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 conveniences. Nestled just west of Orlando, Winter Garden is renowned for its picturesque downtown area, complete with quaint shops, delightful eateries, and a lively farmers market that draws residents and visitors alike. The city boasts a rich history, evident in its beautifully preserved historic district, which is a testament to its roots and community spirit.

Nature lovers will find their haven in Winter Garden, with an abundance of parks and recreational opportunities. The West Orange Trail, a scenic 22-mile-long pathway, invites outdoor enthusiasts to walk, bike, or jog while taking in the stunning Florida landscapes. With year-round sunshine, it's no wonder that residents enjoy a lifestyle that encourages outdoor activities and community engagement.

If you’re considering making Winter Garden your home, you’ll be pleased to know there are a variety of homes for sale that cater to diverse tastes and budgets. From charming bungalows in the historic district to modern family homes nestled in serene neighborhoods, Winter Garden offers something for everyone. Many of these properties feature spacious yards, contemporary designs, and proximity to top-rated schools, making it an ideal choice for families and individuals alike.

With its welcoming atmosphere, rich cultural scene, and a strong sense of community, Winter Garden is not just a place to live; it’s a place to thrive. Explore the homes for sale today and discover the perfect backdrop for your next chapter in this enchanting Florida city!

Newest Winter Garden Homes for Sale

228 Stanton Estates Circle, Winter Garden
$1,425,000
4 Beds ⋅ 4 Baths ⋅ Stanton Estates SubDv. ⋅ 34787 Zip Code
Welcome to Stanton Estates, an exclusive enclave of just 45 luxury homes in the heart of Winter Garden's renowned golf cart district. You're moments from the shops, dining, and Saturday farmers market on historic Plant Street, and from the West Orange Trail. Built in 2018, this stunning 4-bedroom, 4-bathroom residence offers 4,189 square feet of living space and pairs Mediterranean curb appeal with a light-filled modern interior and a thoughtful split floor plan. Step through the double front doors into a vaulted foyer, where a cascading chandelier sets the tone. Real hardwood floors flow throughout the main level, past the formal dining room into a spacious open-concept family room. Walls of sliding glass open to the covered paver lanai, blending indoor and outdoor living, perfect for entertaining. The kitchen is a true showpiece, with a waterfall island and stainless farmhouse sink, brushed-gold fixtures, glass globe pendants, a gas range beneath a chimney hood, a decorative tile backsplash, a built-in wall oven and microwave combination, and abundant cabinetry. The downstairs owner's suite is a private retreat with a tray ceiling and barn doors opening to a spa-like ensuite with dual vanities and an oversized frameless glass shower with a rain head. The oversized custom walk-in closet, complete with a center island dresser, connects directly to the laundry room for everyday convenience. Upstairs, a second primary suite offers its own large bathroom and walk-in closets, set apart from the two additional bedrooms for privacy. One bedroom opens through French doors to a Juliet balcony. A hardwood loft overlooks the foyer and leads to a bonus living room, where four-panel sliders open to a huge covered second-story balcony overlooking the backyard. Outside, the fully fenced backyard offers plenty of room to create your dream pool, with a full pool bath already in place downstairs and pre-plumbing ready for an outdoor kitchen. Additional highlights include all-new carpet, a new gas tankless water heater, central vacuum, a three-car garage, and a paver driveway. The community connects to the neighboring golf community, and you're minutes from Lake Apopka, Winter Garden Village, and SR-429. This home must be seen to be fully appreciated. Schedule your private showing today and discover luxury living in downtown Winter Garden.

228 Stanton Estates Circle, Winter Garden
1539 Hawkesbury Court, Winter Garden
$560,000
3 Beds ⋅ 2 Baths ⋅ Tuscany SubDv. ⋅ 34787 Zip Code
Welcome to 1539 Hawkesbury Court, located in the desirable Winter Garden area of Central Florida! This single-family home offers an excellent opportunity to enjoy the convenience, amenities, and lifestyle that make Winter Garden a sought-after place to call home. Conveniently located near shopping centers, restaurants, grocery stores, parks, and everyday essentials, residents can enjoy easy access to a variety of local conveniences. Explore the charm of historic Downtown Winter Garden, known for its unique shops, local restaurants, cafés, and welcoming atmosphere. The popular West Orange Trail is nearby, offering miles of scenic paths for walking, jogging, and cycling. Winter Garden Village provides an array of retail stores, dining options, and entertainment for added convenience. The property's location also offers access to major roadways, including Florida's Turnpike and State Road 429, making travel throughout the greater Orlando area convenient. Enjoy proximity to recreational opportunities, golf courses, and outdoor activities, while remaining within reach of Orlando's employment centers, attractions, and entertainment destinations. Whether you're looking for a place to call home or exploring real estate opportunities in the growing Central Florida market, this property presents an opportunity to enjoy the many benefits of the Winter Garden lifestyle.

