262 total properties
Did you mean the neighborhood Windermere?
View 14030 SPARKLING COVE LANE 603 Windermere, FL MLS# O6424774
$324,900
2

Beds

2.1

Baths

1,232

Sq.Ft.

14030 SPARKLING COVE LANE 603

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 9433 PALM TREE DRIVE Windermere, FL MLS# O6423262
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1 of 37
OPEN HOUSE: Sunday 10/11 11:00 AM - 2:00 AM
$539,900
3

Beds

2.0

Baths

1,819

Sq.Ft.

9433 PALM TREE DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 2512 TRYON PLACE Windermere, FL MLS# O6422154
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$980,000
4

Beds

3.0

Baths

3,478

Sq.Ft.

2512 TRYON PLACE

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
The time to sell is now! THE TIME TO SELL IS NOW!
View 2053 WOODY DRIVE Windermere, FL MLS# O6421738
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1 of 49
$679,000
3

Beds

2.1

Baths

2,177

Sq.Ft.

2053 WOODY DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
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 13219 CHARFIELD STREET Windermere, FL MLS# O6420991
$555,000
3

Beds

2.0

Baths

1,706

Sq.Ft.

13219 CHARFIELD STREET

Windermere, FL

Courtesy of DENIZ REALTY PARTNERS LLC
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

Courtesy of ROMAN REALTY GROUP, LLC
View 11446 JASPER KAY TERRACE 103 Windermere, FL MLS# O6420653
$325,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

11446 JASPER KAY TERRACE 103

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 2009 WOODY DRIVE Windermere, FL MLS# O6422132
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1 of 43
$1,150,000
4

Beds

3.0

Baths

3,540

Sq.Ft.

2009 WOODY DRIVE

Windermere, FL

Courtesy of REVEL REALTY LLC
View 13137 PENSHURST LANE Windermere, FL MLS# O6421270
$550,000
3

Beds

2.0

Baths

1,948

Sq.Ft.

13137 PENSHURST LANE

Windermere, FL

Courtesy of MORRIS WILLIAMS REALTY
View 7409 FAIRGROVE AVENUE Windermere, FL MLS# O6420597
$745,990
5

Beds

3.0

Baths

3,285

Sq.Ft.

7409 FAIRGROVE AVENUE

Windermere, FL

Courtesy of SUNSTAR REALTY FL INC
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 11217 WILLOW GARDENS DRIVE Windermere, FL MLS# O6417903
$1,075,000
4

Beds

3.0

Baths

2,824

Sq.Ft.

11217 WILLOW GARDENS DRIVE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 11429 BROWNSTONE STREET Windermere, FL MLS# O6421245
$439,000
4

Beds

2.1

Baths

1,910

Sq.Ft.

11429 BROWNSTONE STREET

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 2617 BUTLER BAY DRIVE N Windermere, FL MLS# O6420023
$1,649,000
4

Beds

4.0

Baths

3,086

Sq.Ft.

2617 BUTLER BAY DRIVE N

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
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
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

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

312

Estimated median home price

$999,500
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 - 100K1
$100K - 200K0
$200K - 300K3
$300K - 400K29
$400K - 500K27
$500K - 600K24
$600K - 700K30
$700K - 800K20
$800K - 900K9
$900K - 1M14
$1M - Max155

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family236
Townhouse44
Condo11
Commercial1
Rental89
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 10/9/2026)

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 10/11/2026.