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About 5074 ISLEWORTH COUNTRY CLUB DRIVE, Windermere, Florida, 34786
A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of Isleworth. Completely reimagined and expanded, the residence offers over 7,000 square feet of refined living space, including a 2,400+ square-foot second-story addition designed by acclaimed architect Mark Nasrallah. Situated on over half an acre, the two-story home features 5 bedrooms, 6.5 bathrooms, and a seamless blend of timeless modern design and resort-style living. A striking 10-foot custom pivot door welcomes you into light-filled interiors, where elegant European porcelain tile and expansive open living spaces create a bright, elevated ambiance. Designed for both entertaining and everyday living, the main living areas flow effortlessly through expansive sliding glass doors to a stunning outdoor retreat, complete with a fully retractable screen enclosure. The chef’s kitchen serves as the centerpiece of the home, appointed with top-of-the-line appliances, custom European cabinetry, designer countertops, and an oversized island. A hidden chef’s pantry and temperature-controlled wine cellar enhance both functionality and style. The main-level primary suite offers a private, resort-inspired retreat, featuring a custom walk-in closet, a versatile bonus room ideal for fitness or wellness, and a dedicated in-home spa room. The spa-like primary bath includes a soaking tub, expansive walk-in shower, and a tropical outdoor shower, creating a tranquil escape. Upstairs, the newly constructed addition includes a secondary primary suite with a luxurious bath and walk-in closet, additional en-suite bedrooms, a spacious game room with access to a grand balcony overlooking panoramic golf course views, and a refined home theater. Outdoor living is equally impressive, featuring a sleek pool and heated spa, outdoor kitchen, wet bar, surround sound, and lush, manicured landscaping designed for privacy and enjoyment. Additional highlights include a fully integrated Crestron smart home system controlling lighting, audio, climate, and security, as well as a brand-new Generac generator for uninterrupted comfort. Fully remodeled and upgraded throughout, this residence presents a rare opportunity to own a like-new luxury estate in one of Central Florida’s most prominent communities.
Utilities : Cable Available, Electricity Connected, Public, Water Connected
Water Access : 0
Sewer : Septic Tank
Garage On Property : Yes.
Exterior Features : Balcony, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sliding Doors, Sprinkler Metered
Road Surface Type : Paved
Roof : Tile
Zoning : P-D
Heating : Electric, Natural Gas, Zoned
Cooling : Central Air, Zoned
Construction Materials : Block, Concrete, Stucco
Interior Features : Built-in Features, Ceiling Fans(s), Crown Molding, Dry Bar, Eat-in Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Smart Home, Split Bedroom, Thermostat, Walk-In Closet(s), Wet Bar
Laundry Features : Upper Level
Appliances : Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Refrigerator, Washer, Wine Refrigerator
Flooring : Carpet, Tile
Utilities : Cable Available, Electricity Connected, Public, Water Connected
Water Access : 0
Sewer : Septic Tank
Garage On Property : Yes.
Exterior Features : Balcony, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sliding Doors, Sprinkler Metered
Road Surface Type : Paved
Roof : Tile
Zoning : P-D
Heating : Electric, Natural Gas, Zoned
Cooling : Central Air, Zoned
Construction Materials : Block, Concrete, Stucco
Interior Features : Built-in Features, Ceiling Fans(s), Crown Molding, Dry Bar, Eat-in Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Smart Home, Split Bedroom, Thermostat, Walk-In Closet(s), Wet Bar
Laundry Features : Upper Level
Appliances : Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Refrigerator, Washer, Wine Refrigerator
Flooring : Carpet, Tile

Street Address: 5074 ISLEWORTH COUNTRY CLUB DRIVE
City: Windermere
State: Florida
Postal Code: 34786
County: Orange
Directions: Take Conroy Windermere road down to Isleworth - enter from the main entrance on Conroy. Take a left, continue to go straight, the property is on the right.

Property Information :
Listing Status: Active
Size: 7,099 Sqft
Lot Size: 0.54 Acres
MLS #: O6373191
Bedrooms: 5 bd
Bathrooms: 6.5 ba
Price: $7,250,000
Tax Amount: 21279.23
Construction Status: Built in 1988
Last Modified : Jun 12 2026 1:49AM
Amenities :
Fireplace

Courtesy of: Armaan Memarpouri, MEM REALTY GROUP (MLS# 261021722)
Source MLS: StellarMLS