55 total properties
Did you mean the neighborhood Winter Springs?
View 572 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6397068
$330,000
3

Beds

2.1

Baths

1,564

Sq.Ft.

572 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 239 PANORAMA DRIVE Winter Springs, FL MLS# O6397776
$340,000
3

Beds

2.0

Baths

1,349

Sq.Ft.

239 PANORAMA DRIVE

Winter Springs, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 171 CONSTITUTION WAY Winter Springs, FL MLS# O6396871
$325,000
3

Beds

2.1

Baths

1,468

Sq.Ft.

171 CONSTITUTION WAY

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 448 MACGREGOR ROAD Winter Springs, FL MLS# O6397231
$360,000
2

Beds

2.0

Baths

1,477

Sq.Ft.

448 MACGREGOR ROAD

Winter Springs, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 1385 SAN DIEGO COURT Winter Springs, FL MLS# O6397680
$349,000
2

Beds

2.0

Baths

1,518

Sq.Ft.

1385 SAN DIEGO COURT

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 655 MURPHY ROAD Winter Springs, FL MLS# O6396767
  • Virtual Tour
1 of 20
$375,000
3

Beds

2.0

Baths

1,320

Sq.Ft.

655 MURPHY ROAD

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 710 BRIARWOOD DRIVE Winter Springs, FL MLS# O6396343
$372,500
4

Beds

2.0

Baths

1,769

Sq.Ft.

710 BRIARWOOD DRIVE

Winter Springs, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 702 GLASGOW COURT Winter Springs, FL MLS# O6394959
  • 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 130 DEER SONG DRIVE Winter Springs, FL MLS# O6395309
$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 214 N ALDERWOOD STREET Winter Springs, FL MLS# O6394428
$339,900
3

Beds

2.0

Baths

1,053

Sq.Ft.

214 N ALDERWOOD STREET

Winter Springs, FL

Courtesy of WORLD PROPERTIES GROUP
View 1275 MARLEY LANE Winter Springs, FL MLS# O6391943
  • Virtual Tour
1 of 36
$355,000
3

Beds

2.1

Baths

1,425

Sq.Ft.

1275 MARLEY LANE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 1219 SWAN STREET Winter Springs, FL MLS# O6391011
$350,000
3

Beds

2.1

Baths

1,848

Sq.Ft.

1219 SWAN STREET

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 326 ROBERTS FAMILY LANE Winter Springs, FL MLS# S5144978
$374,900
3

Beds

3.0

Baths

1,622

Sq.Ft.

326 ROBERTS FAMILY LANE

Winter Springs, FL

Courtesy of PROPERTY OUTLET INTERNATIONAL
View 712 LINDEN DRIVE Winter Springs, FL MLS# O6388467
  • Virtual Tour
1 of 24
$310,000
3

Beds

2.0

Baths

1,366

Sq.Ft.

712 LINDEN DRIVE

Winter Springs, FL

Courtesy of SHAW SIGNATURE RE
View 165 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6386473
  • New Construction with Virtual Tour
1 of 29
$384,990
3

Beds

2.1

Baths

1,476

Sq.Ft.

165 BEAR SPRINGS DRIVE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
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
View 421 HORIZON DRIVE Winter Springs, FL MLS# O6384932
  • Virtual Tour
1 of 29
$299,900
3

Beds

2.0

Baths

1,069

Sq.Ft.

421 HORIZON DRIVE

Winter Springs, FL

Courtesy of REAL BROKER, 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 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
  • Virtual Tour
1 of 25
$310,000
3

Beds

2.0

Baths

1,044

Sq.Ft.

222 W PANAMA ROAD

Winter Springs, FL

Courtesy of CENTURY 21 MCBRIDE REALTY GROUP

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

222

Estimated median home price

$435,000
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 10
$200K - 300K 34
$300K - 400K 53
$400K - 500K 51
$500K - 600K 20
$600K - 700K 16
$700K - 800K 17
$800K - 900K 8
$900K - 1M 4
$1M - Max 9

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 144
Townhouse 54
Condo 17
Commercial 3
Rental 42
Lots and Land 2
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 5/22/2026)

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 5/23/2026.