124 total properties
Did you mean the neighborhood Winter Springs?
View 1331 AUGUSTA NATIONAL BOULEVARD Winter Springs, FL MLS# O6389425
$450,000
3

Beds

2.0

Baths

1,657

Sq.Ft.

1331 AUGUSTA NATIONAL BOULEVARD

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 712 LINDEN DRIVE Winter Springs, FL MLS# O6388467
$300,000
3

Beds

2.0

Baths

1,366

Sq.Ft.

712 LINDEN DRIVE

Winter Springs, FL

Courtesy of SHAW SIGNATURE RE
View 608 JESUP SPRINGS LANE Winter Springs, FL MLS# O6387661
$435,000
4

Beds

3.1

Baths

2,164

Sq.Ft.

608 JESUP SPRINGS LANE

Winter Springs, FL

Courtesy of MAINFRAME REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 1059 CEDAR BAY Winter Springs, FL MLS# O6382674
$450,000
4

Beds

3.1

Baths

2,225

Sq.Ft.

1059 CEDAR BAY

Winter Springs, FL

Courtesy of WATSON REALTY CORP
View 429 SHEOAH BOULEVARD 12 Winter Springs, FL MLS# O6386330
$180,000
3

Beds

2.0

Baths

1,187

Sq.Ft.

429 SHEOAH BOULEVARD 12

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 173 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6386437
$439,990
3

Beds

2.1

Baths

1,704

Sq.Ft.

173 BEAR SPRINGS DRIVE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
View 161 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6386458
$444,990
3

Beds

2.1

Baths

1,704

Sq.Ft.

161 BEAR SPRINGS DRIVE

Winter Springs, FL

Courtesy of MATTAMY REAL ESTATE SERVICES
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 471 HARBOR WINDS COURT Winter Springs, FL MLS# O6387316
$330,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

471 HARBOR WINDS COURT

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 1307 ORTEGA STREET Winter Springs, FL MLS# O6391915
$438,000
3

Beds

2.0

Baths

1,881

Sq.Ft.

1307 ORTEGA STREET

Winter Springs, FL

Courtesy of CENTURY 21 ALTON CLARK
View 421 HORIZON DRIVE Winter Springs, FL MLS# O6384932
$299,900
3

Beds

2.0

Baths

1,069

Sq.Ft.

421 HORIZON DRIVE

Winter Springs, FL

Courtesy of REAL BROKER, LLC
View 5885 Red Bud Lake Road Winter Springs, FL MLS# RX11165010
  • Recently Listed with Virtual Tour
1 of 3
$200,000
1.0

Baths

5885 Red Bud Lake Road

Winter Springs, FL

BeachesMLS
View 600 NORTHERN WAY 1608 Winter Springs, FL MLS# G5108558
$274,900
3

Beds

2.0

Baths

1,425

Sq.Ft.

600 NORTHERN WAY 1608

Winter Springs, FL

Courtesy of WORTH CLARK REALTY
View 872 FALKIRK DRIVE Winter Springs, FL MLS# O6383538
$438,997
3

Beds

2.0

Baths

1,554

Sq.Ft.

872 FALKIRK DRIVE

Winter Springs, FL

Courtesy of CAISSA REALTY INVESTMENT INC
View 10 MOREE LOOP 3 Winter Springs, FL MLS# O6381696
$135,000
2

Beds

1.1

Baths

1,080

Sq.Ft.

10 MOREE LOOP 3

Winter Springs, FL

Courtesy of MAINFRAME REAL ESTATE
View 446 CLUB DRIVE Winter Springs, FL MLS# O6380694
$269,000
3

Beds

2.0

Baths

1,460

Sq.Ft.

446 CLUB DRIVE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 116 PHILADELPHIA WAY Winter Springs, FL MLS# O6379053
$325,000
3

Beds

2.1

Baths

1,468

Sq.Ft.

116 PHILADELPHIA WAY

Winter Springs, FL

Courtesy of SUNNY 365 REALTY GROUP
View 403 MURPHY ROAD Winter Springs, FL MLS# O6379099
$408,500
3

Beds

2.0

Baths

1,520

Sq.Ft.

403 MURPHY ROAD

Winter Springs, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 222 W PANAMA ROAD Winter Springs, FL MLS# V4947103
$310,000
3

Beds

2.0

Baths

1,044

Sq.Ft.

222 W PANAMA ROAD

Winter Springs, FL

Courtesy of CENTURY 21 MCBRIDE REALTY GROUP
View 337 KIRKCALDY DRIVE Winter Springs, FL MLS# O6375532
$284,900
2

Beds

2.0

Baths

974

Sq.Ft.

337 KIRKCALDY DRIVE

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

214

Estimated median home price

$425,000
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 - 200K9
$200K - 300K41
$300K - 400K46
$400K - 500K46
$500K - 600K19
$600K - 700K14
$700K - 800K16
$800K - 900K9
$900K - 1M4
$1M - Max10

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family142
Townhouse48
Condo16
Commercial3
Rental35
Lots and Land3
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 6/7/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

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 6/8/2026.

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 6/8/2026.