195 total properties
Did you mean the neighborhood Windermere?
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 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 7137 BEEK STREET Windermere, FL MLS# O6398814
  • Virtual Tour
1 of 33
$550,000
3

Beds

2.0

Baths

1,910

Sq.Ft.

7137 BEEK STREET

Windermere, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1661 ROBERTS LANDING ROAD Windermere, FL MLS# O6407725
  • Recently Listed with Virtual Tour
1 of 16
$549,900
Studio

Beds

0.0

Baths

1661 ROBERTS LANDING ROAD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 11486 MISTY OAK ALLEY Windermere, FL MLS# S5148331
$549,000
3

Beds

2.1

Baths

1,950

Sq.Ft.

11486 MISTY OAK ALLEY

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 6673 DUNCASTER STREET Windermere, FL MLS# O6378820
$539,000
3

Beds

2.0

Baths

2,151

Sq.Ft.

6673 DUNCASTER STREET

Windermere, FL

Courtesy of MY REALTY GROUP, LLC.
View 12863 HOLDENBURY LANE Windermere, FL MLS# O6393781
$539,000
3

Beds

2.0

Baths

2,148

Sq.Ft.

12863 HOLDENBURY LANE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 7867 BERKSHIRE OAK ALLEY Windermere, FL MLS# S5149947
  • Recently Listed with Virtual Tour
1 of 39
$539,000
4

Beds

2.1

Baths

2,221

Sq.Ft.

7867 BERKSHIRE OAK ALLEY

Windermere, FL

Courtesy of MULTI CHOICE REALTY LLC
View 12761 HOLDENBURY LANE Windermere, FL MLS# O6392337
$529,900
4

Beds

2.0

Baths

2,380

Sq.Ft.

12761 HOLDENBURY LANE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 6820 THORNHILL CIRCLE Windermere, FL MLS# V4948591
    1 of 14
    OPEN HOUSE: Sunday 5/31 12:00 PM - 4:00 PM
    $520,000
    3

    Beds

    2.1

    Baths

    1,725

    Sq.Ft.

    6820 THORNHILL CIRCLE

    Windermere, FL

    Courtesy of LIFESTYLE INTERNATIONAL REALTY
    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 5225 LEMON TWIST LANE Windermere, FL MLS# O6406747
    $499,900
    3

    Beds

    2.0

    Baths

    1,700

    Sq.Ft.

    5225 LEMON TWIST LANE

    Windermere, FL

    Courtesy of KELLER WILLIAMS WINTER PARK
    View 8648 POWDER RIDGE TRAIL Windermere, FL MLS# O6373065
    $499,000
    3

    Beds

    2.1

    Baths

    1,876

    Sq.Ft.

    8648 POWDER RIDGE TRAIL

    Windermere, FL

    Courtesy of NOVA REAL ESTATE SERVICES INC
    View 13755 BRAVANTE ALLEY Windermere, FL MLS# O6389321
    $489,999
    3

    Beds

    2.1

    Baths

    1,996

    Sq.Ft.

    13755 BRAVANTE ALLEY

    Windermere, FL

    Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
    View 10624 REAMS ROAD Windermere, FL MLS# O6338130
    • Virtual Tour
    1 of 61
    $487,000
    4

    Beds

    2.1

    Baths

    2,092

    Sq.Ft.

    10624 REAMS ROAD

    Windermere, FL

    Courtesy of CHARLES RUTENBERG REALTY ORLANDO
    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 12305 VIA DERNA PLACE Windermere, FL MLS# O6374964
    $465,000
    3

    Beds

    3.0

    Baths

    1,891

    Sq.Ft.

    12305 VIA DERNA PLACE

    Windermere, FL

    Courtesy of WEMERT GROUP REALTY LLC
    View 12353 VIA DERNA PLACE Windermere, FL MLS# O6392401
    $465,000
    3

    Beds

    2.1

    Baths

    1,974

    Sq.Ft.

    12353 VIA DERNA PLACE

    Windermere, FL

    Courtesy of AUTHENTIC REAL ESTATE TEAM
    View 13730 CALERA ALLEY Windermere, FL MLS# O6410129
    • Recently Listed with Virtual Tour
    1 of 58
    $465,000
    4

    Beds

    2.1

    Baths

    2,091

    Sq.Ft.

    13730 CALERA ALLEY

    Windermere, FL

    Courtesy of EXP REALTY LLC
    View 7327 MILLSTONE STREET Windermere, FL MLS# O6397203
    $459,000
    3

    Beds

    2.1

    Baths

    1,531

    Sq.Ft.

    7327 MILLSTONE STREET

    Windermere, FL

    Courtesy of COMPASS FLORIDA LLC

    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

    335

    Estimated median home price

    $1,196,000
    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 - 300K1
    $300K - 400K18
    $400K - 500K25
    $500K - 600K31
    $600K - 700K20
    $700K - 800K21
    $800K - 900K18
    $900K - 1M16
    $1M - Max185

    Homes for Sale by Type in Windermere, FL

    Property TypeCount
    Single Family279
    Townhouse37
    Condo6
    Commercial1
    Rental94
    Lots and Land12
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 5/25/2026)

    Information deemed reliable but not guaranteed.

    The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

    The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

    Data is updated as of 5/25/2026.

    The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

    The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties 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 5/25/2026.