8. Abercrombie & Fitch Rooftop Cabin

The Abercrombie & Fitch brand originated as an outdoor outfitter company that supplied adventurers like Theodore Roosevelt, Admiral Byrd, Charles Lindbergh, and Amelia Earheart. In 1917, the company moved to a 12-story building on Madison Avenue and 45th Street. At the top, Fitch built a furnished 20 by 50-foot log cabin which he made into his townhouse.
The cabin was complete with a wood-burning fireplace and a pool where a fly and bait-casting instructor gave fly fishing lessons. It was also the site of the first Adirondack Club meetings. (h/t to reader P Gavan for the tip!)