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

5 Gregory St
Marblehead, MA 01945

  • 2 Beds
  • 2.5 Baths
  • 1,629 sqft

$1,593,400

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $9,500/mo*
Refinance Your Home

$1,593,400

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $9,500/mo*
Refinance Your Home
2 Beds
2.5 Baths
1,629 sqft

Home Value

Trulia Estimate
$1.59M
Since last month
Decreased$14K (-0.9%)
Since last year
Increased$25K (+1.6%)
Since last sale
Increased$73K (+4.8%)
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 +85% in the last 10 years
MonthEstimated value
2026
August 2026$1.59M
July 2026$1.61M
June 2026$1.62M
May 2026$1.59M
April 2026$1.58M
March 2026$1.56M
February 2026$1.56M
January 2026$1.56M
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
33 Waldron St, Marblehead, MA
0.09
Single-Family Home
$2,240,000
01/15/26
4
2.5
2,280
15 Lindsey St, Marblehead, MA
0.18
Single-Family Home
$1,250,000
02/02/26
4
2.5
2,184
11 Leslie Cv, Marblehead, MA
0.38
Single-Family Home
$1,360,000
07/24/26
2
1.5
1,404
1 Red Frank Ln, Marblehead, MA
0.27
Single-Family Home
$815,000
07/17/26
2
1.5
1,240
7 Waldron Ct, Marblehead, MA
0.12
Single-Family Home
$1,387,500
10/24/25
4
2.5
2,376
56 Hawkes St, Marblehead, MA
0.22
Single-Family Home
$815,000
10/07/25
3
2.5
1,297
7 Leslie Cv, Marblehead, MA
0.38
Single-Family Home
$1,350,000
06/04/26
2
1.5
1,423
55 Gregory St, Marblehead, MA
0.23
Single-Family Home
$1,575,000
08/28/25
4
3
2,357
6 Lee St, Marblehead, MA
0.10
Single-Family Home
$1,600,000
10/15/25
4
4
3,107
19 Linden St, Marblehead, MA
0.40
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
12 Gregory St, Marblehead, MA 01945
0.03
$5,150,200
5
5.5
6,715
Off Market
11 Gregory St, Marblehead, MA 01945
0.03
$2,205,900
4
3.5
2,963
Off Market
24 Lee St #B10, Marblehead, MA 01945
0.04
$599,000
1
1.5
920
Recently Sold
1 Gregory St, Marblehead, MA 01945
0.01
$1,541,500
4
2.5
1,594
Off Market
40 Lee St, Marblehead, MA 01945
0.01
$967,900
2
2.5
1,240
Off Market
24 Lee St #B6, Marblehead, MA 01945
0.05
$650,800
1
1
620
Off Market
24 Lee St #D2, Marblehead, MA 01945
0.05
$1,106,300
3
3
2,169
Off Market
24 Lee St #A, Marblehead, MA 01945
0.05
$969,700
2
2
1,380
Off Market
24 Lee St #A3, Marblehead, MA 01945
0.05
$905,000
1
2
1,130
Recently Sold
30 Waldron St, Marblehead, MA 01945
0.07
$2,295,200
5
2.5
3,519
Off Market
31 Lee St, Marblehead, MA 01945
0.02
$957,800
3
1.5
1,400
Off Market

Local Information

  • Map ViewExplore the area around 5 Gregory St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1915
Living Area
1,629 sqft
Price/Sqft
$978
Parking
3 Open Spaces

About this House

A quintessential coastal cottage across from Marblehead Harbor, near the center of "Old Town". Located up the hill from the Boston Yacht Club & Crocker Park & a short walk to the town dock, quaint shops, coffee shops & restaurants. 5 Gregory is in a special community where neighbors often gather, be it for brunches,dockside drinks ,or improntu "wall parties" on Lee St. This charming home features an established perennial garden anchored by a rose garden & classic picket fence offering that iconic cottage appeal.The back yard offers a "secret garden” w/perimeter plantings, a fountain, fire pit, patio plus a wonderful, covered porch. Upon entering inside, you'll find that every detail has been thoughtfully curated.This entirely redesigned 2+ bedroom, 2 ½ bath home features a spacious dining room, a chef's kitchen, & an open living room w/ a fireplace & French doors that lead to the deck & backyard. Enjoy the airy ambiance&seamless indoor/outdoor living that this exceptional home offers
5 Gregory St, Marblehead, MA 01945 is a 2 bedroom, 3 bathroom, 1,629 sqft single-family home built in 1915. It last sold for $1,520,000 on Oct 7, 2024 (9% above the $1,395,000 asking price). It is currently off market. The Trulia Estimate is $1,593,400, with a rent estimate of $4,298/month.
Last check for updates: about 5 hours ago
Listed by Mary Stewart & Heather Kaznoski, (781) 820-5676
Coldwell Banker Realty - Marblehead, (781) 631-9511
Bought with: Brian Rice, (617) 803-1001, Sagan Harborside Sotheby's International Realty, (781) 631-8800
Source: MLS PIN, MLS#73279625

