263 Front St., Winchendon MA 01475
Winchendon, MA 01475 • Winchendon Center
$418,000
Est. $2,563/month
Open House Schedule
08
Aug
Saturday, August 8
10:00 AM - 12:00 PM EDT
About this home
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.
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Property History
Market Insights
Property Timeline
Showing Instructions Updated
Aug 3, 2026
New showing requirements
Listed for Sale
Aug 3, 2026
$418,000
Original listing
Agent: Leanne Roy
Office: Keller Williams Realty North Central
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/03/2026 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 08/03/2026 | 🏠 Listed for Sale | $418,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $2,994 | $254,800 |
Financial Details
Annual Property Tax
$2,994
Tax Year 2025
Assessed Value
$254,800
Facts & Features
Home Facts
Type
Residential Income
Style
2 Family - 2 Units Side by Side
Year Built
1846
Living Area
2,289 sq ft
Lot Size
0.25 acres
Bedrooms
6
Full Baths
2
Total Rooms
12
Investment Metrics
Units
2
Unit 1 Rent
— · N
Unit 2 Rent
— · N
Interior
Heating
None
Cooling
None
Flooring
Wood, Tile, Laminate
Appliances
None
Fireplace
None
Fireplaces
1
Basement
Concrete, Unfinished
Laundry
None
Features
None
Exterior
Construction
Frame
Architecture
None
Roof
Shingle
Features
Decorative Lighting
Pool
None
Spa
None
Fencing
None
Patio/Porch
None
Parking
Features
Paved Drive, Off Street
Total Spaces
5
Utilities
Electric
Fuses, Circuit Breakers
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Electric Oven
Financial
Annual Tax
$2,994
Assessed Value
$254,800
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
All Information Deemed Reliable But Not Guaranteed, Buyer & Agent To Conduct Due Diligence To Confirm All Information. Seller Has Not Occupied Property In Many Years And Has Limited Information. Fireplace Boarded And Unknown If It Is Operational.
Additional Details
Possession
None
Accepted Financing
Contract
Structure Type
[]
House Color
Yellow
Sq Ft Source
Public Record
Sq Ft Disclosures
Information from public record, buyer and buyers agent to conduct due diligence to confirm.
Documents
None
County
Worcester
Property Overview
Property Type
2 Family - 2 Units Side by Side
Listing Type
For Sale
Year Built
1846
Bedrooms
6
Full Bathrooms
2
Living Area
2,289 sq ft
Total Rooms
12
Stories
4
Levels
4
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,289 sq ft above grade
Display Options
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Wood, Tile, Laminate
Appliances:
Interior Features:
Windows:
Basement:
Concrete, Unfinished
Laundry:
Security:
Construction & Materials
Year Built:
1846
Structure Type:
Exterior Materials:
Frame
Roof:
Shingle
Foundation:
Stone, Granite
Stories:
4
Heating, Cooling & Utilities
Heating:
Cooling:
Hot Water:
Oil
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Decorative Lighting
Patio & Porch:
Fencing:
Other Structures:
Lot Features:
Level
Road Frontage:
132.00 ft
Road Surface:
Parking & Garage
Total Parking Spaces:
5
Parking Features:
Paved Drive, Off Street
Special Features
Fireplaces:
1
Fireplace Type:
Community Amenities:
Shopping, Park, Walk/Jog Trails, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School
Nearby Schools
School District
Winchendon School District local
F
School Safety
2024-25
5.3%
Above Average
5.1%
Suspensions
0.7%
In-School
0.2%
Emergency
0.2% below state avg
Elementary Schools
3 schools
C
Toy Town Elementary School
0.4 mi
|
#621 of 824
|
Score: 39.6
Dropped 30 spots from last year
-18.6 below state avg
292 students
Moderate
Grades 03-05
Winchendon PreSchool Program
1.3 mi
90 students
Moderate
Grades PK
Memorial School
1.3 mi
268 students
Moderate
Grades K-02
Middle Schools
1 school
C-
Murdock Middle School
1.3 mi
|
#302 of 352
|
Score: 31.1
Improved 63 spots from last year
-27.2 below state avg
281 students
Moderate
Rising School
Grades 06-08
High Schools
3 schools
The Winchendon School
0.9 mi
Grades 08-12
C-
Murdock High School
1.3 mi
|
#280 of 346
|
Score: 43.2
Improved 13 spots from last year
-15 below state avg
256 students
Moderate
14 sports
• 494 athletes
College Ready Curriculum
Grades 09-12
B
Murdock Academy for Success
1.3 mi
|
#183 of 346
|
Score: 69.8
Same rank as last year
1 students
Less Diverse
College Ready Curriculum
Grades 06-12
Learn about these ratings
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Monthly Payment Breakdown
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Property Tax
$250
Homeowners Insurance
$200
PMI (if <20% down)
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Loan Summary
Total of 360 payments
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Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Location
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Neighborhood
Winchendon Center
263 Front St., Winchendon MA 01475
Winchendon, MA 01475
Listing Information
Listing Agent
Leanne Roy
Listing Office
Keller Williams Realty North Central
Office Phone
978-840-9000
Agent MLS ID
CN261615
Office MLS ID
K95580
Listing Data Updated
Aug 3, 2026 5:35 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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