Winter Garden Townhomes for Sale

Winter Garden Townhomes for Sale

Welcome to Winter Garden, a charming city located in Orange County, Florida. Known for its small-town atmosphere and rich history, Winter Garden offers a wonderful community for residents to call home.

Situated in the heart of the Sunshine State, Winter Garden enjoys a mild climate year-round, making it an ideal place for outdoor enthusiasts. The city boasts several parks and recreational areas, including the popular West Orange Trail, which spans 22 miles and is perfect for walking, jogging, or biking. With its beautiful lakes and scenic landscapes, Winter Garden provides a picturesque backdrop for those seeking a tranquil and serene environment.

If you're in the market for a new home, Winter Garden has a variety of townhomes for sale that may pique your interest. True to its name, True Townhomes offer modern and stylish living spaces with all the conveniences you desire. These townhomes feature spacious floor plans, contemporary finishes, and state-of-the-art amenities. Whether you're a first-time homebuyer or looking to downsize, True Townhomes provide a range of options to suit your needs.

Living in Winter Garden means enjoying a close-knit community with a vibrant downtown area. The historic downtown district is filled with unique shops, restaurants, and entertainment options, making it a hub for residents and visitors alike. From art galleries to farmers markets, there's always something happening in Winter Garden.

With its prime location, beautiful surroundings, and a wide range of townhomes for sale, Winter Garden is an excellent choice for those looking to settle down in the Sunshine State. Come and discover why Winter Garden is the perfect place to call home.

Newest Winter Garden Townhomes for Sale

$487,500
3 Beds ⋅ 3 Baths ⋅ O6436174 MLS ⋅ 0641 BLDG.
Under Construction. Waterleigh presents the Sandhill. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with powder room, spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As we head upstairs, you are greeted with a loft area. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Sandhill includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *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.*

12086 Shine View Lane, Winter Garden
$475,000
3 Beds ⋅ 3 Baths ⋅ O6435567 MLS ⋅ 00 BLDG.
Virtually Staged. Welcome Home to 15163 Orange Harvest Drive! YOUR oportunity to live in this incredible neighborhood, is HERE! Move-in ready and beautifully maintained, this townhome offers 3 bedrooms, 2.5 baths, and a bright, open layout perfect for modern living. A paver driveway and charming stucco exterior with mature landscaping set the tone before you even step inside. The main level features a spacious open-concept living and dining area with tile flooring throughout. Sliding glass doors lead out to a private patio, offering a peaceful spot to unwind while overlooking green common space. The kitchen is a standout, showcasing rich espresso cabinetry, gleaming granite countertops, a designer mosaic tile backsplash, stainless steel appliances, and a large island with pendant lighting — ideal for entertaining or casual family meals. Upstairs, the generously sized primary suite includes plush carpet and an en-suite bath with dual sinks, a walk-in shower, and a linen closet. A second full bath serves the additional bedrooms with a dual-sink vanity and a tub/shower combo, and a convenient half bath is located on the main level for guests. As part of a sought-after community, residents enjoy resort-style amenities including a sparkling community pool, tennis courts, a playground, and scenic lakefront views — all just minutes from Winter Garden's shops, dining, and amazing schools. Don't miss your chance to own this stylish, low-maintenance townhome in one of Winter Garden's most desirable communities!

15613 Orange Harvest Loop, Winter Garden
$424,990
3 Beds ⋅ 3 Baths ⋅ O6435583 MLS ⋅ 0659 BLDG.
Under Construction. Waterleigh presents the Ibis. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with an open concept a spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage and powder room at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As you head up to the second floor you are greeted with all 3 bedrooms and 2 bathrooms. The bedroom one suite impresses with double bowl vanity, walk in closet and spacious shower space. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Ibis includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *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.*

16516 Barbours Creek Way, Winter Garden
$447,500
3 Beds ⋅ 3 Baths ⋅ O6435580 MLS ⋅ 0658 BLDG.
Under Construction. Waterleigh presents the Ibis. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with an open concept a spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage and powder room at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As you head up to the second floor you are greeted with all 3 bedrooms and 2 bathrooms. The bedroom one suite impresses with double bowl vanity, walk in closet and spacious shower space. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Ibis includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *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.*

