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Single Family Homes for Sale in Winter Garden, FL

Welcome to your dedicated resource for single family homes for sale in Winter Garden, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Winter Garden, FL agent, The Nest Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the single family properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Single Family Homes for Sale in Winter Garden, FL

$755,000
3 Beds 3 Baths Winding Bay Ph 3 SubDv. 34787 Zip Code
Beautifully upgraded home in the highly desirable Winding Bay community! 3-bedroom, 2.5-bath + office/flex room one-story single-family home over 2,100 square feet of comfortable living space with modern finishes and an open floor plan filled with natural light. The spacious kitchen is truly the heart of the home, featuring a large quartz island, built-in oven and microwave, gas cooktop, stainless steel appliances, plenty of cabinet space, and a walk-in pantry.  Master Bedroom Suite offers a spa-like bathroom with dual vanities, a large walk-in shower, and a custom walk-in closet. The dedicated office with built-in cabinetry provides an ideal work-from-home space. The backyard offers your own private retreat with a heated saltwater pool, covered lanai, outdoor kitchen, pergola, and a fully fenced yard—perfect for relaxing, entertaining, or enjoying Florida's beautiful weather year-round. Additional features include solar panels, luxury laminate flooring throughout the main living areas, a custom wood panel for the TV, a spacious laundry room with built-in cabinets and utility sink, an irrigation system, and a two-car garage with storage racks and an EV charger. Winding Bay enjoy resort-style amenities including a community pool, playground, dog park, and scenic walking paths, all conveniently located near Disney, Horizon West, shopping, dining, and top-rated schools.

15009 Lebeau Loop, Winter Garden

$1,150,000
5 Beds 4 Baths Watermark Ph 1b SubDv. 34787 Zip Code
Welcome to 9225 Holliston Creek Place, an exceptional pool home nestled on a premium corner lot in one of Winter Garden's most sought-after communities. From the moment you arrive, the lush landscaping, side-entry garage, and beautifully maintained exterior set the tone for everything this home has to offer. Step inside and you are immediately greeted by soaring ceilings, an abundance of natural light, and a thoughtfully designed open floor plan that flows seamlessly from the formal living and dining areas into the heart of the home. The spacious kitchen is a true entertainer's dream, featuring generous counter space, ample cabinetry, and a layout that opens directly to the main living area — perfect for gatherings of any size. The dedicated home office is one of the standout features of this property — large, well-appointed, and completely separate from the living spaces, giving you the ideal work-from-home setup or the flexibility to use as a fifth bedroom, playroom, or media room. The primary suite is a private retreat, offering a generous layout, spa-like en suite bathroom with dual vanities, soaking tub, and walk-in shower. Secondary bedrooms are well-sized and thoughtfully positioned for privacy. Step outside and discover your own backyard oasis. The screened pool and lanai area is designed for true Florida living — whether you are taking a morning swim, hosting a weekend cookout, or simply unwinding at the end of the day. The summer kitchen is fully equipped and perfectly positioned to make outdoor entertaining effortless, with everything you need just steps from the pool deck. Being on a corner lot provides additional yard space, extra privacy, and enhanced curb appeal that interior lots simply cannot match. Located in a vibrant, well-established Winter Garden community with easy access to top-rated schools, SR-429, the 408, shopping, dining, and all of Central Florida's best attractions — this one truly checks every box.

9225 Holliston Creek Place, Winter Garden

$916,028
3 Beds 3 Baths Esplanade At Mckinnon Groves SubDv. 34787 Zip Code
Under Construction. What's Special: Dedicated Study | Close to Amenities | Covered Lanai. New Construction - December Completion! Welcome to the Cresta at 17742 Sedona Street in Esplanade at McKinnon Groves! Welcome home to a thoughtfully designed floorplan that balances open-concept living with comfortable private spaces. The spacious great room serves as the heart of the home and flows seamlessly into the dining area and gourmet kitchen, complete with upgraded appliances, abundant cabinetry, and a large center island that is perfect for entertaining. Extended vinyl flooring runs throughout the main living areas, while elegant tray ceilings and 8' interior doors add the perfect touch. Just off the foyer, the study features beautiful French doors, creating an ideal space for a home office. The private primary suite is tucked away at the rear of the home and offers a spacious bedroom, luxurious bath, and generous walk-in closet. Two additional bedrooms, one with an en-suite, and an additional full bathroom provide comfortable accommodations for family or guests. Enjoy indoor-outdoor living with sliding glass doors leading to the covered lanai, perfect for relaxing or gathering with friends. Completing the home is a spacious three-car garage, dedicated laundry room, and a charming courtyard entry that enhances the home's curb appeal. Additional Highlights Include: 42" cabinetry in kitchen and laundry room, and whole house blinds. Photos are for representative purposes only. MLS#O6427570 - Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!

