96 total properties
Did you mean the neighborhood Winter Springs?
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 725 LAKESIDE DRIVE Winter Springs, FL MLS# O6419715
$255,000
2

Beds

2.0

Baths

1,168

Sq.Ft.

725 LAKESIDE DRIVE

Winter Springs, FL

The time to sell is now! THE TIME TO SELL IS NOW!
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 910 BELLE AVENUE 1140 Winter Springs, FL MLS# O6418675
$149,500
687

Sq.Ft.

910 BELLE AVENUE 1140

Winter Springs, FL

View 498 GREEN SPRING CIR Winter Springs, FL MLS# O6418425
$249,000
2

Beds

1.1

Baths

1,363

Sq.Ft.

498 GREEN SPRING CIR

Winter Springs, FL

View 830 DUNBAR TERRACE Winter Springs, FL MLS# O6418603
$357,000
3

Beds

2.1

Baths

1,792

Sq.Ft.

830 DUNBAR TERRACE

Winter Springs, FL

View 203 SWEETGUM Winter Springs, FL MLS# O6417974
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$399,000
3

Beds

2.0

Baths

1,218

Sq.Ft.

203 SWEETGUM

Winter Springs, FL

Courtesy of CENTURY 21 ALTON CLARK
View 453 GEE HAMMOCK LANE Winter Springs, FL MLS# O6418078
$375,000
3

Beds

2.1

Baths

1,519

Sq.Ft.

453 GEE HAMMOCK LANE

Winter Springs, FL

Courtesy of Winter Park - WEICHERT, REALTORS® - Hallmark Properties
View 429 SHEOAH BOULEVARD 9 Winter Springs, FL MLS# TB8519810
$199,000
3

Beds

2.0

Baths

1,187

Sq.Ft.

429 SHEOAH BOULEVARD 9

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 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 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 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 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 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

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

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

223

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 - 600K23
$600K - 700K18
$700K - 800K12
$800K - 900K11
$900K - 1M3
$1M - Max10

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family152
Townhouse49
Condo14
Commercial4
Rental34
Lots and Land2
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 7/25/2026)

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 7/25/2026.