48 total properties
Did you mean the neighborhood Windermere?
View 12862 LANGSTAFF DRIVE Windermere, FL MLS# O6372097
  • Recently Listed with Virtual Tour
1 of 45
$405,000
3

Beds

2.1

Baths

1,480

Sq.Ft.

12862 LANGSTAFF DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 7712 MOSER AVENUE Windermere, FL MLS# A4676630
  • Recently Listed with Virtual Tour
1 of 30
$399,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

7712 MOSER AVENUE

Windermere, FL

Courtesy of SUNCOAST REALTY SOLUTIONS, LLC
View 7545 RIPPLEPOINTE WAY Windermere, FL MLS# TB8459710
    1 of 15
    OPEN HOUSE: Saturday 1/10 11:00 AM - 3:00 PM
    $429,900
    3

    Beds

    2.1

    Baths

    1,620

    Sq.Ft.

    7545 RIPPLEPOINTE WAY

    Windermere, FL

    Courtesy of OFFERPAD BROKERAGE FL, LLC
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 13285 GORGONA ISLE DRIVE Windermere, FL MLS# O6370659
    • Recently Listed
    1 of 42
    OPEN HOUSE: Saturday 1/10 12:00 PM - 3:00 PM
    $425,000
    3

    Beds

    2.1

    Baths

    1,547

    Sq.Ft.

    13285 GORGONA ISLE DRIVE

    Windermere, FL

    Courtesy of REALTY HUB
    View 11209 GRANDER DRIVE Windermere, FL MLS# O6369918
    • Recently Listed with Virtual Tour
    1 of 35
    $439,000
    3

    Beds

    2.1

    Baths

    1,893

    Sq.Ft.

    11209 GRANDER DRIVE

    Windermere, FL

    Courtesy of MARTI PURDY PROPERTIES INC
    View 6310 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6368983
    • Recently Listed with Virtual Tour
    1 of 15
    $525,000
    3

    Beds

    2.1

    Baths

    1,977

    Sq.Ft.

    6310 GOLDEN DEWDROP TRAIL

    Windermere, FL

    Courtesy of JOY ESTATE ENTERPRISE INC
    View 7418 BENTONSHIRE AVENUE Windermere, FL MLS# O6368156
    $330,000
    2

    Beds

    2.1

    Baths

    1,228

    Sq.Ft.

    7418 BENTONSHIRE AVENUE

    Windermere, FL

    Courtesy of THE AGENCY ORLANDO
    View 6343 MERRICK LANDING BOULEVARD Windermere, FL MLS# O6368529
    • Recently Listed with Virtual Tour
    1 of 45
    OPEN HOUSE: Saturday 1/10 11:00 AM - 1:00 PM
    $339,775
    2

    Beds

    2.0

    Baths

    1,068

    Sq.Ft.

    6343 MERRICK LANDING BOULEVARD

    Windermere, FL

    Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
    View 5844 SOTER LANE Windermere, FL MLS# O6366829
    • Recently Listed with Virtual Tour
    1 of 39
    OPEN HOUSE: Saturday 1/10 1:00 PM - 3:00 PM
    $449,000
    3

    Beds

    2.1

    Baths

    1,976

    Sq.Ft.

    5844 SOTER LANE

    Windermere, FL

    Courtesy of SERHANT
    View 7777 MOSER AVENUE Windermere, FL MLS# O6367366
    • Virtual Tour
    1 of 32
    OPEN HOUSE: Saturday 1/10 12:00 PM - 2:00 PM
    $399,000
    3

    Beds

    2.1

    Baths

    1,670

    Sq.Ft.

    7777 MOSER AVENUE

    Windermere, FL

    Courtesy of CREEGAN GROUP
    View 11565 MIZZON DRIVE 101/808 Windermere, FL MLS# O6366930
    $304,900
    3

    Beds

    2.0

    Baths

    1,442

    Sq.Ft.

    11565 MIZZON DRIVE 101/808

    Windermere, FL

    Courtesy of HOMEVEST REALTY
    View 8180 BOAT HOOK LOOP 321 Windermere, FL MLS# O6367323
    $325,000
    3

    Beds

    2.0

    Baths

    1,442

    Sq.Ft.

    8180 BOAT HOOK LOOP 321

    Windermere, FL

    Courtesy of DOUG STEWART REALTY, INC
    View 7482 BENTONSHIRE AVENUE Windermere, FL MLS# O6366524
    $399,900
    3

    Beds

    2.1

    Baths

    1,428

    Sq.Ft.

    7482 BENTONSHIRE AVENUE

    Windermere, FL

    Courtesy of FLORIDA CONNEXION PROPERTIES
    View 11562 AMIDSHIP LANE 207 Windermere, FL MLS# O6365492
    • Virtual Tour
    1 of 25
    OPEN HOUSE: Sunday 1/11 1:00 PM - 3:00 PM
    $319,900
    3

    Beds

    2.0

    Baths

    1,455

    Sq.Ft.

    11562 AMIDSHIP LANE 207

    Windermere, FL

    Courtesy of FLORIDA REALTY INVESTMENTS
    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 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 7028 VENTNOR DRIVE Windermere, FL MLS# O6363663
    $499,000
    4

    Beds

    3.0

    Baths

    1,980

    Sq.Ft.

    7028 VENTNOR DRIVE

    Windermere, FL

    Courtesy of UPSIDE REAL ESTATE INC
    View 7625 SUTHERTON LANE Windermere, FL MLS# O6363486
    $439,000
    3

    Beds

    2.1

    Baths

    1,565

    Sq.Ft.

    7625 SUTHERTON LANE

    Windermere, FL

    Courtesy of SOLD BY SIX REALTY, LLC
    View 12333 VIA DERNA PLACE Windermere, FL MLS# O6362685
    $459,000
    3

    Beds

    2.1

    Baths

    1,919

    Sq.Ft.

    12333 VIA DERNA PLACE

    Windermere, FL

    Courtesy of YELLOW ROCK REALTY CORP
    View 12142 CANYON SUN TRAIL Windermere, FL MLS# S5138705
    $520,000
    3

    Beds

    2.1

    Baths

    2,032

    Sq.Ft.

    12142 CANYON SUN TRAIL

    Windermere, FL

    Courtesy of SIX STAR REALTY GROUP 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

    273

    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 - 300K0
    $300K - 400K22
    $400K - 500K20
    $500K - 600K19
    $600K - 700K23
    $700K - 800K17
    $800K - 900K16
    $900K - 1M14
    $1M - Max142

    Homes for Sale by Type in Windermere, FL

    Property TypeCount
    Single Family217
    Townhouse35
    Condo7
    Commercial1
    Rental102
    Lots and Land13
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 1/9/2026)

    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 1/10/2026.