8. $55 million: Sagaponack, New York (11962)
Shifting back east, we come to a single-family home in Sagaponack, New York, that’s listed for $55 million. Located in one of the Hamptons’s most expensive zip codes, this 33-acre estate sits on Sagg Pond with 19 acres of land protecting the 11,700-square-foot home. According to the listing, the mansion features eight bedrooms, nine half-bathrooms, vaulted ceilings, six fireplaces, a library, a media room, a screened-in porch, stone patios, and multiple private viewing decks, all with water views. Residents can also enjoy an exercise studio, tennis court, pond, heated pool, and spa.
It sounds like the total package, but bidders still aren’t biting — the house has been listed on Trulia since January 1. It was originally on sale for $65 million, but that figure has since suffered two price drops, now sitting at $55 million.