7. Abercrombie & Fitch Rooftop Cabin

Inside the Madison Avenue Abercrombie & Fitch store (1913). Photo via Museum of the City of New York

The Abercrombie & Fitch brand originated as an outdoor outfitter company who 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 20×50 foot log cabin with a wood burning fireplace, which he made into his town house. There was 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!)