Winter Garden Homes for Sale

Winter Garden Homes for Sale

Welcome to Winter Garden, Florida—a vibrant city that perfectly blends small-town charm with modern amenities. Nestled just a short drive from the bustling attractions of Orlando, Winter Garden offers a picturesque setting surrounded by lush landscapes and serene lakes. Known for its rich history, the city boasts a delightful downtown area filled with quaint shops, delightful eateries, and a lively farmer's market that draws locals and visitors alike.

Winter Garden is not just a beautiful place to visit; it’s also an exceptional place to call home. With a variety of homes for sale, you’ll find options that cater to all lifestyles and budgets. From charming single-family homes in family-friendly neighborhoods to luxurious waterfront properties, Winter Garden’s real estate market has something for everyone. The city is renowned for its excellent schools and strong sense of community, making it an ideal location for families looking to settle down.

The real estate market in Winter Garden is thriving, with new developments and established homes alike. Whether you’re searching for a cozy bungalow or a spacious modern home with all the latest amenities, you’ll discover that Winter Garden offers a diverse selection of properties to fit your needs.

With its beautiful parks, scenic trails, and a calendar filled with community events, Winter Garden invites you to experience a lifestyle that balances relaxation and recreation. Explore the homes for sale in this enchanting city and discover why Winter Garden is the perfect place to create lasting memories. Your dream home awaits!

Newest Winter Garden Homes for Sale

$514,900
4 Beds ⋅ 3 Baths ⋅ Summerlake Grvs SubDv. ⋅ 34787 Zip Code
Virtually Staged. ~Seller may consider buyer concessions if made in an offer~Perfectly situated in sought-after Summerlake Groves of Winter Garden, this BEAUTIFULLY MAINTAINED 4-bedroom, 2.5-bath two-story home offers a light and bright OPEN CONCEPT floor plan, over 2,000 SQUARE FEET of living space, a convenient rear-entry garage and the peace of mind that comes with a home built in 2018. MOVE-IN READY and thoughtfully designed for comfortable family living, this home combines everyday functionality with the lifestyle that makes Winter Garden such a desirable place to call HOME. Step inside to find easy-care CERAMIC TILE FLOORS throughout the main living areas and an inviting flow from the spacious Living Room into the Kitchen and Dining area. An abundance of windows fills the Living Room with NATURAL LIGHT, while the open sight lines make gathering with family or entertaining friends effortless. At the heart of the home, the Kitchen overlooks the living space and features GRANITE COUNTERTOPS, stainless steel appliances, a closet pantry and a generous ISLAND with BREAKFAST BAR SEATING and room for counter-height stools. Just beyond, the bright Dining area offers sliding glass door access to the COVERED BRICK-PAVER PATIO, creating an easy transition for morning coffee, weekend cookouts or relaxing outdoors. Upstairs, the PLUSH CARPETED BEDROOMS provide a comfortable retreat away from the main living spaces. The spacious Primary Suite features a decorative TRAY CEILING, DUAL WALK-IN CLOSETS and a private en-suite bath with dual sinks, STEP-IN SHOWER and private WATER CLOSET. Three additional Bedrooms offer plenty of room for family, guests, a home office or hobbies, with some Bedrooms featuring their own WALK-IN CLOSETS. A second Full Bath has been recently retiled, and the conveniently located second-floor Laundry Room comes with a UTILITY TUB and includes the WASHER and DRYER. Outside, the BRICK-PAVER DRIVEWAY and REAR-ENTRY GARAGE add curb appeal while keeping the front of the home welcoming and attractive. Summerlake Groves offers a wonderful FAMILY-FRIENDLY atmosphere with a LOW HOA and amenities designed for enjoying the Florida lifestyle, including a clubhouse, RESORT-STYLE POOL, playground, dog park and TENNIS COURTS. Community events and SEASONAL FESTIVITIES create even more opportunities to get to know your neighbors and enjoy where you live.The Winter Garden location is hard to beat, with DISNEY WORLD just minutes away and HAMLIN TOWN CENTER nearby for shopping, dining and everyday conveniences. Spend the weekend exploring local parks, enjoying the WEST ORANGE TRAIL, grabbing dinner in Hamlin or heading to the nearby attractions. Zoned for EXCELLENT SCHOOLS and surrounded by the shopping, dining, recreation and entertainment that make Winter Garden so popular, this home provides the ideal combination of comfort, community and convenience. Well maintained, MOVE-IN READY, NEWER CONSTRUCTION and perfectly positioned in one of Winter Garden’s most sought-after areas — this is the one you’ve been waiting for! Call today to schedule your private showing and make Summerlake Groves your next HOME.

