8 Winter St, Nantucket, MA 02554
Property image
Property image
OFF MARKET

$5,740,300

Trulia Estimate
  • 4 Beds
  • 5 Baths
  • 2,699 sqft

8 Winter St, Nantucket, MA 02554

Est. Refi. Payment $30,244/mo*
Refinance Your Home
Currently Off Market - Sold Oct 17, 2014 for $2,800,000

Home Value

Trulia Estimate
$5.74M
Since last month
Increased$57K (+1%)
Since last year
Increased$300K (+5.5%)
Since last sale
Increased$3M (+105%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +86% in the last 10 years
MonthEstimated value
2026
August 2026$5.74M
August 2026$5.7M
July 2026$5.68M
June 2026$5.76M
May 2026$5.8M
April 2026$5.7M
March 2026$5.59M
February 2026$5.6M
January 2026$5.46M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6 Gay St, Nantucket, MA
0.15
Single-Family Home
$3,202,500
12/17/25
4
3
2,572
11 Milk St, Nantucket, MA
0.23
Single-Family Home
$3,825,000
09/16/25
4
3.5
2,340
33 Pine St, Nantucket, MA
0.28
Single-Family Home
$3,500,000
07/02/26
5
4.5
3,020
23 Liberty St, Nantucket, MA
0.02
Single-Family Home
$4,200,000
07/31/26
5
3
3,262
19 Orange St, Nantucket, MA
0.18
Single-Family Home
$4,112,500
06/18/26
4
3.5
2,678
35 Pine St, Nantucket, MA
0.29
Single-Family Home
$3,995,000
08/20/26
4
3.5
2,259
5 Chester St, Nantucket, MA
0.31
Single-Family Home
$3,182,500
11/17/25
5
3.5
3,184
8 Milk St, Nantucket, MA
0.18
Single-Family Home
$6,100,000
10/14/25
4
4.5
2,744
134C Main St #C, Nantucket, MA
0.24
Single-Family Home
$4,700,000
12/22/25
4
4
2,158
25C Pine St, Nantucket, MA
0.24
Single-Family Home
$4,800,000
03/30/26
4
4
3,070

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
23 Liberty St, Nantucket, MA 02554
0.02
$4,200,000
5
3
3,262
Recently Sold
32 India St, Nantucket, MA 02554
0.05
$8,100,000
5
7
5,394
Recently Sold
87 Main St, Nantucket, MA 02554
0.05
$4,641,600
4
3
2,628
Off Market
35 India St, Nantucket, MA 02554
0.07
$11,995,000
4
5.5
6,158
For Sale
12 Hussey St, Nantucket, MA 02554
0.09
$5,404,700
4
3.5
2,801
Off Market
21 India St, Nantucket, MA 02554
0.10
$4,931,000
3
3
2,455
Off Market
19 India St, Nantucket, MA 02554
0.10
$8,250,000
4
4.5
3,268
For Sale
16 India St, Nantucket, MA 02554
0.10
$8,000,000
3
3.5
2,326
Recently Sold
21.5 Hussey Street, Nantucket, MA 02554
0.10
$6,900,000
5
5
3,800
Recently Sold
72 Main St, Nantucket, MA 02554
0.11
$20,948,700
6
6.5
6,804
Off Market
4 Crown Ct, Nantucket, MA 02554
0.11
$5,150,000
5
6.5
3,900
Recently Sold
1A Lily St, Nantucket, MA 02554
0.12
$2,519,100
2
2
770
Off Market

Local Information

  • Map ViewExplore the area around 8 Winter St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1785
2,699 sqft
$2,127/sqft

About this House

This single-family home is located at 8 Winter St, Nantucket, MA. 8 Winter St is in Nantucket, MA and in ZIP code 02554. This property has 4 bedrooms, 5 bathrooms and approximately 2,699 sqft of floor space. This property has a lot size of 3746 sqft and was built in 1785.
8 Winter St, Nantucket, MA 02554 is a 4 bedroom, 5 bathroom, 2,699 sqft single-family home built in 1785. It last sold for $2,800,000 on Oct 17, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $5,740,300.

