214 total properties
Did you mean the neighborhood Winter Springs?
View 203 HERRELL ROAD Winter Springs, FL MLS# O6358036
  • Virtual Tour
1 of 45
$573,000
5

Beds

3.1

Baths

3,566

Sq.Ft.

203 HERRELL ROAD

Winter Springs, FL

Courtesy of MAINFRAME REAL ESTATE
View 270 SAN GABRIEL STREET Winter Springs, FL MLS# O6359666
$269,900
3

Beds

2.0

Baths

1,089

Sq.Ft.

270 SAN GABRIEL STREET

Winter Springs, FL

Courtesy of MAINFRAME REAL ESTATE
View 1553 CRANSTON STREET Winter Springs, FL MLS# O6355188
$728,500
5

Beds

3.0

Baths

3,385

Sq.Ft.

1553 CRANSTON STREET

Winter Springs, FL

Courtesy of LEGACY REALTY & BROKERS LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1029 ANTELOPE TRAIL Winter Springs, FL MLS# O6355141
$481,000
4

Beds

2.0

Baths

1,939

Sq.Ft.

1029 ANTELOPE TRAIL

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1542 WESCOTT LOOP Winter Springs, FL MLS# O6352614
  • Adult Community with Virtual Tour
1 of 62
$764,500
4

Beds

3.0

Baths

3,242

Sq.Ft.

1542 WESCOTT LOOP

Winter Springs, FL

Courtesy of LIBERTY HOME SALES INC
View 744 N GRETNA COURT Winter Springs, FL MLS# TB8437197
$385,000
3

Beds

2.0

Baths

1,265

Sq.Ft.

744 N GRETNA COURT

Winter Springs, FL

Courtesy of BY OWNER.COM
View 314 SAN GABRIEL STREET Winter Springs, FL MLS# O6350799
  • Virtual Tour
1 of 30
OPEN HOUSE: Sunday 4/26 1:00 PM - 4:00 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 562 PLEASANT GROVE DRIVE Winter Springs, FL MLS# O6348719
$470,000
3

Beds

2.0

Baths

1,579

Sq.Ft.

562 PLEASANT GROVE DRIVE

Winter Springs, FL

Courtesy of REGENCY REAL ESTATE LLC
View 1340 DELANEY DRIVE Winter Springs, FL MLS# O6346776
$265,000
3

Beds

2.0

Baths

1,422

Sq.Ft.

1340 DELANEY DRIVE

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 1444 BIRD ROAD Winter Springs, FL MLS# O6344113
  • Virtual Tour
1 of 62
$838,500
4

Beds

2.0

Baths

2,350

Sq.Ft.

1444 BIRD ROAD

Winter Springs, FL

Courtesy of KEEN REALTY GROUP, INC.
View 515 SEASONS COURT Winter Springs, FL MLS# O6343009
  • Virtual Tour
1 of 53
$299,900
3

Beds

2.0

Baths

1,101

Sq.Ft.

515 SEASONS COURT

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 600 NORTHERN WAY 1403 Winter Springs, FL MLS# O6342248
$325,000
3

Beds

2.0

Baths

1,377

Sq.Ft.

600 NORTHERN WAY 1403

Winter Springs, FL

Courtesy of JULIE B REALTY, INC
View 554 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6342227
$318,900
2

Beds

2.1

Baths

1,558

Sq.Ft.

554 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of LA ROSA REALTY CW PROPERTIES L
View 122 STONE GABLE CIR Winter Springs, FL MLS# O6340870
$499,000
3

Beds

2.1

Baths

2,147

Sq.Ft.

122 STONE GABLE CIR

Winter Springs, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 431 S HAWTHORN CIRCLE Winter Springs, FL MLS# O6330022
$450,000
5

Beds

2.1

Baths

2,092

Sq.Ft.

431 S HAWTHORN CIRCLE

Winter Springs, FL

Courtesy of THE SHUGAN GROUP INC
View 202 ARROWHEAD COURT Winter Springs, FL MLS# O6337777
$1,250,000
5

Beds

4.1

Baths

4,078

Sq.Ft.

202 ARROWHEAD COURT

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 30 MOREE LOOP 39 Winter Springs, FL MLS# O6333905
  • Virtual Tour
1 of 31
$210,000
3

Beds

2.1

Baths

1,400

Sq.Ft.

30 MOREE LOOP 39

Winter Springs, FL

Courtesy of PARK VIEW REALTY INC
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 113 LIDO ROAD Winter Springs, FL MLS# O6326611
  • Virtual Tour
1 of 18
$369,900
4

Beds

2.0

Baths

1,312

Sq.Ft.

113 LIDO ROAD

Winter Springs, FL

Courtesy of HD REALTY LLC
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

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

$442,000
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 7
$200K - 300K 36
$300K - 400K 52
$400K - 500K 46
$500K - 600K 20
$600K - 700K 11
$700K - 800K 18
$800K - 900K 10
$900K - 1M 4
$1M - Max 10

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 143
Townhouse 47
Condo 15
Commercial 3
Rental 38
Lots and Land 6
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 4/21/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 4/21/2026.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 4/21/2026.

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 4/21/2026.