2. Indian Harbor Estate, Greenwich, Connecticut
This 20,000-square-foot 47-room mansion was the first one Trump ever bought. Back when he lost it in a divorce with his wife Ivana, it was sold for $15 million. Today, the property is estimated at a whopping $54 million, and it’s not hard to see why. The white waterfront building has undergone massive renovations with a few fancy additions like a guest house with luxury suites and a giant indoor pool.
Built in 1939, it features a three-story rotunda and a double staircase that welcomes residents to the spacious retreat enhanced with glazed screened porches, regal main rooms, entertainment and outdoor areas fully equipped for receiving guests.
Aside from staff apartments, manicured lawns, and a tennis court, the house has a nice little grove to the right, offering the luxurious estate some privacy.
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