39 total properties
Did you mean the neighborhood Winter Springs?
View 600 NORTHERN WAY 907 Winter Springs, FL MLS# O6421583
  • Recently Listed with Virtual Tour
1 of 44
$300,000
3

Beds

3.0

Baths

1,447

Sq.Ft.

600 NORTHERN WAY 907

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 167 CONSTITUTION WAY Winter Springs, FL MLS# O6416491
$294,000
2

Beds

2.1

Baths

1,275

Sq.Ft.

167 CONSTITUTION WAY

Winter Springs, FL

View 207 BIRCH TERRACE Winter Springs, FL MLS# O6411799
  • Virtual Tour
1 of 14
$297,000
3

Beds

2.0

Baths

1,318

Sq.Ft.

207 BIRCH TERRACE

Winter Springs, FL

Courtesy of REILLY REALTY & MGMT.
The time to sell is now! THE TIME TO SELL IS NOW!
View 724 LAKESIDE DRIVE Winter Springs, FL MLS# O6412679
$264,900
2

Beds

2.0

Baths

1,168

Sq.Ft.

724 LAKESIDE DRIVE

Winter Springs, FL

Courtesy of LPT REALTY, LLC
View 108 SUNDANCE COURT Winter Springs, FL MLS# O6409784
$349,900
3

Beds

2.0

Baths

1,161

Sq.Ft.

108 SUNDANCE COURT

Winter Springs, FL

Courtesy of JEMINI REALTY CORP
View 180 CONSTITUTION WAY Winter Springs, FL MLS# O6408927
  • Virtual Tour
1 of 28
OPEN HOUSE: Sunday 7/5 11:00 AM - 2:00 PM
$294,999
2

Beds

2.1

Baths

1,275

Sq.Ft.

180 CONSTITUTION WAY

Winter Springs, FL

View 600 NORTHERN WAY 1804 Winter Springs, FL MLS# O6402233
$299,900
4

Beds

2.1

Baths

1,726

Sq.Ft.

600 NORTHERN WAY 1804

Winter Springs, FL

Courtesy of BHHS FLORIDA REALTY
View 335 LANSBROOK LANE Winter Springs, FL MLS# O6407329
$335,000
2

Beds

2.0

Baths

1,129

Sq.Ft.

335 LANSBROOK LANE

Winter Springs, FL

View 224 HIGHLANDS GLEN CIRCLE Winter Springs, FL MLS# O6409042
$295,000
3

Beds

2.0

Baths

1,185

Sq.Ft.

224 HIGHLANDS GLEN CIRCLE

Winter Springs, FL

Courtesy of THE AGENCY FL
View 65 S DEVON AVENUE Winter Springs, FL MLS# O6404319
  • Virtual Tour
1 of 33
$305,000
3

Beds

2.0

Baths

1,075

Sq.Ft.

65 S DEVON AVENUE

Winter Springs, FL

View 335 KIRKCALDY DRIVE Winter Springs, FL MLS# O6400818
$329,900
3

Beds

2.0

Baths

1,178

Sq.Ft.

335 KIRKCALDY DRIVE

Winter Springs, FL

View 585 SHADOW GLENN PLACE Winter Springs, FL MLS# O6404267
$259,900
3

Beds

2.1

Baths

1,348

Sq.Ft.

585 SHADOW GLENN PLACE

Winter Springs, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 706 LAKESIDE DRIVE Winter Springs, FL MLS# O6402320
$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
  • Virtual Tour
1 of 68
$318,500
3

Beds

3.0

Baths

1,504

Sq.Ft.

439 OLD FARM LN

Winter Springs, FL

View 299 WOODGREEN LANE Winter Springs, FL MLS# O6401276
$283,500
3

Beds

2.1

Baths

1,326

Sq.Ft.

299 WOODGREEN LANE

Winter Springs, FL

View 276 SAN GABRIEL STREET Winter Springs, FL MLS# O6399623
$279,000
3

Beds

2.0

Baths

1,089

Sq.Ft.

276 SAN GABRIEL STREET

Winter Springs, FL

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

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
$315,000
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

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

228

Estimated median home price

$430,000
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 42
$300K - 400K 44
$400K - 500K 52
$500K - 600K 23
$600K - 700K 16
$700K - 800K 19
$800K - 900K 9
$900K - 1M 3
$1M - Max 10

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 150
Townhouse 53
Condo 17
Commercial 4
Rental 40
Lots and Land 2
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 7/4/2026)

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 7/5/2026.