17742 Sedona Street, Winter Garden

$775,000
5 Beds 4 Baths Lakeview Pointe At Horizon West SubDv. 34787 Zip Code
WELCOME TO LAKEVIEW POINTE AT HORIZON WEST! This 5-bedroom, 4-full-bath Pulte Creekview floorplan offers a flexible two-story layout with a downstairs primary suite, upstairs loft, flex room, 3-car garage, and a fully fenced corner-lot backyard. Hardwood flooring extends throughout the first floor, complemented by tray ceilings in the foyer and primary suite, plantation shutters, neutral interior paint, and updated lighting in the flex space and breakfast nook. The open kitchen, café, and family room create a central gathering space, featuring 42-inch maple cabinetry with crown molding and hardware, granite countertops, an oversized island with breakfast bar seating, built-in wall oven and microwave, corner walk-in pantry, and extended cabinetry along the breakfast nook for additional storage. Glass sliders with a remote-controlled window treatment open to the covered, extended screened brick-paver patio overlooking the private fenced yard. The downstairs primary suite includes a tray ceiling, oversized walk-in closet, dual-sink granite vanity, glass-enclosed tiled walk-in shower, and private water closet. Three additional bedrooms are located downstairs, including one adjacent to a full bath with dual-sink granite vanity, while two bedrooms share another full bath. Upstairs, a loft, storage room, fifth bedroom with extensive closet space, and a fourth full bath provide versatile space for guests, work, hobbies, or media use. Recent improvements include interior and exterior paint, two new AC systems installed in 2025, ceiling fans, bathroom mirrors, front door hardware, epoxy-finished garage floor, and overhead garage storage racks. Kitchen appliances, washer, and dryer convey. A transferable Choice Home Warranty is included through May 2027, subject to warranty terms. Lakeview Pointe HOA includes lawn care, irrigation, community pool, fitness center, playground, and additional community amenities. Convenient Horizon West location near Hamlin shopping and dining, SR-429, Winter Garden Village, Walt Disney World Resort, and major Central Florida attractions.

7052 Enchanted Lake Drive, Winter Garden

$525,090
3 Beds 3 Baths Silverleaf Oaks SubDv. 34787 Zip Code
Under Construction. Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Benton bungalow, a brand-new home that includes 3 spacious bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and top-of-the-line Whirlpool stainless steel appliances—including a refrigerator. White cabinetry, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and coat closet. Upstairs, you’ll find the private owner’s suite, two additional bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a frameless glass-enclosed shower, quartz-topped dual vanity, and linen closet. Throughout the first floor, enjoy the beauty of Wood-Look Luxury Vinyl Plank flooring, while tile enhances the laundry room and bathrooms. Plush, stain-resistant Shaw carpet covers the stairs and bedrooms, adding comfort and style. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.