16510 Barbours Creek Way, Winter Garden
$359,999
3 Beds ⋅ 3 Baths ⋅ O6434246 MLS
Some photos are Virtually Staged. WELCOME to a HOME that truly stands out in THE ORCHARD, a desirable GATED COMMUNITY in WINTER GARDEN! This beautifully updated 3-BEDROOM, 2.5-BATHROOM TOWNHOME is perfectly positioned with NO REAR NEIGHBORS and a BEAUTIFUL OPEN GREEN SPACE BEHIND THE HOME, offering a peaceful and private setting. From the moment you arrive, the inviting PRIVATE ENTRYWAY and spacious ATTACHED 2-CAR GARAGE set the tone for the comfort and convenience this home offers. Step inside to discover NO CARPET ON THE FIRST FLOOR, UPDATED LAMINATE FLOORING, and numerous recent updates throughout. The home features NEW LIGHT FIXTURES AND CEILING FANS (2026), NEW FAUCETS (2026), and NEW CARPET UPSTAIRS (2026). Major systems have also been thoughtfully updated, including a NEW HVAC SYSTEM (2025) and ROOF (2020). The WASHER AND DRYER (2024) add even more value and convenience. The open-concept main living area seamlessly connects the living room, dining area, and kitchen, creating a warm and welcoming space for both everyday living and entertaining. The kitchen features GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, ABUNDANT CABINETRY, a LARGE WALK-IN PANTRY, and a BREAKFAST BAR WITH PENDANT LIGHTING. A versatile FLEX ROOM just off the main living area provides endless possibilities and can easily serve as a HOME OFFICE, PLAYROOM, EXERCISE ROOM, OR ADDITIONAL SITTING AREA. A convenient HALF BATH WITH UPDATED FIXTURES, large storage closet, and direct access to the garage complete the first floor. A DEDICATED LAUNDRY AREA adds even more convenience to the home’s thoughtful design. From the dining area, sliding glass doors open to the PEACEFUL BACKYARD SETTING, where you can relax and enjoy the expansive green space and the added privacy of NO REAR NEIGHBORS. Upstairs, the NEW CARPET INSTALLED IN 2026 continues into the spacious loft, currently used as an office and complemented by additional cabinetry. The generous PRIMARY SUITE features a MASSIVE WALK-IN CLOSET WITH A WINDOW and a private ensuite bathroom offering DUAL SINKS, a STANDING SHOWER, SEPARATE JETTED SOAKING TUB, and PRIVATE WATER CLOSET. Two additional bedrooms are thoughtfully located on the opposite side of the primary suite and share a full bathroom featuring a TUB AND SHOWER COMBINATION. The HOA COVERS THE EXTERIOR OF THE HOME, LAWN MAINTENANCE, AND COMMON AREAS, providing added convenience and peace of mind. Residents of THE ORCHARD enjoy GATED SECURITY, a TRANQUIL COMMUNITY POOL, and PLAYGROUND, all in a prime WINTER GARDEN LOCATION just minutes from shopping, dining, top-rated schools, and the charm of DOWNTOWN WINTER GARDEN. TASTEFULLY UPDATED, WELL-MAINTAINED, AND MOVE-IN READY, this townhome offers an exceptional combination of STYLE, COMFORT, PRIVACY, AND CONVENIENCE, with many of the major updates already completed for you. Come see why you will love calling THE ORCHARD HOME!

242 Winter Nellis Circle, Winter Garden
$450,000
3 Beds ⋅ 3 Baths ⋅ S5155891 MLS ⋅ 1021 BLDG.
Move-in ready 3-bedroom, 2.5-bath townhome in Winding Bay Preserve, built in 2020 with 1,868 heated square feet across two stories. Carpet and ceramic tile flooring throughout, and the washer, dryer, range, microwave and refrigerator all convey. A rear-facing two-car garage with alley access adds everyday convenience. Community amenities include a pool, playground, park and dog park. Located in Horizon West, minutes from Winter Garden shopping and dining, with quick access to SR-429, Avalon Road and the Central Florida attractions corridor. A rare find in one of Horizon West’s most convenient locations.

11102 Hanlon Terrace Alley, Winter Garden
$239,000
2 Beds ⋅ 2 Baths ⋅ O6434883 MLS ⋅ - BLDG.
Welcome to low-maintenance living in the heart of Winter Garden! This charming 2-bedroom, 2-bathroom condominium offers approximately 840 sq ft of comfortable living space in the established Townhomes of Winter Garden community. Enjoy an open floor plan with a bright living and dining area, functional kitchen, and two well-appointed bedrooms, including a primary suite with its own bathroom. In-unit laundry (washer and dryer) adds everyday convenience. The community features a sparkling pool, exterior maintenance, and landscaping included in the HOA, making this an easy, lock-and-leave lifestyle. Prime location just minutes from Historic Downtown Winter Garden’s shops, restaurants, farmers market, and the West Orange Trail. Quick access to Highway 50, Winter Garden Village (shopping, dining, and more), and major roadways for easy commuting throughout Central Florida. Ideal for first-time buyers, downsizers, or investors seeking a solid rental property in a desirable Winter Garden location. Pets are typically allowed (buyer to verify HOA rules). Schedule your private showing today!

