42 total properties
Did you mean the neighborhood Winter Springs?
View 324 RINGWOOD CIRCLE Winter Springs, FL MLS# O6425839
  • Recently Listed with Virtual Tour
1 of 44
$559,000
4

Beds

2.0

Baths

1,941

Sq.Ft.

324 RINGWOOD CIRCLE

Winter Springs, FL

Courtesy of VELOCITY
View 619 CORAL WAY Winter Springs, FL MLS# O6424605
  • Recently Listed with Virtual Tour
1 of 32
$479,000
3

Beds

2.0

Baths

1,919

Sq.Ft.

619 CORAL WAY

Winter Springs, FL

View 1375 AUGUSTA NATIONAL BOULEVARD Winter Springs, FL MLS# O6424446
$435,900
3

Beds

2.1

Baths

2,063

Sq.Ft.

1375 AUGUSTA NATIONAL BOULEVARD

Winter Springs, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 930 OAK FOREST DRIVE Winter Springs, FL MLS# O6423576
  • Recently Listed with Virtual Tour
1 of 30
$450,000
4

Beds

2.0

Baths

1,764

Sq.Ft.

930 OAK FOREST DRIVE

Winter Springs, FL

Courtesy of MARK SPAIN REAL ESTATE
View 1454 KING COURT Winter Springs, FL MLS# O6423515
  • Recently Listed with Virtual Tour
1 of 25
$475,000
3

Beds

2.0

Baths

1,612

Sq.Ft.

1454 KING COURT

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 1458 BLUMBERG BOULEVARD Winter Springs, FL MLS# O6421596
$514,990
3

Beds

2.1

Baths

1,704

Sq.Ft.

1458 BLUMBERG BOULEVARD

Winter Springs, FL

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 1153 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6419082
  • Recently Listed with Virtual Tour
1 of 20
$450,000
3

Beds

2.1

Baths

1,768

Sq.Ft.

1153 SPOTTED SANDPIPER LOOP

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
View 1389 PONCE DE LEON BOULEVARD Winter Springs, FL MLS# O6413725
$535,000
4

Beds

2.0

Baths

2,056

Sq.Ft.

1389 PONCE DE LEON BOULEVARD

Winter Springs, FL

View 717 ADIDAS ROAD Winter Springs, FL MLS# V4949727
$434,900
2

Beds

2.0

Baths

1,812

Sq.Ft.

717 ADIDAS ROAD

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 947 GLEN ABBEY CIRCLE Winter Springs, FL MLS# O6418792
$525,000
4

Beds

2.1

Baths

2,416

Sq.Ft.

947 GLEN ABBEY CIRCLE

Winter Springs, FL

View 114 STONE GABLE CIRCLE Winter Springs, FL MLS# O6417280
  • Virtual Tour
1 of 46
OPEN HOUSE: Saturday 7/18 11:00 AM - 1:00 PM
$485,900
3

Beds

2.0

Baths

1,814

Sq.Ft.

114 STONE GABLE CIRCLE

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 809 BIG BUCK CIRCLE Winter Springs, FL MLS# O6416554
$525,000
4

Beds

2.0

Baths

2,250

Sq.Ft.

809 BIG BUCK CIRCLE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 1320 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# A4696204
  • Virtual Tour
1 of 55
OPEN HOUSE: Saturday 7/18 12:00 PM - 2:00 PM
$475,000
4

Beds

3.1

Baths

2,359

Sq.Ft.

1320 SPOTTED SANDPIPER LOOP

Winter Springs, FL

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

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 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 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

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

155

Estimated median home price

$424,997
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 - 200K8
$200K - 300K29
$300K - 400K33
$400K - 500K40
$500K - 600K13
$600K - 700K6
$700K - 800K12
$800K - 900K4
$900K - 1M2
$1M - Max8

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family102
Townhouse33
Condo14
Commercial3
Rental39
Lots and Land2
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 7/17/2026)

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 7/18/2026.