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(508) 228-6999

42 Chuck Hollow Road, Nantucket, MA 02554

$8,495,000

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  • 8 BedBeds
  • 5.0 BathBaths
  • 4,514 SqftSqft
  • TypeSingle Family
  • Active
  • Listing # 93174
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Property Description 42 Chuck Hollow Road, Nantucket, MA 02554

Hollyhock, situated on one of the highest hills in Tom Nevers East 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. Approaching the house, the significant investment in landscaping is apparent. A semi circular oyster shell driveway is flanked on either side by clustered river birch trees, hydrangeas, rhododendron, as well as boarders of lavender. The abundant landscaping is carried through with a plethora of variety of colors and textures. The stately shaker-like 1840's barn was moved from the Berkshire area of Massachusetts a few decades ago. The current owner has an acclaimed design background and has brought the property to a new level as evidenced by carefully selected furniture and accessories of antiques juxtaposed to modern touches. New additions include a bluestone patio leading towards a sunken garden with a commanding stone fireplace as the centerpiece. A constructed pavilion flanking the 60' x 20' heated saline pool with retractable cover, an outdoor kitchen, and a totally enclosed fenced in perimeter. Hollyhock provides nostalgic warmth and comfort while blending updated and enhanced indoor and outdoor spaces.

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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.

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: 06/22/2026
  • Year Built: 1982
  • Year Renovated: 2025
  • Area: Tom Nevers
  • Zoning: LUG3
  • Beds: 8
  • Full Bath: 4
  • Half Bath: 2
  • Total Baths: 6
  • Annual Taxes: $16,960.00
  • Tax Year: 2025
  • Water Frontage: No
  • Water Views: No
  • Other Views: Ocean, Pasture
  • Water: Well
  • Sewer: Septic Tank

Amenities

Interior FeaturesInterior Features
  • Furnished: Furnished
  • Heat: GFHA
  • Fireplaces: 3
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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