Winter Garden Single Family Homes for sale by Neighborhood

Find Winter Garden Single Family Homes  by clicking on the relevant neighborhood.

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ACREAGE & UNREC homes for sale ALEXANDER RIDGE homes for sale
AVALON ESTATES homes for sale AVALON WOODS homes for sale
BAY ISLE 48 17 homes for sale BAY ST PARK homes for sale
BLACK LAKE PARK PH 02 homes for sale BRONSONS LNDGS F & M homes for sale
BURCHSHIRE homes for sale CANOPY OAKS PH 1 homes for sale
COBBLESTONE/WINTER GARDEN homes for sale COUNTRY LAKES homes for sale
CYPRESS RESERVE PH 1 homes for sale DEL WEBB OASIS homes for sale
DEL WEBB OASIS PH 3 homes for sale ENCLAVE/HAMLIN homes for sale
ENCORE AT OVATION homes for sale ENCORE/OVATION PH 1 homes for sale
G T SMITH SUB 3 homes for sale HAMILTON GARDENS PH 2A & 2B homes for sale
HAMLIN MEADOWS AT HAMLIN homes for sale HAMLIN RESERVE homes for sale
HARVEST AT OVATION homes for sale HARVEST/OVATION homes for sale
HAWKSMOOR PH 4 homes for sale HICKORY HAMMOCK PH 1D homes for sale
HIGHLAND RDG homes for sale HIGHLAND RIDGE homes for sale
HIGHLANDS/SUMMERLAKE GROVE PH 2 homes for sale HIGHLANDS/SUMMERLAKE GRVS PH 2 homes for sale
ISLAND POINTE SUB homes for sale JOE LOUIS PARK homes for sale
JOHNS LAKE POINTE homes for sale JOHNS LAKE POINTE A & S homes for sale
LAKE AVALON GROVES REP homes for sale LAKE AVALON HEIGHTS homes for sale
LAKE HANCOCK PRESERVE homes for sale LAKE STAR AT OVATION homes for sale
LAKESHORE PRESERVE PH 1 homes for sale LAKESHORE PRESERVE PH 2 homes for sale
LAKESHORE PRESERVE PH 4 homes for sale LAKESHORE PRESERVE PH 5 homes for sale
LAKEVIEW PRESERVE homes for sale LAKEVIEW PRESERVE PH 2 homes for sale
NORTHLAKE/OVATION PH 1 homes for sale OAKLAND PARK homes for sale
ORCHARD HILLS PH 2 homes for sale OSPREY RANCH homes for sale
OVERLOOK AT HAMLIN homes for sale SERENADE AT OVATION homes for sale
SILVERLEAF RESERVE/HAMLIN PH 2 homes for sale STONEYBROOK WEST homes for sale
STONEYBROOK WEST UT 04 48 48 homes for sale SUMMERLAKE homes for sale
SUMMERLAKE PD PH 3A homes for sale TILDEN PLACE/WINTER GARDEN homes for sale
TWINWATERS homes for sale WATERLEIGH homes for sale
WATERLEIGH PH 1B homes for sale WATERLEIGH PH 2A homes for sale
WATERLEIGH PH 2B homes for sale WATERLEIGH PH 3A homes for sale
WATERLEIGH PH 3B 3C & 3D homes for sale WATERLEIGH PH 4A homes for sale
WATERLEIGH PH 4B & 4C homes for sale WATERMARK PH 1B homes for sale
WATERMARK PH 2B homes for sale WESTHAVEN AT OVATION homes for sale
WINCEY GROVES homes for sale WINCEY GRVS PH 2 homes for sale
WINDING BAY PH 1B homes for sale WINDING BAY PH 3 homes for sale
WINDWARD CAY 48 125 homes for sale WINTERMERE POINTE homes for sale
WINTERMERE POINTE PH 02 46/141 homes for sale

Newest Single Family Homes for Sale in Winter Garden by Neighborhood

View all Winter Garden Single Family Homes for Sale

  • 17434 SUNSET PRAIRIE DR, WINTER GARDEN, FL - MLS# G5111523

    HAMLIN MEADOWS AT HAMLIN - G5111523 - 17434 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787
    Just Added on 04/24/2026 7:43PM

    $749,360 | Single Family Home | 6 beds | 4.5 baths | 2 gar

    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

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    Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC

  • 7580 SPRING VALLEY ST, WINTER GARDEN, FL - MLS# G5111519

    HAMLIN MEADOWS AT HAMLIN - G5111519 - 7580 SPRING VALLEY ST, WINTER GARDEN, FL 34787
    Just Added on 04/24/2026 6:45PM

    $693,230 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    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.

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    Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC

  • 2640 GROVE VIEW DR, WINTER GARDEN, FL - MLS# O6401215

    WINTERMERE POINTE PH 02 46/141 - O6401215 - 2640 GROVE VIEW DR, WINTER GARDEN, FL 34787
    Just Added on 04/24/2026 4:05PM

