Gladys Bezerra

Gladys Bezerra Luxury and Global Real Estate Advisor 🇺🇸

$3,975,000.00
5050 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL - 34786
4 beds
4.5 baths
3,365 sqft
$3,975,000.00
5050 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL - 34786
Gladys Bezerra
$3,975,000.00
4 beds
4.5 baths
3,365 sqft
5050 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL - 34786
For Sale
Photo 1
  • Built in 1987
  • 2 garage spaces
  • $1,181.28/sqft
  • Lot size: 22,514 sqft
  • 2 days on market

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 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.

  • Directions: I-4 to Conroy Windermere Road west to Isleworth subdivision on the left. From Isleworth Country Club Drive, home is on the right.
  • County: Orange
  • Geo subdivision: ISLEWORTH

Nearby Schools

Windermere Elem

Chain of Lakes Middle

Olympia High

Features

Financial

Let's get in touch!

Gladys Bezerra

Gladys Bezerra

Luxury and Global Real Estate Advisor 🇺🇸

See also

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7152 POINT OF ROCKS CIRCLE, SARASOTA, FL - 34242
$6,750,000.00
6 bds
5.5 ba
4,561 sqft
7152 POINT OF ROCKS CIRCLE, SARASOTA, FL - 34242
For Rent
2353 BRIX STREET, ORLANDO, FL - 32804
$3,050.00
2 bds
3.0 ba
1,449 sqft
2353 BRIX STREET, ORLANDO, FL - 32804
For Sale
2456 VARENNA LOOP, KISSIMMEE, FL - 34741
$445,000.00
3 bds
2 ba
1,706 sqft
2456 VARENNA LOOP, KISSIMMEE, FL - 34741
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6372348
Listing updated: January 12, 2026 at 4:42PM
Listing provided by: Toni Cafferty, COMPASS FLORIDA LLC
Last checked 6 hours ago
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