Townhomes Winter Garden Real Estate

Townhomes Winter Garden Real Estate

Welcome to Townhomes Winter Garden, a vibrant community nestled in the heart of Winter Garden, Florida. This charming subdivision is the perfect blend of modern living and small-town charm, offering residents a unique lifestyle that embraces both comfort and convenience.

Townhomes Winter Garden boasts beautifully designed townhomes that cater to a variety of lifestyles, whether you're a growing family, a young professional, or looking to downsize. Each residence features contemporary finishes, open floor plans, and spacious outdoor areas, perfect for enjoying Florida's sunny weather. With a focus on community, residents can enjoy well-maintained common areas, walking paths, and inviting green spaces that foster connection and relaxation.

Located in Orange County, Winter Garden is renowned for its rich history and vibrant downtown area. Just a short stroll from Townhomes Winter Garden, you’ll find a delightful array of boutique shops, restaurants, and cafes that capture the essence of this charming town. The weekly farmers market is a local favorite, offering fresh produce and artisanal goods that showcase the best of Florida’s bounty.

For those who enjoy the outdoors, Winter Garden is surrounded by scenic parks and recreational areas, including the picturesque West Orange Trail, perfect for biking, walking, or jogging. With easy access to major highways, residents can effortlessly explore the greater Orlando area, including world-famous attractions, shopping, and entertainment.

At Townhomes Winter Garden, you’ll discover not just a home, but a lifestyle that embraces community, convenience, and the beauty of Florida living. Come and experience the warmth and charm of this exceptional neighborhood!

Newest Listings in Townhomes Winter Garden

421 Eron Way Unit 36, Winter Garden
$210,000
2 Beds ⋅ 2 Baths ⋅ Townhomes Winter Garden SubDv. ⋅ 34787 Zip Code
Virtually Staged. Live the Winter Garden lifestyle in this updated 2-bedroom, 2-bath condo located in the highly desirable Downtown Winter Garden Golf Cart District! Enjoy the convenience of golf cart access to Historic Downtown Winter Garden, where you can spend your weekends exploring Plant Street, local restaurants and shops, the popular Saturday Farmers Market, community events and the West Orange Trail. Inside, this home offers vaulted ceilings, a new skylight, no popcorn ceilings and thoughtful updates throughout. The kitchen features new countertops and all new appliances, including the refrigerator, dishwasher, range and microwave. Both bathrooms have been refreshed, with the primary suite featuring an oversized walk-in shower. The guest bathroom has been reglazed in a crisp white finish and updated with a new shower head, light fixture and mirror. Step outside to the screened porch with no rear neighbors, creating a private space to relax and enjoy the Florida weather. Vinyl window panels provide additional protection and versatility for the porch. Additional features include a new roof, extra attic access with pull-down stairs, additional concrete near the A/C area and a heat pump system. Whether you're searching for a primary residence, seasonal Florida home or a low-maintenance property close to all that Downtown Winter Garden has to offer, this one is worth seeing. Bring your golf cart and start enjoying one of Central Florida's most loved downtown communities!

421 Eron Way Unit 36, Winter Garden
373 Eron Way Unit 47, Winter Garden
$163,000
2 Beds ⋅ 2 Baths ⋅ Townhomes Winter Garden SubDv. ⋅ 34787 Zip Code
Charming single-story townhome in Townhomes of Winter Garden featuring 2 bedrooms and 2 full baths. Interior features low-maintenance laminate flooring throughout the main living areas and bedrooms, paired with an efficient open floor plan. Conveniently located just minutes from historic downtown Winter Garden, Plant Street dining, shopping, and major commuter routes including SR-429 and the Florida Turnpike. Easy to show—schedule through Showing Time today!

373 Eron Way Unit 47, Winter Garden
300 Eron Way Unit 1, Winter Garden
$254,000
2 Beds ⋅ 2 Baths ⋅ Townhomes Winter Garden SubDv. ⋅ 34787 Zip Code
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
320 Eron Way Unit 6, Winter Garden
$180,000
2 Beds ⋅ 2 Baths ⋅ Townhomes Winter Garden SubDv. ⋅ 34787 Zip Code
Presenting an affordable investment in the Winter Garden area between the infamous Plant St and Hwy 50! This larger 2 bedroom/2 bath condo provides convenience in the location added to the maintenance free exterior. It is a small quaint community with only 50 condos. The pool is large with depths up to 8 feet. The condo has been well maintained with upgrades. Whether you're a first-time homebuyer, looking for a winter home or searching for a fantastic investment opportunity, this home checks all the boxes. Location is everything…Just minutes from the award-winning Historic Downtown Winter Garden. On Saturday mornings make your way (less than one mile) to the Winter Garden Farmers Market for all the fresh foods you can imagine, along with retail and cooked food items. Any day of the week head on over to the Plant St area for browsing boutiques, enjoying locally owned restaurants, coffee shops, breweries and year-round community events. Outdoor enthusiasts will appreciate easy access to the scenic West Orange Trail, offering miles of paved paths for walking, running and biking. Need to shop at the big box retail stores, head South to the popular Winter Garden Village, the ultimate shopping destination. Very close by is a Publix shopping center and an Aldi. 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. Access to the Turnpike is a short distance away, along with the 429 Freeway (is the way to Disney) and the 408/I4 Freeway (is the way to Universal Studios). This property qualifies for low down payment programs for primary buyers. New roofs start August 2026!

320 Eron Way Unit 6, Winter Garden
359 Douglas Way Unit 54, Winter Garden
$214,000
2 Beds ⋅ 2 Baths ⋅ Townhomes Winter Garden SubDv. ⋅ 34787 Zip Code
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!

359 Douglas Way Unit 54, Winter Garden
397 Eron Way Unit 42, Winter Garden
$199,999
3 Beds ⋅ 2 Baths ⋅ Townhomes Winter Garden SubDv. ⋅ 34787 Zip Code
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.

397 Eron Way Unit 42, Winter Garden
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