Location: Winter Garden , 34787
Do Not Show Listings
17737 DEER ISLE CIR, WINTER GARDEN, FL 34787
$2,950,00070 Days on yellowkey MLS ID: O6381953
3 Days Off yellowkey (back on 4/1/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4886 Built: 2015Monthly Fee: $207 Tax: $24,540 (2024)Community: Deer IslandSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$24,540
Elementary School: Tildenville Elem
High School: West Orange High
Tax Year: 2024
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Experience over an acre of elevated direct sunset lakefront luxury living on the naturally spring-fed waters of John’s Lake. Offered publicly for the first time, this fully custom estate represents a rare convergence of beauty, privacy and enduring design. Nearly 5,000 square feet of interior living space unfold effortlessly into an additional 1,000 square feet of exceptionally well-appointed enclosed outdoor living, creating seamless indoor to outdoor living. Positioned within the private gated enclave of Deer Island and presented in impeccable condition since its 2015 construction, the home reflects meticulous care and pride of ownership. Thoughtfully designed for a life well lived by owners and guests alike, every detail was executed with intention. Arrival is elegant and memorable, welcomed by a central fountain and expansive motor court leading to an oversized three-car garage, while two bedrooms on the main level, including the primary and guest suite, provide comfort, privacy and effortless livability for generations. Designed for entertaining, walls of fully retractable sliding glass doors dissolve the boundary between indoors and out, allowing the living and great rooms to open to the terrace beyond. The covered outdoor lounge, finished with a wood-paneled ceiling, gas fireplace and fully equipped outdoor kitchen, extends daily living outdoors. The infinity pool and spa, framed by gas fire bowls, merge seamlessly with the lake view itself, while a dedicated pool access bath enhances convenience. Privately positioned to capture sweeping lake views, the primary suite opens directly to the lanai and features dual walk-in closets. Its bath is anchored by a freestanding copper soaking tub, hammered copper sinks set within custom vanities, and a full stone walk-in shower with multiple showerheads and built-in bench. The kitchen features custom wood cabinetry, oversized island, induction cooktop, separate built-in refrigerator and freezer, professional-grade appliances, and walk in pantry. Architectural details include travertine flooring, coffered and tray ceilings, refined millwork and wrought iron staircase. All closets feature custom built-ins. The second-floor media room may also serve as a spacious fifth bedroom with private balcony overlooking the lake. Beyond the terrace, tiered gardens descend toward the shoreline, where Four Seasons marble statuary is thoughtfully placed throughout the grounds, like a work of art set within the landscape. A private putting green, fire pit and manicured lawn enhance the setting. The composite dock includes dual lifts for boat and jet ski, water and electric service, and upper level sun deck positioned for sunset views. John’s Lake spans over 2,500 acres and is known for exceptional clarity, ideal for skiing, boating, water sports and fishing. Deer Island offers gated entry with waterside tennis, pickleball and basketball courts. The home is serviced by a private well. Less than one mile from the Florida Turnpike and 25 minutes to downtown Orlando. Contact for your private viewing.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Candace Cassidy (407-529-8630)
6321 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787
$654,990150 Days on yellowkey MLS ID: G5105005
0 Days Off yellowkey (back on 11/28/2025)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
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 Amelia, a charming single-story bungalow by Dream Finders Homes, located in the highly sought-after new community of Avalon Woods in Hamlin, Winter Garden. This thoughtfully designed home features a welcoming front porch, a covered breezeway, and a private courtyard, perfect for both relaxing and entertaining. Inside, additional windows have been added throughout, filling the home with abundant natural light and creating a bright, open feel. With its functional single-level layout, the Amelia offers effortless living while combining modern comfort with timeless bungalow charm. Avalon Woods offers a prime location just minutes from Disney, A-rated Hamlin schools, the 429, and Hamlin Town Center. Residents will enjoy a boutique-style neighborhood with only 182 homesites and three distinct product lines.
