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5237 ISLEWORTH COUNTRY CLUB Drive WINDERMERE FL 34786US5 Bed, 5.00 Bath (5 Full Bath), 5,972 square feetO6427447
5237 ISLEWORTH COUNTRY CLUB Drive WINDERMEREFL34786
3600000.0000 1/1/1900 12:00:00 AM
ISLEWORTH REALTY LLC
1 /

Courtesy of: Monica Lochmandy, ISLEWORTH REALTY LLC, mlochmandy@isleworth.com

5237 ISLEWORTH COUNTRY CLUB Drive
WINDERMERE FL 34786 US

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1 /

Courtesy of: Monica Lochmandy, ISLEWORTH REALTY LLC, mlochmandy@isleworth.com

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5237 ISLEWORTH COUNTRY CLUB Drive
WINDERMERE FL 34786 US

$3,600,000

Active Under Contract Listing ID O6427447
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5 bed
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5,972 square feet
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5.00 Bath (5 Full)
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Lot: 0.51 Acres
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Single Family Residence

$3,600,000

Active Under Contract Listing ID O6427447
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5237 ISLEWORTH COUNTRY CLUB Drive Under contract-accepting backup offers. Located along the 2nd tee of Isleworth's renowned championship golf course, this beautiful golf-front estate offers an exceptional location within the gates. The five-bedroom home features offers a spacious and open floor plan of more than 5, 900 square feet overlooking the serene golf and water vistas. .

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Property Features

  • Facts
  • Lot Size: 0.51 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 5
  • Cooling System: Central Air, Zoned
  • Floor Covering: Carpet, Marble, Wood
  • Roof Type: Tile
  • Heating Fuels: Zoned, Central
  • Additional Features
  • Fireplace
  • Pool

School Information

  • School
  • Windermere Elem(Elementary)
  • Chain of Lakes Middle(MiddleSchool)
  • Olympia High(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 3600000
  • unparsedaddress: 5237 ISLEWORTH COUNTRY CLUB Drive
  • postalcity: WINDERMERE
  • stateorprovince: FL
  • country: US
  • postalcode: 34786
  • bathroomsfull: 5
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.51
  • lotsizeunits: Acres
  • lotsizearea: 0.51
  • livingarea: 5972
  • livingareaunits: Square Feet
  • latitude: 28.481094
  • longitude: -81.523974
  • listagentfullname: Monica Lochmandy
  • listagentemail: mlochmandy@isleworth.com
  • listagentkey: 3yd-MFRMLSFL-261067417
  • listagentmlsid: 261067417
  • listagentpreferredphone: 4072306888
  • listagentofficephone: 4072306888
  • listofficekey: 3yd-MFRMLSFL-261013260
  • listofficemlsid: 261013260
  • disclaimer: Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MFRMLSFL
  • yearbuilt: 1989
  • listingcontractdate: 2026-07-29
  • listagentfax: 4078760085
  • listagenturl: http://www.isleworth.com
  • countyorparish: Orange
  • parcelnumber: 16-23-28-3899-02-320
  • elementaryschool: Windermere Elem
  • highschool: Olympia High
  • appliances: Built-In Oven, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
  • cooling: Central Air, Zoned
  • constructionmaterials: Block, Stucco
  • flooring: Carpet, Marble, Wood
  • heating: Zoned, Central
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 0
  • roof: Tile
  • view: Lake, Water, Golf Course
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: Built-in Features, Primary Bedroom Main Floor, Walk-In Closet(s)
  • rooms: Bathroom 2, Bathroom 5, Bedroom 5, Bedroom 3, Bathroom 4, Bathroom 1, Bedroom 4, Bedroom 2, Family Room, Bathroom 3, Bedroom 1, Dining Room
  • dock: False
  • poolprivateyn: True
  • spayn: True
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: False
  • location: -81.52397, 28.481094
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Isleworth Realty, LLC", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"mlochmandy@isleworth.com", "ListBrokerageCity":"Windermere", "ListBrokerageCountry":"US", "ListBrokerageEmail":"sales@isleworth.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Isleworth Realty, LLC", "ListBrokeragePhone":"(407) 876-0111", "ListBrokeragePostalCode":"34786", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"9350 Conroy Windermere Road", "ListBrokerageWebsiteUrl":"https://isleworth.com/", "ListOfficeAddress1":"9350 Conroy Windermere Rd ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"261013260", "ListOfficeCity":"Windermere", "ListOfficeCountry":"US", "ListOfficeEmail":"sales@isleworth.com", "ListOfficePostalCode":"34786", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - WINDERMERE, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/5237-Isleworth-Country-Club-Dr_Windermere_FL_34786_M62595-41081?f=listhub&s=MFRMLSFL&m=O6427447&c=rexren", "MLSModificationTimestamp":"2026-07-30 21:31:10", "Neighborhoods":[{"Description":null, "Name":"ISLEWORTH"}], "PostalCode":null, "RoomCount":6, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":45808, "TaxDescription":"ISLEWORTH 16/118 LOT 232", "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 8/3/2026 5:32:35 PM GMT
Source Updated Date: 8/12/2026 12:56:16 AM GMT

Courtesy of: Monica Lochmandy, ISLEWORTH REALTY LLC, mlochmandy@isleworth.com

Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

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