30 total properties
Did you mean the neighborhood Windermere?
View 13369 GORGONA ISLE DRIVE Windermere, FL MLS# O6373676
  • Recently Listed with Virtual Tour
1 of 39
OPEN HOUSE: Saturday 1/17 10:00 AM - 12:00 PM
$459,900
3

Beds

2.1

Baths

1,767

Sq.Ft.

13369 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 12862 LANGSTAFF DRIVE Windermere, FL MLS# O6372097
  • Recently Listed with Virtual Tour
1 of 45
$405,000
3

Beds

2.1

Baths

1,480

Sq.Ft.

12862 LANGSTAFF DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 7712 MOSER AVENUE Windermere, FL MLS# A4676630
  • Recently Listed with Virtual Tour
1 of 30
$399,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

7712 MOSER AVENUE

Windermere, FL

Courtesy of SUNCOAST REALTY SOLUTIONS, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 7545 RIPPLEPOINTE WAY Windermere, FL MLS# TB8459710
$429,900
3

Beds

2.1

Baths

1,620

Sq.Ft.

7545 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of OFFERPAD BROKERAGE FL, LLC
View 13285 GORGONA ISLE DRIVE Windermere, FL MLS# O6370659
  • Recently Listed
1 of 45
OPEN HOUSE: Sunday 1/18 12:00 PM - 3:00 PM
$418,000
3

Beds

2.1

Baths

1,547

Sq.Ft.

13285 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of REALTY HUB
View 11209 GRANDER DRIVE Windermere, FL MLS# O6369918
  • Recently Listed with Virtual Tour
1 of 35
$439,000
3

Beds

2.1

Baths

1,893

Sq.Ft.

11209 GRANDER DRIVE

Windermere, FL

Courtesy of MARTI PURDY PROPERTIES INC
View 5844 SOTER LANE Windermere, FL MLS# O6366829
  • Virtual Tour
1 of 39
OPEN HOUSE: Saturday 1/17 12:00 PM - 3:00 PM
$449,000
3

Beds

2.1

Baths

1,976

Sq.Ft.

5844 SOTER LANE

Windermere, FL

Courtesy of SERHANT
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 7482 BENTONSHIRE AVENUE Windermere, FL MLS# O6366524
$399,900
3

Beds

2.1

Baths

1,428

Sq.Ft.

7482 BENTONSHIRE AVENUE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 7028 VENTNOR DRIVE Windermere, FL MLS# O6363663
  • Virtual Tour
1 of 27
$499,000
4

Beds

3.0

Baths

1,980

Sq.Ft.

7028 VENTNOR DRIVE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 7625 SUTHERTON LANE Windermere, FL MLS# O6363486
$439,000
3

Beds

2.1

Baths

1,565

Sq.Ft.

7625 SUTHERTON LANE

Windermere, FL

Courtesy of SOLD BY SIX REALTY, LLC
View 12333 VIA DERNA PLACE Windermere, FL MLS# O6362685
  • Virtual Tour
1 of 57
$459,000
3

Beds

2.1

Baths

1,919

Sq.Ft.

12333 VIA DERNA PLACE

Windermere, FL

Courtesy of YELLOW ROCK REALTY CORP
View 12142 CANYON SUN TRAIL Windermere, FL MLS# S5138705
$520,000
3

Beds

2.1

Baths

2,032

Sq.Ft.

12142 CANYON SUN TRAIL

Windermere, FL

Courtesy of SIX STAR REALTY GROUP LLC
View 12060 VIA CASELLI LANE Windermere, FL MLS# O6360255
$489,999
4

Beds

3.0

Baths

1,786

Sq.Ft.

12060 VIA CASELLI LANE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 4818 BREEZY PALMS COURT Windermere, FL MLS# O6360779
$519,900
3

Beds

2.0

Baths

1,492

Sq.Ft.

4818 BREEZY PALMS COURT

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
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 7411 RIPPLEPOINTE WAY Windermere, FL MLS# O6360114
  • Virtual Tour
1 of 24
$440,000
3

Beds

2.1

Baths

1,948

Sq.Ft.

7411 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 13752 BRESSLER ALLEY Windermere, FL MLS# O6358878
  • Virtual Tour
1 of 30
$450,000
3

Beds

2.1

Baths

1,976

Sq.Ft.

13752 BRESSLER ALLEY

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 12136 CANYON SUN TRAIL Windermere, FL MLS# O6333581
$515,000
3

Beds

2.1

Baths

2,149

Sq.Ft.

12136 CANYON SUN TRAIL

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 7711 FAIRGROVE AVENUE Windermere, FL MLS# O6352360
  • Virtual Tour
1 of 44
$384,900
3

Beds

2.1

Baths

1,680

Sq.Ft.

7711 FAIRGROVE AVENUE

Windermere, FL

Courtesy of VOSS REALTY INC

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

280

Estimated median home price

$1,041,000
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

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 1
$300K - 400K 21
$400K - 500K 21
$500K - 600K 21
$600K - 700K 24
$700K - 800K 19
$800K - 900K 15
$900K - 1M 15
$1M - Max 143

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 222
Townhouse 36
Condo 7
Commercial 1
Rental 104
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 1/14/2026)

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 1/15/2026.