Guilford is a town in New Haven County, Connecticut, United States, that borders Madison, Branford, North Branford and Durham, and is situated on I-95 and the coast. The population was 21,398 at the 2000 census. It was named one of the top 100 places to live in the United States by Money magazine in 2005. First settled in 1639 after being purchased from Native American leader Wequash, Guilford is considered by some to have the third largest collection of historic homes in New England, with important buildings from the 17th, 18th, and 19th centuries There are five historic house museums, including Dudley Farm and the Henry Whitfield House (1639), the oldest dwelling house in Connecticut and the oldest stone house in North America. The Comfort Starr House (1645–46), is one of the oldest wooden framed private dwellings in Connecticut, and one of the few houses remaining of the original signers who settled Guilford .