8016 Sweet Orange Avenue, Winter Garden
$2,600,000
6 Beds ⋅ 6 Baths ⋅ Summerlake Pd Ph 3a SubDv. ⋅ 34787 Zip Code
**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 7693 Green Mountain Way in Winter Garden, an impressive two-story lakefront home offering 6 bedrooms, 6 bathrooms, dual primary suites, a spacious loft, balcony, and multiple indoor and outdoor living areas. Designed to accommodate both everyday living and large-scale entertaining, this expansive residence combines flexible living spaces with standout waterfront amenities and scenic lake views. The interior provides an abundance of space across two levels, highlighted by two primary bedrooms that offer added flexibility for multigenerational households, extended guests, or those who simply prefer multiple private retreats. Four additional bedrooms and six full bathrooms provide generous accommodations throughout the home. A large loft adds another dedicated living area that can easily function as a media room, game room, secondary family room, or entertainment space. The balcony extends the living area outdoors and provides another inviting place to unwind while taking in the surrounding views. Multiple gathering areas throughout the home allow plenty of room for entertaining while still providing separation and privacy when desired. The outdoor spaces are designed to make the most of the home's scenic lakefront setting. A welcoming front porch adds curb appeal, while the rear of the home opens to a covered patio, spacious deck, and outdoor kitchen, creating a well-equipped setting for dining, grilling, and entertaining. The centerpiece is the in-ground infinity pool and spa overlooking the lake, where the water's edge blends beautifully with the waterfront backdrop. With dedicated areas for cooking, lounging, swimming, and gathering, the combination of the outdoor kitchen, covered patio, deck, infinity pool, spa, and expansive lake views creates a resort-inspired outdoor retreat ideal for both everyday relaxation and entertaining. Situated in Winter Garden, the property offers access to a vibrant Central Florida community known for its parks, recreational opportunities, shopping, dining, and convenient connections to major roadways and Orlando-area destinations. With six bedrooms, dual primary suites, six bathrooms, a loft, balcony, expansive outdoor living areas, and a lakefront infinity pool and spa, 7693 Green Mountain Way delivers exceptional space, flexibility, and waterfront living in one impressive property

7693 Green Mountain Way, Winter Garden
$699,000
4 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 1a SubDv. ⋅ 34787 Zip Code
Experience refined Florida living in this impeccably maintained single-story 4BD/3BA residence set on an oversized corner lot in the prestigious Waterleigh community. Thoughtfully designed interiors blend elegance with comfort, highlighted by rich finishes, abundant natural light, and a seamless open layout. The gourmet kitchen showcases espresso cabinetry, granite surfaces, a striking center island, modern lighting, stylish backsplash, and a spacious pantry — all appliances included. The primary suite offers a serene retreat with luxury vinyl plank flooring, tray ceiling, quartz dual vanities, a soaking tub, glass-enclosed shower, and an expansive walk-in closet. Step outside to a private oasis featuring a covered screened lanai, brick patio, and a fully fenced yard ideal for quiet relaxation or elevated entertaining. Additional enhancements include a Ring security system, upgraded blinds, garage storage systems, and specialty garage flooring. Just a short stroll from a resident-exclusive clubhouse with a zero-entry pool, fishing pier, lake views, and sand volleyball. Waterleigh’s resort-style amenities elevate daily living with three pools, two fitness centers, tennis and basketball courts, mini golf, splash pad, dog parks, and scenic trails. HOA includes lawn care, irrigation, and tree maintenance. Located near top-rated schools, a nearby fire station, golf, and evening Disney fireworks views, this smoke-free, pet-free home delivers luxury, convenience, and lifestyle in one of Winter Garden’s most coveted communities.

