47 total properties
Did you mean the neighborhood Winter Springs?
View 749 WILLOW RUN LANE Winter Springs, FL MLS# O6407791
  • Recently Listed with Virtual Tour
1 of 30
OPEN HOUSE: Saturday 5/16 3:00 PM - 5:00 PM
$620,000
4

Beds

3.0

Baths

2,456

Sq.Ft.

749 WILLOW RUN LANE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 268 TAVESTOCK LOOP Winter Springs, FL MLS# O6407307
  • Recently Listed with Virtual Tour
1 of 39
$569,900
4

Beds

2.1

Baths

2,415

Sq.Ft.

268 TAVESTOCK LOOP

Winter Springs, FL

Courtesy of FUSILIER REALTY GROUP
View 143 HAYES ROAD Winter Springs, FL MLS# O6407546
  • Recently Listed with Virtual Tour
1 of 41
$489,000
3

Beds

2.0

Baths

1,649

Sq.Ft.

143 HAYES ROAD

Winter Springs, FL

Courtesy of EMPIRE NETWORK REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 214 PERTH COURT A Winter Springs, FL MLS# O6407330
  • Recently Listed
1 of 85
OPEN HOUSE: Sunday 5/17 1:00 PM - 3:30 PM
$589,900
6

Beds

4.0

Baths

2,247

Sq.Ft.

214 PERTH COURT A

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 214 PERTH COURT Winter Springs, FL MLS# O6407533
  • Recently Listed
1 of 80
OPEN HOUSE: Sunday 5/17 1:00 PM - 3:30 PM
$589,900
6

Beds

4.0

Baths

2,247

Sq.Ft.

214 PERTH COURT

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 629 RYAN COURT Winter Springs, FL MLS# O6396980
  • Recently Listed with Virtual Tour
1 of 33
$479,000
3

Beds

2.0

Baths

1,857

Sq.Ft.

629 RYAN COURT

Winter Springs, FL

Courtesy of SOTERA LIVING
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

Courtesy of EXP REALTY LLC
View 805 LEOPARD TRAIL Winter Springs, FL MLS# O6405925
  • Recently Listed with Virtual Tour
1 of 28
$574,990
4

Beds

2.0

Baths

2,608

Sq.Ft.

805 LEOPARD TRAIL

Winter Springs, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 118 PARTRIDGE CIRCLE Winter Springs, FL MLS# O6405183
$560,000
4

Beds

2.1

Baths

2,456

Sq.Ft.

118 PARTRIDGE CIRCLE

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 1452 CONNORS LANE Winter Springs, FL MLS# O6404505
$475,000
3

Beds

2.0

Baths

1,766

Sq.Ft.

1452 CONNORS LANE

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 1304 ORTEGA STREET Winter Springs, FL MLS# TB8504998
  • Recently Listed with Virtual Tour
1 of 45
OPEN HOUSE: Saturday 5/16 1:00 PM - 4:00 PM
$539,900
4

Beds

2.1

Baths

2,152

Sq.Ft.

1304 ORTEGA STREET

Winter Springs, FL

Courtesy of HOME PRIME REALTY LLC
View 1200 ROYAL OAK DRIVE Winter Springs, FL MLS# O6401888
  • Recently Listed with Virtual Tour
1 of 40
OPEN HOUSE: Saturday 5/16 1:00 PM - 4:00 PM
$510,000
3

Beds

3.0

Baths

2,378

Sq.Ft.

1200 ROYAL OAK DRIVE

Winter Springs, FL

Courtesy of THE PALMS PROPERTY GROUP
View 207 TAVESTOCK LOOP Winter Springs, FL MLS# O6401946
$519,000
4

Beds

3.0

Baths

2,139

Sq.Ft.

207 TAVESTOCK LOOP

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 1702 DAVENPORT COURT Winter Springs, FL MLS# O6398359
  • Virtual Tour
1 of 44
OPEN HOUSE: Sunday 5/17 11:00 AM - 3:00 PM
$579,900
3

Beds

2.0

Baths

2,101

Sq.Ft.

1702 DAVENPORT COURT

Winter Springs, FL

Courtesy of SAND DOLLAR REALTY GROUP INC
View 118 BROOKSHIRE COURT Winter Springs, FL MLS# O6394521
$599,000
4

Beds

2.0

Baths

2,100

Sq.Ft.

118 BROOKSHIRE COURT

Winter Springs, FL

Courtesy of MAINFRAME REAL ESTATE
View 1054 WINDING WATERS CIRCLE Winter Springs, FL MLS# O6398229
$559,900
4

Beds

3.0

Baths

2,321

Sq.Ft.

1054 WINDING WATERS CIRCLE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 1250 STONE HARBOUR ROAD Winter Springs, FL MLS# O6394987
$540,000
4

Beds

2.0

Baths

2,113

Sq.Ft.

1250 STONE HARBOUR ROAD

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 421 RINGWOOD CIRCLE Winter Springs, FL MLS# V4948285
$500,000
4

Beds

2.0

Baths

2,029

Sq.Ft.

421 RINGWOOD CIRCLE

Winter Springs, FL

Courtesy of LPT REALTY LLC
View 107 GOLDEN CREST COURT Winter Springs, FL MLS# O6393850
1 of 33
OPEN HOUSE: Saturday 5/16 12:00 PM - 3:00 PM
$519,000
3

Beds

2.0

Baths

1,978

Sq.Ft.

107 GOLDEN CREST COURT

Winter Springs, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 1128 SPOTTED SANDPIPER LOOP Winter Springs, FL MLS# O6395600
  • Virtual Tour
1 of 35
OPEN HOUSE: Saturday 5/16 11:30 AM - 2:30 PM
$478,500
4

Beds

3.1

Baths

2,344

Sq.Ft.

1128 SPOTTED SANDPIPER LOOP

Winter Springs, FL

Courtesy of PREMIER SOTHEBY'S INTL. 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

223

Estimated median home price

$444,500
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 10
$200K - 300K 34
$300K - 400K 52
$400K - 500K 50
$500K - 600K 22
$600K - 700K 15
$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 52
Condo 16
Commercial 3
Rental 37
Lots and Land 2
Condo/Town/CoOp 0
CoOp 0
Multi Family 2
Mobile Home 0
Farms 0

(Data as of 5/15/2026)

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.