46 total properties
Did you mean the neighborhood Windermere?
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 1661 ROBERTS LANDING ROAD Windermere, FL MLS# O6407725
$549,900
Studio

Beds

0.0

Baths

1661 ROBERTS LANDING ROAD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 9072 WOODBREEZE BOULEVARD Windermere, FL MLS# O6403789
$549,900
3

Beds

2.0

Baths

1,721

Sq.Ft.

9072 WOODBREEZE BOULEVARD

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 6820 THORNHILL CIRCLE Windermere, FL MLS# V4948591
$520,000
3

Beds

2.1

Baths

1,725

Sq.Ft.

6820 THORNHILL CIRCLE

Windermere, FL

View 9011 CHAPMAN OAK COURT Windermere, FL MLS# S5148031
  • Adult Community with Virtual Tour
1 of 30
$599,000
4

Beds

2.0

Baths

2,050

Sq.Ft.

9011 CHAPMAN OAK COURT

Windermere, FL

View 4627 BLUE MAJOR DRIVE Windermere, FL MLS# O6397778
$565,000
4

Beds

3.0

Baths

2,411

Sq.Ft.

4627 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 7327 MILLSTONE STREET Windermere, FL MLS# O6397203
    1 of 22
    OPEN HOUSE: Saturday 7/11 12:00 PM - 2:00 PM
    $459,000
    3

    Beds

    2.1

    Baths

    1,531

    Sq.Ft.

    7327 MILLSTONE STREET

    Windermere, FL

    Courtesy of COMPASS FLORIDA LLC
    View 14217 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6396155
    $600,000
    4

    Beds

    3.0

    Baths

    2,419

    Sq.Ft.

    14217 BRIDGEWATER CROSSINGS BOULEVARD

    Windermere, FL

    Courtesy of Lake Mary - WEICHERT, REALTORS® - Hallmark Properties
    View 13411 LEMON ORCHARD BEND Windermere, FL MLS# TB8493546
    • New Construction with Virtual Tour
    1 of 20
    $561,738
    3

    Beds

    2.1

    Baths

    1,649

    Sq.Ft.

    13411 LEMON ORCHARD BEND

    Windermere, FL

    View 7330 BRIGHTLAND STREET Windermere, FL MLS# O6397124
    $459,000
    3

    Beds

    2.1

    Baths

    1,881

    Sq.Ft.

    7330 BRIGHTLAND STREET

    Windermere, FL

    View 12353 VIA DERNA PLACE Windermere, FL MLS# O6392401
    $460,000
    3

    Beds

    2.1

    Baths

    1,974

    Sq.Ft.

    12353 VIA DERNA PLACE

    Windermere, FL

    Courtesy of AUTHENTIC REAL ESTATE TEAM
    View 6552 HELMSLEY CIRCLE Windermere, FL MLS# O6392752
    $469,000
    4

    Beds

    3.0

    Baths

    1,980

    Sq.Ft.

    6552 HELMSLEY CIRCLE

    Windermere, FL

    Courtesy of THE REAL ESTATE COLLECTION LLC
    View 13755 BRAVANTE ALLEY Windermere, FL MLS# O6389321
    $465,000
    3

    Beds

    2.1

    Baths

    1,996

    Sq.Ft.

    13755 BRAVANTE ALLEY

    Windermere, FL

    View 8272 BRYCE CANYON AVENUE Windermere, FL MLS# O6389547
    $509,000
    3

    Beds

    2.1

    Baths

    1,888

    Sq.Ft.

    8272 BRYCE CANYON AVENUE

    Windermere, FL

    Courtesy of ON ME REALTY
    View 5849 SOTER LANE Windermere, FL MLS# O6388590
    • Virtual Tour
    1 of 31
    $445,900
    3

    Beds

    2.1

    Baths

    2,001

    Sq.Ft.

    5849 SOTER LANE

    Windermere, FL

    View 13118 SUNKISS LOOP Windermere, FL MLS# O6385211
    $560,000
    4

    Beds

    2.1

    Baths

    2,547

    Sq.Ft.

    13118 SUNKISS LOOP

    Windermere, FL

    View 6871 HELMSLEY CIRCLE Windermere, FL MLS# O6387593
    $554,000
    3

    Beds

    2.0

    Baths

    1,772

    Sq.Ft.

    6871 HELMSLEY CIRCLE

    Windermere, FL

    Courtesy of SOUTH KEY REALTY LLC
    View 9319 WOODBREEZE BOULEVARD Windermere, FL MLS# O6384930
    $554,555
    4

    Beds

    2.0

    Baths

    1,798

    Sq.Ft.

    9319 WOODBREEZE BOULEVARD

    Windermere, FL

    Courtesy of CHARLES RUTENBERG REALTY ORLANDO
    View 6673 DUNCASTER STREET Windermere, FL MLS# O6378820
    $530,000
    3

    Beds

    2.0

    Baths

    2,151

    Sq.Ft.

    6673 DUNCASTER STREET

    Windermere, FL

    Courtesy of MY REALTY GROUP, LLC.
    View 8650 ABBOTSBURY DRIVE Windermere, FL MLS# O6376488
    $575,000
    4

    Beds

    3.1

    Baths

    2,628

    Sq.Ft.

    8650 ABBOTSBURY DRIVE

    Windermere, FL

    Courtesy of THE AGENCY 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

    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

    PriceCount
    $0 - 100K0
    $100K - 200K0
    $200K - 300K3
    $300K - 400K19
    $400K - 500K36
    $500K - 600K31
    $600K - 700K29
    $700K - 800K18
    $800K - 900K19
    $900K - 1M14
    $1M - Max178

    Homes for Sale by Type in Windermere, FL

    Property TypeCount
    Single Family273
    Townhouse46
    Condo9
    Commercial1
    Rental87
    Lots and Land18
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 7/7/2026)

    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 7/7/2026.