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        • Miacomet
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        • Muskeget
        • Nashaquisett
        • Naushop
        • Pocomo
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        • Quidnet
        • Sandpiper Place
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        • Shawkemo
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      • Madaket
      • Madequecham
      • Miacomet
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      • Monomoy
      • Muskeget
      • Nashaquisset
      • Naushop
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      • Sandpiper Place
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          • Middle Moors
          • Monomoy
          • Muskeget
          • Nashaquisett
          • Naushop
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          • Quidnet
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        • Muskeget
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(508) 228-6999

2B Longwood Drive, Nantucket, MA 02554

$15,750,000

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  • 10 BedBeds
  • 11.5 BathBaths
  • 7,700 SqftSqft
  • TypeSingle Family
  • Active
  • Listing # 93211
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Property Description 2B Longwood Drive, Nantucket, MA 02554

Set on 2.84 private, organically landscaped acres behind a gated entrance, this estate offers more than 7,700 square feet of impeccably designed living space and over 10,000 square feet of covered space across three buildings. The six-bedroom main residence is complemented by a four-bedroom guest cottage and a separate studio apartment above the two-car garage, creating an extraordinary retreat for family and guests alike. Sophisticated and designed for effortless luxury, the estate features a spectacular chef's kitchen with premium Wolf, Sub-Zero, Miele, and Thermador appliances, expansive light-filled living spaces, multiple laundry rooms, and beautifully appointed en suite bedrooms throughout. Outdoor amenities rival those of a private resort, including a 42-foot heated saltwater pool and spa, expansive granite patios and cedar decking, outdoor showers, a professional grilling station, fire pit, flourishing vegetable and herb gardens, mature specimen plantings, and approved plans for a tennis court. With a whole-house
generator, comprehensive security system, dual potable wells, and every detail thoughtfully curated for comfort, privacy, and year-round enjoyment, this is a truly remarkable legacy property that embodies the finest in luxury coastal living.

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The Dutch door opens into a welcoming sitting area and library, both overlooking the pool and beautifully landscaped backyard. To the west, the primary suite offers a private retreat complete with a dedicated office, walk-in closet, and en-suite bathroom with direct access to the pool and spa. A long hallway leads to the east wing, where an expansive, open-concept kitchen, living, and dining area unfolds beneath soaring cathedral ceilings. A striking marble waterfall island, top-of-the-line appliances, and a cozy fireplace create a space that is both sophisticated and inviting. Bathed in natural light, this elegant living area extends seamlessly onto the covered deck and poolside oasis, ideal for entertaining and relaxed everyday living. Additional main-level amenities include a powder room, a spacious walk-in pantry with a large wine refrigerator, a dedicated laundry area, and a convenient coat closet.

The second floor comprises three generously sized guest bedrooms, each thoughtfully designed with comfort and privacy in mind. One bedroom features a private deck overlooking the poolscape and backyard, along with a beautifully appointed en-suite bath featuring a dedicated shower room with floor-to-ceiling tile and a freestanding soaking tub. The two additional guest bedrooms each offer walk-in closets and private en-suite baths. A conveniently located hallway laundry closet adds everyday functionality to this well-appointed upper level.

The lower level offers exceptional versatility, with tall ceilings and both interior and exterior access, making it easy to move and store larger items. An expansive, open living area provides abundant space for relaxation and recreation, complemented by a separate gym for at-home fitness. Two generously sized bedrooms, each with a private en-suite bath, offer comfortable accommodations for guests or extended family, while a centrally located powder room adds convenience. A dedicated laundry area with a full-size washer and dryer, along with ample storage throughout, completes this well-appointed level.

Area

Tom Nevers is located at the South East end of the island between Madequcham and Sconset. This area is a favorite amongst seasonal and year-round visitors alike for it's seclusion, laid back atmosphere and being away from it all. Tom Nevers East features larger lots in varying elevations to take advantage of views towards the ocean and moors. Tom Nevers West features more densely populate lots, although much larger in comparison to in Town lots, in cute neighborhoods with streets named after Boston streets. Towards the end of Tom Nevers Road you will find larger lots and ocean front properties. A big draw of this area is the open space of land owned by Nantucket Conservation Foundation.

  • 4.6 miles to Town
  • 2.9 miles to Sconset
  • Tom Nevers beach is a surf beach on the Atlantic Ocean with generally little to no crowds.
  • Tom Nevers Field offers recreational spaces for all ages including baseball fields and a playground. Many of the island adult league softball teams play here in the spring.
  • The Nantucket Conservation Foundation owns 2,150 acres of land between Madequecham and Tom Nevers containing unique geological and natural communities. There are several trails throughout for you to enjoy, but be sure to check for ticks upon return home as the deer population in this area is large.
  • Just a short trek across Milestone Road you will find the NCF Milestone Cranberry Bogs. The Fall Harvest Festival is held here annually and it is a great place for biking, walking or running.
  • Also across Milestone Road you will find entrances to the NCF Moors properties for even more exploring.

community

Property Details

  • Property Type: Single Family
  • List Date: 10/28/2026
  • Year Built: 2023
  • Area: Tom Nevers
  • Zoning: LUG3
  • Beds: 10
  • Full Bath: 10
  • Half Bath: 3
  • Total Baths: 13
  • Annual Taxes: $28,175.16
  • Tax Year: 2026
  • Water Frontage: No
  • Water Views: No
  • Other Views: None
  • Water: Well
  • Sewer: Septic Tank

Amenities

Interior FeaturesInterior Features
  • Furnished: Partially
  • Heat: GFHA
  • Fireplaces: 1
Exterior FeaturesExterior Features
  • Private Pool: No
  • Community Pool: No
  • Private Tennis: No
  • Community Tennis: No
  • Hot Tub: No
  • Parking: 4
Other StructuresOther Structures
  • The charming three-level guest cottage offers a private and beautifully appointed retreat with four spacious en suite bedrooms and four-and-a-half baths. The second residence features a well equipped kitchen with premium Thermador appliances, a Bosch dishwasher, and Electrolux washer and dryer, providing every comfort for extended family or guests. Complete with its own entrance, dedicated parking, and a welcoming outdoor fire pit, the cottage offers privacy, independence, and the same exceptional quality found throughout the main house. Two bedrooms are on the second floor, two are on the lower level, leaving wonderful open living on the primary level. The detached two-car garage offers exceptional functionality with a newly finished epoxy floor, a subsurface water barrier for year-round dryness, generous storage space, and an additional freezer for convenient food storage. Above the garage, a private studio apartment with its own entrance provides flexible accommodations, featuring a kitchenette, full bath, washer/dryer combination, air conditioning, and abundant natural light—ideal for guests, extended family, or staff.

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