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374 Front Street

Winchendon, MA 01475

Offered at$399,900

Residential · Active · MLS #73571805
Listing Courtesy of Keller Williams Realty-Merrimack | Ali Ludwig

4Bedrooms
2Bathrooms
1,686Square feet
1900Year built

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MLS PIN data

About this home

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.

Property information

Details at a glance

Interior

Rooms
8
Heating
Baseboard, Oil
Cooling
Window Unit(s), Dual
Flooring
Vinyl, Hardwood, Flooring - Hardwood

Building

Style
Single Family Residence
Year built
1900
Parking
3
Foundation
Stone, Brick/Mortar
Roof
Shingle

Land & utilities

Lot size
0.25 acres
Water
Public
Sewer
Public Sewer
Zoning
R4

Financial

Annual taxes
$2,990
Assessment year
2025

Listing history

Price and status timeline

No additional public listing history was supplied for this property.

Property value estimate

An informed starting point

Estimated value$408,760

Estimated range $394,332$423,187

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Sold Jun 18, 2026$420,000

184 Regan St

Sold Jul 24, 2026$373,500

29 Terrace St

Sold Jul 27, 2026$425,000

92 Heywood Street

Photo insights

Condition signals

Overall presentationaverage

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Winchendon

MetricThis propertyWinchendon
List price$399,900$325,00023% above local
Price / sq ft$237$2303% above local
Days on market13197% below local
Explore homes in Winchendon

Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.

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Common questions

About 374 Front Street

Can I schedule a private showing?

Yes. Request a tour of 374 Front Street 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.