44 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 101 S FLAMINGO AVENUE Winter Springs, FL MLS# S5150918
$365,500
3

Beds

2.0

Baths

1,368

Sq.Ft.

101 S FLAMINGO AVENUE

Winter Springs, FL

View 1385 PONCE DE LEON BOULEVARD Winter Springs, FL MLS# W7887141
$367,000
3

Beds

2.0

Baths

1,460

Sq.Ft.

1385 PONCE DE LEON BOULEVARD

Winter Springs, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 830 DUNBAR TERRACE Winter Springs, FL MLS# O6418603
  • Recently Listed with Virtual Tour
1 of 26
$361,000
3

Beds

2.1

Baths

1,792

Sq.Ft.

830 DUNBAR TERRACE

Winter Springs, FL

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
$297,000
3

Beds

2.0

Baths

1,318

Sq.Ft.

207 BIRCH TERRACE

Winter Springs, FL

View 339 INGLENOOK CIRCLE Winter Springs, FL MLS# O6411718
$359,900
3

Beds

2.0

Baths

1,437

Sq.Ft.

339 INGLENOOK CIRCLE

Winter Springs, FL

View 451 HARBOR WINDS COURT Winter Springs, FL MLS# O6406257
$357,500
3

Beds

2.1

Baths

1,914

Sq.Ft.

451 HARBOR WINDS COURT

Winter Springs, FL

Courtesy of KELLER WILLIAMS HERITAGE REALTY
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
$294,999
2

Beds

2.1

Baths

1,275

Sq.Ft.

180 CONSTITUTION WAY

Winter Springs, FL

View 538 CRIMSON LANE Winter Springs, FL MLS# O6409571
$369,900
3

Beds

3.1

Baths

1,854

Sq.Ft.

538 CRIMSON LANE

Winter Springs, FL

View 1018 WEATHERED WOOD CIRCLE Winter Springs, FL MLS# O6408847
$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 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
$305,000
3

Beds

2.0

Baths

1,075

Sq.Ft.

65 S DEVON AVENUE

Winter Springs, FL

View 221 SHERRY AVE Winter Springs, FL MLS# O6404854
$359,900
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
$329,900
3

Beds

2.0

Baths

1,178

Sq.Ft.

335 KIRKCALDY DRIVE

Winter Springs, FL

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
$318,500
3

Beds

3.0

Baths

1,504

Sq.Ft.

439 OLD FARM LN

Winter Springs, FL

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

225

Estimated median home price

$425,000
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

PriceCount
$0 - 100K0
$100K - 200K10
$200K - 300K42
$300K - 400K44
$400K - 500K52
$500K - 600K21
$600K - 700K16
$700K - 800K18
$800K - 900K9
$900K - 1M3
$1M - Max10

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family147
Townhouse53
Condo17
Commercial4
Rental41
Lots and Land2
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 7/8/2026)

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 7/8/2026.