8 Derrymore Rd, Nantucket, MA 02554
Property image
Property image
OFF MARKET

8 Derrymore Rd
Nantucket, MA 02554

  • 4 Beds
  • 1 Bath
  • 3,086 sqft

$3,285,400

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $16,730/mo*
Refinance Your Home

$3,285,400

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $16,730/mo*
Refinance Your Home
4 Beds
1 Bath
3,086 sqft

Local Information

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

Description

Cliff Area Opportunity.   Early 1920's home with four bedrooms, one full bath and two half baths.  Two stories with wood floors, fireplace, sunroom, spacious attic, full basement and HDC approved plans for an addition and expansion.  Recent improvements include: new roof, furnace and oil tank.  Very desirable location with easy access to town and beaches. Brokered And Advertised By: Atlantic East Nantucket Real Estate Listing Agent: Heidi L. Drew
8 Derrymore Rd, Nantucket, MA 02554 is a 4 bedroom, 1 bathroom, 3,086 sqft single-family home built in 1924. It last sold for $1,075,000 on Aug 26, 2014. It is currently off market. The Trulia Estimate is $3,285,400, with a rent estimate of $5,479/month.

Home Highlights

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

Home Details for 8 Derrymore Rd

Interior Features

Interior Details
BasementAttic
Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodPatio

Property Information

Year Built
Year Built: 1924
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 3920 sqft

Price History for 8 Derrymore Rd

DatePriceEventSource
08/26/2014$1,075,000Sold
LINK #79184
07/09/2014$1,100,000PendingAgent Provided
06/14/2014$1,100,000Listed For SaleAgent Provided

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$8,323
Assessment$2,537,400
Home facts updated by county records

Comparable Sales for 8 Derrymore Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
13 Derrymore Rd, Nantucket, MA
0.03
Single-Family Home
$4,700,000
09/24/25
5
5.5
3,045
15 Delaney Rd, Nantucket, MA
0.13
Single-Family Home
$5,137,500
09/04/25
4
4.5
3,097
51 N Liberty St, Nantucket, MA
0.12
Single-Family Home
$2,550,000
02/10/26
6
3
1,788
1 Grove Ln, Nantucket, MA
0.29
Single-Family Home
$3,900,000
10/31/25
4
3
2,373
5 Chester St, Nantucket, MA
0.36
Single-Family Home
$3,182,500
11/17/25
5
3.5
3,184
6 Gingy Ln, Nantucket, MA
0.02
Single-Family Home
$4,422,888
12/15/25
5
5.5
4,600
6 Gay St, Nantucket, MA
0.46
Single-Family Home
$3,202,500
12/17/25
4
3
2,572
42 N Liberty St, Nantucket, MA
0.19
Single-Family Home
$2,650,000
05/29/26
2
2
1,295
61 Cliff Rd, Nantucket, MA
0.16
Single-Family Home
$5,515,000
10/15/25
5
4.5
2,700
13 W Chester St, Nantucket, MA
0.28
Single-Family Home
$3,800,000
10/24/25
4
2
1,512

Nearby homes

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Assigned Schools

These are the assigned schools for 8 Derrymore Rd.
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
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Explore by feature - Pet Friendly

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Homes for sale near 8 Derrymore Rd

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Off Market Homes Near 8 Derrymore Rd

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