• $1,249,000List Price
  • 9Bedrooms
  • 4Bathrooms
  • 0.1Acreage
  • 1900Year Built
  • 3,600Square Feet

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.

More Info

Basic Information

  • Gross Income $102,000
  • Lot Features Other
  • Mls StatusNew
  • Parcel Number M:0051 B:0068 L:0000,1896464

Location

  • Address366 Main Street
  • Building Number366
  • CountyEssex
  • StateMA
  • StreetMain Street
  • TownGloucester
  • Zip01930

Property Information

  • Building Area Source Other
  • Living Area 3,600
  • Lot Size Square Feet 4,550
  • Lot Size Units Acres
  • Square Feet3,600

Other

  • Date Listed08/16/2026
  • Farm Land Area Units Square Feet

Tax Information

  • Tax Assessed Value $711,500
  • Tax Year 2026
  • Taxes$6,624

Basic Information

  • List Price$1,249,000
  • MLS Number73564309
  • Modification Date08/17/2026
  • Property SubType3 Family

Property

  • Acreage0.1

Utilities

  • Sewer Public Sewer
  • Water Source Public

Amenities

  • Other AmenitiesBasement, Waterfront, Water View

Water Body

  • Miles to Beach1
  • WaterfrontYes
  • Waterfront Features Waterfront, Ocean, Harbor,1/2 to 1 Mile To Beach, Beach Ownership(Public)

Parking

  • Parking Features Off Street
  • Parking Spaces2

Rooms

  • Bathroom4
  • Bathrooms Total Decimal 4
  • Bedrooms9
  • Full Bath4

Building

  • BasementPartial
  • Building Area Units Square Feet
  • FoundationBlock
  • Levels 4
  • Rooms16
  • Stories4
  • Units3
  • Year Built1900
  • Year Built Details Actual
  • Year Built Source Public Records

Map Location

Driving Directions

Listed by Kristi Gjikondi of Gjikondi Realty

Gloucester, MA Demographics

There is no data available

Gloucester, MA Real Estate Market Data

There is no data available

Gloucester, MA Schools

School NameDistanceTypeGrades

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, 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. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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