205 total properties
Did you mean the neighborhood Winter Springs?
View 981 TUSKAWILLA TRAIL Winter Springs, FL MLS# O6367655
$899,999
4

Beds

3.0

Baths

3,284

Sq.Ft.

981 TUSKAWILLA TRAIL

Winter Springs, FL

Courtesy of LA ROSA REALTY PREMIER LLC
View 1692 WINGSPAN WAY Winter Springs, FL MLS# O6390916
$865,000
5

Beds

3.1

Baths

2,660

Sq.Ft.

1692 WINGSPAN WAY

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 405 ALMERIA COURT Winter Springs, FL MLS# O6380746
$849,900
6

Beds

3.1

Baths

3,203

Sq.Ft.

405 ALMERIA COURT

Winter Springs, FL

Courtesy of THE CAVALIERI GROUP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 684 OLEAN COURT Winter Springs, FL MLS# O6399510
  • Recently Listed with Virtual Tour
1 of 62
$849,900
5

Beds

4.0

Baths

2,832

Sq.Ft.

684 OLEAN COURT

Winter Springs, FL

Courtesy of VOSS REALTY INC
View 1502 EAGLE NEST CIRCLE Winter Springs, FL MLS# O6387997
$849,000
4

Beds

2.2

Baths

2,801

Sq.Ft.

1502 EAGLE NEST CIRCLE

Winter Springs, FL

Courtesy of ADAIR REALTY INC
View 135 W TRADE WINDS ROAD Winter Springs, FL MLS# S5146734
$847,500
6

Beds

4.0

Baths

3,100

Sq.Ft.

135 W TRADE WINDS ROAD

Winter Springs, FL

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

Beds

2.0

Baths

2,350

Sq.Ft.

1444 BIRD ROAD

Winter Springs, FL

Courtesy of KEEN REALTY GROUP, INC.
View 226 CHESTNUT RIDGE STREET Winter Springs, FL MLS# O6398877
  • Recently Listed with Virtual Tour
1 of 40
$824,900
4

Beds

2.1

Baths

2,902

Sq.Ft.

226 CHESTNUT RIDGE STREET

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 422 SANDRINGHAM COURT Winter Springs, FL MLS# O6384155
$822,800
5

Beds

3.1

Baths

3,512

Sq.Ft.

422 SANDRINGHAM COURT

Winter Springs, FL

Courtesy of INTOP REALTY LLC
View 420 PARK LAKE DRIVE Winter Springs, FL MLS# O6395478
$815,000
6

Beds

4.1

Baths

4,403

Sq.Ft.

420 PARK LAKE DRIVE

Winter Springs, FL

Courtesy of CORCORAN PREMIER REALTY
View 426 DANCING WATER DRIVE Winter Springs, FL MLS# O6385034
$799,000
5

Beds

3.1

Baths

3,400

Sq.Ft.

426 DANCING WATER DRIVE

Winter Springs, FL

Courtesy of MAINFRAME REAL ESTATE
View 1225 STONE HARBOUR ROAD Winter Springs, FL MLS# O6365357
$780,000
5

Beds

4.1

Baths

3,512

Sq.Ft.

1225 STONE HARBOUR ROAD

Winter Springs, FL

Courtesy of ROBERT SLACK LLC
View 140 SEVILLE CHASE DRIVE Winter Springs, FL MLS# O6395594
  • Recently Listed with Virtual Tour
1 of 46
$779,900
5

Beds

3.1

Baths

3,129

Sq.Ft.

140 SEVILLE CHASE DRIVE

Winter Springs, FL

Courtesy of Winter Park - WEICHERT, REALTORS® - Hallmark Properties
View 648 FANNING DRIVE Winter Springs, FL MLS# O6375390
$775,000
5

Beds

4.0

Baths

3,718

Sq.Ft.

648 FANNING DRIVE

Winter Springs, FL

Courtesy of RE/MAX CENTRAL REALTY
View 126 SEVILLE CHASE DRIVE Winter Springs, FL MLS# O6392873
  • Recently Listed with Virtual Tour
1 of 51
$769,000
5

Beds

4.0

Baths

3,205

Sq.Ft.

126 SEVILLE CHASE DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 1534 WESCOTT LOOP Winter Springs, FL MLS# O6380652
$764,900
6

Beds

4.0

Baths

3,426

Sq.Ft.

1534 WESCOTT LOOP

Winter Springs, FL

Courtesy of PALMANO GROUP RE BROKERAGE LLC
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 1204 SWAN STREET Winter Springs, FL MLS# O6294504
$750,000
4

Beds

2.1

Baths

3,334

Sq.Ft.

1204 SWAN STREET

Winter Springs, FL

Courtesy of STIRLING INTERNATIONAL REAL ES
View 124 BLUE CREEK DRIVE Winter Springs, FL MLS# O6365177
$750,000
5

Beds

3.0

Baths

2,762

Sq.Ft.

124 BLUE CREEK DRIVE

Winter Springs, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 1777 SENECA BOULEVARD Winter Springs, FL MLS# O6376191
$749,900
4

Beds

3.0

Baths

2,345

Sq.Ft.

1777 SENECA BOULEVARD

Winter Springs, FL

Courtesy of EXIT REALTY PREMIER LEGACY

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

220

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

PriceCount
$0 - 100K0
$100K - 200K7
$200K - 300K38
$300K - 400K52
$400K - 500K49
$500K - 600K21
$600K - 700K11
$700K - 800K18
$800K - 900K10
$900K - 1M4
$1M - Max10

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family147
Townhouse49
Condo15
Commercial3
Rental39
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/19/2026)

Information deemed reliable but not guaranteed.

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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 4/20/2026.

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 4/20/2026.

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 4/20/2026.