284 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 8715 QUIET MEADOWS TRAIL Windermere, FL MLS# O6410762
  • Recently Listed with Virtual Tour
1 of 51
$840,000
4

Beds

3.1

Baths

3,388

Sq.Ft.

8715 QUIET MEADOWS TRAIL

Windermere, FL

Courtesy of OPENDOOR BROKERAGE LLC
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
OPEN HOUSE: Saturday 6/6 12:00 PM - 3:00 PM
$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
$539,000
4

Beds

2.1

Baths

2,221

Sq.Ft.

7867 BERKSHIRE OAK ALLEY

Windermere, FL

Courtesy of MULTI CHOICE REALTY LLC
View 14005 SPARKLING COVE LANE Windermere, FL MLS# O6409827
  • Recently Listed with Virtual Tour
1 of 56
$375,000
3

Beds

2.1

Baths

1,647

Sq.Ft.

14005 SPARKLING COVE LANE

Windermere, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 14442 DESERT HAVEN STREET 4305 Windermere, FL MLS# O6410152
  • Recently Listed with Virtual Tour
1 of 19
$359,900
3

Beds

2.1

Baths

1,534

Sq.Ft.

14442 DESERT HAVEN STREET 4305

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 8360 VIVARO ISLE WAY Windermere, FL MLS# S5150324
  • Virtual Tour
1 of 11
$690,000
4

Beds

3.0

Baths

2,224

Sq.Ft.

8360 VIVARO ISLE WAY

Windermere, FL

Courtesy of MD3 HOMES LLC
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 9527 QUEENSBURY COURT Windermere, FL MLS# O6408997
  • Recently Listed with Virtual Tour
1 of 78
$1,499,900
5

Beds

4.2

Baths

5,378

Sq.Ft.

9527 QUEENSBURY COURT

Windermere, FL

Courtesy of THE PROPERTY PROS REAL ESTATE, INC
View 8180 BOAT HOOK LOOP 109 Windermere, FL MLS# S5150297
  • Recently Listed with Virtual Tour
1 of 19
$299,500
2

Beds

2.0

Baths

1,161

Sq.Ft.

8180 BOAT HOOK LOOP 109

Windermere, FL

Courtesy of ROMAN'S PRO REALTY LLC
View 11326 LEDGEMENT LANE Windermere, FL MLS# O6409714
  • Recently Listed with Virtual Tour
1 of 63
$939,000
5

Beds

3.1

Baths

3,182

Sq.Ft.

11326 LEDGEMENT LANE

Windermere, FL

Courtesy of AAA GLOBAL VENTURES PA
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 5344 WATER CREEK DRIVE Windermere, FL MLS# O6408495
$1,685,000
5

Beds

4.0

Baths

3,924

Sq.Ft.

5344 WATER CREEK DRIVE

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 6528 HELMSLEY CIRCLE Windermere, FL MLS# O6408661
  • Virtual Tour
1 of 40
$325,000
2

Beds

2.1

Baths

1,411

Sq.Ft.

6528 HELMSLEY CIRCLE

Windermere, FL

Courtesy of NEW HEIGHTS REALTY GROUP

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

353

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

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 1
$300K - 400K 22
$400K - 500K 30
$500K - 600K 32
$600K - 700K 26
$700K - 800K 17
$800K - 900K 18
$900K - 1M 15
$1M - Max 192

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 288
Townhouse 43
Condo 7
Commercial 1
Rental 88
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 6/3/2026)

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.

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 6/4/2026.