43 total properties
Did you mean the neighborhood Winter Springs?
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 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 10 N DEVON AVENUE Winter Springs, FL MLS# V4946731
$300,000
3

Beds

1.0

Baths

1,008

Sq.Ft.

10 N DEVON AVENUE

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
The time to sell is now! THE TIME TO SELL IS NOW!
View 4467 BROOK HOLLOW CIRCLE Winter Springs, FL MLS# S5143752
  • Recently Listed with Virtual Tour
1 of 28
$299,900
3

Beds

2.1

Baths

1,344

Sq.Ft.

4467 BROOK HOLLOW CIRCLE

Winter Springs, FL

Courtesy of LA ROSA REALTY ORLANDO 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 150 N EDGEMON AVENUE Winter Springs, FL MLS# O6356058
$289,999
3

Beds

1.0

Baths

1,008

Sq.Ft.

150 N EDGEMON AVENUE

Winter Springs, FL

Courtesy of EMPIRE NETWORK REALTY
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 718 LAKESIDE DRIVE Winter Springs, FL MLS# O6329734
$289,000
2

Beds

2.0

Baths

1,166

Sq.Ft.

718 LAKESIDE DRIVE

Winter Springs, FL

Courtesy of PREMIUM PROPERTIES R.E SERVICE
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 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
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 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 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 600 NORTHERN WAY 502 Winter Springs, FL MLS# O6286935
$279,999
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 502

Winter Springs, FL

Courtesy of EXP REALTY 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
  • 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 51 N CORTEZ AVENUE Winter Springs, FL MLS# V4946830
$275,000
2

Beds

1.0

Baths

912

Sq.Ft.

51 N CORTEZ AVENUE

Winter Springs, FL

Courtesy of PRIME REAL ESTATE, INC.
View 270 SAN GABRIEL STREET Winter Springs, FL MLS# O6359666
$274,900
3

Beds

2.0

Baths

1,089

Sq.Ft.

270 SAN GABRIEL STREET

Winter Springs, FL

Courtesy of MAINFRAME REAL ESTATE
View 606 CASA PARK A COURT Winter Springs, FL MLS# O6376778
$274,900
2

Beds

2.1

Baths

1,156

Sq.Ft.

606 CASA PARK A COURT

Winter Springs, FL

Courtesy of SAND DOLLAR REALTY GROUP INC
View 552 SHADOW GLENN PLACE Winter Springs, FL MLS# O6382972
  • Recently Listed with Virtual Tour
1 of 33
$269,900
2

Beds

2.1

Baths

1,359

Sq.Ft.

552 SHADOW GLENN PLACE

Winter Springs, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS

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

$424,990
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 - 100K1
$100K - 200K5
$200K - 300K35
$300K - 400K56
$400K - 500K52
$500K - 600K16
$600K - 700K11
$700K - 800K17
$800K - 900K5
$900K - 1M5
$1M - Max6

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family136
Townhouse52
Condo13
Commercial1
Rental38
Lots and Land5
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 3/2/2026)

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 3/2/2026.

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 3/2/2026.