Location: Winter Garden
Do Not Show Listings
10291 ATWATER BAY DR, WINTER GARDEN, FL 34787
$1,274,500302 Days on yellowkey MLS ID: O6326819
REDUCED by $25,000 (1.9%) on 04/01/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3910 Built: 2019Monthly Fee: $250 Tax: $15,141 (2024)Community: Waterleigh Ph 2BSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$15,141
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: OFFERED with a 2021 LOWE PONTOON BOAT! Lakefront Luxury in Waterleigh with Private Dock and Fireworks Views. Welcome to the perfect blend of comfort, function, and lakeside living in the highly sought-after Waterleigh community. This spacious home sits on a fully fenced 1/3-acre lot with over 100' fronting the lake in the back and 90'+ of open green space to the side; featuring a private dock with low-maintenance composite boards, a pontoon boat lift, and a peaceful sitting area—offering a front-row seat to nightly Disney fireworks from your dock or living room. Inside, no detail has been overlooked. The home boasts durable wood-look tile downstairs and luxury vinyl plank flooring upstairs—no carpet in sight. The open-concept layout seamlessly connects the kitchen, dining, and family rooms, all with stunning lake views. The kitchen is a chef’s dream, complete with 42” cabinets, a 4-seat island, 5-burner stove, double convection oven, butler’s pantry, walk-in pantry, and built-in wine rack. The extra-large primary suite is located on the first floor and showcases crown molding, tray ceiling, huge walk-in closet and serene lake views. The primary bathroom is a dream with quartz counters, dual vanities, a makeup counter, and a walk-in double shower. Upstairs, a versatile loft offers the ideal space for a game room, media room, or second living area. All bedrooms are generously sized with walk-in closets, and there’s no shortage of storage with additional closets throughout. Work from home in the dedicated office, enjoy surround sound in the family room (pre-wired for 5.1), and take advantage of the spacious laundry room with built-in cabinetry and counter space. The 3-car garage features epoxy flooring, and the home is pre-wired for a pool if you wish to expand your outdoor living. Waterleigh offers unmatched amenities including resort-style pools, playgrounds, sports fields, fitness centers, and even a Publix right at the entrance. Lawn, landscape and irrigation maintenance are included with the HOA dues, and you're just minutes from the 429, Disney, shopping, dining, and top-rated schools. This is Florida living at its best.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Chris Sapp (407-574-1002)
15419 UGLIS ALY, WINTER GARDEN, FL 34787
$595,00012 Days on yellowkey MLS ID: O6403047
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2270 Built: 2018Monthly Fee: $60 Tax: $8,121 (2025)Community: Highlands/Summerlake Grvs Ph 2Single Family
Taxes:$8,121
Elementary School: Summerlake Elementary
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Welcome to 15419 Uglis Aly, a well-designed open-concept home in the heart of Horizon West, built by K. Hovnanian Homes, that blends everyday comfort with thoughtful upgrades throughout. From the moment you walk in, the layout feels open and functional, with a spacious living area ideal for both relaxing and entertaining, complete with built-in surround sound that creates a true home theater experience. The home is fully wired with ethernet to the living room, all bedrooms, loft, and even exterior points, making it perfect for working from home, streaming, gaming, or a full security setup, and exterior soffit outlets are already in place for easy holiday lighting. The kitchen is set up for both daily living and hosting, featuring a double oven, stainless steel appliances, a large pantry closet, ample counter space, and under-cabinet lighting, flowing seamlessly into the dining area and a bright sunroom that brings in great natural light and works well as a sitting area or flex space. A convenient half bath completes the first floor. Upstairs, you’ll find three spacious bedrooms, a central loft, two full bathrooms, and a dedicated laundry room, while the primary suite offers a comfortable retreat with an en-suite bathroom and two walk-in closets. The loft provides flexibility for a home office, second living area, or playroom. Out back, the yard has been upgraded with turf for a clean, low-maintenance outdoor