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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.

Highlights

  • Residential
  • Single Family Residence
  • Built in 1880
  • 0.12 Acre Lot
  • 1 Car Garage
  • 158 days on Market

  • Bedrooms
    4
  • Bathrooms
    3
  • Year Built
    1880
  • Architectural Style
    Colonial
  • Construction Materials
    Frame
  • Garage Spaces
    1.0
  • Parking Features
    Paved, Garage Door Opener, Detached, Off Street, Garage Faces Side, Storage, Heated Garage
  • Living Area
    2357.0
  • Appliances
    Dryer, Dishwasher, Microwave, Refrigerator, Washer, Range, Disposal, Gas Water Heater
  • Flooring
    Tile, Wood
  • Patio And Porch
    Covered, Patio, Deck, Porch
  • Cooling
    Wall Unit(s)
  • Heating
    Natural Gas, Zoned, Hot Water
  • Basement
    Full, Walk-Out Access, Partially Finished

  • Acres
    0.12
  • Lot Features
    Corner Lot
  • Water
    Public

  • County
    Essex
  • City
    Marblehead
  • Zip Code
    01945

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Frequently Asked Questions

How do I schedule a tour of 55 Gregory St?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 55 Gregory St.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 55 Gregory St?

Click Ask a Question to talk with our team. You already know it is a 4 bed, 3 bath, listed for $1,599,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Marblehead, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 55 Gregory St?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 55 Gregory St at around $9,938. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 55 Gregory St?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Essex County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 55 Gregory St?

In most cases, yes. Whether 55 Gregory St is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Marblehead's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 55 Gregory St?

We can handle that for you. Our preferred local agent specializes in residentials in Marblehead and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $1,599,000 with 2,357 sqft of space—that comes out to approximately $678 per square foot.

How long has this property been on the market?

55 Gregory St was listed on June 08, 2026, which means it's been on the market for 158 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1880, making it approximately 146 years old.

What is the lot size of this property?

55 Gregory St sits on a 0.12-acre lot, which is 5,227 square feet.

What are the property taxes for 55 Gregory St?

The most recent public record shows annual property taxes for 55 Gregory St were approximately $10,058. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 55 Gregory St still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

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Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, MLS Property Information Network (MLS PIN). All rights reserved.

Last Updated: November 13, 2026 at 11:33PM | Source: MLS Property Information Network (MLS PIN) | MLS#: 73531935