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
$749,3603 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
7580 SPRING VALLEY ST, WINTER GARDEN, FL 34787
$693,2303 Days on yellowkey MLS ID: G5111519
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2515 Built: 2026Monthly Fee: $122Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model by Dream Finders Homes. This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.
15518 SUNQUAT DR, WINTER GARDEN, FL 34787
$620,0003 Days on yellowkey MLS ID: O6402110
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2502 Built: 2019Monthly Fee: $134 Tax: $770 (2025)Community: Hamlin ReserveSingle Family
Taxes:$770
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Beautiful 4BR, 3.5 BA two story home in the heart of Hamlin in Horizon West. The open floor plan features laminate flooring on the entire first floor, high ceiling and lots of natural light. The kitchen offers 42" cabinets, stainless steel appliances, quartz countertops, gas range, and a huge island. The 4 bedrooms are upstairs with the primary featuring and en suite bathroom and large walk-in closet. Two additional bathrooms, the laundry room and a bonus area complete the upstairs. Fenced backyard and screened in covered patio. Walk to great new shops and dining, close to the Orlando Health Horizon West Hospital. Top rated schools. Easy access to 429, which can take you anywhere quickly in Central Florida.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Lee Goldberg (407-223-6965)
925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787
$815,0003 Days on yellowkey MLS ID: O6402075
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3580 Built: 2008Monthly Fee: $72 Tax: $4,880 (2025)Community: Covington ParkSpa: NoSingle Family
Taxes:$4,880
Elementary School: Dillard Street Elem
High School: Ocoee High
Remarks: One or more photo(s) has been virtually staged. Welcome to Covington Chase, one of the most sought-after communities in Winter Garden, just minutes from the charm and energy of historic downtown. Situated on an oversized 0.38-acre lot, this 4-bedroom, 4 full bathroom home offers a rare combination of space, functionality, and flexibility. The fully fenced backyard provides plenty of room to relax, entertain, or create your own outdoor retreat, while the long driveway and 3-car garage give you ample parking and storage, including space for a golf cart so you can fully enjoy this golf cart district lifestyle. The floor plan is thoughtfully designed for both everyday living and long-term versatility. The primary suite is located downstairs, creating a private retreat with two walk-in closets and a large bathroom that offers both space and comfort. Also on the first floor is a dedicated office, perfect for working from home or creating a quiet, separate space for productivity. In addition, the first floor features a Jack and Jill bedroom and bathroom setup, ideal for guests, kids, or multigenerational living. This layout allows for privacy while still maintaining a connected and functional flow throughout the home. Upstairs, you will find a spacious loft that can be used as a second living area, media room, or play space, along with a full bedroom and full bathroom. This upstairs setup is perfect for guests, older children, or anyone who would benefit from having their own private area within the home. The overall layout gives you multiple living zones and flexibility, making it easy to adapt the home to your lifestyle, whether that means working from home, hosting guests, or simply enjoying extra space. The roof was replaced just a few years ago, offering added peace of mind and reducing one of the major future expenses for a new owner. Beyond the home itself, the lifestyle here is what truly stands out. You are just minutes from the Downtown Winter Garden Historic District, known for its brick-lined streets, locally owned restaurants, coffee shops, boutiques, and the popular weekly farmers market. Living in the golf cart district means you can easily head downtown for dinner, events, or a casual night out without needing to get in your car. You are also close to the West Orange Trail, a 22-mile scenic trail perfect for biking, walking, and enjoying the outdoors. Homes with this kind of lot size, a flexible floor plan with a downstairs primary suite, office, additional bedroom, plus an upstairs loft and private guest space, and a 3-car garage are hard to find this close to downtown. This is a unique opportunity to own a home that offers both the space you need and the lifestyle you want.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
5138 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787
