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5243 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE FL 34786 US

$5,325,000

Active Listing ID O6348067
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4 bed
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6.00 Bath (5 Full , 1 Half)
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Lot: 0.51 Acres
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Single Family Residence

$5,325,000

Active Listing ID O6348067
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5243 ISLEWORTH COUNTRY CLUB DRIVE Presenting a magnificent Isleworth golf front estate with sweeping lake views, perched above holes #2 and #9 and Lake Chase, combining a completely reimagined interior with designer elegance and modern grand style. With no neighbors on three sides, this stunning home offers a unique combination of privacy mixed with rare golf and water vistas. Home recently underwent a major “spare no expense” remodel by McNally Construction and design by Debby Dearth of McNally Design using the highest quality materials combining the latest designs with timeless Mediterranean architecture. Enter to an impressive foyer and Great Room with soaring 20-foot ceilings above and basket weaved marble and wood flooring below, complemented by wood beams, stone gas fireplace with marble mantle, and shimmering chandeliers. An adjacent cocktail bar next to the dining room is fitted with Cristallo quartzite counters and a temperature-controlled wine cellar that can easily accommodate 700+ bottles of wine. The well-appointed chef’s kitchen is fully equipped with a large center island, custom wood cabinetry, Italian dolomite counter tops, Sub Zero refrigerator, and a Wolf gas range with griddle. Family room and breakfast nook are perfectly sized for everyday entertaining with vaulted ceilings, reclaimed wood floors, and access to the pool patio and summer kitchen cabana. The dramatic first floor primary retreat features picturesque windows and a luxurious spa-like bath complete with chandelier, breakfast bar with Sub Zero fridge, dual vanities, garden tub, glass shower, and French doors to a walled outdoor space. The master closet provides access to a discrete room at the top of a spiral staircase that can be a gym, second study, or hidden Pilates room. Up the main staircase are three additional bedroom suites and a movie theater. An executive office is located on the first floor. Exterior living spaces feature a large covered lanai, heated saltwater pool, full pool bath, summer kitchen with stainless steel grill, sink, beverage refrigerator, custom-built stacked stone outdoor fireplace, and nearly 300 feet of golf frontage. Notable upgrades done in 2023 include a brand new tile roof, replacement of all custom doors and windows, remodeled kitchen, bathrooms with Kohler fixtures, door hardware, cocktail bar, flooring, Control 4 smart house features for lighting, electric shades, cameras, HVAC, pool equipment, garage doors, locks, built-in sound system, pool resurface, new pool heater, landscaping, complete interior and exterior paint, and exterior gray pavers. Home is built with concrete construction on both first and second floors. The 600-acre Isleworth community, surrounding the Butler Chain of Lakes, is a residential enclave that sets the standard of excellence for Central Florida living. Isleworth Golf & Country Club, which is located within the community, is recognized as one of the Top 100 Platinum Clubs of the World offering separate membership opportunities that provide access to golf, tennis, fitness, Clubhouse dining and social events, swimming in the resort-style pool and sundeck, dock, and an abundance of activities. Enjoy a lifestyle defined by casual elegance in a setting that sets the standard for luxury living.

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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
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air, Zoned
  • Exterior Finish: Level, Paved, Fencing, French Doors, Lighting, Outdoor Kitchen, Storage, Pool
  • Floor Covering: Carpet, Marble, Tile, Wood
  • Roof Type: 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: 5325000
  • unparsedaddress: 5243 ISLEWORTH COUNTRY CLUB DRIVE
  • postalcity: WINDERMERE
  • stateorprovince: FL
  • country: US
  • postalcode: 34786
  • bathroomsfull: 5
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.51
  • lotsizeunits: Acres
  • lotsizearea: 0.51
  • livingarea: 6424
  • livingareaunits: Square Feet
  • latitude: 28.481
  • longitude: -81.524382
  • listagentfullname: Rob Rahter
  • listagentemail: rob@stockworth.com
  • listagentkey: 3yd-MFRMLSFL-261090118
  • listagentmlsid: 261090118
  • listagentpreferredphone: 4079095900
  • listagentofficephone: 4079095900
  • listofficekey: 3yd-MFRMLSFL-50198
  • listagentstatelicense: 3129153
  • listofficemlsid: 50198
  • 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: 1992
  • listingcontractdate: 2025-10-09
  • listagenturl: http://www.stockworth.com
  • countyorparish: Orange
  • parcelnumber: 28-23-16-3899-02-310
  • elementaryschool: Windermere Elem
  • highschool: Olympia High
  • appliances: Dishwasher, Dryer, Garbage Disposer, Ice Maker, Microwave, Range, Refrigerator, Refrigerator - Wine Storage, Washer
  • cooling: Central Air, Zoned
  • constructionmaterials: Block, Stucco
  • flooring: Carpet, Marble, Tile, Wood
  • heating: Central, Electric (Heating), Fireplace(s), Zoned (Heating)
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Driveway, Garage, Garage - Attached, Golf Cart
  • roof: Tile
  • waterfrontyn: False
  • interiorfeatures: Built-in Features, Ceiling Fans(s), Central Vaccum, Coffered Ceiling(s), Crown Molding, Eat-in Kitchen, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-in Closet(s), Wet Bar, Window Treatments
  • exteriorfeatures: Level, Paved, Fencing, French Doors, Lighting, Outdoor Kitchen, Storage, Pool
  • architecturalstyle: Mediterranean
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bathroom 5, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Den, Dining Room, Family Room, Kitchen, Living Room, Media Room
  • securityfeatures: Closed Circuit Camera(s), Gated Community, Security System, Security System Owned, Smoke Detector(s)
  • otherstructures: Outdoor Kitchen, Storage
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Fenced, Gate
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.52438, 28.481
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Stockworth Realty Group LLC", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[{"ExpenseCategory":"Home Owner Assessments Fee", "ExpenseFrequency":"Monthly", "ExpenseValue":1043}], "GeocodeOptions":null, "LeadRoutingEmail":"sales@stockworth.com", "ListBrokerageCity":"Orlando", "ListBrokerageCountry":"US", "ListBrokerageEmail":"sales@stockworth.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MFRMLSFL/df0cdd81e16e11e198751231392c982a/20131031155041382.png", "ListBrokerageName":"Stockworth Realty Group LLC", "ListBrokeragePhone":"407-909-5900", "ListBrokeragePostalCode":"32819", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"4705 S Apopka Vineland Road", "ListBrokerageWebsiteUrl":"http://www.stockworth.com", "ListOfficeAddress1":"4705 Apopka Vineland Rd #210", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":null, "ListOfficeCity":"Orlando", "ListOfficeCountry":"US", "ListOfficeEmail":"rob@stockworth.com", "ListOfficePostalCode":"32819", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family Residence, Custom, Mediterranean - WINDERMERE, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/5243-Isleworth-Country-Club-Dr_Windermere_FL_34786_M68638-84307?f=listhub&s=MFRMLSFL&m=O6348067&c=rexren", "MLSModificationTimestamp":"2025-10-09T21:27:09Z", "Neighborhoods":[], "PostalCode":null, "RawPropertySubType":"Single Family Residence", "RawPropertyType":"Residential", "RoomCount":11, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":50194, "TaxDescription":null, "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 10/10/2025 4:04:22 AM GMT
Source Updated Date: 12/6/2025 12:40:37 PM GMT

Courtesy of: Rob Rahter, STOCKWORTH REALTY GROUP, rob@stockworth.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.