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        • Shawkemo
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      • Brant Point
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      • Cliff
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      • Eel Point
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      • Hummock Pond
      • Madaket
      • Madequecham
      • Miacomet
      • Mid Island
      • Middle Moors
      • Monomoy
      • Muskeget
      • Nashaquisset
      • Naushop
      • Pocomo
      • Polpis
      • Quaise
      • Quidnet
      • Sandpiper Place
      • Sconset
      • Shawkemo
      • Shimmo
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          • Madaket
          • Madequecham
          • Miacomet
          • Mid Island
          • Middle Moors
          • Monomoy
          • Muskeget
          • Nashaquisett
          • Naushop
          • Pocomo
          • Polpis
          • Quaise
          • Quidnet
          • Sandpiper Place
          • Sconset
          • Shawkemo
          • Shimmo
          • South of Town
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        • Madequecham
        • Miacomet
        • Mid Island
        • Middle Moors
        • Monomoy
        • Muskeget
        • Nashaquisset
        • Naushop
        • Pocomo
        • Polpis
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        • Quidnet
        • Sandpiper Place
        • Sconset
        • Shawkemo
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        • South of Town
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(508) 228-6999

44 & 44B Pine Street, Nantucket, MA 02554

$7,995,000

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  • 7 BedBeds
  • 7.5 BathBaths
  • 4,624 SqftSqft
  • TypeSingle Family
  • Active
  • Listing # 93361
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Property Description 44 & 44B Pine Street, Nantucket, MA 02554

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.

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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.

Finished family room with space for relaxing, entertaining, or gathering with family and friends.

Area

Town is the designation given to the downtown shopping and dining district and the surrounding residential areas. For most of this area, your Nantucket Jeep can stay parked at home as you leisurely meander to dining, shopping, museums, Yacht Clubs and more. All ferry boats dock in Town and it's an easy to location to grab a taxi or rideshare from or to. Homes here are, for the most part, close together. The majority of homes have some historic significance and offer some beautiful hidden gardens. Even though these properties are tight together, you will be surprised to find some of the most lush and surprisingly private yards within. And not enough can be said about the ease of access to all the summer fun of downtown.

  • 0 - 0.5 miles to Town
  • All the most wonderful restaurants you could ask for reside in the downtown district. From sandwiches and grab and go to 5-star fine dining, Town is your oyster…or lobster…or steak…or scallops. Whatever you are in the mood for!
  • With everything from T-shirt shops to designer clothing to home goods to souvenirs, shopping in downtown can be whatever you make of it.
  • The Nantucket Whaling Museum is a wonderful place to visit and learn about Nantucket's whaling years as well as the island's history in general. Their exhibits change annually so there will always be something new to see.
  • A summer evening on Nantucket is never complete without ice cream! There are several spots to check out including The Juicebar, Jack and Charlies, and The Counter at Nantucket Pharmacy featuring Island Kitchen ice cream.
  • The Nantucket Boat Basin is a great place to stroll the docks and check out all the yachts and boats in the harbor. You will see some of the most unique sea-going vessels in the world and enjoy the laid back atmosphere.
  • Nantucket and Great Harbot Yacht Clubs are both located in town and are favorite spots for members and their guests for boating, sailing, tennis (GHYC tennis is out of town,) and socializing.
  • There are a plethora of historical sites to check out in the Town area. From the Oldest House, to Greater Light, to the Hadwen House and more, there will be something for everyone. Check out the Nantucket Historical Association website for hours and admission information.
  • Book a fishing, sailing, ice cream cruise, social, or kids trip out on one of the many charter boats along Straight Wharf for out of the Town Pier. Find our favorites listed in our Travel Guide!

community

Property Details

  • Property Type: Single Family
  • List Date: 08/20/2026
  • Year Built: 1834
  • Year Renovated: 2016
  • Area: Town
  • Zoning: ROH
  • Beds: 7
  • Full Bath: 7
  • Half Bath: 1
  • Total Baths: 8
  • Annual Taxes: $16,033.00
  • Tax Year: 2026
  • Water Frontage: No
  • Water Views: No
  • Other Views: None, Res
  • Water: Town
  • Sewer: Twn

Amenities

Interior FeaturesInterior Features
  • Furnished: Unfurnished
  • Heat: OFHA
  • Fireplaces: 2
Exterior FeaturesExterior Features
  • Private Pool: No
  • Community Pool: No
  • Private Tennis: No
  • Community Tennis: No
  • Hot Tub: No
  • Parking: Yes
Other StructuresOther Structures

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    This calculator is provided for informational purposes only by Burrow Services, Inc. You should not make any decisions based simply on the information provided. Values indicated are estimates and may not be accurate and are only to be used as a guide. This calculator should not be relied upon in any way as the sole source of information. Please consult your financial, tax or legal advisers for an accurate assessment of your mortgage payments and any advice relating to your personal circumstances.

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    Market Watch of Town

    Residential

    $4.5M (9.06% )

    Residential

    $4.3M (10.79% )

    Residential

    $4.3M

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