$745,0003 Days on yellowkey MLS ID: O6401856
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2468 Built: 2023Monthly Fee: $165 Tax: $9,407 (2025)Community: Silverleaf Reserve/Hamlin Ph 2Spa: NoSingle Family
Taxes:$9,407
Remarks: SELLER MOTIVATED!! Welcome to this masterfully designed and nearly-new 4-bedroom, 3-bathroom residence, built in 2023, that effortlessly blends modern luxury with the vibrant Winter Garden lifestyle. Nestled in the exclusive Silverleaf Reserve community, this home offers stunning curb appeal and high-end architectural details architectural details. Step inside to be greeted by a spectacular double-height ceiling in the main living area, creating an expansive, airy atmosphere flooded with natural light through oversized windows. The open-concept layout features elegant finishes throughout, seamlessly connecting the grand living space to the chef's kitchen. The kitchen is a true showstopper, complete with a large island, premium stainless steel appliances, and ample storage—perfect for both daily living and grand entertaining. Thoughtfully designed for modern convenience, this home features a dedicated upstairs laundry room, making chores a breeze. Outside, your private oasis awaits with a professional summer kitchen, ideal for Florida’s year-round outdoor dining. Plus, enjoy the magic of Disney’s nightly fireworks right from your street! Residents of Silverleaf Reserve enjoy fantastic community amenities, including a resort-style pool, basketball court, and the highly sought-after pickleball courts. Conveniently located just minutes from the Hamlin area, world-class shopping, dining, and major highways, providing easy access to Walt Disney World and Downtown Orlando. This home offers the perfect combination of luxury, space, and community. Owner is a licensed Florida Real Estate Agent. Schedule your private showing today!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Vinicius Figueiredo Sobrinho (754-300-7995)
16440 HAMLIN HILLS RD, WINTER GARDEN, FL 34787
$489,0003 Days on yellowkey MLS ID: O6402004
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1624 Built: 2024Monthly Fee: $225 Tax: $6,631 (2025)Community: Hamlin RdgTownhouse
Taxes:$6,631
Elementary School: None
High School: None
Middle School: None
Remarks: CORNER LOT townhouse right next to Hamlin Middle and Hamlin Elementary schools. Downstairs you'll find an open floorplan with the kitchen, dining room and great room, a half bathroom and the courtyard between the house and the garage, which is perfect for entertaining and relaxing outside. Upstairs the 3 bedrooms, 2 full baths, a loft and the laundry for your convenience. All appliances included. The location is amazing, close to Hamlin, many stores, restaurants, the parks and easy access to FL 429.
Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)
Listing Agent: Dimerson Almeida (407-520-7794)
14326 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787
$511,50058 Days on yellowkey MLS ID: O6386513
0 Days Off yellowkey (back on 4/21/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1936 Built: 2018Monthly Fee: $249 Tax: $4,788 (2024)Community: Lakeview Pointe/Horizon West PSingle Family
Taxes:$4,788
Elementary School: Summerlake Elementary
Remarks: Welcome to 14326 Murcott Blossom Blvd—your gateway to the vibrant Horizon West lifestyle. Seize the rare opportunity to own a stylish residence in the coveted Lakeview Pointe community, where comfort meets convenience. This meticulously maintained home features 3 spacious bedrooms, 2.5 luxurious baths, and a versatile "FLEX ROOM" ideal for a Home Office, Creative Studio, or an Optional Fourth Bedroom—tailored to your needs. Entertain effortlessly on the open-concept first floor, where elegant tile floors and abundant natural light create an inviting atmosphere. The gourmet kitchen features generous cabinetry and striking granite countertops, perfect for intimate family meals or lively gatherings. Step through the dining area’s French doors to a private, fenced brick-paver patio—an outdoor oasis for grilling, relaxing, or letting pets play safely. The detached 2-car garage, connected by a covered walkway, adds everyday practicality. Enhancing both comfort and peace of mind, the home features a ***NEW Complete A/C system was installed in July 2025***, including a powerful 4-ton unit with a Smart Thermostat for optimal energy efficiency. Additional upgrades such as an Air Scrubber/*UV Purification System* and Overflow Protection Switch provide improved air quality and added protection—minimizing maintenance concerns for years to come. The home’s exterior was also freshly painted in 2023, elevating curb appeal and long-term durability. Upstairs, unwind