367 total properties
Did you mean the neighborhood Windermere?
View 11524 CLAYMONT CIRCLE Windermere, FL MLS# O6410754
  • Recently Listed with Virtual Tour
1 of 48
$1,288,999
5

Beds

4.0

Baths

3,358

Sq.Ft.

11524 CLAYMONT CIRCLE

Windermere, FL

Courtesy of ALIGN REAL ESTATE LLC
View 12555 CRUXBURY DRIVE Windermere, FL MLS# O6410796
  • Recently Listed with Virtual Tour
1 of 41
$350,000
2

Beds

2.1

Baths

1,211

Sq.Ft.

12555 CRUXBURY DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 1407 HEMPEL AVENUE Windermere, FL MLS# O6410840
  • Recently Listed with Virtual Tour
1 of 52
$1,090,000
4

Beds

3.0

Baths

2,842

Sq.Ft.

1407 HEMPEL AVENUE

Windermere, FL

Courtesy of MY REALTY GROUP, LLC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 7435 RIPPLEPOINTE WAY Windermere, FL MLS# S5150741
  • Recently Listed with Virtual Tour
1 of 66
$425,000
3

Beds

2.1

Baths

1,700

Sq.Ft.

7435 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of LPT REALTY, LLC
View 8715 QUIET MEADOWS TRAIL Windermere, FL MLS# O6410762
  • Recently Listed with Virtual Tour
1 of 51
$825,000
4

Beds

3.1

Baths

3,388

Sq.Ft.

8715 QUIET MEADOWS TRAIL

Windermere, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 12623 PARK AVENUE Windermere, FL MLS# O6410693
  • Recently Listed with Virtual Tour
1 of 87
$3,800,000
5

Beds

5.2

Baths

7,120

Sq.Ft.

12623 PARK AVENUE

Windermere, FL

Courtesy of ELEVATE REAL ESTATE BROKERS
View 5199 LATROBE DR Windermere, FL MLS# O6409961
  • Recently Listed with Virtual Tour
1 of 64
$5,300,000
6

Beds

6.1

Baths

4,665

Sq.Ft.

5199 LATROBE DR

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 9317 GLADYS GARDEN COURT Windermere, FL MLS# O6410843
$7,999,000
6

Beds

6.3

Baths

8,038

Sq.Ft.

9317 GLADYS GARDEN COURT

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 13730 CALERA ALLEY Windermere, FL MLS# O6410129
  • Recently Listed with Virtual Tour
1 of 58
$465,000
4

Beds

2.1

Baths

2,091

Sq.Ft.

13730 CALERA ALLEY

Windermere, FL

Courtesy of EXP REALTY LLC
View 11401 EVESHAM DRIVE Windermere, FL MLS# O6410182
  • Recently Listed with Virtual Tour
1 of 47
$435,000
3

Beds

2.1

Baths

1,847

Sq.Ft.

11401 EVESHAM DRIVE

Windermere, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 2230 RIDGEWIND WAY Windermere, FL MLS# O6410264
  • Recently Listed
1 of 38
$1,349,000
5

Beds

4.0

Baths

3,064

Sq.Ft.

2230 RIDGEWIND WAY

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 7867 BERKSHIRE OAK ALLEY Windermere, FL MLS# S5149947
  • Recently Listed with Virtual Tour
1 of 39
OPEN HOUSE: Saturday 6/13 12:00 PM - 4:00 PM
$539,000
4

Beds

2.1

Baths

2,221

Sq.Ft.

7867 BERKSHIRE OAK ALLEY

Windermere, FL

Courtesy of MULTI CHOICE REALTY LLC
View 1700 LAKE ROBERTS COURT Windermere, FL MLS# O6410847
  • Recently Listed with Virtual Tour
1 of 45
$1,450,000
5

Beds

4.0

Baths

3,929

Sq.Ft.

1700 LAKE ROBERTS COURT

Windermere, FL

Courtesy of CREEGAN GROUP
View 10532 PARK RIDGE GOTHA ROAD Windermere, FL MLS# O6409569
  • Recently Listed with Virtual Tour
1 of 6
$2,400,000
Studio

Beds

0.0

Baths

10532 PARK RIDGE GOTHA ROAD

Windermere, FL

Courtesy of DAVID WEAVER, REALTOR
View 10520 PARK RIDGE GOTHA ROAD Windermere, FL MLS# O6409659
  • Recently Listed with Virtual Tour
1 of 4
$2,400,000
4

Beds

3.1

Baths

3,101

Sq.Ft.

10520 PARK RIDGE GOTHA ROAD

Windermere, FL

Courtesy of DAVID WEAVER, REALTOR
View 811 MAIN STREET Windermere, FL MLS# O6409463
  • Recently Listed with Virtual Tour
1 of 33
$649,999
2

Beds

1.1

Baths

1,398

Sq.Ft.

811 MAIN STREET

Windermere, FL

Courtesy of CAMERON REALTY GROUP LLC
View 4303 ISABELLA CIRCLE Windermere, FL MLS# O6409406
  • Recently Listed with Virtual Tour
1 of 100
$2,899,000
7

Beds

4.2

Baths

5,122

Sq.Ft.

4303 ISABELLA CIRCLE

Windermere, FL

Courtesy of SERHANT
View 7330 BRIGHTLAND STREET Windermere, FL MLS# O6397124
  • Recently Listed with Virtual Tour
1 of 44
$465,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

7330 BRIGHTLAND STREET

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 1118 ESTANCIA WOODS LOOP Windermere, FL MLS# O6390567
  • Recently Listed with Virtual Tour
1 of 38
$2,200,000
5

Beds

5.0

Baths

4,230

Sq.Ft.

1118 ESTANCIA WOODS LOOP

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 6390 SOUTHBRIDGE STREET Windermere, FL MLS# O6385153
  • Recently Listed with Virtual Tour
1 of 34
$395,000
4

Beds

2.1

Baths

1,632

Sq.Ft.

6390 SOUTHBRIDGE STREET

Windermere, FL

Courtesy of WEMERT GROUP 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

367

Estimated median home price

$1,175,000
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

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K1
$300K - 400K21
$400K - 500K30
$500K - 600K32
$600K - 700K30
$700K - 800K18
$800K - 900K19
$900K - 1M16
$1M - Max200

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family301
Townhouse44
Condo6
Commercial1
Rental103
Lots and Land15
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/12/2026)

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 6/12/2026.