1539 Hawkesbury Court, Winter Garden
14791 Field Daisy Drive, Winter Garden
$531,055
3 Beds ⋅ 3 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Dedicated Study | Close to Amenities | Flat Lot. New Construction - January Completion! Welcome to the Ashwood at 14791 Field Daisy Drive in Harvest at Ovation! This beautiful new home blends open-concept living with flexible spaces for today’s lifestyle. The inviting foyer leads to a private study, while the spacious great room flows seamlessly into the kitchen featuring a large island and walk-in pantry. Enjoy indoor-outdoor living with the covered lanai just off the main living area. Upstairs, the private primary suite offers a relaxing retreat with a generous bathroom and walk-in closet, while two secondary bedrooms sharing a full bathroom, and a laundry room are nearby. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: 8' interior doors, single exterior door at kitchen, oak treads and painted risers, sink at laundry room, and whole house blinds. Photos are for representative purposes only. MLS# O6447800

14791 Field Daisy Drive, Winter Garden
17332 Wild Daisy Drive, Winter Garden
$814,359
4 Beds ⋅ 3 Baths ⋅ Hamlin Meadows At Hamlin SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. The BISCAYNE floorplan offers a spacious two-story design that perfectly balances functionality and flexibility, ideal for growing families. With three bedrooms and two and a half bathrooms, this layout provides ample space for everyday living and special moments alike. On the first floor, you'll find a flex room that can serve as a home office, gym, or an optional guest bedroom, depending on your needs. The open-concept design flows seamlessly from the dining room into the expansive great room, making it perfect for entertaining. A covered patio extends your living space outdoors, ideal for relaxing or hosting gatherings. The second floor offers all four bedrooms, including an extended primary suite with a walk-in closet and private bath, ensuring a peaceful retreat. An extended bonus room on this level provides additional versatility, perfect for a playroom or media space. Laundry is conveniently located upstairs to make daily chores easier. This floorplan is designed to accommodate diverse lifestyles, giving you the perfect combination of open spaces and private retreats. With options to add an additional bedroom.

17332 Wild Daisy Drive, Winter Garden
Winter Garden
$722,222
4 Beds ⋅ 3 Baths ⋅ Hamlin Meadows At Hamlin SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. The Anna Maria floor plan is a beautifully designed one-story home offering four bedrooms and three bathrooms, thoughtfully arranged for comfortable everyday living. The open-concept layout features a spacious great room that flows effortlessly into the kitchen and dining area, creating an inviting space for entertaining or relaxing at home. The private primary suite includes a well-appointed ensuite bath and a generous walk-in closet. A covered patio extends the living space outdoors, while the two-car garage adds convenience and functionality. With 2,235 square feet of well-designed living space, the Anna Maria delivers both style and practicality in a layout that truly works for today’s lifestyle.

