331 total properties
Did you mean the neighborhood Windermere?
View 9904 BRENTFORD COURT Windermere, FL MLS# O6428604
  • Recently Listed with Virtual Tour
1 of 73
$2,300,000
5

Beds

4.1

Baths

4,504

Sq.Ft.

9904 BRENTFORD COURT

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 6102 S HAMPSHIRE COURT Windermere, FL MLS# O6344907
$2,240,000
4

Beds

5.1

Baths

4,810

Sq.Ft.

6102 S HAMPSHIRE COURT

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
The time to sell is now! THE TIME TO SELL IS NOW!
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

Courtesy of WILLIAM RAVEIS - FLORIDA 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

View 11545 BRICKYARD POND LANE Windermere, FL MLS# O6378961
$2,200,000
8

Beds

8.1

Baths

4,735

Sq.Ft.

11545 BRICKYARD POND LANE

Windermere, FL

View 4224 CLARICE ESTATES DRIVE Windermere, FL MLS# S5128974
$2,195,000
5

Beds

4.0

Baths

4,793

Sq.Ft.

4224 CLARICE ESTATES 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 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

View 713 MAIN STREET Windermere, FL MLS# O6368185
  • Virtual Tour
1 of 65
OPEN HOUSE: Saturday 8/8 11:00 AM - 1:00 AM
$2,170,000
6

Beds

4.2

Baths

5,031

Sq.Ft.

713 MAIN STREET

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 1316 ESTANCIA WOODS LOOP Windermere, FL MLS# S5146178
  • Virtual Tour
1 of 63
OPEN HOUSE: Wednesday 8/5 3:00 PM - 5:00 PM
$2,170,000
5

Beds

6.1

Baths

5,448

Sq.Ft.

1316 ESTANCIA WOODS LOOP

Windermere, FL

Courtesy of EXP REALTY LLC
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 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 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

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

Courtesy of FLORIDA REALTY INVESTMENTS
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 13420 BONICA WAY Windermere, FL MLS# O6347722
  • Virtual Tour
1 of 63
$1,875,000
5

Beds

4.0

Baths

4,489

Sq.Ft.

13420 BONICA WAY

Windermere, FL

View 2958 MARQUESAS COURT Windermere, FL MLS# O6357302
$1,855,000
5

Beds

4.1

Baths

4,716

Sq.Ft.

2958 MARQUESAS COURT

Windermere, FL

View 9057 BALMORAL MEWS SQUARE Windermere, FL MLS# O6390656
$1,854,000
6

Beds

5.1

Baths

5,430

Sq.Ft.

9057 BALMORAL MEWS SQUARE

Windermere, FL

View 6560 LAKE BURDEN VIEW DRIVE Windermere, FL MLS# O6381835
$1,825,000
4

Beds

4.0

Baths

3,687

Sq.Ft.

6560 LAKE BURDEN VIEW 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

329

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 - 200K0
$200K - 300K3
$300K - 400K20
$400K - 500K35
$500K - 600K31
$600K - 700K33
$700K - 800K21
$800K - 900K12
$900K - 1M13
$1M - Max161

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family258
Townhouse44
Condo11
Commercial1
Rental71
Lots and Land15
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 8/5/2026)

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 8/6/2026.