120 total properties
Did you mean the neighborhood Winter Springs?
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 1193 LAKE LUCERNE CIRCLE Winter Springs, FL MLS# O6422887
$349,900
3

Beds

2.0

Baths

1,219

Sq.Ft.

1193 LAKE LUCERNE 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

The time to sell is now! THE TIME TO SELL IS NOW!
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 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 471 HARBOR WINDS COURT Winter Springs, FL MLS# O6387316
$325,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

471 HARBOR WINDS COURT

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
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 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 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 140 N. FAIRFAX Winter Springs, FL MLS# O6364352
$315,000
3

Beds

1.0

Baths

1,188

Sq.Ft.

140 N. FAIRFAX

Winter Springs, FL

Courtesy of ERA GRIZZARD REAL ESTATE
View 130 DEER SONG DRIVE Winter Springs, FL MLS# O6395309
$310,000
3

Beds

2.0

Baths

1,105

Sq.Ft.

130 DEER SONG DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 1053 W PEBBLE BEACH CIRCLE Winter Springs, FL MLS# O6314126
$309,777
3

Beds

2.0

Baths

1,574

Sq.Ft.

1053 W PEBBLE BEACH CIRCLE

Winter Springs, FL

View 171 CONSTITUTION WAY Winter Springs, FL MLS# O6396871
$305,000
3

Beds

2.1

Baths

1,468

Sq.Ft.

171 CONSTITUTION WAY

Winter Springs, FL

View 116 PHILADELPHIA WAY Winter Springs, FL MLS# O6379053
$304,900
3

Beds

2.1

Baths

1,468

Sq.Ft.

116 PHILADELPHIA WAY

Winter Springs, FL

View 702 GLASGOW COURT Winter Springs, FL MLS# O6394959
$301,000
4

Beds

2.1

Baths

1,878

Sq.Ft.

702 GLASGOW COURT

Winter Springs, FL

View 712 LINDEN DRIVE Winter Springs, FL MLS# O6388467
$300,000
3

Beds

2.0

Baths

1,366

Sq.Ft.

712 LINDEN DRIVE

Winter Springs, FL

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 600 NORTHERN WAY 907 Winter Springs, FL MLS# O6421583
$300,000
3

Beds

3.0

Baths

1,447

Sq.Ft.

600 NORTHERN WAY 907

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 162 CONSTITUTION WAY Winter Springs, FL MLS# O6424530
  • Recently Listed with Virtual Tour
1 of 75
$299,900
3

Beds

2.1

Baths

1,468

Sq.Ft.

162 CONSTITUTION WAY

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

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

220

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 - 300K37
$300K - 400K46
$400K - 500K52
$500K - 600K22
$600K - 700K18
$700K - 800K13
$800K - 900K11
$900K - 1M3
$1M - Max10

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family150
Townhouse48
Condo14
Commercial4
Rental35
Lots and Land2
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 7/24/2026)

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 7/24/2026.