210 total properties
Did you mean the neighborhood Winter Springs?
View 578 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6401830
  • Recently Listed with Virtual Tour
1 of 36
$310,000
2

Beds

2.1

Baths

1,516

Sq.Ft.

578 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 1053 W PEBBLE BEACH CIRCLE Winter Springs, FL MLS# O6314126
$309,777
3

Beds

2.0

Baths

1,574

Sq.Ft.

1053 W PEBBLE BEACH CIRCLE

Winter Springs, FL

Courtesy of INT'L PROFESSIONAL REALTY INC
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 736 SUMMERLAND DRIVE Winter Springs, FL MLS# O6402028
  • Recently Listed with Virtual Tour
1 of 67
$300,000
3

Beds

2.0

Baths

1,298

Sq.Ft.

736 SUMMERLAND DRIVE

Winter Springs, FL

Courtesy of LA ROSA REALTY CW PROPERTIES L
View 515 SEASONS COURT Winter Springs, FL MLS# O6343009
  • Virtual Tour
1 of 53
$299,900
3

Beds

2.0

Baths

1,101

Sq.Ft.

515 SEASONS COURT

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 421 HORIZON DRIVE Winter Springs, FL MLS# O6384932
  • Virtual Tour
1 of 29
OPEN HOUSE: Sunday 5/3 10:30 AM - 1:00 PM
$299,900
3

Beds

2.0

Baths

1,069

Sq.Ft.

421 HORIZON DRIVE

Winter Springs, FL

Courtesy of REAL BROKER, LLC
View 476 TRADITION LANE Winter Springs, FL MLS# O6371009
$299,000
3

Beds

2.1

Baths

1,468

Sq.Ft.

476 TRADITION LANE

Winter Springs, FL

Courtesy of SET HOMES REALTY LLC
View 167 CONSTITUTION WAY Winter Springs, FL MLS# O6383981
$299,000
2

Beds

2.1

Baths

1,275

Sq.Ft.

167 CONSTITUTION WAY

Winter Springs, FL

Courtesy of WEMERT GROUP 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 276 SAN GABRIEL STREET Winter Springs, FL MLS# O6399623
  • Recently Listed with Virtual Tour
1 of 35
$290,000
3

Beds

2.0

Baths

1,089

Sq.Ft.

276 SAN GABRIEL STREET

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 299 WOODGREEN LANE Winter Springs, FL MLS# O6401276
  • Recently Listed with Virtual Tour
1 of 25
$290,000
3

Beds

2.1

Baths

1,326

Sq.Ft.

299 WOODGREEN LANE

Winter Springs, FL

Courtesy of WEMERT GROUP REALTY LLC
View 337 KIRKCALDY DRIVE Winter Springs, FL MLS# O6375532
$284,900
2

Beds

2.0

Baths

974

Sq.Ft.

337 KIRKCALDY DRIVE

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 3825 BLACK SPRUCE LANE Winter Springs, FL MLS# O6372860
$280,000
2

Beds

2.1

Baths

1,306

Sq.Ft.

3825 BLACK SPRUCE LANE

Winter Springs, FL

Courtesy of ABSOLUTE REALTY GROUP, LLC
View 314 SAN GABRIEL STREET Winter Springs, FL MLS# O6350799
$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 446 CLUB DRIVE Winter Springs, FL MLS# O6380694
  • 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 706 LAKESIDE DRIVE Winter Springs, FL MLS# O6402320
  • Recently Listed with Virtual Tour
1 of 27
$279,500
2

Beds

2.0

Baths

1,092

Sq.Ft.

706 LAKESIDE DRIVE

Winter Springs, FL

Courtesy of REALTY WORLD PREFERRED
View 476 CLUB DRIVE Winter Springs, FL MLS# O6392856
  • Virtual Tour
1 of 62
$275,000
3

Beds

2.0

Baths

1,460

Sq.Ft.

476 CLUB DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS HERITAGE REALTY
View 4113 HEDGE MAPLE PLACE Winter Springs, FL MLS# O6396927
$275,000
2

Beds

2.1

Baths

1,330

Sq.Ft.

4113 HEDGE MAPLE PLACE

Winter Springs, FL

Courtesy of A+ REALTY PROFESSIONALS, INC
View 600 NORTHERN WAY 302 Winter Springs, FL MLS# O6396912
  • Recently Listed with Virtual Tour
1 of 39
$275,000
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 302

Winter Springs, FL

Courtesy of WEMERT GROUP REALTY LLC
View 600 NORTHERN WAY 1608 Winter Springs, FL MLS# G5108558
$274,900
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 1608

Winter Springs, FL

Courtesy of WORTH CLARK REALTY

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

212

Estimated median home price

$438,500
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

Price Count
$0 - 100K 0
$100K - 200K 9
$200K - 300K 37
$300K - 400K 49
$400K - 500K 46
$500K - 600K 16
$600K - 700K 13
$700K - 800K 17
$800K - 900K 10
$900K - 1M 3
$1M - Max 12

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 140
Townhouse 48
Condo 16
Commercial 3
Rental 34
Lots and Land 5
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 5/2/2026)

Information deemed reliable but not guaranteed.

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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 5/3/2026.

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 5/3/2026.