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Are you looking for a rare opportunity to embrace the coastal lifestyle Cape Ann is known for? Imagine waking up to picturesque views of Cripple Cove, watching the boats come and go as you sip your morning coffee, and enjoying the peaceful rhythm of life by the sea. Beautifully renovated with thoughtfully designed living spaces, modern finishes, and energy-efficient features, this property offers two distinct condominiums, available for purchase individually or together as a two-family. Unit #1: 3 BR, 2BA Embraces a relaxed coastal feel, this beautifully appointed residence features an inviting open-concept kitchen and living area that makes the most of its spectacular water views. The modern kitchen offers granite countertops, stainless steel appliances, an induction range, and a breakfast bar. The thoughtfully designed primary suite features a walk-in shower, powder room, and separate toilet room. Radiant heat in the bedrooms, a second bedroom and bathroom, and electric dryer and washer hookups complete the space. With Cripple Cove as your backdrop, everyday living feels like a getaway. Unit #2: 1BR, 1BA A striking contrast in style, this residence brings modern industrial loft-inspired living to the Gloucester waterfront. Featuring an open layout, contemporary finishes, granite countertops, stainless steel appliances, a breakfast bar, and a bathroom with a walk-in shower, every space is thoughtfully designed. The bedroom opens to a private rooftop deck with breathtaking water views, creating the perfect place to relax and enjoy the ocean air. Both units feature energy-efficient design elements, ENERGY STAR appliances, insulated windows, solar features, 200-amp electrical service, and an EV charging station, along with two parking spaces and rear shed. With easy access to Route 128 and a prime location minutes from Gloucester's beaches, downtown, restaurants, and working waterfront, convenience meets charm. Just steps from a public landing where you can launch a kayak or catch the water shuttle, this location makes it easy to embrace life on the water. Whether you're seeking a year-round residence, summer escape, or investment opportunity, 86 East Main Street offers the flexibility to purchase one condominium or both as a multi-family, inviting you to experience the best of Cape Ann living, where the ocean is always part of the view.

Highlights

  • Residential Income
  • Multi Family
  • Built in 1900
  • 0.06 Acre Lot
  • 11 days on Market

  • Bedrooms
    4
  • Bathrooms
    3
  • Year Built
    1900
  • Stories
    3.0
  • Foundation
    Stone, Concrete Perimeter
  • Parking Features
    Paved, Off Street
  • Living Area
    1639.0
  • Interior Features
    Ceiling Fan(s), Open Floorplan
  • Appliances
    Electric Water Heater, Microwave, Range, ENERGY STAR Qualified Dishwasher, ENERGY STAR Qualified Refrigerator
  • Flooring
    Other
  • Cooling
    Ductless, Ceiling Fan(s), Multi Units
  • Heating
    Ductless, Radiant

  • Acres
    0.06
  • Water Front Features
    Ocean Front
  • View
    Water, Harbor
  • Water
    Public

  • Area
    East Gloucester
  • County
    Essex
  • City
    Gloucester
  • Zip Code
    01930
  • High School
    Ghs
  • Middle School
    O'maley
  • Elementary School
    East Veterans

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Frequently Asked Questions

How do I schedule a tour of 86 E Main 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 86 E Main St.

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

How do I get more information about 86 E Main St?

Click Ask a Question to talk with our team. You already know it is a 4 bed, 3 bath, listed for $1,620,000. We can talk through recent upgrades, potential seller motivation, how this multi family compares to others in Gloucester, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 86 E Main 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 86 E Main St at around $9,219. 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 86 E Main 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 86 E Main St?

In most cases, yes. Whether 86 E Main St is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Gloucester'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 86 E Main St?

We can handle that for you. Our preferred local agent specializes in residential incomes in Gloucester 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 $1,620,000 with 1,639 sqft of space—that comes out to approximately $988 per square foot.

How long has this property been on the market?

86 E Main St was listed on October 29, 2026, which means it's been on the market for 11 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 1900, making it approximately 126 years old.

What is the lot size of this property?

86 E Main St sits on a 0.06-acre lot, which is 2,614 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: East Veterans
  • Middle: O'maley
  • High: Ghs

Want to see how these schools compare? Check out our Essex County School Guide to see ratings, reviews, and more for the schools in the area.

Is 86 E Main 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 09, 2026 at 07:54PM | Source: MLS Property Information Network (MLS PIN) | MLS#: 73596765