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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 : 1
Sewer : Septic Tank
Garage On Property : Yes.
Exterior Features : Balcony, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sprinkler Metered
Road Surface Type : Paved
Roof : Tile
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 : 1
Sewer : Septic Tank
Garage On Property : Yes.
Exterior Features : Balcony, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sprinkler Metered
Road Surface Type : Paved
Roof : Tile
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 : Nov 14 2026 1:38AM
Amenities :
Fireplace

Courtesy of: Armaan Memarpouri, MEM REALTY GROUP (MLS# 261021722)
Source MLS: StellarMLS
Based on information submitted to the MLS GRID as of 11/14/2026 4:00:04 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.