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Bean Group
Offered at $375,000Active
beds
6
baths
2
sq ft
2,289
Built
1846

263 Front St.

Winchendon, MA 01475

About this home

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.

Listing last checked: Listing updated:

Listed by Leanne Roy · Keller Williams Realty North Central · MLS #73558512

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Details at a glance

Interior4 property facts
Rooms
12
Flooring
Wood, Tile, Laminate
Basement
Yes · Concrete, Unfinished
Fireplaces
1
Building5 property facts
Style
2 Family - 2 Units Side by Side
Year built
1846
Parking
5
Foundation
Stone, Granite
Roof
Shingle
Land & utilities5 property facts
Lot size
0.25 acres
Water
Public
Sewer
Public Sewer
Pool
Not reported
Zoning
C2
Financial2 property facts
Annual taxes
$2,994
Assessment year
2025

Location

Estimated monthly cost

Explore costs at the $375,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$2,146 / monthAdjust
Principal & interest
$1,896
Property tax
$250
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $2,994. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

More property insights

Automated value estimate $416,911

Estimated range $402,483–$431,340.

Automated estimates are not appraisals or guarantees of market value.

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Photo-based condition insights

Overall presentation: average

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About 263 Front St.

Can I request a private showing?

Request a tour of 263 Front St. and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.