FL
Orange
WINDERMERE
34786
5050 ISLEWORTH COUNTRY CLUB DRIVE
5050 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786
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Listing Type
Single Family
Listing Status
Active
23
$3,189,000

Home Details for 5050 ISLEWORTH COUNTRY CLUB DRIVE

Price
$3,189,000
Type
Residential
Bedrooms
4
Total Bathrooms
5
Full Bathrooms
4
Half Bathrooms
1
Square feet
3365
Year built
1987
Lot size acres
0.52
County
Orange
Total rooms
13
Garage
2
MLS Listing#
O6438618
Hoa
3672
Property Description

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 entertaining 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 Features
  • Utilities
    • Natural Gas Available
    • Cable Available
    • Electricity Connected
    • Natural Gas Connected
    • Phone Available
    • Underground Utilities
    • Water Connected
  • Parking
    • Circular Driveway
    • Driveway
    • Garage Door Opener
    • Garage Faces Rear
    • Oversized
    • Attached
  • House Interior
    • Built-in Features
    • Eat-in Kitchen
    • High Ceilings
    • Stone Counters
    • Walk-In Closet(s)
  • Heating Information
    • Central
    • Electric
    • Zoned
  • Cooling Information
    • Central Air
    • Zoned
  • Fire Place
    • Living Room
    • Outside
  • Water Features
    • Public
  • Garage
    • 1
School Information
School Information for 5050 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786
Elementary School
Windermere Elem
Middle School
Chain of Lakes Middle
High School
Olympia High
Listing Courtesy: COMPASS FLORIDA LLC - 407-203-9441
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright ©2026 MLS GRID. All Rights Reserved.
Last Updated: 2026-09-04 07:00:10
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