18. (TIE) Purchase eight of your very own islands off the Connecticut coast with this offering. The main one, Rogers Island, boasts a 20th-century manor house with 10 bedrooms, a pool complex, its own Nicklaus-designed golf hole and a private cove with piers for large yachts.
Price: $78 million
The islands are only five minutes off the mainland by boat, and 20 minutes from Manhattan by helicopter.