153 total properties
Did you mean the neighborhood Winter Springs?
View 857 BENCHWOOD DRIVE Winter Springs, FL MLS# O6368870
$444,000
4

Beds

2.0

Baths

1,812

Sq.Ft.

857 BENCHWOOD DRIVE

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 705 BOYSENBERRY COURT Winter Springs, FL MLS# O6368618
$499,995
3

Beds

2.0

Baths

1,908

Sq.Ft.

705 BOYSENBERRY COURT

Winter Springs, FL

Courtesy of VENCORP REAL ESTATE
View 622 ANHINGA ROAD Winter Springs, FL MLS# O6369225
$399,000
3

Beds

2.1

Baths

1,721

Sq.Ft.

622 ANHINGA ROAD

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1360 CONGRESSIONAL COURT Winter Springs, FL MLS# O6367883
  • Recently Listed with Virtual Tour
1 of 31
$485,000
2

Beds

2.1

Baths

1,854

Sq.Ft.

1360 CONGRESSIONAL COURT

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 667 ANDOVER CIRCLE Winter Springs, FL MLS# O6368313
$435,000
3

Beds

2.0

Baths

1,628

Sq.Ft.

667 ANDOVER CIRCLE

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 1178 BALTIC LANE Winter Springs, FL MLS# O6369106
$529,900
4

Beds

2.0

Baths

1,913

Sq.Ft.

1178 BALTIC LANE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 111 N FAIRFAX AVENUE Winter Springs, FL MLS# O6367411
$304,900
3

Beds

1.0

Baths

1,058

Sq.Ft.

111 N FAIRFAX AVENUE

Winter Springs, FL

Courtesy of MODERN WORLD REALTY LLC
View 705 CRESTWOOD WAY Winter Springs, FL MLS# O6366158
$325,000
3

Beds

2.0

Baths

1,296

Sq.Ft.

705 CRESTWOOD WAY

Winter Springs, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 1427 WHITEHALL BOULEVARD Winter Springs, FL MLS# O6366320
$449,900
3

Beds

2.0

Baths

1,628

Sq.Ft.

1427 WHITEHALL BOULEVARD

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 429 SHEOAH BOULEVARD 8 Winter Springs, FL MLS# S5139927
$245,000
3

Beds

2.0

Baths

1,187

Sq.Ft.

429 SHEOAH BOULEVARD 8

Winter Springs, FL

Courtesy of UPZEL REALTY LLC
View 709 SAILFISH ROAD Winter Springs, FL MLS# O6364715
$415,000
3

Beds

2.0

Baths

1,737

Sq.Ft.

709 SAILFISH ROAD

Winter Springs, FL

Courtesy of ELEGANT REALTY LLC
View 40 SHEOAH BOULEVARD 27 Winter Springs, FL MLS# O6365099
$169,900
2

Beds

2.0

Baths

1,187

Sq.Ft.

40 SHEOAH BOULEVARD 27

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK
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 202 MURPHY ROAD Winter Springs, FL MLS# O6364359
$315,000
3

Beds

2.0

Baths

1,254

Sq.Ft.

202 MURPHY ROAD

Winter Springs, FL

Courtesy of RE/MAX CENTRAL REALTY
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 794 AUSTIN COURT Winter Springs, FL MLS# O6364167
  • Recently Listed with Virtual Tour
1 of 36
$345,000
3

Beds

2.0

Baths

1,510

Sq.Ft.

794 AUSTIN COURT

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 1706 FOX GLEN COURT Winter Springs, FL MLS# O6361556
$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 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 1356 ORTEGA STREET Winter Springs, FL MLS# O6360987
$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
$339,000
3

Beds

2.1

Baths

1,602

Sq.Ft.

540 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of EXP 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

210

Estimated median home price

$422,450
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 - 200K5
$200K - 300K34
$300K - 400K53
$400K - 500K53
$500K - 600K17
$600K - 700K10
$700K - 800K19
$800K - 900K6
$900K - 1M5
$1M - Max6

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family137
Townhouse52
Condo12
Commercial1
Rental35
Lots and Land5
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 2/26/2026)

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 2/26/2026.

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 2/26/2026.