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5036 LATROBE DRIVE
WINDERMERE FL 34786 US

$4,900,000

Active Listing ID O6346003
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5 bed
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5.00 Bath (4 Full , 1 Half)
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Lot: 0.69 Acres
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Single Family Residence

$4,900,000

Active Listing ID O6346003
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5036 LATROBE DRIVE Within the gates of the renowned Isleworth Golf & Country Club, this beautiful lakefront estate captures the essence of timeless luxury and gracious living. Poised on the shores of Lake Bessie, the 5, 548 square-foot residence unfolds across two levels, designed to frame sweeping water views and create effortless spaces for both grand entertaining and quiet retreat. The upper level greets guests with custom French entry doors that flow into the open formal living and dining rooms, perfectly designed for gatherings. The kitchen is spacious and inviting, offering casual dining and seamless access to the main living areas. A richly appointed library adds warmth and refinement, while two en-suite bedrooms complete this floor, including the primary suite. With its oversized windows capturing endless lake vistas, a large sitting area, exterior balcony, and an en-suite bath featuring dual vanities, a soaking tub, and walk-in shower, the primary suite is a sanctuary of light and serenity. On the lower level, the estate offers two expansive bonus areas joined by a well-equipped kitchenette. Ideal for gaming, entertaining, or working from home, both spaces connect effortlessly to the sun-drenched pool terrace—seamlessly integrating indoor luxury and outdoor living. A stunning mature oak tree anchors the property's beautiful lakefront grounds, stretching gracefully toward the water’s edge—a signature of the property’s natural beauty. Beyond the oak tree, Lake Bessie shimmers in full view, offering a breathtaking backdrop to the estate. A rare combination of elegance, versatility, and iconic setting, this residence presents a lifestyle within one of Central Florida's finest communities.

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Property Features

  • Facts
  • Lot Size: 0.69 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air, Zoned
  • Exterior Finish: Balcony, French Doors, Lighting, Pool, Dock
  • Floor Covering: Marble, Tile, Wood
  • Roof Type: Tile
  • Heating Fuels: Central, Electric (Heating), Fireplace(s), Natural Gas
  • Additional Features
  • Fireplace
  • Pool
  • Waterfront

School Information

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

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 4900000
  • unparsedaddress: 5036 LATROBE DRIVE
  • postalcity: WINDERMERE
  • stateorprovince: FL
  • country: US
  • postalcode: 34786
  • bathroomsfull: 4
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.69
  • lotsizeunits: Acres
  • lotsizearea: 0.69
  • livingarea: 5548
  • livingareaunits: Square Feet
  • latitude: 28.490503
  • longitude: -81.523392
  • listagentfullname: Monica Lochmandy
  • listagentemail: mlochmandy@isleworth.com
  • listagentkey: 3yd-MFRMLSFL-261067417
  • listagentmlsid: 261067417
  • listagentpreferredphone: 4072306888
  • listagentofficephone: 4079099000
  • listofficekey: 3yd-MFRMLSFL-261013260
  • listagentstatelicense: 3237911
  • listofficemlsid: 261013260
  • disclaimer: Copyright © 2025 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: 1990
  • listingcontractdate: 2025-07-29
  • listagenturl: https://isleworth.com/
  • countyorparish: Orange
  • parcelnumber: 16-23-28-3899-00-220
  • elementaryschool: Windermere Elem
  • highschool: Olympia High
  • appliances: Dishwasher, Dryer, Freezer, Garbage Disposer, Ice Maker, Microwave, Oven - Convection, Range, Refrigerator, Refrigerator - Wine Storage, Washer
  • cooling: Central Air, Zoned
  • constructionmaterials: Block, Stucco
  • flooring: Marble, Tile, Wood
  • heating: Central, Electric (Heating), Fireplace(s), Natural Gas
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Garage, Garage - Attached
  • roof: Tile
  • waterfrontyn: True
  • interiorfeatures: Built-in Features, Central Vaccum, High Ceilings, Primary Bedroom Main Floor, Walk-in Closet(s), Wet Bar
  • exteriorfeatures: Balcony, French Doors, Lighting, Pool, Dock
  • waterfrontfeatures: Lake Front, Waterfront
  • architecturalstyle: New Traditional
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bathroom 5, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Dining Room, Great Room, Kitchen
  • securityfeatures: Security System
  • structuretype: Dock
  • dock: True
  • poolprivateyn: True
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: False
  • location: -81.52339, 28.490503
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Isleworth Realty, LLC", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[{"ExpenseCategory":"Home Owner Assessments Fee", "ExpenseFrequency":"Monthly", "ExpenseValue":1043}], "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":null, "ListOfficeCity":"Windermere", "ListOfficeCountry":"US", "ListOfficeEmail":"sales@isleworth.com", "ListOfficePostalCode":"34786", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence, Traditional - WINDERMERE, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/5036-Latrobe-Dr_Windermere_FL_34786_M62537-64860?f=listhub&s=MFRMLSFL&m=O6346003&c=rexren", "MLSModificationTimestamp":"2025-10-07T12:54:11Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":8, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":17326, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 10/24/2025 12:10:52 AM GMT
Source Updated Date: 12/6/2025 6:41:39 AM GMT

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

Copyright © 2025 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.