space, along with a covered lanai and extended pavers that are perfect for entertaining. The driveway is one of the longest in the neighborhood, offering plenty of parking, and the oversized 20’ x 24’ garage adds additional storage or workspace. The location within the community is a standout, with a green space, playground, and mailboxes just steps from the front porch without needing to cross a street, and a short rear alley that keeps traffic minimal. Residents also enjoy access to community amenities including a pool, additional playground, green spaces, tennis and pickleball courts, dog park, grills, and picnic areas, along with nightly views of Disney fireworks. Located in the center of Horizon West, the home also offers golf cart accessibility to nearby shops, restaurants, entertainment, and top-rated schools, making it a well-rounded option for both convenience and lifestyle.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Evan Caulfield (407-432-9767)
407 DOUGLAS WAY #66, WINTER GARDEN, FL 34787
$205,00012 Days on yellowkey MLS ID: G5111695
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1988Monthly Fee: $424 Tax: $2,482 (2025)Community: Townhomes Winter GardenCondo
Taxes:$2,482
Elementary School: None
High School: None
Middle School: None
Remarks: Great opportunity to move to Winter Garden, this 2 bedroom 2 bathroom condominium is approximately .8 mile to the West Orange Trail and Plant Street. Shopping and the Turnpike are close as well. You enter into a Living Room Dining Room combo with high ceilings. Off the kitchen you have a screen porch to enjoy the sitting outside and enjoying the Florida weather. The second bathroom has been completely renovated. This condominium also has a three to four year rent history of $1795 per month. There are two assigned parking spaces too.
Listing is courtesy of: FLORIDA LIFESTYLE REALTY GROUP (352-343-0030)
Listing Agent: William Comer (407-619-6196)
12790 BRODLOVE LN, WINTER GARDEN, FL 34787
$574,90012 Days on yellowkey MLS ID: O6403539
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2322 Built: 2022Monthly Fee: $225 Tax: $8,775 (2025)Community: Encore/Ovation-Ph 3Single Family
Taxes:$8,775
Remarks: Located in the desirable Encore at Ovation community in Winter Garden, this home built by M/I Homes in April 2022 features the Sebring floor plan with 2,341 sq ft, 3 bedrooms, 2 full bathrooms, 1 half bath, and a two-story foyer. The open-concept main floor includes a centrally located dining area between the living room and kitchen. The kitchen offers white cabinetry, stainless steel appliances, hood vent, natural gas range, and farmhouse sink. Plantation shutters, luxury vinyl plank flooring, and neutral finishes are found throughout. Upstairs includes all bedrooms, a loft, laundry room, and two full bathrooms. The owner’s suite features a walk-in closet and en-suite bath, with secondary bedrooms located separately for added privacy. Additional features include recessed lighting, tray ceilings, and 5 1/4-inch baseboards. HOA includes lawn maintenance and access to community amenities such as pool, clubhouse, fitness center, dog park, and playground. Conveniently located near Disney, Flamingo Crossings, SR 429, and I-4, with approximately 30-minute access to MCO and Downtown Orlando.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Diana Jimenez Caro (407-520-7649)
650 MEDORA WAY, WINTER GARDEN, FL 34787
$1,152,19012 Days on yellowkey MLS ID: O6403543
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2902 Built: 2026Monthly Fee: $155 Tax: $993 (2025)Community: Lakeview Village EstatesSingle Family
Taxes:$993
Elementary School: Dillard Street Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Under Construction. Under Construction. Welcome to Lakeview Village Estates, 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 Cypress 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, striking Calacatta 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: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Fernanda Negromonte (407-592-1744)
642 MEDORA WAY, WINTER GARDEN, FL 34787
$1,140,15012 Days on yellowkey MLS ID: O6403542
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3109 Built: 2026Monthly Fee: $155 Tax: $993 (2025)Community: Lakeview Village EstatesSingle Family
Remarks: 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, striking Calacatta 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.