Home Details for 5 Gregory St

Interior Features

Interior Details
Basement: Full,Walk-Out Access,Interior Entry,Concrete,UnfinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 1629 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Electric Oven, for Electric Dryer, Washer Hookup, Icemaker ConnectionAppliances: Gas Water Heater, Tankless Water Heater, Range, Dishwasher, Disposal, Trash Compactor, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator, Range Hood, Plumbed For Ice MakerDishwasherDisposalDryerLaundry: Dryer Hookup - Electric,Washer Hookup,Second Floor,Electric Dryer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Radiant,Natural Gas,ElectricHas CoolingAir Conditioning: 3 or More,DuctlessHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: 220 Volts, Circuit Breakers, 200+ Amp Service
Windows, Doors, Floors & Walls
Window: Insulated Windows, ScreensDoor: Insulated Doors, French DoorsFlooring: Wood, Tile, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wood
Levels, Entrance, & Accessibility
Floors: Wood, Tile, Hardwood, Flooring Stone Ceramic Tile, Flooring Wood
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch, PatioFencing: Fenced/Enclosed, FencedExterior: Porch, Patio, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Garden, Stone WallFoundation: Concrete Perimeter, StoneGardenSprinkler System
Parking & Garage
Open Parking Spaces: 3No GarageHas Open ParkingParking Spaces: 3Parking: Off Street,Tandem,Driveway
Frontage
Waterfront: Harbor, Ocean, Walk to, 1 to 2 Mile To Beach, Beach Ownership(Public)Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1915
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Condition: Updated/RemodeledNot Included in Sale: Wind Instruments In The Living RoomParcel Number: 2024931

Price & Status

Price
List Price: $1,395,000
Status Change & Dates
Off Market Date: Thu Sep 05 2024

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: Marblehead
School Information
Elementary School: Public&PrivateJr High / Middle School: Public&PrivateHigh School: Public

Building

Building Area
Building Area: 1629 Square Feet

Community

Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Laundromat, Bike Path, Conservation Area, House of Worship, Private School, Public School, SidewalksNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 3006 sqft

Offer

Contingencies: Pending P&S

Miscellaneous

BasementMls Number: 73279625

Additional Information

Public TransportationShoppingTennis Court(s)ParkWalk/Jog TrailsLaundromatBike PathConservation AreaHouse of WorshipPrivate SchoolPublic SchoolSidewalks

Price and Tax history

DateEventPrice
Oct 7, 2024
Source: MLS PIN #73279625
Sold
$1,520,000
Aug 27, 2024
Source: MLS PIN #73279625
Contingent
$1,395,000
Aug 20, 2024
Source: MLS PIN #73279625
Listed For Sale
$1,395,000
Jul 31, 2001
Source: N/A
Sold
$507,500
Aug 26, 1994
Source: N/A
Sold
$350,000

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

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

LGBTQ Local Legal Protections

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.

Frequently asked questions about 5 Gregory St

  • What is 5 Gregory St estimated to be worth?
    Trulia's estimated value for 5 Gregory St in Marblehead, MA is $1,593,400.
  • What is the price history for 5 Gregory St?
    5 Gregory St in Marblehead, MA last sold for $1,520,000 in October 2024.
  • 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 5 Gregory St have air conditioning?
    Yes, 5 Gregory St in Marblehead, MA has air conditioning.
  • Does 5 Gregory St have laundry facilities?
    Yes, 5 Gregory St in Marblehead, MA has in-unit laundry.

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