63 total properties
Did you mean the neighborhood Winter Springs?
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 1320 ALFONZO CIRCLE Winter Springs, FL MLS# S5151348
$450,000
4

Beds

3.0

Baths

1,597

Sq.Ft.

1320 ALFONZO CIRCLE

Winter Springs, FL

Courtesy of ESG INVESTMENT ENTERPRISE INC
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

The time to sell is now! THE TIME TO SELL IS NOW!
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 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 445 GEE HAMMOCK LANE Winter Springs, FL MLS# O6413309
$404,000
3

Beds

2.1

Baths

1,682

Sq.Ft.

445 GEE HAMMOCK LANE

Winter Springs, FL

Courtesy of MAROON REALTY GROUP LLC
View 877 BENCHWOOD DRIVE Winter Springs, FL MLS# O6410431
$450,000
3

Beds

2.0

Baths

1,612

Sq.Ft.

877 BENCHWOOD DRIVE

Winter Springs, FL

Courtesy of COMPASS FLORIDA LLC
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

View 984 TURKEY HOLLOW CIRCLE Winter Springs, FL MLS# O6410083
$410,000
3

Beds

2.0

Baths

1,821

Sq.Ft.

984 TURKEY HOLLOW CIRCLE

Winter Springs, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 1020 TAPROOT DRIVE Winter Springs, FL MLS# O6409011
$509,900
3

Beds

3.0

Baths

1,905

Sq.Ft.

1020 TAPROOT DRIVE

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 1406 BLUMBERG BOULEVARD Winter Springs, FL MLS# O6408695
$420,000
3

Beds

2.1

Baths

1,476

Sq.Ft.

1406 BLUMBERG BOULEVARD

Winter Springs, FL

View 143 HAYES ROAD Winter Springs, FL MLS# O6407546
$469,000
3

Beds

2.0

Baths

1,649

Sq.Ft.

143 HAYES ROAD

Winter Springs, FL

Courtesy of EMPIRE NETWORK REALTY
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 629 RYAN COURT Winter Springs, FL MLS# O6396980
$475,000
3

Beds

2.0

Baths

1,857

Sq.Ft.

629 RYAN COURT

Winter Springs, FL

View 424 FLATWOOD DRIVE Winter Springs, FL MLS# S5149589
$525,000
4

Beds

3.1

Baths

2,164

Sq.Ft.

424 FLATWOOD DRIVE

Winter Springs, FL

View 820 WAKULLA LANE Winter Springs, FL MLS# TB8504175
$419,900
3

Beds

2.1

Baths

1,658

Sq.Ft.

820 WAKULLA LANE

Winter Springs, FL

Courtesy of OFFERPAD BROKERAGE FL, LLC
View 1304 ORTEGA STREET Winter Springs, FL MLS# TB8504998
$488,000
4

Beds

2.1

Baths

2,152

Sq.Ft.

1304 ORTEGA STREET

Winter Springs, FL

View 1024 DINERO DRIVE Winter Springs, FL MLS# O6404240
$419,000
3

Beds

2.0

Baths

1,463

Sq.Ft.

1024 DINERO DRIVE

Winter Springs, FL

View 1200 ROYAL OAK DRIVE Winter Springs, FL MLS# O6401888
$499,999
3

Beds

3.0

Baths

2,378

Sq.Ft.

1200 ROYAL OAK DRIVE

Winter Springs, FL

View 560 PLEASANT GROVE DRIVE Winter Springs, FL MLS# O6401016
$425,000
3

Beds

2.0

Baths

1,654

Sq.Ft.

560 PLEASANT GROVE DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III

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

229

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

PriceCount
$0 - 100K0
$100K - 200K10
$200K - 300K42
$300K - 400K44
$400K - 500K54
$500K - 600K22
$600K - 700K16
$700K - 800K19
$800K - 900K9
$900K - 1M3
$1M - Max10

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family150
Townhouse54
Condo17
Commercial4
Rental40
Lots and Land2
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 7/6/2026)

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 7/6/2026.