6165 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$745,13017 Days on yellowkey MLS ID: G5111538
0 Days Off yellowkey (back on 4/25/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3038 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Biscayne, a spacious two-story single-family home designed with both style and functionality in mind. The 20-foot ceiling entryway creates a stunning first impression, leading into a bright and open main living area. A guest bedroom with full bath downstairs provides comfort and flexibility for visitors or multi-generational living. The beautifully extended kitchen cabinetry offers both storage and style, making the kitchen the heart of the home. Upstairs, the expansive owner’s suite serves as a private retreat, while the huge extended loft adds versatile space for entertaining, work, or play. Nestled in the brand-new Avalon Woods community, you’ll enjoy a boutique neighborhood in a prime location 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)
17434 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787
$749,36018 Days on yellowkey MLS ID: G5111523
0 Days Off yellowkey (back on 4/24/2026)
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3412 Built: 2026Monthly Fee: $140Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria with Bonus with 6 Bedrooms floorplan is a thoughtfully designed home featuring four bedrooms and two and a half bathrooms on the 1st floor and 2 additional bedrooms and 2 baths on the 2nd floor, along with the bonus room, with a bonus room perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage
3430 TURNINGWIND LN, WINTER GARDEN, FL 34787
$825,00019 Days on yellowkey MLS ID: G5111151
0 Days Off yellowkey (back on 4/28/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3358 Built: 2002Monthly Fee: $115 Tax: $6,001 (2024)Community: Windward Cay 48 125Spa: NoSingle Family
Taxes:$6,001
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Looking for a pool home in Winter Garden that offers privacy and space, in a peaceful gated community? Well, welcome home! This beautifully upgraded home is close to schools, shopping, dining, golf, and quick access to the 429. Featuring 4 bedrooms, 4 bathrooms, a private office, two versatile bonus rooms, a large screened pool with water features, and a 3-car garage, it offers space for everyone. The long driveway and oversized paver pad provide parking for eight or more vehicles. The screened pool is over 6 feet deep and opens to a newly renovated pool bath, creating the perfect space for relaxing and entertaining year-round. With no rear neighbors, the backyard oasis backs to a tranquil conservation area and is framed by a wrought-iron fence with fragrant climbing jasmine for added privacy, and provides a green space for your furry friends. Inside, you’ll find wood-grain tile and high-quality bamboo flooring throughout—no carpet—plus a dramatic staircase with soaring ceilings and an elegant light fixture. The open kitchen is perfect for everyday living and entertaining, featuring new quartz countertops, a new sink and disposal, a newer stainless steel stove, microwave, and dishwasher, and a walk-in pantry with stylish new doors, all flowing into spacious living and dining areas. Downstairs, French doors lead to the office, while bi-fold doors connect to a flex room ideal for a gym, playroom, or guest suite. Upstairs, you’ll find three bathrooms, and two of the four bedrooms feature custom Closets by Design, along with a versatile flex space, perfect for a theater or family room. The oversized primary suite offers dual walk-in closets, extra storage, and a spa-like bath with soaking tub, separate shower, split vanities, and a private water closet. Recent updates include a new roof (2023), refreshed pool deck, new pool pump (2022), and new electric pool heater (2025). Additional upgrades include new lighting, updated hardware, fresh baseboards, new outlets and switches, coach lights, mirrors, and crown molding in the office, dining room, and primary suite. This is a home where comfort, style, and Florida living come together—ready to welcome you home.