in the expansive primary suite with its walk-in closet and spa-inspired bath featuring double sinks and a sleek glass shower. Two additional bedrooms share a well-appointed bathroom, while a spacious loft offers the perfect retreat for movie nights, gaming, or a secondary living area. Laundry rooms are conveniently located for ultimate functionality. Enjoy the picturesque curb appeal, highlighted by a paver walkway and a cozy front porch—an ideal spot to unwind and take in nightly Disney fireworks, a truly unique feature. As a resident, indulge in exclusive resort-style amenities: a sparkling pool, modern fitness center, playground, and scenic walking paths. HOA-included landscaping and irrigation mean you can embrace a low-maintenance, carefree lifestyle. Live steps from Hamlin Town Center, home to premier dining, shopping, and entertainment—including Cinepolis Luxury Cinemas, Publix, and PopStroke. Outdoor enthusiasts will appreciate the proximity to Orange County National Golf Center, new parks, and nature trails. With SR-429 nearby, enjoy swift access to Orlando’s top attractions, including Walt Disney World Resort—less than 20 minutes away. Experience a life of comfort, community, and adventure from your new address at LAKEVIEW POINTE.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Rudy Djoko (407-493-4516)
236 DONALD DR, WINTER GARDEN, FL 34787
$465,0003 Days on yellowkey MLS ID: O6401940
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1080 Built: 1930 Tax: $410 (2025)Community: Showalter ParkSingle Family
Taxes:$410
Remarks: Calling all buyers, builders, and investors, this is a rare opportunity to secure land with no HOA in the heart of Downtown Winter Garden. Located within the highly sought after Golf Cart District, just 0.5 miles from the iconic Plant Street Market, seconds from the West Orange Trail, and with convenient access to the Florida's Turnpike, this spacious quarter acre lot offers the ultimate combination of freedom, location, and connectivity. Set on a private street, this property is the perfect canvas to build your custom dream home without restrictive guidelines or additional monthly fees. With an existing structure already on site, electricity, water, and essential utilities are already in place, making the building process significantly easier, faster, and more cost effective. Whether you envision a modern custom estate, a charming bungalow, or an investment opportunity, the flexibility here is unmatched. Enjoy the ability to walk, bike, or golf cart to everything downtown has to offer, while being positioned in an area experiencing exciting growth with new dining, retail, and commercial development continuing to expand throughout Winter Garden. Opportunities like this, a no HOA quarter acre lot in the Golf Cart District with prime access and growth around it, rarely come available. This is your chance to build exactly what you have been dreaming of in one of Central Florida’s most desirable and rapidly evolving communities.
Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)
Listing Agent: Lauren Bouchard (352-978-6837)
22 WINDTREE LN #203, WINTER GARDEN, FL 34787
$189,900139 Days on yellowkey MLS ID: S5139914
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1983Monthly Fee: $305 Tax: $875 (2025)Community: Windtree Gardens Condo Ph 01Condo
Taxes:$875
Remarks: THE BEST VALUE IN WINTER GARDEN | NEW ROOF | MOVE-IN READY. OWNER IS READY TO MAKE A DEAL! Stop your search at the LOWEST-PRICED, MOVE-IN-READY home in one of Central Florida’s most coveted zip codes. This solid BLOCK-STRUCTURE residence at 22 Windtree Ln #203 features a BRAND-NEW ROOF and unbeatable proximity to the magic of DOWNTOWN WINTER GARDEN. Just minutes from your front door, you can explore the boutiques of PLANT STREET, grab a craft brew at CROOKED CAN, or enjoy the famous weekly FARMERS MARKET. For the outdoor enthusiast, IMMEDIATE ACCESS to the WEST ORANGE TRAIL offers miles of scenic biking and jogging, while nearby LAKE APOPKA provides stunning sunsets. Whether you’re commuting via easy highway access or heading to WALT DISNEY WORLD just a short drive away, this home offers an INCREDIBLE LIFESTYLE at a price point that simply doesn't exist elsewhere in the area. Don’t miss the BEST DEAL IN TOWN—schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Daniel Betancourt (407-375-9142)
14501 GROVE RESORT AVE #3737, WINTER GARDEN, FL 34787
$350,0003 Days on yellowkey MLS ID: O6400544
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1396 Built: 2018Monthly Fee: $889 Tax: $6,686 (2025)Community: Grove Resort And Spa Hote Condominium 3Condo
Taxes:$6,686
