28 total properties
Did you mean the neighborhood Winter Springs?
View 432 TRADITION LANE Winter Springs, FL MLS# O6453934
  • Recently Listed
1 of 6
$279,999
2

Beds

2.1

Baths

1,275

Sq.Ft.

432 TRADITION LANE

Winter Springs, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 1354 CASA PARK CIRCLE Winter Springs, FL MLS# O6454132
  • Recently Listed with Virtual Tour
1 of 62
$245,000
2

Beds

2.1

Baths

1,156

Sq.Ft.

1354 CASA PARK CIRCLE

Winter Springs, FL

Courtesy of KINGDOM KEY GROUP LLC
View 226 BENNETT STREET Winter Springs, FL MLS# O6453326
  • Recently Listed with Virtual Tour
1 of 25
$310,000
3

Beds

2.0

Baths

1,050

Sq.Ft.

226 BENNETT STREET

Winter Springs, FL

Courtesy of LPT REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 702 GLASGOW COURT Winter Springs, FL MLS# O6451663
  • Recently Listed with Virtual Tour
1 of 28
$299,990
4

Beds

2.1

Baths

1,878

Sq.Ft.

702 GLASGOW COURT

Winter Springs, FL

Courtesy of KELLER WILLIAMS HERITAGE REALTY
View 466 TRADITION LANE Winter Springs, FL MLS# O6451161
  • Recently Listed with Virtual Tour
1 of 33
$289,000
2

Beds

2.1

Baths

1,275

Sq.Ft.

466 TRADITION LANE

Winter Springs, FL

Courtesy of SOVEREIGN REALTY INVESTMENTS LLC
View 425 S HAWTHORN CIRCLE Winter Springs, FL MLS# O6450683
  • Recently Listed with Virtual Tour
1 of 34
$250,000
3

Beds

1.1

Baths

948

Sq.Ft.

425 S HAWTHORN CIRCLE

Winter Springs, FL

Courtesy of CENTURY 21 ALTON CLARK
View 491 HARBOR WINDS COURT Winter Springs, FL MLS# S5159212
$335,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

491 HARBOR WINDS COURT

Winter Springs, FL

Courtesy of AVANTI WAY REALTY LLC
View 135 CORTEZ COURT Winter Springs, FL MLS# O6449016
  • Virtual Tour
1 of 27
$325,000
3

Beds

2.0

Baths

1,098

Sq.Ft.

135 CORTEZ COURT

Winter Springs, FL

Courtesy of RE/MAX DOWNTOWN
View 1352 CASA PARK CIRCLE Winter Springs, FL MLS# O6449586
$245,000
2

Beds

2.1

Baths

1,156

Sq.Ft.

1352 CASA PARK CIRCLE

Winter Springs, FL

Courtesy of REAL BROKER, LLC
View 711 THISTLE PLACE Winter Springs, FL MLS# V4951586
  • Virtual Tour
1 of 54
$269,900
3

Beds

2.0

Baths

960

Sq.Ft.

711 THISTLE PLACE

Winter Springs, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 700 CASTLEWOOD DRIVE Winter Springs, FL MLS# O6443884
$258,500
3

Beds

2.0

Baths

1,366

Sq.Ft.

700 CASTLEWOOD DRIVE

Winter Springs, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 728 RIDGEWOOD WAY Winter Springs, FL MLS# O6443889
  • Virtual Tour
1 of 25
$258,500
3

Beds

2.0

Baths

1,366

Sq.Ft.

728 RIDGEWOOD WAY

Winter Springs, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 627 MURPHY ROAD Winter Springs, FL MLS# O6440774
  • Virtual Tour
1 of 9
$309,000
3

Beds

2.0

Baths

1,260

Sq.Ft.

627 MURPHY ROAD

Winter Springs, FL

Courtesy of THE BOULOS REALTY COMPANY
View 512 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6442383
$325,000
2

Beds

2.1

Baths

1,558

Sq.Ft.

512 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of COMPASS FLORIDA LLC
View 654 CYPRESS LANE Winter Springs, FL MLS# O6441810
  • Virtual Tour
1 of 34
$322,500
3

Beds

2.0

Baths

1,201

Sq.Ft.

654 CYPRESS LANE

Winter Springs, FL

Courtesy of ELEGANT REALTY LLC
View 736 SUMMERLAND DRIVE Winter Springs, FL MLS# O6433718
$299,900
3

Beds

2.0

Baths

1,298

Sq.Ft.

736 SUMMERLAND DRIVE

Winter Springs, FL

Courtesy of LA ROSA REALTY CW PROPERTIES L
View 272 SAN GABRIEL STREET Winter Springs, FL MLS# S5155512
$275,000
3

Beds

2.0

Baths

1,105

Sq.Ft.

272 SAN GABRIEL STREET

Winter Springs, FL

Courtesy of IAD REAL ESTATE
View 472 HARBOR WINDS COURT Winter Springs, FL MLS# O6428353
$329,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

472 HARBOR WINDS COURT

Winter Springs, FL

Courtesy of SAND DOLLAR REALTY GROUP INC
View 717 LANCEWOOD DRIVE Winter Springs, FL MLS# TB8507824
$335,000
3

Beds

2.0

Baths

1,616

Sq.Ft.

717 LANCEWOOD DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS SUBURBAN TAMPA
View 162 CONSTITUTION WAY Winter Springs, FL MLS# O6424530
$289,900
3

Beds

2.1

Baths

1,468

Sq.Ft.

162 CONSTITUTION WAY

Winter Springs, FL

Courtesy of BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P

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

183

Estimated median home price

$399,999
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 1
$100K - 200K 13
$200K - 300K 31
$300K - 400K 47
$400K - 500K 45
$500K - 600K 19
$600K - 700K 12
$700K - 800K 3
$800K - 900K 2
$900K - 1M 3
$1M - Max 7

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 118
Townhouse 44
Condo 11
Commercial 4
Rental 51
Lots and Land 4
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 0
Farms 0

(Data as of 11/1/2026)

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 11/1/2026.