156 total properties
Did you mean the neighborhood Windermere?
View 11434 JASPER KAY TERRACE 106 Windermere, FL MLS# S5150874
$320,000
3

Beds

2.0

Baths

1,455

Sq.Ft.

11434 JASPER KAY TERRACE 106

Windermere, FL

View 6412 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6412095
$535,000
3

Beds

2.1

Baths

1,984

Sq.Ft.

6412 GOLDEN DEWDROP TRAIL

Windermere, FL

View 7011 NOBLETON DRIVE Windermere, FL MLS# O6412101
  • Virtual Tour
1 of 85
OPEN HOUSE: Saturday 8/1 11:30 AM - 3:30 PM
$580,000
4

Beds

2.1

Baths

2,460

Sq.Ft.

7011 NOBLETON DRIVE

Windermere, FL

Courtesy of KARDOSH REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 13936 EDEN ISLE BOULEVARD Windermere, FL MLS# S5150801
$640,000
4

Beds

3.1

Baths

2,675

Sq.Ft.

13936 EDEN ISLE BOULEVARD

Windermere, FL

View 4718 BLUE MAJOR DRIVE Windermere, FL MLS# O6410820
$500,000
3

Beds

2.0

Baths

1,911

Sq.Ft.

4718 BLUE MAJOR DRIVE

Windermere, FL

View 13450 SUNKISS LOOP Windermere, FL MLS# O6407409
$564,900
5

Beds

2.1

Baths

2,272

Sq.Ft.

13450 SUNKISS LOOP

Windermere, FL

View 11951 VERMILLION AVENUE Windermere, FL MLS# O6411413
$459,000
3

Beds

2.1

Baths

1,539

Sq.Ft.

11951 VERMILLION AVENUE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 12633 HADDON DRIVE Windermere, FL MLS# O6411199
$650,000
5

Beds

3.1

Baths

3,000

Sq.Ft.

12633 HADDON DRIVE

Windermere, FL

View 7435 RIPPLEPOINTE WAY Windermere, FL MLS# S5150741
$424,000
3

Beds

2.1

Baths

1,700

Sq.Ft.

7435 RIPPLEPOINTE WAY

Windermere, FL

View 8715 QUIET MEADOWS TRAIL Windermere, FL MLS# O6410762
$825,000
4

Beds

3.1

Baths

3,388

Sq.Ft.

8715 QUIET MEADOWS TRAIL

Windermere, FL

View 13730 CALERA ALLEY Windermere, FL MLS# O6410129
$465,000
4

Beds

2.1

Baths

2,091

Sq.Ft.

13730 CALERA ALLEY

Windermere, FL

View 7867 BERKSHIRE OAK ALLEY Windermere, FL MLS# S5149947
$509,000
4

Beds

2.1

Baths

2,221

Sq.Ft.

7867 BERKSHIRE OAK ALLEY

Windermere, FL

Courtesy of MULTI CHOICE REALTY LLC
View 14442 DESERT HAVEN STREET 4305 Windermere, FL MLS# O6410152
$359,900
3

Beds

2.1

Baths

1,534

Sq.Ft.

14442 DESERT HAVEN STREET 4305

Windermere, FL

View 8180 BOAT HOOK LOOP 109 Windermere, FL MLS# S5150297
$299,500
2

Beds

2.0

Baths

1,161

Sq.Ft.

8180 BOAT HOOK LOOP 109

Windermere, FL

View 11326 LEDGEMENT LANE Windermere, FL MLS# O6409714
$890,000
5

Beds

3.1

Baths

3,182

Sq.Ft.

11326 LEDGEMENT LANE

Windermere, FL

View 811 MAIN STREET Windermere, FL MLS# O6409463
  • Virtual Tour
1 of 33
$649,999
2

Beds

1.1

Baths

1,398

Sq.Ft.

811 MAIN STREET

Windermere, FL

View 4948 WISE BIRD DRIVE Windermere, FL MLS# O6405511
$679,000
3

Beds

2.0

Baths

1,979

Sq.Ft.

4948 WISE BIRD DRIVE

Windermere, FL

View 8355 TORCELLO ISLE DRIVE Windermere, FL MLS# O6407061
    1 of 73
    OPEN HOUSE: Saturday 8/1 11:00 AM - 2:00 PM
    $900,000
    5

    Beds

    3.1

    Baths

    4,202

    Sq.Ft.

    8355 TORCELLO ISLE DRIVE

    Windermere, FL

    Courtesy of EXP REALTY LLC
    View 8866 HERENCIA ALY Windermere, FL MLS# O6407518
    • Virtual Tour
    1 of 31
    $430,000
    3

    Beds

    2.1

    Baths

    1,577

    Sq.Ft.

    8866 HERENCIA ALY

    Windermere, FL

    View 1661 ROBERTS LANDING ROAD Windermere, FL MLS# O6407725
    $549,900
    Studio

    Beds

    0.0

    Baths

    1661 ROBERTS LANDING ROAD

    Windermere, FL

    Courtesy of CHARLES RUTENBERG REALTY ORLANDO

    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

    354

    Estimated median home price

    $1,056,995
    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 - 300K3
    $300K - 400K21
    $400K - 500K36
    $500K - 600K30
    $600K - 700K31
    $700K - 800K23
    $800K - 900K14
    $900K - 1M14
    $1M - Max182

    Homes for Sale by Type in Windermere, FL

    Property TypeCount
    Single Family283
    Townhouse45
    Condo10
    Commercial1
    Rental87
    Lots and Land15
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 7/30/2026)

    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 7/31/2026.