Winter Garden Homes for Sale

Winter Garden Homes for Sale

Winter Garden, located in Orange County, Florida, is a vibrant city that offers a charming mix of history, natural beauty, and modern amenities. Known for its small-town charm and friendly atmosphere, Winter Garden is a popular destination for families, professionals, and retirees alike.

Situated in the heart of the Sunshine State, Winter Garden enjoys a warm and pleasant climate year-round, making it an ideal place to call home. The city is conveniently located just 14 miles west of downtown Orlando, providing easy access to the city's bustling job market, entertainment options, and world-class attractions.

One of the key highlights of Winter Garden is its diverse range of homes for sale. Whether you're looking for a cozy bungalow, a spacious single-family home, or a luxurious estate, Winter Garden has something to suit every taste and budget. The city boasts a mix of historic homes with unique architectural styles and newer developments with modern amenities.

In addition to its housing options, Winter Garden offers a range of recreational activities and amenities. The city is home to numerous parks, including the popular West Orange Trail, a 22-mile paved trail perfect for walking, jogging, or biking. Residents can also enjoy the charming downtown area, which features a variety of shops, restaurants, and entertainment venues.

With its prime location, friendly community, and diverse housing options, Winter Garden is a city that truly has it all. Whether you're looking to raise a family, start a new career, or enjoy your retirement, Winter Garden is the perfect place to find your dream home.

Newest Winter Garden Homes for Sale

6123 Flowering Cherry Bend, Winter Garden
$844,073
6 Beds ⋅ 5 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
Under Construction. Discover the Anna Maria with Bonus in Avalon Woods! This two-story home offers 6 bedrooms, 4 full bathrooms, 1 half bathroom, and approximately 3,412 square feet of living space. The main level features a spacious great room, dining area, kitchen, and a private primary suite with a walk-in closet and bath. Upstairs, enjoy a versatile bonus room and additional bedrooms and bathrooms. A two-car garage adds everyday convenience. Community amenities include a park, playground, and trails. Conveniently located near shopping, dining, and major roadways in Winter Garden. Pricing, features, and availability are subject to change; confirm details with the builder.

6123 Flowering Cherry Bend, Winter Garden
6129 Flowering Cherry Bend, Winter Garden
$748,018
4 Beds ⋅ 3 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
Under Construction. Welcome to a home designed for easy everyday living in Avalon Woods. This single-story Anna Maria, Elevation B, offers four bedrooms and three full bathrooms across 2,235 heated square feet. A welcoming covered front porch leads into an open layout where the family room, dining area and Gourmet Kitchen bring everyone together. Prepare a favorite meal at the spacious kitchen island, with a built-in oven, cooktop and range hood close at hand, then settle in for a relaxed evening with room to spread out. The primary suite offers a quiet retreat with a spa-style shower, while three additional bedrooms provide flexibility for guests, work or hobbies. Laminate flooring adds warmth to the main living areas, with carpeted bedrooms and tile in the bathrooms. Open the sliding glass doors to the covered rear lanai and enjoy a morning coffee or an unhurried weekend. A dedicated indoor laundry room and attached two-car garage add everyday convenience. Discover the comfort and possibilities of Avalon Woods in Winter Garden. Schedule a visit to the community model home. Sample Image.

6129 Flowering Cherry Bend, Winter Garden
12542 Encore At Ovation Way, Winter Garden
$669,000
4 Beds ⋅ 4 Baths ⋅ Encore/Ovation Ph 3 SubDv. ⋅ 34787 Zip Code
Fall in love with this 4-bedroom, 3.5-bath, 2,781 square foot home with 2-car ally-load garage. This versatile plan will wow you the minute you enter, with its impressive 2-story foyer. A bedroom with its own full bath is located up front, creating the perfect spot for guest, in-laws, or perhaps a home office. The chef of the home won’t feel ostracized in this kitchen; the family room, kitchen, and dining room are all open to each other, creating a perfect spot for family hangouts or weekend entertaining, keeping everyone in the mix. Enjoy a covered lanai located on the side of the home through the oversized sliding glass door. Head upstairs to find three more bedrooms and a loft. The loft is the perfect space for movie night, game day, or just a second hangout. It separates the owner’s suite in the back of the home from the secondary bedrooms, giving everyone the privacy, they deserve. The owner’s suite features two very impressive sized walk-in closets and a bathroom to match. You’ll be happy this Horizon West new home is built with features that meet the Energy Star® 3.1 home building requirements, saving you on the cost of ownership. It’s also backed by M/I Homes' industry leading 10-Year Transferable Warranty. Contact us today before it’s gone!

