283 total properties
Did you mean the neighborhood Windermere?
View 5145 LATROBE DRIVE Windermere, FL MLS# O6382287
  • Virtual Tour
1 of 73
$2,949,000
4

Beds

4.1

Baths

4,512

Sq.Ft.

5145 LATROBE DRIVE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 5379 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL MLS# O6438449
$2,900,000
4

Beds

3.1

Baths

3,872

Sq.Ft.

5379 ISLEWORTH COUNTRY CLUB DRIVE

Windermere, FL

Courtesy of LOKATION
View 4303 ISABELLA CIRCLE Windermere, FL MLS# O6409406
  • Virtual Tour
1 of 100
$2,899,000
7

Beds

4.2

Baths

5,122

Sq.Ft.

4303 ISABELLA CIRCLE

Windermere, FL

Courtesy of SERHANT
The time to sell is now! THE TIME TO SELL IS NOW!
View 5073 LATROBE DR Windermere, FL MLS# O6414325
$2,800,000
4

Beds

4.2

Baths

4,706

Sq.Ft.

5073 LATROBE DR

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 13250 BELLARIA CIRCLE Windermere, FL MLS# W7887812
  • Virtual Tour
1 of 99
$2,795,000
6

Beds

7.1

Baths

6,781

Sq.Ft.

13250 BELLARIA CIRCLE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 8142 TIBET BUTLER DRIVE Windermere, FL MLS# O6439814
$2,685,000
5

Beds

6.1

Baths

5,747

Sq.Ft.

8142 TIBET BUTLER DRIVE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
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 1629 HEMPEL AVENUE Windermere, FL MLS# O6418226
  • Virtual Tour
1 of 89
$2,500,000
6

Beds

4.0

Baths

4,858

Sq.Ft.

1629 HEMPEL AVENUE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 5526 MARLEON DRIVE Windermere, FL MLS# S5156252
  • Virtual Tour
1 of 98
$2,500,000
5

Beds

3.2

Baths

4,661

Sq.Ft.

5526 MARLEON DRIVE

Windermere, FL

Courtesy of SERHANT
View 6288 BLAKEFORD DRIVE Windermere, FL MLS# S5151608
  • Virtual Tour
1 of 69
$2,474,000
5

Beds

4.3

Baths

5,366

Sq.Ft.

6288 BLAKEFORD DRIVE

Windermere, FL

Courtesy of NECTAR REAL ESTATE
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 12722 S LAKE SAWYER LANE Windermere, FL MLS# O6437802
$2,400,000
5

Beds

4.0

Baths

5,139

Sq.Ft.

12722 S LAKE SAWYER LANE

Windermere, FL

Courtesy of KELLY PRICE & COMPANY LLC
View 11532 WATERSTONE LOOP DRIVE Windermere, FL MLS# O6444548
  • Recently Listed with Virtual Tour
1 of 74
$2,350,000
4

Beds

4.2

Baths

4,169

Sq.Ft.

11532 WATERSTONE LOOP DRIVE

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 11113 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6434392
$2,299,000
5

Beds

5.1

Baths

4,094

Sq.Ft.

11113 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of QUATTRO R E SOLUTIONS LLC
View 9648 WEATHERSTONE COURT Windermere, FL MLS# O6400680
$2,290,000
6

Beds

4.0

Baths

4,482

Sq.Ft.

9648 WEATHERSTONE COURT

Windermere, FL

Courtesy of THE AGENCY FL
View 9620 MAYWOOD DRIVE Windermere, FL MLS# O6399315
  • Virtual Tour
1 of 43
$2,275,000
4

Beds

3.0

Baths

3,004

Sq.Ft.

9620 MAYWOOD DRIVE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 9904 BRENTFORD COURT Windermere, FL MLS# O6428604
  • Virtual Tour
1 of 73
$2,250,000
5

Beds

4.1

Baths

4,504

Sq.Ft.

9904 BRENTFORD COURT

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 6102 S HAMPSHIRE CT Windermere, FL MLS# O6434011
  • Virtual Tour
1 of 53
$2,240,000
4

Beds

5.1

Baths

4,812

Sq.Ft.

6102 S HAMPSHIRE CT

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
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

Courtesy of REAL BROKER, LLC
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

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

Price Count
$0 - 100K 1
$100K - 200K 0
$200K - 300K 3
$300K - 400K 29
$400K - 500K 27
$500K - 600K 24
$600K - 700K 30
$700K - 800K 20
$800K - 900K 9
$900K - 1M 14
$1M - Max 155

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 236
Townhouse 44
Condo 11
Commercial 1
Rental 89
Lots and Land 20
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(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 10/9/2026.