$7,995,000

36 W Chester St Nantucket, MA 02554

Estimated payment $45,419/month

Total Views 1,638
5 Beds
7 Baths
5,300 Sq Ft
$1,508 Price per Sq Ft

Highlights

  • Popular Property
  • Deck
  • Garden
  • Pasture Views
  • Porch

About This Home

Anchored between Main Street and Steps Beach, this extraordinary home captures the essence of refined coastal living. Five private ensuite bedrooms provide luxurious comfort for family and guests, while the chef’s kitchen and adjoining dining room invite gatherings both large and intimate. The sun-soaked, south-facing deck extends the living space into a private, landscaped yard, where views of the Lily Pond Conservancy and the town’s iconic church steeples create a remarkable setting in the heart of Town. With three finished floors of living space and quality craftsmanship throughout, 36 West Chester Street is graceful Nantucket living.

Listing Agent

Jennifer Shalley Allen

Fisher Real Estate Listed on: 08/11/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $22,280

Year Built

  • Built in 2012

Lot Details

  • 0.26 Acre Lot
  • Garden
  • Property is zoned ROH

Interior Spaces

  • 5,300 Sq Ft Home
  • Partially Furnished
  • Pasture Views

Bedrooms and Bathrooms

  • 5 Bedrooms | 1 Main Level Bedroom

Outdoor Features

  • Deck
  • Porch

Utilities

  • Cable TV Available

Listing and Financial Details

  • Assessor Parcel Number 485

Home Details

Home Type

Single Family

Est. Annual Taxes

$22,280

Year Built

Built in 2012

Lot Details

0

Listing Details

  • Property Sub Type: Single Family Residence
  • Prop. Type: Residential
  • Road Frontage Type: None
  • Lot Size Acres: 0.2575
  • Garage Yn: No
  • Year Built: 2012
  • Special Features: None

Interior Features

  • Furnished: Partially
  • Possible Use: 2009-45
  • Appliances: Stove: Wolf with pot filler, Washer: Two
  • Has Basement: An open staircase leads to the lower level, where a large family room with ten-foot ceilings offers generous space for relaxing or entertaining. This level also includes a guest suite with a spacious bathroom and a walk-in closet. A second laundry room features a washer and dryer, laundry sink, folding area with custom cabinetry, and beautiful stone countertops. Additional amenities include a cedar-lined walk-in closet, a half bathroom, and multiple large storage closets. From the family room, a staircase provides easy exterior access to the side yard. A well-equipped mechanical room and separate storage area with a second exterior access complete this level.
  • Full Bathrooms: 5
  • Half Bathrooms: 2
  • Total Bedrooms: 5
  • Fireplace Features: 2
  • Fireplace: No
  • Flooring: Reclaimed Oak/Tile
  • Interior Amenities: A,AC,Ins,Irr,OSh, Floor 1: Wrapped in a gracious covered porch that extends along the front and side, this exceptional Nantucket residence welcomes you into a grand main hallway. Just off the entry are a private office and a mudroom with custom built-in cubbies, as well as a first-floor guest suite. The hallway opens into a spacious, thoughtfully designed kitchen adorned with custom cabinetry, Pietra Cardosa countertops, and top-of-the-line appliances, including a Sub-Zero refrigerator, Wolf stove, two dishwashers, wine refrigerator, built-in microwave, dual sinks, and a pot filler. A generous center island offers seating for six along with a discreet computer nook, while the walk-in pantry, with floor-to-ceiling cabinetry and mahogany countertops, provides abundant storage. The light-filled dining room flows seamlessly into the inviting living room, where coffered ceilings, built-in bookcases, and a fireplace frame views of the Lily Pond Conservancy and the town’s iconic church steeples., Floor 2: The grand primary suite boasts cathedral ceilings, a fireplace, built-in window seats, and expansive pastoral views. This suite boasts a luxurious bathroom with a tiled shower, heated floors and a private water closet. Dual walk-in closets feature custom built-in cabinetry. Two additional guest suites offer great ambient light and beautifully tiled bathrooms with heated floors. A well-appointed laundry room completes this level.
  • Main Level Bedrooms: 1

Exterior Features

  • Lot Features: See Deed, Spacious private yard and gardens
  • Pool Private: No
  • View: None, Pasture
  • Exterior Features: Deck, Garden, Porch
  • Foundation Details: Poured Concrete
  • Other Structures: Storage shed for bikes, beach gear.

