Water Spring Elementary
Tax Year: 2026
Remarks: Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
330 ENGLISH LAKE DR, WINTER GARDEN, FL 34787
$1,090,00030 Days on yellowkey MLS ID: O6417376
3 Days Off yellowkey (back on 7/22/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3047 Built: 1997Monthly Fee: $64 Tax: $6,672 (2025)Community: Westfield LakesSpa: YesSingle Family
Taxes:$6,672
Elementary School: Lake Whitney Elem
Remarks: Under contract-accepting backup offers. Experience lakefront living at its finest in this completely reimagined residence in the highly sought-after Westfield Lakes community, where breathtaking panoramic views of Lake Beulah create a stunning backdrop for everyday living. This exceptional home offers an unparalleled lifestyle both inside and out. From the moment you enter, sweeping water views draw your attention through the home's bright, open living spaces. The spacious family room serves as the heart of the home, featuring a beautiful fireplace and uninterrupted views of the water, creating a warm yet sophisticated setting for both entertaining and everyday living. The designer kitchen has been thoughtfully crafted for those who appreciate both style and functionality. Anchored by a large center island, the space showcases stone countertops, LED underlighting, and top of the line stainless steel appliances. A charming breakfast nook overlooks the lake, while the formal dining room provides the perfect setting for hosting larger gatherings. Privately positioned to maximize the home's stunning waterfront setting, the primary suite is a true retreat. Wake up to tranquil lake views and enjoy direct access to the outdoor living areas through private doors leading to the pool deck. The spa-inspired primary bath has been beautifully remodeled and features dual vanities, designer finishes, an oversized walk-in shower, and a spacious custom walk-in closet. The home's thoughtful floor plan continues with two additional on-suite bedrooms, and home office. Upstairs, a large bonus room / fourth bedroom offers endless flexibility and can serve as a media room, game room, fitness studio, or additional gathering space. Step outside and discover a private waterfront paradise designed for year-round enjoyment. The expansive marble pool deck surrounds a resort-style pool and spa, while the oversized covered lanai creates the ultimate outdoor entertaining venue. Complete with a fully equipped summer kitchen, this spectacular space allows you to dine, relax, and entertain while taking in the breathtaking sunsets and unobstructed views across Lake Beulah. Residents of Westfield Lakes enjoy access to an exceptional collection of community amenities, including tennis/pickleball court, 2 playgrounds, 2 docks, and scenic walking trails. Perfectly positioned just minutes from Winter Garden Village, the 22 mile West Orange Trail, top-rated schools, and an abundance of shopping, dining, and entertainment options, this remarkable lakefront residence offers the rare opportunity to enjoy luxury waterfront living in one of Winter Garden's most desirable communities.
Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)
Listing Agent: Christopher Christensen (407-312-8003)
7687 BOWERY DR, WINTER GARDEN, FL 34787
$799,99046 Days on yellowkey MLS ID: O6415123
REDUCED by $10,010 (1.2%) on 07/22/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3179 Built: 2020Monthly Fee: $134 Tax: $9,576 (2025)Community: Ravenna Ph 1Single Family
Taxes:$9,576
Elementary School: Summerlake Elementary
Remarks: Welcome to the luxury of 7687 Bowery Dr, located within the highly desirable, master-planned Ravenna community of Horizon West. This exquisite home offers a rare combination of upscale lifestyle flexibility and long-term value. Grand 8-foot double front doors open into a beautifully designed layout, setting the stage for an expansive, masterfully crafted floor plan featuring 5 bedrooms, 4 full bathrooms, and over 3,100 square feet of high-end living space. INTERIOR HIGHLIGHTS: Designed for both grand entertaining and comfortable everyday living, the main living areas showcase stunning 8"x36" designer tile flooring. NO CARPET: The home features durable tile and waterproof luxury vinyl plank flooring throughout for ease of maintenance. At the heart of the residence is a chef’s dream kitchen, anchored by a massive 11-foot center island with seating for five, 42" light gray cabinetry with crown molding, gleaming white quartz countertops, premium stainless steel appliances, double wall ovens, and a drop-in cooktop. THOUGHTFUL FLOOR PLAN FLEXIBILITY: The luxurious main-level primary suite serves as a true sanctuary, featuring elegant tray ceilings, dual walk-in closets, and a spa-like 5’x8’ frameless glass shower with dual shower heads. For maximum functionality, the home features a Jack-and-Jill bathroom