39 total properties
Did you mean the neighborhood Winter Springs?
View 130 DEER SONG DRIVE Winter Springs, FL MLS# O6395309
$310,000
3

Beds

2.0

Baths

1,105

Sq.Ft.

130 DEER SONG DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 476 CLUB DRIVE Winter Springs, FL MLS# O6392856
  • Virtual Tour
1 of 62
$275,000
3

Beds

2.0

Baths

1,460

Sq.Ft.

476 CLUB DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS HERITAGE REALTY
View 499 CLUB DRIVE Winter Springs, FL MLS# O6391855
  • Virtual Tour
1 of 20
$235,000
2

Beds

2.0

Baths

1,224

Sq.Ft.

499 CLUB DRIVE

Winter Springs, FL

Courtesy of FLORIDA HOME TEAM REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 712 LINDEN DRIVE Winter Springs, FL MLS# O6388467
  • Virtual Tour
1 of 24
$310,000
3

Beds

2.0

Baths

1,366

Sq.Ft.

712 LINDEN DRIVE

Winter Springs, FL

Courtesy of SHAW SIGNATURE RE
View 421 HORIZON DRIVE Winter Springs, FL MLS# O6384932
  • Virtual Tour
1 of 29
$299,900
3

Beds

2.0

Baths

1,069

Sq.Ft.

421 HORIZON DRIVE

Winter Springs, FL

Courtesy of REAL BROKER, LLC
View 600 NORTHERN WAY 1608 Winter Springs, FL MLS# G5108558
$274,900
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 1608

Winter Springs, FL

Courtesy of WORTH CLARK REALTY
View 167 CONSTITUTION WAY Winter Springs, FL MLS# O6383981
$299,000
2

Beds

2.1

Baths

1,275

Sq.Ft.

167 CONSTITUTION WAY

Winter Springs, FL

Courtesy of WEMERT GROUP REALTY LLC
View 446 CLUB DRIVE Winter Springs, FL MLS# O6380694
  • Virtual Tour
1 of 40
$269,000
3

Beds

2.0

Baths

1,460

Sq.Ft.

446 CLUB DRIVE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 222 W PANAMA ROAD Winter Springs, FL MLS# V4947103
  • Virtual Tour
1 of 25
$310,000
3

Beds

2.0

Baths

1,044

Sq.Ft.

222 W PANAMA ROAD

Winter Springs, FL

Courtesy of CENTURY 21 MCBRIDE REALTY GROUP
View 337 KIRKCALDY DRIVE Winter Springs, FL MLS# O6375532
$284,900
2

Beds

2.0

Baths

974

Sq.Ft.

337 KIRKCALDY DRIVE

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 3825 BLACK SPRUCE LANE Winter Springs, FL MLS# O6372860
$280,000
2

Beds

2.1

Baths

1,306

Sq.Ft.

3825 BLACK SPRUCE LANE

Winter Springs, FL

Courtesy of ABSOLUTE REALTY GROUP, LLC
View 600 NORTHERN WAY 906 Winter Springs, FL MLS# O6375918
$310,000
3

Beds

3.0

Baths

1,609

Sq.Ft.

600 NORTHERN WAY 906

Winter Springs, FL

Courtesy of JR REALTY GROUP LLC
View 476 TRADITION LANE Winter Springs, FL MLS# O6371009
$299,000
3

Beds

2.1

Baths

1,468

Sq.Ft.

476 TRADITION LANE

Winter Springs, FL

Courtesy of SET HOMES REALTY LLC
View 114 SUNDANCE COURT Winter Springs, FL MLS# O6359275
$305,500
4

Beds

2.0

Baths

1,356

Sq.Ft.

114 SUNDANCE COURT

Winter Springs, FL

Courtesy of Orlando/Downtown - WEICHERT, REALTORS® - Hallmark Properties
View 270 SAN GABRIEL STREET Winter Springs, FL MLS# O6359666
$259,000
3

Beds

2.0

Baths

1,089

Sq.Ft.

270 SAN GABRIEL STREET

Winter Springs, FL

Courtesy of MAINFRAME REAL ESTATE
View 314 SAN GABRIEL STREET Winter Springs, FL MLS# O6350799
  • Virtual Tour
1 of 30
OPEN HOUSE: Saturday 5/30 11:00 AM - 2:00 PM
$279,990
3

Beds

2.0

Baths

1,091

Sq.Ft.

314 SAN GABRIEL STREET

Winter Springs, FL

Courtesy of Lake Mary - WEICHERT, REALTORS® - Hallmark Properties
View 498 CLUB DRIVE Winter Springs, FL MLS# O6332792
  • Virtual Tour
1 of 27
$235,000
2

Beds

2.0

Baths

1,224

Sq.Ft.

498 CLUB DRIVE

Winter Springs, FL

Courtesy of PAINE-ANDERSON PROPERTIES, INC
View 1053 W PEBBLE BEACH CIRCLE Winter Springs, FL MLS# O6314126
$309,777
3

Beds

2.0

Baths

1,574

Sq.Ft.

1053 W PEBBLE BEACH CIRCLE

Winter Springs, FL

Courtesy of INT'L PROFESSIONAL REALTY INC
View 600 NORTHERN WAY 502 Winter Springs, FL MLS# O6286935
$269,000
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 502

Winter Springs, FL

Courtesy of EXP REALTY LLC

About Winter Springs

Distinguished as one of the county's newer communities, Winter Springs is also the largest in terms of land area.  The community once called the Village of North Orlando has seen phenomenal growth over recent decades, experiencing an 800 percent increase in population from 1970 to 2000.  The influx of new businesses, commercial activity, and industrial development is heralding another milestone in the evolution of Winter Springs. The area is quickly transforming from a bedroom community into a highly integrated and well-balanced city.  Winter Springs serves as the host municipality for the country club community of Tuscawilla, recognized as one of the most expansive residential villages northeast of Orlando.  With approximately 12,000 residents, Tuscawilla represents nearly one-third of the total population of Winter Springs.  The community had its genesis in the early 1970s, steadily adding one subdivision after another.  More than 20 of these subdivisions now provide an attractive selection of housing in every price range and architectural style, each one managed by its own homeowners' association.

Listings in Winter Springs, FL

214

Estimated median home price

$425,000
Winter Springs FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Springs, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Springs, FL.

Homes for Sale by Price in Winter Springs, FL

Price Count
$0 - 100K 0
$100K - 200K 10
$200K - 300K 34
$300K - 400K 52
$400K - 500K 50
$500K - 600K 17
$600K - 700K 14
$700K - 800K 15
$800K - 900K 9
$900K - 1M 3
$1M - Max 10

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 134
Townhouse 54
Condo 17
Commercial 3
Rental 40
Lots and Land 3
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 0
Farms 0

(Data as of 5/28/2026)

Information deemed reliable but not guaranteed.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 5/28/2026.