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

40 Gregory St
Marblehead, MA 01945

  • 3 Beds
  • 3 Baths
  • 2,452 sqft

$2,411,900

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $14,355/mo*
Refinance Your Home

$2,411,900

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $14,355/mo*
Refinance Your Home
3 Beds
3 Baths
2,452 sqft

Home Value

Trulia Estimate
$2.41M
Since last month
Decreased$34K (-1.4%)
Since last year
Increased$69K (+2.9%)
Since last sale
Increased$1M (+77.8%)
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 +62% in the last 10 years
MonthEstimated value
2026
August 2026$2.42M
July 2026$2.44M
June 2026$2.45M
May 2026$2.45M
April 2026$2.35M
March 2026$2.37M
February 2026$2.29M
January 2026$2.22M
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
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
0.09
Single-Family Home
$1,575,000
08/28/25
4
3
2,357
15 Lindsey St, Marblehead, MA
0.05
Single-Family Home
$1,250,000
02/02/26
4
2.5
2,184
33 Waldron St, Marblehead, MA
0.06
Single-Family Home
$2,240,000
01/15/26
4
2.5
2,280
53 Gregory St, Marblehead, MA
0.08
Single-Family Home
$760,000
09/25/25
4
3.5
2,781
19 Linden St, Marblehead, MA
0.43
Single-Family Home
$1,150,000
12/05/25
3
2.5
1,929
6 Lee St, Marblehead, MA
0.24
Single-Family Home
$1,600,000
10/15/25
4
4
3,107
8 Linden St, Marblehead, MA
0.40
Single-Family Home
$1,250,000
05/22/26
4
2.5
2,216
50 Jersey St, Marblehead, MA
0.59
Single-Family Home
$1,305,000
06/01/26
3
2.5
2,340
56 Hawkes St, Marblehead, MA
0.09
Single-Family Home
$815,000
10/07/25
3
2.5
1,297

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
61 Brackett Pl #B, Marblehead, MA 01945
0.03
$748,100
2
1.5
1,200
Off Market
61 Brackett Pl #C, Marblehead, MA 01945
0.03
$582,500
2
1.5
1,200
Off Market
58 Brackett Pl #A, Marblehead, MA 01945
0.05
$706,900
2
1.5
1,200
Off Market
55 Brackett Pl #B, Marblehead, MA 01945
0.04
$670,000
2
1.5
1,200
Recently Sold
55 Brackett Pl #D, Marblehead, MA 01945
0.04
$801,900
2
1.5
1,200
Off Market
46 Gregory St, Marblehead, MA 01945
0.03
$1,441,300
3
2.5
1,862
Off Market
52-52B Tyler Row #B, Marblehead, MA 01945
0.08
-
2
1.5
1,200
Off Market
35 Wharf Path #B, Marblehead, MA 01945
0.08
$856,000
2
1
1,200
Off Market
10 Redstone Ln, Marblehead, MA 01945
0.09
$2,000,000
6
3.5
3,586
Recently Sold
6 Redstone Ln, Marblehead, MA 01945
0.09
$1,454,700
2
1
1,337
Off Market
17 Lindsey St, Marblehead, MA 01945
0.05
$658,600
3
2
1,542
Off Market
15 Lindsey St, Marblehead, MA 01945
0.05
$1,250,000
4
2.5
2,184
Recently Sold

Local Information

  • Map ViewExplore the area around 40 Gregory St.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1840
Living Area
2,452 sqft
Price/Sqft
$984

About this House

Discerning buyers will appreciate the location, harbor views and superb quality in this completely rebuilt home. The quintessential Marblehead lifestyle: within 1/8 mile from 3 yacht clubs, shopping & dining. No detail omitted - finest materials and workmanship throughout - the ultimate in comfort, style and quality
40 Gregory St, Marblehead, MA 01945 is a 3 bedroom, 3 bathroom, 2,452 sqft single-family home built in 1840. It last sold for $1,360,000 on Jun 3, 2011. It is currently off market. The Trulia Estimate is $2,411,900, with a rent estimate of $4,934/month.

Home Details for 40 Gregory St

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Other, GasHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1840
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 4704 sqft

Price and Tax history

DateEventPrice
Jun 3, 2011
Source: N/A
Sold
$1,360,000
Oct 3, 2009
Source: Agent Provided
ListingRemoved
$1,495,000
Aug 6, 2009
Source: Agent Provided
Listed For Sale
$1,495,000
Jun 1, 2005
Source: N/A
Sold
$860,000
Apr 30, 2002
Source: N/A
Sold
$765,000

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
    Flag
  • 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

8 pet-friendly rentals in Marblehead, MA

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14 rentals with air conditioning in Marblehead, MA

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Homes for sale near 40 Gregory St

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Off Market Homes Near 40 Gregory St

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Frequently asked questions about 40 Gregory St

  • What is 40 Gregory St estimated to be worth?
    Trulia's estimated value for 40 Gregory St in Marblehead, MA is $2,411,900.
  • What is the price history for 40 Gregory St?
    40 Gregory St in Marblehead, MA last sold for $1,360,000 in June 2011.
  • 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 40 Gregory St?
    The lot at 40 Gregory St in Marblehead, MA is about 0.11 acres (4,704 sq ft).