Welcome to this well-maintained two-family home offering an ideal blend of space, flexibility, and opportunity in a convenient Chelmsford location. Whether you're looking to owner-occupy while generating rental income, accommodate extended family, or expand your investment portfolio, this property offers plenty of possibilities. Both units feature spacious layouts with dedicated living and dining rooms, hardwood flooring, and abundant natural light. The first-floor unit offers a flexible floor plan, The second-floor unit features three bedrooms along with an inviting living room, dining room, and kitchen with granite countertops. Separate utilities add convenience for both occupants and ownership. A full basement with interior and exterior access provides additional functionality, while the porch and outdoor space offer even more room to enjoy. Conveniently located near Varney Playground, Freeman Lake, shopping, public transportation, highway access, walking and biking trails, and everyday amenities. Additional seller-provided details: Unit 1 (141, downstairs) is heated and cooled by high efficiency ductless mini-splits and features wall-to-wall carpet in bedrooms, granite countertops, tile backsplash, and stainless steel appliances; Unit 2 (139, upstairs) has a dedicated washer/dryer in the basement and features granite countertops, tile backsplash, and stainless steel appliances.
| Units | 2 |
| Living area | 2,318 sqft |
| Lot size | 7,316 sqft |
| Year built | 1925 |
| Price / sqft | $345 |
| County | Middlesex |
| MLS # | 73590480 |
| Days on market | 0 days |
| Listed on | October 14, 2026 |
| Annual property tax | $7,966 |
| Tax year | 2026 |
| Assessed value | $600,300 |
| Zoning | RC |
| Gross income (actual) | $63,300/yr |
| Net operating income (actual) | $58,339/yr |
| Total actual rent | $5,275/mo |
| Insurance expense | $1,887/yr |
| Stories | 2 |
| Total rooms | 11 |
| Lot size | 0.17 acres |
| Garage spaces | 2 |
| Parking spaces | 6 |
| Parking | Paved Drive, Off Street, Assigned |
| Basement | Full, Interior Entry, Concrete |
| Foundation | Stone |
| Roof | Shingle |
| Flooring | Wood, Vinyl, Carpet, Hardwood |
| Heating | Ductless, Steam, Natural Gas, Unit Control |
| Cooling | Ductless, None |
| Sewer | Public Sewer |
| Water | Public |
| Utilities | for Gas Range, for Electric Range, Washer Hookup |
| Appliances | Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Other |
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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 2,318 sqft of living area, built in 1925.
139 Middlesex St, Chelmsford MA 01863 has been listed for 0 days (since October 14, 2026).
At a list price of $799,000 across 2 units, that works out to roughly $399,500 per unit.
Annual property taxes are $7,966 (2026), on an assessed value of $600,300.
At $799,000 for 2,318 sqft, that's about $345 per square foot.
2 garage spaces and 6 total parking spaces (paved drive, off street, assigned).
139 Middlesex St, Chelmsford MA 01863 is in Chelmsford, Middlesex County, MA 01863.

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.