    $795,000 | Single Family Home | 5 beds | 3.0 baths | 3 gar

    Nestled in the sought after gated community of Wintermere Pointe in Winter Garden, this beautifully renovated residence offers a serene and private retreat with a truly like new feel. Situated on an oversized lot backing to conservation, with no neighbors on one side and located near a cul de sac, this home delivers exceptional privacy and peaceful surroundings. The entire home has been thoughtfully remodeled from top to bottom, creating a fresh, modern ambiance throughout. Updates include a brand new roof, luxury vinyl plank flooring, fresh interior paint, and all new contemporary lighting and finishes. The newly designed oversized kitchen showcases 42" soft close cabinets, quartz countertops with built-in technology charging port, modern tile backsplash, under cabinet lighting, brand new stainless steel appliances, center island and breakfast bar. The open concept layout flows seamlessly into a breakfast nook and a spacious family room, where large sliding glass doors open to a covered rear patio extending the full length of the home, overlooking tranquil conservation views. A two story foyer welcomes you upon entry, flanked by an airy formal living room and dining room along with a double access stairway. The first level also features a spacious bedroom with French door access, offering split living for enhanced privacy, perfect for guests, multi generational living or a home office. Upstairs, an open loft anchors the second floor, creating a desirable split plan with bedrooms positioned on either side. Sliding doors lead to a covered second level providing serene conservation views. The vast primary suite features tray ceilings, private balcony access, dual walk in closets, and a completely redesigned ensuite bath offers a luxury feel with dual quartz vanities, LED lighted anti-fog mirrors, glass enclosed tile shower, and a statement soaking tub. Three additional bedrooms are situated on the opposite side of the loft, along with a hallway bath featuring a double vanity and modern tiled tub/shower combination. Completing the second level is an expansive bonus room, perfect for a theater, recreation space, or home gym - endless flexibility. This exceptional home combines serene surroundings, modern upgrades, and a like new feel, all within one of Winter Garden’s premier communities, close to multiple shopping and dining options, FL-429 and just 20 minutes from Disney attractions. Don't miss out! Schedule your viewing today!

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    Listing is courtesy of: GECKO REALTY, INC

  • 505 E GULLEY AVE, WINTER GARDEN, FL - MLS# O6400317

    WINTERS LANDING - O6400317 - 505 E GULLEY AVE, WINTER GARDEN, FL 34787
    Just Added on 04/24/2026 3:53PM

    $899,000 | Single Family Home | 4 beds | 3.5 baths | 3 gar

    Welcome to this truly exceptional home offering space,flexibility, & an unbeatable location!This beautiful,expansive residence features 4 spacious bedrooms,3.5 bathrooms,plus a versatile upstairs BONUS ROOM that can easily serve as a 5th bedrm—complete with closet & half bath already pre-plumbed for a full bathroom conversion.Enjoy breathtaking sunset views right from this elevated retreat.This home features a rare & highly desirable MOTHER-IN-LAW SUITE,complete with its own KITCHENETTE & ADA-compliant BATHROOM—ideal for multi-generational living or guest privacy.The 2nd bedroom conveniently connects to the kitchenette,enhancing the suite’s functionality.A 3rd bedrm,currently used as a home office,located near an adjacent bathroom that also provides direct access to the pool area.SPACIOUS PRIMARY suite serves as a private retreat,featuring an ensuite bathroom with dual sinks,a relaxing soaking tub& large walk-in closet.At the front of the home,a formal living & dining area offers versatile space that can easily serve as a den,library, or flex rm to suit your needs.The kitchen has 42" SOLID WOOD cabinets,granite counter tops & is equipped with NEW APPLIANCES 2025,including induction cooktop that heats water in 3 minutes,convection oven & the rare convenience of TWO dishwashers—one being a quiet Bosch,ideal for large families or entertaining.The great rm features a cozy WOOD BURNING FIREPLACE & opens to your own private Florida oasis.Step outside to a HEATED, screen-enclosed POOL & SPA(pool heater installed in 2025, screen enclosure 2020),creating the perfect setting for year-round enjoyment.The expansive pool deck extends your living space outdoors,ideal for relaxing or entertaining.Beyond the pool,the private,partially fenced backyard offers additional space to unwind,accented by tranquil bamboo that sways in the breeze creating a peaceful atmosphere.The home backs to a State of Florida wildlife ravine,providing serene views of native birds,lush greenery& natural surroundings—your own quiet retreat right at home!The home boasts 2 AC zones for superior energy conservation:Both AC units are new in the last 5 years & maintained twice a year.NEW, OVERSIZED DOUBLE PANE WINDOWS throughout lower level are only a few months old, allowing for gorgeous VIEWS.NEW ROOF 2022.NEW, LARGE HYBRID WATER HEATER installed 2024,water Softener included.Complete with a 3 CAR GARAGE.LOCATION,LOCATION truly sets this home apart. Situated in a GOLF CART- FRIENDLY community,you’ll have direct access to the vibrant charm of DOWNTOWN WINTER GARDEN,just 2 miles away. Enjoy the award-winning Winter Garden Farmers Market,along with popular dining,shopping, & year-round events.Outdoor enthusiasts will love being just steps from the scenic 22-mile West Orange Trail,perfect for biking, jogging or leisurely strolls.Nearby,the quaint & historic charm of Downtown Oakland,the scenic waterfront dock on Tubb Street & nearby Oakland Nature Preserve,offer even more to explore.Publix,Aldi,Winter Garden Village Mall,MAJOR ROADWAYS & highways are all nearby.The Turnpike is minutes away.EASY ACCESS to the Theme parks, 20 minutes to Downtown Orlando and Orlando Intl about 30 minutes away.With only 58 homes,this quiet street offers a true sense of community.Residents enjoy friendly neighbors,regular patrols from the nearby police department & proximity to the fire station & Oakland Charter School(priority enrollment for Oakland residents).This is more than a home—it’s a lifestyle!