layout between bedrooms 2 and 3, plus a private en-suite bathroom for bedroom 5—making it perfectly optimized as a primary residence, multi-generational retreat, or private guest wing. OUTDOOR OASIS & PEACE OF MIND: Step outside to your expansive, premium 0.48-acre lot—one of the largest in the entire community! Designed for true tranquility, this oversized backyard boasts NO REAR NEIGHBORS and looks out directly over a serene, protected conservation area, providing ultimate privacy and beautiful natural views. Best of all, residents can enjoy spectacular theme park fireworks every night right from their own property! The neighborhood offers a community pool, playground, low HOA fees, and NO CDD. PRIME LOCATION: Perfectly positioned in Winter Garden, you are zoned for top-rated public schools and sit just minutes from Hamlin Town Center, premium shopping, dining, and major transport corridors, including the 429, 408, and Florida’s Turnpike for a swift commute to downtown Orlando, Disney World, and Universal Studios. Schedule your private showing today and discover the ultimate Central Florida lifestyle!
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Brigida Lopez (321-945-3989)
6423 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787
$708,7453 Days on yellowkey MLS ID: G5115369
0 Days Off yellowkey (back on 7/21/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
Remarks: Virtually Staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Berkley, a thoughtfully designed bungalow that blends charm, functionality, and modern comfort. This brand-new home offers 4 bedrooms, 3 bathrooms, and 2,102 sq. ft. of living space. The inviting front porch sets the tone, while inside, abundant natural light flows through thoughtfully placed windows. A bedroom and full bath on the first floor provide flexibility for guests or multi-generational living, while the upstairs keeps the remaining bedrooms together for privacy. Enjoy seamless indoor-outdoor living with a covered breezeway and private courtyard, perfect for gatherings or a quiet retreat. Nestled in Avalon Woods, you’ll love the convenience of being just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
5079 PALMETTO PARK DR, WINTER GARDEN, FL 34787
$930,00014 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
Middle School: Bridgewater Middle
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)
14301 WHITE MOSS WAY, WINTER GARDEN, FL 34787
$949,99925 Days on yellowkey MLS ID: G5114391
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4053 Built: 2015Monthly Fee: $190 Tax: $9,701 (2026)Community: Orchard HillsSpa: NoSingle Family
Taxes:$9,701
Remarks: Virtually Staged. Beautifully maintained 5-bedroom, 3.5-bath home with over 4,000 square feet in the highly sought-after Orchard Hills community. Situated on a spacious corner lot, this home offers an ideal floor plan with the primary suite on the first floor and expansive living spaces designed for both everyday living and entertaining. The gourmet kitchen features stainless steel appliances, double wall ovens, an oversized center island, abundant cabinetry, a butler’s pantry, and a large walk-in pantry, all overlooking the open family room and screened lanai. This home is loaded with valuable upgrades, including a SOLAR energy system that helps keep electric costs exceptionally low, with most monthly electric bills averaging around just $33. Additional improvements include a HYBRID energy-efficient water heater, a Pelican whole-house WATER FILTRATION system, and CUSTOM his-and-hers walk-in closets in the primary suite. There is NO CARPET throughout the home, with luxury vinyl plank flooring covering the entire second floor for a modern, low-maintenance finish. The spacious first-floor primary suite offers a private retreat with dual custom walk-in closets and an elegant en-suite bath featuring dual vanities, a makeup station, an oversized walk-in shower, and a soaking tub. Upstairs, you’ll find four additional bedrooms, two full bathrooms, a large loft, and a separate bonus/media room, providing flexible space for family, guests, or working from home. The back yard is fully fenced and plenty of room for a pool. Residents of Orchard Hills enjoy resort-style amenities including a community pool, fitness center, clubhouse, playground, dog park, and walking trails with the pool and clubhouse being a couple of minutes walk. The home is zoned for highly rated schools and is conveniently located just minutes from Walt Disney World, the rapidly growing Hamlin Town Center, shopping, dining, and entertainment. With easy access to SR 429, the Florida Turnpike, and SR 408, commuting is simple, and Orlando International Airport is within easy reach. Combining energy efficiency, extensive upgrades, generous living space, and an exceptional location, this home is truly move-in ready.
