27 total properties
Did you mean the neighborhood Windermere?
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 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 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

The time to sell is now! THE TIME TO SELL IS NOW!
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 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 5067 SAWYER COVE WAY Windermere, FL MLS# O6409382
$2,100,000
5

Beds

4.0

Baths

3,567

Sq.Ft.

5067 SAWYER COVE WAY

Windermere, FL

View 13327 LAKE CLARICE DRIVE Windermere, FL MLS# O6411453
$2,090,000
5

Beds

4.0

Baths

4,867

Sq.Ft.

13327 LAKE CLARICE DRIVE

Windermere, FL

View 1136 LAKE WHITNEY DRIVE Windermere, FL MLS# O6405536
$2,225,000
4

Beds

5.1

Baths

5,722

Sq.Ft.

1136 LAKE WHITNEY DRIVE

Windermere, FL

View 11753 VINCI DRIVE Windermere, FL MLS# O6404892
  • Virtual Tour
1 of 52
$2,150,000
4

Beds

4.1

Baths

4,037

Sq.Ft.

11753 VINCI 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 5421 TILDENS GROVE BOULEVARD Windermere, FL MLS# O6402594
$1,999,900
6

Beds

4.1

Baths

5,922

Sq.Ft.

5421 TILDENS GROVE BOULEVARD

Windermere, FL

Courtesy of DERENTHAL REALTY
View 5061 SAWYER COVE WAY Windermere, FL MLS# O6403804
$2,590,000
5

Beds

4.1

Baths

3,888

Sq.Ft.

5061 SAWYER COVE WAY

Windermere, FL

View 6036 GREATWATER DR Windermere, FL MLS# O6400277
$1,999,999
4

Beds

4.1

Baths

4,013

Sq.Ft.

6036 GREATWATER DR

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 9011 PINNACLE CIRCLE Windermere, FL MLS# O6400872
$2,250,000
5

Beds

5.0

Baths

6,546

Sq.Ft.

9011 PINNACLE CIRCLE

Windermere, FL

View 2068 ROBERTS POINT DRIVE Windermere, FL MLS# O6397543
$2,250,000
5

Beds

4.0

Baths

4,876

Sq.Ft.

2068 ROBERTS POINT DRIVE

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

View 6550 CARTMEL LANE Windermere, FL MLS# O6396111
  • Virtual Tour
1 of 32
$2,190,000
4

Beds

4.1

Baths

4,257

Sq.Ft.

6550 CARTMEL LANE

Windermere, FL

View 1316 ESTANCIA WOODS LOOP Windermere, FL MLS# S5146178
$2,290,000
5

Beds

6.1

Baths

5,448

Sq.Ft.

1316 ESTANCIA WOODS LOOP

Windermere, FL

View 1118 ESTANCIA WOODS LOOP Windermere, FL MLS# O6390567
$2,099,995
5

Beds

5.0

Baths

4,228

Sq.Ft.

1118 ESTANCIA WOODS LOOP

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

345

Estimated median home price

$1,075,000
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 - 300K3
$300K - 400K18
$400K - 500K37
$500K - 600K31
$600K - 700K30
$700K - 800K17
$800K - 900K16
$900K - 1M14
$1M - Max179

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family275
Townhouse43
Condo10
Commercial1
Rental87
Lots and Land16
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/23/2026)

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 7/23/2026.