51 total properties
Did you mean the neighborhood Winter Springs?
View 142 BAYBERRY COURT Winter Springs, FL MLS# O6452907
  • Recently Listed with Virtual Tour
1 of 25
$2,300
4

Beds

2.0

Baths

1,675

Sq.Ft.

142 BAYBERRY COURT

Winter Springs, FL

Courtesy of ROSE PROPERTY MANAGEMENT INC
View 614 CRUZ BAY CIRCLE Winter Springs, FL MLS# O6448728
$2,200
3

Beds

3.1

Baths

1,914

Sq.Ft.

614 CRUZ BAY CIRCLE

Winter Springs, FL

Courtesy of SCHMITT REALTY PLLC
View 600 NORTHERN WAY 807 Winter Springs, FL MLS# V4951943
  • Recently Listed with Virtual Tour
1 of 13
$2,200
3

Beds

3.1

Baths

1,609

Sq.Ft.

600 NORTHERN WAY 807

Winter Springs, FL

Courtesy of LPT REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 704 CASTLEWOOD DRIVE Winter Springs, FL MLS# O6448957
  • Recently Listed with Virtual Tour
1 of 15
$2,100
3

Beds

2.0

Baths

1,364

Sq.Ft.

704 CASTLEWOOD DRIVE

Winter Springs, FL

Courtesy of CENTRAL FL REALTY CONNECTION
View 209 BANYAN COURT Winter Springs, FL MLS# O6447126
  • Recently Listed with Virtual Tour
1 of 16
$2,085
3

Beds

2.0

Baths

1,305

Sq.Ft.

209 BANYAN COURT

Winter Springs, FL

Courtesy of RISE 24 REAL ESTATE LLC
View Address not provided Winter Springs, FL MLS# O6450354
$2,079
3

Beds

2.0

Baths

1,242

Sq.Ft.

Address not provided

Winter Springs, FL

Courtesy of TAH FLORIDA LLC
View 474 CLUB DRIVE Winter Springs, FL MLS# O6449431
  • Recently Listed with Virtual Tour
1 of 31
$2,050
3

Beds

2.0

Baths

1,460

Sq.Ft.

474 CLUB DRIVE

Winter Springs, FL

Courtesy of JEMCO REALTY & PROPERTY MANAGEMENT
View Address not provided Winter Springs, FL MLS# O6453598
  • Recently Listed with Virtual Tour
1 of 15
$2,009
3

Beds

2.0

Baths

1,269

Sq.Ft.

Address not provided

Winter Springs, FL

Courtesy of TAH FLORIDA LLC
View 1314 PARK VILLA PLACE Winter Springs, FL MLS# O6447142
$2,000
3

Beds

2.0

Baths

1,078

Sq.Ft.

1314 PARK VILLA PLACE

Winter Springs, FL

Courtesy of SUNSHINE GROUP USA, INC
View 411 SHEOAH BOULEVARD 43 Winter Springs, FL MLS# O6421700
$1,999
3

Beds

2.1

Baths

1,400

Sq.Ft.

411 SHEOAH BOULEVARD 43

Winter Springs, FL

Courtesy of ALPHA EQUITY REALTY & MANAGEMENT INC
View 169 CONSTITUTION WAY Winter Springs, FL MLS# O6432977
$1,950
3

Beds

2.1

Baths

1,468

Sq.Ft.

169 CONSTITUTION WAY

Winter Springs, FL

Courtesy of OPTIMA REAL ESTATE
View 502 SAN GABRIEL COURT Winter Springs, FL MLS# O6434876
$1,899
3

Beds

2.0

Baths

1,187

Sq.Ft.

502 SAN GABRIEL COURT

Winter Springs, FL

Courtesy of SPECIALIZED PROPERTY MANAGEMENT
View 154 TUSKAWILLA ROAD 1-224 Winter Springs, FL MLS# C7531659
$1,895
2

Beds

2.0

Baths

1,068

Sq.Ft.

154 TUSKAWILLA ROAD 1-224

Winter Springs, FL

Courtesy of BARTOMEO REALTY
View 154 TUSKAWILLA ROAD 1-324 Winter Springs, FL MLS# C7531660
$1,895
2

Beds

2.0

Baths

1,044

Sq.Ft.

154 TUSKAWILLA ROAD 1-324

Winter Springs, FL

Courtesy of BARTOMEO REALTY
View 213 BUTTONWOOD AVENUE Winter Springs, FL MLS# O6428862
$1,890
3

Beds

2.0

Baths

1,232

Sq.Ft.

213 BUTTONWOOD AVENUE

Winter Springs, FL

Courtesy of GLOBAL PROPERTIES SALES & MGMT
View 202 JAMES COURT Winter Springs, FL MLS# O6441635
$1,850
3

Beds

2.0

Baths

1,250

Sq.Ft.

202 JAMES COURT

Winter Springs, FL

Courtesy of REALSOURCE PROPERTY MANGNT LLC
View 600 NORTHERN WAY 1605 Winter Springs, FL MLS# O6452607
  • Recently Listed with Virtual Tour
1 of 14
$1,825
2

Beds

2.0

Baths

1,132

Sq.Ft.

600 NORTHERN WAY 1605

Winter Springs, FL

Courtesy of LIVE FLORIDA NOW LLC
View 3862 WHITE BIRCH RUN Winter Springs, FL MLS# O6447850
$1,800
2

Beds

2.1

Baths

1,306

Sq.Ft.

3862 WHITE BIRCH RUN

Winter Springs, FL

Courtesy of LA TERRAZA REALTY
View 615 CASA PARK COURT G Winter Springs, FL MLS# O6450469
$1,800
2

Beds

1.0

Baths

980

Sq.Ft.

615 CASA PARK COURT G

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 304 WOODGREEN LANE Winter Springs, FL MLS# O6452228
  • Recently Listed with Virtual Tour
1 of 21
$1,750
2

Beds

1.1

Baths

1,114

Sq.Ft.

304 WOODGREEN LANE

Winter Springs, FL

Courtesy of ROMAN REALTY GROUP, 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

183

Estimated median home price

$399,999
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

PriceCount
$0 - 100K1
$100K - 200K13
$200K - 300K31
$300K - 400K47
$400K - 500K45
$500K - 600K19
$600K - 700K12
$700K - 800K3
$800K - 900K2
$900K - 1M3
$1M - Max7

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family118
Townhouse44
Condo11
Commercial4
Rental51
Lots and Land4
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 11/1/2026)

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 11/1/2026.