198 total properties
Did you mean the neighborhood Winter Springs?
View 363 TWELVE OAKS DRIVE Winter Springs, FL MLS# O6394390
$537,000
5

Beds

3.0

Baths

3,408

Sq.Ft.

363 TWELVE OAKS DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS HERITAGE REALTY
View 1389 PONCE DE LEON BOULEVARD Winter Springs, FL MLS# O6413725
  • Recently Listed with Virtual Tour
1 of 54
$535,000
4

Beds

2.0

Baths

2,056

Sq.Ft.

1389 PONCE DE LEON BOULEVARD

Winter Springs, FL

View 440 BUCKSKIN COURT Winter Springs, FL MLS# O6394274
$525,000
4

Beds

2.1

Baths

1,922

Sq.Ft.

440 BUCKSKIN COURT

Winter Springs, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 424 FLATWOOD DRIVE Winter Springs, FL MLS# S5149589
$525,000
4

Beds

3.1

Baths

2,164

Sq.Ft.

424 FLATWOOD DRIVE

Winter Springs, FL

View 71 TARPON CIRCLE Winter Springs, FL MLS# O6418735
  • Recently Listed with Virtual Tour
1 of 24
$525,000
4

Beds

2.1

Baths

2,637

Sq.Ft.

71 TARPON CIRCLE

Winter Springs, FL

Courtesy of CHERRY'S FOCUSED IN REALTY LLC
View 947 GLEN ABBEY CIRCLE Winter Springs, FL MLS# O6418792
  • Recently Listed with Virtual Tour
1 of 37
$525,000
4

Beds

2.1

Baths

2,416

Sq.Ft.

947 GLEN ABBEY CIRCLE

Winter Springs, FL

View 1425 HAPPY BIRD LANE Winter Springs, FL MLS# O6369417
$515,000
4

Beds

3.0

Baths

2,030

Sq.Ft.

1425 HAPPY BIRD LANE

Winter Springs, FL

Courtesy of YORK MILLS REALTY LLC
View 1020 TAPROOT DRIVE Winter Springs, FL MLS# O6409011
$509,900
3

Beds

3.0

Baths

1,905

Sq.Ft.

1020 TAPROOT DRIVE

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
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

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
  • Virtual Tour
1 of 45
$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
  • Virtual Tour
1 of 53
$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

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 7/2/2026.