96 total properties
Did you mean the neighborhood Windermere?
View 11539 BRICKYARD POND LANE Windermere, FL MLS# O6377340
$6,000
5

Beds

4.0

Baths

3,659

Sq.Ft.

11539 BRICKYARD POND LANE

Windermere, FL

Courtesy of PM ELITE REALTY LLC
View 8363 BOWDEN WAY Windermere, FL MLS# O6402777
  • Virtual Tour
1 of 91
$6,500
4

Beds

3.0

Baths

2,666

Sq.Ft.

8363 BOWDEN WAY

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 11538 DELWICK DRIVE Windermere, FL MLS# O6410311
  • Recently Listed with Virtual Tour
1 of 33
$6,500
6

Beds

4.1

Baths

4,028

Sq.Ft.

11538 DELWICK DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
The time to sell is now! THE TIME TO SELL IS NOW!
View 11531 CLAYMONT CIRCLE Windermere, FL MLS# O6395096
$6,750
4

Beds

4.0

Baths

2,886

Sq.Ft.

11531 CLAYMONT CIRCLE

Windermere, FL

Courtesy of B LIVE COMMERCIAL AND RESIDENT
View 2844 MIDSUMMER DRIVE Windermere, FL MLS# O6371115
$7,500
4

Beds

3.1

Baths

3,328

Sq.Ft.

2844 MIDSUMMER DRIVE

Windermere, FL

Courtesy of WINDERMERE COCOA BEACH CENTER
View 8122 WHITFORD COURT Windermere, FL MLS# O6406342
  • Recently Listed with Virtual Tour
1 of 12
$7,995
4

Beds

3.1

Baths

3,062

Sq.Ft.

8122 WHITFORD COURT

Windermere, FL

Courtesy of WINDERMERE INTERNATIONAL REALTY
View 5243 W LAKE BUTLER ROAD Windermere, FL MLS# O6362021
$8,999
3

Beds

3.0

Baths

3,255

Sq.Ft.

5243 W LAKE BUTLER ROAD

Windermere, FL

Courtesy of 407 PROPERTIES
View 325 MAGNOLIA STREET Windermere, FL MLS# O6407418
  • Recently Listed
1 of 25
$9,500
4

Beds

3.0

Baths

3,975

Sq.Ft.

325 MAGNOLIA STREET

Windermere, FL

Courtesy of REVEL REALTY LLC
View 8532 BOWDEN WAY Windermere, FL MLS# O6380872
$9,800
4

Beds

4.0

Baths

3,885

Sq.Ft.

8532 BOWDEN WAY

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 6131 PAYNE STEWART DRIVE Windermere, FL MLS# O6374126
$12,000
3

Beds

3.0

Baths

2,646

Sq.Ft.

6131 PAYNE STEWART DRIVE

Windermere, FL

Courtesy of IRWIN REALTY GROUP LLC
View 9701 LAKE ISLEWORTH COURT Windermere, FL MLS# O6385693
$12,500
3

Beds

3.0

Baths

3,535

Sq.Ft.

9701 LAKE ISLEWORTH COURT

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 11051 CONISTON WAY Windermere, FL MLS# O6392514
$13,000
5

Beds

5.1

Baths

5,498

Sq.Ft.

11051 CONISTON WAY

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 4326 ISABELLA CIRCLE Windermere, FL MLS# O6397512
$14,000
5

Beds

5.1

Baths

5,507

Sq.Ft.

4326 ISABELLA CIRCLE

Windermere, FL

Courtesy of RIGHTHOUSE REALTY LLC
View 10577 DOWN LAKEVIEW CIRCLE Windermere, FL MLS# O6396406
$15,000
4

Beds

3.1

Baths

5,273

Sq.Ft.

10577 DOWN LAKEVIEW CIRCLE

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 801 W 2ND AVENUE Windermere, FL MLS# O6400337
  • Virtual Tour
1 of 44
$15,000
5

Beds

6.1

Baths

5,639

Sq.Ft.

801 W 2ND AVENUE

Windermere, FL

Courtesy of SPECIALIZED PROPERTY MANAGEMENT
View 3999 ISABELLA CIRCLE Windermere, FL MLS# O6320216
$15,950
6

Beds

6.2

Baths

6,881

Sq.Ft.

3999 ISABELLA CIRCLE

Windermere, FL

Courtesy of DELUCA REAL ESTATE SERVICES CORP

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

337

Estimated median home price

$1,196,000
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 - 300K1
$300K - 400K18
$400K - 500K25
$500K - 600K31
$600K - 700K20
$700K - 800K21
$800K - 900K19
$900K - 1M16
$1M - Max186

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family281
Townhouse37
Condo6
Commercial1
Rental96
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 5/26/2026)

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 5/26/2026.