18 Gregory St, Marblehead, MA 01945
OFF MARKET

18 Gregory St
Marblehead, MA 01945

  • 4 Beds
  • 3.5 Baths
  • 3,587 sqft

$3,563,100

Trulia Estimate
as of May 20, 2026
Est. Refi. Payment $21,077/mo*

$3,563,100

Trulia Estimate
as of May 20, 2026
Est. Refi. Payment $21,077/mo*
4 Beds
3.5 Baths
3,587 sqft

Local Information

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

Description

If you dream of gazing out at the ocean from your living room, walking down to your private dock to your boat, as well as being close to the shops and restaurants of Old Town, this is that rare opportunity that you have been waiting for. Years in the making, this house comes with approved plans for a renovation that would build upward and give you your dream home. With water views from a luxury kitchen, to a master suite complete with a walk in closet and deck, the plans are masterful, and showcase the beauty of the surroundings. Host family year round in a house that boasts a comfortable and flexible layout, with or without any renovation. There are 2 parking spaces currently, with additional parking potential. Forced hot air and central air and ample storage. The garden is whimsical, with multiple tiers of flowers and shrubs that thrive on the fresh salty air. Walk down your ramp to your own dock to go boating, kayaking, or even swimming! A chance of a lifetime awaits.
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
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 18 Gregory St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 7
Heating & Cooling
Heating: Baseboard, Forced Air, OilAir ConditioningHeating Fuel: Baseboard
Appliances & Utilities
DishwasherDisposalDryer
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodGarden

Property Information

Year Built
Year Built: 1939
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 5662 sqft

Price History for 18 Gregory St

DatePriceEventSource
09/07/2018$2,155,000Sold
N/A
06/17/2018$1,895,000PendingAgent Provided
06/14/2018$1,895,000Listed For SaleAgent Provided
06/27/2016$1,700,000Sold
N/A
05/19/2014$1,635,000Sold
N/A
04/02/2014$1,795,000Listed For SaleAgent Provided
01/01/2014$1,850,000ListingRemovedAgent Provided
07/31/2012$1,850,000Listed For SaleAgent Provided
06/17/2011$1,800,000ListingRemovedAgent Provided
01/08/2011$1,800,000Listed For SaleAgent Provided
12/15/2009$1,300,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$28,160
Assessment$3,111,600
Home facts updated by county records

Comparable Sales for 18 Gregory St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.04
Single-Family Home
$1,610,000
05/28/25
4
3
1,720
0.03
Single-Family Home
$2,240,000
01/15/26
4
2.5
2,280
0.16
Single-Family Home
$1,600,000
10/15/25
4
4
3,107
0.07
Single-Family Home
$1,585,000
05/28/25
3
2.5
2,180
0.11
Single-Family Home
$1,387,500
10/24/25
4
2.5
2,376
0.17
Single-Family Home
$1,575,000
08/28/25
4
3
2,357
0.20
Single-Family Home
$1,500,000
07/17/25
3
4.5
3,657
0.16
Single-Family Home
$760,000
09/25/25
4
3.5
2,781
0.12
Single-Family Home
$1,250,000
02/02/26
4
2.5
2,184
0.24
Single-Family Home
$950,000
12/30/25
4
3
2,614

Assigned Schools

These are the assigned schools for 18 Gregory St.
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 Marblehead

At least 107 Trulia users voted on each feature.
  • 96 % Say it's dog friendly

  • 91 % Say people would walk alone at night

  • 80 % Say yards are well-kept

  • 78 % Say kids play outside

  • 78 % Say parking is easy

  • 78 % Say car is needed

  • 77 % Say there's holiday spirit

  • 72 % Say there are sidewalks

  • 70 % Say it's walkable to restaurants

  • 70 % Say neighbors are friendly

  • 69 % Say they plan to stay for at least 5 years

  • 66 % Say it's quiet

  • 64 % Say it's walkable to grocery stores

  • 64 % Say there's wildlife

  • 64 % Say streets are well-lit

  • 46 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "There are lots of community events and one of the best July 4th celebrations. Lots of church groups, Council on aging, etc"
  • 9vpwcs25jb
    "Everyone is friendly towards dogs. The dogs love every person who comes close to them. It’s a pleasure to see. "
  • 9vpwcs25jb
    "I work from home so I don’t commute. I have the best of both worlds and I’m totally appreciative. Out of the worst pandemic comes the best commute ever! How lucky we are!! "
  • Lytania Jason Knowles
    "I work ten minutes away so it’s great. 7:45-8:15 in town is a mess because all the schools are doing drop off. "
  • MARC MELTZER
    "Aside from the morning & afternoon traffic the commute is okay but to & from work can be very stressful "
  • Bdmn63
    "This is an absolutely fantastic community with parents who are actively involved with their families in the community great schools and great lifestyle with the beaches in waterfronts"
  • Tpnohelty
    "Great area to walk with dogs. Safe neighborhood and everyone keeps their dogs leashed when out and about."
  • Cassandra
    "Christmas walk every year Santa comes in a lobster boat and they have a parade and all the local stores have specials "
  • Cassandra
    "Art festival in the summer. Sidewalk sales for all the local shops. Crocker park has fireworks on holidays and beautiful view of the ocean. Outdoor dining on the water "
  • R E. M.
    "this is a one of a kind community. it is very historic, going back to the 1600's. it is very safe and family friendly. it is a bit hard to commute to, but totally worth it."
  • Chalvinleo
    "Marblehead is truly something else. I have lived here for the past 10 years and I am sad to leave. This town will always feel like home. "
  • Msherman48
    "It’s Marblehead, an almost 400 year old fishing village on Massachusetts Bay. We have a small town but urban “walking” downtown on a spectacularly beautiful natural harbor. This is the real thing! And, it’s only a short hop to Boston, America’s intellectual capital city. If it didn’t have a cold winter, the whole world would want to live here!"
  • Cynshor
    "Takes a little while to get out of Marblehead and through surrounding Salem and Swampscott. Worth every minute on the ride home when you hit the water views."
  • dbrownbos
    "My neighborhood is in a great location close to schools and old town section of town. You can walk to shopping and the harbor. Lots of attractions nearby. "
  • Frank K.
    "I’ve lived in this neighborhood for fourteen years and have nice neighbors. It is safe and people watch out for each other."
  • Rhonda
    "Stunning ocean and harbor views. Beach and water sports. Walking running and biking on the Neck. Eastern and Corinthian yacht clubs among others. "
  • richard n. a.
    "Fabulous and unique seaside community. History is everywhere. 16 miles from Boston. No place to build so housing is always in demand and home values do not get hit hard in economic downturns. Great town to protect your real estate investment. "
  • Sean
    "A corner lot in the desirable family neighborhood. Kids all abound. Ice Cream Trucks and good people."
  • Alicia H.
    "I live here and this town is fantastic - it's beautiful and friendly and full of things to do! "
  • Arian S.
    "Excellent location, wonderful views, quite. I love to live and work here."

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18 Gregory St, Marblehead, MA 01945 is a 4 bedroom, 4 bathroom, 3,587 sqft single-family home built in 1939. This property is not currently available for sale. 18 Gregory St was last sold on Sep 7, 2018 for $2,155,000. The current Trulia Estimate for 18 Gregory St is $3,563,100.