61 total properties
Did you mean the neighborhood Winter Springs?
View 1105 CLINGING VINE PLACE Winter Springs, FL MLS# O6416115
  • Recently Listed with Virtual Tour
1 of 32
$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 717 ADIDAS ROAD Winter Springs, FL MLS# V4949727
  • Recently Listed with Virtual Tour
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 203 SWEETGUM Winter Springs, FL MLS# O6417974
  • Recently Listed with Virtual Tour
1 of 24
$420,000
3

Beds

2.0

Baths

1,218

Sq.Ft.

203 SWEETGUM

Winter Springs, FL

Courtesy of CENTURY 21 ALTON CLARK
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 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 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 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 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 1326 TARFLOWER DRIVE Winter Springs, FL MLS# O6416617
  • Recently Listed with Virtual Tour
1 of 30
$435,000
4

Beds

2.1

Baths

1,678

Sq.Ft.

1326 TARFLOWER DRIVE

Winter Springs, FL

View 1320 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# A4696204
  • Recently Listed with Virtual Tour
1 of 55
$480,000
4

Beds

3.1

Baths

2,359

Sq.Ft.

1320 SPOTTED SANDPIPER LOOP

Winter Springs, FL

View 1357 MILL STREAM LANE Winter Springs, FL MLS# O6417015
  • Recently Listed
1 of 28
$400,000
3

Beds

2.1

Baths

1,606

Sq.Ft.

1357 MILL STREAM LANE

Winter Springs, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 568 BUCKHORN DRIVE Winter Springs, FL MLS# O6413584
  • Recently Listed with Virtual Tour
1 of 35
OPEN HOUSE: Sunday 6/21 11:00 AM - 1:00 PM
$485,000
4

Beds

2.1

Baths

2,076

Sq.Ft.

568 BUCKHORN DRIVE

Winter Springs, FL

View 577 WALDEN COURT Winter Springs, FL MLS# V4949540
  • Recently Listed
1 of 34
$399,000
4

Beds

2.0

Baths

1,560

Sq.Ft.

577 WALDEN COURT

Winter Springs, FL

Courtesy of RISE REALTY OF FLORIDA LLC
View 1320 ALFONZO CIRCLE Winter Springs, FL MLS# S5151348
$450,000
4

Beds

3.0

Baths

1,597

Sq.Ft.

1320 ALFONZO CIRCLE

Winter Springs, FL

Courtesy of ESG INVESTMENT ENTERPRISE INC
View 358 BRUSHWOOD LANE Winter Springs, FL MLS# O6412915
  • Recently Listed
1 of 20
$468,000
4

Beds

2.0

Baths

1,922

Sq.Ft.

358 BRUSHWOOD LANE

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 1055 CHESTERFIELD CIRCLE Winter Springs, FL MLS# O6413841
  • Recently Listed with Virtual Tour
1 of 41
$515,000
3

Beds

2.0

Baths

1,665

Sq.Ft.

1055 CHESTERFIELD CIRCLE

Winter Springs, FL

Courtesy of LPT REALTY, LLC
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 819 DUNDEE DRIVE Winter Springs, FL MLS# O6412585
  • Recently Listed with Virtual Tour
1 of 47
OPEN HOUSE: Sunday 6/21 2:00 PM - 4:00 PM
$419,000
4

Beds

2.0

Baths

1,701

Sq.Ft.

819 DUNDEE DRIVE

Winter Springs, FL

View 445 GEE HAMMOCK LANE Winter Springs, FL MLS# O6413309
$404,000
3

Beds

2.1

Baths

1,682

Sq.Ft.

445 GEE HAMMOCK LANE

Winter Springs, FL

Courtesy of MAROON REALTY GROUP 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

231

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

Price Count
$0 - 100K 1
$100K - 200K 9
$200K - 300K 40
$300K - 400K 49
$400K - 500K 50
$500K - 600K 24
$600K - 700K 17
$700K - 800K 17
$800K - 900K 10
$900K - 1M 4
$1M - Max 10

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 155
Townhouse 52
Condo 16
Commercial 3
Rental 36
Lots and Land 3
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 6/21/2026)

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 6/21/2026.