49 total properties
Did you mean the neighborhood Winter Springs?
View 415 Tradition LANE Winter Springs, FL MLS# O6191329
$369,900
3

Beds

2.1

Baths

1,888

Sq.Ft.

415 Tradition LANE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 1018 WEATHERED WOOD CIRCLE Winter Springs, FL MLS# O6408847
  • Recently Listed with Virtual Tour
1 of 33
$369,000
3

Beds

2.0

Baths

1,718

Sq.Ft.

1018 WEATHERED WOOD CIRCLE

Winter Springs, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 221 SHERRY AVE Winter Springs, FL MLS# O6404854
  • Recently Listed with Virtual Tour
1 of 18
$366,900
4

Beds

2.0

Baths

1,700

Sq.Ft.

221 SHERRY AVE

Winter Springs, FL

Courtesy of LA ROSA REALTY ORLANDO LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 113 LIDO ROAD Winter Springs, FL MLS# O6326611
  • Virtual Tour
1 of 18
$365,000
4

Beds

2.0

Baths

1,312

Sq.Ft.

113 LIDO ROAD

Winter Springs, FL

Courtesy of HD REALTY LLC
View 762 SHEOAH BOULEVARD Winter Springs, FL MLS# O6384572
$360,000
3

Beds

2.0

Baths

1,686

Sq.Ft.

762 SHEOAH BOULEVARD

Winter Springs, FL

Courtesy of ABSOLUTE REALTY GROUP, LLC
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 721 GALLOWAY COURT Winter Springs, FL MLS# G5112246
$359,900
3

Beds

2.1

Baths

1,840

Sq.Ft.

721 GALLOWAY COURT

Winter Springs, FL

Courtesy of BEACON REAL ESTATE & ASSOC
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 310 PANAMA CIRCLE Winter Springs, FL MLS# S5141236
  • Virtual Tour
1 of 24
$352,000
3

Beds

3.0

Baths

1,104

Sq.Ft.

310 PANAMA CIRCLE

Winter Springs, FL

Courtesy of ESG INVESTMENT ENTERPRISE INC
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 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 335 LANSBROOK LANE Winter Springs, FL MLS# O6407329
  • Recently Listed
1 of 27
$345,000
2

Beds

2.0

Baths

1,129

Sq.Ft.

335 LANSBROOK LANE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
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 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 439 OLD FARM LN Winter Springs, FL MLS# O6403125
  • Virtual Tour
1 of 68
$339,900
3

Beds

3.0

Baths

1,504

Sq.Ft.

439 OLD FARM LN

Winter Springs, FL

Courtesy of ORLANDO REALTY & PROPERTY MGNT
View 335 KIRKCALDY DRIVE Winter Springs, FL MLS# O6400818
  • Recently Listed with Virtual Tour
1 of 50
$339,900
3

Beds

2.0

Baths

1,178

Sq.Ft.

335 KIRKCALDY DRIVE

Winter Springs, FL

Courtesy of MILLENIUM REALTY GROUP
View 540 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6361447
$339,000
3

Beds

2.1

Baths

1,602

Sq.Ft.

540 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of EXP REALTY LLC
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 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 140 N. FAIRFAX Winter Springs, FL MLS# O6364352
  • Virtual Tour
1 of 42
$325,000
3

Beds

1.0

Baths

1,188

Sq.Ft.

140 N. FAIRFAX

Winter Springs, FL

Courtesy of ERA GRIZZARD REAL ESTATE

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

223

Estimated median home price

$438,997
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 35
$300K - 400K 51
$400K - 500K 52
$500K - 600K 21
$600K - 700K 17
$700K - 800K 15
$800K - 900K 9
$900K - 1M 5
$1M - Max 9

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 146
Townhouse 54
Condo 16
Commercial 3
Rental 41
Lots and Land 2
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 5/21/2026)

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 5/21/2026.