57 total properties
Did you mean the neighborhood Winter Springs?
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 240 MOREE LOOP 3 Winter Springs, FL MLS# O6399451
  • Recently Listed with Virtual Tour
1 of 24
$193,000
3

Beds

2.0

Baths

1,187

Sq.Ft.

240 MOREE LOOP 3

Winter Springs, FL

Courtesy of MARK SPAIN REAL ESTATE
View 610 CASA PARK G COURT Winter Springs, FL MLS# O6397304
$249,000
2

Beds

1.0

Baths

980

Sq.Ft.

610 CASA PARK G COURT

Winter Springs, FL

Courtesy of KELLY PRICE & COMPANY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 171 CONSTITUTION WAY Winter Springs, FL MLS# O6396871
  • Recently Listed with Virtual Tour
1 of 46
$325,000
3

Beds

2.1

Baths

1,468

Sq.Ft.

171 CONSTITUTION WAY

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 4113 HEDGE MAPLE PLACE Winter Springs, FL MLS# O6396927
  • Recently Listed with Virtual Tour
1 of 31
$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 30 MOREE LOOP 37 Winter Springs, FL MLS# O6395945
  • Recently Listed with Virtual Tour
1 of 25
$189,995
3

Beds

2.1

Baths

1,400

Sq.Ft.

30 MOREE LOOP 37

Winter Springs, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 649 DAVID STREET Winter Springs, FL MLS# O6395999
  • Virtual Tour
1 of 27
$265,000
3

Beds

1.0

Baths

1,077

Sq.Ft.

649 DAVID STREET

Winter Springs, FL

Courtesy of BUSBY REALTY LLC
View 702 GLASGOW COURT Winter Springs, FL MLS# O6394959
  • Recently Listed with Virtual Tour
1 of 33
$317,700
4

Beds

2.1

Baths

1,878

Sq.Ft.

702 GLASGOW COURT

Winter Springs, FL

Courtesy of SHAWFIELD REALTY GROUP
View 60 SHEOAH BOULEVARD 38A Winter Springs, FL MLS# O6394692
$185,000
2

Beds

1.1

Baths

1,080

Sq.Ft.

60 SHEOAH BOULEVARD 38A

Winter Springs, FL

Courtesy of WEMERT GROUP REALTY LLC
View 30 S EDGEMON AVENUE Winter Springs, FL MLS# O6394469
$250,000
3

Beds

2.0

Baths

1,545

Sq.Ft.

30 S EDGEMON AVENUE

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 130 DEER SONG DRIVE Winter Springs, FL MLS# O6395309
  • Recently Listed with Virtual Tour
1 of 29
$310,000
3

Beds

2.0

Baths

1,105

Sq.Ft.

130 DEER SONG DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 600 NORTHERN WAY 204 Winter Springs, FL MLS# O6389987
$199,000
2

Beds

2.0

Baths

1,132

Sq.Ft.

600 NORTHERN WAY 204

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 476 CLUB DRIVE Winter Springs, FL MLS# O6392856
  • Virtual Tour
1 of 52
$285,000
3

Beds

2.0

Baths

1,460

Sq.Ft.

476 CLUB DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS HERITAGE REALTY
View 502 CLUB DR Winter Springs, FL MLS# O6390697
  • Virtual Tour
1 of 32
$229,500
2

Beds

2.0

Baths

1,224

Sq.Ft.

502 CLUB DR

Winter Springs, FL

Courtesy of INFINITY REAL ESTATE GROUP
View 499 CLUB DRIVE Winter Springs, FL MLS# O6391855
  • Virtual Tour
1 of 20
$247,500
2

Beds

2.0

Baths

1,224

Sq.Ft.

499 CLUB DRIVE

Winter Springs, FL

Courtesy of FLORIDA HOME TEAM REALTY LLC
View 5 GUMTREE COURT Winter Springs, FL MLS# O6390022
  • Virtual Tour
1 of 37
$329,900
4

Beds

2.0

Baths

1,485

Sq.Ft.

5 GUMTREE COURT

Winter Springs, FL

Courtesy of LIVE FLORIDA NOW LLC
View 712 LINDEN DRIVE Winter Springs, FL MLS# O6388467
  • Virtual Tour
1 of 24
$320,000
3

Beds

2.0

Baths

1,366

Sq.Ft.

712 LINDEN DRIVE

Winter Springs, FL

Courtesy of SHAW SIGNATURE RE
View 429 SHEOAH BOULEVARD 12 Winter Springs, FL MLS# O6386330
$229,000
3

Beds

2.0

Baths

1,187

Sq.Ft.

429 SHEOAH BOULEVARD 12

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 471 HARBOR WINDS COURT Winter Springs, FL MLS# O6387316
$330,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

471 HARBOR WINDS COURT

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III

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

219

Estimated median home price

$445,000
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 7
$200K - 300K 38
$300K - 400K 51
$400K - 500K 49
$500K - 600K 21
$600K - 700K 11
$700K - 800K 18
$800K - 900K 10
$900K - 1M 4
$1M - Max 10

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 146
Townhouse 49
Condo 15
Commercial 3
Rental 38
Lots and Land 6
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 4/20/2026)

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 4/21/2026.

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 4/21/2026.