82 total properties
Did you mean the neighborhood Windermere?
View 7222 STILL POND LANE Windermere, FL MLS# O6426722
$600,000
3

Beds

2.0

Baths

2,066

Sq.Ft.

7222 STILL POND LANE

Windermere, FL

Courtesy of ATRIUM REALTY, LLC
View 1516 HEMPEL AVENUE Windermere, FL MLS# O6342593
$595,000
0.0

Baths

1516 HEMPEL AVENUE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 9011 CHAPMAN OAK COURT Windermere, FL MLS# S5148031
  • Adult Community with Virtual Tour
1 of 30
$584,900
4

Beds

2.0

Baths

2,050

Sq.Ft.

9011 CHAPMAN OAK COURT

Windermere, FL

Courtesy of TOWNE CENTER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 13231 ROXBORO ROAD Windermere, FL MLS# O6427997
$579,000
3

Beds

2.0

Baths

1,706

Sq.Ft.

13231 ROXBORO ROAD

Windermere, FL

View 9802 6TH STREET Windermere, FL MLS# O6349678
$575,000
0.0

Baths

9802 6TH STREET

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 6828 HELMSLEY CIRCLE Windermere, FL MLS# O6435655
$575,000
4

Beds

3.0

Baths

2,064

Sq.Ft.

6828 HELMSLEY CIRCLE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 7271 LONDALE BOULEVARD Windermere, FL MLS# O6445539
  • Recently Listed with Virtual Tour
1 of 47
$565,000
3

Beds

2.0

Baths

1,855

Sq.Ft.

7271 LONDALE BOULEVARD

Windermere, FL

Courtesy of OPENDOOR BROKERAGE LLC
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 11543 CHARNOCK DRIVE Windermere, FL MLS# S5158277
  • Recently Listed with Virtual Tour
1 of 25
$560,000
4

Beds

2.1

Baths

2,214

Sq.Ft.

11543 CHARNOCK DRIVE

Windermere, FL

Courtesy of PM ELITE REALTY LLC
View 13321 LUSH LIME ALLEY Windermere, FL MLS# TB8542700
  • New Construction with Virtual Tour
1 of 21
$556,256
3

Beds

2.1

Baths

1,649

Sq.Ft.

13321 LUSH LIME ALLEY

Windermere, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 13219 CHARFIELD STREET Windermere, FL MLS# O6420991
$555,000
3

Beds

2.0

Baths

1,706

Sq.Ft.

13219 CHARFIELD STREET

Windermere, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 13137 PENSHURST LANE Windermere, FL MLS# O6421270
$550,000
3

Beds

2.0

Baths

1,948

Sq.Ft.

13137 PENSHURST LANE

Windermere, FL

View 9021 VIA DI CANTI Windermere, FL MLS# O6437659
  • Virtual Tour
1 of 33
$550,000
5

Beds

3.1

Baths

2,268

Sq.Ft.

9021 VIA DI CANTI

Windermere, FL

View 13317 LUSH LIME ALLEY Windermere, FL MLS# TB8551016
  • Recently Listed with Virtual Tour
1 of 20
$549,990
3

Beds

2.1

Baths

1,699

Sq.Ft.

13317 LUSH LIME ALLEY

Windermere, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 1661 ROBERTS LANDING ROAD Windermere, FL MLS# O6407725
$549,900
0.0

Baths

1661 ROBERTS LANDING ROAD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 4627 BLUE MAJOR DRIVE Windermere, FL MLS# O6397778
$549,000
4

Beds

3.0

Baths

2,411

Sq.Ft.

4627 BLUE MAJOR DRIVE

Windermere, FL

View 9433 PALM TREE DRIVE Windermere, FL MLS# O6423262
$539,900
3

Beds

2.0

Baths

1,819

Sq.Ft.

9433 PALM TREE DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 13738 EDEN ISLE BOULEVARD Windermere, FL MLS# S5158063
  • Recently Listed with Virtual Tour
1 of 47
$530,000
4

Beds

2.0

Baths

2,020

Sq.Ft.

13738 EDEN ISLE BOULEVARD

Windermere, FL

Courtesy of THE PROPERTY FIRM
View 8630 POWDER RIDGE TRAIL Windermere, FL MLS# C7529514
$528,000
3

Beds

2.1

Baths

1,853

Sq.Ft.

8630 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of SUNCOAST CHOICE REALTY
View 6679 DUNCASTER STREET Windermere, FL MLS# A4702367
$525,000
3

Beds

2.0

Baths

1,926

Sq.Ft.

6679 DUNCASTER STREET

Windermere, FL

Courtesy of FLATFEE.COM

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

310

Estimated median home price

$999,500
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 - 200K1
$200K - 300K3
$300K - 400K27
$400K - 500K26
$500K - 600K25
$600K - 700K31
$700K - 800K20
$800K - 900K9
$900K - 1M14
$1M - Max154

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family237
Townhouse42
Condo10
Commercial1
Rental88
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 10/5/2026)

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 10/6/2026.