Active Under Contract
142 Pleasant St
Winchendon, MA 01475
Residential Income · Active Under Contract · MLS #73563079
Listing Courtesy of Lamacchia Realty, Inc. | Noelle Medugno
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MLS PIN data
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 potential for its next owner.
Property information
Details at a glance
Interior
- Rooms
- 13
- Heating
- Steam, Oil
- Flooring
- Wood, Vinyl, Carpet, Hardwood, Tile
Building
- Style
- Multi Family
- Year built
- 1870
- Garage
- 1
- Parking
- 5
- Foundation
- Stone
- Roof
- Shingle
Land & utilities
- Lot size
- 0.25 acres
- Water
- Public
- Sewer
- Public Sewer
- Zoning
- C3
Financial
- Annual taxes
- $3,996
- Assessment year
- 2025
Listing history
Price and status timeline
No additional public listing history was supplied for this property.
Property value estimate
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Comparable sales
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Recent comparable sales are not available for this property.
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Local market context
How this home compares 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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About 142 Pleasant St
Can I schedule a private showing?
Yes. Request a tour of 142 Pleasant St and a Bean Group agent will help coordinate an available time with the listing side.
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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.