36 total properties
Did you mean the neighborhood Winter Springs?
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

View 1024 DINERO DRIVE Winter Springs, FL MLS# O6404240
  • Virtual Tour
1 of 38
OPEN HOUSE: Saturday 7/18 11:00 AM - 1:00 PM
$414,000
3

Beds

2.0

Baths

1,463

Sq.Ft.

1024 DINERO DRIVE

Winter Springs, FL

View 907 GLEN ABBEY CIRCLE Winter Springs, FL MLS# O6411321
$410,000
3

Beds

2.0

Baths

1,791

Sq.Ft.

907 GLEN ABBEY CIRCLE

Winter Springs, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 1270 TARFLOWER DRIVE Winter Springs, FL MLS# O6407275
$409,990
4

Beds

2.1

Baths

1,678

Sq.Ft.

1270 TARFLOWER DRIVE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 709 SAILFISH ROAD Winter Springs, FL MLS# O6364715
$402,500
3

Beds

2.0

Baths

1,737

Sq.Ft.

709 SAILFISH ROAD

Winter Springs, FL

View 1403 TARFLOWER DRIVE Winter Springs, FL MLS# O6419352
$401,990
3

Beds

2.1

Baths

1,678

Sq.Ft.

1403 TARFLOWER DRIVE

Winter Springs, FL

View 724 BARRINGTON CIRCLE Winter Springs, FL MLS# O6312092
$399,900
3

Beds

2.0

Baths

1,450

Sq.Ft.

724 BARRINGTON CIRCLE

Winter Springs, FL

View 1357 MILL STREAM LANE Winter Springs, FL MLS# O6417015
$399,900
3

Beds

2.1

Baths

1,606

Sq.Ft.

1357 MILL STREAM LANE

Winter Springs, FL

Courtesy of KELLER WILLIAMS CLASSIC
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 142 BAYBERRY COURT Winter Springs, FL MLS# O6422888
  • Recently Listed with Virtual Tour
1 of 25
$390,000
4

Beds

2.0

Baths

1,425

Sq.Ft.

142 BAYBERRY COURT

Winter Springs, FL

View 1262 TARFLOWER DRIVE Winter Springs, FL MLS# O6407223
$389,990
3

Beds

2.1

Baths

1,678

Sq.Ft.

1262 TARFLOWER DRIVE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 1411 BORG LANE Winter Springs, FL MLS# O6378665
$385,000
3

Beds

2.0

Baths

1,368

Sq.Ft.

1411 BORG LANE

Winter Springs, FL

View 1384 MILL STREAM LANE Winter Springs, FL MLS# TB8504740
$382,400
3

Beds

3.1

Baths

1,932

Sq.Ft.

1384 MILL STREAM LANE

Winter Springs, FL

Courtesy of TAH FLORIDA LLC
View 665 MURPHY ROAD Winter Springs, FL MLS# O6420170
$380,000
3

Beds

2.0

Baths

1,460

Sq.Ft.

665 MURPHY ROAD

Winter Springs, FL

View 807 BUCKIE DRIVE Winter Springs, FL MLS# O6386108
$375,000
3

Beds

2.0

Baths

1,574

Sq.Ft.

807 BUCKIE DRIVE

Winter Springs, FL

Courtesy of FLORIDA HOME TEAM REALTY LLC
View 622 ANHINGA ROAD Winter Springs, FL MLS# O6369225
$374,900
3

Beds

2.1

Baths

1,721

Sq.Ft.

622 ANHINGA ROAD

Winter Springs, FL

View 412 BLUE BAYOU LANE Winter Springs, FL MLS# O6407027
$374,900
3

Beds

3.1

Baths

1,854

Sq.Ft.

412 BLUE BAYOU LANE

Winter Springs, FL

View 457 GEE HAMMOCK LANE Winter Springs, FL MLS# O6423767
  • Recently Listed with Virtual Tour
1 of 23
$370,000
3

Beds

2.1

Baths

1,435

Sq.Ft.

457 GEE HAMMOCK 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 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

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

155

Estimated median home price

$424,997
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

PriceCount
$0 - 100K0
$100K - 200K8
$200K - 300K29
$300K - 400K33
$400K - 500K40
$500K - 600K13
$600K - 700K6
$700K - 800K12
$800K - 900K4
$900K - 1M2
$1M - Max8

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family102
Townhouse33
Condo14
Commercial3
Rental39
Lots and Land2
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 7/17/2026)

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 7/17/2026.