Winchendon MA Real Estate &

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Beds:
6
Baths:
1.00
Sq.Ft.:
2,440
Status:
NEW LISTING
MLS#:
73566413
Type:
Other
Lot size:
0.19 Acres
Year built:
1900
Courtesy: Forsley Real Estate 978-375-9539
View additional info

ADDITIONAL INFORMATION

Excellent opportunity to own a spacious two-family home with the added benefit of rental income. The 1st unit offers three-bedrooms, full bath, a comfortable living room, dining area, and generously sized kitchen with access to the back porch. The second unit features two bedrooms, a full bath, living and dining areas, and a functional kitchen. Both units have separate heat and electricity, also access to basement storage. Additional it includes a fenced backyard, detached garage, and off-street parking. Conveniently located near the town center and local amenities. A great option for owner-occupants or investors!

Beds:
5
Baths:
3.00
Sq.Ft.:
2,763
Status:
Active
MLS#:
73563079
Type:
Other
Lot size:
0.25 Acres
Year built:
1870
Courtesy: Lamacchia Realty, Inc. 978-993-3600
View additional info

ADDITIONAL INFORMATION

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.

Open House:

Sunday, 8/23 11:00-12:30PM

More Open House Info >

Beds:
6
Baths:
2.00
Sq.Ft.:
2,289
Status:
Active
MLS#:
73558512
Type:
Other
Lot size:
0.25 Acres
Year built:
1846
Courtesy: Keller Williams Realty North Central 978-840-9000
View additional info

ADDITIONAL INFORMATION

Welcome to this well-maintained two-family home offering the perfect blend of charm, space, and investment potential. Each expansive unit features 3 bedrooms, bright and inviting living areas, spacious kitchens, and an abundance of natural light, creating comfortable spaces for both owners and tenants alike. Thoughtfully updated over the years, including two brand-new boilers installed in 2026, this property offers the ideal opportunity for an owner-occupant seeking supplemental rental income or an investor looking to add a turnkey duplex to their portfolio. Ideally situated in a convenient in-town location close to shopping, dining, schools, parks, and commuter routes, this versatile property delivers both lifestyle and long-term value. Whether you're starting your investment journey or growing an established portfolio, 263 Front Street is a property you'll want to see.

Beds:
7
Baths:
5.00
Sq.Ft.:
4,234
Status:
Active
MLS#:
73554552
Type:
Other
Lot size:
0.34 Acres
Year built:
1780
Courtesy: Keller Williams Realty - Merrimack 978-433-8800
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ADDITIONAL INFORMATION

Investor opportunity awaits in a great location! This sold-as-is, 2 family property on a corner lot offers potential for those looking to bring new life to a home w/ character, spacious layouts & plenty of upside. Please note: there is currently no power at the property, & this is not a bank-owned sale. Featuring 2 separate units, this property provides flexible living space for future tenants. Both units offer multiple fireplaces, original built-ins & original details that showcase the home’s character. Additional features include a side covered porch, private rear deck & off-street parking. Located close to local shops, restaurants & several local ponds along with nearby Lake Dennison Recreation Area, offering a swimming beach, fishing, picnic areas, boat ramp access, camping, & miles of trails. Great opportunity for investors, contractors, or buyers looking for a project w/ potential. Sold-as-is.

Beds:
10
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
73500166
Type:
Fourplex
Lot size:
2.3 Acres
Year built:
1860
Courtesy: www.HomeZu.com 877-249-5478
View additional info

ADDITIONAL INFORMATION

this large 4unit house located at center of the town, always fully rented, total monthly income; $6590, each tenant pay their own utilities. each unit has good size room. . the house will deliver with all the tenants because seller don't want to lose the rental income. only do showing on weekend. 4 years new roof. rare to find, great property created good cash flow, it won't last long.

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Andrea D. Conner, License 1?0?0?0?1?8?8, Xome Inc., License 9622, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

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. Copyright © 2026 MLS Property Information Network, Inc. All rights reserved.



Winchendon Real Estate

Winchendon is located in Massachusetts. Winchendon, Massachusetts has a population of 10,371. Winchendon is less family-centric than the surrounding county with 27.84% of the households containing married families with children. The county average for households married with children is 31.47%.

The median household income in Winchendon, Massachusetts is $84,120. The median household income for the surrounding county is $81,660 compared to the national median of $69,021. The median age of people living in Winchendon is 39.2 years.

Winchendon Weather

The average high temperature in July is 79.6 degrees, with an average low temperature in January of 10.3 degrees. The average rainfall is approximately 47.4 inches per year, with 66.6 inches of snow per year.

Winchendon Map

Winchendon Real Estate Market Conditions

  • Median sales price

    $375,750
    13.7%
    change since last quarter
  • # Active listings

    26
    30-day change

Winchendon Schools and Demographics

Education near Winchendon, MA

City County
High School Graduates 92.63 91.56
College Degree - 2 year 11.09 9.06
College Degree - 4 year 22.89 38.06
Graduate Degree 7.77 11.77
Expenditures per Student 19,742 19,742
Students per Teacher 12.7 12.7

Elementary Schools near Winchendon, MA

Grades Students P/T Ratio ZIP
Baldwinville Elementary School 02 - 04 188 12.1 01436
Briggs Elementary School PK - 05 549 14.6 01430
Elm Street School 03 - 05 509 14.5 01440
Helen Mae Sauter Elementary School 01 - 03 271 15.9 01440
Memorial KG - 02 299 13.9 01475
Royalston Community School KG - 06 149 13.3 01368
Toy Town Elementary School 03 - 05 278 13.9 01475
Waterford Street PK - 02 496 16.6 01440
Winchendon Preschool Program PK - PK 85 21.3 01475

Middle Schools near Winchendon, MA

Grades Students P/T Ratio ZIP
Gardner Middle School 06 - 08 567 13.5 01440
Murdock Middle School 06 - 08 353 13.2 01475
Narragansett Middle School 05 - 08 453 13.5 01436
Overlook Middle School 06 - 08 570 14.9 01430

High Schools near Winchendon, MA

Grades Students P/T Ratio ZIP
Gardner High School 09 - 12 552 11.7 01440
Murdock High School 09 - 12 330 11.9 01475
Narragansett Regional High School 09 - 12 382 11.4 01436
Oakmont Regional High School 09 - 12 718 15.6 01430
Pathways Early College Innovation School 11 - 12 34 01440
The Gateway To College 09 - 12 68 01440

Ungraded Schools near Winchendon, MA

Grades Students P/T Ratio ZIP
* Gardner Academy for Learning and Technology 09 - 12 78 11.1 01440

Demographics near Winchendon, MA

City County
Neighborhood Type Suburban
Population 10,371 856,858
Population Density 241 567
Median Age 39.2 40.2
People per Household 2.7 2.5
Median Household Income 84,120 81,660
Average Income per Capita 34,523 41,528

Real estate near Winchendon