$8,250,000
$2M PRICE DROP

1 Chester St Nantucket, MA 02554

Estimated payment $45,073/month

Total Views 16,585
6 Beds
5.5 Baths
5,101 Sq Ft
$1,617 Price per Sq Ft

Highlights

  • Deck
  • Breakfast Area or Nook
  • Patio
  • Furnished
  • Fireplace
  • Garden

About This Home

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.

Listing Agent

Robert Young

William Raveis Nantucket Listed on: 01/16/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $13,408

Year Built

  • Built in 1777

Lot Details

  • 5,227 Sq Ft Lot
  • Garden
  • Property is zoned ROH

Home Design

  • Stone Foundation

Interior Spaces

  • 5,101 Sq Ft Home
  • Furnished
  • Fireplace
  • Breakfast Area or Nook

Bedrooms and Bathrooms

  • 6 Bedrooms | 1 Main Level Bedroom

Outdoor Features

  • Deck
  • Patio

Utilities

  • Cable TV Available

Listing and Financial Details

  • Tax Lot 1
  • Assessor Parcel Number 18

Home Details

Home Type

Single Family

Est. Annual Taxes

$13,408

Year Built

Built in 1777

Lot Details

0

Listing Details

  • Property Sub Type: Single Family Residence
  • Prop. Type: Residential
  • Road Frontage Type: None
  • Lot Size Acres: 0.12
  • Garage Yn: No
  • Year Built: 1777
  • Special Features: None

Interior Features

  • Furnished: Furnished
  • Possible Use: 0
  • Appliances: Stove: Wolf, Washer: Yes 2
  • Has Basement: 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.
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Total Bedrooms: 6
  • Fireplace Features: 6
  • Fireplace: No
  • Flooring: Antique wide pine
  • Interior Amenities: A,AC,Disp,Ins,Irr,OSh, Floor 1: 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., Floor 2: 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., Floor 3: 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.
  • Main Level Bedrooms: 1

Exterior Features

  • Lot Features: None known, Yes
  • Pool Private: No
  • View: Hbr, D/Hrb
  • Exterior Features: Deck, Patio, Garden
  • Foundation Details: Stone
  • Other Structures: Fire pit, Artist built cedar gazebo and arbor, storage shed, raised bed vegetable garden, and apple, peach, and pear trees.

Garage/Parking

  • Parking Features: 4 Car Off Street

Utilities

  • Heating: GFHA
  • Sewer: Twn
  • Utilities: Cbl
  • Water Source: Town

Lot Info

  • Lot Size Sq Ft: 5227
  • Parcel #: 18
  • Zoning: ROH

Green Features

Multi Family

Tax Info

  • Tax Lot: 1
  • Tax Map Number: 4243
  • Tax Other Annual Assessment Amount: 1545699.99
  • Tax Year: 2025

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $13,408 $4,087,900 $1,545,700 $2,542,200
2024 $12,586 $4,021,100 $1,545,700 $2,475,400
2023 $7,776 $2,422,400 $1,472,000 $950,400
2022 $99 $2,657,600 $1,226,600 $1,431,000
2021 $9,854 $2,714,700 $1,129,800 $1,584,900
2020 $10,215 $2,960,900 $1,129,800 $1,831,100
2019 $9,958 $2,963,700 $1,129,800 $1,833,900
2018 $8,845 $2,505,700 $1,129,800 $1,375,900
2017 $8,280 $2,442,600 $1,129,800 $1,312,800
2016 $8,001 $2,381,200 $1,097,500 $1,283,700
2015 $8,419 $2,332,200 $1,108,400 $1,223,800
2014 $8,269 $2,199,200 $975,400 $1,223,800
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
08/08/2025 08/08/25 Price Changed $8,250,000 -5.7% $1,617 / Sq Ft
04/18/2025 04/18/25 Price Changed $8,750,000 -10.3% $1,715 / Sq Ft
01/16/2025 01/16/25 For Sale $9,750,000 +328.6% $1,911 / Sq Ft
02/05/2021 02/05/21 Sold $2,275,000 -24.0% $517 / Sq Ft
01/06/2021 01/06/21 Pending -- -- --
07/25/2019 07/25/19 For Sale $2,995,000 -- $681 / Sq Ft
Source: LINK

Purchase History

Date Type Sale Price Title Company
Not Resolvable $2,275,000 None Available
Deed $400,000 --
Deed $400,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $4,100,000 Adjustable Rate Mortgage/ARM
Closed $1,592,500 Purchase Money Mortgage
Previous Owner $300,000 Purchase Money Mortgage
Source: Public Records

Source: LINK

MLS Number: 91894

APN: NANT-004-243-000-000-0000-18-000-000