16827 Evermore Alley, Winter Garden

$2,125,000
5 Beds 5 Baths Hickory Hammock Ph 1d SubDv. 34787 Zip Code
Commanding stunning views of Johns Lake, 16038 Johns Lake Overlook Dr rests in the desirable Hickory Hammock community of Winter Garden a lakefront enclave where natural beauty meets elevated, everyday luxury. This is more than a home; it's a lifestyle designed for those who appreciate space, comfort, and the calming presence of water just beyond their windows. Inside, 4,139 square feet unfold across a thoughtful, flexible layout with five bedrooms and five bathrooms. The main level anchors the home with two generous suites, including a refined primary and an oversized guest suite. Each offers serene water views, spa-inspired bathrooms, and a true sense of privacy that makes hosting effortless. Venture upstairs to discover a second secluded primary suite your personal sanctuary. Here, you can wake to panoramic lake views, relax in the garden bath, or step onto your private balcony to take in unforgettable sunsets over the water. The heart of the home is an open concept living area that flows seamlessly into a chef's dream kitchen. Premium appliances, gleaming granite countertops, and custom cabinetry create a space equally suited for quiet mornings and lively gatherings. When it's time to unwind, a dedicated theatre loft provides the perfect setting for movie nights and lazy weekend afternoons. Step outside, and the entertaining possibilities feel endless. The expansive outdoor living area boasts a full outdoor kitchen finished in Brazilian granite, a sparkling pool with an infinity edge hot tub, and multiple spaces for lounging and dining beneath the Florida sky. Just steps away, your covered private boat dock complete with boat and jet ski lifts opens the door to endless days of boating, fishing, and watersports on Johns Lake. For those who love to play, the backyard even includes a 5-hole putting green and a 2-hole chipping green, ideal for sharpening your short game without ever leaving home. Every detail here reflects a rare blend of craftsmanship, comfort, and connection to the water. Surrounded by natural beauty and premium amenities, this property delivers the kind of tranquil lakefront living that so many search for and so few ever find. Opportunities to own a home like this, in one of Winter Garden's most sought after communities, simply don't come along often. Come experience it for yourself, and imagine the life waiting here. Schedule your private showing today before this exceptional retreat is gone!

16038 Johns Lake Overlook Drive, Winter Garden

$537,290
3 Beds 3 Baths Silverleaf Oaks SubDv. 34787 Zip Code
Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Haddock bungalow, a brand-new home that combines modern design and ultimate comfort, featuring 3 spacious bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and top-of-the-line Whirlpool stainless steel appliances—including a refrigerator and vented microwave. Tilden white cabinetry, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and coat closet. Upstairs, you’ll find the private owner’s suite, two additional bedrooms, a second full bathroom, a loft, and a laundry closet. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a frameless glass-enclosed shower, quartz-topped dual vanity, private water closet, and linen closet. Throughout the entire first floor enjoy wood-look luxury vinyl plank flooring, while tile flooring spans the laundry room and bathrooms. Plush, stain-resistant Shaw carpet covers the stairs, loft, and bedrooms, adding comfort and style. Smart home features include a smart thermostat, a smart doorbell, and additional LED downlights—ensuring your home is as connected as it is stunning. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.

16803 Evermore Alley, Winter Garden

$925,000
5 Beds 5 Baths Hamlin Reserve SubDv. 34787 Zip Code
Welcome to this exceptional model home in the highly sought-after Hamlin Reserve, one of Winter Garden’s premier communities. Perfectly positioned on a desirable corner homesite, this beautifully designed two-story residence offers the ideal combination of luxury, functionality, and lifestyle. One of the home’s most valuable features is the private detached apartment above the two-car garage, complete with its own full bathroom. This versatile space is perfect as an in-law suite, private guest quarters, home office, fitness studio, or an ideal retreat for extended family and visitors—allowing everyone to enjoy their own space while preserving the privacy of the main residence. Inside the main home, you’ll find elegant hardwood flooring throughout the main living areas, custom built-in cabinetry in the family room, and a luxurious primary suite designed for comfort and relaxation. The chef-inspired kitchen showcases 42” painted linen upper cabinetry with espresso maple lower cabinets, an oversized quartz island with pendant lighting, designer tile backsplash, quartz countertops, and premium stainless steel gas appliances, creating the perfect space for everyday living and entertaining. Step outside to your private backyard oasis featuring a covered lanai, fenced yard, and sparkling pool—ideal for enjoying Florida’s year-round outdoor lifestyle. Residents of Hamlin Reserve enjoy outstanding community amenities including a private clubhouse, resort-style pool, walking trails, parks, open green spaces, and a dog park. Located in the heart of Winter Garden, consistently recognized as one of the most desirable places to live in the Orlando area, this home offers access to top-rated schools, exceptional restaurants, shopping, entertainment, and the vibrant Hamlin Town Center. Just minutes from Walt Disney World, major highways, and Orlando’s world-class attractions, this location offers the perfect balance of convenience, recreation, and community living. This is more than a home—it’s a lifestyle opportunity. Schedule your private showing today.

