75 total properties
Did you mean the neighborhood Winter Springs?
View 4431 BROOK HOLLOW CIRCLE Winter Springs, FL MLS# O6374194
  • Recently Listed with Virtual Tour
1 of 18
$260,000
3

Beds

2.0

Baths

1,367

Sq.Ft.

4431 BROOK HOLLOW CIRCLE

Winter Springs, FL

Courtesy of EXP REALTY LLC
View 563 PINEBRANCH CIRCLE Winter Springs, FL MLS# S5141632
  • Recently Listed with Virtual Tour
1 of 33
$349,900
3

Beds

2.1

Baths

1,602

Sq.Ft.

563 PINEBRANCH CIRCLE

Winter Springs, FL

Courtesy of LA ROSA REALTY LLC
View 717 WILSON ROAD Winter Springs, FL MLS# O6372938
  • Recently Listed with Virtual Tour
1 of 50
OPEN HOUSE: Sunday 1/18 12:00 PM - 3:00 PM
$399,900
3

Beds

2.0

Baths

1,368

Sq.Ft.

717 WILSON ROAD

Winter Springs, FL

Courtesy of FLORIDA USA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 543 GREEN SPRING CIRCLE Winter Springs, FL MLS# V4946670
  • Recently Listed with Virtual Tour
1 of 20
$259,900
2

Beds

1.1

Baths

1,130

Sq.Ft.

543 GREEN SPRING CIRCLE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 10 N DEVON AVENUE Winter Springs, FL MLS# V4946731
  • Recently Listed with Virtual Tour
1 of 24
$300,000
3

Beds

1.0

Baths

1,008

Sq.Ft.

10 N DEVON AVENUE

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 310 PANAMA CIRCLE Winter Springs, FL MLS# S5141236
  • Recently Listed with Virtual Tour
1 of 24
$369,700
3

Beds

3.0

Baths

1,104

Sq.Ft.

310 PANAMA CIRCLE

Winter Springs, FL

Courtesy of ESG INVESTMENT ENTERPRISE INC
View 1272 CRAB APPLE LANE Winter Springs, FL MLS# O6371853
  • Recently Listed
1 of 27
OPEN HOUSE: Friday 1/16 10:00 AM - 5:00 PM
$392,990
3

Beds

2.1

Baths

1,678

Sq.Ft.

1272 CRAB APPLE LANE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 476 TRADITION LANE Winter Springs, FL MLS# O6371009
  • Recently Listed with Virtual Tour
1 of 22
$319,999
3

Beds

2.1

Baths

1,468

Sq.Ft.

476 TRADITION LANE

Winter Springs, FL

Courtesy of SET HOMES REALTY LLC
View 449 GEE HAMMOCK LANE Winter Springs, FL MLS# O6370606
  • Recently Listed with Virtual Tour
1 of 59
$378,000
3

Beds

2.1

Baths

1,435

Sq.Ft.

449 GEE HAMMOCK LANE

Winter Springs, FL

Courtesy of THE PROPERTY STOP LLC
View 1171 SAN BLAS COVE Winter Springs, FL MLS# A4676256
  • Recently Listed with Virtual Tour
1 of 12
$361,000
3

Beds

2.0

Baths

1,551

Sq.Ft.

1171 SAN BLAS COVE

Winter Springs, FL

Courtesy of SAVVY AVENUE, LLC
View 431 S ALDERWOOD STREET Winter Springs, FL MLS# O6368812
$320,000
4

Beds

2.0

Baths

1,558

Sq.Ft.

431 S ALDERWOOD STREET

Winter Springs, FL

Courtesy of HOME SOLD NETWORK LLC
View 622 ANHINGA ROAD Winter Springs, FL MLS# O6369225
  • Virtual Tour
1 of 53
OPEN HOUSE: Sunday 1/18 12:00 PM - 3:00 PM
$399,000
3

Beds

2.1

Baths

1,721

Sq.Ft.

622 ANHINGA ROAD

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 111 N FAIRFAX AVENUE Winter Springs, FL MLS# O6367411
$309,900
3

Beds

1.0

Baths

1,058

Sq.Ft.

111 N FAIRFAX AVENUE

Winter Springs, FL

Courtesy of MODERN WORLD REALTY LLC
View 304 CELLO CIRCLE Winter Springs, FL MLS# O6367263
$349,900
3

Beds

2.0

Baths

1,406

Sq.Ft.

304 CELLO CIRCLE

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 40 MOREE LOOP 7 Winter Springs, FL MLS# O6366252
$164,900
3

Beds

2.1

Baths

1,400

Sq.Ft.

40 MOREE LOOP 7

Winter Springs, FL

Courtesy of KELLER WILLIAMS HERITAGE REALTY
View 705 CRESTWOOD WAY Winter Springs, FL MLS# O6366158
$339,900
3

Beds

2.0

Baths

1,296

Sq.Ft.

705 CRESTWOOD WAY

Winter Springs, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 429 SHEOAH BOULEVARD 8 Winter Springs, FL MLS# S5139927
$245,000
3

Beds

2.0

Baths

1,187

Sq.Ft.

429 SHEOAH BOULEVARD 8

Winter Springs, FL

Courtesy of UPZEL REALTY LLC
View 40 SHEOAH BOULEVARD 27 Winter Springs, FL MLS# O6365099
$169,900
2

Beds

2.0

Baths

1,187

Sq.Ft.

40 SHEOAH BOULEVARD 27

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 140 N. FAIRFAX Winter Springs, FL MLS# O6364352
$335,000
3

Beds

1.0

Baths

1,188

Sq.Ft.

140 N. FAIRFAX

Winter Springs, FL

Courtesy of ERA GRIZZARD REAL ESTATE
View 1405 GOOLAGONG COURT Winter Springs, FL MLS# O6365700
$375,000
2

Beds

2.0

Baths

1,422

Sq.Ft.

1405 GOOLAGONG COURT

Winter Springs, FL

Courtesy of LPT REALTY, 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

176

Estimated median home price

$437,000
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

PriceCount
$0 - 100K1
$100K - 200K5
$200K - 300K20
$300K - 400K47
$400K - 500K44
$500K - 600K15
$600K - 700K14
$700K - 800K15
$800K - 900K3
$900K - 1M6
$1M - Max6

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family120
Townhouse38
Condo8
Commercial1
Rental47
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 1/16/2026)

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 1/17/2026.