244 total properties
Did you mean the neighborhood Windermere?
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
The time to sell is now! THE TIME TO SELL IS NOW!
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
View 1316 ESTANCIA WOODS LOOP Windermere, FL MLS# S5146178
$2,170,000
5

Beds

6.1

Baths

5,448

Sq.Ft.

1316 ESTANCIA WOODS LOOP

Windermere, FL

Courtesy of EXP REALTY LLC
View 2068 ROBERTS POINT DRIVE Windermere, FL MLS# O6397543
$2,150,000
5

Beds

4.0

Baths

4,876

Sq.Ft.

2068 ROBERTS POINT DRIVE

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 713 MAIN STREET Windermere, FL MLS# O6368185
  • Virtual Tour
1 of 65
$2,099,000
6

Beds

4.2

Baths

5,031

Sq.Ft.

713 MAIN STREET

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 8229 TIBET BUTLER DRIVE Windermere, FL MLS# O6447628
  • Recently Listed with Virtual Tour
1 of 56
$1,999,000
4

Beds

4.0

Baths

3,912

Sq.Ft.

8229 TIBET BUTLER DRIVE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP 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

Courtesy of BHHS FLORIDA REALTY
View 4282 MCKINNON ROAD Windermere, FL MLS# O6432910
  • Virtual Tour
1 of 71
$1,895,000
6

Beds

6.0

Baths

5,869

Sq.Ft.

4282 MCKINNON ROAD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 930 EAST BOULEVARD Windermere, FL MLS# O6437093
  • Virtual Tour
1 of 70
$1,895,000
4

Beds

4.1

Baths

2,868

Sq.Ft.

930 EAST BOULEVARD

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
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

Courtesy of NOVA REAL ESTATE SERVICES INC
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

Courtesy of STOCKWORTH REALTY GROUP
View 9057 BALMORAL MEWS SQUARE Windermere, FL MLS# O6390656
$1,795,000
6

Beds

5.1

Baths

5,430

Sq.Ft.

9057 BALMORAL MEWS SQUARE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 11051 HAWKSHEAD COURT Windermere, FL MLS# O6400963
  • Virtual Tour
1 of 66
$1,795,000
5

Beds

4.2

Baths

3,728

Sq.Ft.

11051 HAWKSHEAD COURT

Windermere, FL

Courtesy of REAL BROKER, LLC
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

Courtesy of JULIAN PROPERTIES, INC.
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

Courtesy of THE SIMON SIMAAN GROUP
View 8241 TIBET BUTLER DRIVE Windermere, FL MLS# O6431500
$1,740,000
4

Beds

3.1

Baths

3,680

Sq.Ft.

8241 TIBET BUTLER DRIVE

Windermere, FL

Courtesy of GOLFPARK PROPERTIES

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 10/10/2026.