201 total properties
Did you mean the neighborhood Winter Springs?
View 709 SAILFISH ROAD Winter Springs, FL MLS# O6364715
$412,500
3

Beds

2.0

Baths

1,737

Sq.Ft.

709 SAILFISH ROAD

Winter Springs, FL

Courtesy of ELEGANT REALTY LLC
View 140 N. FAIRFAX Winter Springs, FL MLS# O6364352
$331,000
3

Beds

1.0

Baths

1,188

Sq.Ft.

140 N. FAIRFAX

Winter Springs, FL

Courtesy of ERA GRIZZARD REAL ESTATE
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
The time to sell is now! THE TIME TO SELL IS NOW!
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 1716 FOX GLEN COURT Winter Springs, FL MLS# O6362670
$479,000
3

Beds

2.0

Baths

1,889

Sq.Ft.

1716 FOX GLEN COURT

Winter Springs, FL

Courtesy of RED CARPET REALTY FLORIDA
View 506 CLUB DRIVE Winter Springs, FL MLS# O6362326
$237,000
2

Beds

2.0

Baths

1,002

Sq.Ft.

506 CLUB DRIVE

Winter Springs, FL

Courtesy of CALL IT CLOSED INTL REALTY
View 540 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6361447
$339,000
3

Beds

2.1

Baths

1,602

Sq.Ft.

540 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of EXP 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 1421 HAPPY BIRD LANE Winter Springs, FL MLS# O6359884
$573,448
4

Beds

3.1

Baths

2,502

Sq.Ft.

1421 HAPPY BIRD LANE

Winter Springs, FL

Courtesy of RE/MAX ASSURED
View 203 HERRELL ROAD Winter Springs, FL MLS# O6358036
$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
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
$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
$299,900
3

Beds

2.0

Baths

1,101

Sq.Ft.

515 SEASONS COURT

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

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

215

Estimated median home price

$445,000
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 - 200K8
$200K - 300K36
$300K - 400K51
$400K - 500K46
$500K - 600K19
$600K - 700K12
$700K - 800K18
$800K - 900K11
$900K - 1M4
$1M - Max10

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family143
Townhouse47
Condo16
Commercial3
Rental38
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/22/2026)

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 4/24/2026.

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 4/24/2026.

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 4/24/2026.