235 total properties
Did you mean the neighborhood Windermere?
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 6220 CARTMEL LN Windermere, FL MLS# O6272991
  • Virtual Tour
1 of 42
$1,699,000
5

Beds

4.1

Baths

4,347

Sq.Ft.

6220 CARTMEL LN

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 6161 BLAKEFORD DRIVE Windermere, FL MLS# O6310356
  • Virtual Tour
1 of 37
$1,690,000
5

Beds

4.1

Baths

5,704

Sq.Ft.

6161 BLAKEFORD DRIVE

Windermere, FL

Courtesy of THOMAS LYNNE REALTY GROUP LLC
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 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 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 13124 FILLY COURT Windermere, FL MLS# O6303140
  • Virtual Tour
1 of 51
$1,649,000
5

Beds

3.0

Baths

3,300

Sq.Ft.

13124 FILLY COURT

Windermere, FL

Courtesy of HOME N OFFICES INTERNATIONAL
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.
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 11056 CLIPPER COURT Windermere, FL MLS# O6304246
  • Virtual Tour
1 of 18
$1,600,000
5

Beds

6.0

Baths

6,375

Sq.Ft.

11056 CLIPPER COURT

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
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 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 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
View 8375 BOWDEN WAY Windermere, FL MLS# S5137385
  • Virtual Tour
1 of 62
$1,490,000
4

Beds

3.1

Baths

3,809

Sq.Ft.

8375 BOWDEN WAY

Windermere, FL

Courtesy of B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE
View 101 LEE STREET Windermere, FL MLS# O6344558
  • Virtual Tour
1 of 63
$1,485,000
5

Beds

4.0

Baths

4,186

Sq.Ft.

101 LEE STREET

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 17538 BLACK RAIL STREET Windermere, FL MLS# O6349325
$1,480,000
6

Beds

4.1

Baths

4,522

Sq.Ft.

17538 BLACK RAIL STREET

Windermere, FL

Courtesy of GARCIA REALTY GROUP
View 6443 CARTMEL LANE Windermere, FL MLS# O6179128
  • Virtual Tour
1 of 31
$1,475,000
5

Beds

4.1

Baths

4,257

Sq.Ft.

6443 CARTMEL LANE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 7135 HORIZON CIRCLE Windermere, FL MLS# O6327225
  • Virtual Tour
1 of 77
$1,449,000
4

Beds

3.1

Baths

3,359

Sq.Ft.

7135 HORIZON CIRCLE

Windermere, FL

Courtesy of THE BOSCH GROUP
View 10506 DOWN LAKEVIEW CIRCLE Windermere, FL MLS# S5130322
$1,350,000
4

Beds

3.0

Baths

3,888

Sq.Ft.

10506 DOWN LAKEVIEW CIRCLE

Windermere, FL

Courtesy of LA ROSA REALTY LLC

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

286

Estimated median home price

$1,077,995
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 24
$400K - 500K 21
$500K - 600K 16
$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 227
Townhouse 37
Condo 9
Commercial 1
Rental 109
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 12/31/2025)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 1/1/2026.

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 1/1/2026.