A piece of mafia history is back on the market. The Staten Island estate built by former Gambino crime family boss Paul Castellano has been listed for $18 million, easily the most expensive home currently for sale in New York City’s outer boroughs. Castellano, who led the Gambino organization from 1976 until his infamous assassination in 1985, commissioned the Todt Hill mansion in 1980 as a towering symbol of power. Today, the 33,000-square-foot residence still commands attention, perched atop the highest natural point on the Atlantic Coastal Plain between Florida and Cape Cod. The 8-bed, 17-bath estate features an array of over-the-top amenities, including a 13-car showroom, indoor and outdoor Olympic-sized pools, a commercial-grade kitchen, solarium, wood-paneled library, elevator, custom Italian fountains, and sweeping views of the Verrazzano Bridge.

Jay Leno's $22 million mansion in Newport, Rhode Island, known as "Seafair," is a luxurious oceanfront estate. Leno has shared that it all started when he was out on a leisurely drive, something he loves to do as a car enthusiast. The oceanfront property immediately caught his eye, and he was struck by its beauty and grandeur. Later, when he mentioned the estate to Mavis, who had a deep love for Newport and its historic charm, he realized how much she admired the area. Without much deliberation, he contacted the real estate agent and made the purchase as a surprise for her. Built in 1936, the French chateau-style mansion spans 15,851 square feet and includes eight bedrooms and eleven bathrooms. It offers stunning panoramic views of the Atlantic Ocean and is situated on a 9-acre peninsula, providing exceptional privacy and serenity.

When $20 could fill your cart and your weekend

1916 home prices

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