19. John Chamber’s House

Price: $14.8 million

Location: 27800 Via Feliz, Los Altos, CA

Square Footage: 8,280 Sq Ft

The CEO of Cisco Systems is listed his Los Altos estate earlier this summer. The six acre property, which Chambers has owned since the ‘90s, can be accessed by two separate streets and features a home theater, tennis court, spa, and of course, a CEO worthy private office.