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Madequecham- 27 Wigwam Road

$4,995,000
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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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Additional Details

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*

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.

Property Information

  • 10
  • 5
  • 4
  • 1
  • 1.18 acres
  • 2004
  • LUG3
  • -
  • Well
  • Septic Tank
  • Ocean
  • Ocean, Pastoral
  • Concrete pour with finished lower level and egress exterior walk out
  • Pine

Amenities

listing property icon Property

  • Alarm
  • Central A/C
  • Insulation
  • Irrigation
  • Outdoor Shower

listing outdoor icon Outdoors

  • Deck
  • Patio
  • Porch
  • See Deed, Yes
  • Ample parking due to the convenient circular drive

listing household icon Household

  • Cable
  • GFHA
  • Viking - 6 Burner Gas
  • Whirlpool

Location

Google Map of 27 Wigwam Road, Nantucket, MA, USA

NEIGHBORHOOD

Madequecham

Madequecham is a more secluded neighborhood with large open spaces, pristine beaches and gorgeous homes on large parcels of land.

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Request More Information

Madequecham- 27 Wigwam Road

$4,995,000

  • 5 Beds
  • 4 + 1 half baths
  • 1.18 acres

Listing History

Madequecham- 27 Wigwam Road

Property Type: Single-Family
$4,995,000
Madequecham- 27 Wigwam Road Image

Madequecham- 27 WIGWAM ROAD

Property Type: Single-Family
$445,000
$445,000
Madequecham- 27 WIGWAM ROAD Image