56 total properties
Did you mean the neighborhood Windermere?
View 6638 BRIDGEWATER VILLAGE ROAD Windermere, FL MLS# O6374429
$664,900
4

Beds

2.1

Baths

2,908

Sq.Ft.

6638 BRIDGEWATER VILLAGE ROAD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 7451 FAIRGROVE AVENUE Windermere, FL MLS# O6375170
$580,000
3

Beds

2.0

Baths

2,092

Sq.Ft.

7451 FAIRGROVE AVENUE

Windermere, FL

Courtesy of TALENT REALTY SOLUTIONS
View 7885 BERKSHIRE OAK ALLEY Windermere, FL MLS# O6374875
$579,000
4

Beds

2.1

Baths

2,214

Sq.Ft.

7885 BERKSHIRE OAK ALLEY

Windermere, FL

Courtesy of U S GLORY REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 6841 HELMSLEY CIRCLE Windermere, FL MLS# O6372635
$625,000
4

Beds

3.0

Baths

2,371

Sq.Ft.

6841 HELMSLEY CIRCLE

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 11578 ASHLIN PARK BOULEVARD Windermere, FL MLS# O6373714
  • Virtual Tour
1 of 58
OPEN HOUSE: Sunday 3/8 12:00 PM - 3:00 PM
$634,900
5

Beds

3.1

Baths

2,396

Sq.Ft.

11578 ASHLIN PARK BOULEVARD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 9426 PALM TREE DRIVE Windermere, FL MLS# O6373158
$650,000
4

Beds

2.0

Baths

2,063

Sq.Ft.

9426 PALM TREE DRIVE

Windermere, FL

Courtesy of IRON VALLEY REAL ESTATE CENTRAL FLORIDA
View 8632 ABBOTSBURY DRIVE Windermere, FL MLS# O6374937
$614,999
4

Beds

3.1

Baths

2,720

Sq.Ft.

8632 ABBOTSBURY DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 11675 SNAIL KITE WAY Windermere, FL MLS# O6373317
$596,400
3

Beds

2.1

Baths

2,139

Sq.Ft.

11675 SNAIL KITE WAY

Windermere, FL

Courtesy of ORLANDO PROPERTY ADVISORS
View 13232 LONGACRE DRIVE Windermere, FL MLS# O6372809
$710,000
5

Beds

3.0

Baths

2,511

Sq.Ft.

13232 LONGACRE DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 6718 ROMNEY LANE Windermere, FL MLS# O6371234
  • Virtual Tour
1 of 56
$550,000
4

Beds

2.1

Baths

2,460

Sq.Ft.

6718 ROMNEY LANE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 13339 ROSKIN LANE Windermere, FL MLS# S5141148
  • Virtual Tour
1 of 54
$680,000
4

Beds

2.1

Baths

2,947

Sq.Ft.

13339 ROSKIN LANE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 6442 GOLDEN DEWDROP TRAIL Windermere, FL MLS# G5106279
$585,000
3

Beds

2.1

Baths

2,139

Sq.Ft.

6442 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of EMPIRE NETWORK REALTY
View 8225 BRYCE CANYON AVENUE Windermere, FL MLS# O6371960
$560,000
4

Beds

2.1

Baths

1,840

Sq.Ft.

8225 BRYCE CANYON AVENUE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 13312 LONGACRE DRIVE Windermere, FL MLS# S5141031
$544,000
3

Beds

2.0

Baths

2,058

Sq.Ft.

13312 LONGACRE DRIVE

Windermere, FL

Courtesy of LA ROSA REALTY INTERNACIONAL L
View 6957 NORTHWICH DRIVE Windermere, FL MLS# A4676454
$585,000
4

Beds

3.1

Baths

2,667

Sq.Ft.

6957 NORTHWICH DRIVE

Windermere, FL

Courtesy of FLATFEE.COM
View 6799 HELMSLEY CIRCLE Windermere, FL MLS# O6361417
$670,000
4

Beds

3.1

Baths

2,615

Sq.Ft.

6799 HELMSLEY CIRCLE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 1369 GLENWICK DRIVE Windermere, FL MLS# O6359212
$657,000
4

Beds

3.0

Baths

2,400

Sq.Ft.

1369 GLENWICK DRIVE

Windermere, FL

Courtesy of FL SUNSHINE STATE REALTY
View 11438 ARBORSIDE BEND WAY Windermere, FL MLS# S5137869
$635,000
4

Beds

2.0

Baths

2,019

Sq.Ft.

11438 ARBORSIDE BEND WAY

Windermere, FL

Courtesy of SERHANT
View 6626 BRIDGEWATER VILLAGE ROAD Windermere, FL MLS# O6349184
$600,000
3

Beds

3.1

Baths

2,720

Sq.Ft.

6626 BRIDGEWATER VILLAGE ROAD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 8533 GREENBANK BOULEVARD Windermere, FL MLS# O6354672
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1 of 22
OPEN HOUSE: Saturday 3/7 1:00 PM - 4:00 PM
$565,000
4

Beds

3.1

Baths

2,551

Sq.Ft.

8533 GREENBANK BOULEVARD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI

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

308

Estimated median home price

$1,014,995
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 - 100K1
$100K - 200K0
$200K - 300K0
$300K - 400K19
$400K - 500K22
$500K - 600K29
$600K - 700K24
$700K - 800K25
$800K - 900K21
$900K - 1M13
$1M - Max154

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family253
Townhouse35
Condo5
Commercial1
Rental106
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 3/6/2026)

Information deemed reliable but not guaranteed.

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 3/6/2026.