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5199 LATROBE DR
WINDERMERE FL 34786 US

$5,300,000

Active Listing ID O6409961
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6 bed
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7.00 Bath (6 Full , 1 Half)
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Lot: 0.52 Acres
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Single Family Residence

$5,300,000

Active Listing ID O6409961
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5199 LATROBE DR Set within the gates of renowned Isleworth, this beautifully reimagined golf-front estate presents an exceptional opportunity to experience refined Central Florida living at its finest. Perfectly positioned along Isleworth’s celebrated championship golf course, the residence captures sweeping views of the fourth fairway while offering the privacy, comfort, and sophistication synonymous with the community’s distinguished lifestyle.Thoughtfully renovated and impeccably maintained, the home encompasses more than 6, 600 square feet of combined indoor living and covered outdoor space, where contemporary finishes, designer lighting, and warm architectural details create an atmosphere that is both elegant and inviting. Every space has been intentionally curated—from the centrally located gourmet kitchen to the well-appointed utility spaces, resulting in a residence designed for effortless everyday living and elevated entertaining alike.The flexible floor plan offers exceptional versatility to suit a variety of lifestyles, accommodating configurations of up to six bedrooms, or alternatively a combination of bedrooms, office space, fitness room, or additional gathering areas. Six full baths and one half bath are finished with timeless materials and meticulous attention to detail throughout.At the heart of the home, the designer kitchen features sleek white cabinetry, quartz countertops, stainless steel appliances, and seamless connectivity to the expansive family room and casual dining area. Large glass openings invite natural light indoors while providing direct access to the screened lanai and resort-style pool environment beyond.The private primary suite serves as a luxurious retreat, highlighted by porcelain plank flooring, a spa-inspired bath with freestanding soaking tub and walk-in shower, and an oversized custom walk-in closet. Additional guest suites provide comfort and flexibility for family and visitors, while the home’s four-car garage and expansive motor court offer abundant space for automobile enthusiasts and guests alike.Outdoors, the estate transforms into a true private sanctuary. A newly redesigned saltwater pool and spa are enclosed within a custom lanai structure and complemented by an expansive new pool deck, creating a year-round setting for relaxation and entertaining. Lush landscaping, a fenced rear lawn, and panoramic golf course vistas further enhance the sense of serenity and exclusivity.Blending timeless elegance with modern livability, this exceptional Isleworth residence offers a rare combination of spacious design, privacy, and premier golf-front surroundings within one of the finest golf club communities in the world.

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Property Features

  • Facts
  • Lot Size: 0.52 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 6
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air, Zoned
  • Exterior Finish: Paved, French Doors, Rain Gutters, Pool
  • Floor Covering: Tile, Tile - Ceramic
  • Roof Type: Concrete, Tile
  • Heating Fuels: Central, Electric (Heating), Fireplace(s), Zoned (Heating)
  • 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: 5300000
  • unparsedaddress: 5199 LATROBE DR
  • postalcity: WINDERMERE
  • stateorprovince: FL
  • country: US
  • postalcode: 34786
  • bathroomsfull: 6
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.52
  • lotsizeunits: Acres
  • lotsizearea: 0.52
  • livingarea: 4665
  • livingareaunits: Square Feet
  • latitude: 28.486866
  • longitude: -81.517896
  • 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 © 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: 1993
  • listingcontractdate: 2026-05-25
  • listagenturl: https://isleworth.com/
  • countyorparish: Orange
  • parcelnumber: 16-23-28-3899-03-150
  • elementaryschool: Windermere Elem
  • highschool: Olympia High
  • appliances: Dishwasher, Garbage Disposer, Microwave, Refrigerator, Washer
  • cooling: Central Air, Zoned
  • constructionmaterials: Block, Concrete, Stucco
  • flooring: Tile, Tile - Ceramic
  • heating: Central, Electric (Heating), Fireplace(s), Zoned (Heating)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Driveway, Garage, Garage - Attached
  • roof: Concrete, Tile
  • waterfrontyn: False
  • interiorfeatures: Primary Bedroom Main Floor, Stone Counters, Walk-in Closet(s)
  • exteriorfeatures: Paved, French Doors, Rain Gutters, Pool
  • 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, Family Room, Kitchen, Living Room
  • securityfeatures: Gated Community, Security Gate
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Gate
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: False
  • location: -81.5179, 28.486866
  • 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":1224}], "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/5199-Latrobe-Dr_Windermere_FL_34786_M62462-74405?f=listhub&s=MFRMLSFL&m=O6409961&c=rexren", "MLSModificationTimestamp":"2026-05-28T20:03:11Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":10, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":37240.92, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 5/28/2026 10:10:43 PM GMT
Source Updated Date: 6/4/2026 12:54:43 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.