5525 ISLEWORTH COUNTRY CLUB DR
    5525 ISLEWORTH COUNTRY CLUB DR photo 2
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    This home sold for $11,500,000

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    Single Family Residence

    5525 ISLEWORTH COUNTRY CLUB DR

    WINDERMERE, FL, 34786·ISLEWORTH

    MLS# O6304800

    $11,500,000

    Listed at $14,250,000

    5

    Beds

    5.5

    Baths

    9,511

    Sq Ft

    Description

    One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry Irwin and built by Ballard Construction, with interior designs by Faith Fournet, the property has been fully transformed and thoughtfully curated over the last three years to deliver exceptional comfort, sophistication and panache at every turn. The two-story estate is set on a pristine 1.02-acre golf-front home site along Isleworth's famed championship golf course and from the moment you enter, you'll be captivated by the artistry in design and modern innovation. The interiors span more than 9,500 square feet living and 13,000 under roof, blending 5 bedrooms, 5.5 baths and an array of indoor and outdoor living areas with uncompromisingly luxurious finishes designed for effortless entertaining and quiet moments alike. At the heart of the home, the showstopping glass-enclosed wine room—temperature-controlled and with more than 2,200-bottle capacity—is a collector's dream and the ultimate conversation piece. The primary suite is a sanctuary unto itself, featuring a magnificent two-story closet and dedicated dressing room with a bar. Indulge in true tranquility within the home’s private wellness suite, complete with exercise room, a rejuvenating steam room, dry sauna and invigorating cold plunge tub. Additional interior highlights include the grand kitchen with Cristallo quartzite lighted countertops; a fully custom lounge with full bar; an upper-level game room with bar; an oversized, air-conditioned garage accommodating up to 8 vehicles; two laundry rooms; and more. Outdoor spaces are equally impressive, with an expansive lanai and balcony, a custom swimming pool with fire pits, meticulously landscaped yard adorned with integrated lighting, sound and lush, native greenery and putting green —all overlooking panoramic views of Isleworth’s championship golf course. Whether hosting guests or enjoying a peaceful evening at home, this estate offers a rare opportunity to live a life of unmatched beauty, comfort, and distinction in one of Central Florida's most desirable enclaves.

    Property Overview

    StatusClosed
    TypeSingle Family Residence
    Year Built1999
    CityWINDERMERE
    Area34786 - WINDERMERE
    SubdivisionISLEWORTH
    StateFL
    CountyOrange
    List Date05/19/2025
    MLS#O6304800
    List Price$14,250,000
    Sold Price$11,500,000

    Bedrooms & Bathrooms

    Bedrooms5
    Bathrooms5.5
    Full Bathrooms5
    Half Bathrooms1

    Structure

    StyleCustom
    Garage Capacity6
    ParkingElectric Vehicle Charging Station(s), Garage Door Opener, Oversized
    Construction MaterialsBlock, Concrete
    RoofTile
    Foundation DetailsBlock, Slab
    FlooringMarble, Tile, Wood
    Private PoolYes
    BuilderBallard Custom Homes
    Patio & PorchPorch, Screened

    Size & Lot

    Living Area9,511 sqft
    Lot Size44,529 sqft
    Acres1.02
    Lot DescriptionCul-De-Sac, Landscaped, On Golf Course, Paved
    Water FrontNo

    Utilities

    HeatingCentral, Electric
    CoolingCentral Air, Zoned
    WaterPublic
    SewerSeptic Tank

    Additional Features

    Interior FeaturesBuilt-in Features, Ceiling Fans(s), High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Sauna, Smart Home, Stone Counters, Walk-In Closet(s), Wet Bar
    Exterior FeaturesBalcony, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Rain Gutters
    AppliancesBar Fridge, Built-In Oven, Dishwasher, Disposal, Freezer, Ice Maker, Microwave, Refrigerator, Tankless Water Heater, 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

    5525 ISLEWORTH COUNTRY CLUB DR 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$37,372.24 (2024)

    HOA, Community & Pets

    HOA & Recurring Fees

    HOA Fee$3,672 / quarterly

    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 ISLEWORTH REALTY LLC · Monica Lochmandy

    Buyer's brokerage: ISLEWORTH REALTY LLC

    Frequently Asked Questions

    What is the asking price for 5525 ISLEWORTH COUNTRY CLUB DR?

    The listing price for 5525 ISLEWORTH COUNTRY CLUB DR is $14,250,000.

    How many bedrooms and bathrooms does 5525 ISLEWORTH COUNTRY CLUB DR have?

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

    What is the square footage of 5525 ISLEWORTH COUNTRY CLUB DR?

    The living area is approximately 9,511 square feet.

    What community is 5525 ISLEWORTH COUNTRY CLUB DR 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 5525 ISLEWORTH COUNTRY CLUB DR built?

    This property was built in 1999.

    What schools are near 5525 ISLEWORTH COUNTRY CLUB DR?

    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 5525 ISLEWORTH COUNTRY CLUB DR?

    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 2026-05-16. 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.