59 Fair St, Nantucket, MA 02554
Property image
Property image
OFF MARKET

59 Fair St
Nantucket, MA 02554

  • 4 Beds
  • 3.5 Baths
  • 2,300 sqft

$3,803,700

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $19,706/mo*
Refinance Your Home

$3,803,700

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $19,706/mo*
Refinance Your Home
4 Beds
3.5 Baths
2,300 sqft

Local Information

  • Map ViewExplore the area around 59 Fair St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

With an abundance of historic charm, "Head Over Heels" is an antique, light filled home built in the mid-1800s. Offering 4 bedrooms, 3 1/2 baths, off-street parking, an outdoor shower, and many modern amenities, this home exudes curb appeal on coveted Fair Street. Located just a few blocks from Main Street, this property has a strong rental history with repeat clients. Well loved and well cared for, this home is being offered fully furnished minus a few personal exclusions. Move in ready.
59 Fair St, Nantucket, MA 02554 is a 4 bedroom, 4 bathroom, 2,300 sqft single-family home built in 1850. It last sold for $2,250,000 on Nov 20, 2020. It is currently off market. The Trulia Estimate is $3,803,700, with a rent estimate of $6,886/month.

Home Highlights

Parking
No Info
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 59 Fair St

Interior Features

Heating & Cooling
Heating: Other, GasAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 3
Interior Details
Number of Rooms: 7
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
Parking Space: 1

Property Information

Year Built
Year Built: 1850Year Updated: 2004
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 2548 sqft

Price History for 59 Fair St

DatePriceEventSource
11/20/2020$2,250,000Sold
LINK #87430
09/08/2020$2,495,000Listed For SaleAgent Provided
10/15/2016$1,900,000Sold
LINK #80646
11/25/2015$1,895,000ListingRemovedAgent Provided
06/17/2015$1,895,000Listed For SaleAgent Provided
12/05/2014$1,995,000ListingRemovedAgent Provided
06/03/2014$1,995,000Listed For SaleAgent Provided
03/31/1992$270,000Sold
N/A

Market trends in Nantucket

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
137
18MoM
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Property Tax and Assessment

Year2025
Tax$9,927
Assessment$3,026,500
Home facts updated by county records

Comparable Sales for 59 Fair St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
85R Orange St, Nantucket, MA
0.12
Single-Family Home
$3,000,000
05/19/26
4
3.5
2,550
32 Pine St, Nantucket, MA
0.10
Single-Family Home
$3,262,500
08/15/25
3
2.5
2,028
2 York St, Nantucket, MA
0.15
Single-Family Home
$2,402,350
09/15/25
4
3
1,814
34 Pine St, Nantucket, MA
0.10
Single-Family Home
$2,325,000
06/08/26
3
4
1,565
16 Union St, Nantucket, MA
0.20
Single-Family Home
$1,881,200
08/01/25
4
4
2,815
4 Eagle Ln, Nantucket, MA
0.02
Single-Family Home
$2,945,000
06/01/26
4
3
1,722
14 Lyon St, Nantucket, MA
0.12
Single-Family Home
$1,950,000
10/28/25
3
2.5
1,277
6 Eagle Ln, Nantucket, MA
0.03
Single-Family Home
$2,300,000
05/30/26
3
2
1,088
19 Orange St, Nantucket, MA
0.21
Single-Family Home
$4,112,500
06/18/26
4
3.5
2,678
33 Pine St, Nantucket, MA
0.11
Single-Family Home
$3,500,000
07/02/26
5
4.5
3,020

Nearby homes

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Assigned Schools

These are the assigned schools for 59 Fair 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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Explore by feature - Pet Friendly

Explore by feature - Air Conditioning

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Homes for sale near 59 Fair St

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Off Market Homes Near 59 Fair St

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