121 total properties
Did you mean the neighborhood Windermere?
View 12060 VIA CASELLI LANE Windermere, FL MLS# O6360255
  • Virtual Tour
1 of 45
OPEN HOUSE: Sunday 1/11 11:30 AM - 2:30 PM
$489,999
4

Beds

3.0

Baths

1,786

Sq.Ft.

12060 VIA CASELLI LANE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 4818 BREEZY PALMS COURT Windermere, FL MLS# O6360779
$519,900
3

Beds

2.0

Baths

1,492

Sq.Ft.

4818 BREEZY PALMS COURT

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 9237 MCDAVID COURT Windermere, FL MLS# O6360886
    1 of 27
    OPEN HOUSE: Sunday 1/11 12:00 PM - 3:00 PM
    $837,500
    4

    Beds

    2.1

    Baths

    2,269

    Sq.Ft.

    9237 MCDAVID COURT

    Windermere, FL

    Courtesy of GENESYS REALTY LLC
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 8638 BROOKVALE DRIVE Windermere, FL MLS# O6360958
    $395,000
    3

    Beds

    2.1

    Baths

    1,520

    Sq.Ft.

    8638 BROOKVALE DRIVE

    Windermere, FL

    Courtesy of AK GLOBAL REALTY LLC
    View 7411 RIPPLEPOINTE WAY Windermere, FL MLS# O6360114
    $440,000
    3

    Beds

    2.1

    Baths

    1,948

    Sq.Ft.

    7411 RIPPLEPOINTE WAY

    Windermere, FL

    Courtesy of KELLER WILLIAMS CLASSIC
    View 4415 BLUE MAJOR DRIVE Windermere, FL MLS# O6359496
    $815,000
    5

    Beds

    3.0

    Baths

    3,211

    Sq.Ft.

    4415 BLUE MAJOR DRIVE

    Windermere, FL

    Courtesy of M2M REALTY
    View 12676 SALOMON COVE DRIVE Windermere, FL MLS# O6357657
    $860,000
    6

    Beds

    4.0

    Baths

    3,667

    Sq.Ft.

    12676 SALOMON COVE DRIVE

    Windermere, FL

    Courtesy of LPT REALTY, LLC
    View 1369 GLENWICK DRIVE Windermere, FL MLS# O6359212
    $689,800
    4

    Beds

    3.0

    Baths

    2,400

    Sq.Ft.

    1369 GLENWICK DRIVE

    Windermere, FL

    Courtesy of FL SUNSHINE STATE REALTY
    View 2 CHASE ROAD Windermere, FL MLS# O6345181
    $650,000
    Studio

    Beds

    0.0

    Baths

    2 CHASE ROAD

    Windermere, FL

    Courtesy of REAL BROKER, LLC
    View 13212 SWANSEA AVENUE Windermere, FL MLS# O6354879
    $820,000
    4

    Beds

    4.0

    Baths

    3,365

    Sq.Ft.

    13212 SWANSEA AVENUE

    Windermere, FL

    Courtesy of DENIZ REALTY PARTNERS LLC
    View 11438 ARBORSIDE BEND WAY Windermere, FL MLS# S5137869
    $649,000
    4

    Beds

    2.0

    Baths

    2,019

    Sq.Ft.

    11438 ARBORSIDE BEND WAY

    Windermere, FL

    Courtesy of SERHANT
    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
    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 6626 BRIDGEWATER VILLAGE ROAD Windermere, FL MLS# O6349184
    $615,000
    3

    Beds

    3.1

    Baths

    2,720

    Sq.Ft.

    6626 BRIDGEWATER VILLAGE ROAD

    Windermere, FL

    Courtesy of CENTURY 21 CARIOTI
    View 6615 HELMSLEY CIRCLE Windermere, FL MLS# G5104075
    $799,900
    5

    Beds

    3.1

    Baths

    3,390

    Sq.Ft.

    6615 HELMSLEY CIRCLE

    Windermere, FL

    Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
    View 12136 CANYON SUN TRAIL Windermere, FL MLS# O6333581
    $515,000
    3

    Beds

    2.1

    Baths

    2,149

    Sq.Ft.

    12136 CANYON SUN TRAIL

    Windermere, FL

    Courtesy of COLDWELL BANKER REALTY
    View 11714 DELWICK DRIVE Windermere, FL MLS# O6356567
    $850,000
    4

    Beds

    3.0

    Baths

    2,764

    Sq.Ft.

    11714 DELWICK DRIVE

    Windermere, FL

    Courtesy of RE/MAX 200 REALTY
    View 13413 ZORI LANE Windermere, FL MLS# O6357195
    • Virtual Tour
    1 of 38
    $675,000
    4

    Beds

    3.0

    Baths

    2,830

    Sq.Ft.

    13413 ZORI LANE

    Windermere, FL

    Courtesy of ORLANDO SUNSHINE REALTY
    View 7768 MOSER AVENUE Windermere, FL MLS# O6355727
    $375,000
    3

    Beds

    2.1

    Baths

    1,644

    Sq.Ft.

    7768 MOSER AVENUE

    Windermere, FL

    Courtesy of COLDWELL BANKER RESIDENTIAL RE
    View 8533 GREENBANK BOULEVARD Windermere, FL MLS# O6354672
    • Virtual Tour
    1 of 22
    OPEN HOUSE: Sunday 1/11 12:00 PM - 4:00 PM
    $630,000
    4

    Beds

    3.1

    Baths

    2,551

    Sq.Ft.

    8533 GREENBANK BOULEVARD

    Windermere, FL

    Courtesy of CENTURY 21 CARIOTI

    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 1/11/2026.