205 total properties
Did you mean the neighborhood Windermere?
View 13450 SUNKISS LOOP Windermere, FL MLS# O6407409
$569,900
5

Beds

2.1

Baths

2,272

Sq.Ft.

13450 SUNKISS LOOP

Windermere, FL

View 2002 WATER KEY DRIVE Windermere, FL MLS# O6408915
  • Virtual Tour
1 of 60
$1,299,000
5

Beds

5.0

Baths

3,695

Sq.Ft.

2002 WATER KEY DRIVE

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 10984 PARK RIDGE GOTHA ROAD Windermere, FL MLS# TB8512612
$1,200,000
Studio

Beds

0.0

Baths

10984 PARK RIDGE GOTHA ROAD

Windermere, FL

Courtesy of HOME SOLD REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11951 VERMILLION AVENUE Windermere, FL MLS# O6411413
$459,000
3

Beds

2.1

Baths

1,539

Sq.Ft.

11951 VERMILLION AVENUE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 12633 HADDON DRIVE Windermere, FL MLS# O6411199
  • Virtual Tour
1 of 53
$650,000
5

Beds

3.1

Baths

3,000

Sq.Ft.

12633 HADDON DRIVE

Windermere, FL

View 11524 CLAYMONT CIRCLE Windermere, FL MLS# O6410754
  • 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
  • Virtual Tour
1 of 41
$350,000
2

Beds

2.1

Baths

1,211

Sq.Ft.

12555 CRUXBURY DRIVE

Windermere, FL

View 1407 HEMPEL AVENUE Windermere, FL MLS# O6410840
  • Virtual Tour
1 of 100
$1,090,000
4

Beds

3.0

Baths

2,842

Sq.Ft.

1407 HEMPEL AVENUE

Windermere, FL

View 7435 RIPPLEPOINTE WAY Windermere, FL MLS# S5150741
  • Virtual Tour
1 of 66
$424,000
3

Beds

2.1

Baths

1,700

Sq.Ft.

7435 RIPPLEPOINTE WAY

Windermere, FL

View 8715 QUIET MEADOWS TRAIL Windermere, FL MLS# O6410762
$825,000
4

Beds

3.1

Baths

3,388

Sq.Ft.

8715 QUIET MEADOWS TRAIL

Windermere, FL

View 13730 CALERA ALLEY Windermere, FL MLS# O6410129
  • Virtual Tour
1 of 58
$465,000
4

Beds

2.1

Baths

2,091

Sq.Ft.

13730 CALERA ALLEY

Windermere, FL

View 9376 WOODBREEZE BOULEVARD Windermere, FL MLS# O6411270
$675,000
4

Beds

2.1

Baths

2,026

Sq.Ft.

9376 WOODBREEZE BOULEVARD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 11401 EVESHAM DRIVE Windermere, FL MLS# O6410182
  • Virtual Tour
1 of 47
$425,000
3

Beds

2.1

Baths

1,847

Sq.Ft.

11401 EVESHAM DRIVE

Windermere, FL

View 2230 RIDGEWIND WAY Windermere, FL MLS# O6410264
$1,259,000
5

Beds

4.0

Baths

3,064

Sq.Ft.

2230 RIDGEWIND WAY

Windermere, FL

View 7867 BERKSHIRE OAK ALLEY Windermere, FL MLS# S5149947
$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
$370,000
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
$359,900
3

Beds

2.1

Baths

1,534

Sq.Ft.

14442 DESERT HAVEN STREET 4305

Windermere, FL

View 8180 BOAT HOOK LOOP 109 Windermere, FL MLS# S5150297
$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
  • Virtual Tour
1 of 63
$899,999
5

Beds

3.1

Baths

3,182

Sq.Ft.

11326 LEDGEMENT LANE

Windermere, FL

View 811 MAIN STREET Windermere, FL MLS# O6409463
  • 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

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

347

Estimated median home price

$1,080,000
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 3
$300K - 400K 19
$400K - 500K 36
$500K - 600K 31
$600K - 700K 29
$700K - 800K 18
$800K - 900K 19
$900K - 1M 14
$1M - Max 178

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 273
Townhouse 46
Condo 9
Commercial 1
Rental 87
Lots and Land 18
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 7/7/2026)

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

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 7/8/2026.