83 total properties
Did you mean the neighborhood Windermere?
View 12327 CRUXBURY DRIVE Windermere, FL MLS# S5144545
  • Recently Listed with Virtual Tour
1 of 45
$355,000
2

Beds

2.1

Baths

1,211

Sq.Ft.

12327 CRUXBURY DRIVE

Windermere, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View 8226 SERENITY SPRING DRIVE 2402 Windermere, FL MLS# O6386960
  • Recently Listed with Virtual Tour
1 of 56
OPEN HOUSE: Saturday 3/7 12:00 PM - 3:00 PM
$399,900
3

Beds

2.1

Baths

2,028

Sq.Ft.

8226 SERENITY SPRING DRIVE 2402

Windermere, FL

Courtesy of EXP REALTY LLC
View 13118 SUNKISS LOOP Windermere, FL MLS# O6385211
  • Recently Listed with Virtual Tour
1 of 52
$588,000
4

Beds

2.1

Baths

2,547

Sq.Ft.

13118 SUNKISS LOOP

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11401 EVESHAM DRIVE Windermere, FL MLS# O6386678
  • Recently Listed with Virtual Tour
1 of 30
OPEN HOUSE: Sunday 3/8 12:00 PM - 1:00 PM
$460,000
3

Beds

2.1

Baths

1,847

Sq.Ft.

11401 EVESHAM DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 6871 HELMSLEY CIRCLE Windermere, FL MLS# O6387593
  • Recently Listed with Virtual Tour
1 of 35
$554,000
3

Beds

2.0

Baths

1,772

Sq.Ft.

6871 HELMSLEY CIRCLE

Windermere, FL

Courtesy of SOUTH KEY REALTY LLC
View 9001 Woodbreeze Boulevard Windermere, FL MLS# 1070507
$5,000
4

Beds

2.1

Baths

2,020

Sq.Ft.

9001 Woodbreeze Boulevard

Windermere, FL

Brevard
View 4773 BLUE MAJOR DRIVE Windermere, FL MLS# O6386132
  • Recently Listed
1 of 29
$619,900
4

Beds

2.1

Baths

2,620

Sq.Ft.

4773 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 12980 HOLDENBURY LANE Windermere, FL MLS# O6385797
$589,900
3

Beds

2.1

Baths

2,504

Sq.Ft.

12980 HOLDENBURY LANE

Windermere, FL

Courtesy of LIVE MVRK LLC
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 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 12879 EMERSONDALE AVENUE Windermere, FL MLS# O6383280
$399,000
3

Beds

2.1

Baths

1,565

Sq.Ft.

12879 EMERSONDALE AVENUE

Windermere, FL

Courtesy of UNIONE REALTY INC
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 13237 FOSSICK ROAD Windermere, FL MLS# O6382389
  • Recently Listed
1 of 41
$625,000
4

Beds

2.0

Baths

2,516

Sq.Ft.

13237 FOSSICK ROAD

Windermere, FL

Courtesy of EXP REALTY LLC
View 8162 SERENITY SPRING DR. Windermere, FL MLS# O6382279
$395,000
4

Beds

2.1

Baths

2,028

Sq.Ft.

8162 SERENITY SPRING DR.

Windermere, FL

Courtesy of WOODSTONE INVESTMENTS LLC
View 11434 JASPER KAY TERRACE 1120 Windermere, FL MLS# O6382035
  • Recently Listed with Virtual Tour
1 of 22
$315,000
3

Beds

2.0

Baths

1,332

Sq.Ft.

11434 JASPER KAY TERRACE 1120

Windermere, FL

Courtesy of REALTY ONE GROUP MVP
View 11355 ARBORSIDE BEND WAY Windermere, FL MLS# O6377273
  • Recently Listed with Virtual Tour
1 of 32
$600,000
4

Beds

2.0

Baths

2,044

Sq.Ft.

11355 ARBORSIDE BEND WAY

Windermere, FL

Courtesy of EXP REALTY LLC
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
View 13712 SUMMERPORT VILLAGE PARKWAY Windermere, FL MLS# S5143431
$444,900
3

Beds

2.1

Baths

1,997

Sq.Ft.

13712 SUMMERPORT VILLAGE PARKWAY

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 12840 CALDERDALE AVENUE Windermere, FL MLS# O6381937
$435,000
4

Beds

3.1

Baths

1,905

Sq.Ft.

12840 CALDERDALE AVENUE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
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

    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

    303

    Estimated median home price

    $1,029,990
    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 - 400K19
    $400K - 500K22
    $500K - 600K29
    $600K - 700K23
    $700K - 800K25
    $800K - 900K20
    $900K - 1M12
    $1M - Max152

    Homes for Sale by Type in Windermere, FL

    Property TypeCount
    Single Family248
    Townhouse35
    Condo5
    Commercial1
    Rental106
    Lots and Land14
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 3/5/2026)

    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 3/5/2026.