148 total properties
Did you mean the neighborhood Winter Springs?
View 107 GOLDEN CREST COURT Winter Springs, FL MLS# O6393850
$504,000
3

Beds

2.0

Baths

1,978

Sq.Ft.

107 GOLDEN CREST COURT

Winter Springs, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 1201 WOLVERINE TRAIL Winter Springs, FL MLS# O6374676
$500,000
4

Beds

2.0

Baths

1,979

Sq.Ft.

1201 WOLVERINE TRAIL

Winter Springs, FL

View 1105 CLINGING VINE PLACE Winter Springs, FL MLS# O6416115
$500,000
3

Beds

2.0

Baths

2,044

Sq.Ft.

1105 CLINGING VINE PLACE

Winter Springs, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 1200 ROYAL OAK DRIVE Winter Springs, FL MLS# O6401888
$499,999
3

Beds

3.0

Baths

2,378

Sq.Ft.

1200 ROYAL OAK DRIVE

Winter Springs, FL

View 1055 CHESTERFIELD CIRCLE Winter Springs, FL MLS# O6413841
$499,900
3

Beds

2.0

Baths

1,665

Sq.Ft.

1055 CHESTERFIELD CIRCLE

Winter Springs, FL

View 472 DEWARS COURT Winter Springs, FL MLS# O6413206
$499,900
4

Beds

2.1

Baths

2,222

Sq.Ft.

472 DEWARS COURT

Winter Springs, FL

View 934 TORREY PINE DRIVE Winter Springs, FL MLS# O6349893
$499,000
3

Beds

2.0

Baths

1,678

Sq.Ft.

934 TORREY PINE DRIVE

Winter Springs, FL

Courtesy of CENTURY 21 ALTON CLARK
View 785 COLD STREAM COURT Winter Springs, FL MLS# O6420226
  • Recently Listed with Virtual Tour
1 of 25
$497,000
4

Beds

2.0

Baths

2,247

Sq.Ft.

785 COLD STREAM COURT

Winter Springs, FL

Courtesy of Winter Park - WEICHERT, REALTORS® - Hallmark Properties
View 986 TURKEY HOLLOW CIRCLE Winter Springs, FL MLS# O6374288
$494,000
4

Beds

2.0

Baths

1,864

Sq.Ft.

986 TURKEY HOLLOW CIRCLE

Winter Springs, FL

View 632 BLENHEIM LOOP Winter Springs, FL MLS# O6386347
$489,900
4

Beds

2.1

Baths

1,996

Sq.Ft.

632 BLENHEIM LOOP

Winter Springs, FL

View 1266 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6308584
$489,500
4

Beds

3.1

Baths

2,348

Sq.Ft.

1266 SPOTTED SANDPIPER LOOP

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 131 LISA LOOP Winter Springs, FL MLS# O6383791
  • Virtual Tour
1 of 43
$489,000
4

Beds

2.1

Baths

2,309

Sq.Ft.

131 LISA LOOP

Winter Springs, FL

Courtesy of BAILEY CAMPBELL PROPERTIES
View 1304 ORTEGA STREET Winter Springs, FL MLS# TB8504998
$488,000
4

Beds

2.1

Baths

2,152

Sq.Ft.

1304 ORTEGA STREET

Winter Springs, FL

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 1254 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6390820
$485,000
4

Beds

3.1

Baths

2,359

Sq.Ft.

1254 SPOTTED SANDPIPER LOOP

Winter Springs, FL

View 143 HAYES ROAD Winter Springs, FL MLS# O6407546
$479,000
3

Beds

2.0

Baths

1,649

Sq.Ft.

143 HAYES ROAD

Winter Springs, FL

Courtesy of EMPIRE NETWORK REALTY
View 629 RYAN COURT Winter Springs, FL MLS# O6396980
$475,000
3

Beds

2.0

Baths

1,857

Sq.Ft.

629 RYAN COURT

Winter Springs, FL

View 568 BUCKHORN DRIVE Winter Springs, FL MLS# O6413584
$475,000
4

Beds

2.1

Baths

2,076

Sq.Ft.

568 BUCKHORN DRIVE

Winter Springs, FL

View 1320 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# A4696204
  • Recently Listed with Virtual Tour
1 of 55
$475,000
4

Beds

3.1

Baths

2,359

Sq.Ft.

1320 SPOTTED SANDPIPER LOOP

Winter Springs, FL

View 416 MACGREGOR ROAD Winter Springs, FL MLS# O6379428
$470,000
3

Beds

2.1

Baths

1,962

Sq.Ft.

416 MACGREGOR ROAD

Winter Springs, FL

Courtesy of COMPASS FLORIDA 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

228

Estimated median home price

$430,000
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 - 200K10
$200K - 300K41
$300K - 400K46
$400K - 500K52
$500K - 600K23
$600K - 700K16
$700K - 800K17
$800K - 900K10
$900K - 1M3
$1M - Max10

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family153
Townhouse52
Condo16
Commercial3
Rental40
Lots and Land2
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 7/1/2026)

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 7/2/2026.