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Turn-Key, Fully Furnished 3-Bedroom Condo at The Grove Resort & Water Park!Welcome to your personal slice of paradise at The Grove Resort & Water Park, one of Orlando’s most sought-after vacation destinations just 10 minutes from Walt Disney World! This beautifully appointed 3-bedroom, 2-bathroom model offers 1,396 sq ft of spacious living, located on a high floor with tranquil views from your private screened balcony—the perfect spot to unwind after a day of adventure.Inside, you’ll find a fully equipped kitchen with quartz countertops and stainless steel appliances, seamlessly connecting to an open-concept living and dining area designed for comfort and entertaining. The primary suite features a king-size bed, luxurious en-suite bathroom with double vanity, soaking tub, and separate glass shower. Two additional bedrooms with queen-size beds and a second full bathroom ensure privacy and comfort for family and guests alike.Indulge in resort-style living with world-class amenities, including Surfari Water Park with dual water slides, a FlowRider® double surf simulator, lazy river, multiple pools, spa, fitness center, arcade, mini golf, and Lake Austin access for fishing, paddle boating, and lakeside relaxation. The resort offers on-site dining, alfresco market, and complimentary shuttle service to Disney,making your vacation effortless and unforgettable.The Grove’s professional management team can handle everything, from maintenance to short-term rentals, ensuring your investment works for you even when you’re away. HOA fees cover all utilities, including electricity, water, cable, and high-speed internet.Whether you're seeking a luxurious vacation home or a high-demand investment property, this turn-key condo offers the ultimate Florida lifestyle.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Franklin Ortega (321-315-3017)
744 LAKE BRIM DR, WINTER GARDEN, FL 34787
$969,00048 Days on yellowkey MLS ID: O6388775
REDUCED by $26,000 (2.6%) on 04/24/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2667 Built: 2016Monthly Fee: $203 Tax: $9,275 (2025)Community: Oakland ParkSingle Family
Taxes:$9,275
Remarks: Perfectly positioned fronting one of Oakland Park’s picturesque green spaces, this exceptional home offers a rare opportunity to enjoy PARK-SIDE living in one of Winter Garden’s most celebrated communities. Oakland Park, a PARADE of HOMES award-winning neighborhood, is admired for its timeless architecture & inviting outdoor spaces that create a true sense of community. This beautifully designed Seaside floorplan blends classic charm with modern livability, offering 4 bedrooms, 3.5 baths, a STUDY, dining area, spacious loft, oversized garage, & FENCED yard. The primary suite is conveniently located on the main level, creating a peaceful retreat complete with a generous walk-in closet, a separate linen closet, & direct access to the laundry room, which has been enhanced with custom cabinetry for optimal storage & organization. Upstairs, the loft provides a versatile secondary living area—ideal for a media room or play space—accompanied by three additional bedrooms & two full baths, including one private en-suite. At the center of the home, the expansive kitchen is designed for both everyday living & effortless entertaining, enhanced with under cabinet lighting & tile backsplash. Abundant cabinetry & extensive counter space provide exceptional functionality, while the large island offers ample seating, making it the natural gathering place for family & guests alike. The adjoining dining area is equally impressive, featuring a dedicated buffet—perfect for hosting celebrations, holidays, or casual dinners. The home showcases rich WOOD flooring throughout the main living areas, adding warmth and sophistication, while soft carpeting in the bedrooms enhances comfort & tranquility. One of the home’s most captivating features is the inviting wraparound front porch, where French doors open to sweeping views of the beautifully maintained park. The home’s outdoor living continues in the screened rear porch, thoughtfully designed with retractable screens to maximize comfort & flexibility throughout the seasons. Beyond the porch, the backyard has been carefully curated as a private entertainment retreat. A paver patio anchors the space, complemented by a cozy FIRE-PIT, additional seating areas, & an outdoor kitchen featuring a built-in grill, mini fridge, & sink. Pet lovers will appreciate the dedicated dog area finished with low-maintenance artificial turf, creating a convenient & attractive space for four-legged family members. With its prime park-front location, versatile living spaces, & thoughtfully designed indoor-outdoor lifestyle, this home offers an exceptional blend of elegance, comfort, & community. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Ashley Boyd (321-209-5540)
