55 total properties
Did you mean the neighborhood Windermere?
View 10624 REAMS ROAD Windermere, FL MLS# O6338130
  • Virtual Tour
1 of 61
$475,000
4

Beds

2.1

Baths

2,092

Sq.Ft.

10624 REAMS ROAD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 11861 VERMILLION AVENUE Windermere, FL MLS# O6410430
$475,000
3

Beds

2.1

Baths

1,600

Sq.Ft.

11861 VERMILLION AVENUE

Windermere, FL

Courtesy of KARDOSH REALTY
View 6552 HELMSLEY CIRCLE Windermere, FL MLS# O6392752
$469,000
4

Beds

3.0

Baths

1,980

Sq.Ft.

6552 HELMSLEY CIRCLE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 12305 VIA DERNA PLACE Windermere, FL MLS# O6374964
$465,000
3

Beds

3.0

Baths

1,891

Sq.Ft.

12305 VIA DERNA PLACE

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 13755 BRAVANTE ALLEY Windermere, FL MLS# O6389321
$465,000
3

Beds

2.1

Baths

1,996

Sq.Ft.

13755 BRAVANTE ALLEY

Windermere, FL

View 13730 CALERA ALLEY Windermere, FL MLS# O6410129
$465,000
4

Beds

2.1

Baths

2,091

Sq.Ft.

13730 CALERA ALLEY

Windermere, FL

Courtesy of EXP REALTY LLC
View 12353 VIA DERNA PLACE Windermere, FL MLS# O6392401
$460,000
3

Beds

2.1

Baths

1,974

Sq.Ft.

12353 VIA DERNA PLACE

Windermere, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 7327 MILLSTONE STREET Windermere, FL MLS# O6397203
$459,000
3

Beds

2.1

Baths

1,531

Sq.Ft.

7327 MILLSTONE STREET

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 7330 BRIGHTLAND STREET Windermere, FL MLS# O6397124
$459,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

7330 BRIGHTLAND STREET

Windermere, FL

View 11951 VERMILLION AVENUE Windermere, FL MLS# O6411413
$459,000
3

Beds

2.1

Baths

1,539

Sq.Ft.

11951 VERMILLION AVENUE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 8470 IRON MOUNTAIN TRAIL Windermere, FL MLS# S5152347
  • Recently Listed with Virtual Tour
1 of 22
$449,900
3

Beds

2.1

Baths

1,664

Sq.Ft.

8470 IRON MOUNTAIN TRAIL

Windermere, FL

View 5849 SOTER LANE Windermere, FL MLS# O6388590
  • Virtual Tour
1 of 31
$445,900
3

Beds

2.1

Baths

2,001

Sq.Ft.

5849 SOTER LANE

Windermere, FL

View 7060 VENTNOR DRIVE Windermere, FL MLS# S5153025
  • Recently Listed
1 of 34
$444,900
3

Beds

2.1

Baths

1,642

Sq.Ft.

7060 VENTNOR DRIVE

Windermere, FL

View 11472 CENTER LAKE DRIVE Windermere, FL MLS# O6418257
  • Recently Listed with Virtual Tour
1 of 53
$443,000
4

Beds

2.1

Baths

1,898

Sq.Ft.

11472 CENTER LAKE DRIVE

Windermere, FL

View 7612 FAIRGROVE AVENUE Windermere, FL MLS# S5149402
$440,000
3

Beds

2.1

Baths

1,742

Sq.Ft.

7612 FAIRGROVE AVENUE

Windermere, FL

Courtesy of FLORIDA FANTASY REAL ESTATE INC
View 7612 FAIRGROVE AVE Windermere, FL MLS# A12030849
$440,000
3

Beds

2.1

Baths

7612 FAIRGROVE AVE

Windermere, FL

Courtesy of FLORIDA FANTASY REAL ESTATE IN
View 13743 CALERA ALLEY Windermere, FL MLS# O6413535
$439,500
3

Beds

2.1

Baths

1,997

Sq.Ft.

13743 CALERA ALLEY

Windermere, FL

View 11400 CENTER LAKE DRIVE Windermere, FL MLS# O6415492
$439,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

11400 CENTER LAKE DRIVE

Windermere, FL

View 12988 BORLAND STREET Windermere, FL MLS# O6418023
  • Recently Listed with Virtual Tour
1 of 28
$435,000
3

Beds

2.1

Baths

1,460

Sq.Ft.

12988 BORLAND STREET

Windermere, FL

View 8866 HERENCIA ALY Windermere, FL MLS# O6407518
  • Virtual Tour
1 of 31
$430,000
3

Beds

2.1

Baths

1,577

Sq.Ft.

8866 HERENCIA ALY

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE

About Windermere

"Among the lakes" is the phrase that the town of Windermere has chosen for its description, and aptly so.  Almost completely surrounded by water, Windermere is a lovely small town that will always be limited in population growth by available land.  Lake Butler is the largest body of water in the region, which is often referred to as the "Butler chain of lakes."  Situated in southeast Orange County, the residential villages and homes throughout the lake area are as beautiful as the backdrop of scenery they enjoy.  Some multi-million dollar lakefront mansions combine with more modest but often luxurious homes in a variety of architectural styles.  The Islesworth Golf & Country Club in Windermere rivals the lush fairways of highly acclaimed Bay Hill for sheer bayside splendor.  Also located in this small town is a fully accredited independent school for students in pre-kindergarten through eighth grade called Buena Vista Academy.  While the residents of Windermere can enjoy the exclusive resort setting and serenity of their community, the first-rate cultural, educational, and healthcare advantages of Orlando remain close to home. 

Listings in Windermere, FL

356

Estimated median home price

$1,094,000
Windermere FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Windermere, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Windermere, FL.

Homes for Sale by Price in Windermere, FL

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K3
$300K - 400K20
$400K - 500K35
$500K - 600K32
$600K - 700K27
$700K - 800K20
$800K - 900K21
$900K - 1M14
$1M - Max184

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family281
Townhouse48
Condo9
Commercial1
Rental86
Lots and Land17
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/3/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

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

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 7/4/2026.