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5092 Isleworth Country Club Drive Windermere, FL 34786
5 beds
5 baths
6,115 sq ft


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Kyle Madorin

Kyle Madorin

Realtor®, Founder

Property Description

With a fabulous location along the front nine of Isleworth’s renowned championship golf course overlooking Hole 6, this expansive estate showcases more than 6,100 square feet of living space. Beautifully updated and maintained, the residence displays a wealth of unique appointments, including custom ceilings, travertine floors with tile inlays and beautifully detailed stone columns. The formal living room features a soaring ceiling of more than 20 feet and direct access to the lanai creating an elegant, light-filled space with a gorgeous chandelier, stone fireplace and the grand staircase nearby. Offering luxurious custom cabinets and exquisite carved moldings, the kitchen boasts professional appliances, granite countertops, a beautiful groin-vault ceiling and direct access to both the casual dining nook and formal dining room with built-in bar. Stone columns separate the kitchen from the open and airy family room featuring a built-in media display and access to the lanai. Five generous bedrooms include the owner’s suite on the main level which features a fireplace, access to the lanai, dual closets and a luxurious bath with dual vanities, a walk-in shower and a lovely soaking tub surrounded by stone columns, custom window treatments and an elegant chandelier. Additional interior highlights include a stunning home office outfitted with knotty pine wood from floor to ceiling; a large bonus room that offers versatility as a game room, in-law suite and more; a spacious laundry room with custom cabinetry; and an expansive garage. On the upper level, the remaining bedroom suites open to the large balcony overlooking panoramic golf views with the sparkling waters of Lake Bessie in the distance. With its open-air swimming pool, private putting green and ample deck space surrounded by impeccably manicured landscaping and a beautiful European-style lanai surrounded by a gorgeous balustrade with plenty of space for entertaining, the estate offers captivating sunsets in the ultimate golf-front setting.

Property Details & Features

Property Type

  • Single Family Residence

Year Built

  • 1995


  • Living Area Meters: 568.10
  • Room Count: 8
  • Architectural Style: “Mediterranean”
  • Building Area Total: 10314
  • Building Area Units: Square Feet
  • Construction Materials: “Block”, “Stucco”
  • Direction Faces: East
  • Levels: “Two”
  • Living Area: 6115
  • Year Built: 1995


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

Home Owner’s Association

  • Association Email: [email protected]
  • Association Fee Requirement: Required
  • Association Approval Required YN: 1
  • Monthly HOA Amount: $863
  • Association Fee Frequency: Quarterly
  • Association Fee Includes: “Guard – 24 Hour”, “Cable TV”, “Escrow Reserves Fund”, “Internet”, “Maintenance Grounds”, “Maintenance”, “Private Road”, “Security”
  • Association Fee: $2589


  • Available For Lease
  • Minimum Lease: 1-2 Years
  • Calculated List Price By Calculated Sq Ft: $736


  • Lot Size Square Meters: 3774
  • Total Acreage: 1/2 to less than 1
  • Features: “On Golf Course”, “Paved”, “Private”
  • 0.93 acres
  • 40620 square feet
  • View: “Garden”, “Golf Course”, “Trees/Woods”

Pets Policy

  • Pet Restrictions: Per Orange County breed restrictions, number limits and leash laws.
  • Pets Allowed: “Yes”


  • Additional Water Information: The Isleworth community is set along six of the lakes within the much desirable Butler Chain of Lakes. We offer a private, community boat ramp for our residents eager to enjoy these great waters.
  • Utilities: “Cable Connected”, “Electricity Connected”, “Fire Hydrant”, “Natural Gas Connected”, “Street Lights”, “Underground Utilities”
  • Water Source: “Public”

Property Access

  • Road Surface: “Paved”

Appliances and Equipment

  • Appliances: “Bar Fridge”, “Built-In Oven”, “Convection Oven”, “Dishwasher”, “Disposal”, “Dryer”, “Electric Water Heater”, “Exhaust Fan”, “Microwave”, “Range”, “Range Hood”, “Refrigerator”, “Washer”


  • 4 full bathrooms
  • 2 half bathrooms


  • Bedrooms Total: 5


  • Community Features: “Association Recreation – Owned”, “Boat Ramp”, “Fitness Center”, “Gated”, “Golf Carts OK”, “Golf”, “Playground”, “Pool”, “Tennis Courts”, “Water Access”, “Waterfront”


  • Cooling: “Central Air”, “Zoned”


  • Disclosures: “HOA/PUD/Condo Disclosure”, “Seller Property Disclosure”

Exterior Features

  • Exterior Features: “Balcony”, “Fence”, “French Doors”, “Irrigation System”, “Lighting”, “Rain Gutters”


  • Fireplace Features: “Living Room”, “Master Bedroom”


  • Flooring: “Brick”, “Carpet”, “Marble”, “Travertine”, “Wood”


  • Foundation Details: “Slab”


  • Attached Garage Yn: t
  • Garage Spaces: 4


  • Heating: “Central”, “Zoned”

Interior Features

  • Furnished: Partially
  • Interior Features: “Built-in Features”, “Cathedral Ceiling(s)”, “Ceiling Fans(s)”, “Central Vaccum”, “Crown Molding”, “Eat-in Kitchen”, “High Ceilings”, “Kitchen/Family Room Combo”, “Master Bedroom Main Floor”, “Solid Wood Cabinets”, “Stone Counters”, “Vaulted Ceiling(s)”, “Walk-In Closet(s)”, “Wet Bar”, “Window Treatments”


  • Laundry Features: “Laundry Room”


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


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


  • Pool Features: “In Ground”, “Salt Water”


  • Vegetation: “Mature Landscaping”, “Trees/Landscaped”
  • Zoning: P-D


  • Roof: “Tile”


  • Elementary School: Windermere Elem
  • Middle Or Junior School: Chain of Lakes Middle
  • High School: Olympia High


  • Sewer: “Septic Tank”


  • Window Features: “Drapes”, “Window Treatments”

This content last updated on May 28, 2022 7:29PM. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

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