39 total properties
Did you mean the neighborhood Windermere?
View 2722 INGEBORG COURT Windermere, FL MLS# O6419770
$850,000
4

Beds

2.1

Baths

2,619

Sq.Ft.

2722 INGEBORG COURT

Windermere, FL

View 8316 LOOKOUT POINTE DRIVE Windermere, FL MLS# S5152477
$1,075,000
5

Beds

4.0

Baths

4,332

Sq.Ft.

8316 LOOKOUT POINTE DRIVE

Windermere, FL

View 12929 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6417680
$950,000
5

Beds

4.1

Baths

4,043

Sq.Ft.

12929 WESTSIDE VILLAGE LOOP

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 11994 MCKINNON ROAD Windermere, FL MLS# O6416526
  • Recently Listed with Virtual Tour
1 of 56
$849,900
4

Beds

3.2

Baths

2,450

Sq.Ft.

11994 MCKINNON ROAD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 11544 WILLOW GARDENS DRIVE Windermere, FL MLS# O6412655
  • Recently Listed with Virtual Tour
1 of 14
$1,000,000
Studio

Beds

0.0

Baths

11544 WILLOW GARDENS DRIVE

Windermere, FL

Courtesy of JC FLORIDA REALTY LLC
View 1757 GLENWICK DRIVE Windermere, FL MLS# O6415455
  • Recently Listed with Virtual Tour
1 of 38
$899,990
4

Beds

3.0

Baths

2,516

Sq.Ft.

1757 GLENWICK DRIVE

Windermere, FL

View 412 FOREST STREET Windermere, FL MLS# O6414200
  • Virtual Tour
1 of 34
$840,000
5

Beds

2.1

Baths

2,539

Sq.Ft.

412 FOREST STREET

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

Courtesy of OPENDOOR BROKERAGE LLC
View 11326 LEDGEMENT LANE Windermere, FL MLS# O6409714
$899,999
5

Beds

3.1

Baths

3,182

Sq.Ft.

11326 LEDGEMENT LANE

Windermere, FL

View 8355 TORCELLO ISLE DRIVE Windermere, FL MLS# O6407061
    1 of 73
    OPEN HOUSE: Sunday 6/28 12:00 PM - 3:00 PM
    $950,000
    5

    Beds

    3.1

    Baths

    4,202

    Sq.Ft.

    8355 TORCELLO ISLE DRIVE

    Windermere, FL

    View 111 MAIN STREET Windermere, FL MLS# O6407060
    • Virtual Tour
    1 of 41
    $889,000
    3

    Beds

    2.0

    Baths

    2,272

    Sq.Ft.

    111 MAIN STREET

    Windermere, FL

    Courtesy of CENTURY 21 CARIOTI
    View 8525 BOWDEN WAY Windermere, FL MLS# O6405195
    • Virtual Tour
    1 of 44
    $999,000
    4

    Beds

    3.0

    Baths

    2,357

    Sq.Ft.

    8525 BOWDEN WAY

    Windermere, FL

    Courtesy of SOUTHERN REALTY GROUP LLC
    View 12688 SALOMON COVE DRIVE Windermere, FL MLS# G5111804
    $879,990
    4

    Beds

    3.1

    Baths

    3,133

    Sq.Ft.

    12688 SALOMON COVE DRIVE

    Windermere, FL

    Courtesy of OLYMPUS EXECUTIVE REALTY INC
    View 14353 CREST PALM AVENUE Windermere, FL MLS# G5111542
    • New Construction with Virtual Tour
    1 of 32
    $1,039,091
    4

    Beds

    3.0

    Baths

    2,740

    Sq.Ft.

    14353 CREST PALM AVENUE

    Windermere, FL

    Courtesy of OLYMPUS EXECUTIVE REALTY INC
    View 1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786 Windermere, FL MLS# O6398784
    $862,000
    5

    Beds

    3.0

    Baths

    3,063

    Sq.Ft.

    1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786

    Windermere, FL

    Courtesy of FLORIDA REALTY INVESTMENTS
    View 8796 PEACHTREE PARK COURT Windermere, FL MLS# O6399023
    $949,999
    4

    Beds

    3.1

    Baths

    3,299

    Sq.Ft.

    8796 PEACHTREE PARK COURT

    Windermere, FL

    Courtesy of COLDWELL BANKER REALTY
    View 1002 OAKDALE STREET Windermere, FL MLS# TB8495717
    $965,000
    4

    Beds

    3.0

    Baths

    3,516

    Sq.Ft.

    1002 OAKDALE STREET

    Windermere, FL

    View 14371 CREST PALM AVENUE Windermere, FL MLS# G5110664
    • New Construction with Virtual Tour
    1 of 42
    OPEN HOUSE: Saturday 6/27 1:00 PM - 5:00 PM
    $1,049,990
    4

    Beds

    3.0

    Baths

    3,100

    Sq.Ft.

    14371 CREST PALM AVENUE

    Windermere, FL

    View 13125 FILLY COURT Windermere, FL MLS# O6395698
    • Virtual Tour
    1 of 11
    $920,000
    Studio

    Beds

    0.0

    Baths

    13125 FILLY COURT

    Windermere, FL

    Courtesy of VINTAGE REALTY GROUP LLC
    View 14255 SONCO AVENUE Windermere, FL MLS# O6392262
    • Virtual Tour
    1 of 100
    $849,900
    4

    Beds

    2.1

    Baths

    2,698

    Sq.Ft.

    14255 SONCO AVENUE

    Windermere, FL

    Courtesy of RE/MAX PRIME PROPERTIES

    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

    370

    Estimated median home price

    $1,130,322
    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 - 300K2
    $300K - 400K22
    $400K - 500K37
    $500K - 600K32
    $600K - 700K27
    $700K - 800K20
    $800K - 900K20
    $900K - 1M15
    $1M - Max195

    Homes for Sale by Type in Windermere, FL

    Property TypeCount
    Single Family291
    Townhouse53
    Condo8
    Commercial1
    Rental101
    Lots and Land17
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 6/25/2026)

    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 6/26/2026.