33 total properties
Did you mean the neighborhood Windermere?
View 7777 MOSER AVENUE Windermere, FL MLS# O6367366
  • Virtual Tour
1 of 32
$399,000
3

Beds

2.1

Baths

1,670

Sq.Ft.

7777 MOSER AVENUE

Windermere, FL

Courtesy of CREEGAN GROUP
View 7028 VENTNOR DRIVE Windermere, FL MLS# O6363663
$485,000
4

Beds

3.0

Baths

1,980

Sq.Ft.

7028 VENTNOR DRIVE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 12333 VIA DERNA PLACE Windermere, FL MLS# O6362685
$465,000
3

Beds

2.1

Baths

1,919

Sq.Ft.

12333 VIA DERNA PLACE

Windermere, FL

Courtesy of YELLOW ROCK REALTY CORP
The time to sell is now! THE TIME TO SELL IS NOW!
View 12060 VIA CASELLI LANE Windermere, FL MLS# O6360255
$475,000
4

Beds

3.0

Baths

1,786

Sq.Ft.

12060 VIA CASELLI LANE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 8638 BROOKVALE DRIVE Windermere, FL MLS# O6360958
$395,000
3

Beds

2.1

Baths

1,520

Sq.Ft.

8638 BROOKVALE DRIVE

Windermere, FL

Courtesy of AK GLOBAL REALTY LLC
View 13752 BRESSLER ALLEY Windermere, FL MLS# O6358878
$450,000
3

Beds

2.1

Baths

1,976

Sq.Ft.

13752 BRESSLER ALLEY

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 7768 MOSER AVENUE Windermere, FL MLS# O6355727
$375,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

7768 MOSER AVENUE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 7711 FAIRGROVE AVENUE Windermere, FL MLS# O6352360
$384,900
3

Beds

2.1

Baths

1,680

Sq.Ft.

7711 FAIRGROVE AVENUE

Windermere, FL

Courtesy of VOSS REALTY INC
View 11636 WATER RUN ALLEY Windermere, FL MLS# S5136888
$428,000
3

Beds

2.1

Baths

1,584

Sq.Ft.

11636 WATER RUN ALLEY

Windermere, FL

Courtesy of EXP REALTY LLC
View 8937 MATRIARCA ALLEY Windermere, FL MLS# O6347945
  • New Construction with Virtual Tour
1 of 17
$449,000
3

Beds

2.1

Baths

1,730

Sq.Ft.

8937 MATRIARCA ALLEY

Windermere, FL

Courtesy of SANCTUM REALTY PROFESSIONALS LLC
View 10624 REAMS ROAD Windermere, FL MLS# O6338130
  • Virtual Tour
1 of 61
$499,000
4

Beds

2.1

Baths

2,092

Sq.Ft.

10624 REAMS ROAD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 12930 VENNETTA WAY Windermere, FL MLS# O6301208
$414,900
3

Beds

2.1

Baths

1,644

Sq.Ft.

12930 VENNETTA WAY

Windermere, FL

Courtesy of FLORIDA IN MOTION REALTY INC
View 11637 Water Run ALLEY Windermere, FL MLS# O6194326
$429,000
3

Beds

2.1

Baths

1,466

Sq.Ft.

11637 Water Run ALLEY

Windermere, FL

Courtesy of LOKATION

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

313

Estimated median home price

$1,030,000
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 - 300K0
$300K - 400K16
$400K - 500K25
$500K - 600K30
$600K - 700K23
$700K - 800K26
$800K - 900K19
$900K - 1M16
$1M - Max158

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family259
Townhouse36
Condo3
Commercial1
Rental100
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 3/13/2026)

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 3/14/2026.