42 Chuck Hollow Road • $8,495,000

Tom Nevers, Nantucket, MA 02554

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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.

Floor 1: 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.

Floor 2: 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.

Basement: 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.

Parking: Yes

Listed by Maury People Sotheby's International Realty

42 Chuck Hollow Road Location
Property Code: #93174
Bedrooms:
8 beds
Bathrooms:
4 and 2 half
Lot:
131,115 sq ft
Year Built:
1982
Heating Type:
GFHA
Listed:
6 ago
Assessed Value:
$5,418,800

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Property Information for 42 Chuck Hollow Road
Property Summary

Type: 1 Family

Rooms: 19

Year Built: 1982

Remodeled: 2025

Water View:

Other View: Ocean, Pasture

Zoning: LUG3

Lot Size(SF): 4514

Furnished: Furnished

2nd Dwelling: E/Sd

Water: Well

Sewer: Septic Tank

Lot Size(A): 3.01

Beds/Baths: 8/4

Wtr Frontage:

Total SqFt(GLA): 131115

Amenities

First Floor Bedrooms: 1

Heating: GFHA

Fireplaces: 3

Floors: Wide plank historic pine

Yard: Yes

Parking: Yes

Foundation: Block

Lead Paint:

Recreation and Outdoor Spaces: P/Pool, Porch, Patio, Garden, Deck

Amenities:

Taxes and Fees

Building Assessment: 1878600

Land Assessment: 3540200

Total Assessment: 5418800

Tax Year: 2025

Property History for 42 Chuck Hollow Road
Jun 22, 2026
Active
42 Chuck Hollow Road :: Tom Nevers
$8,495,000
1 Family
6 Days on Market
Listed by: Maury People Sotheby's International Realty
Oct 20, 2025
Off Market
42 Chuck Hollow Road - Tom Nevers
$8,495,000
1 Family
61 Days on Market
Listed by: Lee Real Estate
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