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    Listing is courtesy of: CLOCK TOWER REALTY

  • 15518 SUNQUAT DR, WINTER GARDEN, FL - MLS# O6402110

    HAMLIN RESERVE - O6402110 - 15518 SUNQUAT DR, WINTER GARDEN, FL 34787
    Just Added on 04/24/2026 2:50PM

    $620,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    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.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 345 WINTER ST, WINTER GARDEN, FL - MLS# O6402105

    SHADOW LAWN - O6402105 - 345 WINTER ST, WINTER GARDEN, FL 34787
    Just Added on 04/24/2026 2:48PM

    $279,900 | Single Family Home | 2 beds | 1.0 baths

    Step into a storybook setting with this Enchanting, Turnkey Bungalow nestled in the heart of Winter Garden—a true must-see that captures both charm and modern comfort. From the welcoming front porch to the beautiful luxury vinyl plank flooring and picturesque backyard, every detail invites you to slow down and feel at home. Thoughtfully and completely remodeled, this darling residence offers 2 bedrooms, 1 bathroom, and a bright, airy layout designed for easy living and is staged to absolute perfection. Beyond the front door, discover a lifestyle that’s simply unmatched. Take a short stroll to Plant Street or hop onto the scenic West Orange Trail, where the beauty of Winter Garden unfolds all around you. Winter Garden, Florida feels like a place where charm and sunshine quietly linger year-round. Brick-lined streets wind through a historic downtown filled with beautifully restored storefronts, local boutiques, and inviting cafés that spill out onto the sidewalks. Towering oak trees draped in Spanish moss provide shade as the West Orange Trail weaves its way through town, alive with cyclists, joggers, and families enjoying the breeze. Just steps away, the shimmering waters of Lake Apopka create a peaceful backdrop, where golden sunsets stretch across the horizon and birds glide effortlessly over the marshlands. The weekly farmers market brings the community together with fresh blooms, local flavors, and the kind of small-town warmth that’s hard to find elsewhere. Blending old Florida charm with thoughtful growth, Winter Garden offers a lifestyle that feels both relaxed and vibrant—where every corner seems to invite you to slow down, take it in, and stay awhile. Back at home, enjoy peace of mind with extensive updates including a new roof, AC, flooring, kitchen, bathroom, plumbing, and electrical—truly move-in ready. With NO HOA and NO CDD, this property is ideal for a first-time buyer, downsizer, or anyone seeking a slice of charm close to it all. Step outside into an absolutely stunning outdoor retreat, where a beautifully landscaped gravel backyard sets the stage for relaxation and connection. Your private patio invites you to grill, unwind, and gather with loved ones—sharing stories, laughter, and unforgettable memories under the open sky. Opportunities like this don’t come around often—schedule your private showing today before it’s gone.

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    Listing is courtesy of: THE NAVY HOUSE

  • 925 BAINBRIDGE LOOP, WINTER GARDEN, FL - MLS# O6402075

    COVINGTON PARK - O6402075 - 925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787
    Just Added on 04/24/2026 2:10PM

    $815,000 | Single Family Home | 4 beds | 4.0 baths | 3 gar

    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.

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    Listing is courtesy of: HOMEVEST REALTY

  • 5138 CITRUS LEAF BLVD, WINTER GARDEN, FL - MLS# O6401856

    SILVERLEAF RESERVE/HAMLIN PH 2 - O6401856 - 5138 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787
    Just Added on 04/24/2026 11:15AM

    $745,000 | Single Family Home | 4 beds | 3.0 baths | 3 gar

    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!

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    Listing is courtesy of: EMPIRE NETWORK REALTY

  • 7692 GREEN MOUNTAIN WAY, WINTER GARDEN, FL - MLS# O6401130

    SUMMERLAKE PD PH 3A - O6401130 - 7692 GREEN MOUNTAIN WAY, WINTER GARDEN, FL 34787
    Just Added on 04/24/2026 8:36AM

    $875,000 | Single Family Home | 5 beds | 4.0 baths | 3 gar

    One or more photo(s) has been virtually staged. Positioned in one of Horizon West’s most desirable communities, this Summerlake executive home blends luxury, location, and lifestyle on a scale rarely found. Set on an oversized 0.28-acre lot, this 5-bedroom, 4-bath residence offers 3,855 sqft of thoughtfully designed living just minutes from Disney and Hamlin Town Center. The true standout? A backyard canvas large enough to create a private resort pool, cabana, outdoor kitchen without compromise. Inside, elevated finishes include plantation shutters, custom wood feature walls, wrought iron staircase, granite countertops, and a gas range at the heart of the home. Smart and structural upgrades include reverse osmosis water, water softener, in-wall pest system, termite bond, hurricane window film, full alarm system, gutters, and WiFi thermostat. A screened lanai and 3-car tandem garage complete the package. Enjoy resort-style amenities, community events, trails, and included landscaping all in a location that continues to outperform. Opportunities like this don’t last especially on lots like this.

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    Listing is courtesy of: FIRST REGION REALTY

  • 236 DONALD DR, WINTER GARDEN, FL - MLS# O6401940

    SHOWALTER PARK - O6401940 - 236 DONALD DR, WINTER GARDEN, FL 34787
    Just Added on 04/24/2026 12:47AM

    $465,000 | Single Family Home | 2 beds | 1.0 baths

    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.

