145 total properties
Did you mean the neighborhood Windermere?
View 5421 GEMGOLD COURT Windermere, FL MLS# O6430765
$682,000
4

Beds

2.1

Baths

2,754

Sq.Ft.

5421 GEMGOLD COURT

Windermere, FL

View 13831 FARELLA ALLEY Windermere, FL MLS# O6429767
$510,000
4

Beds

2.1

Baths

1,831

Sq.Ft.

13831 FARELLA ALLEY

Windermere, FL

View 9237 MCDAVID COURT Windermere, FL MLS# O6433234
$749,000
4

Beds

2.1

Baths

2,269

Sq.Ft.

9237 MCDAVID COURT

Windermere, FL

Courtesy of REALTY HUB
The time to sell is now! THE TIME TO SELL IS NOW!
View 8630 POWDER RIDGE TRAIL Windermere, FL MLS# C7529514
  • Recently Listed with Virtual Tour
1 of 31
$539,000
3

Beds

2.1

Baths

1,853

Sq.Ft.

8630 POWDER RIDGE TRAIL

Windermere, FL

View 7668 FAIRGROVE AVENUE Windermere, FL MLS# O6432258
$495,000
4

Beds

2.1

Baths

1,866

Sq.Ft.

7668 FAIRGROVE AVENUE

Windermere, FL

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 11854 VIA LUCERNA CIRCLE Windermere, FL MLS# O6431329
$625,000
4

Beds

3.1

Baths

2,837

Sq.Ft.

11854 VIA LUCERNA CIRCLE

Windermere, FL

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 68
    OPEN HOUSE: Saturday 9/5 11:00 AM - 3:00 PM
    $675,000
    5

    Beds

    4.1

    Baths

    2,963

    Sq.Ft.

    7236 PENKRIDGE LANE

    Windermere, FL

    View 11425 BROWNSTONE STREET Windermere, FL MLS# O6430411
    • Recently Listed with Virtual Tour
    1 of 35
    $420,000
    3

    Beds

    2.1

    Baths

    1,881

    Sq.Ft.

    11425 BROWNSTONE STREET

    Windermere, FL

    View 11938 SILVERLAKE PARK DRIVE Windermere, FL MLS# O6430196
    $539,900
    4

    Beds

    2.1

    Baths

    2,074

    Sq.Ft.

    11938 SILVERLAKE PARK DRIVE

    Windermere, FL

    View 12749 GARRIDAN AVENUE Windermere, FL MLS# O6430484
    $610,000
    4

    Beds

    4.1

    Baths

    2,192

    Sq.Ft.

    12749 GARRIDAN AVENUE

    Windermere, FL

    View 5577 LEMON ORCHARD BEND Windermere, FL MLS# TB8534803
    $579,857
    3

    Beds

    2.1

    Baths

    1,699

    Sq.Ft.

    5577 LEMON ORCHARD BEND

    Windermere, FL

    View 13228 ROSKIN LANE Windermere, FL MLS# O6429810
    • Virtual Tour
    1 of 34
    $645,000
    4

    Beds

    2.0

    Baths

    2,745

    Sq.Ft.

    13228 ROSKIN LANE

    Windermere, FL

    View 12914 VENNETTA WAY Windermere, FL MLS# O6428484
    $379,900
    3

    Beds

    2.1

    Baths

    1,644

    Sq.Ft.

    12914 VENNETTA WAY

    Windermere, FL

    View 12744 LANGSTAFF DRIVE Windermere, FL MLS# S5154691
    $404,990
    3

    Beds

    2.1

    Baths

    1,369

    Sq.Ft.

    12744 LANGSTAFF DRIVE

    Windermere, FL

    View 7752 RIGBY STREET Windermere, FL MLS# O6422269
    • Virtual Tour
    1 of 26
    $415,000
    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
    $399,900
    4

    Beds

    3.1

    Baths

    1,792

    Sq.Ft.

    8001 Enchantment Drive 1001

    Windermere, FL

    View 13160 SUNKISS LOOP Windermere, FL MLS# O6428871
    $675,000
    3

    Beds

    2.0

    Baths

    1,790

    Sq.Ft.

    13160 SUNKISS LOOP

    Windermere, FL

    View 14125 OASIS COVE BOULEVARD 206 Windermere, FL MLS# S5154463
    $399,900
    3

    Beds

    2.1

    Baths

    1,647

    Sq.Ft.

    14125 OASIS COVE BOULEVARD 206

    Windermere, FL

    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

    325

    Estimated median home price

    $975,000
    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 - 200K1
    $200K - 300K2
    $300K - 400K24
    $400K - 500K32
    $500K - 600K32
    $600K - 700K31
    $700K - 800K21
    $800K - 900K12
    $900K - 1M13
    $1M - Max157

    Homes for Sale by Type in Windermere, FL

    Property TypeCount
    Single Family245
    Townhouse51
    Condo10
    Commercial1
    Rental90
    Lots and Land18
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 9/5/2026)

    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 9/5/2026.