Location!Location! Welcome to 27 High St, the home you’ve been waiting for! Ideally located just a short walk from East Weymouth Commuter Rail, a few steps away from a bus stop, and conveniently close to Osprey Park, More-Brewer Park, schools, shopping, and restaurants, this property offers both comfort and convenience. This beautiful two-family home is an excellent opportunity for investors or first-time homebuyers looking to build equity and generate rental income. Situated on a desirable corner lot, the property boasts great curb appeal and plenty of off-street parking. Inside, you’ll find two spacious apartments, each featuring central air conditioning, a washer and dryer, and hardwood floors. The home has been updated in recent years, including newer heating and air-conditioning systems, a newer water heater, updated kitchens, and fresh interior painting. With its desirable location and spacious apartments, 27 High St offers a fantastic combination of investment potential and comfortable living. Don’t miss the opportunity to make this property your next home or investment!
| Units | 2 |
| Living area | 2,234 sqft |
| Lot size | 2,234 sqft |
| Year built | 1883 |
| Price / sqft | $402 |
| County | Norfolk |
| MLS # | 73571730 |
| Days on market | 0 days |
| Listed on | September 3, 2026 |
| Annual property tax | $6,160 |
| Tax year | 2026 |
| Assessed value | $608,700 |
| Zoning | M-2 |
| Total actual rent | $0/mo |
| Stories | 2 |
| Total rooms | 10 |
| Lot size | 0.05 acres |
| Garage spaces | 0 |
| Parking spaces | 8 |
| Basement | Interior Entry |
| Foundation | Stone |
| Roof | Shingle |
| Construction | Frame |
| Flooring | Tile, Hardwood |
| Heating | Central, Forced Air, Natural Gas |
| Cooling | Central Air |
| Sewer | Public Sewer |
| Water | Public |
| Utilities | for Gas Range, for Gas Dryer |
| Appliances | Range, Dishwasher, Disposal, 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 2,234 sqft of living area, built in 1883.
27 High Street, Weymouth MA 02189 has been listed for 0 days (since September 3, 2026).
At a list price of $899,000 across 2 units, that works out to roughly $449,500 per unit.
Annual property taxes are $6,160 (2026), on an assessed value of $608,700.
At $899,000 for 2,234 sqft, that's about $402 per square foot.
8 total parking spaces.
27 High Street, Weymouth MA 02189 is in Weymouth, Norfolk County, MA 02189.

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.