15367 Shonan Gold Drive, Winter Garden

$936,063
4 Beds 5 Baths Esplanade At Mckinnon Groves SubDv. 34787 Zip Code
Under Construction. What's Special: Dedicated Home Office | Flat Lot. New Construction - December Completion! Welcome to the Bradley at 11341 Bourbon Rose Circle in Esplanade at McKinnon Groves! This home features an open-concept layout with a bright great room, dining area, and gourmet kitchen. The private primary suite offers a relaxing retreat with an elegant bathroom and generous walk-in closet, while three secondary bedroom suites provide comfort and privacy for guests. A versatile flex room adds extra space for a home office, hobby room, or lounge, and the covered lanai extends living outdoors for seamless indoor-outdoor enjoyment. A three-car garage and laundry room complete the home. Additional Highlights Include: Tray ceiling package, shower in place of tub in bath three and four, pool pre-wire, and outdoor kitchen rough-in. Photos are for representative purposes only. MLS#O6427362 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!

11341 Bourbon Rose Circle, Winter Garden

$570,000
4 Beds 3 Baths Hamlin Pointe SubDv. 34787 Zip Code
Welcome to this beautiful like-new residence in the highly desirable Hamlin Pointe community, located in the heart of Hamlin/Horizon West, one of the fastest-growing and most sought-after areas in Central Florida. Thoughtfully designed for modern living, this home offers 4 bedrooms, 3 full bathrooms, and a spacious loft, providing flexibility for families of all sizes. The first-floor bedroom is ideal for guests, multigenerational living, or a private home office. Upstairs, you'll find the remaining bedrooms, including the spacious primary suite featuring abundant natural light, a large walk-in closet, and a private en-suite bathroom. A charming covered front porch welcomes you into a bright, open-concept floor plan with generous living and dining areas, perfect for both everyday living and entertaining. The contemporary kitchen is beautifully appointed with wood cabinetry, a large center island, breakfast bar, and a complete stainless steel appliance package, combining style, elegance, and functionality. The location is simply exceptional. Just minutes from Hamlin Town Center, you'll enjoy an outstanding selection of restaurants, cafés, shopping, grocery stores, fitness centers, and entertainment, including Cinépolis Luxury Cinemas. The home is also conveniently located near Orlando Health Horizon West Hospital, the new OCOM campus, top-rated schools, SR-429, Walt Disney World, Orange County National Golf Center, and the future Surf Park, making daily commuting and recreation effortless. This move-in-ready home combines modern design, an unbeatable location, and exceptional value in one of Winter Garden's most desirable communities. Don't miss this incredible opportunity to make this exceptional property your new home!

16968 Hamlin Oasis Loop, Winter Garden

$659,000
5 Beds 4 Baths Winding Bay Ph 3 SubDv. 34787 Zip Code
A RARE FIND IN THE HIGHLY DESIRABLE WINDING BAY COMMUNITY! This beautifully designed home offers the perfect blend of comfort, flexibility, and income potential. One of its most impressive features is the FULLY EQUIPPED PRIVATE ONE-BEDROOM APARTMENT ABOVE THE GARAGE with its own private entrance, spacious living room, full kitchen, private bedroom, walk-in closet, laundry area, and full bathroom. The apartment is CURRENTLY TENANT-OCCUPIED, providing immediate rental income for the next owner while also offering incredible flexibility as a guest suite, multigenerational living space, or a completely private home office. The main residence features 4 spacious bedrooms and 2.5 bathrooms, with the PRIMARY SUITE CONVENIENTLY LOCATED ON THE FIRST FLOOR, offering comfort and privacy. The open-concept floor plan showcases elegant tile flooring throughout the main living areas, premium carpeting upstairs, 8-foot interior doors, upgraded lighting, and abundant natural light that creates a warm and inviting atmosphere. A standout architectural feature is the CHARMING SECOND-FLOOR FRONT PORCH, the perfect place to enjoy your morning coffee, unwind in the evenings, or simply relax while taking in the peaceful neighborhood views. Residents of Winding Bay enjoy resort-style amenities, including a community pool, splash pad, playground, and dog park, all with a low HOA fee. Ideally located just minutes from SR-429, approximately 10 minutes from Walt Disney World, and close to Horizon West Town Center, shopping, dining, and Orlando International Airport, this home is also zoned for highly rated schools. Whether you're looking for a primary residence with built-in rental income, a home designed for multigenerational living, or the convenience of a private apartment for guests or a dedicated workspace, this exceptional property truly offers the best of Central Florida living.

15068 Lebeau Loop, Winter Garden

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