151 total properties
Did you mean the neighborhood Winter Springs?
View 122 STONE GABLE CIR Winter Springs, FL MLS# O6340870
$469,900
3

Beds

2.1

Baths

2,147

Sq.Ft.

122 STONE GABLE CIR

Winter Springs, FL

View 1128 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6395600
$469,000
4

Beds

3.1

Baths

2,344

Sq.Ft.

1128 SPOTTED SANDPIPER LOOP

Winter Springs, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
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 1126 TROTWOOD BOULEVARD Winter Springs, FL MLS# O6382859
$460,000
4

Beds

2.0

Baths

2,066

Sq.Ft.

1126 TROTWOOD BOULEVARD

Winter Springs, FL

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 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 1335 SAN FELIPE COURT Winter Springs, FL MLS# O6417601
$450,000
4

Beds

2.0

Baths

1,571

Sq.Ft.

1335 SAN FELIPE COURT

Winter Springs, FL

View 1050 NURSERY ROAD Winter Springs, FL MLS# O6376787
$449,900
13,000

Sq.Ft.

1050 NURSERY ROAD

Winter Springs, FL

View 1530 BRAEWICK STREET Winter Springs, FL MLS# TB8518340
$449,900
3

Beds

2.0

Baths

1,889

Sq.Ft.

1530 BRAEWICK STREET

Winter Springs, FL

View 161 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6386458
  • New Construction
1 of 35
OPEN HOUSE: Thursday 7/2 10:00 AM - 5:00 PM
$444,990
3

Beds

2.1

Baths

1,704

Sq.Ft.

161 BEAR SPRINGS DRIVE

Winter Springs, FL

View 189 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6372546
  • New Construction
1 of 33
$443,990
3

Beds

2.1

Baths

1,704

Sq.Ft.

189 BEAR SPRINGS DRIVE

Winter Springs, FL

View 173 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6386437
  • New Construction
1 of 35
$439,990
3

Beds

2.1

Baths

1,704

Sq.Ft.

173 BEAR SPRINGS DRIVE

Winter Springs, FL

View 717 ADIDAS ROAD Winter Springs, FL MLS# V4949727
  • Recently Listed with Virtual Tour
1 of 31
$439,900
2

Beds

2.0

Baths

1,812

Sq.Ft.

717 ADIDAS ROAD

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 872 FALKIRK DRIVE Winter Springs, FL MLS# O6383538
  • Virtual Tour
1 of 33
$438,997
3

Beds

2.0

Baths

1,554

Sq.Ft.

872 FALKIRK DRIVE

Winter Springs, FL

Courtesy of CAISSA REALTY INVESTMENT INC
View 661 ANDOVER CIRCLE Winter Springs, FL MLS# O6417072
  • Recently Listed with Virtual Tour
1 of 38
$435,000
3

Beds

2.0

Baths

1,735

Sq.Ft.

661 ANDOVER CIRCLE

Winter Springs, FL

View 1307 ORTEGA STREET Winter Springs, FL MLS# O6391915
$430,000
3

Beds

2.0

Baths

1,881

Sq.Ft.

1307 ORTEGA STREET

Winter Springs, FL

Courtesy of CENTURY 21 ALTON CLARK
View 1326 TARFLOWER DRIVE Winter Springs, FL MLS# O6416617
  • Recently Listed with Virtual Tour
1 of 30
$430,000
4

Beds

2.1

Baths

1,678

Sq.Ft.

1326 TARFLOWER DRIVE

Winter Springs, FL

View 1422 SPALDING ROAD Winter Springs, FL MLS# O6313691
$425,000
3

Beds

2.0

Baths

1,456

Sq.Ft.

1422 SPALDING ROAD

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
View 221 SPINDLE PALM COVE Winter Springs, FL MLS# O6419339
  • Recently Listed
1 of 29
OPEN HOUSE: Thursday 7/2 10:00 AM - 5:00 PM
$424,990
4

Beds

2.1

Baths

1,678

Sq.Ft.

221 SPINDLE PALM COVE

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

226

Estimated median home price

$432,500
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

Price Count
$0 - 100K 0
$100K - 200K 9
$200K - 300K 42
$300K - 400K 44
$400K - 500K 52
$500K - 600K 23
$600K - 700K 16
$700K - 800K 17
$800K - 900K 10
$900K - 1M 3
$1M - Max 10

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 151
Townhouse 53
Condo 15
Commercial 3
Rental 41
Lots and Land 2
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 7/2/2026)

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 7/3/2026.