12542 Encore At Ovation Way, Winter Garden
665 Canopy Estates Drive, Winter Garden
$1,499,900
5 Beds ⋅ 5 Baths ⋅ Canopy Oaks Ph 1 SubDv. ⋅ 34787 Zip Code
Virtually Staged. EXCEPTIONAL LUXURY IN THE HEART OF WINTER GARDEN! Welcome to this stunning 5-bedroom, 4.5-bathroom pool home nestled within Canopy Oaks, an exclusive, Parade of Homes award-winning gated community featuring just 49 residences. This beautifully upgraded Lockhart II model delivers an exceptional blend of elegance, comfort, and sophistication, featuring TWO luxurious primary suites, one on each floor, a 3-car garage, and private front and rear balconies. Step through the magnificent arched double doors into a breathtaking two-story foyer, where timeless architectural details and modern finishes set the tone. The thoughtfully designed interior showcases a versatile office or flex space, an exquisite wine cellar with authentic Chicago brick flooring, and a gourmet kitchen featuring a 5-burner natural gas cooktop and oversized island. A beautiful wooden staircase with custom forged-iron railings leads upstairs to generously sized bedrooms, a spacious primary suite with an impressive walk-in closet, and a dedicated home theater complete with a movie projector. RECENT UPGRADES includes 2025 A/C system, contemporary light fixtures, updated countertops, fresh interior paint, new downstairs flooring, custom closets, and a beautifully remodeled backyard. Step outside into your private retreat, featuring a sparkling pool and an inviting setting for entertaining or unwinding. LOCATION IS EVERYTHING! Just minutes from Winter Garden Village and Historic Downtown Winter Garden, enjoy convenient access to premier shopping, exceptional dining, and entertainment. With easy connections to Florida’s Turnpike, SR 429, SR 408, and Highway 50, the best of Central Florida is within easy reach. Luxury, exclusivity, and an unbeatable location come together in one extraordinary home. Schedule your private showing today!

665 Canopy Estates Drive, Winter Garden
8154 Common Teal Court, Winter Garden
$645,000
4 Beds ⋅ 3 Baths ⋅ Summerlake Pd Ph 4b SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to 8154 Common Teal Court, a beautiful home in Winter Garden’s sought-after Summerlake community, where comfortable living and thoughtful design come together. Built in 2019, this single-story residence offers 4 bedrooms, 3 bathrooms, and 2,281 square feet of living space, with a collection of upgrades selected from the very beginning. The open floor plan connects the main living areas, creating a bright, welcoming space that feels just as comfortable for everyday living as it does for entertaining. The kitchen is a standout, featuring upgraded luxury cabinetry and finishes that bring a refined touch to the heart of the home. A spacious primary suite and well-appointed additional bedrooms complete the interior. Outside is where this home takes on a character of its own. Added after construction, the expansive custom deck extends beyond the covered lanai, offering plenty of room to entertain, dine outdoors, or simply unwind. And the sunsets? They're something special. With beautiful sunset views right from the deck, it's easy to imagine this becoming a favorite spot to end the day. The property also features a NEW roof (2025), and solar panels, which will be paid off by the seller at closing. Summerlake is known for its inviting neighborhood atmosphere and community amenities, including a resort-style pool, fitness center, parks, and recreational spaces. Just minutes away, the Hamlin district offers a growing collection of restaurants, shops, entertainment, and everyday conveniences. Downtown Winter Garden, major roadways, and Orlando's attractions are also within easy reach. Between the upgraded interiors, the outdoor living space, and those beautiful evening views, 8154 Common Teal Court has a lot to offer in one of Winter Garden's most desirable locations.

