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Town- 1 Chester Street

$9,750,000
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One Chester Street is an exceptional residence that perfectly blends historic charm with modern luxury. Situated at the edge of Nantucket's historic district where the Cliff area meets Brant Point. This home offers a prime location that provides easy access to the best of island living. This 18th-century ship captain’s home has been meticulously restored, preserving its original details, including five working fireplaces, while integrating contemporary amenities for today's lifestyle. Sold fully furnished with interior design by The Nantucket Looms. The home boasts four levels of living space, with six bedrooms and five and a half baths, it comfortably accommodates large groups, offering ample room for relaxation and privacy. The spacious open kitchen features the original 6' walk-in fireplace, breakfast area, adjoining a bright family/TV room that opens directly onto the rear deck, patio, and garden. The formal dining room features a beautiful lacquered finish. The outdoor space is equally impressive, with a unique artist-built gazebo and fire pit—a perfect spot for evening gatherings. The home’s renovations are top of the line, including all new plumbing, electrical, and HVAC systems, with high-end finishes throughout. The lower level is dedicated to entertainment, with a fully equipped game room including a combination ping pong/pool table, three TVs, a separate seating area, and a kitchenette. For quieter moments, the third-floor guest suite provides access to the roof walk with panoramic views of Nantucket Sound and Harbor, making it a wonderful spot to unwind. One Chester Street is the perfect combination of historic elegance and modern comfort.

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Additional Details

The house is elevated above the street and is accessed via a set of “friendship stairs". On entering the front hallway, the first room to your left is the original front parlor. With a rebuilt fireplace, antique raised paneling, wide pine floors, corner posts, and original trim detail. To the right of the front door is an en-suite queen bedroom. The private tiled bath features a quartz vanity and brushed nickel hardware. The powder room and front hall closet are on the right as you walk toward the heart of the home. Here you’ll find the sun-filled family room which is open to the modern kitchen and breakfast area featuring the original 6’ walk-in kitchen fireplace. Two sets of French doors open onto the deck, patio and backyard. To the left is the formal dining room, finished in a dramatic blue lacquer, with antique paneling, a working fireplace, and built-in casework. There is a small bar that leads back to the front parlor.
The kitchen is equipped with a Wolf stove, a 48” Subzero Pro Legacy refrigerator/freezer, 2 Bosch dishwashers, and 2 XO drink coolers for wine and soft drinks. The countertops are quartz, except for the island which is wood.

The primary bedroom connects to a spacious, fully built-out dressing room, providing ample storage and organization. The en-suite primary bathroom offers a luxurious double quartz vanity and an oversized, tiled shower. Every bathroom throughout the home are equipped with heated tile floors for added comfort. Two additional queen-sized bedrooms, each with en-suite bath, offer privacy. A convenient laundry closet is located in the 2nd floor central hallway. At the back of the house, a small office with built-in bookcases creates a cozy workspace, while a rear staircase leads directly down to the kitchen, making it easy to move between floors.

The third floor is set up as a separate guest suite/apartment. It features two bedrooms, 1 has two twin-size built-in bunks and a double bed, the other has a built-in queen bed. There is a kitchenette that has everything required for your guests and a full bath. Open seating area with TV and stairs to the expansive roof walk where you can sit and enjoy the quiet privacy and views of Nantucket harbor and sound.

The lower level has large windows for natural light and is finished with an epoxy floor. The game room is equipped with a kitchenette, storage cupboards, banquette seating, a combination ping pong/pool table, a poker table, with 2 TVs. There is an additional sitting room with a 3rd TV, as well as a 2nd laundry and a utility/storage room. A bulkhead leads to the side yard, where there is an attached storage shed.

Fire pit, Artist built cedar gazebo and arbor, storage shed, raised bed vegetable garden, and apple, peach, and pear trees.

Property Information

  • 15
  • 6
  • 5
  • 1
  • 0.12 acres
  • 1777
  • 2023
  • ROH
  • -
  • Town
  • Town
  • Harbor
  • Harbor,
  • Stone
  • Antique wide pine

Amenities

listing property icon Property

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

listing outdoor icon Outdoors

  • Deck
  • Garden
  • Patio
  • None known, Yes
  • 4 Car Off Street

listing household icon Household

  • Cable
  • GFHA
  • Wolf
  • Yes 2

Location

Google Map of 1 Chester Street, Nantucket, MA, USA

NEIGHBORHOOD

Town

Historically preserved and simply beautiful, downtown Nantucket can be equated to nowhere else in the world. This is the heart of the island, replete with original cobblestone streets, waterfront restaurants and charming grey-shingled shops. Many of the stunning homes abut…

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Request More Information

Town- 1 Chester Street

$9,750,000

  • 6 Beds
  • 5 + 1 half baths
  • 0.12 acres

Listing History

Town- 1 Chester Street

Property Type: Single-Family
$9,750,000
Town- 1 Chester Street Image

Town- 1 Chester Street

Property Type: Single-Family
$2,595,000
$2,275,000
Town- 1 Chester Street Image