Active
115 Days on market
14 Naylor St Chelmsford — Photo 1 of 42

14 Naylor St Chelmsford — Photo 1 of 42

Recent Drop: $39,100

$839,000
$799,900

$799,900

14 Naylor St, Chelmsford, MA 01863

Chelmsford, MA 01863

Investor Analysis

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

This Property
Size (SqFt) →Price →
This Property$257/sqft
Local Avg (Chelmsford)$385/sqft
33% BelowMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Chelmsford, MA.

Property Details

Financials

Original Price$899,900
Annual Taxes$10,123

Parking

Garage3
Off-Street9

Interior Specifications

Total Rooms14
FireplacesNone
Flooring--
BasementNone

Climate & Utilities

Heating--
Cooling--
WaterPublic, Individual Meter
SewerPublic Sewer

Building & Exterior

Construction--
RoofShingle
FoundationConcrete Perimeter
ZoningRB

Property & Lot

Acres1.12
SqFt Lot48,787
Lot FeaturesWooded

Neighborhood

Shopping • Park • Walk/Jog Trails • Medical Facility • Laundromat • Bike Path

Geography

Property History

Price Drop
$799,900

Was $839,000

Oct 3, 2026

MLS® 73535422

Terminated
$799,900

Oct 3, 2026

MLS® 73545806

Price Drop
$839,000

Was $869,000

Aug 3, 2026

MLS® 73535422

Price Drop
$869,000

Was $899,900

Jul 21, 2026

MLS® 73535422

Listed
$799,900

Jul 7, 2026

MLS® 73545806

Listed
$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 Provided By

Listing Agent: Matthias Hoffmann

Listing Office: StartPoint Realty

MLS® Number: 73535422