180 total properties
Did you mean the neighborhood Winter Springs?
View 709 SAILFISH ROAD Winter Springs, FL MLS# O6364715
$407,500
3

Beds

2.0

Baths

1,737

Sq.Ft.

709 SAILFISH ROAD

Winter Springs, FL

Courtesy of ELEGANT REALTY LLC
View 1384 MILL STREAM LANE Winter Springs, FL MLS# TB8504740
$404,900
3

Beds

3.1

Baths

1,932

Sq.Ft.

1384 MILL STREAM LANE

Winter Springs, FL

Courtesy of TAH FLORIDA LLC
View 445 GEE HAMMOCK LANE Winter Springs, FL MLS# O6404500
$404,000
3

Beds

2.1

Baths

1,682

Sq.Ft.

445 GEE HAMMOCK LANE

Winter Springs, FL

Courtesy of SERHANT
The time to sell is now! THE TIME TO SELL IS NOW!
View 340 INGLENOOK CIRCLE Winter Springs, FL MLS# O6391808
$399,999
3

Beds

2.0

Baths

1,762

Sq.Ft.

340 INGLENOOK CIRCLE

Winter Springs, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 724 BARRINGTON CIRCLE Winter Springs, FL MLS# O6312092
$399,900
3

Beds

2.0

Baths

1,450

Sq.Ft.

724 BARRINGTON CIRCLE

Winter Springs, FL

Courtesy of DIAMOND 2000 REALTY, INC
View 1411 BORG LANE Winter Springs, FL MLS# O6378665
$399,000
3

Beds

2.0

Baths

1,368

Sq.Ft.

1411 BORG LANE

Winter Springs, FL

Courtesy of SOLID OAK REAL ESTATE LLC
View 1352 AUGUSTA NATIONAL BOULEVARD Winter Springs, FL MLS# O6386661
$399,000
2

Beds

2.0

Baths

1,831

Sq.Ft.

1352 AUGUSTA NATIONAL BOULEVARD

Winter Springs, FL

Courtesy of URBAN PALM REAL ESTATE COMPANY
View 1272 CRAB APPLE LANE Winter Springs, FL MLS# O6371853
$397,990
3

Beds

2.1

Baths

1,678

Sq.Ft.

1272 CRAB APPLE LANE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
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 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 444 BLUE BAYOU LANE Winter Springs, FL MLS# O6405666
$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 431 S ALDERWOOD STREET Winter Springs, FL MLS# O6407052
  • Recently Listed with Virtual Tour
1 of 52
$390,000
4

Beds

2.0

Baths

1,558

Sq.Ft.

431 S ALDERWOOD STREET

Winter Springs, FL

Courtesy of MCGLAMERY WILSON REALTY
View 1262 TARFLOWER DRIVE Winter Springs, FL MLS# O6407223
  • Recently Listed
1 of 29
OPEN HOUSE: Tuesday 5/19 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
View 1328 ANDES DRIVE Winter Springs, FL MLS# O6398729
$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 165 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6386473
  • New Construction with Virtual Tour
1 of 29
$384,990
3

Beds

2.1

Baths

1,476

Sq.Ft.

165 BEAR SPRINGS DRIVE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 301 Freedoms Ring DRIVE Winter Springs, FL MLS# O6186554
$384,900
3

Beds

2.1

Baths

1,888

Sq.Ft.

301 Freedoms Ring DRIVE

Winter Springs, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 622 ANHINGA ROAD Winter Springs, FL MLS# O6369225
$384,900
3

Beds

2.1

Baths

1,721

Sq.Ft.

622 ANHINGA ROAD

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 1276 CRAB APPLE LANE Winter Springs, FL MLS# O6375116
  • New Construction with Virtual Tour
1 of 29
$381,990
3

Beds

2.1

Baths

1,476

Sq.Ft.

1276 CRAB APPLE LANE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 717 WILSON ROAD Winter Springs, FL MLS# O6372938
$375,000
3

Beds

2.0

Baths

1,368

Sq.Ft.

717 WILSON ROAD

Winter Springs, FL

Courtesy of FLORIDA USA REALTY
View 655 MURPHY ROAD Winter Springs, FL MLS# O6396767
$375,000
3

Beds

2.0

Baths

1,320

Sq.Ft.

655 MURPHY ROAD

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

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

$439,000
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 - 100K0
$100K - 200K10
$200K - 300K34
$300K - 400K53
$400K - 500K49
$500K - 600K21
$600K - 700K17
$700K - 800K16
$800K - 900K9
$900K - 1M4
$1M - Max11

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family147
Townhouse53
Condo17
Commercial3
Rental35
Lots and Land2
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 5/18/2026)

Information deemed reliable but not guaranteed.

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All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 5/19/2026.

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 5/19/2026.