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Sold for $7,400,000
  • $7,400,000

    1 Chester St, Nantucket, MA 02554

    6beds
    5,101sqft
    Single Family Residence
    Built in 1777
    5,227.2 Square Feet Lot
    $7,469,400 Zestimate®
    $1,451/sqft
    $5,965 Estimated rent

    Home value

    $7,469,400

    Estimated sales range

    Not available

    $5,965/mo

    Zestimate® history
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    What's special

    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. Approximately 350+/-sf remaining ground cover for an addition or a garage.

    Zillow last checked: 8 hours ago

    Listing updated: December 19, 2025 at 07:43pm

    Listed by:

    Robert Young,

    William Raveis Nantucket

    Bought with:

    Nicole Tirapelli

    Douglas Elliman Nantucket

    Source: LINK,MLS#: 91894

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 6
    • Bathrooms: 6
    • Full bathrooms: 5
    • 1/2 bathrooms: 1
    • Main level bedrooms: 1
    Heating
    • GFHA
    Appliances
    • Included: Stove: Wolf, Washer: Yes 2
    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.
    • Flooring: Antique wide pine
    • 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.
    • Has fireplace: No
    • Fireplace features: 6
    • Furnished: Yes
    Interior area
    • Total structure area: 5,101
    • Total interior livable area: 5,101 sqft

    Property

    Parking
    • Parking features: 4 Car Off Street
    Features
    • Exterior features: Deck, Patio, Garden
    • Has view: Yes
    • View description: Hbr, D/Hrb
    • Has water view: Yes
    • Water view: Harbor
    • Frontage type: None
    Lot
    • Size: 5,227 sqft
    • Features: None Known, Yes
    Details
    • Additional structures: Fire pit, Artist built cedar gazebo and arbor, storage shed, raised bed vegetable garden, and apple, peach, and pear trees.
    • Parcel number: 18
    • Zoning: ROH

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Foundation: Stone
    Condition
    • Year built: 1777
    • Major remodel year: 2023

    Utilities & green energy

    • Sewer: Town
    • Water: Town
    • Utilities for property: Cbl

    Community & neighborhood

    Location
    • Region: Nantucket

    Other

    Other facts
    • Listing agreement: E

    Price history

    DateEventPrice
    12/16/2025Sold$7,400,000-4.5%$1,451/sqft
    Source: LINK #91894 Report a problem
    12/11/2025Pending sale$7,750,000$1,519/sqft
    Source: LINK #91894 Report a problem
    10/14/2025Price change$7,750,000-6.1%$1,519/sqft
    Source: LINK #91894 Report a problem
    8/8/2025Price change$8,250,000-5.7%$1,617/sqft
    Source: LINK #91894 Report a problem
    4/18/2025Price change$8,750,000-10.3%$1,715/sqft
    Source: LINK #91894 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$13,408 +6.5%$4,087,900 +1.7%
    2024$12,586 +61.9%$4,021,100 +66%
    2023$7,776 $2,422,400 -8.9%

    Find assessor info on the county website

    Neighborhood: 02554

    Nearby schools

    GreatSchools rating
    Sell for more on Zillow
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    $7,469,400
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    +$149K
    With Zillow Showcase(estimated)
    $7,618,788