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19 Properties

19 Properties for Sale In Isleworth

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FL >Windermere >Isleworth >
Market Insights
  • 5073 LATROBE DR, Windermere, FL 34786
    1/34 34
    New

    $2,999,000

    4 Beds6 Baths4,706 SqFt

    5073 LATROBE DR, Windermere, FL 34786

    Single Family Home

    Listed by Michelle Corbin ISLEWORTH REALTY LLC

    Stellar MLS

    READ MORE

  • 5199 LATROBE DR, Windermere, FL 34786
    1/64 64
    Active

    $5,300,000

    6 Beds7 Baths4,665 SqFt

    5199 LATROBE DR, Windermere, FL 34786

    Single Family Home

    Listed by Monica Lochmandy ISLEWORTH REALTY LLC

    Stellar MLS

    READ MORE

  • 4806 ALEXANDRA GARDEN CT, Windermere, FL 34786
    1/67 67
    Pending

    $4,200,000

    5 Beds7 Baths5,695 SqFt

    4806 ALEXANDRA GARDEN CT, Windermere, FL 34786

    Single Family Home

    Listed by Michelle Corbin ISLEWORTH REALTY LLC

    Stellar MLS

    READ MORE

  • 6462 DEACON CIR, Windermere, FL 34786
    1/46 46
    Active

    $6,950,000

    5 Beds6 Baths7,178 SqFt

    6462 DEACON CIR, Windermere, FL 34786

    Single Family Home

    Listed by Michelle Corbin ISLEWORTH REALTY LLC

    Stellar MLS

    READ MORE

  • 5138 FAIRWAY OAKS DR, Windermere, FL 34786
    1/51 51
    Active

    $5,500,000

    4 Beds5 Baths4,330 SqFt

    5138 FAIRWAY OAKS DR, Windermere, FL 34786

    Single Family Home

    Listed by Monica Lochmandy ISLEWORTH REALTY LLC

    Stellar MLS

    READ MORE

  • 9144 ISLEWORTH GARDENS DR, Windermere, FL 34786
    1/63 63
    Active

    $4,450,000

    3 Beds5 Baths5,004 SqFt

    9144 ISLEWORTH GARDENS DR, Windermere, FL 34786

    Single Family Home

    Listed by Megan Dowdy MEGAN DOWDY REALTY, LLC

    Stellar MLS

    READ MORE

  • 5151 LATROBE DR, Windermere, FL 34786
    1/57 57
    Active

    $3,900,000

    4 Beds5 Baths5,301 SqFt

    5151 LATROBE DR, Windermere, FL 34786

    Single Family Home

    Listed by Monica Lochmandy ISLEWORTH REALTY LLC

    Stellar MLS

    READ MORE

  • 5001 LATROBE DR, Windermere, FL 34786
    1/40 40
    Active

    $3,299,999

    5 Beds5 Baths4,417 SqFt

    5001 LATROBE DR, Windermere, FL 34786

    Single Family Home

    Listed by Laura Diss Q BOUTIQUE SPECIALTY REALTY INC

    Stellar MLS

    READ MORE

  • 5145 LATROBE DR, Windermere, FL 34786
    1/73 73
    Active

    $3,299,000

    4 Beds5 Baths4,512 SqFt

    5145 LATROBE DR, Windermere, FL 34786

    Single Family Home

    Listed by Teresa Stewart SOUTHERN REALTY GROUP LLC

    Stellar MLS

    READ MORE

  • 9323 GLADYS GARDEN CT, Windermere, FL 34786
    1/84 84
    Active

    $11,900,000

    6 Beds10 Baths9,770 SqFt

    9323 GLADYS GARDEN CT, Windermere, FL 34786

    Single Family Home

    Listed by Steve Healy CORCORAN PREMIER REALTY

    Stellar MLS

    READ MORE

  • 5074 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786
    1/80 80
    Active

    $7,250,000

    5 Beds7 Baths7,099 SqFt

    5074 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786

    Single Family Home

    Listed by Armaan Memarpouri MEM REALTY GROUP

    Stellar MLS

    READ MORE

  • 5050 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786
    1/40 40
    Active

    $3,390,000

    4 Beds5 Baths3,365 SqFt

    5050 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786

    Single Family Home

    Listed by Toni Cafferty COMPASS FLORIDA LLC

    Stellar MLS

    READ MORE

  • 9725 CHESTNUT RIDGE DR, Windermere, FL 34786
    1/61 61
    Active

    $6,000,000

    7 Beds7 Baths8,000 SqFt

    9725 CHESTNUT RIDGE DR, Windermere, FL 34786

    Single Family Home

    Listed by Dianna Desboyaux DOUGLAS ELLIMAN

    Stellar MLS

    READ MORE

  • 5243 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786
    1/65 65
    Active