Garage/Parking

  • Parking Features: Off Street

Utilities

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

Lot Info

  • Lot Size Sq Ft: 11220
  • Parcel #: 485
  • Zoning: ROH

Green Features

Multi Family

Tax Info

  • Tax Annual Amount: 22280
  • Tax Lot: .
  • Tax Map Number: 41
  • Tax Other Annual Assessment Amount: 2325100
  • Tax Year: 2025

Map

Range of Values:

Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

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 $22,282 $6,793,300 $2,325,100 $4,468,200
2024 $20,216 $6,458,900 $2,325,100 $4,133,800
2023 $17,726 $5,522,100 $2,215,400 $3,306,700
2022 $17,302 $4,626,300 $1,850,600 $2,775,700
2021 $16,258 $4,478,900 $1,704,500 $2,774,400
2020 $15,785 $4,575,400 $1,704,500 $2,870,900
2019 $15,531 $4,622,400 $1,692,300 $2,930,100
2018 $15,622 $4,425,400 $1,692,300 $2,733,100
2017 $15,002 $4,425,400 $1,692,300 $2,733,100
2016 $8,207 $2,442,600 $711,700 $1,730,900
2015 $5,413 $1,499,500 $726,700 $772,800
2014 $3,658 $973,000 $715,600 $257,400
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
08/11/2025 08/11/25 For Sale $7,995,000 +69.2% $1,508 / Sq Ft
08/17/2020 08/17/20 Sold $4,725,000 -7.4% $892 / Sq Ft
07/18/2020 07/18/20 Pending -- -- --
01/13/2020 01/13/20 For Sale $5,100,000 +9.7% $962 / Sq Ft
10/09/2015 10/09/15 Sold $4,650,000 -18.3% $877 / Sq Ft
09/09/2015 09/09/15 Pending -- -- --
06/16/2015 06/16/15 For Sale $5,695,000 +338.1% $1,075 / Sq Ft
08/28/2012 08/28/12 Sold $1,300,000 -- $1,104 / Sq Ft
Source: LINK

Purchase History

Date Type Sale Price Title Company
Not Resolvable $4,725,000 None Available
Deed $4,650,000 --
Deed $4,650,000 --
Deed $4,650,000 --
Not Resolvable $1,300,000 --
Deed -- --
Deed -- --
Deed -- --
Deed $1,300,000 --
Deed $1,300,000 --
Deed $1,300,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Previous Owner $350,000 Purchase Money Mortgage
Source: Public Records

Similar Homes in Nantucket, MA

  • 12 Willard St, Nantucket, MA 02554

    $6,825,000

    • 4 Beds
    • 4.5 Baths
    • 2,774 Sq Ft
    • 12 Willard St
    • Nantucket, MA

    Welcome to 12 Willard Street, a stunning coastal retreat located in the heart of Brant Point, one of Nantucket’s most desirable neighborhoods. This beautifully renovated upside-down home offers a unique blend of contemporary elegance and classic island charm. With four spacious bedrooms and four and a half bathrooms, this home is perfect for families or groups. If you are seeking a luxurious and

    Morgan Winn Maury People Sotheby's International Realty

    Section Image
  • 56 Meadow View Dr, Nantucket, MA 02554

    $6,995,000

    • 5 Beds
    • 4 Baths
    • 2,388 Sq Ft
    • 56 Meadow View Dr
    • Nantucket, MA

    This exquisite hidden gem, surrounded by breathtaking landscaping, offers a serene retreat for your Nantucket dream home. Ideally situated just 1.5 miles from the ferry docks and a half-mile from Nantucket Town's Historic District in the charming Hussey Farm neighborhood, this location provides effortless access to the island’s renowned restaurants, boutiques, and beaches—while ensuring complete

