Equally known for its pleasant, rolling streets as well as multi-million dollar estates, Hillsborough represents the pinnacle of exclusive yet laid back peninsula homes. With close proximity to all major roads, yet still secluded and private enough for the most discriminating homeowner, Hillsborough’s large but subtle homes and roads-without-sidewalks “woodsy” feel apppeal to many. And, it’s also one of the best and most picturesque towns on the peninsula for a Saturday jog!