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    Home / Windermere / 5050 ISLEWORTH COUNTRY CLUB DRIVE
    5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL 34786 View All Photos

    $3,189,000

    | Active

    5050 ISLEWORTH COUNTRY CLUB DRIVE

    Windermere, FL 34786

    4,843
    Square Feet
    4
    Beds
    4.5
    Baths
    0.52
    Acres
    6
    Days on Market
    MFRO6438618
    MLS#
    House
    Structure
    Residential
    Zone
    Contact

    Positioned along the 6th fairway of Isleworth Golf & Country Club, this thoughtfully updated single-story residence offers a rare combination of privacy, golf-course views and effortless everyday living. A welcoming circular drive and mature oaks set the stage, while inside, nearly 3,400 square feet unfolds in a light-filled collection of spaces designed to feel equally comfortable for quiet evenings at home or a house full of guests. Natural light pours through the glass entry into a dramatic foyer with a groin-vaulted ceiling, introducing the architectural character found throughout the home. Arched openings lead into the formal living room, where a striking stone fireplace creates a natural gathering place and walls of glass frame views of the garden and fairway beyond. The formal dining space provides an elegant backdrop for entertaining while remaining connected to the heart of the home. The renovated kitchen is both inviting and exceptionally functional, featuring a professional-style gas range, integrated appliances and a 40-bottle wine refrigerator. Custom cabinetry, marble countertops and a distinctive tile range hood complete the space, while additional cabinetry flows seamlessly into the family room to create a built-in entertainment center. Natural light reflects beautifully across the large-format tile floors, creating a bright, cohesive feel from room to room. The primary suite is privately positioned on the northeast wing, welcoming golden morning light into the space. The retreat features a distinctive dual-bath arrangement—one with a walk-in shower and the other with a freestanding soaking tub—along with a cedar-lined walk-in closet with custom built-ins. Three additional bedrooms provide comfortable accommodations for family and guests, including one with an ensuite bath, while the updated hall bath offers dual sinks and convenient pool access. A separate flex room easily adapts as an office, library, fitness room or additional retreat. Outside, a covered patio with fireplace extends the living space year-round, overlooking the open-air pool and spa with the manicured fairway beyond. A rear motor court, two-car garage and dedicated golf-cart parking complete the property. Recent improvements, including a 2020 slate roof, refreshed exterior paint, renovated kitchen and baths, complement the home’s established character. With its single-story footprint, private setting and half-acre golf-course homesite, the opportunity is as compelling as the lifestyle within the gates.

    Property Details
    Interior
    Built-in Features, Central Vaccum, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid W
    Heating
    Central, Electric, Zoned
    Cooling Features
    Central Air, Zoned
    Bedrooms
    4
    Bathrooms
    4.5
    Full Baths
    4
    Half Baths
    1
    View
    Golf Course
    Lot Features
    In County, Landscaped, On Golf Course, Paved, Private
    Lot Description
    In County, Landscaped, On Golf Course, Paved, Private
    Pool
    1
    Pool Description
    Gunite, Tile
    Pool Features
    Gunite, Tile
    Exterior Materials
    Lighting, Rain Gutters, Sprinkler Metered
    Pool Shared
    1
    Acres
    0.52
    Square Feet
    4843.0
    Parking Features
    Circular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Golf Cart Parking, Oversized
    Parking
    1
    Parking Type
    Driveway
    Parking Garage Spaces
    2.0
    Property Type
    Purchase
    Year Built
    1987
    Foundation
    Block
    Roof
    Concrete, Tile
    Sewer Information
    Septic Tank
    Utility Source
    Public
    Utility Features
    BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Phone Available, Public, Sprinkler Mete
    Appliances
    Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water
    Subdivision
    ISLEWORTH
    Community Features
    Association Recreation - Owned, Clubhouse, Community Mailbox, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, Irri
    Elementary School
    Windermere Elem
    Middle School
    Chain of Lakes Middle
    High School
    Olympia High
    County
    Orange
    Region
    WINDERMERE
    Zoning
    P-D
    Original List Price
    $3,189,000
    Days on Market (Cumulative)
    6
    Taxes Annual
    $28,793
    HOA
    1
    HOA Fees
    3672.0
    Pets
    Breed Restrictions, Cats OK, Dogs OK, Yes
    Pets Allowed
    Breed Restrictions, Cats OK, Dogs OK, Yes
    Ownership
    Fee Simple
    MLS #
    O6438618
    Location
    Legal

    IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website. Listing Information presented by local MLS brokerage: George Fleischmann | AveNew Realty

    Provided By
    Listed by Toni Cafferty (#MFR261215231)
    Listing Office: COMPASS FLORIDA LLC (#MFR261020334)

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