15226 SUNSET OVERLOOK CIR, WINTER GARDEN, FL 34787
$1,100,00039 Days on yellowkey MLS ID: O6390971
1 Days Off yellowkey (back on 4/24/2026)
REDUCED by $50,000 (4.3%) on 03/31/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3556 Built: 2023Monthly Fee: $128 Tax: $10,299 (2025)Community: Johns Lake PointeSingle Family
Taxes:$10,299
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Welcome to this Beautifully Designed David Weekley home, built in 2023 and meticulously maintained in the Overlook portion of Johns Lake Pointe offering over 3,500 square feet of thoughtfully designed living space on an oversized lot. From the moment you step inside, you’re greeted by luxury vinyl plank flooring, expansive 10-foot ceilings, and abundant natural light that create a warm yet refined first impression. Just off the entry, a private office provides the ideal work-from-home space, while a guest bedroom with a nearby full bath is perfectly tucked away for privacy and convenience. As you continue into the heart of the home, you’ll fall in love with the open-concept living area, where the family room, dining space, and gourmet kitchen come together seamlessly—perfect for both everyday living and entertaining. The kitchen serves as a true centerpiece, featuring an oversized island, designer finishes, and ample cabinetry, all overlooking the main living space. Upstairs, you will be greeted by a spacious bonus room that offers endless flexibility—ideal for a media room, game room, or secondary living area. The Master suite is a true retreat, complete with a private walk-out balcony, Tray ceiling and a luxurious en-suite bathroom featuring a standalone garden tub, oversized walk-in shower, and a massive walk-in closet. On the other side of the home, two bedrooms share a convenient Jack-and-Jill bathroom, while a third bedroom is nestled with a full bath just outside its door, providing privacy and ease. The upstairs laundry room adds everyday convenience. This home has been meticulously maintained throughout. The community features a resort-style pool, tennis courts, playground and clubhouse that includes a gym, yoga room, gathering area and kitchen. Neighborhood is minutes from Downtown Winter Garden and Winter Garden Village as well as within walking/biking distance from the elementary and middle school. Also conveniently located to most major highways making commuting to work easier than ever. Don't hesitate, make your appointment today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: T.J. O'Donnell (317-246-8190)
8807 SONOMA COAST, WINTER GARDEN, FL 34787
$799,90046 Days on yellowkey MLS ID: O6388886
REDUCED by $19,100 (2.3%) on 04/24/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2840 Built: 2022Monthly Fee: $261 Tax: $9,520 (2025)Community: Waterleigh Ph 3B 3C & 3DSpa: NoSingle Family
Taxes:$9,520
Middle School: Water Spring Middle
Remarks: Welcome to the beautiful community of Waterleigh in Winter Garden! This meticulously maintained home features 5 bedrooms, 4 bathrooms, and a second floor laundry and bonus/game room. This thoughtfully designed open-concept home offers functionality and space for all. The spacious foyer invites you into the great room filled with natural light and overlooks the pond. The kitchen features stainless steel appliances, quartz countertops, and a large island that overlooks the dining and living areas. There is also a bedroom on the first floor that can also be used as a private office. The staircase with iron railing leads you to the second floor which houses the primary suite that provides a relaxing retreat with a spa-like bathroom and generous walk-in closet and pond view, and three additional bedrooms and two baths (one of the bedrooms is an en-suite). The serene backyard with covered patio and view of the pond offers space for a future pool, and is perfect for outdoor dining, family gatherings, or simply enjoying Florida’s sunshine. This home boasts wood-look tile on the first floor, upgraded lighting and ceiling fans, decorator touches and wainscoting, and lots of storage. Residents of Waterleigh enjoy resort-style amenities, including two clubhouses, pools, fitness centers, tennis and volleyball courts, playgrounds, walking trails, dog parks, and even a community beach with lake access. Lawn care is included in the HOA for true low-maintenance living. Conveniently located near Disney, Horizon West shopping and dining, top-rated schools, and major highways, this home offers the perfect balance of luxury and practicality in one of Winter Garden’s most sought-after neighborhoods.
Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)
Listing Agent: Teresa Stewart (407-493-3057)
15066 BOOK CLUB RD, WINTER GARDEN, FL 34787
$429,990175 Days on yellowkey MLS ID: S5137854
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1717 Built: 2020Monthly Fee: $225 Tax: $3,418 (2024)Community: Storey GroveTownhouse
Taxes:$3,418
Elementary School: Water Spring Elementary
Remarks: Beautiful move in ready 3 Bedroom 2.5 Bathroom Townhome in Storey Grove. Ground floor features formal living and dining areas with beautiful soft grey walls and easy care tile. The guest bathroom features modern cabinets, solid surface countertops and storage closet. The family room is just off the kitchen which has modern cabinets, solid surface countertops, custom tile backsplash and stainless steel appliances. The paver patio is fenced for a private retreat with access to the detached 2 car garage. The second floor has three bedrooms and 2 bathrooms. The Master suite features modern cabinets, solid surface countertops and custom closet shelving in the closet. The HOA includes lawn maintenance, pool, basketball court, fitness facility.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Lidia Barberini (321-352-2404)
16716 WINGSPREAD LOOP, WINTER GARDEN, FL 34787
$495,00018 Days on yellowkey MLS ID: O6397108
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1676 Built: 2019Monthly Fee: $127 Tax: $5,006 (2025)Community: Hawksmoor-Ph 1Single Family
Taxes:$5,006
Remarks: Under contract-accepting backup offers. Welcome to 16716 Wingspread Loop, a beautifully maintained single-story home in the highly sought-after Hawksmoor community of Winter Garden. Built in 2019 and cared for by its original owner, this 3-bedroom, 2-bath residence is move-in ready with thoughtful upgrades throughout. The open layout creates an easy flow between the kitchen, dining, and living areas. The kitchen features warm honey-toned cabinetry, granite countertops, and generous storage. The spacious primary suite serves as a private retreat with a large bedroom, walk-in closet, and an en-suite bath with quartz countertops. Additional highlights include built-in cabinetry in the laundry room, with the washer and dryer conveying for added convenience. Enjoy Florida living outdoors on the private patio, perfect for relaxing or hosting friends. The two-car garage includes a durable epoxy-coated floor, and the paved driveway enhances the home’s curb appeal. All kitchen and laundry appliances are included. Located along Avalon Road, this home places you just minutes from Hamlin Town Center, Flamingo Crossings, Walt Disney World, FL-429, Orange County National Golf Center, Clermont, Windermere, and top-rated Orange County schools. Residents of Hawksmoor enjoy a variety of resort-style amenities, including a clubhouse with rentable event space, fitness center, pool and splash pad, outdoor summer kitchen and grill, yoga lawn, shaded playground, dog park, and scenic walking paths. Schedule your private showing today and experience everything this Winter Garden home has to offer. Transferable lifetime termite contract from Massey available.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
10043 SEQUEL ALY, WINTER GARDEN, FL 34787
$569,00063 Days on yellowkey MLS ID: O6384246
REDUCED by $1,000 (0.2%) on 04/23/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2502 Built: 2018Monthly Fee: $100 Tax: $8,237 (2024)Community: Storey Grove Ph 1B-2Single Family
Taxes:$8,237
