Welcome to this beautiful 2 family with 3 garages and huge driveway sits on the 0.32 acre land. It's close to the Readville T-station and 2.8 miles away from Legacy Place. This house presents a unique blend of historical charm and modern convenience. Both kitchens are equipped with stainless steel appliances, providing a functional and stylish space for culinary endeavors. The 1st unit offers 3 bedrooms 1 bath on the 1st floor, another 1 bed and 1 bath in the finish basement provides more option and flexibility. The 2nd unit offers 3 bedrooms and 1 bath. Both units offer in unit laundry and ready to generate income.The railroad on the back of the house is no longer in use.
| Units | 2 |
| Living area | 3,655 sqft |
| Lot size | 13,991 sqft |
| Year built | 1920 |
| Price / sqft | $328 |
| County | Norfolk |
| MLS # | 73573639 |
| Days on market | 0 days |
| Listed on | September 8, 2026 |
| Annual property tax | $10,333 |
| Tax year | 2025 |
| Assessed value | $818,800 |
| Zoning | G |
| Total actual rent | $0/mo |
| Stories | 3 |
| Total rooms | 16 |
| Lot size | 0.32 acres |
| Garage spaces | 3 |
| Parking spaces | 15 |
| Parking | Paved Drive, Off Street |
| Basement | Full, Finished, Interior Entry, Bulkhead |
| Foundation | Concrete Perimeter |
| Roof | Shingle |
| Construction | Frame |
| Sewer | Public Sewer |
| Water | Public |
| Utilities | for Gas Range, for Gas Dryer |
| Appliances | Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer |
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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 3,655 sqft of living area, built in 1920.
289 Milton St, Dedham MA 02026 has been listed for 0 days (since September 8, 2026).
At a list price of $1,199,500 across 2 units, that works out to roughly $599,750 per unit.
Annual property taxes are $10,333 (2025), on an assessed value of $818,800.
At $1,199,500 for 3,655 sqft, that's about $328 per square foot.
3 garage spaces and 15 total parking spaces (paved drive, off street).
289 Milton St, Dedham MA 02026 is in Dedham, Norfolk County, MA 02026.

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.