263 total properties
Did you mean the neighborhood Windermere?
View 1003 DOWN RESERVE COURT Windermere, FL MLS# O6353952
  • New Construction
1 of 72
$4,999,999
6

Beds

6.2

Baths

6,816

Sq.Ft.

1003 DOWN RESERVE COURT

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 11618 VINCI DRIVE Windermere, FL MLS# O6359990
  • Recently Listed with Virtual Tour
1 of 64
$4,950,000
5

Beds

5.2

Baths

6,188

Sq.Ft.

11618 VINCI DRIVE

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 9575 WESTOVER ROBERTS ROAD Windermere, FL MLS# O6357873
$4,925,000
7

Beds

8.0

Baths

8,931

Sq.Ft.

9575 WESTOVER ROBERTS ROAD

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 5036 LATROBE DRIVE Windermere, FL MLS# O6346003
$4,900,000
5

Beds

4.1

Baths

5,548

Sq.Ft.

5036 LATROBE DRIVE

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
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 12418 PARK AVENUE Windermere, FL MLS# O6370377
  • Recently Listed with Virtual Tour
1 of 26
$4,395,000
Studio

Beds

0.0

Baths

12418 PARK AVENUE

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 11002 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6284922
$4,200,000
5

Beds

6.2

Baths

6,248

Sq.Ft.

11002 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of SERENDIPITY REALTY LLC
View 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL MLS# O6372348
  • Recently Listed with Virtual Tour
1 of 40
$3,975,000
4

Beds

4.1

Baths

3,365

Sq.Ft.

5050 ISLEWORTH COUNTRY CLUB DRIVE

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 12132 MONTALCINO CIRCLE Windermere, FL MLS# O6319854
$3,950,000
6

Beds

7.0

Baths

5,709

Sq.Ft.

12132 MONTALCINO CIRCLE

Windermere, FL

Courtesy of BELLA VIEW REALTY LLC
View 9648 MCCORMICK PLACE Windermere, FL MLS# O6346918
  • Virtual Tour
1 of 61
$3,800,000
3

Beds

3.1

Baths

4,751

Sq.Ft.

9648 MCCORMICK PLACE

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 10545 DOWN LAKEVIEW CIRCLE Windermere, FL MLS# O6324706
$3,795,000
5

Beds

4.3

Baths

7,263

Sq.Ft.

10545 DOWN LAKEVIEW CIRCLE

Windermere, FL

Courtesy of COLONIALTOWN REALTY
View 12812 JACOB GRACE COURT Windermere, FL MLS# V4943735
$3,775,000
4

Beds

4.1

Baths

6,054

Sq.Ft.

12812 JACOB GRACE COURT

Windermere, FL

Courtesy of EXP REALTY LLC
View 7706 FICQUETTE ROAD Windermere, FL MLS# O6312690
  • New Construction with Virtual Tour
1 of 51
$3,700,000
6

Beds

6.1

Baths

6,202

Sq.Ft.

7706 FICQUETTE ROAD

Windermere, FL

Courtesy of REVEL REALTY LLC
View 2844 MARQUESAS COURT Windermere, FL MLS# O6350786
  • Virtual Tour
1 of 75
$3,700,000
4

Beds

3.0

Baths

5,365

Sq.Ft.

2844 MARQUESAS COURT

Windermere, FL

Courtesy of EXP REALTY LLC
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 5024 SAWYER COVE WAY Windermere, FL MLS# O6348086
  • Virtual Tour
1 of 75
$3,600,000
5

Beds

6.1

Baths

5,501

Sq.Ft.

5024 SAWYER COVE WAY

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 13643 LAKE CAWOOD DRIVE Windermere, FL MLS# O6285301
$3,590,000
8

Beds

7.1

Baths

8,203

Sq.Ft.

13643 LAKE CAWOOD DRIVE

Windermere, FL

Courtesy of JWJ REALTY LLC
View 6130 GROSVENOR SHORE DRIVE Windermere, FL MLS# O6361099
$3,500,000
4

Beds

4.1

Baths

4,676

Sq.Ft.

6130 GROSVENOR SHORE DRIVE

Windermere, FL

Courtesy of EXP REALTY LLC
View 13305 BELLARIA CIRCLE Windermere, FL MLS# O6286539
$3,490,000
6

Beds

6.2

Baths

6,930

Sq.Ft.

13305 BELLARIA CIRCLE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 9731 CHESTNUT RIDGE DRIVE Windermere, FL MLS# O6336655
$3,400,000
4

Beds

4.0

Baths

4,877

Sq.Ft.

9731 CHESTNUT RIDGE DRIVE

Windermere, FL

Courtesy of ISLEWORTH 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

277

Estimated median home price

$1,045,000
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 22
$400K - 500K 21
$500K - 600K 20
$600K - 700K 24
$700K - 800K 19
$800K - 900K 15
$900K - 1M 14
$1M - Max 142

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 220
Townhouse 36
Condo 7
Commercial 1
Rental 104
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 1/11/2026)

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 1/13/2026.

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 1/13/2026.