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About this home
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.
Property details
- MLS
- MLS Property Information Network
- MLS #
- 73596765
- Property type
- Multi Family
- Subdivision
- N/A
- Status
- Active
- Days on market
- 1
- On market date
- October 29, 2026
- Stories
- 3
- Total bathrooms
- 3
- Garage spaces
- N/A
- Parking spaces
- 2
- Lot size
- 0.06 acres
Location
Get directions →Nearby schools
Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.
- Enrollment
- 167
- Student:teacher ratio
- 9.8:1
- District
- Gloucester
- Enrollment
- 630
- Student:teacher ratio
- 11.3:1
- District
- Gloucester
- Enrollment
- 830
- Student:teacher ratio
- 10.5:1
- District
- Gloucester
Walkability
Blended score for Gloucester's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).
Market position
How this listing compares to current activity in Gloucester, from live MLS data.
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Data source: Listing information provided by MLS Property Information Network. Last updated 5 days ago.
Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.