8711 Eden Cove Drive, Winter Garden
$435,000
8 Beds ⋅ 3 Baths ⋅ Twin City Dev Co Sub SubDv. ⋅ 34787 Zip Code
8 bedrooms. 3 full baths. Approximately 1,750 SF. Just blocks from Plant Street. Space and location set this property apart. Offering 8 bedrooms and 3 full baths across approximately 1,750 SF, the home sits on a 9,431 SF fully fenced lot—a combination of interior space and land increasingly difficult to find this close to Historic Downtown Winter Garden. Built in 1925 and sold as-is, the home presents an opportunity to update and personalize to your own vision. The flexible room count provides options for bedrooms, guest space, home offices, or additional living needs, while the generous 75' x 125' lot leaves plenty of outdoor space to create a garden, entertaining area, or backyard retreat. No HOA, city utilities, and R-2 zoning add to the property's flexibility and long-term appeal. Location is the part that cannot be renovated. Enjoy being just blocks from Plant Street, the Saturday farmers market, restaurants, cafés, shops, entertainment, and the West Orange Trail, with Lake Apopka, SR-429, and Florida's Turnpike conveniently nearby. Currently income producing, the property offers the flexibility to maintain its existing rental use or be delivered vacant upon request. 8 Bedrooms. 3 Full Baths. Approx. 1,750 SF. 0.22 Acres. 9,431 SF Lot. 75' x 125'. No HOA. Bring your vision and make the space your own in a location that's increasingly difficult to replicate. Schedule your private showing today.

208 3rd Street, Winter Garden
$849,988
4 Beds ⋅ 3 Baths ⋅ Lake Cove Pointe 46/58 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this beautifully maintained custom home located in the gated community of Lake Cove Pointe, within the Winter Garden Golf Cart District. Conveniently located just minutes from Historic Downtown Winter Garden, this home offers easy access to dining, shopping, theater, entertainment, and local avente. A paver driveway and path lead to the charming front porch and welcoming entry. Inside, this nearly 2, 400-square-foot home features 4 bedrooms, 3 full baths, and a spacious three-way split floor plan designed for comfort and privacy. The main living areas feature attractive wood-look ceramic tile, with carpet in the family room and bedrooms. The well-appointed kitchen offers white cabinetry, beautiful countertops, and glass-pane display cabinets for added character and storage. The spacious Owner's Suite includes custom closets, a comfortable sitting area, and French doors leading to the screened-in patio. The Owner's Bath features a large shower and freestanding soaking tub. Enjoy Florida outdoor living from the screened-in patio, complete with a convenient wet bar and sink, making it an ideal space for entertaining or relaxing. The property also offers an immaculate two-car garage with new epoxy flooring, plus a separate third golf cart garage/workshop combination, providing excellent flexibility for golf cart storage, hobbies, or additional workspace. Recent updates include a 2019 roof, 2019 A/C, a Rheem 60-gallon hybrid water heater installed approximately nine months ago, and lifetime garage door springs !installed approximately last summer. Located in a desirable gated community and close to Historic Downtown Winter Garden, this well-maintained home combines a thoughtful floor plan, attractive updates, excellent garage space, and convenient access to all that Winter Garden has to offer.