8721 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$679,00082 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
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)
14543 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787
$525,00025 Days on yellowkey MLS ID: O6420711
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2039 Built: 2017Monthly Fee: $164 Tax: $7,337 (2025)Community: Watermark Ph 2CSingle Family
Taxes:$7,337
Remarks: Welcome to this beautifully updated 3-bedroom single-family home in the watermark community of Winter Garden! This move-in ready residence features freshly painted interior walls throughout the entire home and brand new flooring on the entire second floor, including the staircase. The spacious upstairs living area is flooded with natural light and provides an open, airy feel for relaxing or entertaining. Strategically located in Horizon West area, this home provides an unbeatable combination of convenience and lifestyle: Just 0.2 miles from highly-rated Panther Lake Elementary School (8/10) 3.1 miles from Hamlin Middle School (9/10) Directly across the street from Starbucks, 7-Eleven, Walgreens, and a variety of restaurants. Only 15 minutes to Disney Magic Kingdom. Buyer Agents are welcome.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
13011 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787
$514,99049 Days on yellowkey MLS ID: O6414240
REDUCED by $20,000 (3.7%) on 07/21/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2078 Built: 2025Monthly Fee: $160 Tax: $1,747 (2025)Community: Serenade At OvationSingle Family
Taxes:$1,747
Middle School: None
Remarks: Major Price Improvement!! Take advantage of the 4.99% interest rate if you close by the end of July 2026!!! Welcome to Serenade at Ovation, one of Winter Garden's most desirable new home communities, where modern design meets an unbeatable Central Florida lifestyle. This completed brand-new Cooper floor plan offers 2,078 square feet of thoughtfully designed living space with 3 bedrooms, 2.5 baths, a versatile loft, and a 2-car garage, all perfectly positioned with the front of the home overlooking peaceful conservation views. The open-concept layout is ideal for both everyday living and entertaining. At the heart of the home, the gourmet kitchen showcases beautiful quartz countertops, elegant linen cabinetry, and abundant workspace while seamlessly connecting to the spacious dining and living areas. Stunning level-three natural wood-look plank tile flooring flows throughout the first floor, creating warmth, durability, and timeless appeal. Upstairs, the spacious primary suite serves as a private retreat featuring a large walk-in closet, dual-sink vanity, and oversized walk-in shower. Two additional bedrooms, a full bath, and a flexible loft provide plenty of space for a home office, media room, playroom, or additional gathering area. Modern finishes, energy-efficient construction, and thoughtful design details throughout make this home truly move-in ready. Residents of Serenade at Ovation enjoy an exceptional location in the heart of Winter Garden, one of Central Florida's fastest-growing and most sought-after communities. Just minutes away, Historic Downtown Winter Garden offers charming brick-lined streets, boutique shopping, farmers markets, live entertainment, and an impressive selection of local restaurants, cafés, breweries, and outdoor dining options. Nearby Winter Garden Village provides convenient access to popular retailers, grocery stores, fitness centers, and everyday conveniences. Outdoor enthusiasts will appreciate close proximity to the award-winning West Orange Trail, numerous parks, lakes, golf courses, and recreational opportunities throughout the area. Families and professionals alike will enjoy the community's convenient access to major roadways including State Road 429, Florida's Turnpike, State Road 535, and Interstate 4, providing quick connections to Downtown Orlando, Disney, Orlando International Airport, and the region's major employment centers, entertainment destinations, and attractions. Experience the perfect combination of contemporary living, natural surroundings, and unmatched convenience in this exceptional new home at Serenade at Ovation.
