View 11015 HAWKSHEAD COURT Windermere, FL MLS# O6405977
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$1,450,000
5

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4.1

Baths

3,868

Sq.Ft.

11015 HAWKSHEAD COURT

Windermere, FL

View 5138 FAIRWAY OAKS DR Windermere, FL MLS# O6401757
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$5,500,000
4

Beds

5.0

Baths

4,330

Sq.Ft.

5138 FAIRWAY OAKS DR

Windermere, FL

View 4906 AVIVA GARDEN COURT Windermere, FL MLS# O6400218
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$4,190,000
3

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4.1

Baths

6,236

Sq.Ft.

4906 AVIVA GARDEN COURT

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 11051 HAWKSHEAD COURT Windermere, FL MLS# O6400963
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$1,825,000
5

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4.2

Baths

3,728

Sq.Ft.

11051 HAWKSHEAD COURT

Windermere, FL

Courtesy of REAL BROKER, LLC
View 5719 EMERSON POINTE WAY Orlando, FL MLS# O6397588
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$1,799,500
5

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5.1

Baths

5,722

Sq.Ft.

5719 EMERSON POINTE WAY

Orlando, FL

View 1002 OAKDALE STREET Windermere, FL MLS# TB8495717
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$950,000
4

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3.0

Baths

3,516

Sq.Ft.

1002 OAKDALE STREET

Windermere, FL

View 9144 GALLEON COURT Orlando, FL MLS# O6398099
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$908,000
4

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2.1

Baths

2,556

Sq.Ft.

9144 GALLEON COURT

Orlando, FL

View 109 E 12TH AVENUE Windermere, FL MLS# O6394569
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$1,190,000
4

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3.1

Baths

2,791

Sq.Ft.

109 E 12TH AVENUE

Windermere, FL

View 9144 ISLEWORTH GARDENS DRIVE Windermere, FL MLS# O6397842
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$4,300,000
3

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3.2

Baths

5,004

Sq.Ft.

9144 ISLEWORTH GARDENS DRIVE

Windermere, FL

View 6550 CARTMEL LANE Windermere, FL MLS# O6396111
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$2,190,000
4

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4.1

Baths

4,257

Sq.Ft.

6550 CARTMEL LANE

Windermere, FL

View 9237 SABAL PALM CIRCLE Windermere, FL MLS# G5110005
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$749,995
3

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2.0

Baths

2,469

Sq.Ft.

9237 SABAL PALM CIRCLE

Windermere, FL

View 9115 BAY SIDE COURT Orlando, FL MLS# O6394299
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$914,900
4

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2.1

Baths

2,440

Sq.Ft.

9115 BAY SIDE COURT

Orlando, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 5151 LATROBE DR Windermere, FL MLS# O6392380
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$3,900,000
4

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4.1

Baths

5,301

Sq.Ft.

5151 LATROBE DR

Windermere, FL

View 5001 LATROBE DRIVE Windermere, FL MLS# O6389183
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$3,299,999
5

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4.1

Baths

4,417

Sq.Ft.

5001 LATROBE DRIVE

Windermere, FL

View 9319 WOODBREEZE BOULEVARD Windermere, FL MLS# O6384930
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    $554,555
    4

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    2.0

    Baths

    1,798

    Sq.Ft.

    9319 WOODBREEZE BOULEVARD

    Windermere, FL

    Courtesy of CHARLES RUTENBERG REALTY ORLANDO
    View 9323 GLADYS GARDEN COURT Windermere, FL MLS# O6381880
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    $11,900,000
    6

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    6.4

    Baths

    9,770

    Sq.Ft.

    9323 GLADYS GARDEN COURT

    Windermere, FL

    View 5745 EMERINGTON CRESCENT Orlando, FL MLS# O6382015
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    $4,590,000
    7

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    7.1

    Baths

    7,881

    Sq.Ft.

    5745 EMERINGTON CRESCENT

    Orlando, FL

    View 5145 LATROBE DRIVE Windermere, FL MLS# O6382287
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    $2,999,999
    4

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    4.1

    Baths

    4,512

    Sq.Ft.

    5145 LATROBE DRIVE

    Windermere, FL

    View 5074 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL MLS# O6373191
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      1 of 70
      $7,250,000
      5

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      6.1

      Baths

      7,099

      Sq.Ft.

      5074 ISLEWORTH COUNTRY CLUB DRIVE

      Windermere, FL

      Courtesy of MEM REALTY GROUP
      View 5509 EMERSON POINTE WAY Orlando, FL MLS# O6369643
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      1 of 68
      $1,690,000
      6

      Beds

      5.0

      Baths

      4,296

      Sq.Ft.

      5509 EMERSON POINTE WAY

      Orlando, FL

      Courtesy of CROWN REALTY INT-L LLC

      About Isleworth

      Listings in Isleworth, Windermere, FL

      51

      Estimated median home price

      $1,825,000
      Isleworth, Windermere Real Estate

      Search Isleworth, Florida Real Estate Listings & New Homes for Sale in Isleworth, FL. Find Isleworth Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

      Homes for Sale by Price in Isleworth, Windermere, FL

      PriceCount
      $0 - 100K0
      $100K - 200K0
      $200K - 300K0
      $300K - 400K0
      $400K - 500K0
      $500K - 600K3
      $600K - 700K2
      $700K - 800K2
      $800K - 900K5
      $900K - 1M5
      $1M - Max34

      Homes for Sale by Type in Isleworth, Windermere, FL

      Property TypeCount
      Single Family49
      Townhouse0
      Condo0
      Commercial0
      Rental8
      Lots and Land2
      Condo/Town/CoOp0
      CoOp0
      Multi Family0
      Mobile Home0
      Farms0

      (Data as of 7/29/2026)

      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 7/29/2026.