38 total properties
Did you mean the neighborhood Winter Springs?
View 405 N HAWTHORN CIRCLE Winter Springs, FL MLS# O6421495
  • Recently Listed with Virtual Tour
1 of 25
$318,000
3

Beds

2.0

Baths

1,656

Sq.Ft.

405 N HAWTHORN CIRCLE

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 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

The time to sell is now! THE TIME TO SELL IS NOW!
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 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

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 830 DUNBAR TERRACE Winter Springs, FL MLS# O6418603
$361,000
3

Beds

2.1

Baths

1,792

Sq.Ft.

830 DUNBAR TERRACE

Winter Springs, FL

View 203 SWEETGUM Winter Springs, FL MLS# O6417974
  • Virtual Tour
1 of 24
$420,000
3

Beds

2.0

Baths

1,218

Sq.Ft.

203 SWEETGUM

Winter Springs, FL

Courtesy of CENTURY 21 ALTON CLARK
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 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 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 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 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 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 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 335 LANSBROOK LANE Winter Springs, FL MLS# O6407329
$330,000
2

Beds

2.0

Baths

1,129

Sq.Ft.

335 LANSBROOK LANE

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 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

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

169

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 - 300K31
$300K - 400K36
$400K - 500K46
$500K - 600K12
$600K - 700K8
$700K - 800K13
$800K - 900K4
$900K - 1M2
$1M - Max9

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family107
Townhouse42
Condo14
Commercial3
Rental38
Lots and Land2
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 7/16/2026)

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.