121 total properties
Did you mean the neighborhood Winter Springs?
View 335 LANSBROOK LANE Winter Springs, FL MLS# O6407329
$324,000
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

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

The time to sell is now! THE TIME TO SELL IS NOW!
View 65 S DEVON AVENUE Winter Springs, FL MLS# O6404319
$300,000
3

Beds

2.0

Baths

1,075

Sq.Ft.

65 S DEVON AVENUE

Winter Springs, FL

View 221 SHERRY AVE Winter Springs, FL MLS# O6404854
$354,900
4

Beds

2.0

Baths

1,700

Sq.Ft.

221 SHERRY AVE

Winter Springs, FL

Courtesy of LA ROSA REALTY ORLANDO LLC
View 510 GREEN SPRING CIRCLE Winter Springs, FL MLS# O6405365
$211,000
2

Beds

2.1

Baths

1,180

Sq.Ft.

510 GREEN SPRING CIRCLE

Winter Springs, FL

View 335 KIRKCALDY DRIVE Winter Springs, FL MLS# O6400818
$329,900
3

Beds

2.0

Baths

1,178

Sq.Ft.

335 KIRKCALDY DRIVE

Winter Springs, FL

View 1024 DINERO DRIVE Winter Springs, FL MLS# O6404240
$414,000
3

Beds

2.0

Baths

1,463

Sq.Ft.

1024 DINERO DRIVE

Winter Springs, FL

View 50 SHEOAH BOULEVARD 33 Winter Springs, FL MLS# O6404380
$179,500
2

Beds

2.0

Baths

972

Sq.Ft.

50 SHEOAH BOULEVARD 33

Winter Springs, FL

View 439 OLD FARM LN Winter Springs, FL MLS# O6403125
$318,500
3

Beds

3.0

Baths

1,504

Sq.Ft.

439 OLD FARM LN

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 477 GREEN SPRING CIRCLE Winter Springs, FL MLS# O6401530
$234,999
3

Beds

1.1

Baths

1,280

Sq.Ft.

477 GREEN SPRING CIRCLE

Winter Springs, FL

View 600 NORTHERN WAY 205 Winter Springs, FL MLS# O6401833
$233,000
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 205

Winter Springs, FL

View 1328 ANDES DRIVE Winter Springs, FL MLS# O6398729
$373,000
4

Beds

2.0

Baths

1,582

Sq.Ft.

1328 ANDES DRIVE

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 299 WOODGREEN LANE Winter Springs, FL MLS# O6401276
$283,500
3

Beds

2.1

Baths

1,326

Sq.Ft.

299 WOODGREEN LANE

Winter Springs, FL

View 276 SAN GABRIEL STREET Winter Springs, FL MLS# O6399623
$279,000
3

Beds

2.0

Baths

1,089

Sq.Ft.

276 SAN GABRIEL STREET

Winter Springs, FL

View 240 MOREE LOOP 3 Winter Springs, FL MLS# O6399451
$182,000
3

Beds

2.0

Baths

1,187

Sq.Ft.

240 MOREE LOOP 3

Winter Springs, FL

Courtesy of MARK SPAIN REAL ESTATE
View 572 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6397068
$330,000
3

Beds

2.1

Baths

1,564

Sq.Ft.

572 PINEBRANCH CIRCLE

Winter Springs, FL

View 239 PANORAMA DRIVE Winter Springs, FL MLS# O6397776
$340,000
3

Beds

2.0

Baths

1,349

Sq.Ft.

239 PANORAMA DRIVE

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

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.

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.