297 total properties
Did you mean the neighborhood Windermere?
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 2012 BELLAMERE COURT Windermere, FL MLS# O6333400
  • Virtual Tour
1 of 63
$3,375,000
5

Beds

5.1

Baths

4,701

Sq.Ft.

2012 BELLAMERE COURT

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 4301 DOWN POINT LANE Windermere, FL MLS# O6351950
  • Virtual Tour
1 of 55
$3,350,000
5

Beds

4.0

Baths

6,834

Sq.Ft.

4301 DOWN POINT LANE

Windermere, FL

Courtesy of MARK SPAIN REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
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 13448 BELLARIA CIRCLE Windermere, FL MLS# O6346484
  • Virtual Tour
1 of 69
$3,250,000
6

Beds

6.1

Baths

6,308

Sq.Ft.

13448 BELLARIA CIRCLE

Windermere, FL

Courtesy of KENNEDY 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 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
View 13125 CASABELLA DRIVE Windermere, FL MLS# O6297797
1 of 69
OPEN HOUSE: Sunday 12/7 3:00 PM - 5:00 PM
$3,195,000
5

Beds

5.1

Baths

7,561

Sq.Ft.

13125 CASABELLA DRIVE

Windermere, FL

Courtesy of ON ME REALTY
View 12213 PARK AVENUE Windermere, FL MLS# O6351906
  • Virtual Tour
1 of 19
$3,000,000
Studio

Beds

0.0

Baths

12213 PARK AVENUE

Windermere, FL

Courtesy of PREMIUM PROPERTIES R.E. SERVICE
View 12923 WATER POINT BOULEVARD Windermere, FL MLS# O6350408
$2,999,999
5

Beds

4.1

Baths

5,005

Sq.Ft.

12923 WATER POINT BOULEVARD

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 5067 SAWYER COVE WAY Windermere, FL MLS# O6357042
  • Virtual Tour
1 of 48
$2,999,500
5

Beds

4.0

Baths

3,461

Sq.Ft.

5067 SAWYER COVE WAY

Windermere, FL

Courtesy of REVEL REALTY LLC
View 2828 MARQUESAS COURT Windermere, FL MLS# O6304040
  • Virtual Tour
1 of 80
$2,995,000
6

Beds

5.1

Baths

6,819

Sq.Ft.

2828 MARQUESAS COURT

Windermere, FL

Courtesy of DALTON WADE INC
View 8222 STONE MASON COURT Windermere, FL MLS# O6363713
  • Recently Listed
1 of 54
$2,895,000
6

Beds

6.1

Baths

6,834

Sq.Ft.

8222 STONE MASON COURT

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 4047 ISABELLA CIRCLE Windermere, FL MLS# O6305503
  • Virtual Tour
1 of 81
$2,850,000
6

Beds

7.1

Baths

8,372

Sq.Ft.

4047 ISABELLA CIRCLE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 11209 MACAW COURT Windermere, FL MLS# O6326947
  • Virtual Tour
1 of 56
$2,825,000
5

Beds

6.1

Baths

6,105

Sq.Ft.

11209 MACAW COURT

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 6120 PAYNE STEWART DR Windermere, FL MLS# O6288273
  • Virtual Tour
1 of 42
$2,799,000
4

Beds

4.1

Baths

3,636

Sq.Ft.

6120 PAYNE STEWART DR

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
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 6219 TIROCO WAY Windermere, FL MLS# O6347461
  • Virtual Tour
1 of 72
$2,750,000
7

Beds

5.1

Baths

5,221

Sq.Ft.

6219 TIROCO WAY

Windermere, FL

Courtesy of CENTURY 21 CARIOTI

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

312

Estimated median home price

$1,082,279
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 25
$400K - 500K 22
$500K - 600K 23
$600K - 700K 25
$700K - 800K 20
$800K - 900K 16
$900K - 1M 18
$1M - Max 162

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 256
Townhouse 34
Condo 11
Commercial 1
Rental 117
Lots and Land 10
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 11/11/2025)

Information deemed reliable but not guaranteed.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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Copyright 2025 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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 12/6/2025.

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 12/6/2025.

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 12/6/2025.