
263 Front St. Winchendon — Photo 1 of 40
Recent Drop: $18,001
$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
* Analysis is based on 17 actively listed and recently sold comparable properties strictly within Winchendon, 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
$399,999
Was $418,000
Sep 1, 2026
MLS® 73558512
$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 Agent: Leanne Roy
Listing Office: Keller Williams Realty North Central
MLS® Number: 73558512
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