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PROPERTIES Off Market

Tom Nevers- 42 Chuck Hollow Road

$8,495,000
Oct 20 2025
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Situated in Tom Nevers East, just minutes from the Nantucket Golf Club and the village of Sconset, Hollyhock is a five-bedroom residence accompanied by a three-bedroom guest cottage, all set on three rolling acres that offer exceptional privacy, high elevations, and sweeping views from both floors of the Atlantic Ocean, conservation land, and Tom Nevers Pond. Originally constructed in Hanover, Massachusetts in 1840, the distinctive barn-style main house was relocated to Nantucket in 1979. Both the main house and cottage were thoughtfully reimagined. The current owner has an acclaimed design background and has brought the property to a new level with enhanced indoor and outdoor spaces. New bluestone patios, outdoor fireplace and dramatic gardens all within a totally fenced in perimeter. A large 60' x 20' heated saline pool with retractable cover creates a backdrop for an expansive lawn.

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Additional Details

A gracious two-story entry welcomes you with a wood-burning fireplace and a two open friendship staircases. The formal dining room is enhanced with raised paneled walls and elegant wainscoting, while the inviting sitting room features custom built-ins. The bright breakfast room flows seamlessly into the updated kitchen, and a convenient laundry closet is nearby. The sunroom, with its vaulted ceilings, offers an abundance of natural light and French doors that open to a deck additional dining areas and outdoor fireplace, sheltered yet sunny with ocean views. The master suite includes a private ocean-view balcony, ample closet space, and an updated en suite bath with a shower and double vanity.

The beautiful second-floor living room features a cozy fireplace and double French doors accentuate the symmetry that leads to a deck with sweeping ocean views. Also on this level, you'll find a bedroom with an en suite bath (shower) and an additional bedroom with a convenient half bath.

The living room is beautifully framed with original stone and wood beams, showcasing soaring ceilings and a wood-burning fireplace. Two spacious bedrooms. The home also offers a well-equipped laundry room, a full bath with a shower, and a garage that includes a separate utility and storage room.

Property Information

  • 14
  • 8
  • 4
  • 2
  • 3.01 acres
  • 1982
  • 2025
  • LUG3
  • Existing
  • Well
  • Septic Tank
  • Ocean
  • Ocean, Pastoral
  • Block
  • Wide plank historic pine

Amenities

listing property icon Property

  • Alarm
  • Central A/C
  • Disposal
  • Insulation
  • Irrigation
  • Outdoor Shower
  • Wood Stove

listing outdoor icon Outdoors

  • Deck
  • Garden
  • Private Pool
  • Patio
  • Porch
  • Refer to document 11, 571 for details — Tom Nevers Association fees are $400 per year, with an optional additional $250 fee for access to the tennis courts. For further information, see document 56, 400 regarding the Special Permit for increased height. Yes
  • Yes

listing household icon Household

  • Cable
  • GFHA
  • Thermador - gas
  • Yes

Location

Google Map of 42 Chuck Hollow Road, Nantucket, MA, USA

NEIGHBORHOOD

Tom Nevers

Situated between Surfside and ’Sconset, Tom Nevers and Madequecham are more secluded neighborhoods with large open spaces, pristine beaches and gorgeous family homes on larger parcels of land. It is believed that around 1725 Tom Never was a Native American…

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Request More Information

Tom Nevers- 42 Chuck Hollow Road

$8,495,000

  • 8 Beds
  • 4 + 2 half baths
  • 3.01 acres

Listing History

Tom Nevers- 42 Chuck Hollow Road

Property Type: Single-Family
$8,495,000
Tom Nevers- 42 Chuck Hollow Road Image

Tom Nevers- 42 Chuck Hollow Road

Property Type: Single-Family
$5,990,000
$6,200,500
Tom Nevers- 42 Chuck Hollow Road Image

Tom Nevers- 42 Chuck Hollow Road

Property Type: Single-Family
$3,495,000
$3,170,000
Tom Nevers- 42 Chuck Hollow Road Image