41 total properties
Did you mean the neighborhood Winter Springs?
View 1329 AUGUSTA NATIONAL BOULEVARD Winter Springs, FL MLS# O6422133
  • Recently Listed with Virtual Tour
1 of 35
$559,000
3

Beds

2.0

Baths

1,616

Sq.Ft.

1329 AUGUSTA NATIONAL BOULEVARD

Winter Springs, FL

View 737 TIMBERWILDE AVENUE Winter Springs, FL MLS# O6421314
$635,000
5

Beds

3.0

Baths

2,574

Sq.Ft.

737 TIMBERWILDE AVENUE

Winter Springs, FL

View 785 COLD STREAM COURT Winter Springs, FL MLS# O6420226
$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
The time to sell is now! THE TIME TO SELL IS NOW!
View 216 TAVESTOCK LOOP Winter Springs, FL MLS# O6419655
  • Recently Listed with Virtual Tour
1 of 25
$640,000
5

Beds

2.0

Baths

2,355

Sq.Ft.

216 TAVESTOCK LOOP

Winter Springs, FL

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 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 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 1208 CHEETAH TRAIL Winter Springs, FL MLS# O6416652
$669,900
5

Beds

3.0

Baths

2,837

Sq.Ft.

1208 CHEETAH TRAIL

Winter Springs, FL

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 170 WOODED VINE DRIVE Winter Springs, FL MLS# O6418077
  • Recently Listed with Virtual Tour
1 of 44
$639,900
4

Beds

3.1

Baths

2,470

Sq.Ft.

170 WOODED VINE DRIVE

Winter Springs, FL

Courtesy of DIBS REALTY, LLC
View 200 BLUE CREEK DRIVE Winter Springs, FL MLS# O6416327
$625,000
4

Beds

3.0

Baths

2,344

Sq.Ft.

200 BLUE CREEK DRIVE

Winter Springs, FL

View 1107 WINTER SPRINGS BOULEVARD Winter Springs, FL MLS# O6417844
$570,000
4

Beds

3.0

Baths

2,345

Sq.Ft.

1107 WINTER SPRINGS BOULEVARD

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 809 BIG BUCK CIRCLE Winter Springs, FL MLS# O6416554
$549,000
4

Beds

2.0

Baths

2,250

Sq.Ft.

809 BIG BUCK CIRCLE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 811 MAPLE LEAF LOOP Winter Springs, FL MLS# O6413927
$545,000
5

Beds

3.0

Baths

2,852

Sq.Ft.

811 MAPLE LEAF LOOP

Winter Springs, FL

View 662 SARANAC DRIVE Winter Springs, FL MLS# O6413437
  • Virtual Tour
1 of 44
$643,100
4

Beds

2.0

Baths

2,180

Sq.Ft.

662 SARANAC 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 1110 SHADOWBROOK TRAIL Winter Springs, FL MLS# O6413323
$575,000
4

Beds

3.0

Baths

2,214

Sq.Ft.

1110 SHADOWBROOK TRAIL

Winter Springs, FL

View 1360 VIA VILLA NOVA WAY Winter Springs, FL MLS# S5150838
$539,999
4

Beds

2.0

Baths

2,064

Sq.Ft.

1360 VIA VILLA NOVA WAY

Winter Springs, FL

Courtesy of LOKATION

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

$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

Price Count
$0 - 100K 0
$100K - 200K 10
$200K - 300K 42
$300K - 400K 44
$400K - 500K 52
$500K - 600K 22
$600K - 700K 16
$700K - 800K 18
$800K - 900K 9
$900K - 1M 3
$1M - Max 10

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 147
Townhouse 54
Condo 17
Commercial 4
Rental 41
Lots and Land 2
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 7/7/2026)

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 7/7/2026.