Winter Garden
24 W Garden Avenue, Winter Garden
$698,800
4 Beds ⋅ 4 Baths ⋅ Winter Garden Shores Rep SubDv. ⋅ 34787 Zip Code
Pro pics coming soon.RARE OPPORTUNITY IN THE HEART OF WINTER GARDEN’S HIGHLY SOUGHT-AFTER GOLF CART DISTRICT! Completely remodeled and move-in ready, this impressive 4-bedroom, 4-bath, single-story home sits on an oversized lot directly across from Tanner Hall, Newton Park and the public boat ramp to Lake Apopka—and best of all, there is NO HOA! Extensive renovations have transformed this home with a beautiful new kitchen ( NATURAL GAS RANGE! ), remodeled bathrooms, new flooring, fresh interior and exterior paint, and updated windows, creating a fresh, modern feel throughout. The roof was replaced in 2017 and the water heater in 2013. The spacious open great room floor plan is ideal for both everyday living and entertaining, while the oversized owner’s suite provides a private retreat. Two additional bedrooms feature true ensuite baths, offering exceptional flexibility for family, guests, multigenerational living or a private home office. Step outside to the huge covered and screened rear patio overlooking the expansive backyard with plenty of room to relax, entertain and enjoy the Florida lifestyle. The location is truly hard to beat. Walk across the street to Newton Park, Tanner Hall, the Lake Apopka fishing pier and public boat launch, or hop in your golf cart for a short ride to historic Downtown Winter Garden and everything Plant Street has to offer. Enjoy an incredible collection of restaurants, breweries, coffee shops, boutiques and entertainment, along with year-round festivals, community events and the famous Saturday Winter Garden Farmers Market. Outdoor enthusiasts will love being just a quick bike ride from the popular West Orange Trail and minutes from Lake Apopka. Located in a sought-after K-12 school district with convenient access to SR 429, this location provides an outstanding combination of small-town charm, recreation and accessibility to the greater Orlando area. With four bedrooms, four full baths, extensive renovations, an oversized lot, NO HOA and an exceptional location in the Downtown Winter Garden golf cart district, opportunities like this are increasingly difficult to find. Exceptional value, incredible lifestyle and truly move-in ready—this one is PRICED TO SELL!

24 W Garden Avenue, Winter Garden
8649 Flagship Alley, Winter Garden
$495,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful one-story home located in the highly desirable Waterleigh community of Winter Garden! This charming 3-bedroom, 2-bath home offers a thoughtfully designed, open and inviting floor plan. The spacious kitchen features stone countertops, solid wood cabinetry, stainless steel appliances, a walk-in pantry, and a large center island overlooking the family room—perfect for everyday living and entertaining. The split-bedroom layout provides added privacy, while the primary suite features a walk-in closet and comfortable ensuite bath. Enjoy Florida living from the covered lanai and the added privacy of a corner lot. A two-car attached garage provides plenty of parking and storage. Waterleigh offers an exceptional resort-style lifestyle with community pools, clubhouses, fitness centers, tennis courts, playgrounds, parks, and more. Conveniently located in the sought-after Horizon West area of Winter Garden, near shopping, dining, entertainment, and Central Florida attractions. Don’t miss the opportunity to make this wonderful home yours!

8649 Flagship Alley, Winter Garden
15302 Honeybell Drive, Winter Garden
$575,000
3 Beds ⋅ 2 Baths ⋅ Hamlin Reserve SubDv. ⋅ 34787 Zip Code
Welcome a beautifully maintained home in the highly sought-after Hamlin Reserve community of Horizon West! From the moment you step inside, you’ll notice the thoughtful design, spacious layout, and beautiful finishes throughout.One of the standout features is the gorgeous front flex space, complete with custom built-ins, offering the perfect opportunity for a home office, study, reading room, playroom, or additional living space. The open-concept main living area provides an inviting space for everyday living and entertaining, with a seamless flow between the living, dining, and kitchen areas.The spacious primary suite offers a relaxing retreat, while the additional bedrooms provide flexibility for family, guests, or a dedicated workspace. Step outside to enjoy your private backyard and Florida outdoor living.Located in the heart of Horizon West, Hamlin Reserve offers an exceptional lifestyle with community amenities, parks, playgrounds, nature trails, and convenient access to Hamlin Town Center, where shopping, dining, and entertainment are just minutes away. Enjoy everything Winter Garden has to offer, including top-rated schools, beautiful neighborhoods, and easy access to major roadways including SR-429.Beautiful, flexible, and ideally located, this home is a wonderful opportunity to experience the best of Hamlin and Horizon West living!

15302 Honeybell Drive, Winter Garden
12511 Gold Honeysuckle Street, Winter Garden
$882,558
5 Beds ⋅ 4 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code
Under Construction. .

12511 Gold Honeysuckle Street, Winter Garden
11030 Folklore Street, Winter Garden
$509,990
3 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 1b 1 SubDv. ⋅ 34787 Zip Code
Welcome to 11030 Folklore Street in Storey Grove, where everyday living comes with more to enjoy! This twoStorey Winter Garden home offers 3 bedrooms, 2.5 bathrooms, and a detached garage. Enjoy the neighborhood's pool, clubhouse, fitness center, playground and walking paths. Located near Avalon Road in Horizon West, the home offers convenient access to SR-429, Hamlin Town Center, Flamingo Crossings, Walt Disney World, and Winter Garden shopping and dining. Come explore the home and the community for yourself!

