103 total properties
Did you mean the neighborhood Winter Springs?
View 429 SHEOAH BOULEVARD #8 Winter Springs, FL MLS# S5139927
  • Recently Listed with Virtual Tour
1 of 17
$245,000
3

Beds

2.0

Baths

1,187

Sq.Ft.

429 SHEOAH BOULEVARD #8

Winter Springs, FL

Courtesy of UPZEL REALTY LLC
View 1405 GOOLAGONG COURT Winter Springs, FL MLS# O6365700
  • Recently Listed with Virtual Tour
1 of 31
$390,000
3

Beds

2.0

Baths

1,422

Sq.Ft.

1405 GOOLAGONG COURT

Winter Springs, FL

Courtesy of LPT REALTY, LLC
View 40 SHEOAH BOULEVARD #27 Winter Springs, FL MLS# O6365099
  • Recently Listed with Virtual Tour
1 of 25
$169,900
2

Beds

2.0

Baths

1,187

Sq.Ft.

40 SHEOAH BOULEVARD #27

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK
The time to sell is now! THE TIME TO SELL IS NOW!
View 286 TAVESTOCK LOOP Winter Springs, FL MLS# O6364563
$475,000
3

Beds

2.0

Baths

1,695

Sq.Ft.

286 TAVESTOCK LOOP

Winter Springs, FL

Courtesy of THE AGENCY ORLANDO
View 709 SAILFISH ROAD Winter Springs, FL MLS# O6364715
  • Recently Listed with Virtual Tour
1 of 28
$415,000
3

Beds

2.0

Baths

1,737

Sq.Ft.

709 SAILFISH ROAD

Winter Springs, FL

Courtesy of ELEGANT REALTY LLC
View 202 MURPHY ROAD Winter Springs, FL MLS# O6364359
  • Recently Listed with Virtual Tour
1 of 25
$325,000
3

Beds

2.0

Baths

1,254

Sq.Ft.

202 MURPHY ROAD

Winter Springs, FL

Courtesy of RE/MAX CENTRAL REALTY
View 140 N. FAIRFAX Winter Springs, FL MLS# O6364352
  • Recently Listed with Virtual Tour
1 of 35
$335,000
3

Beds

1.0

Baths

1,188

Sq.Ft.

140 N. FAIRFAX

Winter Springs, FL

Courtesy of ERA GRIZZARD REAL ESTATE
View 909 AUGUSTA NATIONAL BOULEVARD Winter Springs, FL MLS# O6363116
  • Recently Listed with Virtual Tour
1 of 18
$400,000
3

Beds

2.0

Baths

1,587

Sq.Ft.

909 AUGUSTA NATIONAL BOULEVARD

Winter Springs, FL

Courtesy of REAL BROKER, LLC
View 1211 PHILLIP STREET Winter Springs, FL MLS# O6319327
$335,000
3

Beds

2.0

Baths

1,026

Sq.Ft.

1211 PHILLIP STREET

Winter Springs, FL

Courtesy of OUTLET REALTY
View 1462 LA PALOMA CIRCLE Winter Springs, FL MLS# S5137902
$325,000
2

Beds

2.0

Baths

1,813

Sq.Ft.

1462 LA PALOMA CIRCLE

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 506 CLUB DRIVE Winter Springs, FL MLS# O6362326
  • Recently Listed with Virtual Tour
1 of 33
$239,000
2

Beds

2.0

Baths

1,002

Sq.Ft.

506 CLUB DRIVE

Winter Springs, FL

Courtesy of CALL IT CLOSED INTL REALTY
View 1706 FOX GLEN COURT Winter Springs, FL MLS# O6361556
  • Recently Listed with Virtual Tour
1 of 28
$439,000
3

Beds

2.0

Baths

1,656

Sq.Ft.

1706 FOX GLEN COURT

Winter Springs, FL

Courtesy of STRONG FOUNDATION REALTY LLC
View 1356 ORTEGA STREET Winter Springs, FL MLS# O6360987
  • Recently Listed with Virtual Tour
1 of 25
$398,500
3

Beds

2.0

Baths

1,036

Sq.Ft.

1356 ORTEGA STREET

Winter Springs, FL

Courtesy of EPIQUE REALTY, INC.
View 540 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6361447
  • Recently Listed with Virtual Tour
1 of 26
$350,000
3

Beds

2.1

Baths

1,602

Sq.Ft.

540 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 835 E SR 434 Winter Springs, FL MLS# O6302900
$400,000
Studio

Beds

0.0

Baths

835 E SR 434

Winter Springs, FL

Courtesy of HOMEVEST REALTY
View 219 BENNETT STREET Winter Springs, FL MLS# O6361085
$375,000
3

Beds

2.0

Baths

2,030

Sq.Ft.

219 BENNETT STREET

Winter Springs, FL

Courtesy of PARK PLACE REAL ESTATE
View 114 SUNDANCE COURT Winter Springs, FL MLS# O6359275
$319,900
4

Beds

2.0

Baths

1,356

Sq.Ft.

114 SUNDANCE COURT

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 270 SAN GABRIEL STREET Winter Springs, FL MLS# O6359666
$279,900
3

Beds

2.0

Baths

1,089

Sq.Ft.

270 SAN GABRIEL STREET

Winter Springs, FL

Courtesy of MAINFRAME REAL ESTATE
View 411 LAVISTA Winter Springs, FL MLS# O6359345
  • Adult Community with Virtual Tour
1 of 68
$93,500
3

Beds

2.0

Baths

1,536

Sq.Ft.

411 LAVISTA

Winter Springs, FL

Courtesy of SOUTHERN REALTY ENTERPRISES
View 3895 BISCAYNE DRIVE Winter Springs, FL MLS# TB8446268
$374,999
4

Beds

3.0

Baths

2,222

Sq.Ft.

3895 BISCAYNE DRIVE

Winter Springs, FL

Courtesy of RICHARD PETERS REALTY 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

$430,990
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 - 100K2
$100K - 200K7
$200K - 300K19
$300K - 400K49
$400K - 500K42
$500K - 600K16
$600K - 700K14
$700K - 800K16
$800K - 900K2
$900K - 1M2
$1M - Max8

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family116
Townhouse38
Condo10
Commercial2
Rental54
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home2
Farms0

(Data as of 12/9/2025)

Information deemed reliable but not guaranteed.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

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 12/9/2025.