55 Gregory St, Marblehead, MA 01945
Property image
Property image
FOR SALE

$1,599,000

Original price: $1,649,000
  • 4 Beds
  • 3 Baths
  • 2,357 sqft

55 Gregory St, Marblehead, MA 01945

Est. Mortgage $9,926/mo*
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Home Highlights

Single-Family Home
Built in 1880
$678/sqft
Garage

Local Information

  • Map ViewExplore the area around 55 Gregory St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Ideally located on one of Marblehead’s most sought-after streets, this beautifully updated 1880 Colonial offers the quintessential walkable coastal lifestyle. Just moments from parks, the waterfront, restaurants, shops, and all that downtown Marblehead has to offer, the home seamlessly blends historic character with modern comfort. Original details, including beamed ceilings and a wood-burning fireplace, create warmth and charm throughout. The renovated kitchen features stone countertops, stainless steel appliances, a spacious dining area, and direct access to a covered porch overlooking the backyard. A flexible first-floor den, office, or bedroom and full bath provide added versatility. Upstairs are three generous bedrooms, a full bath, and laundry. The finished lower level includes a family room, bedroom, full bath, and exceptional storage. Recent improvements include an oversized heated garage with expansion potential, plus updated heating, roof, and siding.
Last check for updates: about 16 hours ago
Listing courtesy of Team Harborside, (617) 816-1909
Gibson Sotheby's International Realty, (781) 631-8800
Source: MLS PIN, MLS#73531935
Also Listed on MLS PIN.

Home Details for 55 Gregory St

Interior Features

Interior Details
Basement: Full,Partially Finished,Walk-Out AccessNumber of Rooms: 7
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2357 Square Feet
Appliances & Utilities
Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, DryerDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,Natural GasHas CoolingAir Conditioning: Wall Unit(s)Has HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Has a FireplaceNo Spa
Gas & Electric
Electric: 220 Volts
Windows, Doors, Floors & Walls
Flooring: Wood, Tile
Levels, Entrance, & Accessibility
Floors: Wood, Tile

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch, CoveredExterior: Porch, Covered Patio/DeckFoundation: Irregular
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Open Parking Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 3Parking: Detached,Garage Door Opener,Heated Garage,Storage,Garage Faces Side,Paved Drive,Off Street
Frontage
Waterfront: 1/10 to 3/10 To Beach, Beach Ownership(Public)Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1816Finished Area (below surface): 541

Days on Market

Days on Market: 106

Property Information

Year Built
Year Built: 1880
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: M:0114 B:0078 L:0, 2023844

Price & Status

Price
List Price: $1,599,000Price Per Sqft: $678

Active Status

MLS Status: Active

Location

Direction & Address
City: Marblehead

Agent Information

Listing Agent
Listing ID: 73531935

Building

Building Area
Building Area: 2357 Square Feet

Community

Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Laundromat, Bike Path, House of Worship, Marina, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 5097 sqft

Miscellaneous

BasementMls Number: 73531935Above Grade Unfinished Area: 1816

Additional Information

Public TransportationShoppingParkWalk/Jog TrailsLaundromatBike PathHouse of WorshipMarinaPublic School