    $5,100,000

    4 Beds6 Baths6,424 SqFt

    5243 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786

    Single Family Home

    Listed by Rob Rahter STOCKWORTH REALTY GROUP

    Stellar MLS

    READ MORE

  • 5036 LATROBE DR, Windermere, FL 34786
    1/47 47
    Pending

    $4,900,000

    5 Beds5 Baths5,548 SqFt

    5036 LATROBE DR, Windermere, FL 34786

    Single Family Home

    Listed by Monica Lochmandy ISLEWORTH REALTY LLC

    Stellar MLS

    READ MORE

  • 9648 MCCORMICK PL, Windermere, FL 34786
    1/61 61
    Pending

    $3,800,000

    3 Beds4 Baths4,751 SqFt

    9648 MCCORMICK PL, Windermere, FL 34786

    Single Family Home

    Listed by Michelle Corbin ISLEWORTH REALTY LLC

    Stellar MLS

    READ MORE

  • 4812 ALEXANDRA GARDEN CT, Windermere, FL 34786
    1/66 66
    Active

    $3,699,000

    3 Beds5 Baths4,262 SqFt

    4812 ALEXANDRA GARDEN CT, Windermere, FL 34786

    Single Family Home

    Listed by Rob Rahter STOCKWORTH REALTY GROUP

    Stellar MLS

    READ MORE

  • 9731 CHESTNUT RIDGE DR, Windermere, FL 34786
    1/57 57
    Active

    $3,400,000

    4 Beds4 Baths4,877 SqFt

    9731 CHESTNUT RIDGE DR, Windermere, FL 34786

    Single Family Home

    Listed by Monica Lochmandy ISLEWORTH REALTY LLC

    Stellar MLS

    READ MORE

  • 4819 ALEXANDRA GARDEN CT, Windermere, FL 34786
    1/44 44
    Active

    $3,200,000

    4 Beds5 Baths3,745 SqFt

    4819 ALEXANDRA GARDEN CT, Windermere, FL 34786

    Single Family Home

    Listed by Michelle Corbin ISLEWORTH REALTY LLC

    Stellar MLS

    READ MORE

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LPT Realty
Bernard Jackson
+1(863) 223-2294
bernardjacksonrealtor@gmail.com
1400 S International Parkway Suite 1020, Mary, FL, 32746, USA

      Bernard Jackson REALTOR® | Poinciana, Fl
      BUY A Home
      1. Buy A Home
      2. Luxury Listings
      3. Single Family Homes
      4. New Construction
      5. Lake Front Homes
      Sell A Home
      1. Connect
      2. Sell My Home
      3. Home Valuation
      4. Benefits of A Cash Buyer
      5. Sold Listings
      Communities
      1. Kissimmee
      2. Discover Poinciana
      3. Davenport
      4. Search For Central Florida Homes
      More
      1. hometown-heroes-2025
      2. Affordability Calculator
      3. Downpayment Assistance
      4. Osceola SHIP Program
      5. Market Snapshot
      6. Get Pre-Approved Today
      7. Rent
      8. Blogs
      9. About Bernard Jackson
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

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Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

site logo

Get My App

LPT Realty
Bernard Jackson
+1(863) 223-2294
bernardjacksonrealtor@gmail.com
1400 S International Parkway Suite 1020, Mary, FL, 32746, USA

      Bernard Jackson REALTOR® | Poinciana, Fl
      BUY A Home
      1. Buy A Home
      2. Luxury Listings
      3. Single Family Homes
      4. New Construction
      5. Lake Front Homes
      Sell A Home
      1. Connect
      2. Sell My Home
      3. Home Valuation
      4. Benefits of A Cash Buyer
      5. Sold Listings
      Communities
      1. Kissimmee
      2. Discover Poinciana
      3. Davenport
      4. Search For Central Florida Homes
      More
      1. hometown-heroes-2025
      2. Affordability Calculator
      3. Downpayment Assistance
      4. Osceola SHIP Program
      5. Market Snapshot
      6. Get Pre-Approved Today
      7. Rent
      8. Blogs
      9. About Bernard Jackson
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

TREC Consumer Protection Notice

TREC Information About Brokerage Services

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility