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ActiveListed 64 days ago

$1,139,999

366 Main St, Gloucester, MA 01930

9
beds
4
baths
3,600
sqft
Lot sizeThe land that comes with the home, as reported to the MLS.
4,550 sqft
Year builtThe year the building was originally built, as reported by the listing agent.
1900
On the marketDays since the home was listed. New listings tend to move fastest.
64 days ago
Property type
3 Family
Price per sqftList price divided by interior living area — handy for comparing homes of different sizes.
$317
ParkingSpaces that come with the home, as reported to the MLS.
2 spaces
Annual taxesLast annual property tax bill reported to the MLS. A new owner's bill can differ.
$6,624

What’s Special

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.

Listing courtesy of Kristi Gjikondi, Gjikondi Realty · MLS PIN #73564309

Facts & Features

Status
Active
Active status flag
Active
Bedrooms
9
Bathrooms
4 full
Living area
3,600 sqft

Parking

1
  • Off Street

MLS PIN #73564309 · Listed August 16, 2026

Location

366 Main St, Gloucester · All Gloucester homes

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. MLS Property Information Network, Inc. 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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366 Main St

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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. MLS Property Information Network, Inc. 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.