
374 Front Street Winchendon — Photo 1 of 42
Recent Drop: $14,900
$385,000
374 Front Street, Winchendon, MA 01475
Winchendon, MA 01475
Beds
4
Baths
1.5
SqFt
1,686
Style
Single Family
Built
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.
Key facts
It was listed on September 3, 2026. The price has come down from an original $399,900 to $385,000, most recently on September 28, 2026. The annual property taxes are $2,990 (2025 tax year). It sits on a 0.25-acre (10,759 sq ft) lot.
Immersive Experience
Open Houses
Market Value Analysis
* Analysis is based on 23 actively listed and recently sold comparable properties strictly within Winchendon, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Water Heater • Range • Dishwasher • Refrigerator • Washer • Dryer
Neighborhood
Park • Walk/Jog Trails • Bike Path • Conservation Area
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl First21 x 15
Flooring - Hardwood, Exterior Access, Lighting - Overhead
Dining Room
Lvl First15 x 11
Flooring - Hardwood, Lighting - Overhead
Kitchen
Lvl First15 x 15
Flooring - Hardwood, Stainless Steel Appliances, Lighting - Overhead
Office
Lvl First11 x 11
Flooring - Hardwood, Lighting - Overhead
Primary Bedroom
Lvl Second15 x 14
Closet, Flooring - Hardwood, Lighting - Overhead
Bedroom 2
Lvl Second13 x 13
Bedroom 3
Lvl Second10 x 15
Closet, Flooring - Hardwood, Lighting - Overhead
Bedroom 4
Lvl First10 x 11
Closet, Flooring - Hardwood, Lighting - Overhead
Bathroom 1
Lvl First6 x 4
Bathroom - Half, Flooring - Vinyl
Bathroom 2
Lvl Second7 x 10
Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Vinyl
Property History
$385,000
Was $399,900
Sep 29, 2026
MLS® 73571805
$399,900
Sep 3, 2026
MLS® 73571805
Questions about this home
When was 374 Front Street, Winchendon listed?
374 Front Street, Winchendon was listed on September 3, 2026.
Has the price of 374 Front Street, Winchendon changed?
The price has come down from an original $399,900 to $385,000, most recently on September 28, 2026.
What are the property taxes for 374 Front Street, Winchendon?
The annual property taxes for 374 Front Street, Winchendon are $2,990 (2025 tax year).
How big is the lot at 374 Front Street, Winchendon?
374 Front Street, Winchendon sits on a 0.25-acre (10,759 sq ft) lot.
What is the status of 374 Front Street, Winchendon?
374 Front Street, Winchendon is actively listed for sale.
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
1,805 housing units permitted in the last 12 months (+1% vs the prior 12 months) — 1,007 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 843 sq ft (the lesser of 900 sq ft or half the 1,686 sq ft principal dwelling). Lot size: 10,759 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Ali Ludwig
Listing Office: Keller Williams Realty-Merrimack
MLS® Number: 73571805







