Diana Ross – $39.5 Million, Connecticut
The famous singer lives in a private property that is hidden in a private enclave minutes away from downtown Greenwich in Connecticut. The mansion has terraces that connects each room to broad lawns, a spiral staircase with Rembrandts adorning the wall, and a living room that contains an 18th-century paneling. The 12,562 square-foot mansion also contains a garden that is complete with a tennis court, a pool, and two carriage houses.