Townhouses for Sale in Winter Springs, FL

36 homes

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ABOUT THIS HOME
Townhouse for sale in Winter Springs, FL:
Move-in ready 2-bedroom, 2-bathroom single-level townhome in the heart of Winter Springs! Enjoy an updated kitchen with granite countertops, freshly painted interior, and new flooring. Relax on the screened and tiled lanai overlooking serene greenspace. This quiet, secluded community offers two assigned parking spaces and a community pool just steps from your front door. Residents enjoy amenities including community pool, tennis courts, lush parks, and scenic walking trails throughout the neighborhood. The HOA has contracted for new roofs to be installed, adding even more value and peace of mind. Conveniently located near shopping, dining, entertainment, major highways, and all the area&rsq

$239,000

2 beds2 baths1,002 sq ft

506 Club Dr, Winter Springs, FL 32708

Lush parks • Community pool • Tennis courts

ABOUT THIS HOME
Townhouse for sale in Winter Springs, FL:
One or more photo(s) has been virtually staged. Welcome to this beautifully maintained townhome in the gated community of Barkley Reserve, perfectly situated in the heart of Winter Springs. This spacious 3-bedroom, 2.5-bath home offers an inviting open layout, a large living area filled with natural light, and a well-appointed kitchen with plenty of cabinet space. One of the biggest highlights of this location is the incredible Central Florida convenience. You’re less than an hour from world-class attractions like Walt Disney World, Universal Orlando, and SeaWorld, making day trips effortless. Prefer the beach? You’re also within easy reach of both coasts—Daytona Beach and

$350,000

3 beds2.5 baths1,602 sq ft

540 Pinebranch Cir, Winter Springs, FL 32708

Gated community • Large living area • Open layout

ABOUT THIS HOME
Townhouse for sale in Winter Springs, FL:
Casa Park Villas Townhome for Sale!! Great investment opportunity. Located in Tuscawilla Country Club Community just across the street from Trotwood Park. Cozy townhouse is a 2 bed 2 & half bath, freshly remodeled in 2018, new kitchen cabinets, new tubs and fixtures in bathroom and Brand New AC replaced in 2020. Close to Parks and Recreation, shopping and dining. .. Appliances included: Refrigerator, Range, Microwave, Dishwasher, Washer and Dryer. HOA & Pet restrictions apply. . Seminole Country Schools!! Walking distance to Keith Elementry.

$245,900

2 beds2.5 baths1,156 sq ft

1355 Casa Park Cir, Winter Springs, FL 32708

New kitchen cabinets • Brand new ac • Freshly remodeled

3D WALKTHROUGH

ABOUT THIS HOME
Townhouse for sale in Winter Springs, FL:
Welcome to 539 Crimson Lane, a beautifully designed townhome nestled in the charming community of Jesup's Reserve. Impeccably maintained and nicely upgraded, this 3 bedroom, 3.5 bathroom, 2 car garage END UNIT offers so many beautiful upgrades and unique features. Conveniently located in the heart of Winter Springs, the townhome offers the perfect balance of style, tranquility and location. The curb appeal with it's manicured lawn and spacious front porch draws you in immediately! Upon entering, you will discover a spacious bedroom with it's own bathroom and a custom built-in closet great for guests or a quiet work space. On the second floor, you will find the heart of the home, a bright, a

$399,000

3 beds3.5 baths1,854 sq ft

539 Crimson Ln, Winter Springs, FL 32708

Gourmet kitchen • Built-in wine cellar • $275 HOA

ABOUT THIS HOME
Townhouse for sale in Winter Springs, FL:
Explore your ideal Florida Forever Townhome! Prepare to be captivated by this beautifully renovated one-story, two-bedroom, two-bath home located in the tranquil and well-established Wildwood community. Tucked away on a quiet, low-traffic dead-end street in a highly sought-after Winter Springs neighborhood, this townhome offers the perfect blend of peace and convenience. Featuring an open and functional floor plan with freshly painted interiors and exteriors, every aspect of this home has been thoughtfully updated for a true move-in-ready experience. Elegant, durable luxury vinyl plank flooring flows seamlessly throughout, creating a fresh, modern look. The brand-new kitchen boasts contempo