300 Eron Way Unit 1, Winter Garden
$493,500
3 Beds ⋅ 3 Baths ⋅ O6427665 MLS
Welcome to this beautiful end-unit townhome in the desirable Encore at Ovation community. Conveniently located less than 10 minutes from Disney Property, with quick access to US-192, US-27, and SR-429, you’ll be able to enjoy all Central Florida has to offer. The lot features a backloading two-car garage and a private patio area, perfect for a quiet morning coffee or a cookout with friends. The home is also set between a quaint tree-lined sidewalk to the front and open green space to the back, adding to the feeling of privacy. Inside, enjoy a thoughtfully designed layout that includes an open concept kitchen/living/dining area, ample counter and cabinet space, a dedicated pantry, a large laundry room with plenty of storage, and a separate den for multiple gathering spots. Upstairs, relax in your large primary suite with a walk-in closet and updated ensuite bathroom. You can even catch the Magic Kingdom fireworks from your window! This home is not only immaculately maintained but also upgraded for your convenience. A whole-house water filtration/softener system, kitchen sink reverse osmosis (RO) system, HVAC air ionizer and UV light system have all been recently installed. Additionally, the roof, exterior painting, driveway upkeep, yard maintenance, landscaping, and pest control are all taken care of by the HOA, making this property perfect for those using it as a secondary home, or simply looking for a low-maintenance lifestyle. Reach out to book your private showing today!

15877 Tollington Alley, Winter Garden
$398,000
3 Beds ⋅ 3 Baths ⋅ O6434353 MLS ⋅ Osprey Ranch BLDG.
** PRICED TO SELL!! Excellent opportunity for homeowners or investors in the highly desirable Winter Garden area! This nearly new bright corner-unit townhome in Osprey Ranch offers 3 bedrooms, 2.5 bathrooms, a 1-car garage, and 1,536 sq ft of comfortable living space, with added privacy and abundant natural light. The open-concept main floor features tile flooring, a spacious living and dining area, and a kitchen with granite countertops, clear cabinetry, stainless steel appliances and a large island. Decorative details include a custom TV accent wall and a stone-look accent panel on the kitchen island. Upstairs, all three bedrooms provide privacy, along with a versatile landing area that can be used as a home office or study space. Residents enjoy Osprey Ranch amenities including a resort-style community pool, splash pad, playground and dog park, with a low HOA fee of only $202 month. Ideally located near Hamlin, SR-429, shopping, dining and Walt Disney World. The property is currently zoned for the newly opened Ovation Elementary School, according to OCPS Find My School. Buyers should independently verify current school zoning with OCPS. An exceptionally well-priced opportunity for homeowners or investors looking to own in one of Winter Garden’s growing communities.

15056 Windflower Alley, Winter Garden
$365,000
2 Beds ⋅ 3 Baths ⋅ G5116589 MLS ⋅ 13855 BLDG.
Welcome to this beautiful Winter Garden townhome located in a desirable gated community with a community pool. This bright 2-bedroom, 2.5-bath end-unit townhome features a dedicated office that could easily be converted into a third bedroom, offering added flexibility for guests or a home workspace. An upstairs loft provides additional living space, perfect for a second living area, media room, playroom, or flex space. Interior features include tile flooring, tray ceilings, granite countertops, stainless steel appliances, plantation shutters, and newer wood-look laminate flooring upstairs. A new energy-efficient A/C system with warranty provides added comfort, efficiency, and peace of mind, while the newer roof adds even more value. The townhome also features a two-car rear-entry garage and is ideally located close to top-rated schools, shopping, dining, and Central Florida's world-famous attractions. With its desirable Winter Garden location, gated setting, community amenities, and versatile floor plan, this townhome is a must-see!

13855 Golden Russet Drive, Winter Garden
$380,000
3 Beds ⋅ 3 Baths ⋅ S5155802 MLS ⋅ 1221 BLDG.
Welcome to 1221 Priory Cir in Winter Garden! This beautiful townhome offers an excellent opportunity to own in one of Central Florida’s most desirable and growing areas. Step inside to a bright, inviting interior featuring an updated kitchen with modern cabinetry, stainless steel appliances, open shelving, generous counter space, and contemporary finishes. The functional layout provides comfortable living spaces designed for everyday living and entertaining. A private garage and paver driveway add convenience, while the property’s Winter Garden location puts shopping, dining, entertainment, major roadways, and everything the area within easy reach.

1221 Priory Circle, Winter Garden
$455,000
3 Beds ⋅ 3 Baths ⋅ O6434050 MLS ⋅ 15038 BLDG.
Discover an inviting 3-bedroom, 2.5-bath home in Winter Garden, offering a comfortable layout designed for both everyday living and entertaining. The main living areas create an open and welcoming environment, with natural light enhancing the sense of space and connecting the living, dining, and kitchen areas. Upstairs, the bedrooms are thoughtfully separated from the main gathering spaces, providing added privacy and a comfortable retreat at the end of the day. The primary suite offers its own private bath, while the additional bedrooms provide flexibility for family, guests, a home office, or whatever best fits your lifestyle. Beyond the home itself, the location puts you close to everything that makes the Winter Garden area so desirable. Enjoy convenient access to shopping, restaurants, schools, recreation, and major roadways, making it easy to explore Horizon West, greater Orlando, and the many attractions Central Florida has to offer. Whether you're searching for your next home or an investment opportunity in a growing area, this property delivers a combination of location, functionality, and Florida living that is hard to overlook. Schedule your private showing and come see the possibilities for yourself.

15038 Windflower Alley, Winter Garden
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