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House for sale at 366 Main St, Gloucester, MA 01930 | MLS# 73564309 | Listing updated on 2026-09-28
Photo 1 of House for sale at 366 Main St, Gloucester, MA 01930 | MLS# 73564309 | Listing updated on 2026-09-28
Photo 2 of House for sale at 366 Main St, Gloucester, MA 01930 | MLS# 73564309 | Listing updated on 2026-09-28
Photo 3 of House for sale at 366 Main St, Gloucester, MA 01930 | MLS# 73564309 | Listing updated on 2026-09-28
Photo 4 of House for sale at 366 Main St, Gloucester, MA 01930 | MLS# 73564309 | Listing updated on 2026-09-28
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Street View

$1,139,999

Monthly Est:$5,674

  • Beds Icon9 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,600sqft

366 Main St, Gloucester, MA 01930

$5,674/moEst:

Get Pre-Approved

  • Triplex

  • Built in 1900

  • $-- HOA

  • 0.1 acre lot

  • $317/sq.ft

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.

  • Houzeo last checked: 12 hours ago
  • Listing updated: September 28, 2026 at 7:05 am
  • Listing Provided by: Kristi Gjikondi (781) 558-3465 | Gjikondi Realty (781) 558-3465
  • Source: MLS Property Information Network-MA | MLS#: 73564309 MLS Property Information Network-MA

Property Details

  • Status

    Active

  • Type

    Multi Family

  • No. of Stories

    4

  • County

    Essex County

  • City

    Gloucester

  • Neighborhood

    --

  • Year Built

    1900

  • HOA Fees

    -

  • Finished Area

    3,600 sqft

  • Lot Size

    0.1 acre lot

  • Basement Area

    - sqft

  • MLS Name

    MLS Property Information Network

  • MLS Number

    73564309

  • MLS Status

    Active

  • Days on Market

    78

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 9

    Bathrooms: 4

Interior

  • Sewer

    Public Sewer

Construction

  • Year Built

    Year Built: 1900

  • Home type

    Triplex

  • Foundation Details

    Block

Utilities & Energy

  • Basement

    Partial

  • Water Source

    Public

  • Parking Features

    Off Street

Other Features

  • Lot Features

    Other

Price History

DateEventPrice

09/23/2026

Source: mls_logoMLS Property Information Network-MA #73564309

Price Decreased

$1,139,999 -4.20%

$317/sqft

09/01/2026

Source: mls_logoMLS Property Information Network-MA #73564309

Price Decreased

$1,190,000 -4.72%

$331/sqft

08/16/2026

Source: mls_logoMLS Property Information Network-MA #73564309

Listed for Sale

$1,249,000

$347/sqft

Nearby Homes

Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Nov 02, 2026, 02:15PM. 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 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 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, or as to the accuracy of any of the Images, set forth herein. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.

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