9. Fair Field, Sagaponack, New York
Set against the backdrop of opposition in the Hamptons, Fair Field stands as the grand creation of banker Ira Rennert, sprawling over just under 1½ acres of land. With an astounding 21 bedrooms and 18 bathrooms, multiple houses, garages, and a garage spacious enough to accommodate over 150 cars, this mansion is a colossal estate. Its construction spanning the 1990s and featuring opulent amenities positions Fair Field at a reported worth of nearly $250 million, establishing it as a truly expensive and extravagant locale.