366 Main St, Gloucester, MA 01930
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$1,249,000
3 Unit
9 Beds
4 Baths
3600 SQFT
0.10 Acre

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.

Property Details tap to expand

Building Information

  • Total Units: 3
  • Total Floors: 4
  • Total Bedrooms: 9
  • Total Full Baths: 4
  • Basement Features: Partial

Financial

  • APOD Available: No
  • Gross Operating Income: 102000
  • Net Operating Income: 102000

Utilities

  • Water: City/Town Water, Private
  • Sewer: City/Town Sewer, Private

Unit 1 Description

  • Under Lease: No
  • Floors: 1
  • Levels: 1

Unit 2 Description

  • Under Lease: Yes
  • Floors: 2
  • Levels: 1

Unit 3 Description

  • Under Lease: Yes
  • Floors: 3
  • Levels: 2

Construction

  • Year Built: 1900
  • Type: 3 Family
  • Foundation Info: Concrete Block
  • Lead Paint: Yes
  • Warranty: No

Other Information

  • MLS ID# 73564309
  • Last Updated: 08/20/26

Property History tap to expand

Date Event Price Price/Sq Ft Source
08/20/2026Active$1,249,000$347MLSPIN
08/16/2026New$1,249,000$347MLSPIN

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Seller's Representative: Kristi Gjikondi, Gjikondi Realty
Sub Agent Compensation: n/a
Buyer Agent Compensation: n/a
Facilitator Compensation: n/a
Compensation Based On: n/a
Sub-Agency Relationship Offered: No

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MLS PIN data last updated at 2026-08-20 03:05:00