68 total properties
Did you mean the neighborhood Windermere?
View 9319 WOODBREEZE BOULEVARD Windermere, FL MLS# O6384930
    1 of 41
    OPEN HOUSE: Saturday 7/25 12:00 PM - 2:00 PM
    $554,555
    4

    Beds

    2.0

    Baths

    1,798

    Sq.Ft.

    9319 WOODBREEZE BOULEVARD

    Windermere, FL

    Courtesy of CHARLES RUTENBERG REALTY ORLANDO
    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 13330 LONGACRE DRIVE Windermere, FL MLS# O6418405
    $550,000
    3

    Beds

    2.1

    Baths

    2,306

    Sq.Ft.

    13330 LONGACRE DRIVE

    Windermere, FL

    Courtesy of SUNSTAR REALTY FL INC
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 13424 HOPKINTON CT Windermere, FL MLS# O6419100
    $549,999
    4

    Beds

    3.0

    Baths

    2,190

    Sq.Ft.

    13424 HOPKINTON CT

    Windermere, FL

    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 6412 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6412095
    $535,000
    3

    Beds

    2.1

    Baths

    1,984

    Sq.Ft.

    6412 GOLDEN DEWDROP TRAIL

    Windermere, FL

    View 6673 DUNCASTER STREET Windermere, FL MLS# O6378820
    $530,000
    3

    Beds

    2.0

    Baths

    2,151

    Sq.Ft.

    6673 DUNCASTER STREET

    Windermere, FL

    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 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 13324 LONGACRE DRIVE Windermere, FL MLS# S5151263
    $510,000
    3

    Beds

    2.0

    Baths

    2,058

    Sq.Ft.

    13324 LONGACRE DRIVE

    Windermere, FL

    View 4718 BLUE MAJOR DRIVE Windermere, FL MLS# O6410820
    $500,000
    3

    Beds

    2.0

    Baths

    1,911

    Sq.Ft.

    4718 BLUE MAJOR DRIVE

    Windermere, FL

    View 8662 ABBOTSBURY DRIVE Windermere, FL MLS# O6416099
    $500,000
    3

    Beds

    2.0

    Baths

    1,877

    Sq.Ft.

    8662 ABBOTSBURY DRIVE

    Windermere, FL

    View 8272 BRYCE CANYON AVENUE Windermere, FL MLS# O6389547
    $499,000
    3

    Beds

    2.1

    Baths

    1,888

    Sq.Ft.

    8272 BRYCE CANYON AVENUE

    Windermere, FL

    View 11822 SILVERLAKE PARK DRIVE Windermere, FL MLS# O6409301
    $495,000
    3

    Beds

    2.1

    Baths

    1,829

    Sq.Ft.

    11822 SILVERLAKE PARK DRIVE

    Windermere, FL

    View 8266 BRYCE CANYON AVENUE Windermere, FL MLS# O6410344
    $484,500
    3

    Beds

    2.1

    Baths

    1,825

    Sq.Ft.

    8266 BRYCE CANYON AVENUE

    Windermere, FL

    View 10624 REAMS ROAD Windermere, FL MLS# O6338130
    • Virtual Tour
    1 of 61
    $475,000
    4

    Beds

    2.1

    Baths

    2,092

    Sq.Ft.

    10624 REAMS ROAD

    Windermere, FL

    Courtesy of CHARLES RUTENBERG REALTY ORLANDO
    View 11861 VERMILLION AVENUE Windermere, FL MLS# O6410430
    $475,000
    3

    Beds

    2.1

    Baths

    1,600

    Sq.Ft.

    11861 VERMILLION AVENUE

    Windermere, FL

    Courtesy of KARDOSH REALTY
    View 13845 BRIDGEWATER CROSSINGS BLVD Windermere, FL MLS# O6421552
    • Recently Listed with Virtual Tour
    1 of 26
    $474,900
    3

    Beds

    2.1

    Baths

    1,636

    Sq.Ft.

    13845 BRIDGEWATER CROSSINGS BLVD

    Windermere, FL

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

    Beds

    2.1

    Baths

    2,091

    Sq.Ft.

    13730 CALERA ALLEY

    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

    345

    Estimated median home price

    $1,075,000
    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 - 400K18
    $400K - 500K37
    $500K - 600K31
    $600K - 700K30
    $700K - 800K17
    $800K - 900K16
    $900K - 1M14
    $1M - Max179

    Homes for Sale by Type in Windermere, FL

    Property TypeCount
    Single Family275
    Townhouse43
    Condo10
    Commercial1
    Rental87
    Lots and Land16
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 7/23/2026)

    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.