$298,500

2 beds2 baths1,248 sq ft

737 Sherwood Dr, Winter Springs, FL 32708

Quartz countertops • Renovated one story • Brand new kitchen

Property at 4004 Garden Oak Ct, Winter Springs, FL 32708, 2 beds, 2.5 baths

$290,000

2 beds2.5 baths1,306 sq ft

4004 Garden Oak Ct, Winter Springs, FL 32708

Property at 427 Diamond Dove Cv, Winter Springs, FL 32708, 4 beds, 3.5 baths

$496,000

4 beds3.5 baths2,344 sq ft

427 Diamond Dove Cv, Winter Springs, FL 32708

Property at 465 Gee Hammock Ln, Winter Springs, FL 32708, 4 beds, 2.5 baths

$418,000

4 beds2.5 baths1,666 sq ft

465 Gee Hammock Ln, Winter Springs, FL 32708

Property at 1300 Crab Apple Ln, Winter Springs, FL 32708, 3 beds, 2.5 baths

$397,990

3 beds2.5 baths1,476 sq ft

1300 Crab Apple Ln, Winter Springs, FL 32708

Property at 1288 Crab Apple Ln, Winter Springs, FL 32708, 3 beds, 2.5 baths

$400,990

3 beds2.5 baths1,476 sq ft

1288 Crab Apple Ln, Winter Springs, FL 32708

Property at 1306 Tarflower Dr, Winter Springs, FL 32708, 4 beds, 2.5 baths

$415,990

4 beds2.5 baths1,678 sq ft

1306 Tarflower Dr, Winter Springs, FL 32708

Property at 1308 Crab Apple Ln, Winter Springs, FL 32708, 4 beds, 2.5 baths

$399,990

4 beds2.5 baths1,678 sq ft

1308 Crab Apple Ln, Winter Springs, FL 32708

Property at 1284 Crab Apple Ln, Winter Springs, FL 32708, 4 beds, 2.5 baths

$433,990

4 beds2.5 baths1,678 sq ft

1284 Crab Apple Ln, Winter Springs, FL 32708

Property at 1304 Crab Apple Ln, Winter Springs, FL 32708, 4 beds, 2.5 baths

$430,990

4 beds2.5 baths1,678 sq ft

1304 Crab Apple Ln, Winter Springs, FL 32708

Property at 1345 Mill Stream Ln, Winter Springs, FL 32708, 3 beds, 3.5 baths

$375,000

3 beds3.5 baths1,519 sq ft

1345 Mill Stream Ln, Winter Springs, FL 32708

Property at 451 Harbor Winds Ct, Winter Springs, FL 32708, 3 beds, 2.5 baths

$369,900

3 beds2.5 baths1,914 sq ft

451 Harbor Winds Ct, Winter Springs, FL 32708

Property at 1328 Crab Apple Ln, Winter Springs, FL 32708, 4 beds, 2.5 baths

$399,990

4 beds2.5 baths1,678 sq ft

1328 Crab Apple Ln, Winter Springs, FL 32708

Property at 1312 Crab Apple Ln, Winter Springs, FL 32708, 3 beds, 2.5 baths

$369,990

3 beds2.5 baths1,476 sq ft

1312 Crab Apple Ln, Winter Springs, FL 32708

Property at 505 Moree Loop, Winter Springs, FL 32708, 2 beds, 2.5 baths

$225,000

2 beds2.5 baths1,434 sq ft

505 Moree Loop, Winter Springs, FL 32708

Property at 600 Northern Way #1403, Winter Springs, FL 32708, 3 beds, 2 baths

$340,000

3 beds2 baths1,377 sq ft

600 Northern Way #1403, Winter Springs, FL 32708

Property at 554 Pinebranch Cir, Winter Springs, FL 32708, 2 beds, 2.5 baths

$318,900

2 beds2.5 baths1,558 sq ft

554 Pinebranch Cir, Winter Springs, FL 32708

Property at 1432 Winter Wharf Ln, Winter Springs, FL 32708, 3 beds, 3.5 baths

$390,000

3 beds3.5 baths2,184 sq ft

1432 Winter Wharf Ln, Winter Springs, FL 32708

Property at 411 Green Spring Cir, Winter Springs, FL 32708, 3 beds, 1.5 baths

$232,000

3 beds1.5 baths1,130 sq ft

411 Green Spring Cir, Winter Springs, FL 32708

Property at 1975 Silverweed Way, Oviedo, FL 32765, 3 beds, 2.5 baths

$380,000

3 beds2.5 baths1,835 sq ft

1975 Silverweed Way, Oviedo, FL 32765

Property at 585 Cruz Bay Cir, Winter Springs, FL 32708, 3 beds, 2.5 baths

$383,000

3 beds2.5 baths1,914 sq ft

585 Cruz Bay Cir, Winter Springs, FL 32708

