Active
37 Days on market
263 Front St. Winchendon — Photo 1 of 40

263 Front St. Winchendon — Photo 1 of 40

Recent Drop: $18,001

$418,000
$399,999

$399,999

263 Front St., Winchendon, MA 01475

Winchendon, MA 01475 — Winchendon Center

Beds

6

Baths

2

SqFt

2,289

Style

2 Family - 2 Units Side by Side

Built

1846

263 Front St. is a well-maintained two-family home offering the perfect blend of charm, space, and investment potential. Each expansive unit features 3 bedrooms, bright and inviting living areas, spacious kitchens, and an abundance of natural light, creating comfortable spaces for both owners and tenants alike. Thoughtfully updated over the years, including two brand-new boilers installed in 2026, this property offers the ideal opportunity for an owner-occupant seeking supplemental rental income or an investor looking to add a turnkey duplex to their portfolio. Ideally situated in a convenient in-town location close to shopping, dining, schools, parks, and commuter routes, this versatile property delivers both lifestyle and long-term value. Whether you're starting your investment journey or growing an established portfolio, this is a property you'll want to see.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$175/sqft
Local Avg (Winchendon)$218/sqft
20% BelowMarket Average

* Analysis is based on 17 actively listed and recently sold comparable properties strictly within Winchendon, MA.

Property Details

Financials

Original Price$418,000
Annual Taxes$2,994

Parking

Garage0
Off-Street5

Interior Specifications

Total Rooms12
Fireplaces1
FlooringWood, Tile, Laminate
BasementConcrete, Unfinished

Climate & Utilities

Heating--
Cooling--
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationStone, Granite
ZoningC2

Property & Lot

Acres0.25
SqFt Lot10,890
Lot FeaturesLevel

Neighborhood

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

Geography

Property History

Price Drop
$399,999

Was $418,000

Sep 1, 2026

MLS® 73558512

Listed
$418,000

Aug 3, 2026

MLS® 73558512

Population

10,265

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$77K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

23.0%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Worcester County

1,806 housing units permitted in the last 12 months (-4% vs the prior 12 months) — 1,006 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

Listing Provided By

Listing Agent: Leanne Roy

Listing Office: Keller Williams Realty North Central

MLS® Number: 73558512

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