Listing is courtesy of: LPT REALTY LLC (386-388-7877)
Listing Agent: Peter Yates, Pa (407-417-3636)
13023 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787
$524,99031 Days on yellowkey MLS ID: O6419366
REDUCED by $15,000 (2.8%) on 07/21/2026
12033 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$749,99029 Days on yellowkey MLS ID: O6418908
REDUCED by $30,000 (3.8%) on 07/21/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2026Monthly Fee: $169 Tax: $2,512 (2025)Community: Encore At OvationSpa: NoSingle Family
Taxes:$2,512
Remarks: Welcome to 12033 Encore At Ovation Way in Winter Garden, Florida! This new construction home built by M/I Homes offers 2,740 square foot of thoughtfully designed living space with 4 bedrooms and 3 full bathrooms. The functional floorplan offers versatility for a variety of lifestyles while maintaining a cohesive flow throughout the home. The home's design balances aesthetic appeal with practical functionality, creating spaces that are both beautiful and livable. This beautiful two-story home features an open-concept living space perfect for entertaining and family gatherings, a first-floor bedroom, a versatile loft space, a wrap-around front porch, an extended covered lanai, and a 2-car garage. Located upstairs off the loft, your owner's bedroom provides convenience and privacy with its en-suite bathroom and large walk-in closet. Experience the comfort and style of new construction without the wait. This move-in ready home offers the perfect opportunity to start fresh in a brand new space that hasn't been lived in before. Schedule a viewing today to experience firsthand what makes this Winter Garden home special!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Stacie Brown Kelly (407-221-4954)
17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787
$620,00025 Days on yellowkey MLS ID: G5114379
REDUCED by $10,000 (1.6%) on 07/05/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2692 Built: 2017Monthly Fee: $215Community: Waterside/Johns Lake Ph 2ASingle Family
Remarks: Motivated Seller! Don't miss your opportunity with this Winter Garden home - offering elegance, convenience and affordability. Situated inside the desirable Waterside community, you will find this beautifully designed residence, blending timeless sophistication with modern comfort, offering an open floor plan, designer finishes, and exceptional indoor-outdoor living. From the moment you arrive, the charming covered front porch, mature landscaping, and inviting curb appeal set the tone. Inside, you're greeted by wide-plank luxury vinyl flooring, soaring ceilings, crown molding, and sun-filled living spaces designed for both everyday living and effortless entertaining. The gourmet kitchen is a true showpiece featuring granite countertops, an oversized center island with seating, farmhouse sink, shaker cabinetry, stainless steel appliances, gas cooktop, double ovens, subway tile backsplash, a custom, handmade hood and designer pendant lighting. Flowing seamlessly into the spacious dining area and family room, this home is ideal for gathering with family and friends. Large sliding glass doors open to an expansive covered lanai with a stunning wood-finished ceiling, creating the perfect space to dine outdoors or just relax. The fully fenced backyard provides privacy, while maintaining a low-maintenance lifestyle. As you journey to the second level, you are greeting by a spacious loft, creating a retreat for unwinding and more closet space. Two large, additional bedrooms and a full bathroom are set off from the primary suite. Escape to your luxurious primary suite, offering a spacious walk-in closet and a beautifully upgraded spa-inspired bath, complete with a custom dual-sink vanity with quartz countertops, elegant gold fixtures, an oversized walk-in shower, and designer tile extending to the ceiling. Additional highlights include double-pane windows, custom window treatments, upgraded light fixtures, abundant storage, an oversized laundry room and pantry and thoughtful designer touches throughout. Residents enjoy outstanding resort-style amenities including a lakeside community pool, clubhouse, fitness center, playground, unfenced dog park and community dock. Ideally located in the heart of Winter Garden, this exceptional home is just minutes from shopping, dining, entertainment, theme parks, major highways, and top-rated schools. This isn't just a home; it's a lifestyle. Book your showing today!
