39 total properties
Did you mean the neighborhood Windermere?
View 12785 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6442356
  • Recently Listed with Virtual Tour
1 of 42
OPEN HOUSE: Saturday 10/17 1:00 PM - 4:00 PM
$799,000
4

Beds

3.1

Baths

2,996

Sq.Ft.

12785 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 7030 MAPPERTON DRIVE Windermere, FL MLS# O6447067
  • Recently Listed with Virtual Tour
1 of 65
$649,000
4

Beds

2.1

Baths

2,455

Sq.Ft.

7030 MAPPERTON DRIVE

Windermere, FL

Courtesy of FOLIO REALTY LLC
View 11727 DELWICK DRIVE Windermere, FL MLS# O6445423
  • Recently Listed with Virtual Tour
1 of 37
$860,000
4

Beds

3.0

Baths

2,704

Sq.Ft.

11727 DELWICK DRIVE

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 6727 MERRICK LANDING BOULEVARD Windermere, FL MLS# O6443858
$769,000
5

Beds

3.0

Baths

2,773

Sq.Ft.

6727 MERRICK LANDING BOULEVARD

Windermere, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 7252 BACKWOODS TRAIL Windermere, FL MLS# O6438323
$645,000
4

Beds

3.0

Baths

2,214

Sq.Ft.

7252 BACKWOODS TRAIL

Windermere, FL

Courtesy of REALSOURCE PROPERTY MANGNT LLC
View 13324 JERVEY STREET Windermere, FL MLS# O6442193
$649,000
4

Beds

3.1

Baths

2,750

Sq.Ft.

13324 JERVEY STREET

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 628 FOREST STREET Windermere, FL MLS# O6441329
  • Virtual Tour
1 of 33
$700,000
1

Beds

1.0

Baths

750

Sq.Ft.

628 FOREST STREET

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 618 6TH STREET Windermere, FL MLS# O6439608
  • Virtual Tour
1 of 22
$675,000
0.0

Baths

618 6TH STREET

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 6243 ANDREOZZI LANE Windermere, FL MLS# O6439730
$720,000
4

Beds

2.0

Baths

2,516

Sq.Ft.

6243 ANDREOZZI LANE

Windermere, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 13325 LUSH LIME ALLEY Windermere, FL MLS# TB8544045
  • New Construction with Virtual Tour
1 of 22
$645,178
3

Beds

2.1

Baths

1,714

Sq.Ft.

13325 LUSH LIME ALLEY

Windermere, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 13239 JERVEY STREET Windermere, FL MLS# O6436893
$699,990
4

Beds

3.1

Baths

2,745

Sq.Ft.

13239 JERVEY STREET

Windermere, FL

Courtesy of LPT REALTY, LLC
View 8291 PROCIDA ISLE LANE Windermere, FL MLS# O6436040
  • Virtual Tour
1 of 79
OPEN HOUSE: Saturday 10/17 1:00 PM - 3:00 PM
$775,000
4

Beds

3.0

Baths

2,224

Sq.Ft.

8291 PROCIDA ISLE LANE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 9043 HORIZON POINTE TRAIL Windermere, FL MLS# O6436017
$870,000
4

Beds

3.0

Baths

3,746

Sq.Ft.

9043 HORIZON POINTE TRAIL

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 5421 GEMGOLD COURT Windermere, FL MLS# O6430765
$673,000
4

Beds

2.1

Baths

2,754

Sq.Ft.

5421 GEMGOLD COURT

Windermere, FL

Courtesy of IRM INVEST., REAL EST.& MGMT.
View 7236 PENKRIDGE LANE Windermere, FL MLS# O6429931
    1 of 69
    OPEN HOUSE: Saturday 10/17 11:00 AM - 3:00 PM
    $675,000
    5

    Beds

    4.1

    Baths

    2,963

    Sq.Ft.

    7236 PENKRIDGE LANE

    Windermere, FL

    Courtesy of ATLAS BLUE REALTY INC
    View 6208 TALARIA DRIVE Windermere, FL MLS# O6427527
    $750,000
    5

    Beds

    4.0

    Baths

    3,373

    Sq.Ft.

    6208 TALARIA DRIVE

    Windermere, FL

    Courtesy of OLYMPUS EXECUTIVE REALTY INC
    View 7537 BROFIELD AVENUE Windermere, FL MLS# O6426217
    $659,000
    4

    Beds

    3.1

    Baths

    2,610

    Sq.Ft.

    7537 BROFIELD AVENUE

    Windermere, FL

    Courtesy of SUNSHINE GROUP USA, INC
    View 8713 Crescendo Windermere, FL MLS# A12054326
    • Virtual Tour
    1 of 24
    $780,000
    3

    Beds

    2.1

    Baths

    8713 Crescendo

    Windermere, FL

    Courtesy of REALTY ONE GROUP EVOLUTION
    View 4642 RIVER GEM AVENUE Windermere, FL MLS# O6422241
    $798,000
    5

    Beds

    5.0

    Baths

    3,373

    Sq.Ft.

    4642 RIVER GEM AVENUE

    Windermere, FL

    Courtesy of JOHN SILVA REALTY & ASSOCIATES
    View 2053 WOODY DRIVE Windermere, FL MLS# O6421738
    • Virtual Tour
    1 of 49
    $679,000
    3

    Beds

    2.1

    Baths

    2,177

    Sq.Ft.

    2053 WOODY DRIVE

    Windermere, FL

    Courtesy of LPT REALTY, LLC

    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

    300

    Estimated median home price

    $1,060,000
    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 - 300K4
    $300K - 400K27
    $400K - 500K25
    $500K - 600K27
    $600K - 700K28
    $700K - 800K16
    $800K - 900K7
    $900K - 1M12
    $1M - Max153

    Homes for Sale by Type in Windermere, FL

    Property TypeCount
    Single Family227
    Townhouse40
    Condo13
    Commercial1
    Rental96
    Lots and Land19
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 10/16/2026)

    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 10/17/2026.