HomeChelmsford2 Family - 2 Units Side by Side14 Naylor Ave, Chelmsford MA 01863
14 Naylor Ave, Chelmsford MA 01863 — photo 1 of 421 / 42
$839,000
14 Naylor Ave, Chelmsford MA 01863
2 units · 6 bd · 2 ba · 3,116 sqft · $419,500/unit
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Signal Score pending — we haven't seeded market rents for this ZIP (01863) yet.

About this property

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.

Property details

Units2
Living area3,116 sqft
Lot size48,787 sqft
Year built1870
Price / sqft$269
CountyMiddlesex
MLS #73535422

Listing status

Days on market52 days
Listed onJune 12, 2026

Taxes & financials

Annual property tax$10,123
Tax year2025
Assessed value$728,300
ZoningRB
Gross income (actual)$84,000/yr
Net operating income (actual)$84,000/yr
Total actual rent$6,000/mo

Building & lot

Stories4
Total rooms14
Lot size1.12 acres
Garage spaces3
Parking spaces9
ParkingPaved Drive, Off Street, Paved
FoundationConcrete Perimeter
RoofShingle

Utilities & systems

SewerPublic Sewer
WaterPublic, Individual Meter
Utilitiesfor Gas Range, for Gas Dryer, Washer Hookup

Location

More about investing in Chelmsford

Listing courtesy of a MLS PIN member office. Listing data © MLS PIN.

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Questions & answers

Auto-generated from the listing data — richer AI answers coming with the live site.

How many units does 14 Naylor Ave, Chelmsford MA 01863 have?

It is a 2-unit multi-family property with 3,116 sqft of living area, built in 1870.

How long has 14 Naylor Ave, Chelmsford MA 01863 been on the market?

14 Naylor Ave, Chelmsford MA 01863 has been listed for 52 days (since June 12, 2026).

What is the price per unit?

At a list price of $839,000 across 2 units, that works out to roughly $419,500 per unit.

What are the property taxes on 14 Naylor Ave, Chelmsford MA 01863?

Annual property taxes are $10,123 (2025), on an assessed value of $728,300.

What is the price per square foot?

At $839,000 for 3,116 sqft, that's about $269 per square foot.

Is there parking?

3 garage spaces and 9 total parking spaces (paved drive, off street, paved).

Where is this property located?

14 Naylor Ave, Chelmsford MA 01863 is in Chelmsford, Middlesex County, MA 01863.

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Justin Rollo, Broker Associate at Signal Real Estate
Justin RolloBroker Associate, Signal Real Estate · MA Lic. #9534264

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.

📞 978-790-4381📍 25 Braintree Hill Park, Suite 200, Braintree, MA 02184
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