199 total properties
Did you mean the neighborhood Winter Springs?
View 1208 CHEETAH TRAIL Winter Springs, FL MLS# O6416652
  • Recently Listed with Virtual Tour
1 of 51
OPEN HOUSE: Saturday 6/20 11:00 AM - 1:00 PM
$669,900
5

Beds

3.0

Baths

2,837

Sq.Ft.

1208 CHEETAH TRAIL

Winter Springs, FL

View 717 ADIDAS ROAD Winter Springs, FL MLS# V4949727
  • Recently Listed
1 of 31
$445,000
2

Beds

2.0

Baths

1,812

Sq.Ft.

717 ADIDAS ROAD

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 624 Bonita Road Winter Springs, FL MLS# 1080502
  • Recently Listed with Virtual Tour
1 of 5
$5,000
3

Beds

2.0

Baths

1,532

Sq.Ft.

624 Bonita Road

Winter Springs, FL

Brevard
The time to sell is now! THE TIME TO SELL IS NOW!
View 498 GREEN SPRING CIR Winter Springs, FL MLS# O6418425
  • Recently Listed with Virtual Tour
1 of 20
$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
$361,000
3

Beds

2.1

Baths

1,792

Sq.Ft.

830 DUNBAR TERRACE

Winter Springs, FL

View 1131 ARBOR GLEN CIRCLE Winter Springs, FL MLS# O6416566
$740,000
4

Beds

3.0

Baths

2,615

Sq.Ft.

1131 ARBOR GLEN CIRCLE

Winter Springs, FL

View 170 WOODED VINE DRIVE Winter Springs, FL MLS# O6418077
  • Recently Listed with Virtual Tour
1 of 44
$649,900
4

Beds

3.1

Baths

2,470

Sq.Ft.

170 WOODED VINE DRIVE

Winter Springs, FL

Courtesy of DIBS REALTY, LLC
View 203 SWEETGUM Winter Springs, FL MLS# O6417974
  • Recently Listed with Virtual Tour
1 of 24
OPEN HOUSE: Saturday 6/20 12:00 PM - 2:00 PM
$420,000
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
$379,900
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 995 DYSON DRIVE Winter Springs, FL MLS# O6418233
  • Recently Listed
1 of 26
$750,000
4

Beds

2.1

Baths

2,855

Sq.Ft.

995 DYSON DRIVE

Winter Springs, FL

View 1335 SAN FELIPE COURT Winter Springs, FL MLS# O6417601
  • Recently Listed with Virtual Tour
1 of 65
$450,000
4

Beds

2.0

Baths

1,571

Sq.Ft.

1335 SAN FELIPE COURT

Winter Springs, FL

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 661 ANDOVER CIRCLE Winter Springs, FL MLS# O6417072
$435,000
3

Beds

2.0

Baths

1,735

Sq.Ft.

661 ANDOVER CIRCLE

Winter Springs, FL

View 200 BLUE CREEK DRIVE Winter Springs, FL MLS# O6416327
  • Recently Listed with Virtual Tour
1 of 73
OPEN HOUSE: Saturday 6/20 10:00 AM - 2:00 PM
$625,000
4

Beds

3.0

Baths

2,344

Sq.Ft.

200 BLUE CREEK DRIVE

Winter Springs, FL

View 1441 FOREST HILLS DRIVE Winter Springs, FL MLS# O6413957
  • Recently Listed with Virtual Tour
1 of 34
$420,000
3

Beds

2.0

Baths

1,731

Sq.Ft.

1441 FOREST HILLS DRIVE

Winter Springs, FL

View 1016 WALNUT CREEK COVE Winter Springs, FL MLS# O6414948
$539,900
4

Beds

2.1

Baths

2,375

Sq.Ft.

1016 WALNUT CREEK COVE

Winter Springs, FL

View 1204 SWAN STREET Winter Springs, FL MLS# O6417440
  • Recently Listed with Virtual Tour
1 of 26
$624,000
4

Beds

2.1

Baths

3,334

Sq.Ft.

1204 SWAN STREET

Winter Springs, FL

Courtesy of EXIT REALTY PREMIER LEGACY
View 114 STONE GABLE CIRCLE Winter Springs, FL MLS# O6417280
  • Recently Listed with Virtual Tour
1 of 46
$485,900
3

Beds

2.0

Baths

1,814

Sq.Ft.

114 STONE GABLE CIRCLE

Winter Springs, FL

View 809 BIG BUCK CIRCLE Winter Springs, FL MLS# O6416554
  • Recently Listed with Virtual Tour
1 of 52
OPEN HOUSE: Saturday 6/20 11:30 AM - 2:30 PM
$549,000
4

Beds

2.0

Baths

2,250

Sq.Ft.

809 BIG BUCK CIRCLE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 1115 ARBOR GLEN CIRCLE Winter Springs, FL MLS# O6416243
  • Recently Listed with Virtual Tour
1 of 54
$750,000
4

Beds

3.0

Baths

2,608

Sq.Ft.

1115 ARBOR GLEN CIRCLE

Winter Springs, FL

Courtesy of LPT REALTY, LLC

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

$435,000
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 - 200K9
$200K - 300K39
$300K - 400K46
$400K - 500K47
$500K - 600K22
$600K - 700K16
$700K - 800K16
$800K - 900K10
$900K - 1M4
$1M - Max10

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family145
Townhouse50
Condo16
Commercial3
Rental35
Lots and Land3
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 6/19/2026)

Information deemed reliable but not guaranteed.

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Data is updated as of 6/20/2026.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 6/20/2026.