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    Listing is courtesy of: GLOBAL FLORIDA REALTY

  • 8114 SAYINGS DR, WINTER GARDEN, FL - MLS# O6401941

    STOREY GROVE PH 4 - O6401941 - 8114 SAYINGS DR, WINTER GARDEN, FL 34787
    Just Added on 04/23/2026 10:57PM

    $780,000 | Single Family Home | 5 beds | 3.0 baths | 2 gar

    Step into luxury with this stunning single-family home in the highly sought-after Story Grove community, where elegance meets everyday functionality. Offering nearly 3,300 square feet of thoughtfully designed living space, this beautiful residence features 5 spacious bedrooms and 3 full bathrooms—perfect for growing families or those who love to host. From the moment you arrive, the charming curb appeal sets the tone. Tucked against a peaceful conservation area with serene water views, the home offers exceptional privacy with no rear neighbors—a rare and valuable feature. Inside, the main floor welcomes you with a bright, open living space filled with natural light, creating a warm and inviting atmosphere. The layout flows seamlessly, featuring a guest bedroom and full bath—ideal for visitors or multigenerational living. There’s also a versatile flex room that can easily transform into a formal dining area, home office, or playroom depending on your needs. At the heart of the home is a chef-inspired kitchen, complete with 42-inch cabinets, a generous pantry, and ample space to cook and gather. The open-concept design connects effortlessly to the main living area, making it perfect for entertaining family and friends. Upstairs, you’ll find a spacious loft—an ideal second living area, media room, or game room. The primary suite is a true sanctuary, featuring a luxurious garden tub, walk-in shower, dual sinks, and extensive cabinetry that blends comfort with practicality. Step outside to your screened-in patio, perfect for relaxing evenings or weekend gatherings, complete with an outdoor sink for added convenience. The home also includes a high-end whole-house water purification system, providing clean, fresh water throughout. Located just a short 10-minute drive from Walt Disney World, this home is perfectly positioned in one of Central Florida’s most desirable areas. Families will appreciate the top-rated school district, with both elementary and middle schools conveniently located within the community—saving valuable time on daily commutes. As an added bonus, the HOA covers lawn care, allowing you to enjoy a beautifully maintained exterior without the upkeep. This is more than just a home—it’s a lifestyle. Schedule your private showing today!

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    Listing is courtesy of: LPT REALTY, LLC

  • 3430 TURNINGWIND LN, WINTER GARDEN, FL - MLS# G5111151

    WINDWARD CAY 48 125 - G5111151 - 3430 TURNINGWIND LN, WINTER GARDEN, FL 34787
    Just Added on 04/23/2026 9:47PM

    $825,000 | Single Family Home | 4 beds | 4.0 baths | 3 gar

    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.

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    Listing is courtesy of: CENTURY 21 HANCOCK

  • 199 E CREST AVE, WINTER GARDEN, FL - MLS# O6401923

    GARDEN HEIGHTS SUB - O6401923 - 199 E CREST AVE, WINTER GARDEN, FL 34787
    Just Added on 04/23/2026 8:10PM

    $525,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to 199 E Crest Ave, a recently updated residence featuring fresh interior paint and partial flooring replacement throughout. The kitchen includes all stainless steel appliances and an accent backsplash for a polished finish. This home also contains a cozy fireplace and a covered patio, providing space for relaxation. Experience modern updates and practical comfort in this prepared home. Included 100-Day Home Warranty with buyer activation

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    Listing is courtesy of: OPENDOOR BROKERAGE LLC

  • 14005 ALDFORD DR, WINTER GARDEN, FL - MLS# O6401397

    LATHAM PARK NORTH - O6401397 - 14005 ALDFORD DR, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $669,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 14005 Aldford Drive in Winter Garden, a beautifully designed two-story home offering 3 bedrooms, 2 full baths, and 1 half bath, with a layout that blends everyday comfort with inviting indoor and outdoor living spaces. Inside, the home offers a bright and functional flow with living areas designed for both daily routines and easy entertaining. The two-story layout creates a comfortable separation between gathering spaces and private retreats, while the bedroom arrangement provides flexibility for a variety of lifestyles. The primary suite offers a relaxing place to unwind, and the additional bedrooms are well suited for family, guests, or a home office setup. Step outside and enjoy a screened and covered patio that extends the living space and creates the perfect setting for outdoor dining, morning coffee, or unwinding at the end of the day. Beyond the patio, the private yard adds even more appeal, offering space to relax, play, garden, or simply enjoy your own outdoor retreat, with the added bonus of being able to see Disney fireworks in the distance on select evenings. Adding to the home’s functionality is a detached 2-car garage, providing convenient parking, extra storage, and a clean separation from the main residence that enhances curb appeal and backyard usability. Located in Winter Garden, this home is set in an area known for its blend of neighborhood charm and everyday convenience. Residents enjoy access to shopping, dining, parks, and major roadways, while the surrounding area adds to the home’s appeal with a welcoming residential feel and the lifestyle benefits that make Winter Garden such a desirable place to live.

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    Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS

  • 9433 EMERALD BERRY DR, WINTER GARDEN, FL - MLS# O6401775

    SUMMERLAKE RESERVE - O6401775 - 9433 EMERALD BERRY DR, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $729,800 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Beautiful home located in highly desirable Summerlake Reserve, just minutes from Disney World, Hamlin Town Center, Publix, top-rated schools, restaurants, shopping, parks, and major highways. This spacious residence offers 4 bedrooms, 2 full bathrooms, and 1 half bath, featuring a charming covered front porch and beautifully landscaped entrance. Inside, a welcoming foyer opens to a bright and airy floor plan filled with natural light. The open-concept kitchen overlooks the main living area and features stainless steel appliances, modern wood cabinetry, breakfast bar, and generous counter space, perfect for everyday living and entertaining. Sliding glass doors lead to an impressive outdoor retreat featuring a covered lanai, upgraded modern pergola, spacious paved patio, outdoor summer kitchen with grilling area, dining and lounge spaces, and a fully fenced backyard with premium low-maintenance artificial turf—ideal for gatherings, relaxing evenings, and enjoying Florida outdoor living year-round. The private primary suite includes a spacious walk-in closet and an elegant bathroom with dual vanities. Additional highlights include a spotless 2-car garage with premium epoxy flooring, automatic garage door opener, air conditioning system, bright lighting, and ample space for storage, fitness, or workshop use. The home also features added insulation in the garage, garage door, and attic, enhancing comfort and energy efficiency. Located in an exclusive and very private HOA community with only 41 homes, this property offers added tranquility and privacy, including no rear neighbors. Perfectly positioned in one of Winter Garden’s most sought-after communities, this home offers comfort, style, and convenience in an exceptional location. Don’t miss this incredible opportunity. ""Home includes a whole-house water filtration system currently installed; however, this system is not included in the sale.""

