Boston Luxury Condos and Apartments
355 Boylston St / (617) 233-5800

366 Main St

Gloucester, MA ID #73564309

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366 Main St

- Gloucester, MA ID #73564309

Property Description

Rare opportunity to acquire a fully renovated 3-family property in a highly desirable Gloucester location, just minutes from Good Harbor Beach and offering beautiful ocean views. The property combines strong rental fundamentals with the lifestyle appeal of one of the North Shore’s most sought-after coastal markets. The property has been thoughtfully renovated throughout, featuring updated kitchens and bathrooms, modern finishes, in-unit laundry, and two dedicated parking spaces. The flexible three-family configuration provides multiple income streams and makes the property attractive for both long-term rental and seasonal/vacation rental strategies. With its proximity to Good Harbor Beach, Gloucester’s restaurants, harbor, and downtown amenities, the property is well positioned to benefit from strong demand from both year-round tenants and summer visitors. The property also offers excellent potential for an Airbnb/short-term rental strategy, subject to applicable City of Gloucester regulations and permitting requirements. A major component of the investment opportunity is the separate 368R Main Street lot, located directly behind the property. This additional parcel provides meaningful future upside and could potentially support an ADU, additional residential unit, or other development concept, subject to zoning, permitting, utilities, and site requirements. Please reach out for private showings.

Additional Details

  • Status: ACT
  • Type: Multi-Family, Triplex
  • Zip Code: 01930
  • Taxes: 6,624
  • Levels: 4
  • Acres: 0.10

Parking

  • Garage Capacity: 2
  • Parking: Off Street
  • Parking Spaces: 2

Rooms/Dimensions

  • Total Units: 3
  • Total Floors: 4
  • Total Rooms: 16
  • Has Basement: Yes

Location

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366 Main St, Gloucester, MA

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Content © 2026 MLS Property Information Network, Inc.
The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of Kristi Gjikondi of Gjikondi Realty. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.