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$350,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 1,246 Sq. Ft.
  • 0.24 Acres
  • 2 Car Garage
  • Updated 23 hours ago

Next open house:

Open House: 4:30 PM - 6:30 PM

Thursday 5/28 4:30 PM - 6:30 PM

257 Main Street,Winchendon, MA 01475

257 Main StreetWinchendonMA01475

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Join us at 257 Main Street on:

  • Open House: 10:00 AM - 11:30 AM

    Saturday 5/30 10:00 AM - 11:30 AM

    257 Main Street,Winchendon, MA 01475
    257 Main StreetWinchendonMA01475
  • Open House: 10:00 AM - 11:30 AM

    Sunday 5/31 10:00 AM - 11:30 AM

    257 Main Street,Winchendon, MA 01475
    257 Main StreetWinchendonMA01475
See This Home
Save This Home
See This Home
Save This Home
Welcome home to this meticulously maintained colonial offering 2 bedrooms, 1.5 baths, and a spacious detached 2-car garage. The bright, cabinet-packed eat-in kitchen features custom built-ins and a generous dining area. Natural light fills the living room, creating a warm, inviting space. The first floor includes a large full bath with laundry hookup, new vinyl flooring, and a mudroom with two closets. Upstairs are two bedrooms with new carpet, ample closets, and pull-down attic access. Enjoy the screened three-season porch for dining or relaxing. Outside, a 24×24 garage with new doors and openers, plus a 14×8 shed, provides excellent storage. The private backyard is a hidden gem. Minutes to Lake Dennison for swimming, camping, and recreation. Open House posted!

Full Property Details for 257 Main St

General

  • Price: $350,000
  • Taxes: $2,683 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MLSPin
  • MLS ID: 73525143
  • Updated: 5/27/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 4
  • Appliances: Range, Refrigerator

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Main - Full Baths: 1
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 2

Exterior

  • Exterior Features: Porch - Screened, Deck

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 7
  • Parking Features: Detached, Paved Drive, Off Street, Paved

Location

  • County: Worcester
  • Driving Directions: Rt 202 to Main Street

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Baseboard, Oil
  • Heating Fuel: Baseboard, Oil

Utilities

  • Sewer: Public Sewer, Private Sewer
  • Water: Public
  • Utility Description: Connection for Electric Range

Structural Information

  • Architectural Style: Colonial
  • Exterior Const.: Frame
  • Basement: Yes
  • Basement Desc.: Dirt Floor, Unfinished
  • Roof: Shingle
  • Square Feet: 1,246
  • Sq. Ft. Source: Public Records
  • Year Built: 1940

Lot Features

  • Lot Size (Acres): 0.24
  • Lot Dimensions: .24
  • Frontage: Public
  • Lot Features: Level

Financial Considerations

  • Price Per Sq. Ft.: $280.9
  • Tax Amount: $2,683
  • Tax Year: 2025
  • Terms: Contract

Disclosures and Reports

  • Exclusions: Washer, Dryer And Dehumidifier
  • Disclosures/Rstr.: List of improvements and upgrades provided by the seller. Buyer and buyer's agent to do due diligence.
  • Property ID: 3495255
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.

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— 257 Main St —

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 257 Main St

School District:Winchendon School District
NameGradesDistance
Toy Town Elementary School
175 Grove Street, Winchendon, MA 01475
3-51.9 mi
Memorial Elementary School, Winchendon, MA
32 Elmwood Road, Winchendon, MA 01475
K-22.9 mi
Murdock Middle School
3 Memorial Drive, Winchendon, MA 01475
6-82.9 mi
Murdock High School
3 Memorial Drive, Winchendon, MA 01475
9-122.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 257 Main St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/27/2026
Listed
$350,000
40%
MLS
1/06/2022
Sold
$250,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 257 Main St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,683
—
$228,300
7%
2024
$2,685
21%
$214,100
30%
2023
$2,210
-13%
$164,900
-2%
2022
$2,540
-4%
$168,100
—
2021
$2,643
5%
$168,100
8%
2020
$2,525
2%
$155,100
5%
2019
$2,476
5%
$148,200
9%
2018
$2,356
-2%
$135,800
1%
2017
$2,412
4%
$134,200
1%
2016
$2,313
4%
$132,700
—
2015
$2,219
6%
$132,700
1%
2014
$2,092
—
$131,100
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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257 Main Street, Winchendon, MA 01475 (MLS# 73525143) is a Single Family property with 2 bedrooms, 1 full bathroom and 1 partial bathroom. 257 Main Street is currently listed for $350,000 and was received on May 27, 2026. This property is listed by MC Stewart from our Westford Office.Want to learn more about 257 Main Street? Do you have questions about finding other Single Family real estate for sale in Winchendon? You can browse all Winchendon real estate or contact a Coldwell Banker agent to request more information.

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