142 Pleasant St, Winchendon, MA 01475

Local realty services provided by:Better Homes and Gardens Real Estate The Shanahan Group
142 Pleasant St,Winchendon, MA 01475
$445,000
  • 5 Beds
  • 3 Baths
  • 2,763 sq. ft.
  • Multi-family
  • Active
Upcoming open houses
  • Sat, Aug 15
    11:00 am - 12:30 pm
  • Sun, Aug 16
    11:00 am - 12:30 pm
Listed by: noelle medugno
Office: lamacchia realty, inc.
MLS#:73563079
Source:MLSPIN

Price summary

  • Price:$445,000
  • Price per sq. ft.:$161.06

About this home

Welcome to 142 Pleasant St! This spacious two-family home offers 5 bedrooms, 2.5 baths, and a versatile layout. Recent updates include refinished hardwood floors, new interior paint throughout, restored carpentry, updated light fixtures, and major electrical improvements. The kitchen features new quartz countertops and new appliances, while bathroom updates include new vanities and toilets. The third level includes a bonus room and bedroom, providing even more usable space. A two-level garage adds another unique feature, with a second floor, its own egress, and plenty of possibilities. Unit 2 is located on the second floor including 1 bedroom, living room, updated bathroom and updated kitchen with quartz countertops. Conveniently located near the center of Winchendon, with shops, dining, and local amenities nearby, along with the North Central Pathway, Whitney Pond, and Lake Dennison State Recreation Area. This property has character, thoughtful updates, flexible space, and plenty of...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with a BHGRE®  affiliated agent to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a BHGRE®  affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (CENTURY 21® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ).
 I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1870
  • Listing ID #:73563079
  • Updated:August 13, 2026 at 02:32 PM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:3
  • Full bathrooms:2
  • Half bathrooms:1
  • Rooms Total:13
  • Flooring:Carpet, Hardwood, Tile, Vinyl, Wood
  • Dining Description:Dining Room
  • Bathrooms Description:Bathroom With Tub & Shower
  • Kitchen Description:Dishwasher, Kitchen, Oven, Range, Refrigerator
  • Basement Description:Interior Entry, Sump Pump, Unfinished
  • Living area:2,763 sq. ft.

Heating and cooling

  • Heating:Oil, Steam

Structure and exterior

  • Roof:Shingle
  • Year built:1870
  • Building area:2,763 sq. ft.
  • Lot area:0.25 Acres
  • Lot Features:Corner Lot
  • Exterior Features:Porch
  • Foundation Description:Stone

Schools

  • High school:Murdock High School
  • Middle school:Murdock Middle School
  • Elementary school:Toy Town Elementary

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$445,000
  • Price per sq. ft.:$161.06
  • Tax amount:$3,996 (2025)

Features and amenities

  • Appliances:Dishwasher, Range, Refrigerator
  • Laundry features:Washer & Dryer Hookup
  • Amenities:Crown Molding

Parking

  • Total parking spaces:5
  • Parking description:Off Street, Paved, Paved Drive
  • Garage:Yes
  • Garage spaces:1
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.