365 Benjamin St, Winchendon MA 01475

Winchendon, MA 01475
$590,000
Est. $3,726/month
Estimate assumptions

20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.

Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.

Adjust the payment calculator
5
Beds
2.5
Baths
3,400
Sq Ft
$174
Price/Sq Ft
5.49
Acres
2016
Year Built
2
Garage Spaces
21
Days on Market
Sale Pending Listed Jul 8, 2026 • MLS# 73546210 Copied! • Updated Aug 4, 2026

Track this home for price, status, and open-house alerts.

About this home

This beautifully maintained 5 bedroom, 2 1/2 bath colonial boasts over 3400 sq ft. of living space. Built in 2016, this single-family residence offers spacious comfort and expansive outdoor living. The large open concept fist floor includes a modern kitchen with stainless steel appliances, granite countertops, a dual oven and center island with cooktop. A slider off the kitchen leads to a private deck with a patio fire pit and above ground pool just steps away.The property sits on a generous 5.49 acre lot, offering significant private outdoor space for recreation or quiet enjoyment. A two-car garage provides practical storage and parking solutions. This property offers a connection to nature, while only a 4 minute drive to Winchendon center with amenities such as restaurants and shopping.

BMN Estimate

Get the number an algorithm can't give you

A free agent CMA factors in condition, upgrades, and the street — the things comps alone can't see.

Recently Sold Nearby

Property History

Market Insights

Property Timeline

⏳
Pending Sale
Jul 30, 2026
Offer accepted, sale pending
🏠
Listed for Sale
Jul 8, 2026
$590,000
Original listing
Office: Keller Williams Realty North Central

Tax History

Year Taxes Assessment
2025 $6,507 $553,800

Financial Details

Annual Property Tax
$6,507
Tax Year 2025
Assessed Value
$553,800

Facts & Features

2 Car Garage

Home Facts

Type Residential
Style Single Family Residence
Year Built 2016
Living Area 3,400 sq ft
Lot Size 5.49 acres
Bedrooms 5
Full Baths 2
Half Baths 1
Total Rooms 9

Interior

Heating Baseboard, Oil
Cooling None
Flooring Tile, Hardwood, Wood Laminate
Appliances Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
Fireplace Living Room
Fireplaces 1
Basement Full, Partially Finished, Garage Access, Concrete
Laundry Electric Dryer Hookup, Washer Hookup
Features Closet, Home Office, Den, Finish - Sheetrock

Exterior

Construction Frame
Architecture Colonial
Roof Shingle
Features Deck - Wood, Deck - Composite, Patio, Pool - Above Ground
Pool Above Ground
Spa None
Fencing None
Patio/Porch Deck - Wood, Deck - Composite, Patio
Garage Spaces 2
Has Garage Yes
Features Under, Off Street, Unpaved
Total Spaces 6
Electric Circuit Breakers, 200+ Amp Service
Water Public
Sewer Public Sewer
Gas None
Other For Electric Range, For Electric Oven, For Electric Dryer, Washer Hookup
Annual Tax $6,507
Assessed Value $553,800
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures Hot Water Heater Replaced 2025. Servpro Fixed And Replaced An Exhaust Pipe Book Leak In Roof. Master Bedroom And Kitchen Ceilings Were Replaced.
Possession None
Accepted Financing None
Structure Type []
House Color tan
Sq Ft Source Public Record
Sq Ft Disclosures Measurement estimates, buyer to perform due diligence
Documents None
County Worcester
Total market time (incl. prior listings) 27 days

Property Overview

Property Type
Single Family Residence
Listing Type
Sale Pending
Year Built
2016
Bedrooms
5
Full Bathrooms
2
Half Bathrooms
1
Living Area
3,400 sq ft
Total Rooms
9

Floor Layout

Interior Features

Flooring: Tile, Hardwood, Wood Laminate
Appliances: Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
Interior Features: Closet, Home Office, Den, Finish - Sheetrock
Windows:
Basement: Full, Partially Finished, Garage Access, Concrete
Laundry: Electric Dryer Hookup, Washer Hookup
Security:

Construction & Materials

Style: Colonial
Year Built: 2016
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Baseboard, Oil
Cooling: None
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Deck - Wood, Deck - Composite, Patio, Pool - Above Ground
Patio & Porch: Deck - Wood, Deck - Composite, Patio
Fencing:
Other Structures:
Lot Features: Wooded, Gentle Sloping
Road Surface: Paved

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 6
Parking Features: Under, Off Street, Unpaved

Special Features

Fireplaces: 1
Fireplace Type: Living Room
Pool: Private Pool
Pool Features: Above Ground
Community Amenities: Shopping, Park, Walk/Jog Trails, Bike Path, Private School, Public School, Other
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
E

Elementary Schools

3 schools
C
Toy Town Elementary School
1.4 mi | #623 of 825 | Score: 39.6
Dropped 32 spots from last year
-18.6 below state avg
309 students Moderate
Grades 03-05
Winchendon PreSchool Program
2.0 mi
63 students Less Diverse
Grades PK
Memorial School
2.0 mi
245 students Moderate
Grades K-02
M

Middle Schools

1 school
C-
Murdock Middle School
2.1 mi | #308 of 352 | Score: 31.0
Improved 57 spots from last year
-27.2 below state avg
272 students Moderate
Rising School
Grades 06-08
H

High Schools

3 schools
The Winchendon School
0.6 mi
Grades 08-12
B
Murdock Academy for Success
2.1 mi | #183 of 346 | Score: 69.8
Same rank as last year
1 students Less Diverse
College Ready Curriculum
Grades 06-12
C-
Murdock High School
2.1 mi | #282 of 346 | Score: 44.1
Improved 11 spots from last year
-14.1 below state avg
238 students Moderate
14 sports • 494 athletes
College Ready Curriculum
Grades 09-12
Learn about these ratings

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $542
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

Loading map...

Neighborhood

365 Benjamin St, Winchendon MA 01475

Winchendon, MA 01475

Listing Information

Listing Office Keller Williams Realty North Central
Office Phone 978-840-9000
Agent MLS ID CN254014
Office MLS ID K95580
Listing Data Updated Aug 4, 2026 11:18 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

Contact Us

BMN Boston Real Estate
BMN Boston Real Estate
BMN Boston Powered by SERHANT
Ask about this property — free, no obligation.

Similar Homes for Sale

Comparable Properties

Customize Comparable Search

Finding comparable properties...

Market Analytics for Winchendon, MA

Real-time market trends and pricing data for this area

Loading market insights for Winchendon.