239 total properties
Did you mean the neighborhood Windermere?
View 5145 LATROBE DRIVE Windermere, FL MLS# O6382287
$2,999,999
4

Beds

4.1

Baths

4,512

Sq.Ft.

5145 LATROBE DRIVE

Windermere, FL

View 5073 LATROBE DR Windermere, FL MLS# O6414325
$2,999,000
4

Beds

4.2

Baths

4,706

Sq.Ft.

5073 LATROBE DR

Windermere, FL

View 6417 LAKE BURDEN VIEW DRIVE Windermere, FL MLS# O6418943
$2,960,000
5

Beds

4.2

Baths

5,935

Sq.Ft.

6417 LAKE BURDEN VIEW DRIVE

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 7545 FICQUETTE ROAD Windermere, FL MLS# S5074124
$2,950,000
Studio

Beds

0.0

Baths

7545 FICQUETTE ROAD

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 6130 GROSVENOR SHORE DRIVE Windermere, FL MLS# O6361099
$2,950,000
4

Beds

4.1

Baths

4,676

Sq.Ft.

6130 GROSVENOR SHORE DRIVE

Windermere, FL

View 4301 DOWN POINT LANE Windermere, FL MLS# O6398366
$2,950,000
5

Beds

4.0

Baths

7,153

Sq.Ft.

4301 DOWN POINT LANE

Windermere, FL

View 4303 ISABELLA CIRCLE Windermere, FL MLS# O6409406
$2,899,000
7

Beds

4.2

Baths

5,122

Sq.Ft.

4303 ISABELLA CIRCLE

Windermere, FL

Courtesy of SERHANT
View 9656 WEATHERSTONE COURT Windermere, FL MLS# O6414766
$2,850,000
6

Beds

7.0

Baths

7,016

Sq.Ft.

9656 WEATHERSTONE COURT

Windermere, FL

View 13250 BELLARIA CIRCLE Windermere, FL MLS# W7887812
  • Recently Listed with Virtual Tour
1 of 99
$2,800,000
6

Beds

7.1

Baths

6,781

Sq.Ft.

13250 BELLARIA CIRCLE

Windermere, FL

View 13304 BELLARIA CIRCLE Windermere, FL MLS# O6391558
$2,798,000
6

Beds

6.0

Baths

4,920

Sq.Ft.

13304 BELLARIA CIRCLE

Windermere, FL

Courtesy of COMPASS FLORIDA, LLC
View 3103 SEIGNEURY DRIVE Windermere, FL MLS# O6364283
$2,700,000
8

Beds

5.1

Baths

5,607

Sq.Ft.

3103 SEIGNEURY DRIVE

Windermere, FL

Courtesy of NEW SOLUTIONS REALTY INC
View 1408 LAKE WHITNEY DRIVE Windermere, FL MLS# O6418721
$2,650,000
5

Beds

5.1

Baths

5,433

Sq.Ft.

1408 LAKE WHITNEY DRIVE

Windermere, FL

View 9222 TIBET POINTE CIRCLE Windermere, FL MLS# O6405278
$2,599,000
5

Beds

6.0

Baths

5,323

Sq.Ft.

9222 TIBET POINTE CIRCLE

Windermere, FL

Courtesy of EPIQUE REALTY INC.
View 4205 CLARICE ESTATES DRIVE Windermere, FL MLS# O6419164
$2,550,000
4

Beds

5.0

Baths

4,136

Sq.Ft.

4205 CLARICE ESTATES DRIVE

Windermere, FL

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

View 1629 HEMPEL AVENUE Windermere, FL MLS# O6418226
  • Recently Listed with Virtual Tour
1 of 89
$2,500,000
6

Beds

4.0

Baths

4,858

Sq.Ft.

1629 HEMPEL AVENUE

Windermere, FL

View 6288 BLAKEFORD DRIVE Windermere, FL MLS# S5151608
$2,474,000
5

Beds

4.3

Baths

5,366

Sq.Ft.

6288 BLAKEFORD DRIVE

Windermere, FL

View 9648 WEATHERSTONE COURT Windermere, FL MLS# O6400680
$2,450,000
6

Beds

4.0

Baths

4,482

Sq.Ft.

9648 WEATHERSTONE COURT

Windermere, FL

View 5624 W LAKE BUTLER ROAD Windermere, FL MLS# O6411407
$2,375,000
4

Beds

3.1

Baths

3,736

Sq.Ft.

5624 W LAKE BUTLER ROAD

Windermere, FL

View 9620 MAYWOOD DRIVE Windermere, FL MLS# O6399315
$2,349,000
4

Beds

3.0

Baths

3,004

Sq.Ft.

9620 MAYWOOD 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

291

Estimated median home price

$1,070,000
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 - 100K1
$100K - 200K0
$200K - 300K3
$300K - 400K15
$400K - 500K30
$500K - 600K28
$600K - 700K23
$700K - 800K14
$800K - 900K15
$900K - 1M11
$1M - Max151

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family231
Townhouse37
Condo9
Commercial1
Rental85
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/21/2026)

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 7/22/2026.