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    Listing is courtesy of: WRA BUSINESS & REAL ESTATE

  • 7526 SPRING VALLEY ST, WINTER GARDEN, FL - MLS# G5111448

    HAMLIN MEADOWS AT HAMLIN - G5111448 - 7526 SPRING VALLEY ST, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $676,245 | Single Family Home | 5 beds | 4.0 baths | 2 gar

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Berkley model features 2,102 square feet of well-designed living space across two stories, with an above-garage Apt 576 sqft.This home includes 3 bedrooms, 3 full bathrooms, and a 2-car garage. The open-concept main floor boasts a spacious family room, dining area, and a modern kitchen with ample counter space—ideal for both daily living and entertaining. The primary suite is located on the first floor for added privacy, with a luxurious bath and walk-in closet. Upstairs, two additional bedrooms and a full bath provide flexible living options for guests or family members. The apartment is above the garage with a private entrance. This neighborhood features a variety of townhomes and single-family homes on multiple-sized homesites, with spacious floor plans designed to support a wide range of lifestyles, from growing families to move-up buyers seeking more room to live and entertain. Located just minutes from Hamlin Town Center, Winter Garden Village, and historic Downtown Winter Garden, Hamlin Meadows places shopping, dining, and entertainment close to home. Residents will also enjoy access to nearby parks, trails, and outdoor recreation, along with proximity to highly regarded Orange County schools, including Hamlin Elementary, Hamlin Middle, and Horizon High School.

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    Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC

  • 776 RAINFALL DR, WINTER GARDEN, FL - MLS# O6400904

    BLACK LAKE PARK PH 02 - O6400904 - 776 RAINFALL DR, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $550,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    GREAT LOCATION & LAKE VIEWS! Welcome to this immaculately maintained corner-lot gem, featuring 3 bedrooms plus a versatile Office/Den and 2 full bathrooms. The open-concept floor plan is designed for both elegant entertaining and comfortable daily living, flowing seamlessly from the formal living/dining area into a spacious family room. The gourmet kitchen is a chef’s dream, boasting granite countertops, a cooktop, built-in oven, and beautiful 42” cabinetry. Retreat to the private Master Suite—a true oasis featuring a generous walk-in closet, dual sinks, a garden tub, and a separate shower. Step outside to your covered rear patio to unwind and enjoy breathtaking lake views and sunsets. Located just minutes from Winter Garden Village and Historic Downtown, this upscale community offers unparalleled amenities: a private boat ramp on a skiable lake, fishing dock, community pool, tennis, basketball, soccer fields, and a playground. With easy access to the 429, 408, and Turnpike, your commute is a breeze. Don’t miss this opportunity—start living your best life today!

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    Listing is courtesy of: ONLI REALTY GROUP LLC

  • 837 GRANDE REGAL PT, WINTER GARDEN, FL - MLS# O6400571

    REGAL POINTE PH 02 47/133 - O6400571 - 837 GRANDE REGAL PT, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $479,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Nestled in the highly sought after area of Winter Garden, this hidden gem presents the perfect blend of comfort, convenience, and charm. This well maintained home features three spacious bedrooms and two bathrooms, along with both a welcoming living room and a separate family room, ideal for entertaining or relaxing with loved ones. Centrally located, the property is just minutes from the hospital, shopping, dining, and all that Winter Garden has to showcase. Practically turnkey, the home boasts major updates including a 2019 roof, 2022 HVAC system, and a 2022 water heater, providing peace of mind for years to come. Step outside to your own private oasis, where a beautifully maintained yard is filled with a variety of fruit trees and plants, including avocado, banana, pigeon peas, lemon, pineapple, ginger, soursop, and much more, perfect for enjoying fresh homegrown produce. Do not miss the opportunity to own this unique and inviting home in a prime location!

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    Listing is courtesy of: EXP REALTY LLC

  • 2281 OAKINGTON ST, WINTER GARDEN, FL - MLS# S5148475

    STONEYBROOK WEST 47/78 - S5148475 - 2281 OAKINGTON ST, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $495,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Move-in ready home located in the highly desirable guard-gated community of Stoneybrook West. This well-maintained property offers a bright and open layout with a functional split-bedroom floor plan designed for comfortable everyday living. The spacious primary suite features a walk-in closet, dual vanities, soaking tub, separate shower, A flexible bonus area just off the suite can easily serve as a home office, nursery, or additional bedroom. The kitchen provides ample storage and flows seamlessly into the main living space, making it ideal for both daily use and entertaining. The family room is highlighted by a cozy fireplace, adding warmth and charm. Enjoy the fully screened backyard with plenty of room to relax or entertain outdoors. Stoneybrook West residents have access to resort-style amenities, including lake access, multiple sports courts, a community pool, playground, fitness center, and an active Town Centre. Conveniently located near shopping, dining, and major highways, this home offers both lifestyle and location.

