IDX

Listed by Toni Cafferty · Courtesy of COMPASS FLORIDA LLC · Agent MLS ID# MFR261215231 · Deemed reliable but not guaranteed. · Listing updated: Sep 5, 2026 · 10:48 AM

5050 ISLEWORTH COUNTRY CLUB DR

Windermere, Orange, FL, 34786

Active

$3,189,000

$948/sqft

4Beds
5Baths
3,365Sq Ft
1987Built
1Days on Market

About this home

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.

Facts & Features

MFRO6438618
$3,189,000
Active
4
5
4
1
3,365 sqft
0.5200
1987
Residential
Single Family Residence
N/A

Community Information

5050 ISLEWORTH COUNTRY CLUB DR
Isleworth
Windermere
Orange
FL
34786
No

Amenities

Cable TV, Gated, Fence Restrictions, Security, Playground, Vehicle Restrictions, Basketball Court, Optional Additional Fees
N/A
No
No
Yes

Interior

High Ceilings, Walk-In Closet(s), Eat-in Kitchen, Solid Wood Cabinets, Kitchen/Family Room Combo, Stone Counters, Window Treatments, Built-in Features, Primary Bedroom Main Floor, Central Vaccum
Central, Electric, Zoned
Central Air, Zoned
Tile
Living Room, Outside, Primary Bedroom
N/A
Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Range, Range Hood, Water Softener, Wine Refrigerator, Tankless Water Heater, Gas Water Heater

Exterior

Rain Gutters, Lighting, Sprinkler Metered
Block, Stucco
Block
Concrete, Tile
Fenced
In County, Landscaped, Paved, On Golf Course, Private

School Information

Windermere Elem
Chain Of Lakes Middle
Olympia High

Additional Information

September 4, 2026
1
P-D
Southeast
No

Mortgage Calculator

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This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. COMPASS FLORIDA LLC is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

1 day on market

Listing updated: Sep 5, 2026 · 10:48 AM

Listed by: Toni Cafferty · 904-449-2184—COMPASS FLORIDA LLC · 407-203-9441

Updated from Real Estate Market Data

Location

Ahmed ElbatrawyAhmed ElbatrawyEmpire Network Realty

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