427 Tierra Verde Lane, Winter Garden
$795,000
5 Beds ⋅ 4 Baths ⋅ Wintermere Pointe SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully renovated residence with an additional den, approximately 3,197 square feet of living space, and a two-car garage. Situated on an oversized 0.29-acre lot in the gated Wintermere Pointe community, this impressive home combines generous living areas with stylish contemporary upgrades. Upon entering, you are welcomed by a bright, open interior featuring fresh neutral colors, crown molding, updated lighting, and attractive flooring throughout the main living areas. The spacious floor plan provides multiple areas for entertaining, dining, working from home, or simply relaxing. The centerpiece of the home is the completely redesigned kitchen. It features extensive shaker-style cabinetry, dramatic stone countertops, a subway-tile backsplash, under-cabinet lighting, stainless-steel appliances, double wall ovens, a contemporary range hood, and an oversized waterfall island offering abundant workspace and storage. A built-in window seat and additional cabinetry add both character and functionality. A separate beverage area with cabinetry, a wine rack, and beverage refrigerators provides an ideal space for entertaining. The kitchen opens naturally to the expansive living and dining areas, creating an inviting atmosphere for everyday living and gatherings. Large windows and sliding glass doors bring in natural light and provide convenient access to the outdoor living area and spacious backyard. The first-floor den offers flexible space that may be used as a home office, study, media room, or guest retreat. The home’s four bedrooms and three bathrooms provide comfortable accommodations, while the thoughtfully designed layout offers both privacy and versatility. Additional highlights include updated stair finishes, recessed lighting, modern ceiling fans, decorative wall accents, generous storage, a long driveway, and an attached two-car garage. The mature landscaping, palm trees, well-maintained lawn, and attractive stucco exterior create excellent curb appeal. Conveniently located near Winter Garden Village, shopping, dining, entertainment, and major roadways—including State Road 429, Florida’s Turnpike, and State Road 408—this move-in-ready home offers space, style, and accessibility in one of Winter Garden’s established gated communities. Schedule your private showing and experience everything this beautifully updated Winter Garden home.

2157 Wintermere Pointe Drive, Winter Garden
$749,000
5 Beds ⋅ 4 Baths ⋅ Bronsons Lndgs F & M SubDv. ⋅ 34787 Zip Code
Welcome to 2027 Rickover Place, located in the highly desirable gated community of Bronson’s Landing in Winter Garden! This beautiful home offers a spacious and versatile floor plan designed for both comfortable everyday living and entertaining. The home features split living spaces, providing flexibility and plenty of room to spread out. Upstairs, you'll find a spacious loft that can easily be transformed into a home office, media room, game room, playroom, or additional living area—the possibilities are endless. A three-car garage provides ample space for vehicles, storage, or hobbies. Bronson’s Landing offers an inviting, well-maintained neighborhood setting with a welcoming community atmosphere, creating a wonderful place to enjoy all that Winter Garden has to offer. Enjoy the convenience of being just minutes from Winter Garden Village, with an abundance of shopping, dining, and entertainment nearby. Easy access to SR-429 makes traveling throughout Central Florida convenient, while the home’s location near area schools adds to its appeal. With its gated community, flexible living spaces, three-car garage, and fantastic Winter Garden location, this home has so much to offer. Schedule your private showing today!

2027 Rickover Place, Winter Garden
$545,000
3 Beds ⋅ 2 Baths ⋅ Vinings Add Winter Garden SubDv. ⋅ 34787 Zip Code
Discover this beautifully maintained 4-bedroom, 2-bath home nestled in the heart of historic Winter Garden. Featuring a spacious open floor plan with approximately 1,774 square feet of living space, this home offers generous living and dining areas ideal for everyday living and entertaining. The kitchen provides ample cabinet and counter space and opens seamlessly to the main living area. The split-bedroom layout offers privacy for the primary suite, while the additional bedrooms provide flexibility for family, guests, or a home office. Enjoy the convenience of an attached two-car garage, central air conditioning, and a large fenced backyard with plenty of room for outdoor entertaining, gardening, or pets. Located just minutes from Historic Downtown Winter Garden, you'll enjoy easy access to award-winning restaurants, boutique shopping, the West Orange Trail, the Winter Garden Farmers Market, and numerous community events throughout the year. Conveniently located near SR-429, the Florida Turnpike, Downtown Orlando, major employers, and world-renowned theme parks. No HOA makes this an outstanding opportunity for homeowners and investors alike.

