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.
Sold for $451,900
$451,900
142 Pleasant St, Winchendon, MA 01475
5beds
2,763sqft
Multi Family
Built in 1870
-- sqft lot
$451,800 Zestimate®
$164/sqft
$2,234 Estimated rent
Home value
$451,800
$420,000 - $483,000
$2,234/mo
Zestimate® history
Owner options
List your home for rent
$2,234/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$2,234/mo
Rent Zestimate®
Refinance and save
$3,094/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$3,094/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Refinished hardwood floorsMajor electrical improvementsUpdated light fixturesRestored carpentryNew interior paint throughout
Zillow last checked:
Listing updated:
Listed by:
Noelle Medugno 617-887-0200,
Lamacchia Realty, Inc. 978-993-3600
Bought with:
Dorisbel Baez
The Premium Group Real Estate
Source: MLS PIN,MLS#: 73563079
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Heating
- Steam, Oil
Appliances
- Included: Range, Oven, Dishwasher, Refrigerator
- Laundry: Washer & Dryer Hookup
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
- Flooring: Wood, Vinyl, Carpet, Hardwood, Tile
- Windows: Box/Bay/Bow Window(s)
- Basement: Interior Entry,Sump Pump,Unfinished
- Has fireplace: No
Interior area
- Total structure area: 2,763
- Total interior livable area: 2,763 sqft
- Finished area above ground: 2,763
Property
Parking
- Total spaces: 5
- Parking features: Paved Drive, Off Street, Paved
- Garage spaces: 1
- Uncovered spaces: 4
Features
- Patio & porch: Porch
Lot
- Size: 0.25 Acres
- Features: Corner Lot
Details
- Parcel number: M:5B3 B:0 L:16,3494249
- Zoning: C3
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Materials
- Foundation: Stone
- Roof: Shingle
Condition
- Year built: 1870
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Public Transportation, Shopping, Pool, Park, Walk/Jog Trails, Bike Path, Conservation Area, House of Worship, Public School
Location
- Region: Winchendon
Financial & listing details
- Price per square foot: $164/sqft
- Tax assessed value: $340,100
- Annual tax amount: $3,996
- Date on market: 9/4/2026
- Total actual rent: 0
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 9/23/2026 | Sold | $451,900+1.6%$164/sqft |
Source: MLS PIN #73563079 Report a problem | ||
| 9/7/2026 | Pending sale | $445,000$161/sqft |
Source: MLS PIN #73563079 Report a problem | ||
| 8/24/2026 | Contingent | $445,000$161/sqft |
Source: MLS PIN #73563079 Report a problem | ||
| 8/13/2026 | Listed for sale | $445,000+39.5%$161/sqft |
Source: MLS PIN #73563079 Report a problem | ||
| 12/10/2024 | Sold | $319,000-8.8%$115/sqft |
Source: MLS PIN #73297058 Report a problem | ||
| 10/24/2024 | Contingent | $349,900$127/sqft |
Source: MLS PIN #73297058 Report a problem | ||
| 10/1/2024 | Listed for sale | $349,900$127/sqft |
Source: MLS PIN #73297058 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,996 +1.1% | $340,100 +7.9% |
| 2024 | $3,951 +13.2% | $315,100 +21% |
| 2023 | $3,491 +8.2% | $260,500 +22% |
| 2022 | $3,226 -1.3% | $213,500 +2.7% |
| 2021 | $3,268 -2.4% | $207,900 +1.1% |
| 2020 | $3,347 +5.3% | $205,600 +8.1% |
| 2019 | $3,178 +7.3% | $190,200 +11.4% |
| 2018 | $2,963 -2.5% | $170,800 +1% |
| 2017 | $3,039 +5.7% | $169,100 +2.5% |
| 2016 | $2,874 +4.2% | $164,900 |
| 2015 | $2,757 +6.4% | $164,900 +1.5% |
| 2014 | $2,592 +11.6% | $162,400 +4.4% |
| 2013 | $2,323 -0.4% | $155,600 +0.8% |
| 2012 | $2,333 +3.3% | $154,400 -3.9% |
| 2011 | $2,259 -5.9% | $160,700 -11.6% |
| 2010 | $2,400 +0.1% | $181,800 -8% |
| 2009 | $2,397 +3.7% | $197,600 -1.8% |
| 2008 | $2,312 +2.4% | $201,200 |
| 2007 | $2,257 -1.1% | $201,200 +2.6% |
| 2006 | $2,283 +30.1% | $196,100 +31.9% |
| 2005 | $1,755 +2.8% | $148,700 +14.9% |
| 2004 | $1,708 +2.8% | $129,400 +6% |
| 2003 | $1,661 +3.3% | $122,100 +30.9% |
| 2002 | $1,608 +5.4% | $93,300 -1.2% |
| 1999 | $1,526 | $94,400 |
Find assessor info on the county website
Neighborhood: 01475
Nearby homes
- $373,7005 bd3 ba2.5k sqft148 Pleasant St, Winchendon, MA 01475Off Market
- $339,8003 bd2 ba1.8k sqft53 Spruce St, Winchendon, MA 01475Off Market
- $--2 bd1 ba1k sqft49 Spruce St #3, Winchendon, MA 01475Off Market
- $572,5008 bd4 ba4.4k sqft49 Spruce St, Winchendon, MA 01475Off Market
- $454,700-- bd3 ba3k sqft162 Pleasant St, Winchendon, MA 01475Off Market
- $401,0005 bd2 ba2.4k sqft145 Pleasant St, Winchendon, MA 01475Off Market
- $616,2007 bd5 ba6.4k sqft122 Pleasant St, Winchendon, MA 01475Off Market
- $285,0005 bd2 ba1.7k sqft151 Pleasant St, Winchendon, MA 01475Off Market
Nearby schools
GreatSchools rating
- 4/10Toy Town Elementary SchoolGrades: 3-5Distance: 0.3 mi
- 5/10Murdock Middle SchoolGrades: 6-8Distance: 1 mi
- 3/10Murdock High SchoolGrades: 9-12Distance: 1 mi
Schools provided by the listing agent
- Elementary: Toy Town Elementary
- Middle: Murdock Middle School
- High: Murdock High School
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
- Massachusetts
- Worcester County
- Winchendon
- 01475
- 142 Pleasant St
