$445,000
142 Pleasant St
Winchendon, MA, 01475
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 Details
Price:
$445,000
MLS #:
73563079
Status:
Active Under Contract
Beds:
5
Baths:
2.5
Type:
Multi Family
Neighborhood:
winchendoncenter
Listed Date:
Aug 13, 2026
Finished Sq Ft:
2,763
Total Sq Ft:
2,763
Lot Size:
10,890 sqft / 0.25 acres (approx)
Year Built:
1870
Units:
2
Schools
Elementary School:
Toy Town Elementary
Middle School:
Murdock Middle School
High School:
Murdock High School
Interior
Above Grade Finished Area
2763
Appliances
Range, Oven, Dishwasher, Refrigerator
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Flooring
Wood, Vinyl, Carpet, Hardwood, Tile
Heating
Steam, Oil
Interior Features
Cathedral/Vaulted Ceilings, Crown Molding, Stone/Granite/Solid Counters, Upgraded Countertops, Bathroom With Tub & Shower, Remodeled, Living Room, Dining Room, Kitchen, Family Room, Laundry Room
Laundry Features
Washer & Dryer Hookup
Levels
4
Exterior
Community Features
Public Transportation, Shopping, Pool, Park, Walk/Jog Trails, Bike Path, Conservation Area, House of Worship, Public School
Covered Spaces
1
Garage Spaces
1
Lot Features
Corner Lot
Open Parking Spaces
4
Open Parking YN
1
Parking Features
Paved Drive, Off Street, Paved
Parking Spots
5
Parking Total
5
Patio And Porch Features
Porch
Roof
Shingle
Stories
4
Window Features
Box/Bay/Bow Window(s)
Financial
Tax Year
2025
Taxes
$3,996
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Multi Family in Winchendon as of Sep 01, 2026
5
Multi Family Listed
48
Avg DOM
150
Avg $ / SqFt
$443,600
Avg List Price
Community
- Address142 Pleasant St Winchendon MA
- CityWinchendon
- CountyWorcester
- Zip Code01475
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Property Summary
- 142 Pleasant St Winchendon MA is a Multi Family for sale in Winchendon, MA, 01475. It is listed for $445,000 To schedule a showing of MLS#73563079 at 142 Pleasant St in Winchendon, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Lamacchia Realty, Inc.. The property listing data and information 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 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 set forth herein.
142 Pleasant St
Winchendon, MA