8154 Common Teal Court, Winter Garden
Winter Garden
$239,900
3 Beds ⋅ 1 Baths ⋅ Bay St Park SubDv. ⋅ 34787 Zip Code
Welcome to Winter Garden! This charming 3-bedroom home offers 815 square feet of comfortable living space and is full of updates. The beautifully renovated kitchen features shaker cabinetry, granite countertops, and a stylish stacked stone backsplash. Fresh interior and exterior paint give the home a clean, refreshed feel. TILE THROUGHOUT! NO CARPET! The roof was replaced in 2023, offering added peace of mind. A one-car carport provides convenient covered parking. Enjoy the freedom of NO HOA and a convenient location just a short stroll to Zanders Park & minutes from Plant Street and historic downtown Winter Garden, with its popular restaurants, shopping, entertainment, farmers market, and West Orange Trail. Whether you're a first-time buyer, downsizing, or looking for an investment opportunity, this home is worth a look! Do not miss this opportunity, schedule your private tour today!!!

Winter Garden
159 9th Street, Winter Garden
$369,900
3 Beds ⋅ 2 Baths ⋅ Loveless J S Add 01 SubDv. ⋅ 34787 Zip Code
Enjoy the best of Winter Garden living in this beautifully built 2024 home! This property features 3 bedrooms, 2 bathrooms, with 1,188 square feet of thoughtfully designed living space. The home features an open-concept floor plan that creates a bright and welcoming atmosphere with LPV throughout. The spacious kitchen is the heart of the home, showcasing a large island, shaker cabinetry, granite countertops, and stainless steel appliances. The primary suite has a spa-like feel with en-suite bathroom and walk-in closet. Enjoy the convenience of a one-car garage and a covered patio, perfect for relaxing outdoors. NO HOA! Ideally located near all that downtown Winter Garden has to offer, including shopping, dining, entertainment, and the popular West Orange Trail. Modern construction, a convenient location, and the freedom of no HOA make this home one you won't want to miss!

159 9th Street, Winter Garden
14347 Braemar Street, Winter Garden
$493,000
4 Beds ⋅ 3 Baths ⋅ Highland Ridge SubDv. ⋅ 34787 Zip Code
Built in 2024 by Meritage Homes, this pristine 4-bedroom, 2.5-bathroom bungalow in Horizon West’s Highland Ridge delivers energy-efficient modern living at its finest. The open-concept first floor boasts high ceilings, durable tile flooring, and a chef’s kitchen equipped with a large prep island, solid-surface counters, 42” cabinetry, and stainless steel appliances. All 4 bedrooms and the laundry room are conveniently located upstairs, headlined by a primary retreat with an oversized walk-in closet and dual-sink ensuite bath. Built with advanced spray-foam insulation, high-performance windows, and smart features for peak comfort and utility savings. Enjoy community pool access, cabana, and tot lot, with immediate proximity to SR-429, Flamingo Crossings shopping and dining, top-rated schools, and Walt Disney World.

14347 Braemar Street, Winter Garden
10067 Austrina Oak Loop, Winter Garden
$1,150,000
6 Beds ⋅ 5 Baths ⋅ Watermark Ph 4 SubDv. ⋅ 34787 Zip Code
Welcome home this beautifully renovated 6-bedroom, 5-bathroom home offering 4,305 sq. ft. of stylish living in a desirable Winter Garden community. Features include elegant first-floor porcelain tile, an updated kitchen with quartz countertops, a smart cooktop, and decorative glass cabinetry. The spacious primary suite boasts a custom-built walk-in closet. Enjoy Florida living in the outdoor oasis featuring a gazebo and built-in fire pit seating area. A three-car split garage provides ample parking and storage. Residents enjoy two community pools and a playground. Freshly updated and move-in ready, this exceptional home offers comfort, style, and space for the whole family!

10067 Austrina Oak Loop, Winter Garden
8877 Lakeshore Pointe Drive, Winter Garden
$650,000
4 Beds ⋅ 4 Baths ⋅ Lakeshore Preserve Ph 1 SubDv. ⋅ 34787 Zip Code
Welcome to this stunning, completely remodeled home in beautiful Winter Garden! Offering 4 spacious bedrooms, 3.5 luxurious bathrooms, and a separate guest house. This exceptional property combines elegance, comfort, and versatility. The home features a gorgeous interior courtyard, creating a beautiful private setting perfect for relaxing or entertaining. Inside, you’ll find soaring ceilings throughout, an elegant and inviting living space, and a chef-inspired kitchen equipped with state-of-the-art appliances and exquisite finishes. The spacious bedrooms include comfort and privacy, while the luxurious primary suite features a spa-inspired bathroom with a beautiful soaking tub, an elegant walk-in shower, and generous closet space. Every detail has been thoughtfully designed to create an elegant yet welcoming atmosphere. With its complete renovation, stunning architectural features, private courtyard, and separate guest residence, this extraordinary Winter Garden home offers a truly special living experience.

