255 total properties
Did you mean the neighborhood Windermere?
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
The time to sell is now! THE TIME TO SELL IS NOW!
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 DOUGLAS ELLIMAN
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 DOUGLAS ELLIMAN
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
View 4301 DOWN POINT LANE Windermere, FL MLS# O6351950
  • Virtual Tour
1 of 55
$3,325,000
5

Beds

4.0

Baths

6,834

Sq.Ft.

4301 DOWN POINT LANE

Windermere, FL

Courtesy of MARK SPAIN REAL ESTATE
View 6161 GROSVENOR SHORE DRIVE Windermere, FL MLS# O6182683
$3,300,000
Studio

Beds

0.0

Baths

6161 GROSVENOR SHORE DRIVE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 4711 JOANNA GARDEN CT Windermere, FL MLS# O6359789
$3,250,000
3

Beds

3.1

Baths

4,089

Sq.Ft.

4711 JOANNA GARDEN CT

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 9151 TIBET POINTE CIRCLE Windermere, FL MLS# O6275446
$3,200,000
Studio

Beds

0.0

Baths

9151 TIBET POINTE CIRCLE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 4819 ALEXANDRA GARDEN COURT Windermere, FL MLS# O6330108
$3,200,000
4

Beds

4.1

Baths

3,745

Sq.Ft.

4819 ALEXANDRA GARDEN COURT

Windermere, FL

Courtesy of ISLEWORTH 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 2 CHASE ROAD Windermere, FL MLS# O6345197
  • New Construction
1 of 3
$3,200,000
4

Beds

4.1

Baths

3,889

Sq.Ft.

2 CHASE ROAD

Windermere, FL

Courtesy of REAL BROKER, 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

283

Estimated median home price

$1,037,000
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 1
$300K - 400K 21
$400K - 500K 21
$500K - 600K 21
$600K - 700K 26
$700K - 800K 19
$800K - 900K 15
$900K - 1M 15
$1M - Max 144

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 225
Townhouse 36
Condo 7
Commercial 1
Rental 105
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 1/15/2026)

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 1/16/2026.

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 1/16/2026.