59 total properties
Did you mean the neighborhood Winter Springs?
View 721 GALLOWAY COURT Winter Springs, FL MLS# G5112246
  • Recently Listed with Virtual Tour
1 of 25
$359,900
3

Beds

2.1

Baths

1,840

Sq.Ft.

721 GALLOWAY COURT

Winter Springs, FL

Courtesy of BEACON REAL ESTATE & ASSOC
View 335 LANSBROOK LANE Winter Springs, FL MLS# O6407329
  • Recently Listed
1 of 27
$345,000
2

Beds

2.0

Baths

1,129

Sq.Ft.

335 LANSBROOK LANE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 1262 TARFLOWER DRIVE Winter Springs, FL MLS# O6407223
  • Recently Listed
1 of 29
OPEN HOUSE: Saturday 5/16 10:00 AM - 5:00 PM
$389,990
3

Beds

2.1

Baths

1,678

Sq.Ft.

1262 TARFLOWER DRIVE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
The time to sell is now! THE TIME TO SELL IS NOW!
View 431 S ALDERWOOD STREET Winter Springs, FL MLS# O6407052
  • Recently Listed with Virtual Tour
1 of 51
$390,000
4

Beds

2.0

Baths

1,558

Sq.Ft.

431 S ALDERWOOD STREET

Winter Springs, FL

Courtesy of MCGLAMERY WILSON REALTY
View 65 S DEVON AVENUE Winter Springs, FL MLS# O6404319
  • Recently Listed with Virtual Tour
1 of 33
$314,900
3

Beds

2.0

Baths

1,075

Sq.Ft.

65 S DEVON AVENUE

Winter Springs, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 444 BLUE BAYOU LANE Winter Springs, FL MLS# O6405666
  • Recently Listed
1 of 32
$390,000
3

Beds

3.1

Baths

1,854

Sq.Ft.

444 BLUE BAYOU LANE

Winter Springs, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 221 SHERRY AVE Winter Springs, FL MLS# O6404854
  • Recently Listed with Virtual Tour
1 of 18
$366,900
4

Beds

2.0

Baths

1,700

Sq.Ft.

221 SHERRY AVE

Winter Springs, FL

Courtesy of LA ROSA REALTY ORLANDO LLC
View 335 KIRKCALDY DRIVE Winter Springs, FL MLS# O6400818
  • Recently Listed with Virtual Tour
1 of 50
$339,900
3

Beds

2.0

Baths

1,178

Sq.Ft.

335 KIRKCALDY DRIVE

Winter Springs, FL

Courtesy of MILLENIUM REALTY GROUP
View 445 GEE HAMMOCK LANE Winter Springs, FL MLS# O6404500
  • Recently Listed
1 of 41
$404,000
3

Beds

2.1

Baths

1,682

Sq.Ft.

445 GEE HAMMOCK LANE

Winter Springs, FL

Courtesy of SERHANT
View 439 OLD FARM LN Winter Springs, FL MLS# O6403125
  • Recently Listed with Virtual Tour
1 of 68
$339,900
3

Beds

3.0

Baths

1,504

Sq.Ft.

439 OLD FARM LN

Winter Springs, FL

Courtesy of ORLANDO REALTY & PROPERTY MGNT
View 1384 MILL STREAM LANE Winter Springs, FL MLS# TB8504740
  • Recently Listed
1 of 36
$404,900
3

Beds

3.1

Baths

1,932

Sq.Ft.

1384 MILL STREAM LANE

Winter Springs, FL

Courtesy of TAH FLORIDA LLC
View 578 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6401830
  • Recently Listed with Virtual Tour
1 of 36
$310,000
2

Beds

2.1

Baths

1,516

Sq.Ft.

578 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 410 TRADITION LANE Winter Springs, FL MLS# O6404101
  • Recently Listed with Virtual Tour
1 of 35
$310,000
2

Beds

2.1

Baths

1,275

Sq.Ft.

410 TRADITION LANE

Winter Springs, FL

Courtesy of Longwood - WEICHERT, REALTORS® - Hallmark Properties
View 736 SUMMERLAND DRIVE Winter Springs, FL MLS# O6402028
$298,900
3

Beds

2.0

Baths

1,298

Sq.Ft.

736 SUMMERLAND DRIVE

Winter Springs, FL

Courtesy of LA ROSA REALTY CW PROPERTIES L
View 1029 E PEBBLE BEACH CIRCLE Winter Springs, FL MLS# O6404082
$395,000
3

Beds

2.0

Baths

1,314

Sq.Ft.

1029 E PEBBLE BEACH CIRCLE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 1328 ANDES DRIVE Winter Springs, FL MLS# O6398729
  • Virtual Tour
1 of 20
$385,000
4

Beds

2.0

Baths

1,582

Sq.Ft.

1328 ANDES DRIVE

Winter Springs, FL

Courtesy of AVENIR REAL ESTATE BROKERS LLC
View 807 BUCKIE DRIVE Winter Springs, FL MLS# O6386108
  • Recently Listed with Virtual Tour
1 of 21
$375,000
3

Beds

2.0

Baths

1,574

Sq.Ft.

807 BUCKIE DRIVE

Winter Springs, FL

Courtesy of FLORIDA HOME TEAM REALTY LLC
View 1165 ORANGE AVENUE Winter Springs, FL MLS# O6398101
$390,000
3

Beds

3.1

Baths

2,094

Sq.Ft.

1165 ORANGE AVENUE

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 572 PINEBRANCH CIRCLE Winter Springs, FL MLS# O6397068
$330,000
3

Beds

2.1

Baths

1,564

Sq.Ft.

572 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 239 PANORAMA DRIVE Winter Springs, FL MLS# O6397776
$340,000
3

Beds

2.0

Baths

1,349

Sq.Ft.

239 PANORAMA DRIVE

Winter Springs, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY

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

224

Estimated median home price

$444,750
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 34
$300K - 400K 52
$400K - 500K 50
$500K - 600K 21
$600K - 700K 17
$700K - 800K 16
$800K - 900K 9
$900K - 1M 4
$1M - Max 11

Homes for Sale by Type in Winter Springs, FL

Property Type Count
Single Family 148
Townhouse 53
Condo 16
Commercial 3
Rental 35
Lots and Land 2
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 5/16/2026)

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 5/16/2026.