27 Pine St, Nantucket, MA 02554
Property image
Property image
OFF MARKET

27 Pine St
Nantucket, MA 02554

  • 5 Beds
  • 4.5 Baths
  • 3,576 sqft

$4,907,600

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $25,997/mo*
Refinance Your Home

$4,907,600

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $25,997/mo*
Refinance Your Home
5 Beds
4.5 Baths
3,576 sqft

Home Value

Trulia Estimate
$4.91M
Since last month
Increased$85K (+1.8%)
Since last year
Increased$314K (+6.8%)
Since last sale
Increased$3M (+131.2%)
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 +124% in the last 10 years
MonthEstimated value
2026
August 2026$4.95M
July 2026$4.86M
June 2026$4.88M
May 2026$4.92M
April 2026$4.93M
March 2026$4.86M
February 2026$4.86M
January 2026$4.86M
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
33 Pine St, Nantucket, MA
0.02
Single-Family Home
$3,500,000
07/02/26
5
4.5
3,020
25C Pine St, Nantucket, MA
0.01
Single-Family Home
$4,800,000
03/30/26
4
4
3,070
29 Fair St, Nantucket, MA
0.09
Single-Family Home
$2,400,000
12/23/25
9
6.5
4,988
26 Milk St #1, Nantucket, MA
0.28
Single-Family Home
$3,700,000
03/31/26
5
3.5
3,100
69 Orange St, Nantucket, MA
0.17
Single-Family Home
$4,800,000
10/03/25
4
4.5
3,024
19 Vesper Ln, Nantucket, MA
0.37
Single-Family Home
$2,450,000
10/30/25
4
3.5
3,013
33 Pleasant St, Nantucket, MA
0.08
Single-Family Home
$3,490,000
09/24/25
5
5.5
3,028
55 Orange St, Nantucket, MA
0.13
Single-Family Home
$6,600,000
10/30/25
5
5.5
3,937
2 Candle House Ln, Nantucket, MA
0.13
Single-Family Home
$6,000,000
08/25/25
5
6
4,024
23 Liberty St, Nantucket, MA
0.27
Single-Family Home
$4,200,000
07/31/26
5
3
3,262

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
33 Pine St, Nantucket, MA 02554
0.02
$3,500,000
5
4.5
3,020
Recently Sold
14 Lyon St, Nantucket, MA 02554
0.05
$1,950,000
3
2.5
1,277
Recently Sold
2 S Mill St, Nantucket, MA 02554
0.05
$1,995,000
3
2
1,400
Recently Sold
32 Pine St, Nantucket, MA 02554
0.03
$3,353,000
3
2.5
2,028
Off Market
34 Pine St, Nantucket, MA 02554
0.03
$2,325,000
3
4
1,565
Recently Sold
1 S Mill St, Nantucket, MA 02554
0.05
-
-
-
640
Off Market
25C Pine St, Nantucket, MA 02554
0.01
$4,800,000
4
4
3,070
Recently Sold
38 Pine St, Nantucket, MA 02554
0.06
$2,897,500
3
2
1,707
Off Market
21 Pleasant Street, Nantucket, MA 02554
0.04
$7,625,800
5
6
1,936
Off Market
33 Pleasant St, Nantucket, MA 02554
0.08
$4,870,800
5
5.5
3,028
Off Market
35 Pleasant St, Nantucket, MA 02554
0.09
$3,896,000
2
1
1,362
Off Market
8B Lyon St, Nantucket, MA 02554
0.07
$1,939,900
1
1
850
Off Market

Local Information

  • Map ViewExplore the area around 27 Pine St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1822
Living Area
3,576 sqft
Price/Sqft
$1,372

About this House

27 Pine Street is a wonderful classic Antique home which is located on one of the most sought after streets in the core of the Old Historic District. With its many antique details throughout, this exceptional property offers three floors of living space, a newly renovated eat-in kitchen, five fireplaces, antique pine floors, high ceilings, a lovely landscaped yard and rear high hedges that make this special home an oasis away from the hustle and bustle of Main Street. Property includes a separate guest cottage, brick patio for outdoor dining and plenty of off street parking. Ready to be enjoyed this summer!
27 Pine St, Nantucket, MA 02554 is a 5 bedroom, 5 bathroom, 3,576 sqft single-family home built in 1822. It last sold for $2,140,000 on Jan 26, 2016. It is currently off market. The Trulia Estimate is $4,907,600, with a rent estimate of $5,762/month.

Home Details for 27 Pine St

Property Information

Year Built
Year Built: 1822Year Updated: 2014
Property Type / Style
Property Type: Single Family Home

Interior Features

Interior Details
Attic
Heating & Cooling
Air Conditioning
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
DeckGardenPatioPorch

Community

Units in Building: 1

Lot Information

Lot Area: 5227 sqft

Price and Tax history

DateEventPrice
Jan 26, 2016
Source: LINK #80202
Sold
$2,140,000
Sep 26, 2015
Source: Agent Provided
ListingRemoved
$2,350,000
Jul 18, 2015
Source: Agent Provided
PriceChange
$2,350,000
Price decreased by 6%
Jun 12, 2015
Source: Agent Provided
Listed For Sale
$2,495,000
Jul 18, 2013
Source: Agent Provided
ListingRemoved
$2,475,000

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 27 Pine St

  • What is 27 Pine St estimated to be worth?
    Trulia's estimated value for 27 Pine St in Nantucket, MA is $4,907,600.
  • What is the price history for 27 Pine St?
    27 Pine St in Nantucket, MA last sold for $2,140,000 in January 2016.
  • 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 27 Pine St?
    The lot at 27 Pine St in Nantucket, MA is about 0.11 acres (4,997 sq ft).

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