4 Derrymore Rd, Nantucket, MA 02554
OFF MARKET

4 Derrymore Rd
Nantucket, MA 02554

  • 3 Beds
  • 2.5 Baths
  • 1,536 sqft

$3,488,500

Trulia Estimate
as of Jul 6, 2026

$3,488,500

Trulia Estimate
as of Jul 6, 2026
3 Beds
2.5 Baths
1,536 sqft

Local Information

  • Map ViewExplore the area around 4 Derrymore Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

NEW LISTING - DERRYMORE LANE
This 3 bedroom, 2.5 bath home was tastefully renovated with a fresh, modern edge yet, has nicely retained the best of it's original character. The property sits just west of Town in the Cliff area, just off North Liberty Street. It's a year round home having gas heat, central air, and off street parking for two cars. There is a terrific front porch, a rear sun deck great for grilling and an outside shower. The existing one car garage offers future potential as it previously had HDC and ZBA approval for conversion into a studio with a bath.
4 Derrymore Rd, Nantucket, MA 02554 is a 3 bedroom, 3 bathroom, 1,536 sqft single-family home built in 1937. It last sold for $1,999,000 on Aug 19, 2019. It is currently off market. The Trulia Estimate is $3,488,500, with a rent estimate of $7,723/month.

Home Highlights

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

Home Details for 4 Derrymore Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 5Types of Rooms: Master Bath, Pantry
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: ShinglePatioPorchSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1937Year Updated: 2007
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 3920 sqft

Price History for 4 Derrymore Rd

DatePriceEventSource
08/19/2019$1,999,000Sold
LINK #85468
03/05/2019$1,999,000ListingRemovedAgent Provided
03/02/2019$1,999,000Listed For SaleAgent Provided
12/08/2016$1,735,000Sold
LINK #81955
08/20/2016$1,745,000ListingRemovedAgent Provided
05/25/2016$1,745,000Listed For SaleAgent Provided
12/29/2015$1,745,000ListingRemovedAgent Provided
10/08/2015$1,745,000PriceChange
Agent Provided
06/12/2015$1,795,000Listed For SaleAgent Provided
10/25/2005$925,000Sold
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$9,198
Assessment$2,804,200
Home facts updated by county records

Comparable Sales for 4 Derrymore Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
42 N Liberty St, Nantucket, MA
0.19
Single-Family Home
$2,650,000
05/29/26
2
2
1,295
51 N Liberty St, Nantucket, MA
0.11
Single-Family Home
$2,550,000
02/10/26
6
3
1,788
2 Saratoga Ln, Nantucket, MA
0.60
Single-Family Home
$2,175,000
09/30/25
3
2
1,369
13 W Chester St, Nantucket, MA
0.25
Single-Family Home
$3,800,000
10/24/25
4
2
1,512
1 Grove Ln, Nantucket, MA
0.28
Single-Family Home
$3,900,000
10/31/25
4
3
2,373
1 Sylvia Ln, Nantucket, MA
0.37
Single-Family Home
$3,950,000
11/06/25
3
3
1,652
6 Gay St, Nantucket, MA
0.45
Single-Family Home
$3,202,500
12/17/25
4
3
2,572
17 Milk St, Nantucket, MA
0.65
Single-Family Home
$2,850,000
12/12/25
3
2
1,276
2 S Mill St, Nantucket, MA
0.82
Single-Family Home
$1,995,000
11/07/25
3
2
1,400
47 W Chester St, Nantucket, MA
0.14
Single-Family Home
$2,850,000
10/16/25
4
2.5
1,680

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Assigned Schools

These are the assigned schools for 4 Derrymore Rd.
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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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Surfin87
    "Ou area is quaint and extremely safe. Naushop is one of the best neighborhood’s to live in on Nantucket. "
    0
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  • 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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Homes for sale near 4 Derrymore Rd

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Off Market Homes Near 4 Derrymore Rd

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