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374 Front Street, Winchendon MA 01475

$399,900

Estimated $2,713/month Calculator

Single Family

4 Bedrooms

Baths

1686

Total Parking: 3

10,759 (0.25)

Built in 1900

There’s something special about a Village Colonial: the character, the generous rooms and the feeling of being connected to the heart of town. Welcome to 374 Front Street, where you’ll find all of that, plus a floor plan with plenty of room to make it your own. The spacious 15x15 eat-in kitchen, with newer appliances and hardwood floors, is made for morning coffee, weeknight dinners and conversations around the table. A separate dining room gives you great space to celebrate holidays and gatherings, while the oversized 21x15 living room offers plenty of space to gather and relax. Need flexibility? A first-floor bedroom/separate office create options for guests, working from home, a playroom or hobby space, plus additional open space between the dining room and living room. Upstairs are three more generously sized bedrooms, including a 15x14 primary bedroom and a 13x13 bedroom with a walk-in closet. Wood floors (mix of hardwood, Douglas Fir and Pine) run throughout much of the home, and second-floor laundry keeps everyday chores conveniently close to the bedrooms. Outside, enjoy a level backyard with room for gardening, games, summer cookouts or simply relaxing at home. The porch adds another spot to sit back and enjoy the neighborhood, while the newer 2024 roof is an important update already taken care of. Best of all, you’re close to the heart of Winchendon, with local shops, dining, Beals Memorial Library and community activities nearby. Outdoor adventures are easy to find too, from the North Central Pathway and Winchendon Community Park to nearby Lake Dennison and Otter River. If you’ve been waiting for a home with character, space to spread out and the convenience of village living, this one deserves a closer look.

This home has been viewed 3 times

Last Checked: September 15th, 2026 at 10:48am (Source: MLS PIN #73571805)

Air Conditioning

Waterview

Lead Paint Free

General Information for 374 Front Street, Winchendon MA 01475

Listing ID73571805

Property TypeSingle Family / Detached

Price$399,900 ($237.19/SqFt)

StyleColonial

CityWinchendon

CountyWorcester

Neighborhood(s)

Garage Parking0

ZoningR4

Year Built1900

Year Built SourcePublic Records

Year Built DetailsActual

Interior Features for 374 Front Street, Winchendon MA 01475

Approximate Living Area Total1686

Living Area Includes BasementNo

Rooms8

Bedrooms4

Primary En Suite BathroomNo

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric220 Volts

Exterior Features for 374 Front Street, Winchendon MA 01475

Approximate Lot Size (Acres)0.25

Approximate Lot Size (Square Feet)10759

Total Parking3

Garage Parking0

WaterPublic

SewerPublic Sewer

Lot FeaturesGentle Sloping

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction MaterialsFrame

Road Frontage Type

Patio & PorchCovered

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections110 Volts

Water ViewsNo

Water Views Features

Waterfront0

Waterfront Features

Pool Features

Horse Permitted0

Horse Amenities

Disclosures for 374 Front Street, Winchendon MA 01475

Lead PaintNone

UFFINo

Living Area Includes BasementNo

Living Area Disclosure

Building Area SourcePublic Records

Special Listing Conditions

ExclusionsThere Is A Generator Hook Up - Generator Is Negotiable. Upstairs W/D Are Also Negotiable.

Compensation Based On

Financial Information for 374 Front Street, Winchendon MA 01475

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax2990

Tax Year2025

Assessed Value$254,500

Location Information for 374 Front Street, Winchendon MA 01475

Elementary SchoolMemorial/Toy Town

Middle SchoolMurdock Middle School

High SchoolMurdock High School

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 374 Front Street, Winchendon MA 01475

Agent

Name: Ali Ludwig

Office

Name: Keller Williams Realty-Merrimack

Phone: 978-692-3280

Team Members

Payment Calculator

, Interest

Property Taxes 249.17

Principal & Interest 2464.06

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Keller Williams Realty-Merrimack

Ali Ludwig

Agent Phone

Office Phone

(978) 692-3280

Text Agent Call Agent Call Office

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EXIT

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