108 total properties
Did you mean the neighborhood Winter Springs?
View 717 WILSON ROAD Winter Springs, FL MLS# O6372938
$389,900
3

Beds

2.0

Baths

1,368

Sq.Ft.

717 WILSON ROAD

Winter Springs, FL

Courtesy of FLORIDA USA REALTY
View 326 ROBERTS FAMILY LANE Winter Springs, FL MLS# S5144978
  • Recently Listed with Virtual Tour
1 of 16
$386,900
3

Beds

3.0

Baths

1,622

Sq.Ft.

326 ROBERTS FAMILY LANE

Winter Springs, FL

Courtesy of PROPERTY OUTLET INTERNATIONAL
View 744 N GRETNA COURT Winter Springs, FL MLS# TB8437197
$385,000
3

Beds

2.0

Baths

1,265

Sq.Ft.

744 N GRETNA COURT

Winter Springs, FL

Courtesy of BY OWNER.COM
The time to sell is now! THE TIME TO SELL IS NOW!
View 165 BEAR SPRINGS DRIVE Winter Springs, FL MLS# O6386473
  • Recently Listed with Virtual Tour
1 of 29
OPEN HOUSE: Monday 3/23 3:00 PM - 5:00 PM
$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 1276 CRAB APPLE LANE Winter Springs, FL MLS# O6375116
  • New Construction with Virtual Tour
1 of 29
OPEN HOUSE: Monday 3/23 3:00 PM - 5:00 PM
$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 618 NIGHTHAWK CIRCLE Winter Springs, FL MLS# O6385028
$379,500
3

Beds

2.1

Baths

1,771

Sq.Ft.

618 NIGHTHAWK CIRCLE

Winter Springs, FL

Courtesy of FLORIDA HOME TEAM REALTY LLC
View 993 TROON TRACE Winter Springs, FL MLS# O6376499
$375,000
2

Beds

2.0

Baths

1,178

Sq.Ft.

993 TROON TRACE

Winter Springs, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 420 HARBOR WINDS COURT Winter Springs, FL MLS# O6391976
  • Recently Listed with Virtual Tour
1 of 24
$375,000
3

Beds

2.1

Baths

1,914

Sq.Ft.

420 HARBOR WINDS COURT

Winter Springs, FL

Courtesy of SAND DOLLAR REALTY GROUP INC
View 762 SHEOAH BOULEVARD Winter Springs, FL MLS# O6384572
$370,000
3

Beds

2.0

Baths

1,686

Sq.Ft.

762 SHEOAH BOULEVARD

Winter Springs, FL

Courtesy of ABSOLUTE REALTY GROUP, LLC
View 415 Tradition LANE Winter Springs, FL MLS# O6191329
$369,900
3

Beds

2.1

Baths

1,888

Sq.Ft.

415 Tradition LANE

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 113 LIDO ROAD Winter Springs, FL MLS# O6326611
  • Virtual Tour
1 of 18
$369,900
4

Beds

2.0

Baths

1,312

Sq.Ft.

113 LIDO ROAD

Winter Springs, FL

Courtesy of HD REALTY LLC
View 1275 MARLEY LANE Winter Springs, FL MLS# O6391943
  • Recently Listed with Virtual Tour
1 of 36
$365,000
3

Beds

2.1

Baths

1,425

Sq.Ft.

1275 MARLEY LANE

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 451 HARBOR WINDS COURT Winter Springs, FL MLS# O6348504
$360,900
3

Beds

2.1

Baths

1,914

Sq.Ft.

451 HARBOR WINDS COURT

Winter Springs, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 449 GEE HAMMOCK LANE Winter Springs, FL MLS# O6370606
$359,000
3

Beds

2.1

Baths

1,435

Sq.Ft.

449 GEE HAMMOCK LANE

Winter Springs, FL

Courtesy of THE PROPERTY STOP LLC
View 310 PANAMA CIRCLE Winter Springs, FL MLS# S5141236
$352,000
3

Beds

3.0

Baths

1,104

Sq.Ft.

310 PANAMA CIRCLE

Winter Springs, FL

Courtesy of ESG INVESTMENT ENTERPRISE INC
View 463 HARBOR WINDS COURT Winter Springs, FL MLS# O6378999
$350,000
3

Beds

2.0

Baths

1,386

Sq.Ft.

463 HARBOR WINDS COURT

Winter Springs, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 130 LOMBARDY ROAD Winter Springs, FL MLS# O6389271
$350,000
4

Beds

1.1

Baths

1,404

Sq.Ft.

130 LOMBARDY ROAD

Winter Springs, FL

Courtesy of COLDWELL BANKER REALTY
View 1219 SWAN STREET Winter Springs, FL MLS# O6391011
$350,000
3

Beds

2.1

Baths

1,848

Sq.Ft.

1219 SWAN STREET

Winter Springs, FL

Courtesy of RE/MAX TOWN & COUNTRY REALTY
View 55 S FAIRFAX AVENUE Winter Springs, FL MLS# O6382934
$349,000
3

Beds

2.0

Baths

1,387

Sq.Ft.

55 S FAIRFAX AVENUE

Winter Springs, FL

Courtesy of EXIT REALTY PREMIER LEGACY

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

211

Estimated median home price

$435,000
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 - 200K6
$200K - 300K35
$300K - 400K52
$400K - 500K56
$500K - 600K15
$600K - 700K12
$700K - 800K14
$800K - 900K7
$900K - 1M4
$1M - Max9

Homes for Sale by Type in Winter Springs, FL

Property TypeCount
Single Family132
Townhouse56
Condo13
Commercial3
Rental39
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 3/18/2026)

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 3/23/2026.

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 3/23/2026.