Listing is courtesy of: CENTURY 21 HANCOCK (352-708-5650)
Listing Agent: Lydia Wells (352-636-4867)
13259 SERENE GLADE RD, WINTER GARDEN, FL 34787
$778,53124 Days on yellowkey MLS ID: G5111211
0 Days Off yellowkey (back on 4/18/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2689 Built: 2026Monthly Fee: $160Community: Serenade At OvationSingle Family
Remarks: One or more photo(s) has been virtually staged. Under Construction. Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes proudly presents Serenade at Ovation. Nestled amidst picturesque lakes and pristine conservation areas, our collection of award-winning single-family homes and contemporary townhomes beckons you. Embracing the essence of classic Florida architectural styles, each residence seamlessly blends indoor and outdoor living. Enrich your life with Winter Garden's local history and charm, while relishing easy access to top-tier schools, Orlando's business hubs, delectable dining, iconic attractions, and endless entertainment. Whether indulging in nearby theme parks or exploring local shopping, your options are limitless. Within the community, relish leisurely walks to the pavilion, let the little ones thrive at the tot lot, and embrace tranquil evenings under the starlit sky. At Serenade at Ovation, a meticulously crafted home designed by experts eagerly awaits, ready to cocoon your cherished memories within the embrace of Florida living.“includes high speed fiber optic internet”
17416 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787
$784,49056 Days on yellowkey MLS ID: G5109744
0 Days Off yellowkey (back on 3/17/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2688 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria with Bonus floorplan is a thoughtfully designed one-story home featuring four bedrooms and two and a half bathrooms, with a bonus room perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage, all contributing to the 2688 square feet of carefully utilized living space.
13067 TOLLCROSS WAY, WINTER GARDEN, FL 34787
$599,000120 Days on yellowkey MLS ID: O6367311
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1906 Built: 2024Monthly Fee: $96 Tax: $2,239 (2024)Community: Westhaven At OvationSingle Family
Taxes:$2,239
Remarks: Located in the heart of Horizon West in Winter Garden, just minutes from the gates of Walt Disney World, this beautiful bungalow is nestled within Westhaven At Ovation, a sought-after residential community by Toll Brothers. The location is truly exceptional, offering quick and easy access to State Road 429, the Flamingo Crossings shopping and dining district, and all the magic Disney has to offer. Community amenities are conveniently located just across the way, making it effortless to enjoy the Florida lifestyle. Inside, the open floor plan is enhanced by beautiful LVP flooring throughout the main living areas on the first floor and in the primary bedroom upstairs, while the additional bedrooms feature comfortable carpet. The kitchen is a standout with crisp white cabinetry, a spacious island accented by three pendant lights, and a stylish backsplash that adds a pop of energy to the inviting neutral palette. Outdoor living is just as impressive, with a screened-in lanai plus additional uncovered outdoor space that connects to the two-car detached garage—one of the few bungalow designs with a detached garage concept, offering even more ways to enjoy Florida’s beautiful weather. WELCOME HOME!
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Amy Kidwell Pa (407-848-8042)
15825 GEM VIEW ST, WINTER GARDEN, FL 34787
$397,580181 Days on yellowkey MLS ID: O6360246
3 Days Off yellowkey (back on 3/23/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1579 Built: 2026Monthly Fee: $596 Tax: $1,614 (2025)Community: Del Webb OasisSpa: NoVilla
Taxes:$1,614
Remarks: Under Construction. Introducing the exquisite Ellenwood Villa, where luxury meets everyday convenience. This home features 2 bedrooms, an enclosed flex room, and 2 bathrooms in a thoughtfully designed layout that balances style with comfort. The spacious, open-concept kitchen, café, and gathering room are bathed in natural light, creating a warm and inviting space perfect for relaxation or entertaining. High ceilings, ample windows, and a sliding glass door that leads to the covered lanai help blend indoor and outdoor living seamlessly. The kitchen stands as a true highlight, offering both beauty and functionality. It boasts stainless steel Whirlpool appliances – including a refrigerator, elegant 42” Dana White soft-close cabinets, Lagoon Quartz countertops, a stylish tile backsplash, an upgraded faucet, and a sleek stainless-steel single-bowl sink. Whether you're preparing a meal or hosting guests, this kitchen is designed for ease and elegance. Retreat to the owner’s suite, tucked at the back of the home for privacy. This serene space features a spa-like en suite bathroom with a frameless glass-enclosed shower, a private toilet area, a dual vanity with quartz countertops, and a linen closet—creating a peaceful environment for unwinding. The secluded secondary bedroom and bathroom offer even more privacy, providing a perfect retreat when you need it most. The enclosed front flex room adds versatility to the home, ideal for a home office, hobby space, or any personal retreat. Designer finishes are throughout, with thoughtful touches such as pendant pre-wiring, 2” faux wood blinds, 8’ interior doors, Whirlpool washer and dryer, comfort-height toilets, and Shaw brand luxury vinyl plank flooring. Tile flooring graces the bathrooms and laundry room, enhancing the overall aesthetic. For the modern homeowner, this home is equipped with smart technology, including a smart thermostat, smart doorbell, and LED downlights ensuring your home is as connected as it is stylish. With its blend of luxury, functionality, and cutting-edge features, the Ellenwood Villa offers an exceptional living experience. Don’t miss the opportunity to make it yours.
