44 & 44B Pine Street
Seven bedrooms, renovated in 2016.
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.
A walk through the rooms.
Open-concept floor plan with living and dining areas, a fireplace, and raised-panel details. The spacious kitchen features an island and built-in cooktop. A bedroom and full bath with a tiled shower complete the interior.
The bedrooms offer thoughtful built-in storage, including a bedroom with built-in drawers and a private bath with tiled shower. A comfortable bunk room features ample storage drawers and access to a hall bathroom with tiled tub/shower. The spacious primary bedroom includes built-in his-and-her drawers, a window seat, and a beautifully tiled private bath.
Everything on the record.
The house
Systems and exterior
Land, taxes and fees
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Listing courtesy of J Pepper Frazier Co. · J Pepper Frazier II. Data from LINK (Listing Information Network, Inc.) as of October 4, 2026. Information believed correct but not guaranteed; buyers should verify all details independently.