For Sale

366 Main St, Gloucester, MA

Gloucester · MA 01930

$1,139,999
Price
9
Beds
4
Baths
3600
Sq. ft.

Overview

Property type: Multi-Family
Year built: Built in 1900
Units: 3 Units
Lot size: 4,550 Sq.Ft Lot
Price per square foot: $317 / Sq.Ft
Parking: 2 Off Street Spaces

About this home

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.

Neighborhood & Transit

366 Main St, Gloucester · MA 01930

Nearby transit

Within 0.5 mile, measured straight-line to the nearest station entrance.

No subway or commuter rail stations within 0.5 mile.

Price Insight

Days on Market:
79 days
Listing Price:
$1,139,999
Price per Sq.Ft:
$317
Tax Assessment:
$711,500 in 2026
Taxes:
$552 / Monthly

Home Facts

Interior Features

Bedrooms
9
Full Bathrooms
4
Half Bathrooms
0
Living Area
3,600 Sq.Ft
Kitchen
Unknown
Primary Bedroom
Unknown
Laundry
Unknown
Living levels
Unknown
Rooms
Unknown
Above grade area
3600
Flooring
Unknown
Lead paint
Yes

Utilities

Heating Type
Unknown
Heating Zone
Unknown
Cooling
Unknown
Cooling Zones
Unknown
Water
Unknown
Sewer
Unknown
Electric Features
Unknown

Exterior Features

Lot Size
4,550 Sq.Ft
Lot Description
Unknown
Exterior Features
Unknown

Parking

Garage Parking
0 Parking Spaces
Off Street Parking
2 Parking Spaces

Construction Details

Construction Type
Unknown
Siding
Vinyl
Roof
Unknown

Green Features

Electric Vehicle Charger
Unknown
Solar Panels
Unknown
Green Certified
Unknown
Insulation Features
Unknown
Energy Features
Unknown

Listing information

Listing agent
Kristi Gjikondi
Listing office
Gjikondi Realty
MLS PIN #
73564309