146 total properties
Did you mean the neighborhood Winter Springs?
View 661 ANDOVER CIRCLE Winter Springs, FL MLS# O6417072
$425,000
3

Beds

2.0

Baths

1,735

Sq.Ft.

661 ANDOVER CIRCLE

Winter Springs, FL

View 1441 FOREST HILLS DRIVE Winter Springs, FL MLS# O6413957
$420,000
3

Beds

2.0

Baths

1,731

Sq.Ft.

1441 FOREST HILLS DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 114 STONE GABLE CIRCLE Winter Springs, FL MLS# O6417280
$479,000
3

Beds

2.0

Baths

1,814

Sq.Ft.

114 STONE GABLE CIRCLE

Winter Springs, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 1530 BRAEWICK STREET Winter Springs, FL MLS# TB8518340
$449,900
3

Beds

2.0

Baths

1,889

Sq.Ft.

1530 BRAEWICK STREET

Winter Springs, FL

View 1326 TARFLOWER DRIVE Winter Springs, FL MLS# O6416617
$425,000
4

Beds

2.1

Baths

1,678

Sq.Ft.

1326 TARFLOWER DRIVE

Winter Springs, FL

View 1320 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# A4696204
$475,000
4

Beds

3.1

Baths

2,359

Sq.Ft.

1320 SPOTTED SANDPIPER LOOP

Winter Springs, FL

View 1357 MILL STREAM LANE Winter Springs, FL MLS# O6417015
$395,000
3

Beds

2.1

Baths

1,606

Sq.Ft.

1357 MILL STREAM LANE

Winter Springs, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 568 BUCKHORN DRIVE Winter Springs, FL MLS# O6413584
$475,000
4

Beds

2.1

Baths

2,076

Sq.Ft.

568 BUCKHORN DRIVE

Winter Springs, FL

View 577 WALDEN COURT Winter Springs, FL MLS# V4949540
$399,000
4

Beds

2.0

Baths

1,560

Sq.Ft.

577 WALDEN COURT

Winter Springs, FL

Courtesy of RISE REALTY OF FLORIDA LLC
View 358 BRUSHWOOD LANE Winter Springs, FL MLS# O6412915
$468,000
4

Beds

2.0

Baths

1,922

Sq.Ft.

358 BRUSHWOOD LANE

Winter Springs, FL

View 71 BOMBAY AVENUE Winter Springs, FL MLS# O6414087
$205,900
2

Beds

2.0

Baths

1,134

Sq.Ft.

71 BOMBAY AVENUE

Winter Springs, FL

View 504 GREEN SPRING CIRCLE Winter Springs, FL MLS# O6413016
$235,000
2

Beds

2.1

Baths

1,363

Sq.Ft.

504 GREEN SPRING CIRCLE

Winter Springs, FL

View 1055 CHESTERFIELD CIRCLE Winter Springs, FL MLS# O6413841
$499,900
3

Beds

2.0

Baths

1,665

Sq.Ft.

1055 CHESTERFIELD CIRCLE

Winter Springs, FL

View 472 DEWARS COURT Winter Springs, FL MLS# O6413206
  • Virtual Tour
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OPEN HOUSE: Saturday 7/25 11:00 AM - 3:00 PM
$499,900
4

Beds

2.1

Baths

2,222

Sq.Ft.

472 DEWARS COURT

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 819 DUNDEE DRIVE Winter Springs, FL MLS# O6412585
$419,000
4

Beds

2.0

Baths

1,701

Sq.Ft.

819 DUNDEE DRIVE

Winter Springs, FL

View 603 CASA PARK COURT G Winter Springs, FL MLS# O6411934
$244,900
2

Beds

2.1

Baths

1,156

Sq.Ft.

603 CASA PARK COURT G

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 240 N DEVON AVENUE Winter Springs, FL MLS# O6416300
$365,500
3

Beds

2.0

Baths

1,238

Sq.Ft.

240 N DEVON AVENUE

Winter Springs, FL

View 877 BENCHWOOD DRIVE Winter Springs, FL MLS# O6410431
  • Virtual Tour
1 of 33
OPEN HOUSE: Saturday 7/25 12:00 PM - 2:00 PM
$445,000
3

Beds

2.0

Baths

1,612

Sq.Ft.

877 BENCHWOOD DRIVE

Winter Springs, FL

Courtesy of COMPASS FLORIDA LLC

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

219

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 - 200K8
$200K - 300K38
$300K - 400K46
$400K - 500K54
$500K - 600K22
$600K - 700K16
$700K - 800K13
$800K - 900K9
$900K - 1M3
$1M - Max10

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family147
Townhouse50
Condo14
Commercial4
Rental36
Lots and Land2
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 7/23/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 7/23/2026.

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 7/23/2026.