289 total properties
Did you mean the neighborhood Windermere?
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 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
The time to sell is now! THE TIME TO SELL IS NOW!
View 5024 SAWYER COVE WAY Windermere, FL MLS# O6348086
  • Virtual Tour
1 of 75
$3,550,000
5

Beds

6.1

Baths

5,501

Sq.Ft.

5024 SAWYER COVE WAY

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
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 10577 DOWN LAKEVIEW CIRCLE Windermere, FL MLS# O6377244
$3,500,000
4

Beds

3.1

Baths

5,273

Sq.Ft.

10577 DOWN LAKEVIEW CIRCLE

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 43 MAIN STREET Windermere, FL MLS# O6387626
$3,500,000
4

Beds

4.0

Baths

2,500

Sq.Ft.

43 MAIN STREET

Windermere, FL

Courtesy of GOLDEN GROUP REALTY LLC
View 5145 LATROBE DRIVE Windermere, FL MLS# O6382287
  • Recently Listed with Virtual Tour
1 of 73
$3,499,000
4

Beds

4.1

Baths

4,512

Sq.Ft.

5145 LATROBE DRIVE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 4029 ISABELLA CIRCLE Windermere, FL MLS# O6387864
  • Recently Listed
1 of 97
$3,499,000
6

Beds

6.2

Baths

7,217

Sq.Ft.

4029 ISABELLA CIRCLE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 5538 W LAKE BUTLER ROAD Windermere, FL MLS# O6376859
$3,495,000
6

Beds

5.1

Baths

6,000

Sq.Ft.

5538 W LAKE BUTLER ROAD

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
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 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL MLS# O6372348
$3,390,000
4

Beds

4.1

Baths

3,365

Sq.Ft.

5050 ISLEWORTH COUNTRY CLUB DRIVE

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 13305 BELLARIA CIRCLE Windermere, FL MLS# O6286539
$3,350,000
6

Beds

6.2

Baths

6,930

Sq.Ft.

13305 BELLARIA CIRCLE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
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 10870 BAYSHORE DRIVE Windermere, FL MLS# O6371471
  • Virtual Tour
1 of 60
$3,300,000
4

Beds

5.0

Baths

4,693

Sq.Ft.

10870 BAYSHORE DRIVE

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 12120 MONTALCINO CIRCLE Windermere, FL MLS# O6378446
$3,300,000
4

Beds

4.2

Baths

5,138

Sq.Ft.

12120 MONTALCINO CIRCLE

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
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
View 13448 BELLARIA CIRCLE Windermere, FL MLS# O6346484
  • Virtual Tour
1 of 65
$3,200,000
6

Beds

6.1

Baths

6,308

Sq.Ft.

13448 BELLARIA CIRCLE

Windermere, FL

Courtesy of KENNEDY REALTY GROUP 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

303

Estimated median home price

$1,029,990
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 1
$100K - 200K 0
$200K - 300K 0
$300K - 400K 19
$400K - 500K 22
$500K - 600K 29
$600K - 700K 23
$700K - 800K 25
$800K - 900K 20
$900K - 1M 12
$1M - Max 152

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 248
Townhouse 35
Condo 5
Commercial 1
Rental 106
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 3/5/2026)

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 3/5/2026.

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.

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.

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 3/5/2026.