28 total properties
Did you mean the neighborhood Windermere?
View 6606 SAWYER SHORES LANE Windermere, FL MLS# O6386058
  • New Construction with Virtual Tour
1 of 19
$2,500,000
5

Beds

4.0

Baths

5,516

Sq.Ft.

6606 SAWYER SHORES LANE

Windermere, FL

Courtesy of PREMIUM PROPERTIES R.E. SERVICE
View 11545 BRICKYARD POND LANE Windermere, FL MLS# O6378961
$2,200,000
8

Beds

8.1

Baths

4,735

Sq.Ft.

11545 BRICKYARD POND LANE

Windermere, FL

View 713 MAIN STREET Windermere, FL MLS# O6368185
  • Virtual Tour
1 of 82
$2,175,000
6

Beds

4.2

Baths

5,031

Sq.Ft.

713 MAIN STREET

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 81 OAKDALE STREET Windermere, FL MLS# S5138567
  • Virtual Tour
1 of 87
$2,300,000
5

Beds

4.1

Baths

4,284

Sq.Ft.

81 OAKDALE STREET

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 436 E 7TH AVENUE Windermere, FL MLS# O6350454
  • New Construction with Virtual Tour
1 of 30
$2,175,000
4

Beds

5.0

Baths

3,136

Sq.Ft.

436 E 7TH AVENUE

Windermere, FL

Courtesy of TALENT REALTY SOLUTIONS
View 6102 S HAMPSHIRE COURT Windermere, FL MLS# O6344907
$2,399,000
4

Beds

5.1

Baths

4,810

Sq.Ft.

6102 S HAMPSHIRE COURT

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 2 CHASE ROAD Windermere, FL MLS# O6345197
  • New Construction
1 of 3
$2,200,000
4

Beds

4.1

Baths

3,889

Sq.Ft.

2 CHASE ROAD

Windermere, FL

View 4224 CLARICE ESTATES DRIVE Windermere, FL MLS# S5128974
$2,375,000
5

Beds

4.0

Baths

4,793

Sq.Ft.

4224 CLARICE ESTATES DRIVE

Windermere, FL

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

350

Estimated median home price

$1,077,500
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 - 200K0
$200K - 300K3
$300K - 400K19
$400K - 500K36
$500K - 600K31
$600K - 700K29
$700K - 800K20
$800K - 900K19
$900K - 1M14
$1M - Max179

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family276
Townhouse46
Condo9
Commercial1
Rental87
Lots and Land18
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/6/2026)

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 7/6/2026.