Beautifully maintained and spacious multi-family (2 Family) home set on over an acre of land, offering 6 bedrooms, 2 full baths, and approximately 3,100+ sq ft of living space. Originally built in 1870, this property blends historic character with thoughtful upkeep and pride of ownership throughout. The home features generous room sizes across two levels, ideal for extended living or investment potential. Enjoy gorgeous, well-kept landscaping and expansive outdoor space, along with a separate three-car garage building providing ample storage or workshop possibilities. A rare opportunity combining space, condition, and versatility in a desirable North Chelmsford location. Perfect setup for an in-law apartment or rental income opportunity.
| Units | 2 |
| Living area | 3,116 sqft |
| Lot size | 48,787 sqft |
| Year built | 1870 |
| Price / sqft | $269 |
| County | Middlesex |
| MLS # | 73535422 |
| Days on market | 52 days |
| Listed on | June 12, 2026 |
| Annual property tax | $10,123 |
| Tax year | 2025 |
| Assessed value | $728,300 |
| Zoning | RB |
| Gross income (actual) | $84,000/yr |
| Net operating income (actual) | $84,000/yr |
| Total actual rent | $6,000/mo |
| Stories | 4 |
| Total rooms | 14 |
| Lot size | 1.12 acres |
| Garage spaces | 3 |
| Parking spaces | 9 |
| Parking | Paved Drive, Off Street, Paved |
| Foundation | Concrete Perimeter |
| Roof | Shingle |
| Sewer | Public Sewer |
| Water | Public, Individual Meter |
| Utilities | for Gas Range, for Gas Dryer, Washer Hookup |
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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 3,116 sqft of living area, built in 1870.
14 Naylor Ave, Chelmsford MA 01863 has been listed for 52 days (since June 12, 2026).
At a list price of $839,000 across 2 units, that works out to roughly $419,500 per unit.
Annual property taxes are $10,123 (2025), on an assessed value of $728,300.
At $839,000 for 3,116 sqft, that's about $269 per square foot.
3 garage spaces and 9 total parking spaces (paved drive, off street, paved).
14 Naylor Ave, 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.