What an extraordinary opportunity! This breathtaking penthouse condo, perched atop the iconic James Madison Inn sits in the heart of historic Madison, offering unparalleled luxury and charm. Enter through magnificent double copper doors into a dramatic two-story foyer, or through an elevator that takes you from the lobby of the Inn directly into the living room. There the magic unfolds. The living room is bathed in light from the windows & flanked by balconies. Open the French doors to an oversized balcony perfect for grand gatherings, intimate evenings, or for savoring sunsets over town. An alcove off the living room features built-ins ideal for showcasing books, art, or collectibles. The kitchen: a masterpiece w/ professional-grade Viking appliances, a massive island, custom built-ins resulting in timeless charm & high-functionality. A lovely butlers pantry w/ a wine cooler & space for all the entertaining essentials compliment this space. The dining room easily accommodates large gatherings. Adjacent, the cozy den w/ balcony ideal for relaxing & watching the fun below. The enchanting primary suite is complete with cozy fireplace & access to two private balconies. The fully updated spa bath boasts dual vanities, an oversized shower, garden tub, sauna, and two full closets. Two more beautiful BRs with dedicated baths, & balcony access. Ascend via elevator to the 2nd-floor flex space-perfect as a home office, media room, or whatever suits your lifestyle. Then, climb the stairs to your private rooftop terrace for unforgettable evenings under the stars. This rare penthouse w/ endless outdoor living options also includes an amazing 480 bottle wine cellar, a private store room & two garage spaces. Professionally and lovingly updated with the aid of top-tier designers, the home features walnut floors, beautiful renovations, exquisite wallpapers, draperies, and enhancements throughout. This one of a kind penthouse offers the ultimate dream lifestyle.