263 Front St. Winchendon — Photo 1 of 40
Recent Drop: $43,000
$375,000
Investment Analysis — 263 Front St.
Winchendon, MA 01475 — Winchendon Center
Based on HUD Small Area Fair Market Rent for Fitchburg-Leominster, MA HUD Metro FMR Area, a 2-unit multi-family in 01475 carries an estimated $4,440/mo in gross rent — about a 10.00% cap rate and $37,499/yr in estimated NOI at the $375,000 list price. Adjust every assumption in the calculator below.
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.
Estimates — not financial advice
These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.
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Property & Lot
Neighborhood
Shopping • Park • Walk/Jog Trails • Medical Facility • Laundromat • Bike Path
Geography
Property History
$375,000
Was $399,999
Sep 11, 2026
MLS® 73558512
$399,999
Was $418,000
Sep 1, 2026
MLS® 73558512
$418,000
Aug 3, 2026
MLS® 73558512
Listing Agent: Leanne Roy
Listing Office: Keller Williams Realty North Central
MLS® Number: 73558512
