
14 Naylor St Chelmsford — Photo 1 of 42
Recent Drop: $39,100
$799,900
14 Naylor St, Chelmsford, MA 01863
Chelmsford, MA 01863
Beds
6
Baths
2
SqFt
3,116
Style
2 Family - 2 Units Side by Side
Built
1870
BACK ON MARKET due to buyer financing — not due to the property! Newly priced at $799,900 for a motivated seller. This significant price adjustment creates an outstanding opportunity for buyers to take a fresh look at this spacious and versatile 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.
Key facts
It was listed on June 12, 2026. The price has come down from an original $899,900 to $799,900 across 3 changes, most recently on October 3, 2026. The annual property taxes are $10,123 (2025 tax year). It sits on a 1.12-acre (48,787 sq ft) lot.
Immersive Experience
Open Houses
Market Value Analysis
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Chelmsford, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Neighborhood
Shopping • Park • Walk/Jog Trails • Medical Facility • Laundromat • Bike Path
Geography
Property History
$799,900
Was $839,000
Oct 3, 2026
MLS® 73535422
$799,900
Oct 3, 2026
MLS® 73545806
$839,000
Was $869,000
Aug 3, 2026
MLS® 73535422
$869,000
Was $899,900
Jul 21, 2026
MLS® 73535422
$799,900
Jul 7, 2026
MLS® 73545806
$899,900
Jun 12, 2026
MLS® 73535422
Questions about this home
When was 14 Naylor St, Chelmsford listed?
14 Naylor St, Chelmsford was listed on June 12, 2026.
Has the price of 14 Naylor St, Chelmsford changed?
The price has come down from an original $899,900 to $799,900 across 3 changes, most recently on October 3, 2026.
What are the property taxes for 14 Naylor St, Chelmsford?
The annual property taxes for 14 Naylor St, Chelmsford are $10,123 (2025 tax year).
How big is the lot at 14 Naylor St, Chelmsford?
14 Naylor St, Chelmsford sits on a 1.12-acre (48,787 sq ft) lot.
What is the status of 14 Naylor St, Chelmsford?
14 Naylor St, Chelmsford is actively listed for sale.
Population
9,796
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$145K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
18.2%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Middlesex County
2,698 housing units permitted in the last 12 months (+3% vs the prior 12 months) — 1,713 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '26)
Listing Agent: Matthias Hoffmann
Listing Office: StartPoint Realty
MLS® Number: 73535422








