1 Chester Street

Nantucket, MA 02554

$9,750,000
Price
6
Beds
5,101 Sq. Ft.
$1,911 / Sq. Ft.
5,101
Sq. Ft.
$1,911
per Sq. Ft.

Description

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...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.
  1. Listed by Robert Young • William Raveis Nantucket

Property Details for 1 Chester Street

Zoning
ROH
View
Hbr, D/Hrb
LISTING UPDATED: 01/23/2025 03:02 PM

Property Details for 1 Chester Street

StatusActive
MLS #91894
Days on Market40
Taxes-
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS Type1 Family / Single Family Residence
Year Built1777
Lot Size0.12 AC / 5,227 SF
CountyNantucket County

Building Information for 1 Chester Street

Stories-Year Built1777Building Size-Lot Size0.12 AC / 5,227 SF

Property Information for 1 Chester Street

Summary
Location and General Information
  • Latitude: 41.287412
  • Longitude: -70.1023
  • Listing ods: Deck, Patio, Garden
  • MLS Area Major: Town
Taxes and HOA Information
  • Tax Assessed Value: $2,542,200.00
  • Tax Lot: 1
  • Tax Map Number: 4243
  • Tax Other Annual Assessment Amount: $1,545,699.99
  • Tax Year: 2025
Parking
  • Parking Features: 4 Car Off Street
Property
Lot Information
  • Lot Features: None known, Yes
  • Property Type: 1 Family
Property and Assessments
  • Possible Use: 0
  • Parcel Number: 18
  • Photos Count: 65
  • Approval Status: -1
  • Reviewed: Yes
  • Year Built Effective: 2023
Utilities
  • Sewer: Twn
  • Utilities: Cbl
  • Water Source: Town
Interior and Exterior Features
Exterior Features
  • 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.
  • Exterior Features: Deck, Patio, Garden
  • Frontage Type: None
Interior Features
  • Foundation Details: Stone
  • Main Level Bedrooms: 1
  • Other Structures: Fire pit, Artist built cedar gazebo and arbor, storage shed, raised bed vegetable garden, and apple, peach, and pear trees.
  • Rooms Total: 15
  • Appliances: Stove: Wolf, Washer: Yes 2
  • Fireplace Features: 6
  • Fireplace: No
  • Flooring: Antique wide pine
  • Furnished: Furnished
  • Heating: GFHA
  • Interior Features: 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.

Property History for 1 Chester Street

DateEvent & SourcePriceAppreciation
DateEvent & SourcePrice

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 1 Chester Street

Taxable ValueLand$1,545,700Additions$2,542,200Total$4,087,900
Tax Record2025$13,408 ($1,117 / month)
Home Facts
Beds6Baths4.5Total Finished SqFt3,467 SqFtAbove Grade Finished SqFt3,467 SqFtUnfinished Basement SqFt1,254 SqFtStories2Lot Size5,100 SqFtStyleSingle Family ResidenceYear Built1800ZoningROHCountyNANTUCKETAPNNANT M:04243 P:00018

Schools near 1 Chester Street

This home is within Nantucket School District.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 6 to 8
Public - 9 to 12
Public - 3 to 5
Rating
School
Distance
Nantucket Elementary School
PublicPK to 2

Cyrus Peirce
Public6 to 8

Nantucket High School
Public9 to 12

Nantucket Intermediate School
Public3 to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

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1 Chester Street is a single family home for sale in Nantucket, MA 02554. This property was listed for sale on January 16, 2025 by William Raveis Nantucket, it's currently listed at $9,750,000. It has been on the market for a total of 40 days and was last sold on February 5, 2021. This listing's school district is Nantucket School District. Nearby schools include Nantucket Elementary School, Cyrus Peirce and Nantucket High School. 1 Chester Street is a 6-bed, 5.5-bath, 5,101 sqft single family home built in 1777.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of William Raveis Nantucket, Robert Young

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.