Townhomes Winter Garden Homes for Sale in Winter Garden - 5 homes

Remarks: Short Sale. Don't miss this beautifully updated 2-bedroom, 2-bathroom townhouse offering the perfect blend of comfort, convenience, and unbeatable location. Tucked away in a quiet community, this home is just minutes from all the charm and excitement of downtown Winter Garden, known for its boutique shopping, top-rated restaurants, farmers market, splash pad, and the scenic West Orange Trail. Inside, you'll find a thoughtfully updated interior offering easy, low-maintenance living. Perfect for first-time buyers, downsizers, or investors looking for a move-in ready property in one of Central Florida's most sought-after towns. With its prime location close to shopping, dining, parks, and major roadways, this townhouse offers an unbeatable opportunity to enjoy the best of downtown Winter Garden living without the downtown price tag. Schedule your showing today!

Listing is courtesy of: REAL BROKER, LLC (407-922-8986)

Listing Agent: Denise Pellegrino (352-978-9720)

Remarks: Short Sale. SHORT SALE APPROVED READY TO CLOSE AND MOVE-IN READY and quietly positioned within a well-established Winter Garden community, this updated 2-bedroom, 2-bath condo offers a NEW ROOF, and an easy, comfortable lifestyle in one of Central Florida’s most desirable areas. Approaching the home, you’ll appreciate the tucked-away cul-de-sac location with paved private streets and sidewalks that create a calm, residential feel. Step inside through the front entrance and you’re immediately welcomed into a bright, open living space where natural light enhances the clean layout and efficient use of square footage. The living room feels inviting and functional, offering enough space to relax, entertain, or simply enjoy a quiet evening at home. Continuing through the home, the upgraded kitchen with GRANITE counter tops, anchors the main living area with modern appliances, ample cabinetry, and practical counter space. Its open connection to the living room allows for easy conversation while cooking, hosting, or enjoying everyday routines, making the space feel connected and intentional. The primary bedroom is set apart as a comfortable retreat, featuring brand-new carpeting and a private en-suite bathroom. The bathroom has been thoughtfully renovated with updated finishes that feel fresh and clean without excess. The secondary bedroom is well-sized and flexible, ideal for guests, a home office, or additional living space, with a second fully updated bathroom conveniently nearby. Throughout the condo, the layout flows efficiently from room to room, offering smart storage, comfortable proportions, and a low-maintenance design well suited for full-time living or long-term ownership. Assigned parking adds convenience, while the community’s shared amenities—including a COMMUNITY POOL—enhance the overall lifestyle. Located just minutes from downtown Winter Garden, residents enjoy close proximity to local shops, dining, farmers markets, and the West Orange Trail. Easy access to major highways makes commuting throughout Central Florida simple, whether heading toward downtown Orlando, major employment centers, or nearby attractions. This location is ideal for buyers exploring Orlando homes for sale or those planning an Orlando relocation home in a walkable, community-oriented area. While not intended as a short-term rental investment, this Winter Garden property represents a strong opportunity within the Central Florida real estate market for buyers seeking comfort, location, and value. Contact us today for a private tour or more details on this exceptional opportunity.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Simi Lakhani (407-408-7393)

Remarks: Virtually Staged. Welcome to one of the cutest townhomes in the heart of Downtown Winter Garden! This charming 3 Bedroom, 2 bath home offers the perfect blend of comfort, covenience and one of Central Florida's most sought-after lifestyles. Whether you're a first-time homebuyer, looking to downsize or searching for a fantastic investment opportunity, this home checks all the boxes. Inside, you'll find a functional floor plan with comfortable living spaces, spacious bedrooms and low-maintenance living so you can spend more time enjoying everything the area has to offer. Location is everything, and this one is hard to beat! Just minutes from the award-winning Historic Downtown Winter Garden, you'll love spending weekends exploring the nationally recognized Winter Garden Farmers Market, browsing unique boutiques, enjoying locally owned restaurants, coffee shops, breweries and year-round community events. Living here means embracing the famous Golf Cart District lifestyle. Hop in your golf cart and head downtown for dinner, live music, festivals or an evening stroll along Plant Street. Outdoor enthusiasts will appreciate easy access to the scenic West Orange Trail, offering miles of paved paths for walking, running and biking. Winter Garden continues to be one of Central Florida's most desirable communities thanks to its small-town charm, top-rated amenities, vibrant downtown, and convenient access to major highways, Orlando, world-famous attractions, shopping, dining and entertainment. Whether you're looking for a place to call home or an income-producing property in a highly desirable location, this adorable townhome offers incredible value and endless potential. Don't miss your opportunity to own a piece of the Downtown Winter Garden lifestyle! Schedule your private showing today and discover why so many people are proud to call Winter Garden home.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Erica Diaz (407-897-5400)

Remarks: Priced to sell!! Gorgeous 2 bedrooms-2 bathrooms Corner property condominium in Winter Garden. Open floorplan with a living/dining room combo. Nice size eat in kitchen with kitchen counters for additional seating. All appliances included Refrigerator, stove, dishwater, microwave, washer and dryer. Primary bedroom features private full bathroom 2 assigned parking spots, community swimming pool, exterior maintenance and landscaping are included in the monthly HOA fee. Close to Highway 50, parks, shopping, public transportation and much more.

Listing is courtesy of: LIBERTY HOME SALES INC (321-256-0500)

Listing Agent: Asif Kassim (321-256-0500)

Remarks: Great opportunity to move to Winter Garden, this 2 bedroom 2 bathroom condominium is approximately .8 mile to the West Orange Trail and Plant Street. Shopping and the Turnpike are close as well. You enter into a Living Room Dining Room combo with high ceilings. Off the kitchen you have a screen porch to enjoy the sitting outside and enjoying the Florida weather. The second bathroom has been completely renovated. This condominium also has a three to four year rent history of $1795 per month. There are two assigned parking spaces too.

Listing is courtesy of: FLORIDA LIFESTYLE REALTY GROUP (352-343-0030)

Listing Agent: William Comer (407-619-6196)