144 Surfside Rd, Nantucket, MA 02554
Property image
Property image
OFF MARKET

144 Surfside Rd
Nantucket, MA 02554

  • 8 Beds
  • 5 Baths
  • 5,820 sqft (on 1.26 acres)

$7,250,900

Trulia Estimate
as of Jul 16, 2026
Est. Refi. Payment $37,916/mo*
Refinance Your Home

$7,250,900

Trulia Estimate
as of Jul 16, 2026
Est. Refi. Payment $37,916/mo*
Refinance Your Home
8 Beds
5 Baths
5,820 sqft
(on 1.26 acres)

Local Information

  • Map ViewExplore the area around 144 Surfside Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

The "Wedding House" creates the classic Nantucket experience, perfect for entertaining and family gatherings. A beautifully restored antique home, the house has just been fully updated with central air conditioning and other modern conveniences. Just a short walk to Surfside Beach, this 1.25 acre property boasts a large Main House and 3 bedroom Cottage. Sit on the back porch and hear the sound of the surf. Play croquet in your private back yard and enjoy a dip in the pool. Brokered And Advertised By: J Pepper Frazier Co. Listing Agent: John Arena
144 Surfside Rd, Nantucket, MA 02554 is a 8 bedroom, 5 bathroom, 5,820 sqft single-family home built in 1900. It last sold for $2,530,000 on Oct 10, 2014. It is currently off market. The Trulia Estimate is $7,250,900, with a rent estimate of $23,873/month.

Home Highlights

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

Home Details for 144 Surfside Rd

Interior Features

Levels, Entrance, & Accessibility
Stories: 2
Heating & Cooling
Air Conditioning

Property Information

Year Built
Year Built: 1900Year Updated: 2011
Property Type / Style
Property Type: Single Family Home

Exterior Features

Exterior Home Features
Patio

Community

Units in Building: 1

Lot Information

Lot Area: 1.26 acres

Price History for 144 Surfside Rd

DatePriceEventSource
10/10/2014$2,530,000Sold
LINK #79495
12/22/2012$2,695,000ListingRemovedAgent Provided
05/24/2012$2,695,000Listed For SaleAgent Provided
07/24/2011$995,000ListingRemovedAgent Provided
04/06/2011$995,000Listed For SaleAgent Provided
07/17/1998$194,000Sold
N/A

Market trends in Nantucket

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
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Available listings
145
8MoM
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Property Tax and Assessment

Year2025
Tax$16,492
Assessment$5,027,900
Home facts updated by county records

Comparable Sales for 144 Surfside Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
137 Surfside Rd, Nantucket, MA
0.19
Single-Family Home
$2,600,000
09/19/25
4
4
2,068
31 Western Ave, Nantucket, MA
0.39
Single-Family Home
$4,500,000
11/18/25
5
4
3,840
140 Surfside Rd, Nantucket, MA
0.09
Single-Family Home
$3,000,000
12/04/25
3
2
1,736
5 Okorwaw Ave, Nantucket, MA
0.56
Single-Family Home
$4,000,000
12/17/25
8
7
4,661
115 Surfside Rd, Nantucket, MA
0.45
Single-Family Home
$7,950,000
12/17/25
6
8
5,700
24 Nonantum Ave, Nantucket, MA
0.23
Single-Family Home
$8,500,000
08/15/25
4
4.5
4,155
155 Surfside Rd, Nantucket, MA
0.17
Single-Family Home
$3,995,000
09/18/25
4
6
3,182
111 Surfside Rd, Nantucket, MA
0.49
Single-Family Home
$10,250,000
03/27/26
6
7.5
5,994
16 Gladlands Ave, Nantucket, MA
0.50
Single-Family Home
$4,330,000
09/03/25
4
3.5
2,814
13 Western Ave, Nantucket, MA
0.32
Single-Family Home
$5,900,000
09/02/25
6
8
3,452

Nearby homes

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Assigned Schools

These are the assigned schools for 144 Surfside 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
    Flag

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Explore by feature - Pet Friendly

Explore by feature - Air Conditioning

31 rentals with air conditioning in Nantucket, MA

Explore by feature - Pool

11 rentals with a pool in Nantucket, MA

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9 rentals with a washer/dryer in Nantucket, MA

Homes for sale near 144 Surfside Rd

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Off Market Homes Near 144 Surfside Rd

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