47 total properties
Did you mean the neighborhood Winter Springs?
View 721 GALLOWAY COURT Winter Springs, FL MLS# G5112246
  • Recently Listed with Virtual Tour
1 of 25
$359,900
3

Beds

2.1

Baths

1,840

Sq.Ft.

721 GALLOWAY COURT

Winter Springs, FL

Courtesy of BEACON REAL ESTATE & ASSOC
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 65 S DEVON AVENUE Winter Springs, FL MLS# O6404319
  • Recently Listed with Virtual Tour
1 of 33
$314,900
3

Beds

2.0

Baths

1,075

Sq.Ft.

65 S DEVON AVENUE

Winter Springs, FL

Courtesy of RE/MAX PRIME PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
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
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 706 LAKESIDE DRIVE Winter Springs, FL MLS# O6402320
  • Recently Listed with Virtual Tour
1 of 27
$279,500
2

Beds

2.0

Baths

1,092

Sq.Ft.

706 LAKESIDE DRIVE

Winter Springs, FL

Courtesy of REALTY WORLD PREFERRED
View 439 OLD FARM LN Winter Springs, FL MLS# O6403125
  • Recently Listed with 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 578 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6401830
  • Recently Listed with Virtual Tour
1 of 36
$310,000
2

Beds

2.1

Baths

1,516

Sq.Ft.

578 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 410 TRADITION LANE Winter Springs, FL MLS# O6404101
  • Recently Listed with Virtual Tour
1 of 35
$310,000
2

Beds

2.1

Baths

1,275

Sq.Ft.

410 TRADITION LANE

Winter Springs, FL

Courtesy of Longwood - WEICHERT, REALTORS® - Hallmark Properties
View 736 SUMMERLAND DRIVE Winter Springs, FL MLS# O6402028
$298,900
3

Beds

2.0

Baths

1,298

Sq.Ft.

736 SUMMERLAND DRIVE

Winter Springs, FL

Courtesy of LA ROSA REALTY CW PROPERTIES L
View 299 WOODGREEN LANE Winter Springs, FL MLS# O6401276
  • Recently Listed with Virtual Tour
1 of 25
$285,000
3

Beds

2.1

Baths

1,326

Sq.Ft.

299 WOODGREEN LANE

Winter Springs, FL

Courtesy of WEMERT GROUP REALTY LLC
View 276 SAN GABRIEL STREET Winter Springs, FL MLS# O6399623
$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 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
View 4113 HEDGE MAPLE PLACE Winter Springs, FL MLS# O6396927
$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 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 600 NORTHERN WAY 302 Winter Springs, FL MLS# O6396912
$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 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

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

224

Estimated median home price

$441,750
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 35
$300K - 400K 52
$400K - 500K 49
$500K - 600K 21
$600K - 700K 17
$700K - 800K 16
$800K - 900K 9
$900K - 1M 4
$1M - Max 11

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 147
Townhouse 54
Condo 16
Commercial 3
Rental 35
Lots and Land 2
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 5/17/2026)

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 5/17/2026.