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
13158 BOUNTY AVE, WINTER GARDEN, FL 34787
$395,000277 Days on yellowkey MLS ID: O6334532
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1567 Built: 2022Monthly Fee: $257 Tax: $6,198 (2024)Community: WaterleighSpa: NoTownhouse
Taxes:$6,198
Remarks: Welcome home to The Ibis Model at Waterleigh! This beautiful, spacious town home with 3 bedrooms, 2.5 baths Has all the space of a single family home, but with a carefree living. The kitchen is equipped with stainless steel appliances, granite countertops and a large walk in pantry that is equipped with extra storage! This home invites you from the time you enter! This lifestyle Community includes over the top amenities with multiple beautiful clubhouses with 3 resort style pools, 2 fitness centers, putt-putt golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park and so much more. Did i mention that Lawn care is included! Built in 2022 this home is essentially new! Close to sought after schools, shopping and more! Make your appt to view the community that is a “must see” in Winter Garden/Horizons West
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sascha Davis (304-395-9407)
18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$748,000404 Days on yellowkey MLS ID: O6280496
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2931 Built: 2023Monthly Fee: $250 Tax: $9,777 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$9,777
Remarks: *Motivated Seller* This 2023 built home has only had One-owner, highly upgraded luxury 4-bedroom, 3-bathroom home with 2-car garage, fenced-in oversized yard, and overhead storage in the highly desirable Waterleigh community—just minutes from Walt Disney World in the Top-Rated School zone. No lawn mower needed - the HOA maintains all lawn care in this beautiful community! This home is constructed Block on Block - top and bottom unlike many other builders who build wood frame on the second floor. Don't wait for a newly constructed home and pay $100,000 more for a similar home... this one is ready now and you can put your savings into a pool or in the bank! This well-appointed home features a downstairs guest suite, upgraded wood-look tile (no carpet on the first floor), and a gourmet kitchen with 42” cabinets, quartz countertops, custom backsplash, large island, under-cabinet lighting, and premium LG stainless steel appliances, including a French door refrigerator with craft ice and Instaview. Additional features include an EV charging station, smart switches, custom lighting and fans throughout, and a covered lanai overlooking a spacious backyard. Upstairs offers a generous loft, two secondary bedrooms with walk-in closets, a full bathroom with dual sinks, a laundry room with LG washer and dryer on pedestals, and a luxurious primary suite with a tray ceiling, a spa-style bath, a frameless glass shower, a soaking tub, and an oversized walk-in closet. Oversized yard has plenty of space to build your own pool or you could enjoy the Waterleigh resort-style amenities with 3 pools, clubhouses, fitness centers, tennis courts, dog parks, playgrounds, putt-putt golf, fishing pier, walking trails, rock climbing, pickleball ball and a full calendar of social events. Just a couple of streets away, the 4th pool is under construction and will be completed shortly. Zoned for top-rated schools and offering convenient access to 429, 417, and 408. Many homeowners enjoy golf cart living in this community, where you can enjoy an abundance of amenities, social events, drop your little ones off at school, or do your grocery shopping; there's a daycare, elementary, and middle school, and a Publix located inside the community. This is a rare opportunity to own a move-in-ready, upgraded home in one of Winter Garden’s most popular neighborhoods—with closing cost assistance included for rate buy down or other.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Sharon Brandt (407-310-3623)
16197 WIND VIEW LN, WINTER GARDEN, FL 34787
$527,00033 Days on yellowkey MLS ID: O6397229
REDUCED by $8,000 (1.5%) on 05/01/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2027 Built: 2016Monthly Fee: $332 Tax: $7,677 (2025)Community: WaterleighSingle Family
Taxes:$7,677
Elementary School: Panther Lake Elementary
