236 total properties
Did you mean the neighborhood Windermere?
View 4282 MCKINNON ROAD Windermere, FL MLS# O6432910
$1,995,000
6

Beds

6.0

Baths

5,869

Sq.Ft.

4282 MCKINNON ROAD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 1118 ESTANCIA WOODS LOOP Windermere, FL MLS# O6390567
$1,985,000
5

Beds

5.0

Baths

4,228

Sq.Ft.

1118 ESTANCIA WOODS LOOP

Windermere, FL

View 930 EAST BOULEVARD Windermere, FL MLS# O6437093
  • Recently Listed with Virtual Tour
1 of 70
$1,895,000
4

Beds

4.1

Baths

2,868

Sq.Ft.

930 EAST BOULEVARD

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 7467 LAKE ALBERT DRIVE Windermere, FL MLS# O6432932
$1,870,000
6

Beds

6.1

Baths

5,140

Sq.Ft.

7467 LAKE ALBERT DRIVE

Windermere, FL

View 9057 BALMORAL MEWS SQUARE Windermere, FL MLS# O6390656
$1,849,000
6

Beds

5.1

Baths

5,430

Sq.Ft.

9057 BALMORAL MEWS SQUARE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 2958 MARQUESAS COURT Windermere, FL MLS# O6357302
$1,830,000
5

Beds

4.1

Baths

4,716

Sq.Ft.

2958 MARQUESAS COURT

Windermere, FL

View 6560 LAKE BURDEN VIEW DRIVE Windermere, FL MLS# O6381835
$1,799,000
4

Beds

4.0

Baths

3,687

Sq.Ft.

6560 LAKE BURDEN VIEW DRIVE

Windermere, FL

View 11051 HAWKSHEAD COURT Windermere, FL MLS# O6400963
$1,795,000
5

Beds

4.2

Baths

3,728

Sq.Ft.

11051 HAWKSHEAD COURT

Windermere, FL

Courtesy of REAL BROKER, LLC
View 6241 BLAKEFORD DRIVE Windermere, FL MLS# O6417788
$1,795,000
4

Beds

4.0

Baths

3,556

Sq.Ft.

6241 BLAKEFORD DRIVE

Windermere, FL

View 8241 TIBET BUTLER DRIVE Windermere, FL MLS# O6431500
$1,785,000
4

Beds

3.1

Baths

3,680

Sq.Ft.

8241 TIBET BUTLER DRIVE

Windermere, FL

View 12001 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6341557
$1,775,000
3

Beds

3.0

Baths

3,135

Sq.Ft.

12001 LAKE BUTLER BOULEVARD

Windermere, FL

View 1480 HEMPEL AVENUE Windermere, FL MLS# S5156040
  • Recently Listed with Virtual Tour
1 of 43
$1,755,000
5

Beds

4.1

Baths

4,219

Sq.Ft.

1480 HEMPEL AVENUE

Windermere, FL

View 2503 BUTLER BAY DRIVE N Windermere, FL MLS# O6413242
$1,750,000
4

Beds

3.0

Baths

3,297

Sq.Ft.

2503 BUTLER BAY DRIVE N

Windermere, FL

View 212 W 1ST AVENUE Windermere, FL MLS# S5155372
  • Virtual Tour
1 of 20
$1,650,000
4

Beds

2.0

Baths

2,627

Sq.Ft.

212 W 1ST AVENUE

Windermere, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 2617 BUTLER BAY DRIVE N Windermere, FL MLS# O6420023
$1,649,000
4

Beds

4.0

Baths

3,086

Sq.Ft.

2617 BUTLER BAY DRIVE N

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 11923 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6311003
$1,630,000
3

Beds

2.0

Baths

2,238

Sq.Ft.

11923 LAKE BUTLER BOULEVARD

Windermere, FL

View 2113 WATER KEY DRIVE Windermere, FL MLS# O6439167
  • Recently Listed with Virtual Tour
1 of 55
$1,599,000
4

Beds

4.0

Baths

4,206

Sq.Ft.

2113 WATER KEY DRIVE

Windermere, FL

View 12417 MONTALCINO CIRCLE Windermere, FL MLS# O6425494
$1,595,000
4

Beds

3.1

Baths

3,166

Sq.Ft.

12417 MONTALCINO CIRCLE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 11832 WATERSTONE LOOP DRIVE Windermere, FL MLS# O6415932
$1,575,000
4

Beds

4.1

Baths

3,396

Sq.Ft.

11832 WATERSTONE LOOP DRIVE

Windermere, FL

View 33 MAIN STREET Windermere, FL MLS# O6406887
$1,572,000
4

Beds

2.0

Baths

2,130

Sq.Ft.

33 MAIN STREET

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

325

Estimated median home price

$975,000
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 - 200K1
$200K - 300K2
$300K - 400K24
$400K - 500K32
$500K - 600K32
$600K - 700K31
$700K - 800K21
$800K - 900K12
$900K - 1M13
$1M - Max157

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family245
Townhouse51
Condo10
Commercial1
Rental90
Lots and Land18
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 9/5/2026)

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 9/6/2026.