5050 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786

$3,975,000

Situated on the 6th fairway along the course of Isleworth Golf & Country Club, this updated golf front sparkles with new porcelain tile throughout and modern chandeliers. This single-story residence was renovated in 2020 featuring a new tile roof, fresh paint inside and out, all bathrooms updated and a fully… Read More renovated kitchen. Spanning over 3,300 square feet, the 4-bedroom, 4.5-bath is nestled in the heart of Windermere, Florida. The foyer with groin ceiling is light and bright as natural light floods into the home from the glass entryway. Arched details abound in the entrance and this staple in Mediterranean design is carried throughout the estate. Two steps down into the sunken formal living room, the gas fireplace is the centerpiece featuring an artistic stone slab above the hearth and framed by wall-to-wall stacked stone. Completing the space are four large arched windows, two arched doors providing access to the back garden and a built-in dry bar. Situated between the family room and formal living room, and serviced by the nearby kitchen, the formal dining room offers the same illumination of natural sunlight from two large arched windows. The kitchen features new KitchenAid stainless steel appliances, a NXR Pro gas range and built-in 40 bottle Euro Cave wine fridge. The custom cabinetry provides ample storage and tastefully pairs in a dark grey-brown tone with the white tile backsplash, multi-tonal grey to white tile range hood and marble counters with soft neutral veins. The custom cabinetry continues seamlessly into the family room with built-in entertainment center. Down the hall from the kitchen and family room are the guest rooms. The first features an ensuite bathroom and the other two bedrooms are serviced by the hall bath with dual sinks. The hall bath also provides access to the patio and serves as the pool bath. Situated on the opposite end of the home, we find the primary suite, powder bath off the foyer and a flex room. The primary is airy and bright with arched windows, stacked stone fireplace and a dazzling chandelier. The suite features two separate bathrooms – one with walk-in shower and the second with free-standing soaking tub. The walk-in closet offers a warm cedar wood ceiling and custom built-ins. The flex room proposes many uses whether it be an office, nursery, gym, den or library. This stunning property offers a seamless blend of indoor-outdoor living boasting a covered patio with fireplace, open-air pool with spa and views of the fairway. Rounding out the estate is a welcoming circular driveway that extends to the rear motor court with two-car garage plus golf cart parking. Whether hosting or unwinding, this home elevates every moment. Read Less

Courtesy of COMPASS FLORIDA LLC 407-203-9441

Listing Snapshot

Days Online

Last Updated

Jan 23, 2026

Property Type

Single Family Residence

Beds

Full Baths

Partial Baths

Square Ft.

3,365

Lot Size

0.52 Acres

Year Built

1987

MLS Number

O6372348

Source: Home Junction

Additional Details

Property Access

Road Responsibility: Private Maintained Road, Road Surface: Asphalt

Appliances & Equipment

Dishwasher, Disposal, Dryer, Gas Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener, Wine Refrigerator, Other equipment: Irrigation Equipment

Building

Built in 1987, Living area: 3365, Living area units: Square Feet, Building faces Southeast, Levels: One, Construction Materials: Block, Stucco

Community

Association Recreation - Owned, Clubhouse, Community Mailbox, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, Irrigation-Reclaimed Water, Playground, Pool, Restaurant, Special Community Restrictions, Tennis Court(s), Street Lights

Cooling

Central Air, Zoned

Exterior Features

Patio/Porch Features: Covered, Rear Porch, Lighting, Rain Gutters, Sliding Doors, Sprinkler Metered

Fence

Fenced

Fireplaces

Living Room, Outside, Primary Bedroom

Floors

Tile

Foundation

Block

Garage

2 spaces

Heating

Central, Electric, Zoned

Home Owner's Association

Association Fee: $3,129, Fee Frequency: Quarterly, Fee Includes: Guard - 24 Hour, Cable TV, Escrow Reserves Fund, Maintenance Grounds, Maintenance, Private Road, Security, Amenities: Basketball Court, Cable TV, Fence Restrictions, Gated, Optional Additional Fees, Playground, Security, Vehicle Restrictions

Interior Features

Built-in Features, Central Vaccum, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s), Window Treatments

Laundry

Inside, Laundry Room

Lot

0.52 acres, Dimensions: 190x151x128x145, Private, On Golf Course, In County, Paved, Landscaped, Mature Landscaping, Oak Trees

Parking

Golf Cart Parking, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Rear, Oversized

Pets Policy

Allowed: Breed Restrictions, Cats OK, Dogs OK, Yes

Pool

Gunite, Tile

Property

Golf Course

Roof

Tile, Concrete

Security Features

Gated Community

Sewer

Septic Tank

Taxes

Additional parcels description:, Parcel Number: 16-23-28-3899-00-410, Public Survey Range: 28, Public Survey Section: 16, Annual Amount: $28,793, Tax Block: 00, Tax Book Number: 16/118, Legal Description: ISLEWORTH 16/118 LOT 41, Lot: 41, Year: 2025, Zoning: P-D

Utilities

BB/HS Internet Available, Cable Available, Electricity Connected, Natural Gas Connected, Phone Available, Public, Sprinkler Meter, Underground Utilities, Water Connected, Water Source: Public

Windows

Blinds, Drapes, Rods, Shades, Tinted Windows

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