Remarks: Welcome to the highly desirable Horizon West community of Waterleigh – Marina Bay, where lifestyle, convenience, and a true sense of community come together in one of Central Florida’s most sought-after neighborhoods. This beautifully upgraded south-facing Cordale model is move-in ready and thoughtfully designed, offering a perfect blend of style, comfort, and functionality for modern living. From the moment you arrive, you’ll appreciate the effortless curb appeal with HOA-included landscaping, allowing you to enjoy a pristine exterior year-round without the maintenance. Inside, the home immediately impresses with a clean, modern aesthetic and ZERO carpet throughout. Ceramic tile spans the main living areas, laundry room, and bathrooms, while matching hardboard vinyl plank flooring flows seamlessly through all bedrooms, the upstairs loft, and even the staircase, creating a cohesive and elevated look. Designed with both everyday living and entertaining in mind, the open-concept layout creates a warm and inviting atmosphere. The living room features a stunning modern accent wall that serves as a stylish focal point, while the primary suite offers its own beautifully designed accent wall, creating a private retreat with a touch of luxury. The kitchen is both functional and upgraded, complete with an enhanced stove and custom pantry shelving, while additional custom closet shelving throughout the home provides exceptional organization and storage. Step outside to your screened-in lanai and fully fenced backyard, perfect for relaxing evenings, entertaining guests, or creating a safe and enjoyable space for family and pets. Just outside your front door, a charming park offers a peaceful setting to unwind and even catch nightly fireworks from Walt Disney World, adding a little extra magic to your everyday life. Waterleigh offers an unmatched resort-style lifestyle, with amenities including a community pool, fitness center, scenic trails, clubhouse, dock, volleyball court, community garden, dog park, playground, and more. Residents also enjoy access to additional amenities throughout the greater Waterleigh community, along with a full calendar of events that bring neighbors together year-round. Location is everything, and this home delivers with quick access to FL-429, making commuting a breeze while keeping you close to top-rated dining, shopping, and everyday conveniences. Zoned for highly sought-after A-rated schools, this home is an exceptional opportunity for families looking to combine comfort, style, and community in one perfect place. This is more than just a home, it’s a lifestyle opportunity in one of Horizon West’s most vibrant communities. Don’t miss your chance to own this beautifully upgraded, move-in ready home in Waterleigh. Schedule your private tour today!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Fanny Stollmeyer (704-905-0698)
WINTER GARDEN, FL 34787
$320,00012 Days on yellowkey MLS ID: O6403450
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1434 Built: 2018Monthly Fee: $65 Tax: $8,347 (2025)Community: Grove Residence & Spa Hotel Condo IiCondo
Taxes:$8,347
Remarks: Welcome to the 4-Star rated Grove Resort & Spa Orlando! This high floor, Cypress model corner unit offers a spacious, split bedroom, open layout with over 1,400+ SF of living area. This model features an oversized Primary Suite with separate corner sitting area and guest bedroom features 2 queen size beds. This condo sleeps 8! Other features include a modern interior with solid wood cabinets and solid surface countertops in the kitchen and baths, stainless steel appliances, in-unit laundry room, and all furniture & furnishings included and ready for your turn-key vacation resort. The resort features outstanding amenities including 2 on-site restaurants, spa, fitness center, arcade game room, three pools, private access to Lake Austin, FREE SHUTTLES TO DISNEY PARKS and the on-site SURFARI WATER PARK complete with lazy river, pool-side restaurant and bar, and a FLOWRIDER® double surf simulator. This is a Walt Disney World Good Neighbor® Hotel and less than 5 miles from the world famous Walt Disney World® Resort and Theme Parks. Also, just 3.9 miles to the new Flamingo Crossings Town Center with 40+ shops and restaurants. This amazing condo-hotel unit also offers the convenience of an in-house, on-site hotel rental program which provides rental income when not in your personal use and features a VIP Check-In for condo owners. ALL UTILITIES, CABLE, AND INTERNET INCLUDED IN MONTHLY MAINTENANCE!
