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5074 Isleworth Country Club Dr, Windermere, FL 34786

$8,325,000

Stunning two-story home featuring manicured lawn, vibrant flower beds and a paved driveway leading to the grand entrance at 5074 Isleworth Country Club Dr, Windermere, FL 34786
  • Bedrooms

    5

  • Baths

    7

  • Sq. Feet

    6937

  • Year Built

    1988

  • Days On Market

    1

  • $/SqFt

    $1,200

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Home Description

Experience luxury living at its finest in the high end gated community of Isleworth. Nestled on the 6th fairway of Isleworth’s world-renowned golf course, this beautifully redesigned estate offers over 6,900 square feet of exquisite living space, featuring 5 bedrooms and 6.5 bathrooms. Completely reimagined by renowned architect Mark Nasrallah, the home blends modern elegance with resort-style comfort. From the moment you arrive, you’re welcomed by a striking 10-foot-tall custom pivot door and an open-concept layout flooded with natural light and elegant design elements—truly an entertainer’s dream. The main living area features lavish, exotic flooring that is both elegant and inviting. A sleek, contemporary fireplace creates a stylish yet cozy setting for everyday living and entertaining. The chef’s kitchen is the heart of the home, complete with high-end appliances, custom European cabinetry, designer countertops, and an oversized island. A hidden pantry with a secondary prep area is ideal for hosting and everyday functionality. A temperature-controlled wine cellar adds an elegant touch of sophistication—perfect for showcasing and preserving your finest vintages. The spacious downstairs primary suite is a private retreat, where every detail goes above and beyond. From custom chandeliers and stunning LED lighting to a spa-inspired bathroom featuring an elegant soaking tub, a massive walk-in shower, and a tropical outdoor shower, this space feels like a luxury resort. The designer walk-in closet is sure to impress with its custom lighting and exquisite finishes. A versatile bonus room off the suite offers endless possibilities and opens directly to the stunning pool deck overlooking the golf course. A massive sliding glass door allows for a seamless indoor-outdoor living experience, making entertaining effortless and luxurious. Nearby, a private office features floor-to-ceiling glass, built-in cabinetry, refined finishes, and abundant natural light—creating a bright and inspiring workspace. As you ascend the custom floating staircase, you’re greeted by lush built-in planters below, evoking a tranquil island-inspired ambiance. The upper level continues to impress with a secondary primary suite, complete with a luxurious bathroom and spacious walk-in closet. Another upstairs bedroom includes its own en-suite bathroom and walk-in closet. The expansive game room is perfect for family fun or entertaining guests and opens to a grand balcony with panoramic golf course views. The home theater is modern and inviting, showcasing custom LED lighting, two-tiered seating, and state-of-the-art sound for a true cinematic experience. Step outside to your personal oasis—featuring a sleek pool with a heated spa, surround sound throughout the exterior, an outdoor kitchen, wet bar, and lush, professionally designed landscaping. This smart home is fully integrated with a Crestron system that controls lighting, security, audio, climate, and more—all at your fingertips. For added peace of mind, the property is equipped with a backup generator to ensure uninterrupted comfort. Located in one of Central Florida’s most exclusive communities, this property offers not only unmatched amenities and top-tier finishes, but also an extraordinary lifestyle of luxury and leisure. Contact us today to schedule your private tour and experience the pinnacle of Isleworth living.

  • MLS #: O6317868
  • Address: 5074 Isleworth Country Club Dr
  • Levels: Two
  • City: Windermere
  • Zip: 34786
  • County: Orange
  • Subdivision: Isleworth
  • Community Features: Gated Community - Guard,Golf Carts OK
  • Private Pool: True
  • Pool Features: Heated,In Ground,Lighting,Tile
  • Spa Features: In Ground
  • Water Feet: 0
  • Interior Features: Built-in Features,Crown Molding,Dry Bar,Eat-in Kitchen,High Ceilings,Kitchen/Family Room Combo,Open Floorplan,Primary Bedroom Main Floor,PrimaryBedroom Upstairs,Smart Home,Solid Wood Cabinets,Split Bedroom,Stone Counters,Thermostat,Tray Ceiling(s),Walk-In Closet(s)
  • Appliances: Bar Fridge,Built-In Oven,Cooktop,Dishwasher,Disposal,Dryer,Exhaust Fan,Freezer,Refrigerator,Washer,Wine Refrigerator
  • Fireplace Desc: Electric
  • Floor Covering: Carpet,Tile
  • Exterior Features: Balcony,Outdoor Grill,Outdoor Shower,Rain Gutters,Sliding Doors
  • Exterior Contruction: Block,Concrete,Frame
  • Foundation: Block,Slab
  • Front Exposure: East
  • Roof: Tile
  • Building Sqft: 8961

Available now at $8,325,000

Approximate Room Sizes / Descriptions

Primary Bathroom15x16First
Living Room23x26First
Dining Room14x12First
Kitchen13x25First
Family Room17x19First
Primary Bedroom21x14First
  • Attached Garage: True
  • Garage: True
  • Garage Spaces: 3
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air,Zoned
  • Heating: Central,Natural Gas,Propane
  • Utilities: Electricity Connected,Sewer Connected,Sprinkler Meter,Water Connected
  • Lot Sqft: 23455.00
  • Lot Acres: 0.5400
  • Total Acre: 1/2 to less than 1
  • Lot Num: 45
  • HOA Fees: $3,129 Quarterly
  • HOA Monthly Amount: $1,043
  • HOA/Community Assoc: Required
  • Senior Community: False
  • Style: Single Family Residence
  • Maintenance Includes: Escrow Reserves Fund,Guard - 24 Hour,Maintenance Grounds,Private Road,Security
  • Building Num Floors: 1
  • Pets Allowed: Breed Restrictions
  • Pet Restrictions: Please verify with ICA.

Neighborhood

The average asking price of a 5 bedroom Windermere home in this zip code is $2,560,492 (69.2% less than this home).

This home is priced at $1,200/sqft, which is 58.9% less than similar homes in the 34786 zip code.

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Financial

  • Approx Payment:$40,498*
  • Taxes:$21,279

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (386) 801-5417 and speak with one of our real estate consultants.

Listing Courtesy of MEMARPOURI REALTY LLC. For information or to schedule a viewing of this property (MLS# O6317868), call: 386 801 5417

5074 Isleworth Country Club Dr, Windermere FL is a single family home of 6937 sqft and is currently priced at $8,325,000 . This single family home has 5 bedrooms. A comparable home for sale at 12030 Waterstone Loop Dr in Windermere is listed at $2,800,000. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos and New Homes in Windermere, FL. Metcalf Park, Aladar On Lake Butler and Kelso On Lake Butler are nearby neighborhoods. MLS O6317868 has been posted on this site since 6/18/2025 (today).

2025 6/19/2025.

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