246 total properties
Did you mean the neighborhood Windermere?
View 8316 LOOKOUT POINTE DRIVE Windermere, FL MLS# S5152477
$1,075,000
5

Beds

4.0

Baths

4,332

Sq.Ft.

8316 LOOKOUT POINTE DRIVE

Windermere, FL

Courtesy of LA ROSA REALTY KISSIMMEE
View 6124 FOXFIELD COURT Windermere, FL MLS# O6419393
$1,250,000
4

Beds

3.0

Baths

2,887

Sq.Ft.

6124 FOXFIELD COURT

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 4205 CLARICE ESTATES DRIVE Windermere, FL MLS# O6419164
$2,450,000
4

Beds

5.0

Baths

4,136

Sq.Ft.

4205 CLARICE ESTATES DRIVE

Windermere, FL

Courtesy of DALTON WADE INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 7723 FAIRGROVE AVENUE Windermere, FL MLS# O6418789
$380,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

7723 FAIRGROVE AVENUE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 8218 MYSTIC VIEW WAY 2801 Windermere, FL MLS# O6418357
$397,500
3

Beds

2.1

Baths

1,840

Sq.Ft.

8218 MYSTIC VIEW WAY 2801

Windermere, FL

Courtesy of Orlando - WEICHERT, REALTORS® - Hallmark Properties
View 7211 STILL POND LANE Windermere, FL MLS# O6418089
$755,000
4

Beds

3.1

Baths

3,161

Sq.Ft.

7211 STILL POND LANE

Windermere, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 11832 WATERSTONE LOOP DRIVE Windermere, FL MLS# O6415932
$1,575,000
4

Beds

4.1

Baths

3,396

Sq.Ft.

11832 WATERSTONE LOOP DRIVE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 12357 VIA DERNA PLACE Windermere, FL MLS# O6417519
$430,000
3

Beds

2.1

Baths

1,919

Sq.Ft.

12357 VIA DERNA PLACE

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 11539 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6416913
$3,000,000
5

Beds

5.0

Baths

5,018

Sq.Ft.

11539 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 9110 PALM TREE DRIVE Windermere, FL MLS# O6414631
$635,000
3

Beds

2.0

Baths

1,819

Sq.Ft.

9110 PALM TREE DRIVE

Windermere, FL

Courtesy of VICARI REALTY CORP
View 11994 MCKINNON ROAD Windermere, FL MLS# O6416526
$799,900
4

Beds

3.2

Baths

2,450

Sq.Ft.

11994 MCKINNON ROAD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 6363 SEDONA LEAF COURT Windermere, FL MLS# O6416993
$699,900
4

Beds

3.0

Baths

2,665

Sq.Ft.

6363 SEDONA LEAF COURT

Windermere, FL

Courtesy of RE/MAX 200 REALTY
View 6288 BLAKEFORD DRIVE Windermere, FL MLS# S5151608
$2,474,000
5

Beds

4.3

Baths

5,366

Sq.Ft.

6288 BLAKEFORD DRIVE

Windermere, FL

Courtesy of NECTAR REAL ESTATE
View 11544 WILLOW GARDENS DRIVE Windermere, FL MLS# O6412655
$1,000,000
0.0

Baths

11544 WILLOW GARDENS DRIVE

Windermere, FL

Courtesy of JC FLORIDA REALTY LLC
View 9656 WEATHERSTONE COURT Windermere, FL MLS# O6414766
$2,500,000
6

Beds

7.0

Baths

7,016

Sq.Ft.

9656 WEATHERSTONE COURT

Windermere, FL

Courtesy of THE AGENCY FL
View 8266 BRYCE CANYON AVENUE Windermere, FL MLS# O6410344
$470,000
3

Beds

2.1

Baths

1,825

Sq.Ft.

8266 BRYCE CANYON AVENUE

Windermere, FL

Courtesy of DALTON WADE INC
View 9117 OUTLOOK ROCK TRAIL Windermere, FL MLS# O6413948
$1,055,000
5

Beds

3.2

Baths

4,936

Sq.Ft.

9117 OUTLOOK ROCK TRAIL

Windermere, FL

Courtesy of REDFIN CORPORATION
View 11768 HAMPSTEAD STREET Windermere, FL MLS# O6414500
$1,318,000
6

Beds

4.0

Baths

3,900

Sq.Ft.

11768 HAMPSTEAD STREET

Windermere, FL

Courtesy of COMPASS FLORIDA, LLC
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 11035 SCHOONER WAY Windermere, FL MLS# O6413965
$1,500,000
4

Beds

3.0

Baths

3,517

Sq.Ft.

11035 SCHOONER WAY

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE 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

311

Estimated median home price

$1,010,000
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 - 100K1
$100K - 200K0
$200K - 300K3
$300K - 400K27
$400K - 500K26
$500K - 600K25
$600K - 700K30
$700K - 800K20
$800K - 900K9
$900K - 1M14
$1M - Max156

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family238
Townhouse42
Condo10
Commercial1
Rental91
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 10/7/2026)

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 10/8/2026.