11030 Folklore Street, Winter Garden
16513 Silver Brook Way, Winter Garden
$879,000
4 Beds ⋅ 4 Baths ⋅ Silverleaf Reserve/Hamlin Ph 2 SubDv. ⋅ 34787 Zip Code
Nearly new and ready for you in Horizon West! Built in 2025, this two-story Thoreau floor plan by Meritage Homes in Silverleaf Reserve at Hamlin offers 4 bedrooms, 3.5 bathrooms and 3,424 sq ft of living space. Curb appeal starts at the street with a craftsman-style elevation, tropical landscaping, a paver driveway and a two-car garage. A covered front porch welcomes you in, and a second-floor covered balcony above it gives you a private spot to catch the Florida breeze. Inside, wood-look plank tile runs throughout the entire first floor, with a tray ceiling and column accents framing the entry. To the front, a formal dining room and a flex space work beautifully as a home office, sitting room or playroom. The floor plan then opens up to a bright great room and a bay-window café nook overlooking the backyard, with French doors leading out to the screened patio. The kitchen is the heart of it all, with quartz counters, shaker cabinetry, a subway tile backsplash, glass-front uppers, a stainless vent hood, built-in double oven, walk-in pantry, coffee bar, an oversized island with seating and a single-basin sink. All appliances stay with the home, so there's nothing left to buy before move-in. A powder bath and a built-in drop zone with cabinets and counter space round out the main level. Upstairs you'll find all four bedrooms in plush carpet, the laundry room right where you need it, and a large media/flex room, space most homes this size simply don't have. Make it a theater room, game room, home gym or second living area, and change your mind later without giving up a bedroom. Out back, the oversized lot is nearly 1/4 acre with a huge backyard and open green space beyond the fence, leaving room for a pool, a play set, a garden or big get-togethers. The home also has a whole-house water softener and a reverse osmosis drinking water system on each floor. The location is hard to beat. Hamlin Town Center is right next door with shopping, dining and entertainment. Hamlin Elementary and Hamlin Middle are nearby. SR 429 is minutes away, and so is Orlando Health Horizon West Hospital. The Walt Disney World area, Winter Garden's historic downtown and the West Orange Trail are all a short drive. Schedule your showing today!

16513 Silver Brook Way, Winter Garden
923 Colie Alley, Winter Garden
$610,000
3 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
Short Sale. ~ IT IS WORTH THE WAIT! Discover the opportunity to own a nearly new David Weekley home in the highly desirable Oakland Park community of Winter Garden. Built in 2022, this SUMMERTON MODEL in McKinnon Square offers the style, space and location buyers are looking for — all within a community known for its beautiful streetscapes and exceptional amenities. The charming FRONT PORCH gives the home a welcoming personality, while inside, soaring ceilings, generous windows and an open layout create an easy sense of space. The kitchen serves as the natural gathering point, with a well-appointed design that connects seamlessly to the dining and living areas — a comfortable setup for both everyday life and entertaining. Upstairs, all of the bedrooms are conveniently grouped together, along with a FLEXIBLE LOFT AREA that can evolve with your needs. Use it as a home office, media room, play space, reading area or simply enjoy the extra room to spread out. Life here extends well beyond the home itself. OAKLAND PARK IS A GOLF-CART-FRIENDLY COMMUNITY with pools, clubhouse facilities, parks, playgrounds, a dog park and plenty of opportunities to enjoy the outdoors. The WEST ORANGE TRAIL AND LAKE APOPKA are nearby, while Historic Downtown Winter Garden is just a golf-cart ride away, putting restaurants, local shops, breweries, coffee spots, entertainment and the popular Farmers Market within easy reach. Location is another standout. Schools are conveniently nearby, including the elementary school approximately .5 miles away, middle school 1.1 miles and high school 3 miles. Orlando Health Hospital is approximately 1.8 miles away, while Hamlin Town Center, SR-429, SR-50 and Florida’s Turnpike provide easy access throughout Central Florida — including Disney and the area’s major attractions. NEARLY NEW, MOVE-IN READY AND SET IN ONE OF WINTER GARDEN’S MOST SOUGHT-AFTER COMMUNITIES, this short-sale opportunity is one you’ll want to see before it’s gone! Buyer and buyer agent to verify all data and measurements.

923 Colie Alley, Winter Garden
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