345 total properties
Did you mean the neighborhood Windermere?
View 7435 RIPPLEPOINTE WAY Windermere, FL MLS# S5150741
$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 12623 PARK AVENUE Windermere, FL MLS# O6410693
  • Virtual Tour
1 of 87
$3,800,000
5

Beds

5.2

Baths

7,120

Sq.Ft.

12623 PARK AVENUE

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 5199 LATROBE DR Windermere, FL MLS# O6409961
  • Virtual Tour
1 of 64
$5,300,000
6

Beds

6.1

Baths

4,665

Sq.Ft.

5199 LATROBE DR

Windermere, FL

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

View 13730 CALERA ALLEY Windermere, FL MLS# O6410129
$465,000
4

Beds

2.1

Baths

2,091

Sq.Ft.

13730 CALERA ALLEY

Windermere, FL

View 11401 EVESHAM DRIVE Windermere, FL MLS# O6410182
$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
$519,000
4

Beds

2.1

Baths

2,221

Sq.Ft.

7867 BERKSHIRE OAK ALLEY

Windermere, FL

View 1700 LAKE ROBERTS COURT Windermere, FL MLS# O6410847
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1 of 47
OPEN HOUSE: Saturday 7/25 12:00 PM - 2:00 PM
$1,400,000
5

Beds

4.0

Baths

3,929

Sq.Ft.

1700 LAKE ROBERTS COURT

Windermere, FL

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 9527 QUEENSBURY COURT Windermere, FL MLS# O6408997
$1,499,900
5

Beds

4.2

Baths

5,378

Sq.Ft.

9527 QUEENSBURY COURT

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

View 11326 LEDGEMENT LANE Windermere, FL MLS# O6409714
$890,000
5

Beds

3.1

Baths

3,182

Sq.Ft.

11326 LEDGEMENT LANE

Windermere, FL

View 811 MAIN STREET Windermere, FL MLS# O6409463
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1 of 33
$649,999
2

Beds

1.1

Baths

1,398

Sq.Ft.

811 MAIN STREET

Windermere, FL

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 4806 ALEXANDRA GARDEN CT Windermere, FL MLS# O6408804
$4,200,000
5

Beds

5.2

Baths

5,695

Sq.Ft.

4806 ALEXANDRA GARDEN CT

Windermere, FL

View 14341 CREST PALM AVENUE Windermere, FL MLS# G5112469
$1,130,643
4

Beds

4.0

Baths

3,153

Sq.Ft.

14341 CREST PALM AVENUE

Windermere, FL

View 4948 WISE BIRD DRIVE Windermere, FL MLS# O6405511
$679,000
3

Beds

2.0

Baths

1,979

Sq.Ft.

4948 WISE BIRD DRIVE

Windermere, FL

View 1924 DOWN HOLLOW LANE Windermere, FL MLS# O6398100
$1,680,000
3

Beds

2.1

Baths

1,962

Sq.Ft.

1924 DOWN HOLLOW LANE

Windermere, FL

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

292

Estimated median home price

$1,072,500
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 - 300K3
$300K - 400K15
$400K - 500K30
$500K - 600K28
$600K - 700K24
$700K - 800K15
$800K - 900K14
$900K - 1M11
$1M - Max152

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family232
Townhouse37
Condo9
Commercial1
Rental87
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/22/2026)

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 7/23/2026.