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    Listing is courtesy of: MULTI CHOICE REALTY LLC

  • 7808 WINTER WREN ST, WINTER GARDEN, FL - MLS# O6400269

    SUMMERLAKE - O6400269 - 7808 WINTER WREN ST, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $598,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Welcome to resort-style living in the highly sought-after Summerlake Community of Winter Garden! Enjoy Disney fireworks and Space Coast Rocket launches from the front porch or across the pond in front of the house. This beautifully situated home on a corner lot features 4-bedrooms, 2.5-baths with an upstairs office loft, offers space, style, and flexibility in one of Horizon West’s premier neighborhoods. The inviting covered front porch sets the tone as you step into this light-filled home featuring granite countertops throughout, freshly painted both inside and out, and tile flooring across the main living areas. The open-concept design is perfect for both entertaining and everyday living. The kitchen flows seamlessly into the living and dining areas, and opens to a covered and screened in rear patio lanai, creating an ideal indoor-outdoor living experience. The main floor also includes a convenient half bath, perfect for guests. The primary suite is a relaxing retreat, featuring dual sinks, granite countertops, a soaking tub, a separate walk-in shower, and ample closet space. Three additional bedrooms are well-sized and thoughtfully arranged with easy access to the remaining full bath. This is truly a rare opportunity to experience both tranquility and park like setting right outside your front door! Residents of Summerlake enjoy exceptional amenities including a lakeside clubhouse with fitness center, party room, resort-style pool, fishing pier, walking trails, parks, playgrounds, and tennis courts makes this the perfect area for the active lifestyle — all just minutes from SR-429, top-rated schools, Winter Garden Village, downtown Winter Garden, golf courses, and major theme parks. Lawn care, sprinkler maintenance, and irrigation water are all included in the low HOA fee, making maintenance a breeze. Schedule your private tour today and make this exceptional property yours!

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    Listing is courtesy of: BROOKSHIRE HOMES REALTY

  • 7212 DESERT MANDARIN ST, WINTER GARDEN, FL - MLS# O6401040

    HIGHLANDS/SUMMERLAKE GRVS PH 2 - O6401040 - 7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $650,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Welcome to your beautifully upgraded home in the heart of Winter Garden! This spacious 4-bedroom, 2.5-bath residence offers the perfect blend of comfort, style, and functionality, complete with a versatile flex room ideal for a home office, study, or playroom. From the moment you step inside, you’ll notice the thoughtful upgrades throughout—enhanced cabinetry, a stylish backsplash, upgraded appliances, and modern light fixtures that elevate the living space. The first-floor flooring has been fully updated, and the front door adds a fresh, inviting touch to the home’s curb appeal. Fresh interior paint (2026) keeps everything feeling clean and move-in ready. The kitchen is equipped with a gas range and flows seamlessly into the main living areas, perfect for everyday living and entertaining. Upstairs and throughout, you’ll appreciate the well-designed layout offering both privacy and open gathering spaces. The Harry Potter closet has been repurposed as a reading nook equipped with a chalk board for young ones to stay entertained. Major system updates provide peace of mind, including a newer HVAC system (approx. 8 years), roof (approx. 8 years), water heater, upgraded HVAC blower motor, and garage door opener mechanism. A tankless water heater, Tesla charger, and security system add modern convenience and efficiency. Step outside to enjoy the fenced backyard with a sprinkler system, and a location that’s tucked away—not on a main road—offering added privacy while still being close to everything. The home is also just a short distance from the community playground. The low HOA covers your cable bill and enhances your lifestyle with access to amenities including a pool, dog park, two playgrounds, and clubhouse, all while maintaining the community’s beautifully kept common areas. Don’t miss your opportunity to own this well-maintained, thoughtfully upgraded home in one of Winter Garden’s most desirable areas!

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    Listing is courtesy of: HOMESMART

  • 15976 CITRUS KNOLL DR, WINTER GARDEN, FL - MLS# O6399342

    HICKORY HAMMOCK PH 1D - O6399342 - 15976 CITRUS KNOLL DR, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $909,000 | Single Family Home | 5 beds | 3.5 baths | 2 gar

    (Professional pics coming soon) FULLY FURNISHED, HEATED POOL HOME IN A GATED COMMUNITY WITH TOP-RATED SCHOOLS AND RESORT-STYLE AMENITIES — A TRUE TURNKEY OPPORTUNITY. This stunning one-story home, located in the highly desirable gated community of Hickory Hammock in Winter Garden, is loaded with upgrades. Situated on a premium corner lot, the property features a fully fenced yard with a heated saltwater pool, travertine deck, and a versatile basketball court, all surrounded by additional green space—perfect entertaining, kids and pets. Inside, the open-concept layout centers around an oversized Silestone kitchen island, creating a seamless flow between the main living areas. The home offers a thoughtfully designed floor plan with generous living, ideal for keeping the family connected and hosting. Designer upgrades throughout include engineered hardwood flooring, crown molding, upgraded lighting, window treatments, motorized shades, and a 4-zone A/C system allowing customized temperature control across the home. Additional features include a security system, outdoor surround sound, and a termite bond for added peace of mind. This home is being sold fully furnished and truly turnkey, featuring high-quality pieces from Z-Gallerie, Pottery Barn, Sealy, Samsung, Sony, LG, GE, and Char-Broil. Residents of Hickory Hammock enjoy resort-style amenities, including a clubhouse, community pool, fitness center, tennis and volleyball courts, playgrounds, walking trails, dog park, and fishing pier. Conveniently located near Downtown Winter Garden, shopping, dining, Disney, major highways, and Orlando International Airport, and zoned for top-rated schools, this home offers the best of Central Florida living. A full list of upgrades is available in the attachments.

