27 Pine St, Nantucket, MA 02554
OFF MARKET

27 Pine St
Nantucket, MA 02554

  • 5 Beds
  • 4.5 Baths
  • 3,576 sqft

$5,070,900

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $26,593/mo*
Refinance Your Home

$5,070,900

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $26,593/mo*
Refinance Your Home
5 Beds
4.5 Baths
3,576 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Porch, Patio, Deck
A/C
Cooling only
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 27 Pine St

DatePriceEventSource
01/26/2016$2,140,000Sold
LINK #80202
09/26/2015$2,350,000ListingRemovedAgent Provided
07/18/2015$2,350,000PriceChange
Agent Provided
06/12/2015$2,495,000Listed For SaleAgent Provided
07/18/2013$2,475,000ListingRemovedAgent Provided
10/30/2012$2,475,000PriceChange
Agent Provided
09/24/2012$2,695,000Listed For SaleAgent Provided
06/28/2002$1,450,000Sold
N/A
10/17/1995$650,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$11,497
Assessment$3,505,300
Home facts updated by county records

Comparable Sales for 27 Pine St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
25C Pine St, Nantucket, MA
0.01
Single-Family Home
$4,800,000
03/30/26
4
4
3,070
16 Union St, Nantucket, MA
0.22
Single-Family Home
$1,881,200
08/01/25
4
4
2,815
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
22 New St, Nantucket, MA
0.26
Single-Family Home
$3,395,000
08/15/25
5
3.5
2,160
3 New St, Nantucket, MA
0.27
Single-Family Home
$3,100,000
07/07/25
4
3.5
2,727

Nearby homes

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Assigned Schools

These are the assigned schools for 27 Pine St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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.
  • 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
  • Rosebudesign
    "1.5 MILES FROM THE TOWN, .5 MILES FROM THE BEACH, PRIVATE UPSCALE NEIGHBORHOOD WITH BUS SERVICE, BIKE PATHS, VIEW."
    0
    Flag

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27 Pine St, Nantucket, MA 02554 is a 5 bedroom, 5 bathroom, 3,576 sqft single-family home built in 1822. This property is not currently available for sale. 27 Pine St was last sold on Jan 26, 2016 for $2,140,000. The current Trulia Estimate for 27 Pine St is $5,070,900.