366 Main St Gloucester, MA 01930
Central Gloucester NeighborhoodEstimated payment $7,404/month
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.
Listing Agent
Kristi Gjikondi
Gjikondi Realty Listed on: 08/16/2026
Property Details
Home Type
- Multi-Family
Est. Annual Taxes
- $6,624
Year Built
- Built in 1900
Lot Details
- 4,550 Sq Ft Lot
- Waterfront
Home Design
- Block Foundation
Interior Spaces
- 3,600 Sq Ft Home
- Property has 1 Level
- Partial Basement
Bedrooms and Bathrooms
- 9 Bedrooms
- 4 Full Bathrooms
Parking
- 2 Open Parking Spaces
- 2 Car Parking Spaces
- Off-Street Parking
Outdoor Features
- Property is near a beach
Community Details
- 3 Units
- Net Operating Income $102,000
Listing and Financial Details
- Assessor Parcel Number M:0051 B:0068 L:0000,1896464
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $6,417 | $660,200 | $134,800 | $525,400 |
| 2024 | $5,979 | $614,500 | $128,400 | $486,100 |
| 2023 | $6,223 | $587,600 | $114,600 | $473,000 |
| 2022 | $5,616 | $478,800 | $99,700 | $379,100 |
| 2021 | $5,296 | $425,700 | $90,600 | $335,100 |
| 2020 | $5,012 | $406,500 | $90,600 | $315,900 |
| 2019 | $4,645 | $366,000 | $90,600 | $275,400 |
| 2018 | $4,317 | $333,900 | $90,600 | $243,300 |
| 2017 | $4,060 | $307,800 | $81,600 | $226,200 |
| 2016 | $3,876 | $284,800 | $81,600 | $203,200 |
| 2015 | $3,800 | $278,400 | $81,600 | $196,800 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 08/16/2026 08/16/26 | For Sale | $1,249,000 | -- | $347 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Quit Claim Deed | $650,000 | None Available |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $694,400 | New Conventional | |
| Closed | $617,500 | Purchase Money Mortgage | |
| Previous Owner | $214,200 | No Value Available | |
| Previous Owner | $320,000 | No Value Available | |
| Previous Owner | $140,000 | No Value Available |
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73564309
APN: GLOU-000051-000068
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Ask me questions while you tour the home.