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    Listing is courtesy of: WRA BUSINESS & REAL ESTATE

  • 14280 BRAEMAR ST, WINTER GARDEN, FL - MLS# TB8500322

    HIGHLAND RDG - TB8500322 - 14280 BRAEMAR ST, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $559,900 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Welcome to this beautifully maintained 3-bedroom, 2.5-bath single-family home built in 2023, offering 2,048 sq ft of modern living in the highly desirable city of Winter Garden. This thoughtfully designed home features a stylish kitchen with stainless steel appliances and granite countertops, seamlessly connecting to the main living and dining areas—perfect for everyday living and entertaining. With its open layout and contemporary finishes, this home offers both comfort and functionality. Upstairs, spacious bedrooms provide privacy and relaxation, including a well-appointed primary suite. The additional half bath on the main level adds convenience for guests. Located in a great community, you’ll enjoy easy access to local highlights such as the Downtown Winter Garden Historic District, known for its charming shops, dining, and events. Outdoor recreation is just minutes away along the scenic West Orange Trail, perfect for biking and walking. You can also enjoy the vibrant atmosphere of Plant Street Market for local food and entertainment. Modern, move-in ready, and ideally located—this home offers the perfect blend of lifestyle, convenience, and community living.

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    Listing is courtesy of: LPT REALTY, LLC

  • 16834 HOBE SOUND CT, WINTER GARDEN, FL - MLS# O6401373

    WATERLEIGH - O6401373 - 16834 HOBE SOUND CT, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $634,990 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Under Construction. Waterleigh presents the Clearden. This amazing all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find the first bedroom complete with ensuite bathroom and a powder room across the hall. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and additional three bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity sinks and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. This home features a two car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterleigh, the Clearden includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

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    Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 16828 HOBE SOUND CT, WINTER GARDEN, FL - MLS# O6401359

    WATERLEIGH - O6401359 - 16828 HOBE SOUND CT, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $581,190 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Under Construction. Waterleigh presents the Bellake. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. The kitchen overlooks the dining and great room, while having view to the covered lanai outside. Ample windows and a set of sliding glass doors allow lighting into the living area. The well-appointed kitchen features an island with bar seating, plentiful cabinet and counter space and stainless steel appliances, making entertaining a breeze. The first floor also features a flex room that provides an area for work or play and half bathroom. As we head up to the second floor, we are greeted with Bedroom one which includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well. This home features a two car garage located at the rear of the home complete with drop zone as you enter the home. Like all homes in Waterleigh, the Bellake includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

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    Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 12513 SCARLETT SAGE CT, WINTER GARDEN, FL - MLS# O6393138

    CAMBRIDGE CROSSING PH 01A 45/21 - O6393138 - 12513 SCARLETT SAGE CT, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $875,000 | Single Family Home | 5 beds | 3.0 baths | 3 gar

    Beautifully updated home featuring an open-concept layout with soaring high ceilings and tile flooring throughout the main living areas. The bedrooms are upgraded with luxury vinyl flooring, while the spacious loft showcases elegant bamboo flooring. The gourmet kitchen is a true showpiece, equipped with premium Thermador appliances, including a built-in refrigerator, cooktop, hood, oven, and microwave. A massive cook’s island with abundant storage underneath makes this space perfect for cooking and entertaining. This home offers 5 bedrooms and 3 full bathrooms, including a stunning primary suite with a double shower head and a separate soaking tub, separate vanities. Step outside to a private outdoor patio ideal for relaxing, grilling, or enjoying Florida evenings with family and friends. Located in the highly desirable Cambridge Crossing community, this home is zoned for excellent schools, including Lake Whitney Elementary, SunRidge Middle School, and West Orange High School. The neighborhood offers a prime Winter Garden location just minutes from Winter Garden Village, downtown Winter Garden, major highways, and an abundance of shopping, dining, and entertainment options. A rare gem to find. **This property is staged.

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    Listing is courtesy of: KARDOSH REALTY

  • 3276 SAILING PIER AVE, WINTER GARDEN, FL - MLS# O6401195

    LAKEVIEW PRESERVE - O6401195 - 3276 SAILING PIER AVE, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $525,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    One or more photo(s) has been virtually staged. Welcome to 3276 Sailing Pier Ave. This beautifully maintained 3 bedroom, 2 bathroom residence also features a spacious office that can easily serve as a fourth bedroom, making it perfect for growing families, remote work, or hosting guests. Inside, you will find 9 foot ceilings that enhance the open, airy feel of the home, along with upgraded luxury vinyl plank flooring that adds both elegance and durability throughout the main living areas. The garage has been upgraded with durable epoxy flooring, providing a clean, polished look while also offering easy maintenance and long-lasting performance. The heart of the home is the stunning, light filled kitchen, designed with both functionality and style in mind, ideal for everyday living and entertaining. The oversized primary bedroom offers a relaxing retreat with ample space to unwind. Outside enjoy Florida living at its finest with a retractable screened in lanai, giving you the flexibility to enjoy fresh air or enclosed comfort year round. Located within a secure gated community, residents enjoy access to resort style amenities including a pool, playground, tennis courts, and a clubhouse, perfect for an active and social lifestyle. This home is ideally situated near the charm of downtown Winter Garden, where you can explore local shops, dining, and the popular Plant Street Market. Outdoor enthusiasts will love the nearby West Orange Trail, while convenient access to major roadways makes commuting to Orlando, theme parks, and surrounding areas quick and easy. Shopping, dining, and entertainment options are all just minutes away, making this location as practical as it is desirable.