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

Market trends in Marblehead

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
46
4MoM

Home Value

Trulia Estimate
$1.55M
Since last month
Decreased$40K (-2.5%)
Since last year
Decreased$27K (-1.7%)
Since last sale
Decreased$24K (-1.5%)
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 +190% in the last 10 years
MonthEstimated value
2026
September 2026$1.55M
August 2026$1.59M
July 2026$1.61M
June 2026$1.61M
May 2026$1.61M
April 2026$1.6M
March 2026$1.58M
February 2026$1.58M
January 2026$1.58M
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
0.15
Single-Family Home
$1,387,500
10/24/25
4
2.5
2,376
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
0.14
Single-Family Home
$2,240,000
01/15/26
4
2.5
2,280
27 Waldron St, Marblehead, MA
0.15
Single-Family Home
$1,615,000
09/11/26
3
2.5
2,136
8 Linden St, Marblehead, MA
0.40
Single-Family Home
$1,250,000
05/22/26
4
2.5
2,216
6 Lee St, Marblehead, MA
0.32
Single-Family Home
$1,600,000
10/15/25
4
4
3,107
10 Redstone Ln, Marblehead, MA
0.07
Single-Family Home
$2,000,000
06/01/26
6
3.5
3,586
23 Wyman Rd, Marblehead, MA
0.38
Single-Family Home
$1,940,000
04/15/26
4
2.5
2,564
2 Lindsey St, Marblehead, MA
0.04
Single-Family Home
$725,000
01/02/26
4
2.5
1,276
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
60 Gregory St #3, Marblehead, MA 01945
0.04
$713,550
2
1.5
1,064
Recently Sold
6 Redstone Ln, Marblehead, MA 01945
0.05
$1,516,200
2
1
1,337
Off Market
5 Redstone Ln, Marblehead, MA 01945
0.06
$3,233,600
4
4.5
3,339
Off Market
59 Gregory St, Marblehead, MA 01945
0.03
-
4
4
2,923
Off Market
56 Hawkes St, Marblehead, MA 01945
0.01
$812,300
3
2.5
1,297
Off Market
60 Brackett Pl #D, Marblehead, MA 01945
0.04
$727,500
2
1.5
1,200
Recently Sold
10 Redstone Ln, Marblehead, MA 01945
0.07
$2,000,000
6
3.5
3,586
Recently Sold
5 Independence Way #C, Marblehead, MA 01945
0.06
$840,000
2
1.5
1,200
Off Market
55 Brackett Pl #B, Marblehead, MA 01945
0.05
$670,000
2
1.5
1,200
Recently Sold
55 Brackett Pl #D, Marblehead, MA 01945
0.05
$792,300
2
1.5
1,200
Off Market
52-52B Tyler Row #B, Marblehead, MA 01945
0.08
-
2
1.5
1,200
Off Market

Price and Tax history

DateEventPrice
Sep 15, 2026
Source: MLS PIN #73531935
PriceChange
$1,599,000
Price decreased by 3%
Jun 8, 2026
Source: MLS PIN #73531935
Listed For Sale
$1,649,000
Aug 28, 2025
Source: MLS PIN #73373959
Sold
$1,575,000
May 20, 2025
Source: MLS PIN #73373959
Contingent
$1,495,000
May 13, 2025
Source: MLS PIN #73373959
Listed For Sale
$1,495,000

LGBTQ Local Legal Protections

Team Harborside, Gibson Sotheby's International Realty, (781) 631-8800
Agent Phone: (617) 816-1909
The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

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Frequently asked questions about 55 Gregory St

  • What is the estimated monthly payment for 55 Gregory St?
    Based on a $1,599,000 list price with 20% down at today's rates, the estimated monthly payment for 55 Gregory St in Marblehead, MA is approximately $10,087 (about $8,706 principal & interest, $1,306 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Marblehead?
    Residents describe Marblehead, MA as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See homes for sale in Marblehead, MA.
  • What are the closest schools to 55 Gregory St?
    The closest schools to 55 Gregory St in Marblehead, MA are Marblehead High School (rated 8/10), Marblehead Veterans Middle School (rated 9/10), Village School (Elementary, rated 7/10).
  • What is 55 Gregory St estimated to be worth?
    Trulia's estimated value for 55 Gregory St in Marblehead, MA is $1,551,500.
  • Does 55 Gregory St have air conditioning?
    Yes, 55 Gregory St in Marblehead, MA has air conditioning.
  • Does 55 Gregory St have laundry facilities?
    Yes, 55 Gregory St in Marblehead, MA has in-unit laundry.
55 Gregory St, Marblehead, MA 01945 is a 4 bedroom, 3 bathroom, 2,357 sqft single-family home built in 1880. This property is currently available for sale and was listed by MLS PIN on Jun 8, 2026. The MLS # for this home is MLS# 73531935.