366 Main St Gloucester, MA $ 1,249,000
366 Main St
$ 1,249,000
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366 Main St

Gloucester, MA, 01930
$ 1,249,000
Bedrooms9 Baths4.0 Sq 3,600

Monthly Estimate*

$ 7,886

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Multi-Family Home for sale in Gloucester, MA

for $1,249,000 with 9 bedrooms and 4 full baths. This 3,600 square foot home was built in 1900 on a lot size of 0.1.

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.

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Multi-Family Active

Price

$ 1,249,000

Bedrooms

9

Full Bath

4

Property Type

Multi-Family

Taxes

$ 6,624

Style

3 Family

Lot Size

0.1

Year Built

1900

Town/City

Gloucester

County/Region

Essex

MLS | Web ID

73564309

List By
Kristi Gjikondi

Listing Agent

Gjikondi Realty

Broker

Affordability Calculator

$8,438
Per Month
93%
7%
0%
Monthly Principal & Interest
$7,886
Monthly Property Taxes
$552
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Pricing History
DatePricePrice ChangeDescription
8/17/2026$1,249,000 Listed Price

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366 Main St, Gloucester, MA, 01930 is a Multi-Family Home for sale at $1,249,000 with 3,600 sqft and a lot size of 0.1. 366 Main St has 9 bedrooms, 4.0 baths, and was built in 1900. The property's zip code is 01930 which is in Gloucester, MA