92 total properties
Did you mean the neighborhood Windermere?
View 8650 ABBOTSBURY DRIVE Windermere, FL MLS# O6376488
$575,000
4

Beds

3.1

Baths

2,628

Sq.Ft.

8650 ABBOTSBURY DRIVE

Windermere, FL

Courtesy of THE AGENCY FL
View 9319 WOODBREEZE BOULEVARD Windermere, FL MLS# O6384930
$574,995
4

Beds

2.0

Baths

1,798

Sq.Ft.

9319 WOODBREEZE BOULEVARD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 8742 PEACHTREE PARK CT Windermere, FL MLS# O6301023
$574,000
3

Beds

2.0

Baths

1,709

Sq.Ft.

8742 PEACHTREE PARK CT

Windermere, FL

Courtesy of WAYPOINT REAL ESTATE GROUP INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 8533 GREENBANK BOULEVARD Windermere, FL MLS# O6354672
  • Virtual Tour
1 of 22
OPEN HOUSE: Saturday 3/7 1:00 PM - 4:00 PM
$565,000
4

Beds

3.1

Baths

2,551

Sq.Ft.

8533 GREENBANK BOULEVARD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 8225 BRYCE CANYON AVENUE Windermere, FL MLS# O6371960
$560,000
4

Beds

2.1

Baths

1,840

Sq.Ft.

8225 BRYCE CANYON AVENUE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 7125 BEEK STREET Windermere, FL MLS# O6382948
  • Virtual Tour
1 of 48
$559,000
3

Beds

2.0

Baths

1,753

Sq.Ft.

7125 BEEK STREET

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 6718 ROMNEY LANE Windermere, FL MLS# O6371234
  • Virtual Tour
1 of 56
$550,000
4

Beds

2.1

Baths

2,460

Sq.Ft.

6718 ROMNEY LANE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 7349 ELLA LANE Windermere, FL MLS# O6304618
  • Virtual Tour
1 of 11
$549,900
4

Beds

3.1

Baths

2,461

Sq.Ft.

7349 ELLA LANE

Windermere, FL

Courtesy of CASTLE REALTY PROFESSIONAL GROUP LLC
View 13312 LONGACRE DRIVE Windermere, FL MLS# S5141031
$544,000
3

Beds

2.0

Baths

2,058

Sq.Ft.

13312 LONGACRE DRIVE

Windermere, FL

Courtesy of LA ROSA REALTY INTERNACIONAL L
View 8648 POWDER RIDGE TRAIL Windermere, FL MLS# O6373065
$528,000
3

Beds

2.1

Baths

1,876

Sq.Ft.

8648 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 10624 REAMS ROAD Windermere, FL MLS# O6338130
  • Virtual Tour
1 of 61
$505,000
4

Beds

2.1

Baths

2,092

Sq.Ft.

10624 REAMS ROAD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 6310 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6368983
$490,000
3

Beds

2.1

Baths

1,977

Sq.Ft.

6310 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of JOY ESTATE ENTERPRISE INC
View 4818 BREEZY PALMS COURT Windermere, FL MLS# O6360779
$489,000
3

Beds

2.0

Baths

1,492

Sq.Ft.

4818 BREEZY PALMS COURT

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 7028 VENTNOR DRIVE Windermere, FL MLS# O6363663
$485,000
4

Beds

3.0

Baths

1,980

Sq.Ft.

7028 VENTNOR DRIVE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 12060 VIA CASELLI LANE Windermere, FL MLS# O6360255
$475,000
4

Beds

3.0

Baths

1,786

Sq.Ft.

12060 VIA CASELLI LANE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 7432 LEIGHSIDE DRIVE Windermere, FL MLS# O6383362
  • Recently Listed with Virtual Tour
1 of 36
$475,000
4

Beds

2.1

Baths

1,898

Sq.Ft.

7432 LEIGHSIDE DRIVE

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 12305 VIA DERNA PLACE Windermere, FL MLS# O6374964
  • Virtual Tour
1 of 24
OPEN HOUSE: Saturday 3/7 12:00 PM - 2:00 PM
$470,000
3

Beds

3.0

Baths

1,891

Sq.Ft.

12305 VIA DERNA PLACE

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 13733 BRESSLER ALLEY Windermere, FL MLS# O6379257
    1 of 32
    OPEN HOUSE: Sunday 3/8 12:00 PM - 2:00 PM
    $469,999
    3

    Beds

    2.1

    Baths

    2,002

    Sq.Ft.

    13733 BRESSLER ALLEY

    Windermere, FL

    Courtesy of CORCORAN PREMIER REALTY
    View 12333 VIA DERNA PLACE Windermere, FL MLS# O6362685
    $465,000
    3

    Beds

    2.1

    Baths

    1,919

    Sq.Ft.

    12333 VIA DERNA PLACE

    Windermere, FL

    Courtesy of YELLOW ROCK REALTY CORP
    View 11408 CENTER LAKE DRIVE Windermere, FL MLS# O6381662
    • Recently Listed with Virtual Tour
    1 of 39
    $460,000
    3

    Beds

    2.1

    Baths

    1,910

    Sq.Ft.

    11408 CENTER LAKE DRIVE

    Windermere, FL

    Courtesy of METROPOLITAN R.E SOLUTIONS INC

    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

    302

    Estimated median home price

    $1,037,000
    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 - 100K1
    $100K - 200K0
    $200K - 300K0
    $300K - 400K16
    $400K - 500K22
    $500K - 600K29
    $600K - 700K24
    $700K - 800K26
    $800K - 900K20
    $900K - 1M11
    $1M - Max153

    Homes for Sale by Type in Windermere, FL

    Property TypeCount
    Single Family251
    Townhouse31
    Condo5
    Commercial1
    Rental108
    Lots and Land14
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 3/3/2026)

    Information deemed reliable but not guaranteed.

    The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

    The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties 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 3/4/2026.