370 total properties
Did you mean the neighborhood Windermere?
View 10577 DOWN LAKEVIEW CIRCLE Windermere, FL MLS# O6377244
  • Virtual Tour
1 of 100
OPEN HOUSE: Saturday 6/20 1:00 PM - 3:00 PM
$3,450,000
4

Beds

3.1

Baths

5,273

Sq.Ft.

10577 DOWN LAKEVIEW CIRCLE

Windermere, FL

Courtesy of THE SIMON SIMAAN 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
The time to sell is now! THE TIME TO SELL IS NOW!
View 5001 LATROBE DRIVE Windermere, FL MLS# O6389183
$3,299,999
5

Beds

4.1

Baths

4,417

Sq.Ft.

5001 LATROBE DRIVE

Windermere, FL

View 5145 LATROBE DRIVE Windermere, FL MLS# O6382287
$3,299,000
4

Beds

4.1

Baths

4,512

Sq.Ft.

5145 LATROBE DRIVE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 4071 ISABELLA CIRCLE Windermere, FL MLS# O6413509
  • Recently Listed with Virtual Tour
1 of 100
$3,290,000
5

Beds

6.3

Baths

7,058

Sq.Ft.

4071 ISABELLA CIRCLE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 8340 LAKE BURDEN CIRCLE Windermere, FL MLS# O6406513
$3,250,000
6

Beds

5.2

Baths

6,848

Sq.Ft.

8340 LAKE BURDEN CIRCLE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
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 13448 BELLARIA CIRCLE Windermere, FL MLS# O6346484
$3,200,000
6

Beds

6.1

Baths

6,308

Sq.Ft.

13448 BELLARIA CIRCLE

Windermere, FL

Courtesy of KENNEDY REALTY GROUP LLC
View 5538 W LAKE BUTLER ROAD Windermere, FL MLS# O6376859
$3,195,000
6

Beds

5.1

Baths

6,000

Sq.Ft.

5538 W LAKE BUTLER ROAD

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 9940 GROSVENOR POINTE CIRCLE Windermere, FL MLS# O6380812
$3,195,000
5

Beds

5.2

Baths

5,071

Sq.Ft.

9940 GROSVENOR POINTE CIRCLE

Windermere, FL

Courtesy of DOUGLAS ELLIMAN
View 6130 GROSVENOR SHORE DRIVE Windermere, FL MLS# O6361099
$3,150,000
4

Beds

4.1

Baths

4,676

Sq.Ft.

6130 GROSVENOR SHORE DRIVE

Windermere, FL

Courtesy of DOUGLAS ELLIMAN
View 19 MAIN STREET Windermere, FL MLS# O6383837
$3,000,000
5

Beds

5.0

Baths

2,565

Sq.Ft.

19 MAIN STREET

Windermere, FL

Courtesy of GOLDEN GROUP REALTY LLC
View 9656 WEATHERSTONE COURT Windermere, FL MLS# O6414766
  • Recently Listed with Virtual Tour
1 of 67
$2,999,990
6

Beds

7.0

Baths

7,016

Sq.Ft.

9656 WEATHERSTONE COURT

Windermere, FL

View 5073 LATROBE DR Windermere, FL MLS# O6414325
  • Recently Listed
1 of 34
$2,999,000
4

Beds

4.2

Baths

4,706

Sq.Ft.

5073 LATROBE DR

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 2624 MIDSUMMER DRIVE Windermere, FL MLS# O6389201
$2,990,000
Studio

Beds

0.0

Baths

2624 MIDSUMMER DRIVE

Windermere, FL

Courtesy of LOKATION
View 4301 DOWN POINT LANE Windermere, FL MLS# O6398366
$2,950,000
5

Beds

4.0

Baths

7,153

Sq.Ft.

4301 DOWN POINT LANE

Windermere, FL

Courtesy of EXP REALTY LLC
View 4303 ISABELLA CIRCLE Windermere, FL MLS# O6409406
$2,899,000
7

Beds

4.2

Baths

5,122

Sq.Ft.

4303 ISABELLA CIRCLE

Windermere, FL

Courtesy of SERHANT
View 10870 BAYSHORE DRIVE Windermere, FL MLS# O6371471
$2,895,000
4

Beds

5.0

Baths

4,693

Sq.Ft.

10870 BAYSHORE DRIVE

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL 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

370

Estimated median home price

$1,172,500
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

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K1
$300K - 400K22
$400K - 500K31
$500K - 600K32
$600K - 700K29
$700K - 800K19
$800K - 900K20
$900K - 1M17
$1M - Max199

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family299
Townhouse47
Condo6
Commercial1
Rental100
Lots and Land17
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/18/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

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 6/18/2026.