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

44 Gregory St
Marblehead, MA 01945

  • 3 Beds
  • 2.5 Baths
  • 1,628 sqft

$1,231,400

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $7,366/mo*
Refinance Your Home

$1,231,400

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $7,366/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,628 sqft

Home Value

Trulia Estimate
$1.23M
Since last month
Decreased$20K (-1.6%)
Since last year
Increased$59K (+5%)
Since last sale
Increased$382K (+45%)
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 +82% in the last 10 years
MonthEstimated value
2026
August 2026$1.23M
July 2026$1.24M
June 2026$1.25M
May 2026$1.24M
April 2026$1.21M
March 2026$1.21M
February 2026$1.16M
January 2026$1.13M
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
56 Hawkes St, Marblehead, MA
0.07
Single-Family Home
$815,000
10/07/25
3
2.5
1,297
2 Lindsey St, Marblehead, MA
0.08
Single-Family Home
$725,000
01/02/26
4
2.5
1,276
15 Lindsey St, Marblehead, MA
0.04
Single-Family Home
$1,250,000
02/02/26
4
2.5
2,184
7 Cottage St, Marblehead, MA
0.26
Single-Family Home
$910,000
04/06/26
3
2
1,000
1 Red Frank Ln, Marblehead, MA
0.12
Single-Family Home
$815,000
07/17/26
2
1.5
1,240
53 Gregory St, Marblehead, MA
0.05
Single-Family Home
$760,000
09/25/25
4
3.5
2,781
33 Waldron St, Marblehead, MA
0.08
Single-Family Home
$2,240,000
01/15/26
4
2.5
2,280
55 Gregory St, Marblehead, MA
0.06
Single-Family Home
$1,575,000
08/28/25
4
3
2,357
7 Waldron Ct, Marblehead, MA
0.12
Single-Family Home
$1,387,500
10/24/25
4
2.5
2,376
19 Linden St, Marblehead, MA
0.44
Single-Family Home
$1,150,000
12/05/25
3
2.5
1,929

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
0.01
$748,100
2
1.5
1,200
Off Market
61 Brackett Pl #C, Marblehead, MA 01945
0.01
$582,500
2
1.5
1,200
Off Market
58 Brackett Pl #A, Marblehead, MA 01945
0.03
$706,900
2
1.5
1,200
Off Market
55 Brackett Pl #B, Marblehead, MA 01945
0.02
$670,000
2
1.5
1,200
Recently Sold
55 Brackett Pl #D, Marblehead, MA 01945
0.02
$801,900
2
1.5
1,200
Off Market
46 Gregory St, Marblehead, MA 01945
0.01
$1,441,300
3
2.5
1,862
Off Market
52-52B Tyler Row #B, Marblehead, MA 01945
0.06
-
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
0.07
$2,000,000
6
3.5
3,586
Recently Sold
6 Redstone Ln, Marblehead, MA 01945
0.07
$1,454,700
2
1
1,337
Off Market
17 Lindsey St, Marblehead, MA 01945
0.04
$658,600
3
2
1,542
Off Market
15 Lindsey St, Marblehead, MA 01945
0.04
$1,250,000
4
2.5
2,184
Recently Sold

Local Information

  • Map ViewExplore the area around 44 Gregory St.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1880
Living Area
1,628 sqft
Price/Sqft
$756
Parking
Garage

About this House

Location, location, location... Charming completely renovated 3 bedroom home with all of the amenities, located on desirable Gregory Street, just a block from the center of town and the harbor! Modern kitchen with stainless appliances and sliding glass doors leading to a charming patio. Direct connect gas grill included. Flexible floor plan with a lower level home office or family room with direct access to the street. Two car parking and a deeded garage space for vehicle and storage, across the street at 20 Lindsey Street.
44 Gregory St, Marblehead, MA 01945 is a 3 bedroom, 3 bathroom, 1,628 sqft single-family home built in 1880. It last sold for $850,000 on Sep 18, 2020. It is currently off market. The Trulia Estimate is $1,231,400, with a rent estimate of $4,686/month.

Home Details for 44 Gregory St

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
DryerWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Shingle Not Wood, Stone, WoodPatio
Parking & Garage
GarageParking Space: 1Parking: Garage Detached

Property Information

Year Built
Year Built: 1880
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Community

Units in Building: 1

Lot Information

Lot Area: 2613 sqft

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Sep 18, 2020
Source: N/A
Sold
$850,000
Jul 1, 2020
Source: Agent Provided
Pending
$850,000
Jun 29, 2020
Source: Agent Provided
Listed For Sale
$850,000
Sep 13, 2004
Source: N/A
Sold
$364,000
Dec 21, 2001
Source: N/A
Sold
$268,000

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

Explore by feature - Air Conditioning

14 rentals with air conditioning in Marblehead, MA

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21 rentals with a washer/dryer in Marblehead, MA

Homes for sale near 44 Gregory St

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Off Market Homes Near 44 Gregory St

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Frequently asked questions about 44 Gregory St

  • What is 44 Gregory St estimated to be worth?
    Trulia's estimated value for 44 Gregory St in Marblehead, MA is $1,231,400.
  • What is the price history for 44 Gregory St?
    44 Gregory St in Marblehead, MA last sold for $850,000 in September 2020.
  • 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.
  • Does 44 Gregory St have air conditioning?
    Yes, 44 Gregory St in Marblehead, MA has air conditioning.
  • Does 44 Gregory St have laundry facilities?
    Yes, 44 Gregory St in Marblehead, MA has in-unit laundry.