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    Listing is courtesy of: HOMEVEST REALTY

  • 3167 WINESAP WAY, WINTER GARDEN, FL - MLS# O6400764

    ORCHARD PK/STILLWATER XING - O6400764 - 3167 WINESAP WAY, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $575,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to 3167 Winesap Way, a beautifully appointed home nestled in the highly sought-after Orchard Park community of Winter Garden. This thoughtfully designed residence offers the perfect blend of comfort, efficiency, and modern style, featuring a spacious open-concept floor plan ideal for both everyday living and entertaining. Enjoy energy efficiency and peace of mind with solar panels, a Tesla charger, Tesla power banks, and a reliable hurricane backup power system. Inside, the home showcases seamless flow between the living, dining, and kitchen areas, all filled with natural light and designed for today’s lifestyle. Step outside to your own private retreat, complete with a dedicated outdoor entertaining area and a cozy fire pit—perfect for relaxing evenings or hosting friends and family on beautiful Florida nights. With its combination of sustainable features, functional layout, and inviting indoor-outdoor living spaces, this home presents a rare opportunity to enjoy both luxury and practicality in one of Winter Garden’s most desirable neighborhoods.

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    Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS

  • 15200 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL - MLS# O6401205

    HICKORY HAMMOCK - O6401205 - 15200 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $1,325,000 | Single Family Home | 5 beds | 4.0 baths | 3 gar

    Tucked away on a Private Street within a quiet cul-de-sac in the highly sought-after Gated community of Hickory Hammock, this exceptional 5 Bedroom, 4 Bathroom residence offers 3,908 sqft of thoughtfully designed living space with captivating views of Lake Burnett. Perfectly positioned to capture both Lake and Conservation Vistas, this home delivers the rare combination of Privacy, Comfort, and an Elevated Lifestyle in one of Winter Garden’s Most Desirable Neighborhoods. From the moment you enter, soaring 20-foot Ceilings in the foyer create a grand sense of arrival, complemented by a Formal Dining Room and immediate Sightlines to the Sparkling Pool and Tranquil Lake beyond, an unforgettable first impression that sets the tone for the entire home. Designed for both everyday living and entertaining, the first floor features Wood Plank tile throughout and an open, functional layout. The kitchen serves as the heart of the home, appointed with New Quartz Countertops, Stainless Steel Appliances, a Double Oven, abundant cabinetry, and an expansive Walk-in Pantry just off the Butler’s Pantry, complete with a JennAir Beverage and Wine Fridge. Thoughtful Lighting throughout enhances the warmth and livability of each space. Step outside to your Private Outdoor Retreat, where a Covered and Screened Lanai frames Peaceful Lake and Conservation Views. The Saltwater Pool with a Baja Shelf and Heated (electric) Spa invites year-round enjoyment, while the Spacious Backyard offers Plenty of Room for Kids or Pets to play, all while enjoying Stunning SUNSET VIEWS each evening over Lake Burnett and the Johns Lake Conservation area. A First-Floor Bedroom with a Full Bath provides flexibility for guests or multi-generational living. Upstairs, a generous Bonus Room offers endless possibilities for a media room, playroom, or additional living space. The Primary Suite is a true retreat, featuring Double Tray Ceilings and a Private Screened Balcony overlooking Lake Burnett, offering the perfect setting to take in breathtaking Sunset Views each evening. Secondary Bedrooms are well-appointed with Walk-in Closets, including one bedroom with an Ensuite Bathroom, while the remaining 2 Bedrooms share a well-designed bath. The tandem 3-Car Garage provides ample space for vehicles and storage, complemented by a spacious first-floor Laundry Room featuring New Quartz Countertops, a Sink, ample Cabinetry, and a Walk-in Closet. Residents of Hickory Hammock enjoy an impressive array of amenities including a Clubhouse, Fitness Center, Resort-style Pool, Fishing Pier, Tennis Courts, Sand Volleyball Courts, Dog Park, Playground, Walking Trails, and Golf-Cart-friendly streets. Conveniently located near Downtown Winter Garden, Winter Garden Village, major highways, Top-Rated Schools, and approximately 20 miles to Orlando International Airport. This home offers the Perfect Blend of Space, Functionality, and Desirable Water View Living - schedule your private showing TODAY.

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    Listing is courtesy of: CLOCK TOWER REALTY

  • 7460 JOHN HANCOCK DR, WINTER GARDEN, FL - MLS# O6400891

    OVERLOOK AT HAMLIN - O6400891 - 7460 JOHN HANCOCK DR, WINTER GARDEN, FL 34787
    3 Days on yellowkey

    $2,445,000 | Single Family Home | 6 beds | 5.5 baths | 3 gar

    Experience lakefront luxury at its finest. Situated on the pristine shores of Lake Hancock in the gated Overlook at Hamlin, this 2020-built Mediterranean masterpiece offers the perfect blend of elegance and recreation. Boasting 6 spacious bedrooms and 5.5 baths, this home features an open-concept layout with soaring cathedral ceilings and high-end finishes throughout. The gourmet kitchen, complete with a massive island and walk-in pantry, flows seamlessly into the living areas—all offering stunning water views. Step outside to your private oasis featuring a salt-water pool and a custom composite dock (2022) ready for skiing or sunset cruises. With the primary suite on the main floor and a massive upstairs game room, there is space for everyone. Enjoy the best of Winter Garden living with top-rated schools and world-class community amenities.

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    Listing is courtesy of: VISTA CAY REALTY COMPANY





Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.