8877 Lakeshore Pointe Drive, Winter Garden
8900 Sonoma Coast Drive, Winter Garden
$745,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
Enjoy resort-style living in Waterleigh, a master-planned community in Horizon West, Winter Garden. This single-story home offers 3 bedrooms, 2 full bathrooms, a half bathroom, and a separate office, complemented by distinctive interior finishes and expansive outdoor living spaces. An inviting foyer features decorative wood slat accents, integrated lighting, and a floating bench. The open-concept living area showcases a tray ceiling, wood-look tile flooring, and a custom TV feature wall with a floating media console. The kitchen features cabinetry, stone countertops, a tile backsplash, pendant lighting, and a stainless steel appliance package, including a refrigerator, built-in oven, microwave, cooktop, and dishwasher. A separate dining area provides additional gathering space. The office features glass French doors, built-in cabinetry, shelving, and work surfaces. The primary suite includes custom closet organizers and an en-suite bathroom with dual sinks, illuminated mirrors, a separate shower, a soaking tub, and a private water closet. The laundry room includes a washer and dryer, while the garage offers extensive storage cabinetry and a coated floor. Step outside to a covered, screened lanai overlooking an expansive paver patio with a fire pit, fenced backyard, and wooded backdrop—an inviting setting for relaxing or entertaining. Waterleigh offers community pools, clubhouses, fitness facilities, playgrounds, and recreational amenities in a scenic setting of lakes and ponds. Enjoy convenient access to shopping and dining at nearby Hamlin, Publix within the community, historic Downtown Winter Garden, and SR-429. Nearby schools include Atwater Bay Elementary, Water Spring Middle, and Horizon High School; buyers should verify current school assignments with Orange County Public Schools. Kitchen appliances, washer, and dryer are included in the sale. Furnishings shown in the photographs are actual furnishings. Select photographs have been digitally enhanced for lighting, and flames have been digitally added to the outdoor fire pit.

8900 Sonoma Coast Drive, Winter Garden
13846 Fresh Ivy Street, Winter Garden
$699,000
2 Beds ⋅ 3 Baths ⋅ Del Webb Oasis Ph 3 SubDv. ⋅ 34787 Zip Code
Beautifully appointed and thoughtfully designed, this home offers an exceptional opportunity to enjoy the Del Webb Oasis lifestyle—with the **seller covering the buyer's capital contribution fee PLUS six months of HOA dues!** From the moment you enter, you'll appreciate the attention to detail, sophisticated finishes, and inviting open-concept design. The beautifully appointed kitchen is a standout, featuring crisp white cabinetry, quartz countertops, stainless steel appliances, a gas cooktop, designer lighting, and an expansive center island with seating. The soft, coastal-inspired color palette, beautiful flooring, and thoughtfully selected finishes create a home that feels both elegant and comfortable. The kitchen flows effortlessly into the dining and living areas, making it equally suited for everyday living and entertaining. A dedicated private office or flex space offers additional versatility. Beyond the home itself, **Del Webb Oasis offers an exceptional 55+ lifestyle** with amenities designed for recreation, relaxation, and connection. At the heart of the community is a beautiful 12,000-square-foot clubhouse featuring an indoor/outdoor bar and tavern, coffee lounge, fitness center with Technogym equipment, yoga and movement studio, arts and crafts room, billiards, and gathering spaces. The on-site restaurant offers lunch and dinner on Wednesdays and Fridays, making it easy to meet friends and enjoy an evening out without leaving the neighborhood. Outdoors, residents enjoy a resort-style zero-entry pool with lap lanes, spa, poolside cabanas, pickleball and tennis courts, bocce ball, walking paths, and inviting social spaces. A full-time lifestyle director coordinates a vibrant calendar of neighborhood activities, clubs, fitness classes, trivia nights, social gatherings, and special events. Whether you want to stay active, explore new interests, or simply enjoy time with neighbors, there's always something happening. Ideally situated in Winter Garden, just minutes from Walt Disney World, shopping, dining, and major roadways, Del Webb Oasis offers the perfect combination of resort-style living and everyday convenience. **A beautifully finished home, an engaging community, and valuable seller-paid incentives—your next chapter starts here!**

13846 Fresh Ivy Street, Winter Garden
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