Home Details for 8 Winter St

Interior Features

Interior Details
BasementAttic
Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1785
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 3920 sqft

Price and Tax history

DateEventPrice
Oct 17, 2014
Source: LINK #76677
Sold
$2,800,000
Jul 31, 2003
Source: N/A
Sold
$1,500,000

Market trends in Nantucket

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
159
14MoM

Around this home

What Locals Say about Nantucket

At least 89 Trulia users voted on each feature.

  • 87 % Say it's dog friendly

  • 83 % Say yards are well-kept

  • 80 % Say people would walk alone at night

  • 76 % Say it's walkable to restaurants

  • 74 % Say they plan to stay for at least 5 years

  • 73 % Say car is needed

  • 70 % Say kids play outside

  • 69 % Say there's holiday spirit

  • 68 % Say it's quiet

  • 68 % Say there are sidewalks

  • 61 % Say it's walkable to grocery stores

  • 54 % Say parking is easy

  • 54 % Say there's wildlife

  • 50 % Say neighbors are friendly

  • 45 % Say streets are well-lit

  • 44 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Alvin Robert Colby
    "Safety and beauty"
    0
    Flag
  • Richard
    "Great area to live, close to everything, schools, hospital, Stop & Shop, boys and girls club. What more cane you ask for."
    0
    Flag
  • Diana D.
    "Adorable, quaint, small town vibe with shockingly many many off island connections on island.. Lovely island "
    3
    Flag
  • Amy K.
    "4th July. Stroll tree lighting. Nantucket is a specialty place but I’m ignorant of it in the off season. "
    4
    Flag
  • Ackstonepro
    "I think they will just love it. Here is a very nice place to leave people love animals help each other and the community is very United."
    2
    Flag
  • Ackstonepro
    "I’ve lived in this neighborhood for over 10 years to love it I think is nice and quite and a good place to raise your kids in a safe environment "
    3
    Flag
  • Meshelo
    "I’ve lived in Nantucket for 9 years and it’s a nice place to live , however the cost of living is outrageous...! !! Actually 497% above the national average.. the cost increases every day and is displacing locals on a regular basis.. it’s a huge problem that currently does not have a practical solution.."
    11
    Flag
  • Frank C.
    "Wonderful vacation community. Been coming here for 40’years. On to the third generation. Hope to own one day. "
    0
    Flag
  • Trulia User
    "It’s beautiful, quaint, pride of ownership shows, working people, wealthy people, and the amenities provided by the island give that sense of neighborhood feel"
    1
    Flag
  • Dlarssonpt
    "Nantucket is very dog friendly community! Lots of public land for them to run...woods, fields, beaches. Even many of the stores welcome them...and leave water on the sidewalks for them. : )"
    2
    Flag
  • Dlarssonpt
    "Ha! In the summer, better off riding a bike with all the crazy traffic. Off season...can't even call it a commute! "
    3
    Flag
  • Jpt
    "It is close enough to town to walk in for dinner and drinks but far enough out to escape the worst of the traffic in town. "
    0
    Flag
  • Surfin87
    "Ou area is quaint and extremely safe. Naushop is one of the best neighborhood’s to live in on Nantucket. "
    0
    Flag
  • Prescott S.
    "It’s very private but it’s very close to town lots are large but property values haven’t gone crazy yet. Great spot to spend the summer and/fall. "
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 8 Winter St

  • What is 8 Winter St estimated to be worth?
    Trulia's estimated value for 8 Winter St in Nantucket, MA is $5,740,300.
  • What is the price history for 8 Winter St?
    8 Winter St in Nantucket, MA last sold for $2,800,000 in October 2014.
  • Is Nantucket a buyer's or seller's market?
    Nantucket is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Nantucket?
    Residents describe Nantucket, MA as dog-friendly, well-kept, and walkable to restaurants. See recently sold homes in Nantucket, MA.
  • How big is the lot at 8 Winter St?
    The lot at 8 Winter St in Nantucket, MA is about 0.09 acres (3,746 sq ft).

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