48 total properties
Did you mean the neighborhood Winter Springs?
View 20 SHEOAH BOULEVARD 9 Winter Springs, FL MLS# O6438803
$1,295
1

Beds

1.0

Baths

710

Sq.Ft.

20 SHEOAH BOULEVARD 9

Winter Springs, FL

Courtesy of CONCIERGE REALTY & PROPERTY MANAGEMENT LLC
View 419 SHEOAH BOULEVARD 28 Winter Springs, FL MLS# O6433276
$1,450
2

Beds

2.0

Baths

936

Sq.Ft.

419 SHEOAH BOULEVARD 28

Winter Springs, FL

Courtesy of PAINE-ANDERSON PROPERTIES, INC
View 207 S MOSS ROAD Winter Springs, FL MLS# O6374591
$1,495
2

Beds

1.1

Baths

870

Sq.Ft.

207 S MOSS ROAD

Winter Springs, FL

Courtesy of SLOANE REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 154 TUSKAWILLA ROAD 1-312 Winter Springs, FL MLS# C7531661
$1,495
1

Beds

1.0

Baths

652

Sq.Ft.

154 TUSKAWILLA ROAD 1-312

Winter Springs, FL

Courtesy of BARTOMEO REALTY
View 10 SHEOAH BOULEVARD 7 Winter Springs, FL MLS# O6450917
$1,495
2

Beds

2.0

Baths

972

Sq.Ft.

10 SHEOAH BOULEVARD 7

Winter Springs, FL

Courtesy of ALFANO PROPERTY MANAGEMENT
View 50 SHEOAH BOULEVARD 33 Winter Springs, FL MLS# O6450970
  • Recently Listed with Virtual Tour
1 of 37
$1,595
2

Beds

2.0

Baths

972

Sq.Ft.

50 SHEOAH BOULEVARD 33

Winter Springs, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 607 CASA PARK COURT F Winter Springs, FL MLS# S5159265
$1,600
2

Beds

2.1

Baths

1,156

Sq.Ft.

607 CASA PARK COURT F

Winter Springs, FL

Courtesy of TRANSCEND REALTY
View 130 RHODEN LANE Winter Springs, FL MLS# O6431861
$1,625
2

Beds

1.1

Baths

896

Sq.Ft.

130 RHODEN LANE

Winter Springs, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 406 E STATE ROAD 434 ROUTE Winter Springs, FL MLS# S5159590
  • Recently Listed with Virtual Tour
1 of 8
$1,700
2

Beds

1.0

Baths

748

Sq.Ft.

406 E STATE ROAD 434 ROUTE

Winter Springs, FL

Courtesy of NONA LEGACY POWERED BY LA ROSA
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
View 154 TUSKAWILLA ROAD 1-224 Winter Springs, FL MLS# C7531659
$1,795
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
$1,795
2

Beds

2.0

Baths

1,044

Sq.Ft.

154 TUSKAWILLA ROAD 1-324

Winter Springs, FL

Courtesy of BARTOMEO REALTY
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 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 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 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 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 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 Address not provided Winter Springs, FL MLS# O6453598
  • Recently Listed with Virtual Tour
1 of 15
$1,979
3

Beds

2.0

Baths

1,269

Sq.Ft.

Address not provided

Winter Springs, FL

Courtesy of TAH FLORIDA 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

177

Estimated median home price

$399,000
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

PriceCount
$0 - 100K1
$100K - 200K12
$200K - 300K35
$300K - 400K45
$400K - 500K41
$500K - 600K18
$600K - 700K13
$700K - 800K3
$800K - 900K1
$900K - 1M2
$1M - Max6

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family112
Townhouse46
Condo11
Commercial4
Rental48
Lots and Land3
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 11/8/2026)

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 11/9/2026.