53 total properties
Did you mean the neighborhood Windermere?
View 7060 VENTNOR DRIVE Windermere, FL MLS# S5153025
$444,900
3

Beds

2.1

Baths

1,642

Sq.Ft.

7060 VENTNOR DRIVE

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 8168 BOAT HOOK LOOP 724 Windermere, FL MLS# O6421614
$325,000
3

Beds

2.0

Baths

1,455

Sq.Ft.

8168 BOAT HOOK LOOP 724

Windermere, FL

View 11446 JASPER KAY TERRACE 103 Windermere, FL MLS# O6420653
$330,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

11446 JASPER KAY TERRACE 103

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 13845 BRIDGEWATER CROSSINGS BLVD Windermere, FL MLS# O6421552
$449,900
3

Beds

2.1

Baths

1,636

Sq.Ft.

13845 BRIDGEWATER CROSSINGS BLVD

Windermere, FL

View 8180 BOAT HOOK LOOP 102 Windermere, FL MLS# O6420460
$295,000
2

Beds

2.0

Baths

1,161

Sq.Ft.

8180 BOAT HOOK LOOP 102

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 11429 BROWNSTONE STREET Windermere, FL MLS# O6421245
$448,000
4

Beds

2.1

Baths

1,910

Sq.Ft.

11429 BROWNSTONE STREET

Windermere, FL

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 12988 BORLAND STREET Windermere, FL MLS# O6418023
$435,000
3

Beds

2.1

Baths

1,460

Sq.Ft.

12988 BORLAND STREET

Windermere, FL

View 8218 MYSTIC VIEW WAY 2801 Windermere, FL MLS# O6418357
$399,999
3

Beds

2.1

Baths

1,840

Sq.Ft.

8218 MYSTIC VIEW WAY 2801

Windermere, FL

Courtesy of Orlando - WEICHERT, REALTORS® - Hallmark Properties
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

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 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 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 11434 JASPER KAY TERRACE 106 Windermere, FL MLS# S5150874
$320,000
3

Beds

2.0

Baths

1,455

Sq.Ft.

11434 JASPER KAY TERRACE 106

Windermere, FL

View 7435 RIPPLEPOINTE WAY Windermere, FL MLS# S5150741
$424,000
3

Beds

2.1

Baths

1,700

Sq.Ft.

7435 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of LPT REALTY, LLC
View 14442 DESERT HAVEN STREET 4305 Windermere, FL MLS# O6410152
$359,900
3

Beds

2.1

Baths

1,534

Sq.Ft.

14442 DESERT HAVEN STREET 4305

Windermere, FL

View 8180 BOAT HOOK LOOP 109 Windermere, FL MLS# S5150297
$299,500
2

Beds

2.0

Baths

1,161

Sq.Ft.

8180 BOAT HOOK LOOP 109

Windermere, FL

View 8866 HERENCIA ALY Windermere, FL MLS# O6407518
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$415,000
3

Beds

2.1

Baths

1,577

Sq.Ft.

8866 HERENCIA ALY

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

View 7710 FAIRGROVE AVENUE Windermere, FL MLS# S5148820
$390,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

7710 FAIRGROVE AVENUE

Windermere, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO

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

323

Estimated median home price

$979,500
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 - 200K1
$200K - 300K2
$300K - 400K21
$400K - 500K31
$500K - 600K31
$600K - 700K31
$700K - 800K20
$800K - 900K15
$900K - 1M13
$1M - Max158

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family251
Townhouse45
Condo10
Commercial1
Rental82
Lots and Land16
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 8/26/2026)

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 8/27/2026.