44 & 44B Pine Street

Beautifully updated and thoughtfully renovated in 2016 and 2023, this exceptional in town compound pairs classic Island charm with high-end finishes and modern comfort. The four-bedroom four bath main house has been refreshed throughout, including new interior paint and fixtures, refinished floors, and a newly added lower-level media room. The three-bedroom three and one half bath guest house offers its own thoughtful updates, including a new addition with a first-floor bedroom, a beautifully appointed new kitchen, and a finished lower-level bedroom. Both houses as well as the outdoor entertaining area are equipped with Sonos music system. With an excellent rental history and meticulous attention to detail throughout, this versatile property offers the ideal combination of character, comfort, and effortless Nantucket living in the Residential Old Historic District. New roof and central air conditioning in 2026.