$1,190,000
366 Main St
Gloucester, MA, 01930
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.
Property Details
Price:
$1,190,000
MLS #:
73564309
Status:
Active
Beds:
9
Baths:
4
Type:
Multi Family
Subtype:
3 Family
Listed Date:
Aug 16, 2026
Finished Sq Ft:
3,600
Total Sq Ft:
3,600
Lot Size:
4,550 sqft / 0.10 acres (approx)
Year Built:
1900
Units:
3
Schools
Interior
Above Grade Finished Area
3600
Bathrooms
4 Full Bathrooms
Levels
4
Exterior
Lot Features
Other
Open Parking Spaces
2
Parking Features
Off Street
Parking Spots
2
Parking Total
2
Stories
4
Waterfront Features
Waterfront, Ocean, Harbor, 1/2 to 1 Mile To Beach, Beach Ownership(Public)
Financial
Tax Year
2026
Taxes
$6,624
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Multi Family in Gloucester as of Sep 17, 2026
11
Multi Family Listed
32
Avg DOM
454
Avg $ / SqFt
$1,183,155
Avg List Price
Community
- Address366 Main St Gloucester MA
- CityGloucester
- CountyEssex
- Zip Code01930
Subdivisions in Gloucester
Similar Listings Nearby
Property Summary
- 366 Main St Gloucester MA is a Multi Family for sale in Gloucester, MA, 01930. It is listed for $1,190,000 To schedule a showing of MLS#73564309 at 366 Main St in Gloucester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Pena Realty Corporation. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. 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 set forth herein.
366 Main St
Gloucester, MA























