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        • 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
        • Squam
        • Surfside
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      • Airport
      • Brant Point
      • Cisco
      • Cliff
      • Dionis
      • Eel Point
      • Fisher's Landing
      • Hummock Pond
      • Madaket
      • Madequecham
      • Miacomet
      • Mid Island
      • Middle Moors
      • Monomoy
      • Muskeget
      • Nashaquisset
      • Naushop
      • Pocomo
      • Polpis
      • Quaise
      • Quidnet
      • Sandpiper Place
      • Sconset
      • Shawkemo
      • Shimmo
      • South of Town
      • Squam
      • Surfside
      • Tom Nevers
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          • Fisher's Landing
          • Hummock Pond
          • Madaket
          • Madequecham
          • Miacomet
          • Mid Island
          • Middle Moors
          • Monomoy
          • Muskeget
          • Nashaquisett
          • Naushop
          • Pocomo
          • Polpis
          • Quaise
          • Quidnet
          • Sandpiper Place
          • Sconset
          • Shawkemo
          • Shimmo
          • South of Town
          • Squam
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          • Wauwinet
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        • Airport
        • Brant Point
        • Cisco
        • Cliff
        • Dionis
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        • Fisher's Landing
        • Hummock Pond
        • Madaket
        • Madequecham
        • Miacomet
        • Mid Island
        • Middle Moors
        • Monomoy
        • Muskeget
        • Nashaquisset
        • Naushop
        • Pocomo
        • Polpis
        • Quaise
        • Quidnet
        • Sandpiper Place
        • Sconset
        • Shawkemo
        • Shimmo
        • South of Town
        • Squam
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(508) 228-6999

85 & 85R Orange Street, Nantucket, MA 02554

$10,995,000

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  • 9 BedBeds
  • 9.0 BathBaths
  • SqftSqft
  • TypeSingle Family
  • Active
  • Listing # 93025
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Property Description 85 & 85R Orange Street, Nantucket, MA 02554

An exceptional in-town compound, now fully completed and ready for summer occupancy. Set on two lots of record with approved subdivision potential, this thoughtfully designed property offers a rare combination of new construction, historic charm, and income-producing potential—all just moments from downtown Nantucket and the Great Harbor Yacht Club. The main residence, a spacious 5-bedroom, 4.5-bath home by Oak Development, has just been completed and showcases high-quality craftsmanship and carefully curated finishes throughout. Designed with both comfort and style in mind, the home is move-in ready for immediate enjoyment this summer. A widow’s walk with easy access crowns the home, offering exceptional water views and a perfect perch to take in Nantucket’s coastal beauty. On the adjoining lot, a delightful 3-bedroom, 2.5-bath cottage and a separate studio with full kitchen, bath, and loft provide versatile space for guests, extended family, or rental income. Thoughtfully sited and surrounded by inviting outdoor areas, the multiple dwellings create a private, multi-structure retreat. With its premier location just a short stroll to Nantucket’s vibrant shops, celebrated restaurants, and scenic waterfront, 85 Orange Street offers endless potential—whether envisioned as a private estate, multi-generational compound, or exceptional investment property.

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Entering through the front door, to your left is a first-floor ensuite bedroom, ideal for guests or convenient one-level living. Straight ahead, a handsome study with a wet bar opens to a private bluestone patio, perfect for relaxing or entertaining outdoors. To the right of the entry is a generous family room, while a powder room is tucked neatly beneath the staircase. Continuing forward, the home unfolds into a spacious open-concept living, dining, and kitchen area that serves as the heart of the house. A well-equipped mudroom with laundry and an adjoining pantry complete this thoughtfully designed first floor.

The second floor features Four comfortable bedrooms, including two ensuite rooms. The spacious primary suite boasts vaulted cathedral ceilings, a large walk-in closet, and a beautifully appointed bathroom. Two of the guest bedrooms share a Jack and Jill bath, while another bedroom is served by a hall bath. A bonus room with hall bath serves as an over flow room, playroom, family room or den. A conveniently located second-floor laundry completes this level.

The finished third floor offers flexible space for additional sleeping, recreation, or a home office. From here, a stairway leads to the widow’s walk, where panoramic views of Nantucket Harbor provide a stunning vantage point and a true island experience.

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: 04/20/2026
  • Year Built: 1850
  • Year Renovated: 2025
  • Area: Town
  • Zoning: ROH
  • Beds: 9
  • Full Bath: 8
  • Half Bath: 2
  • Total Baths: 10
  • Annual Taxes: $0.00
  • Tax Year: 2026
  • Water Frontage: No
  • Water Views: No
  • Other Views: D/Hbr, Res
  • Water: Town
  • Sewer: Twn

Amenities

Interior FeaturesInterior Features
  • Furnished: Unfurnished
  • Heat: Electric
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

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    $5.8M (35.86% )

    Residential

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