Property at 421 Tradition Ln, Winter Springs, FL 32708, 2 beds, 2.5 baths

$294,900

2 beds2.5 baths1,275 sq ft

421 Tradition Ln, Winter Springs, FL 32708

Property at 718 Lakeside Dr, Winter Springs, FL 32708, 2 beds, 2 baths

$289,000

2 beds2 baths1,166 sq ft

718 Lakeside Dr, Winter Springs, FL 32708

Property at 498 Club Dr, Winter Springs, FL 32708, 2 beds, 2 baths

$250,000

2 beds2 baths1,224 sq ft

498 Club Dr, Winter Springs, FL 32708

Property at 1569 Corkery Ct, Winter Springs, FL 32708, 3 beds, 2.5 baths

$489,500

3 beds2.5 baths1,866 sq ft

1569 Corkery Ct, Winter Springs, FL 32708

Property at 1825 Garden Sage Dr, Oviedo, FL 32765, 3 beds, 2.5 baths

$365,000

3 beds2.5 baths1,438 sq ft

1825 Garden Sage Dr, Oviedo, FL 32765

Property at 1324 Crab Apple Ln, Winter Springs, FL 32708, 3 beds, 2.5 baths

$369,990

3 beds2.5 baths1,476 sq ft

1324 Crab Apple Ln, Winter Springs, FL 32708

Property at 1266 Spotted Sandpiper Loop, Winter Springs, FL 32708, 4 beds, 3.5 baths

$489,500

4 beds3.5 baths2,348 sq ft

1266 Spotted Sandpiper Loop, Winter Springs, FL 32708

Property at 4522 Brook Hollow Cir, Winter Springs, FL 32708, 2 beds, 1.5 baths

$270,000

2 beds1.5 baths1,108 sq ft

4522 Brook Hollow Cir, Winter Springs, FL 32708

Property at Catalina Plan, Winter Springs, FL 32708, 3 beds, 2.5 baths

$384,990

3 beds2.5 baths1,678 sq ft

Catalina Plan, Winter Springs, FL 32708

Listing provided by Zillow

Property at Aurora Plan, Winter Springs, FL 32708, 3 beds, 2.5 baths

$369,990

3 beds2.5 baths1,476 sq ft

Aurora Plan, Winter Springs, FL 32708

Listing provided by Zillow

Property at Catalina II Plan, Winter Springs, FL 32708, 4 beds, 2.5 baths

$399,990

4 beds2.5 baths1,678 sq ft

Catalina II Plan, Winter Springs, FL 32708

Listing provided by Zillow

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Based on information submitted to the MLS GRID as of Sun Nov 30 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Townhouses for Sale in Winter Springs

There are currently 36 townhouses for sale in Winter Springs at a median listing price of $388K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winter Springs stay on the market for 95 days and receive 1 offers. Popular neighborhoods include Winter Springs Town Center, Sunrise, Highlands, Deer Run, North Orlando, Tuscawilla, Parkstone, and Legacy Park. This map is refreshed with the newest listings in Winter Springs every 15 minutes.

In the past month, 47 homes have been sold in Winter Springs. In addition to houses in Winter Springs, there were also 9 condos, 52 townhouses, and 2 multi-family units for sale in Winter Springs last month. Winter Springs is a not walkable city in Florida with a Walk Score of 16. Winter Springs is home to approximately 33,013 people and 3,338 jobs. Find your dream home in Winter Springs using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Winter Springs are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winter Springs. Our Winter Springs real estate stats and trends will give you more information about home buying and selling trends in Winter Springs. If you're looking to sell your home in the Winter Springs area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winter Springs with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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