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5139 Isleworth Country Club Drive Windermere, FL 34786
7 beds
7.5 baths
13,973 sq ft


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Jury Hernandez

Jury Hernandez

The 1st Single Family Home Expert

Property Description

Spectacular Tuscan Modern Custom-Built estate is a once in a lifetime opportunity inspired by the Italian Renaissance. One of the most exclusive private golf and country club communities in the world offers an exquisite location within the main gates of the beautiful award-winning community of Isleworth golf and country club. A fabulous double acre location along the front nine of Isleworth’s renowned championship golf course overlooking hole #3. The expansive estate showcases more than 12,500 square feet of living space. Beautifully updated and maintained, the residence displays double iron doors opening to a covered front entry/Porte Cochere, an extravagant fountain with a circular driveway. Upon entering the home, you are encountered with the stone and curved staircase and an exquisite, vaulted ceiling. The living room features a large, curved window through which professionally manicured gardens are viewed. The home features luxurious custom cabinets and exquisite crown moldings. The kitchen boasts professional appliances, granite countertops, a work island, and a beautiful accented high ceiling with direct access to the casual dining nook and formal dining room with a built-in hand-carved stone bar. Adjacent to the bar is a convenient wine cellar. The owner’s suite on the main level features dual spacious closets, access to the lanai, a luxurious bath with double vanities, a walk-in shower, an exquisite tub surrounded by stone columns, custom window treatments, and an elegant chandelier. The Home Theater resembles an old Hollywood vintage cinema with classic decorative moldings. The theater is part of the home’s game wing, including a billiard room, and an acoustically treated music recording studio. The intriguing design of an outdoor theater is an unusual twist that demonstrates this home’s artistic vision. The enclosed screened in patio is an indoor paradise including a Spa/Pool, descending movie screen, a stone fireplace, outdoor kitchen, and a cozy sitting area protected from the rain. Additional features include, Lutron HomeWorks, State-of-the-art Control4 Home automation system, an elevator, extra laundry room on the second floor, and an oversize six car garage. The property has a separate two-bedroom guest house and a second private patio above the cottage to complement the main home allowing privacy from the main home for your guests.

Property Details & Features

Property Type

  • Single Family Residence

Year Built

  • 2002


  • Attached Garage Yn: t
  • Garage Spaces: 6


  • Living Area Meters: 1298.13
  • Room Count: 9
  • Architectural Style: “Contemporary”, “Custom”
  • Building Area Units: Square Feet
  • Construction Materials: “Brick”, “Concrete”, “Stone”,
  • Direction Faces: West
  • Levels: “Two”
  • Living Area: 13973
  • Stories Total: 2
  • Year Built: 2002


  • Total Annual Fees: $10,356
  • Total Monthly Fees: $863

Home Owner’s Association

  • Association Email: [email protected]
  • Association Fee Requirement: Required
  • Monthly HOA Amount: $863
  • Association Fee Frequency: Quarterly
  • Association Fee: $2589
  • Association Name: Dan OConnell
  • Association Phone: 407-909-2071


  • Calculated List Price By Calculated Sq Ft: $565


  • Lot Size Square Meters: 7775
  • Total Acreage: 1 to less than 2
  • Features: “In County”, “On Golf Course”, “Oversized
    Lot”, “Paved”
  • 1.92 acres
  • 83685 square feet
  • View: “Golf Course”, “Water”

Pets Policy

  • Number Of Pets: 1
  • Pet Restrictions: Leash laws
  • Pets Allowed: “Breed Restrictions”, “Number Limit”,


  • Number Of Septics: 3
  • Sewer: “Septic Tank”

Property Access

  • Road Surface: “Asphalt”, “Brick”

Appliances and Equipment

  • Appliances: “Bar Fridge”, “Built-In Oven”, “Cooktop”,
    “Dishwasher”, “Disposal”, “Dryer”, “Electric Water
    Heater”, “Exhaust Fan”, “Freezer”, “Gas Water Heater”,
    “Ice Maker”, “Microwave”, “Range”, “Range Hood”,
    “Refrigerator”, “Trash Compactor”, “Washer”, “Wine


  • 7 full bathrooms
  • 1 half bathroom


  • Bedrooms Total: 7


  • Cooling: “Central Air”, “Zoned”

Exterior Features

  • Exterior Features: “Balcony”, “French Doors”,
    “Lighting”, “Outdoor Grill”, “Outdoor Kitchen”,


  • Fireplace Features: “Gas”, “Living Room”


  • Flooring: “Brick”, “Ceramic Tile”, “Tile”, “Wood”


  • Foundation Details: “Slab”, “Stem Wall”


  • Heating: “Central”, “Electric”, “Exhaust Fan”, “Zoned”

Interior Features

  • Interior Features: “Built-in Features”, “Cathedral
    Ceiling(s)”, “Central Vaccum”, “Dry Bar”, “Eat-in
    Kitchen”, “Elevator”, “High Ceilings”, “Kitchen/Family
    Room Combo”, “L Dining”, “Master Bedroom Main Floor”,
    “Open Floorplan”, “Other”, “Skylight(s)”, “Solid
    Surface Counters”, “Solid Wood Cabinets”, “Stone
    Counters”, “Thermostat”, “Tray Ceiling(s)”, “Vaulted
    Ceiling(s)”, “Walk-In Closet(s)”, “Window Treatments”


  • County or Parish: Orange
  • Subdivision: ISLEWORTH 01 AMD
  • Township: 23


  • Parking Features: “Circular Driveway”, “Garage Door
    Opener”, “Golf Cart Parking”, “Oversized”


  • Pool Features: “Chlorine Free”, “Heated”, “Salt Water”


  • Zoning: P-D


  • Roof: “Tile”


  • Utilities: “Cable Connected”, “Electricity Connected”,
    “Natural Gas Available”, “Public”, “Street Lights”,
    “Water Connected”
  • Water Source: “Public”

This content last updated on November 28, 2022 7:34PM. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

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