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        • Muskeget
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      • Hummock Pond
      • Madaket
      • Madequecham
      • Miacomet
      • Mid Island
      • Middle Moors
      • Monomoy
      • Muskeget
      • Nashaquisset
      • Naushop
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      • Polpis
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      • Sandpiper Place
      • Sconset
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          • Mid Island
          • Middle Moors
          • Monomoy
          • Muskeget
          • Nashaquisett
          • Naushop
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          • Polpis
          • Quaise
          • Quidnet
          • Sandpiper Place
          • Sconset
          • Shawkemo
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        • Monomoy
        • Muskeget
        • Nashaquisset
        • Naushop
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        • Polpis
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        • Quidnet
        • Sandpiper Place
        • Sconset
        • Shawkemo
        • Shimmo
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(508) 228-6999

27 Wigwam Road, Nantucket, MA 02554

$4,595,000

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  • 5 BedBeds
  • 4.5 BathBaths
  • SqftSqft
  • TypeSingle Family
  • Active
  • Listing # 92156
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Property Description 27 Wigwam Road, Nantucket, MA 02554

Tucked near one of Nantucket’s most beloved South Shore beaches, this 5-bedroom, 4.5-bath upside-down beach house is a true coastal gem. Designed for both comfort and style, the home features soaring wood-beamed ceilings, an intricately inlaid compass rose in the hardwood floors, and a classic widow’s walk offering panoramic ocean views. With three distinct living areas—one on each level—plus a loft, there’s room for everyone to spread out or come together. The well-appointed kitchen opens seamlessly to the dining area and sunny second-floor decks, perfect for entertaining. With room for a pool, stunning ocean-facing vistas, and exceptional character inside and out, this home offers the ultimate Nantucket lifestyle.

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The first floor of this beach house, set in a quiet and laid-back location, features a private en-suite bedroom, two generously sized guest rooms that share a full hall bath, and a versatile fourth room perfect as an office, library, or overflow sleeping space. Beautiful hardwood floors run throughout, adding warmth and coastal character.

The second floor is designed to take full advantage of the ocean breezes and ocean views, with a spacious dining deck that invites al fresco entertaining. Anchoring this level is the primary suite, complete with a walk-in closet and a private bath. Soaring cathedral ceilings with exposed wood beams span the open-concept living spaces, including a custom kitchen with built-in cabinetry and generous counter space, a sunlit dining area, and a cozy living room with a wood-burning fireplace. A tucked-away powder room just off the main stair landing offers added convenience for guests. Mahogany ladder leads to loft space to access the widows walk to take in panoramic views all the way to Sankaty lighthouse and beyond.

Loft space accessible via mahogany ladder with access to the recently restored widows walk.

The fully finished lower level offers a spacious third living area, a large bedroom comfortably sized for a king bed, and a full bath—ideal for guests or extended family. A separate laundry room handles beach towels and gear with ease, while tucked-away utilities keep things running smoothly behind the scenes.*Basement does not have a central AC but there is potential for it*

Area

Madequecham features strong surf beaches, large stretches of open conservation lands, and big ocean views. In general home lots are larger in this area affording privacy and serenity. Most roads are either dirt or sand so having an SUV, Jeep or other 4 wheel drive vehicle may come in handy. The majestic sound of the ocean is very present in this location most of the year and at the right time of year it's a great spot to see whales breaching in the distance.

  • 5.2 miles to Town
  • Trails and road for running, walking are great if you are looking to not pass many people along the way. Biking can be a fun activity too, but it may call for a fat tire bike that can handle the rougher torrain.
  • June - September watch the horizon for migrating whales breaching, feeding or just swimming by off the coast.
  • Beaches are great for sunbathing and surfing. Strong swimmers will enjoy the waters, just be careful of strong currents and rip tides that can develop.
  • Land Bank trails offer wonderful walking and hiking spots throughout the area

community

Property Details

  • Property Type: Single Family
  • List Date: 06/16/2025
  • Year Built: 2004
  • Area: Madequecham
  • Zoning: LUG3
  • Beds: 5
  • Full Bath: 4
  • Half Bath: 1
  • Total Baths: 5
  • Annual Taxes: $9,883.62
  • Tax Year: 2025
  • Water Frontage: No
  • Water Views: No
  • Other Views: Ocean, Pasture
  • Water: Well
  • Sewer: Septic Tank

Amenities

Interior FeaturesInterior Features
  • Furnished: Partially
  • Heat: GFHA
  • Fireplaces: Woodburning fireplace in living room
Exterior FeaturesExterior Features
  • Private Pool: No
  • Community Pool: No
  • Private Tennis: No
  • Community Tennis: No
  • Hot Tub: No
  • Parking: Ample parking due to the convenient circular drive
Other StructuresOther Structures
  • Storage shed for beach gear, bikes, etc. Remaining ground cover is equal to 650+ square feet and could be utilized for a garage with a potential studio atop. Central A/C on first and second floor, not including lower level.

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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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