    Morgan Winn Maury People Sotheby's International Realty

    Section Image
  • 34 Bosworth Rd, Nantucket, MA 02554

    $8,945,000

    • 4 Beds
    • 6.5 Baths
    • 4,023 Sq Ft
    • 34 Bosworth Rd
    • Nantucket, MA

    Welcome to this beautiful four bedroom waterfront home that lives as a six bedroom! The property features a charming wrap-around porch complete with a luxurious built-in hot tub, perfect for soaking and relaxation. The porch is complemented by multiple seating areas, providing plenty of spots to enjoy the outdoors, whether you're savoring a morning coffee or watching the sunset. An inviting

    Morgan Winn Maury People Sotheby's International Realty

    Section Image
  • 36B Lily St, Nantucket, MA 02554

    $6,995,000

    • 4 Beds
    • 4.5 Baths
    • 3,125 Sq Ft
    • 36B Lily St
    • Nantucket, MA

    Tucked away in one of the most private settings in Town, this newly constructed property is a rare offering. Sited directly on the edge of protected Land Bank property and overlooking the beauty of Lily Pond Park, this home offers unmatched serenity just a short stroll from the heart of Town. Years in the making, every detail of the home is thoughtfully designed with timeless architectural

    Cameron Gammill Fisher Real Estate

    Section Image
  • 1 Chester St, Nantucket, MA 02554

    $8,250,000

    • 6 Beds
    • 5.5 Baths
    • 5,101 Sq Ft
    • 1 Chester St
    • Nantucket, MA

    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,

    Robert Young William Raveis Nantucket

    Section Image
  • 4 Crown Ct, Nantucket, MA 02554

    $6,595,000

    • 5 Beds
    • 6.5 Baths
    • 3,347 Sq Ft
    • 4 Crown Ct
    • Nantucket, MA

    Perched on highly sought after Academy Hill, one of Nantucket's most desirable and historic neighborhoods. 4 Crown Court is a gracious 5 bedroom, 6.5 bath home offering timeless island living just steps from Main Street. Thoughtfully designed for both comfort and function, the home features 3 fireplaces-One in the cozy den, the dining room and the primary suite's private living room with private

    Daniel Barber Maury People Sotheby's International Realty

    Section Image
  • 32 India St, Nantucket, MA 02554

    $9,500,000

    • 5 Beds
    • 8 Baths
    • 5,394 Sq Ft
    • 32 India St
    • Nantucket, MA

    Originally built in the 1800s, this exceptional property has been masterfully reimagined through the collaborative efforts of Main Street Construction and Mark Cutone Architecture. The result is a seamless fusion of historic preservation and modern luxury. Located just moments from Main Street in the heart of Nantucket’s historic district, the home’s front facade maintains its timeless charm,

    Robert Young William Raveis Nantucket

    Section Image
  • 8 Ash St, Nantucket, MA 02554

    $8,500,000

    • 5 Beds
    • 6 Baths
    • 4,992 Sq Ft
    • 8 Ash St
    • Nantucket, MA

    Spectacularly reimagined, meticulously renovated, and thoughtfully expanded, this circa-1765 five-bay antique home in the heart of Town has been transformed into a modern masterpiece. Every detail has been carefully considered to achieve a seamless blend of historic character and contemporary luxury, creating a sanctuary that is as timeless as it is exceptional. Thoughtfully designed with an

    Donna Barnett Maury People Sotheby's International Realty

    Section Image
  • 8 Brant Point Rd, Nantucket, MA 02554

    $6,495,000

    • 5 Beds
    • 3.5 Baths
    • 3,307 Sq Ft
    • 8 Brant Point Rd
    • Nantucket, MA

    A Timeless Brant Point Treasure! Nestled on a beautifully landscaped and sun-drenched 1⁄2-acre lot, this spacious and light-filled 5-bedroom home is built to last. Recently renovated in 2023/2024, the property boasts new flooring, upgraded HVAC, and a stunning south-facing bluestone patio. The tastefully designed Primary Bathroom, newly planted trees, custom window treatments, refreshed garage

    Rebecca Becker J Pepper Frazier Co.

    Section Image

Source: LINK

MLS Number: 92532

APN: NANT-000-041-000-000-0004-85-000-000