95 total properties
Did you mean the neighborhood Windermere?
View 825 OAKDALE STREET Windermere, FL MLS# O6364501
  • Recently Listed with Virtual Tour
1 of 50
$750,000
3

Beds

2.0

Baths

1,664

Sq.Ft.

825 OAKDALE STREET

Windermere, FL

Courtesy of EXP REALTY LLC
View 13907 ANCILLA BOULEVARD Windermere, FL MLS# O6365074
  • Recently Listed with Virtual Tour
1 of 77
$360,000
2

Beds

2.0

Baths

1,155

Sq.Ft.

13907 ANCILLA BOULEVARD

Windermere, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 11562 AMIDSHIP LANE #207 Windermere, FL MLS# O6365492
  • Recently Listed with Virtual Tour
1 of 25
$319,900
3

Beds

2.0

Baths

1,455

Sq.Ft.

11562 AMIDSHIP LANE #207

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
The time to sell is now! THE TIME TO SELL IS NOW!
View 8638 BROOKVALE DRIVE Windermere, FL MLS# O6360958
  • Recently Listed
1 of 4
$395,000
3

Beds

2.1

Baths

1,520

Sq.Ft.

8638 BROOKVALE DRIVE

Windermere, FL

Courtesy of AK GLOBAL REALTY LLC
View 13808 ANCILLA BOULEVARD Windermere, FL MLS# S5139822
$414,999
3

Beds

2.1

Baths

1,461

Sq.Ft.

13808 ANCILLA BOULEVARD

Windermere, FL

Courtesy of MY REALTY GROUP, LLC.
View 11322 RAPALLO LANE Windermere, FL MLS# O6315831
$550,000
4

Beds

2.0

Baths

2,159

Sq.Ft.

11322 RAPALLO LANE

Windermere, FL

Courtesy of REDFIN CORPORATION
View 13833 ANCILLA BOULEVARD Windermere, FL MLS# O6364332
$355,000
2

Beds

2.0

Baths

1,155

Sq.Ft.

13833 ANCILLA BOULEVARD

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 12661 CALDERDALE AVENUE Windermere, FL MLS# O6364859
$495,000
3

Beds

2.0

Baths

1,696

Sq.Ft.

12661 CALDERDALE AVENUE

Windermere, FL

Courtesy of THE AGENCY ORLANDO
View 12307 LANGSTAFF DRIVE Windermere, FL MLS# O6364588
$369,999
3

Beds

2.1

Baths

1,520

Sq.Ft.

12307 LANGSTAFF DRIVE

Windermere, FL

Courtesy of HOGAN REALTY GROUP INC
View 13927 BLUEBIRD POND ROAD Windermere, FL MLS# O6363255
  • Recently Listed with Virtual Tour
1 of 38
$535,000
4

Beds

3.0

Baths

2,345

Sq.Ft.

13927 BLUEBIRD POND ROAD

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 7028 VENTNOR DRIVE Windermere, FL MLS# O6363663
  • Recently Listed with Virtual Tour
1 of 32
$515,000
4

Beds

3.0

Baths

1,980

Sq.Ft.

7028 VENTNOR DRIVE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 7349 ELLA LANE Windermere, FL MLS# O6304618
  • Virtual Tour
1 of 11
$549,900
4

Beds

3.1

Baths

2,461

Sq.Ft.

7349 ELLA LANE

Windermere, FL

Courtesy of CASTLE REALTY PROFESSIONAL GROUP LLC
View 7625 SUTHERTON LANE Windermere, FL MLS# O6363486
  • Recently Listed
1 of 33
$439,000
3

Beds

2.1

Baths

1,505

Sq.Ft.

7625 SUTHERTON LANE

Windermere, FL

Courtesy of SOLD BY SIX REALTY, LLC
View 12333 VIA DERNA PLACE Windermere, FL MLS# O6362685
  • Recently Listed with Virtual Tour
1 of 57
$459,000
3

Beds

2.1

Baths

1,919

Sq.Ft.

12333 VIA DERNA PLACE

Windermere, FL

Courtesy of YELLOW ROCK REALTY CORP
View 8726 GREENBANK BOULEVARD Windermere, FL MLS# O6362458
$500,000
3

Beds

2.0

Baths

1,745

Sq.Ft.

8726 GREENBANK BOULEVARD

Windermere, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 12142 CANYON SUN TRAIL Windermere, FL MLS# S5138705
    1 of 27
    OPEN HOUSE: Sunday 12/14 11:00 AM - 2:00 PM
    $520,000
    3

    Beds

    2.1

    Baths

    2,032

    Sq.Ft.

    12142 CANYON SUN TRAIL

    Windermere, FL

    Courtesy of SIX STAR REALTY GROUP LLC
    View 4818 BREEZY PALMS COURT Windermere, FL MLS# O6360779
    $535,000
    3

    Beds

    2.0

    Baths

    1,492

    Sq.Ft.

    4818 BREEZY PALMS COURT

    Windermere, FL

    Courtesy of KELLER WILLIAMS WINTER PARK
    View 12060 VIA CASELLI LANE Windermere, FL MLS# O6360255
    • Virtual Tour
    1 of 45
    OPEN HOUSE: Sunday 12/14 12:00 PM - 3:00 PM
    $499,999
    4

    Beds

    3.0

    Baths

    1,786

    Sq.Ft.

    12060 VIA CASELLI LANE

    Windermere, FL

    Courtesy of COLDWELL BANKER REALTY
    View 13752 BRESSLER ALLEY Windermere, FL MLS# O6358878
    $460,000
    3

    Beds

    2.1

    Baths

    1,976

    Sq.Ft.

    13752 BRESSLER ALLEY

    Windermere, FL

    Courtesy of WEMERT GROUP REALTY LLC
    View 11692 WATER RUN ALLEY Windermere, FL MLS# O6358611
    $459,000
    3

    Beds

    2.1

    Baths

    1,712

    Sq.Ft.

    11692 WATER RUN ALLEY

    Windermere, FL

    Courtesy of WEMERT GROUP REALTY 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

    298

    Estimated median home price

    $1,044,995
    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 - 100K0
    $100K - 200K0
    $200K - 300K0
    $300K - 400K24
    $400K - 500K26
    $500K - 600K17
    $600K - 700K22
    $700K - 800K19
    $800K - 900K19
    $900K - 1M18
    $1M - Max153

    Homes for Sale by Type in Windermere, FL

    Property TypeCount
    Single Family242
    Townhouse37
    Condo8
    Commercial1
    Rental111
    Lots and Land10
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 12/11/2025)

    Information deemed reliable but not guaranteed.

    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 12/12/2025.