54 total properties
Did you mean the neighborhood Winter Springs?
View 421 HORIZON DRIVE Winter Springs, FL MLS# O6384932
  • Recently Listed with Virtual Tour
1 of 29
$324,500
3

Beds

2.0

Baths

1,069

Sq.Ft.

421 HORIZON DRIVE

Winter Springs, FL

Courtesy of REAL BROKER, LLC
View 219 BENNETT STREET Winter Springs, FL MLS# O6385674
$309,900
3

Beds

2.0

Baths

2,030

Sq.Ft.

219 BENNETT STREET

Winter Springs, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 102 CAMPHORWOOD COURT Winter Springs, FL MLS# O6383999
  • Recently Listed with Virtual Tour
1 of 26
$314,900
3

Beds

2.0

Baths

1,064

Sq.Ft.

102 CAMPHORWOOD COURT

Winter Springs, FL

Courtesy of THE AGENCY FL
The time to sell is now! THE TIME TO SELL IS NOW!
View 756 DUNLAP CIRCLE Winter Springs, FL MLS# O6383564
$334,990
2

Beds

2.0

Baths

1,251

Sq.Ft.

756 DUNLAP CIRCLE

Winter Springs, FL

Courtesy of FLORIDA REALTY RESULTS LLC
View 600 NORTHERN WAY 1608 Winter Springs, FL MLS# G5108558
  • Recently Listed with Virtual Tour
1 of 24
$280,000
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 1608

Winter Springs, FL

Courtesy of WORTH CLARK REALTY
View 55 S FAIRFAX AVENUE Winter Springs, FL MLS# O6382934
$349,000
3

Beds

2.0

Baths

1,387

Sq.Ft.

55 S FAIRFAX AVENUE

Winter Springs, FL

Courtesy of EXIT REALTY PREMIER LEGACY
View 167 CONSTITUTION WAY Winter Springs, FL MLS# O6383981
  • Recently Listed with Virtual Tour
1 of 27
$320,000
2

Beds

2.1

Baths

1,275

Sq.Ft.

167 CONSTITUTION WAY

Winter Springs, FL

Courtesy of WEMERT GROUP REALTY LLC
View 480 TRADITION LANE Winter Springs, FL MLS# O6380560
$307,000
2

Beds

2.1

Baths

1,275

Sq.Ft.

480 TRADITION LANE

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 463 HARBOR WINDS COURT Winter Springs, FL MLS# O6378999
$350,000
3

Beds

2.0

Baths

1,386

Sq.Ft.

463 HARBOR WINDS COURT

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 1017 ANTELOPE TRAIL Winter Springs, FL MLS# A4679939
$329,900
4

Beds

2.0

Baths

1,836

Sq.Ft.

1017 ANTELOPE TRAIL

Winter Springs, FL

Courtesy of KONA REALTY
View 446 CLUB DRIVE Winter Springs, FL MLS# O6380694
  • Recently Listed with Virtual Tour
1 of 40
$279,900
3

Beds

2.0

Baths

1,460

Sq.Ft.

446 CLUB DRIVE

Winter Springs, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 600 NORTHERN WAY 201 Winter Springs, FL MLS# O6381688
  • Recently Listed with Virtual Tour
1 of 42
$285,000
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 201

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 600 NORTHERN WAY 303 Winter Springs, FL MLS# O6378979
$295,000
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 303

Winter Springs, FL

Courtesy of REDFIN CORPORATION
View 224 BENNETT STREET Winter Springs, FL MLS# O6378637
$305,000
4

Beds

2.0

Baths

1,071

Sq.Ft.

224 BENNETT STREET

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 116 PHILADELPHIA WAY Winter Springs, FL MLS# O6379053
$325,000
3

Beds

2.1

Baths

1,468

Sq.Ft.

116 PHILADELPHIA WAY

Winter Springs, FL

Courtesy of SUNNY 365 REALTY GROUP
View 222 W PANAMA ROAD Winter Springs, FL MLS# V4947103
$320,000
3

Beds

2.0

Baths

1,044

Sq.Ft.

222 W PANAMA ROAD

Winter Springs, FL

Courtesy of CENTURY 21 MCBRIDE REALTY GROUP
View 100 SILVER SEA ROAD Winter Springs, FL MLS# O6378613
$289,900
2

Beds

2.0

Baths

1,236

Sq.Ft.

100 SILVER SEA ROAD

Winter Springs, FL

Courtesy of MODERN WORLD REALTY LLC
View 337 KIRKCALDY DRIVE Winter Springs, FL MLS# O6375532
$287,900
2

Beds

2.0

Baths

974

Sq.Ft.

337 KIRKCALDY DRIVE

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 229 BENNETT STREET Winter Springs, FL MLS# O6378070
$335,000
3

Beds

2.0

Baths

1,164

Sq.Ft.

229 BENNETT STREET

Winter Springs, FL

Courtesy of RISE 24 REAL ESTATE LLC
View 206 CHARLES STREET Winter Springs, FL MLS# O6377966
$285,000
4

Beds

1.0

Baths

1,120

Sq.Ft.

206 CHARLES STREET

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

209

Estimated median home price

$419,900
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 - 100K1
$100K - 200K5
$200K - 300K36
$300K - 400K55
$400K - 500K52
$500K - 600K15
$600K - 700K12
$700K - 800K17
$800K - 900K5
$900K - 1M5
$1M - Max6

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family137
Townhouse52
Condo13
Commercial1
Rental38
Lots and Land5
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 3/4/2026)

Information deemed reliable but not guaranteed.

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 3/4/2026.