5074 ISLEWORTH COUNTRY CLUB DRIVE
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    Active
    Single Family Residence

    5074 ISLEWORTH COUNTRY CLUB DRIVE

    WINDERMERE, FL, 34786·ISLEWORTH

    MLS# O6373191

    $7,250,000

    5

    Beds

    6.5

    Baths

    7,099

    Sq Ft

    Description

    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.

    Property Overview

    StatusActive
    TypeSingle Family Residence
    Year Built1988
    CityWINDERMERE
    Area34786 - WINDERMERE
    SubdivisionISLEWORTH
    StateFL
    CountyOrange
    List Date01/14/2026
    MLS#O6373191
    List Price$7,250,000

    Bedrooms & Bathrooms

    Bedrooms5
    Bathrooms6.5
    Full Bathrooms6
    Half Bathrooms1

    Structure

    Garage Capacity3
    Construction MaterialsBlock, Concrete, Stucco
    RoofTile
    Foundation DetailsBlock, Slab
    FlooringCarpet, Tile
    Private PoolYes

    Size & Lot

    Living Area7,099 sqft
    Lot Size23,455 sqft
    Acres0.54
    Water FrontNo

    Utilities

    HeatingElectric, Natural Gas, Zoned
    CoolingCentral Air, Zoned
    WaterPublic
    SewerSeptic Tank

    Additional Features

    Interior FeaturesBuilt-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
    Exterior FeaturesBalcony, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters, Sliding Doors, Sprinkler Metered
    AppliancesBar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Refrigerator, Washer, Wine Refrigerator

    Contact Agent

    Holiday Realty LLC

    Central Florida Real Estate Experts

    (800) 936-1754

    Our team typically responds within 1 hour during business hours.

    Neighborhood

    About ISLEWORTH

    5074 ISLEWORTH COUNTRY CLUB DRIVE is located in the ISLEWORTH community in WINDERMERE, FL. Part of Orange County.

    The ISLEWORTH neighborhood offers convenient access to local schools, shopping, dining, parks, and major commute routes.

    HOA & Tax Information

    Annual Property Tax$21,279.23 (2024)

    HOA, Community & Pets

    HOA & Recurring Fees

    HOA Fee$1,224 / monthly

    Ask About This Property

    Ask a question about this home and get quick, listing-based help from Holiday Realty.

    Answers are generated from listing data and may be incomplete — please verify details with a Holiday Realty agent.

    Listing courtesy of MEM REALTY GROUP · Armaan Memarpouri

    Frequently Asked Questions

    What is the asking price for 5074 ISLEWORTH COUNTRY CLUB DRIVE?

    The listing price for 5074 ISLEWORTH COUNTRY CLUB DRIVE is $7,250,000.

    How many bedrooms and bathrooms does 5074 ISLEWORTH COUNTRY CLUB DRIVE have?

    This property features 5 bedrooms and 6 full bathrooms plus 1 half bath(s).

    What is the square footage of 5074 ISLEWORTH COUNTRY CLUB DRIVE?

    The living area is approximately 7,099 square feet.

    What community is 5074 ISLEWORTH COUNTRY CLUB DRIVE located in?

    This property is located in the ISLEWORTH community in WINDERMERE, FL. The neighborhood offers convenient access to local schools, shopping, dining, and parks.

    When was 5074 ISLEWORTH COUNTRY CLUB DRIVE built?

    This property was built in 1988.

    What schools are near 5074 ISLEWORTH COUNTRY CLUB DRIVE?

    WINDERMERE is served by the Orange County Public Schools district. Contact us for details on nearby elementary, middle, and high schools, including ratings and enrollment information.

    How do I schedule a showing for 5074 ISLEWORTH COUNTRY CLUB DRIVE?

    You can schedule a private showing by clicking "Schedule a Showing" on this page or calling us at (800) 936-1754.

    Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 2026-07-19. All data is obtained from various sources and may not have been verified by broker or MLS GRID.

    IDX information is provided exclusively for consumers' personal noncommercial use.

    © 2026 Stellar MLS. All rights reserved.