Welcome to 39 School Street, an exceptional multi-family opportunity perfectly positioned in the heart of Rockland! Whether you are searching for the ideal owner-occupied home where rental income helps pay your mortgage, or a rock-solid, turnkey addition to your investment portfolio, this property delivers on all fronts.The building features two spacious 2-bedroom, 1-bathroom units with a truly incredible track record: **100% occupancy for the last 12 years**. Both units are currently generating reliable income but are rented well below current market rates for the downtown area. With no long-term leases currently in place, the new owner has ultimate flexibility and immediate upside potential to adjust rents to market value or easily transition into one of the units.**Incredible Expansion Potential:** Looking to maximize your investment? Unit 2 offers a massive value-add opportunity with a walk-up third-floor attic just waiting to be finished. By completing this space, you can effortlessly expand Unit 2 into a sprawling two-level, 3-to-4-bedroom layout. This creates the ultimate owner-occupied sanctuary, giving you a massive multi-floor living space while the lower unit pays the bills.Location is everything, and this home offers an unbeatable lifestyle just a stone's throw from Rockland’s vibrant Main Street. You and your tenants will absolutely love the awesome downtown vibe, offering the convenience of leaving the car at home to take a very short stroll to local coffee shops, fantastic restaurants, and great shopping.Don't miss out on this fantastic opportunity to invest in a proven income-generator with massive untapped equity potential in one of Rockland's most walkable and desirable neighborhoods!Location is everything, and this home offers an unbeatable lifestyle just a stone's throw from Rockland’s vibrant Main Street.
| Units | 2 |
| Living area | 2,251 sqft |
| Lot size | 7,640 sqft |
| Year built | 1880 |
| Price / sqft | $311 |
| County | Plymouth |
| MLS # | 73573701 |
| Days on market | 0 days |
| Listed on | September 9, 2026 |
| Annual property tax | $7,633 |
| Tax year | 2026 |
| Assessed value | $560,600 |
| Zoning | Residentia |
| Gross income (actual) | $43,325/yr |
| Net operating income (actual) | $27,892/yr |
| Total actual rent | $3,500/mo |
| Electric expense | $0/yr |
| Insurance expense | $3,033/yr |
| Stories | 3 |
| Total rooms | 10 |
| Lot size | 0.18 acres |
| Garage spaces | 0 |
| Parking spaces | 6 |
| Parking | Paved Drive, Off Street, Tandem, Assigned, Paved |
| Basement | Interior Entry, Bulkhead, Dirt Floor, Concrete, Unfinished |
| Foundation | Concrete Perimeter, Stone, Irregular |
| Roof | Shingle |
| Construction | Frame, Post & Beam |
| Flooring | Wood, Carpet, Varies, Hardwood, Tile |
| Heating | Hot Water, Natural Gas, Individual, Unit Control |
| Sewer | Public Sewer |
| Water | Public |
| Utilities | for Gas Range, for Electric Dryer, Washer Hookup |
| Appliances | Range, Dishwasher, Washer, Dryer, Refrigerator |
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Listing courtesy of a MLS PIN member office. Listing data © MLS PIN.
Auto-generated from the listing data — richer AI answers coming with the live site.
It is a 2-unit multi-family property with 2,251 sqft of living area, built in 1880.
39 School St, Rockland MA 02370 has been listed for 0 days (since September 9, 2026).
At a list price of $699,900 across 2 units, that works out to roughly $349,950 per unit.
Annual property taxes are $7,633 (2026), on an assessed value of $560,600.
At $699,900 for 2,251 sqft, that's about $311 per square foot.
6 total parking spaces (paved drive, off street, tandem, assigned, paved).
39 School St, Rockland MA 02370 is in Rockland, Plymouth County, MA 02370.

Justin Rollo is a Broker Associate with Signal Real Estate (MA Lic. #9534264) and a lifelong Massachusetts resident. Over 14 years and hundreds of transactions, he has worked investment properties — multi-families and house-hacking — across Greater Boston full-time. Away from real estate, Justin is a proud dad, youth coach and local school-committee member — and a former professional poker player who still loves golf and following local sports.