27 total properties
Did you mean the neighborhood Windermere?
View 6222 LECCO WAY Windermere, FL MLS# O6354662
  • Virtual Tour
1 of 51
$1,629,000
5

Beds

3.1

Baths

3,967

Sq.Ft.

6222 LECCO WAY

Windermere, FL

Courtesy of EMPIRE NETWORK REALTY
View 12235 MONTALCINO CIRCLE Windermere, FL MLS# O6365656
  • Recently Listed with Virtual Tour
1 of 68
$1,999,000
4

Beds

4.1

Baths

4,550

Sq.Ft.

12235 MONTALCINO CIRCLE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 11947 LAKE BUTLER BOULEVARD Windermere, FL MLS# S5138619
$1,500,000
Studio

Beds

0.0

Baths

11947 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 2958 MARQUESAS COURT Windermere, FL MLS# O6357302
  • Virtual Tour
1 of 32
$1,998,000
5

Beds

4.1

Baths

4,716

Sq.Ft.

2958 MARQUESAS COURT

Windermere, FL

Courtesy of EXP REALTY LLC
View 5412 WATER CREEK DRIVE Windermere, FL MLS# O6356517
$1,825,000
4

Beds

4.1

Baths

4,247

Sq.Ft.

5412 WATER CREEK DRIVE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 2509 RIDGEWIND WAY Windermere, FL MLS# O6354737
$1,545,000
4

Beds

3.1

Baths

3,844

Sq.Ft.

2509 RIDGEWIND WAY

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 13036 LAKE ROPER COURT Windermere, FL MLS# O6356275
$1,950,000
5

Beds

5.1

Baths

4,044

Sq.Ft.

13036 LAKE ROPER COURT

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 6047 BLAKEFORD DRIVE Windermere, FL MLS# O6355716
  • Virtual Tour
1 of 32
$1,979,000
4

Beds

4.0

Baths

4,156

Sq.Ft.

6047 BLAKEFORD DRIVE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 11312 SHANDON PARK WAY Windermere, FL MLS# O6355334
  • Virtual Tour
1 of 100
$1,762,000
7

Beds

5.0

Baths

4,914

Sq.Ft.

11312 SHANDON PARK WAY

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 13420 BONICA WAY Windermere, FL MLS# O6347722
  • Virtual Tour
1 of 62
$1,950,000
5

Beds

4.0

Baths

4,489

Sq.Ft.

13420 BONICA WAY

Windermere, FL

Courtesy of FERRELL REALTY, INC.
View 7417 LAKE ALBERT DRIVE Windermere, FL MLS# S5135158
$1,690,000
6

Beds

6.1

Baths

5,006

Sq.Ft.

7417 LAKE ALBERT DRIVE

Windermere, FL

Courtesy of TEAM DONOVAN
View 1703 ROBERTS LANDING ROAD Windermere, FL MLS# O6346120
$1,650,000
4

Beds

4.1

Baths

3,288

Sq.Ft.

1703 ROBERTS LANDING ROAD

Windermere, FL

Courtesy of INTERNATIONAL NETWORK REALTY
View 3130 BUTLER BAY DRIVE N Windermere, FL MLS# O6344707
$1,695,000
4

Beds

4.2

Baths

4,490

Sq.Ft.

3130 BUTLER BAY DRIVE N

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 13048 LAKE ROPER CT. Windermere, FL MLS# O6342354
$1,999,000
5

Beds

3.1

Baths

4,130

Sq.Ft.

13048 LAKE ROPER CT.

Windermere, FL

Courtesy of WOODSTONE INVESTMENTS 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 9922 BRENTFORD COURT Windermere, FL MLS# O6336496
  • Virtual Tour
1 of 49
$1,890,000
6

Beds

4.0

Baths

3,894

Sq.Ft.

9922 BRENTFORD COURT

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 311 E 8TH AVENUE Windermere, FL MLS# O6333319
  • Virtual Tour
1 of 59
$1,660,000
5

Beds

4.0

Baths

3,805

Sq.Ft.

311 E 8TH AVENUE

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 9070 RON DEN LANE Windermere, FL MLS# O6325834
  • Virtual Tour
1 of 81
$1,890,000
4

Beds

3.0

Baths

2,384

Sq.Ft.

9070 RON DEN LANE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 11015 HAWKSHEAD COURT Windermere, FL MLS# O6316990
  • Virtual Tour
1 of 90
$1,599,000
5

Beds

4.1

Baths

3,868

Sq.Ft.

11015 HAWKSHEAD COURT

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
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

Courtesy of JULIAN PROPERTIES, INC.

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

290

Estimated median home price

$1,060,000
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

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 0
$300K - 400K 25
$400K - 500K 25
$500K - 600K 15
$600K - 700K 21
$700K - 800K 17
$800K - 900K 20
$900K - 1M 17
$1M - Max 150

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 230
Townhouse 38
Condo 9
Commercial 1
Rental 111
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 12/25/2025)

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 12/27/2025.