Remarks: About 10 minutes to Disney. Corner lot facing open green space. Main floor primary suite with a second upstairs. Opportunity to secure a BELOW MARKET rate through an ASSUMABLE MORTGAGE for qualified buyers. Located in Storey Grove in the heart of Horizon West, this home is positioned for both convenience and day to day livability. You are about 5 minutes to Publix and 15 minutes to Hamlin Town Center for dining, shopping, and everything you need close to home. The lot and orientation are what set this home apart. Instead of looking into another backyard, you face open park space and green views, bringing in more natural light and a more open feel throughout the home. All carpet on the stairs and second floor has been replaced with wood look luxury vinyl flooring, crown molding has been added throughout, and the interior has been freshly repainted so there are no immediate projects waiting after closing. The layout is flexible and practical. Two primary suites, including one on the main level, create options for guests, multigenerational living, or a private office without sacrificing bedroom space. The main living and dining areas are open and functional, while the upstairs loft works well as a playroom, media space, or work from home area. The backyard is fully fenced with an in ground sprinkler system, giving you usable outdoor space that is easy to maintain. The rear facing garage with alley access keeps the curb appeal clean and includes an EV charger, while the corner lot allows for additional nearby parking for guests. Storey Grove offers a community pool, clubhouse with gym, parks, playgrounds, and miles of sidewalks, with green space directly across the street extending your everyday living area. Zoned for Water Spring Elementary, Water Spring Middle, and Horizon High School.
7720 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787
$800,00011 Days on yellowkey MLS ID: O6399030
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3893 Built: 2013Monthly Fee: $252 Tax: $7,628 (2025)Community: SummerlakeSpa: NoSingle Family
Taxes:$7,628
Remarks: Fenced Corner Lot | Oversized 3+ Car Garage | Yard Maintenance Included | This home offers a functional layout with multiple living spaces, abundant storage, and a new roof completed in 2024. The main level includes formal living and dining rooms, a family room that opens to a spacious kitchen with 42" raised-panel cabinetry, gas stove, and ample storage, along with a downstairs bedroom and full bath for added flexibility. An inside laundry room and dedicated office complete the first floor. Upstairs, a bonus room provides additional space for a media room, play area, or secondary living area. The primary suite features tray ceilings, dual vanities, and a large walk-in closet. The second floor also includes three additional bedrooms and two full bathrooms, offering a well-balanced layout for family or guests. Situated on a fenced corner lot, the backyard includes a gas fire pit and space for outdoor enjoyment. The oversized 3+ car garage adds excellent storage and parking flexibility. Located in the Summerlake community, residents enjoy HOA-maintained lawn care for a low-maintenance lifestyle. Conveniently positioned in Horizon West near the Town Center, the 429, Walt Disney World, and area attractions. Community amenities include a lakefront clubhouse, fitness center, resort-style pool, playgrounds, and walking paths.
Listing Agent: Jeffrey Funk, Pa (407-285-9672)
168 WINDTREE LN #203, WINTER GARDEN, FL 34787
$212,400196 Days on yellowkey MLS ID: O6351954
REDUCED by $100 (0.0%) on 04/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1985Monthly Fee: $260 Tax: $2,004 (2024)Community: Windtree Gardens Ph 6Condo
Taxes:$2,004
Remarks: **BACK ON MARKET: Owner Paused listing to fully remodel the home!** This 2-bedroom, 2-bath second-floor condo in the sought after community of Windtree Gardens is truly a must see now! Featuring New kitchen cabinets, New quartz countertops, New appliances, New luxury vinyl-plank flooring throughout, New bathroom vanities, New fans and fixtures, and fresh interior paint. Conveniently located walking distance to Starbucks, less than 2 miles to the 429, and just minutes from dining and shopping! Come see this home today, before it goes!!!
Listing Agent: Erik Mcginnis (407-948-6518)
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