120 total properties
Did you mean the neighborhood Windermere?
View 7430 BENTONSHIRE AVENUE Windermere, FL MLS# O6436022
  • Virtual Tour
1 of 59
OPEN HOUSE: Sunday 10/11 12:00 PM - 3:00 PM
$354,900
2

Beds

2.1

Baths

1,412

Sq.Ft.

7430 BENTONSHIRE AVENUE

Windermere, FL

Courtesy of EXP REALTY LLC
View 11734 WATER RUN ALLEY Windermere, FL MLS# S5156211
$445,000
3

Beds

2.1

Baths

1,727

Sq.Ft.

11734 WATER RUN ALLEY

Windermere, FL

Courtesy of REMAX PREMIER PROPERTIES
View 8168 BOAT HOOK LOOP 303 Windermere, FL MLS# O6435857
$320,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

8168 BOAT HOOK LOOP 303

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View PARK RIDGE GOTHA ROAD Windermere, FL MLS# S5156135
$100,000
0.0

Baths

PARK RIDGE GOTHA ROAD

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6828 HELMSLEY CIRCLE Windermere, FL MLS# O6435655
$575,000
4

Beds

3.0

Baths

2,064

Sq.Ft.

6828 HELMSLEY CIRCLE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 8860 HERENCIA ALLEY Windermere, FL MLS# O6433569
$409,900
3

Beds

2.1

Baths

1,547

Sq.Ft.

8860 HERENCIA ALLEY

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 5421 GEMGOLD COURT Windermere, FL MLS# O6430765
$673,000
4

Beds

2.1

Baths

2,754

Sq.Ft.

5421 GEMGOLD COURT

Windermere, FL

Courtesy of IRM INVEST., REAL EST.& MGMT.
View 8630 POWDER RIDGE TRAIL Windermere, FL MLS# C7529514
$528,000
3

Beds

2.1

Baths

1,853

Sq.Ft.

8630 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of SUNCOAST CHOICE REALTY
View 7668 FAIRGROVE AVENUE Windermere, FL MLS# O6432258
$485,000
4

Beds

2.1

Baths

1,866

Sq.Ft.

7668 FAIRGROVE AVENUE

Windermere, FL

Courtesy of VESTI LLC
View 6679 DUNCASTER STREET Windermere, FL MLS# A4702367
$525,000
3

Beds

2.0

Baths

1,926

Sq.Ft.

6679 DUNCASTER STREET

Windermere, FL

Courtesy of FLATFEE.COM
View 12303 LANGSTAFF DRIVE Windermere, FL MLS# O6430630
$400,000
3

Beds

2.1

Baths

1,545

Sq.Ft.

12303 LANGSTAFF DRIVE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 7236 PENKRIDGE LANE Windermere, FL MLS# O6429931
    1 of 69
    OPEN HOUSE: Saturday 10/10 11:00 AM - 3:00 PM
    $675,000
    5

    Beds

    4.1

    Baths

    2,963

    Sq.Ft.

    7236 PENKRIDGE LANE

    Windermere, FL

    Courtesy of ATLAS BLUE REALTY INC
    View 11425 BROWNSTONE STREET Windermere, FL MLS# O6430411
    $410,000
    3

    Beds

    2.1

    Baths

    1,881

    Sq.Ft.

    11425 BROWNSTONE STREET

    Windermere, FL

    Courtesy of REDFIN CORPORATION
    View 11938 SILVERLAKE PARK DRIVE Windermere, FL MLS# O6430196
    $519,900
    4

    Beds

    2.1

    Baths

    2,074

    Sq.Ft.

    11938 SILVERLAKE PARK DRIVE

    Windermere, FL

    Courtesy of BEYCOME OF FLORIDA LLC
    View 12749 GARRIDAN AVENUE Windermere, FL MLS# O6430484
    $610,000
    4

    Beds

    4.1

    Baths

    2,192

    Sq.Ft.

    12749 GARRIDAN AVENUE

    Windermere, FL

    Courtesy of JR CERQUEIRA REALTY CORP
    View 12914 VENNETTA WAY Windermere, FL MLS# O6428484
    $379,900
    3

    Beds

    2.1

    Baths

    1,644

    Sq.Ft.

    12914 VENNETTA WAY

    Windermere, FL

    Courtesy of BHHS FLORIDA REALTY
    View 12744 LANGSTAFF DRIVE Windermere, FL MLS# S5154691
    • Virtual Tour
    1 of 33
    OPEN HOUSE: Saturday 10/10 1:00 PM - 4:00 PM
    $394,900
    3

    Beds

    2.1

    Baths

    1,369

    Sq.Ft.

    12744 LANGSTAFF DRIVE

    Windermere, FL

    Courtesy of MY REALTY GROUP, LLC.
    View 7752 RIGBY STREET Windermere, FL MLS# O6422269
    • Virtual Tour
    1 of 23
    $399,000
    3

    Beds

    2.1

    Baths

    1,335

    Sq.Ft.

    7752 RIGBY STREET

    Windermere, FL

    Courtesy of ATLIS REALTY GROUP LLC
    View 8001 Enchantment Drive 1001 Windermere, FL MLS# B26057366
    $395,000
    4

    Beds

    3.1

    Baths

    1,792

    Sq.Ft.

    8001 Enchantment Drive 1001

    Windermere, FL

    View 8386 IRON MOUNTAIN TRAIL Windermere, FL MLS# S5154426
    $438,000
    4

    Beds

    2.1

    Baths

    1,631

    Sq.Ft.

    8386 IRON MOUNTAIN TRAIL

    Windermere, FL

    Courtesy of MY 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

    312

    Estimated median home price

    $999,500
    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 - 100K1
    $100K - 200K0
    $200K - 300K3
    $300K - 400K29
    $400K - 500K27
    $500K - 600K24
    $600K - 700K30
    $700K - 800K20
    $800K - 900K9
    $900K - 1M14
    $1M - Max155

    Homes for Sale by Type in Windermere, FL

    Property TypeCount
    Single Family236
    Townhouse44
    Condo11
    Commercial1
    Rental89
    Lots and Land20
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 10/9/2026)

    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 10/10/2026.