300 S Woodland Street, Winter Garden
$275,000
4 Beds ⋅ 1 Baths ⋅ Joe Louis Park SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome home to this quaint WINTER GARDEN gem, offering thoughtful updates throughout the property! It is freshly painted inside and out, and this inviting 4-bedroom, 1-bath home is move-in ready and waiting for its next homeowner. Updated vinyl flooring is installed throughout the home for creating a modern feel and easy maintenance. The bright kitchen features updated white cabinets, granite countertops, and new stainless appliances, creating a stylish but functional space. Additional updates include a newer water heater, updated HVAC, and new washer and dryer in the laundry closet. Utilize one of the four bedrooms as a a home office, home gym or hobby space. Conveniently located in desirable Winter Garden a historic citrus community located west of Orlando featuring brick-lined streets, unique local dining spots, and access to a variety of ecotourism and recreation. Call today to schedule your tour of this affordable opportunity to live in Central Florida. All information within the listing is intended to be correct and should be independently verified by buyer and buyer's agent(s).

1422 Basin Street, Winter Garden
$959,990
5 Beds ⋅ 4 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code
Under Construction. .

12534 Gold Honeysuckle Street, Winter Garden
$909,990
5 Beds ⋅ 4 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code
Under Construction. .

12529 Gold Honeysuckle Street, Winter Garden
$910,000
3 Beds ⋅ 3 Baths ⋅ Del Webb Oasis SubDv. ⋅ 34787 Zip Code
Built to Impress. Upgraded to Perfection. Welcome to Del Webb Oasis. From the moment you step through the craftsman-style entry onto hardwood floors that run seamlessly through every living space, it becomes clear that every decision in this home was made with intention — and that intention was excellence. Through French glass doors, a private den with tray ceiling offers the quiet focus space today's buyer genuinely needs. Then the kitchen stops you cold. A dramatic galley-style gourmet space with rich wood cabinetry stacked to the ceiling, quartz countertops, gas cooktop with vented hood, built-in wall oven, stainless appliances and a scalloped tile backsplash that earns its own admiration. It connects directly to the side bar — wine refrigerator, diamond-lattice wine rack, quartz countertops and matching backsplash — making the entertaining potential here truly exceptional. The great room beneath soaring double tray ceilings flows naturally through wall-to-wall sliding glass doors to the screened lanai, where a full summer kitchen with granite countertops, built-in grill, stainless hood, refrigerator and sink overlooks a lush conservation backdrop and an oversized fenced yard that is genuinely rare in this community. The primary suite is a proper sanctuary — tray ceiling, dual closets and a spa-caliber ensuite with a dual-sink charcoal vanity, quartz countertops and a floor-to-ceiling tiled walk-in shower with dual shower heads, built-in bench, decorative accent and mosaic tile floor. Two well-proportioned additional bedrooms, a full bath, a polished powder room and a laundry room with cabinetry, utility sink, and full-size washer and dryer complete the picture. Smart home technology, custom water filtration and just off the garage entry, a custom built-in drop zone with beadboard detail, bench, hooks, and shelving creates the perfect transition from the garage into the home — organized, intentional, and exactly where it should be. Now — the address. Del Webb Oasis is not just a community; it's a destination. A boutique, gated 55+ enclave in the heart of Winter Garden, just 2 miles from Disney — close enough that on some evenings, the fireworks are yours to watch from the neighborhood. The 12,000-square-foot clubhouse features a coffee bar, wine lockers, lounge, fitness center, yoga and aerobics studio, arts and crafts room, billiards room, and an indoor-outdoor bar and tavern. Outside: a zero-entry resort pool with lap lanes, spa, cabanas, pickleball and tennis courts, bocce ball, community garden, fire pit, and walking paths. The HOA covers exterior maintenance,and internet — because the only thing on your schedule here is living well. Winter Garden itself offers award-winning Saturday farmers markets, boutique dining on Plant Street, West Orange Trail access, and a charming downtown that genuinely feels like a small town despite being minutes from every major Central Florida corridor.

15084 Canopy Cover Drive, Winter Garden
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