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-394-5900)
Listing Agent: Wendy Moore (678-575-5596)
14252 CREEKBED CIR, WINTER GARDEN, FL 34787
$779,90044 Days on yellowkey MLS ID: O6408908
REDUCED by $10,000 (1.3%) on 07/21/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3572 Built: 2014Monthly Fee: $180Community: Bradford CreekSingle Family
Remarks: Welcome to 14252 Creekbed Circle, a spacious and beautifully designed home located in the heart of Winter Garden, in Bradford Creek, one of Central Florida's most sought-after communities. Perfectly situated near Downtown Winter Garden, you'll enjoy convenient access to popular restaurants, boutique shopping, farmers markets, community events, walking trails, and entertainment year-round. This expansive 4-bedroom, 3.5-bath residence offers plenty of room for everyone with a versatile floor plan designed for modern living. The oversized bonus room provides endless possibilities and can be used as a home office, game room, media room, playroom, fitness area, or additional living space to fit your needs. The spacious layout features generous living and dining areas, creating the perfect setting for entertaining guests or enjoying everyday life. The large kitchen with a center island for entertaining and an abundance of cabinets for all of your cooking needs. The private owner's suite offers a relaxing retreat, while the additional bedrooms provide comfort and flexibility for family and visitors. With abundant living space, a desirable location, and easy access to everything Winter Garden has to offer, this home combines convenience, functionality, and lifestyle in one exceptional package. Near Winter Garden Village, Disney and Advent Health in Winter Garden with easy access to 429/408 and the Turnpike. Don't miss the opportunity to make this your next home. Garage equipped with Tesla Charger, Upstairs HVAC replaced 8/2025, Downstairs HVAC replaced 1/2026, Dishwasher replaced 12/2024, Luxury Vinyl Plank flooring installed 12/2025 and new interior paint 5/2026.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Carla Robles (407-462-2347)
706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,225,000116 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
Remarks: Discover luxury living in the gated community of Canopy Oaks, where this exceptional A.R. Bailey Homes Delray floor plan combines timeless design, modern comfort, and an ideal Winter Garden location. Situated within an intimate enclave of only 49 homesites, this meticulously maintained residence offers flexible multigenerational living, expansive entertaining spaces, and seamless indoor-outdoor Florida living just minutes from Historic Downtown Winter Garden, Winter Garden Village, top-rated schools, dining, shopping, recreation, and major roadways. A paver driveway, concrete tile roof, stone-accented exterior, wood-look garage doors, and grand solid wood double-entry doors create a striking first impression. Inside, thoughtfully designed living spaces feature architectural ceilings, abundant natural light, elegant finishes, and an open-concept layout designed for both everyday living and entertaining. At the heart of the home, the chef's kitchen showcases a natural gas cooktop with exterior vent, built-in wall oven, upgraded appliances, pot filler, oversized island, 42-inch cabinetry with crown molding, under-cabinet lighting, tile backsplash, and a spacious walk-in pantry overlooking the coffered-ceiling great room. A gated wine cellar provides a distinctive entertaining feature rarely found in this price range. The first-floor primary suite offers a private retreat with dual granite vanities, a soaking tub, oversized walk-in shower with dual shower heads and bench seating, and a custom walk-in closet. A separate first-floor en-suite bedroom offers flexibility for guests, extended family, 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, creating exceptional privacy and versatility for family and guests alike. Designed to embrace Florida's outdoor lifestyle, dramatic corner-opening glass doors and expansive stacking sliders connect the interior to the covered lanai, complete with a motorized retractable screen for year-round enjoyment. The oversized backyard, enclosed by a stucco privacy wall, provides ample space for a custom pool, outdoor kitchen, or personalized outdoor living area. Additional highlights include dual tankless water heaters, dual HVAC systems with zoned climate control, motorized roller shades, decorative iron stair railings, a mudroom, reading nook, and generous storage throughout. Canopy Oaks residents enjoy nature trails, a community playground, and convenient access to the Roper YMCA, Orlando Health, Historic Downtown Winter Garden, Winter Garden Village, the Florida Turnpike, SR 429, SR 408, and Interstate 4. Offering five en-suite bedrooms, dual primary suites, luxury finishes, and an exceptional Winter Garden location, this beautifully maintained residence presents an outstanding opportunity to enjoy refined Central Florida 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)
8289 TOPSAIL PL, WINTER GARDEN, FL 34787
$890,00051 Days on yellowkey MLS ID: S5151179
2 Days Off yellowkey (back on 7/21/2026)
REDUCED by $30,000 (3.3%) on 06/16/2026
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
Tax Year: 2024
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)
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