285 total properties
Did you mean the neighborhood Windermere?
View 12540 PARK AVENUE Windermere, FL MLS# O6346858
  • Virtual Tour
1 of 67
$4,650,000
5

Beds

5.1

Baths

7,183

Sq.Ft.

12540 PARK AVENUE

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 0 USA Windermere, FL MLS# O6342410
  • Virtual Tour
1 of 25
$715,000
1,250

Sq.Ft.

0 USA

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 1516 HEMPEL AVENUE Windermere, FL MLS# O6342593
  • Virtual Tour
1 of 30
$750,000
Studio

Beds

0.0

Baths

1516 HEMPEL AVENUE

Windermere, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 9639 WESTOVER ROBERTS ROAD Windermere, FL MLS# O6341883
$6,395,000
5

Beds

8.1

Baths

11,861

Sq.Ft.

9639 WESTOVER ROBERTS ROAD

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
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 4812 ALEXANDRA GARDEN COURT Windermere, FL MLS# O6339134
$3,699,000
3

Beds

3.2

Baths

4,262

Sq.Ft.

4812 ALEXANDRA GARDEN COURT

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 1821 WINDERMERE ROAD Windermere, FL MLS# O6339740
  • New Construction
1 of 4
$2,756,995
6

Beds

6.1

Baths

6,996

Sq.Ft.

1821 WINDERMERE ROAD

Windermere, FL

Courtesy of ORLANDO TBI REALTY LLC
View 11849 CAVE RUN AVENUE Windermere, FL MLS# O6338823
  • Virtual Tour
1 of 63
$765,000
4

Beds

3.1

Baths

3,414

Sq.Ft.

11849 CAVE RUN AVENUE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 13826 EDEN ISLE BOULEVARD Windermere, FL MLS# O6339207
$637,000
4

Beds

3.1

Baths

3,078

Sq.Ft.

13826 EDEN ISLE BOULEVARD

Windermere, FL

Courtesy of BLUE CHIP INTERNATIONAL REALTY LLC
View 13161 LAKE BUTLER BOULEVARD Windermere, FL MLS# TB8421056
$3,200,000
5

Beds

3.2

Baths

4,500

Sq.Ft.

13161 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of EPIQUE REALTY, INC.
View 10624 REAMS ROAD Windermere, FL MLS# O6338130
  • Virtual Tour
1 of 61
$520,000
4

Beds

2.1

Baths

2,092

Sq.Ft.

10624 REAMS ROAD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 9721 CARILLON PARK DRIVE Windermere, FL MLS# O6336879
$5,489,000
6

Beds

7.2

Baths

8,305

Sq.Ft.

9721 CARILLON PARK DRIVE

Windermere, FL

Courtesy of EXP REALTY LLC
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 7401 ELLA LANE Windermere, FL MLS# O6337094
  • Virtual Tour
1 of 34
$629,000
5

Beds

4.1

Baths

2,991

Sq.Ft.

7401 ELLA LANE

Windermere, FL

Courtesy of SERHANT
View 6533 CARTMEL LANE Windermere, FL MLS# S5132324
  • Virtual Tour
1 of 35
$1,298,000
4

Beds

3.1

Baths

3,751

Sq.Ft.

6533 CARTMEL LANE

Windermere, FL

Courtesy of THE AGENCY ORLANDO
View 13757 BRESSLER ALLEY Windermere, FL MLS# O6332021
  • Virtual Tour
1 of 42
$474,900
3

Beds

2.1

Baths

2,113

Sq.Ft.

13757 BRESSLER ALLEY

Windermere, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
View 4077 ISABELLA CIRCLE Windermere, FL MLS# O6333933
  • Virtual Tour
1 of 91
$3,400,000
6

Beds

6.2

Baths

7,559

Sq.Ft.

4077 ISABELLA CIRCLE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 6036 GREATWATER DR Windermere, FL MLS# O6332988
  • Virtual Tour
1 of 65
$2,145,000
4

Beds

4.1

Baths

4,013

Sq.Ft.

6036 GREATWATER DR

Windermere, FL

Courtesy of KEENE'S POINTE REALTY
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 6734 BRIDGEWATER VILLAGE ROAD Windermere, FL MLS# O6334030
  • Virtual Tour
1 of 51
OPEN HOUSE: Sunday 1/4 1:00 PM - 4:00 PM
$649,000
3

Beds

2.1

Baths

3,094

Sq.Ft.

6734 BRIDGEWATER VILLAGE ROAD

Windermere, FL

Courtesy of EXP 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.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

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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.

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.