Listing is courtesy of: WELCOME HOME REALTY GROUP LLC (305-904-4866)
Listing Agent: Consuelo Vilar (305-904-4866)
115 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$496,000185 Days on yellowkey MLS ID: O6356997
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1780 Built: 2001Monthly Fee: $58 Tax: $5,467 (2024)Community: Lakeview Reserve 46/149Spa: NoSingle Family
Taxes:$5,467
Elementary School: Tildenville Elem
Remarks: One or more photo(s) has been virtually staged. In the heart of Winter Garden’s beloved Golf Cart District just moments from the charm of Plant Street where the scent of roasted coffee drifts through the air and neighbors wave as they roll past on their way to the Saturday morning Farmers Market lies a hidden gem tucked inside the gated lakeside community of Lakeview Reserve. The West Orange Trail echoes just beyond the gates guiding joggers, cyclists, and families toward the beating heart of historic downtown. Behind the oaks and quiet streets stands a home that tells a story of balance between small town charm and modern comfort Its open layout flows effortlessly kitchen with stainless steel appliances to a warm, inviting living room that opens onto a screened in back porch, blending indoor comfort with outdoor serenity. The setting offers a backdrop of calm that feels a world away from the bustle yet you’re still close enough to hop on your golf cart and be downtown for dinner in minutes. As you move through the home every space seems to adapt and invite. A flexible office with double doors makes the perfect work from home retreat while a cozy bonus area can transform into a playroom, fitness space, or second lounge. The primary suite was designed for rest and renewal featuring a garden tub dual sinks and a generous walk in closet all framed by thoughtful updates like a 2017 ROOF replacement, 2023 Electrical Panel updated, 2017 Vinyl Fence and fresh interior paint. Step outside and you’ll find what truly defines Florida living and gentle lake breeze that seems to whisper peace. Here every detail speaks relaxation every sunset feels like a private showing and every golf cart ride into town reconnects you to the pulse of this growing yet timeless community from the laughter spilling out of Crooked Can Brewery to the soft music drifting beneath the twinkle lights of Plant Street. And as night falls and the air cools, you’ll realize that isn’t just a home it’s a rare piece of Winter Garden’s soul waiting for its next chapter to be written.
