18 Gregory St, Marblehead, MA 01945
Property image
Property image
OFF MARKET

18 Gregory St
Marblehead, MA 01945

  • 4 Beds
  • 3.5 Baths
  • 3,587 sqft

$3,632,300

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $21,619/mo*
Refinance Your Home

$3,632,300

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $21,619/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,587 sqft

Home Value

Trulia Estimate
$3.63M
Since last month
Decreased$21K (-0.6%)
Since last year
Increased$205K (+6%)
Since last sale
Increased$1M (+67.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +110% in the last 10 years
MonthEstimated value
2026
August 2026$3.61M
July 2026$3.64M
June 2026$3.65M
May 2026$3.62M
April 2026$3.53M
March 2026$3.51M
February 2026$3.39M
January 2026$3.31M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
10 Redstone Ln, Marblehead, MA
0.16
Single-Family Home
$2,000,000
06/01/26
6
3.5
3,586
33 Waldron St, Marblehead, MA
0.03
Single-Family Home
$2,240,000
01/15/26
4
2.5
2,280
6 Lee St, Marblehead, MA
0.16
Single-Family Home
$1,600,000
10/15/25
4
4
3,107
7 Waldron Ct, Marblehead, MA
0.11
Single-Family Home
$1,387,500
10/24/25
4
2.5
2,376
55 Gregory St, Marblehead, MA
0.16
Single-Family Home
$1,575,000
08/28/25
4
3
2,357
53 Gregory St, Marblehead, MA
0.16
Single-Family Home
$760,000
09/25/25
4
3.5
2,781
15 Lindsey St, Marblehead, MA
0.12
Single-Family Home
$1,250,000
02/02/26
4
2.5
2,184
8 Linden St, Marblehead, MA
0.40
Single-Family Home
$1,250,000
05/22/26
4
2.5
2,216
3 Doaks Ln, Marblehead, MA
0.63
Single-Family Home
$1,600,000
11/07/25
4
3.5
3,543
108 Front St, Marblehead, MA
0.43
Single-Family Home
$2,175,000
12/18/25
5
3.5
2,942

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
19 Skinners Path, Marblehead, MA 01945
0.06
$1,103,700
2
1.5
1,200
Off Market
36 Wharf Path #36, Marblehead, MA 01945
0.06
$820,200
2
1.5
1,200
Off Market
15 Skinners Path #0, Marblehead, MA 01945
0.07
$1,175,000
2
1.5
1,200
Recently Sold
23 Gregory St, Marblehead, MA 01945
0.04
$1,618,800
4
3
1,720
Off Market
33 Waldron St, Marblehead, MA 01945
0.03
$2,240,000
4
2.5
2,280
Recently Sold
30 Waldron St, Marblehead, MA 01945
0.02
$2,295,200
5
2.5
3,519
Off Market
12 Gregory St, Marblehead, MA 01945
0.04
$5,169,300
5
5.5
6,715
Off Market
11 Gregory St, Marblehead, MA 01945
0.04
$2,205,900
4
3.5
2,963
Off Market
35 Wharf Path #B, Marblehead, MA 01945
0.12
$856,000
2
1
1,200
Off Market
16 Waldron Ct, Marblehead, MA 01945
0.07
$1,593,600
3
2.5
2,180
Off Market
61 Brackett Pl #B, Marblehead, MA 01945
0.11
$748,100
2
1.5
1,200
Off Market
61 Brackett Pl #C, Marblehead, MA 01945
0.11
$582,500
2
1.5
1,200
Off Market

Local Information

  • Map ViewExplore the area around 18 Gregory St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1939
Living Area
3,587 sqft
Price/Sqft
$1,013

About this House

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.
18 Gregory St, Marblehead, MA 01945 is a 4 bedroom, 4 bathroom, 3,587 sqft single-family home built in 1939. It last sold for $2,155,000 on Sep 7, 2018. It is currently off market. The Trulia Estimate is $3,632,300, with a rent estimate of $6,312/month.

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 and Tax history

DateEventPrice
Sep 7, 2018
Source: N/A
Sold
$2,155,000
Jun 17, 2018
Source: Agent Provided
Pending
$1,895,000
Jun 14, 2018
Source: Agent Provided
Listed For Sale
$1,895,000
Jun 27, 2016
Source: N/A
Sold
$1,700,000
May 19, 2014
Source: N/A
Sold
$1,635,000

Market trends in Marblehead

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$986K
$127KMoM
Sale-to-List Price
101.8%
Price per sq ft
$534
$7MoM
Available listings
50
15MoM
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Around this home

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

  • 47 % 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"
    0
    Flag
  • 9vpwcs25jb
    "Everyone is friendly towards dogs. The dogs love every person who comes close to them. It’s a pleasure to see. "
    0
    Flag
  • 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!! "
    0
    Flag
  • 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. "
    0
    Flag
  • MARC MELTZER
    "Aside from the morning & afternoon traffic the commute is okay but to & from work can be very stressful "
    0
    Flag
  • 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"
    3
    Flag
  • Tpnohelty
    "Great area to walk with dogs. Safe neighborhood and everyone keeps their dogs leashed when out and about."
    2
    Flag
  • Cassandra
    "Christmas walk every year Santa comes in a lobster boat and they have a parade and all the local stores have specials "
    1
    Flag
  • 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 "
    4
    Flag
  • 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."
    5
    Flag
  • 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. "
    0
    Flag
  • 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!"
    1
    Flag
  • 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."
    3
    Flag
  • 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. "
    2
    Flag
  • 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."
    2
    Flag
  • Rhonda
    "Stunning ocean and harbor views. Beach and water sports. Walking running and biking on the Neck. Eastern and Corinthian yacht clubs among others. "
    1
    Flag
  • 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. "
    1
    Flag
  • Sean
    "A corner lot in the desirable family neighborhood. Kids all abound. Ice Cream Trucks and good people."
    0
    Flag
  • Alicia H.
    "I live here and this town is fantastic - it's beautiful and friendly and full of things to do! "
    0
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  • Arian S.
    "Excellent location, wonderful views, quite. I love to live and work here."
    1
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 18 Gregory St

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Off Market Homes Near 18 Gregory St

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Frequently asked questions about 18 Gregory St

  • What is 18 Gregory St estimated to be worth?
    Trulia's estimated value for 18 Gregory St in Marblehead, MA is $3,632,300.
  • What is the price history for 18 Gregory St?
    18 Gregory St in Marblehead, MA last sold for $2,155,000 in September 2018.
  • Is Marblehead a buyer's or seller's market?
    Marblehead is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Marblehead?
    The median sale price in Marblehead is $986K. That is up $127K from the prior month.
  • How big is the lot at 18 Gregory St?
    The lot at 18 Gregory St in Marblehead, MA is about 0.13 acres (5,662 sq ft).