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION (407-447-2829)
Listing Agent: Carmelo Nuccio (321-441-6951)
16038 JOHNS LAKE OVERLOOK DR, WINTER GARDEN, FL 34787
$2,175,000109 Days on yellowkey MLS ID: G5107162
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4139 Built: 2015Monthly Fee: $235 Tax: $23,164 (2025)Community: Hickory HammockSpa: YesSingle Family
Taxes:$23,164
Elementary School: Whispering Oak Elem
Remarks: Discover lakefront luxury at its finest in the coveted community of Hickory Hammock - where peaceful water views greet you from both the front and back of this extraordinary Winter Garden residence. Perfectly positioned on the shimmering shores of Johns Lake, this home offers a rare blend of elegance, privacy, and resort-style living that feels like a vacation every single day.Step inside and experience over-the-top comfort in this expansive 5-bedroom home, complete with a theatre/loft, 5 full bathrooms, and a breathtaking outdoor oasis. Designed with multigenerational living in mind, the main level features two generous suites, including a luxurious primary and an oversized guest suite - each offering serene views, spa-inspired bathrooms, and exceptional privacy.Upstairs, a second secluded primary suite becomes your personal sanctuary. Wake up to panoramic lake views, unwind in the garden bath, or step onto your private balcony to savor unforgettable sunsets over the water.At the heart of the home, an open-concept living area flows effortlessly into a chef’s dream kitchen, showcasing premium appliances, granite countertops, and custom cabinetry. Whether you're hosting intimate dinners or lively gatherings, this space is built for connection and celebration.Slide open the doors and step into your own private resort. The expansive outdoor living area features a full outdoor kitchen with Brazilian granite, a sparkling pool with infinity-edge hot tub, and multiple spaces for lounging, dining, and entertaining. Just steps away, your covered private boat dock - complete with boat and jet ski lifts - invites endless days of boating, fishing, and watersports on Johns Lake.For those who love to play, the backyard also includes a 5-hole putting green and 2-hole chipping green, perfect for sharpening your short game without ever leaving home.This property is more than a home - it’s a lifestyle. A rare opportunity to live in one of Winter Garden’s most desirable communities, surrounded by natural beauty, premium amenities, and the tranquility of lakefront living.Homes like this don’t come along often. Schedule your private showing today and experience firsthand what it feels like to live in your own slice of paradise.
Listing is courtesy of: WHEATLEY REALTY GROUP (352-227-3834)
Listing Agent: Bradley Gruber (407-810-3938)
15508 PEBBLE RIDGE ST, WINTER GARDEN, FL 34787
$695,00017 Days on yellowkey MLS ID: O6402010
0 Days Off yellowkey (back on 4/30/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2763 Built: 2001Monthly Fee: $243 Tax: $6,075 (2025)Community: Stoneybrook West 44/134Spa: NoSingle Family
Taxes:$6,075
Middle School: SunRidge Middle
Remarks: This is the one you’ve been waiting for. A beautifully maintained four bedroom pool home in Stoneybrook West, offering the space, layout, and updates that are so hard to find all in one place. Inside, the home opens with a traditional yet functional flow formal living to the left, dining to the right, leading you into a spacious family room with views of the pool and backyard. The outdoor space truly sets this home apart. Thoughtfully designed, it offers something for everyone, a pool, garden area, green space, turf, and even a sand play area. It’s rare to find a yard that balances relaxation and play this well. A convenient pool bath adds to the ease of indoor-outdoor living and makes entertaining simple. The kitchen has been tastefully updated with quartz countertops, a tile backsplash, breakfast bar, eat-in area, and a walk-in pantry, beautiful and highly functional for everyday living. The office is located off of the family room, it would also make a great playroom, craft room, workout room whatever suits your life best! Upstairs, a large loft provides flexible living space, with a split-bedroom layout that offers privacy. The primary suite is set apart and features a fully renovated bath with a soaking tub, dual sinks, and separate shower, a calm, comfortable retreat. Three additional bedrooms share a full bath on the opposite side. Beyond its appeal, this home has been well cared for with major updates already completed. In 2020, the roof, A/C, gutters, flooring, and interior and exterior paint were all replaced. The kitchen renovation was completed in 2024. Living in guard-gated Stoneybrook West means access to exceptional amenities, including an Olympic-sized pool, tennis and basketball courts, playgrounds, a fitness center, and scenic surroundings with ponds and golf course views. All of this, just minutes from Winter Garden’s Plant Street district, known for its dining, shopping, and vibrant community atmosphere. Homes with this combination of space, updates, and outdoor living don’t come along often. It’s one you’ll want to see in person. Schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Barrett Spray (407-927-3650)
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