Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$590,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 3,400 Sq. Ft.
  • 5.49 Acres
  • 2 Car Garage
  • Updated 6 hours ago

Next open house:

Open House: 11:00 AM - 1:00 PM

Sunday 7/12 11:00 AM - 1:00 PM

365 Benjamin St,Winchendon, MA 01475

365 Benjamin StWinchendonMA01475

Get directions
See This Home
Save This Home
See This Home
Save 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.

Full Property Details for 365 Benjamin St

General

  • Price: $590,000
  • Taxes: $6,507 (2025)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73546210
  • Updated: Today (7/8/2026)
  • Added to Site: Today

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Bathroom 1: First
  • Bathroom 2: Second
  • Bathroom 3: Second

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: 15.00 x 16.00, Second
  • Bedroom 2: 10.00 x 16.00, First
  • Bedroom 3: 10.00 x 16.00, First
  • Bedroom 4: 15.00 x 11.00, Second

Other Rooms

  • Living Room: 16.00 x 22.00, First
  • Kitchen: First
  • Dining Room: 14.00 x 22.00, Main, First
  • Office: First

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Under, Off Street, Unpaved

Location

  • County: Worcester

Structural Information

  • Architectural Style: Colonial
  • Basement: Yes
  • Square Feet: 3,400
  • Year Built: 2016

Lot Features

  • Lot Size (Acres): 5.49

Financial Considerations

  • Tax Amount: $6,507
  • Tax Year: 2025

Disclosures and Reports

  • Disclosures/Rstr.: Hot water heater replaced 2025. ServPro fixed and replaced an exhaust pipe book leak in roof. Master bedroom and kitchen ceilings were replaced.
  • Property ID: M:8A3 B:0 L:49, 4142497

Listed by Keller Williams Realty North Central, Sheena Butler

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 365 Benjamin St —

  • Sheena Butler

    Keller Williams Realty North Central

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 365 Benjamin St

School District:Winchendon School District
NameGradesDistance
Toy Town Elementary School
175 Grove Street, Winchendon, MA 01475
3-51.4 mi
Memorial Elementary School, Winchendon, MA
32 Elmwood Road, Winchendon, MA 01475
K-22 mi
Murdock Middle School
3 Memorial Drive, Winchendon, MA 01475
6-82.1 mi
Murdock High School
3 Memorial Drive, Winchendon, MA 01475
9-122.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 365 Benjamin St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/08/2026
Listed
$590,000
81.69%
MLS
2/10/2017
Sold
$324,730
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 365 Benjamin St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,507
—
$553,800
6%
2024
$6,525
10%
$520,300
18%
2023
$5,911
-2%
$441,100
10%
2022
$6,038
1%
$399,600
5%
2021
$6,007
6%
$382,100
10%
2020
$5,652
2%
$347,200
5%
2019
$5,541
1%
$331,600
4%
2018
$5,510
147%
$317,600
156%
2017
$2,228
138%
$124,000
130%
2016
$938
4%
$53,800
—
2015
$900
-2%
$53,800
-7%
2014
$922
—
$57,800
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 365 Benjamin St

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Keller Williams Realty North Central, Sheena Butler

Similar Properties near 365 Benjamin St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

34 Morse Rd, Royalston, MA 01368 - Photo 1
$639,000

34 Morse Rd  Royalston, MA 01368

  • Single Family
  • Active
  • Updated 1 day ago
  • 5
    Beds
  • 3
    Total Baths
  • 2,936
    Sq. Ft.
48 Daria Dr, Rindge, NH 03461 - Photo 1
$550,000

48 Daria Dr  Rindge, NH 03461

  • Single Family
  • Active
  • Updated 7 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,720
    Sq. Ft.
Listed by Borderline Realty, LLC
407 Middle Winchendon Rd, Rindge, NH 03461 - Photo 1
$579,000

407 Middle Winchendon Rd  Rindge, NH 03461

  • Single Family
  • Active
  • 4
    Beds
  • 2
    Total Baths
  • 1,986
    Sq. Ft.
Listed by EXP Realty
6 Loon Rd, Winchendon, MA 01475 - Photo 1
$578,900

6 Loon Rd  Winchendon, MA 01475

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,924
    Sq. Ft.

Just Listed near 365 Benjamin St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

185 Thomas Rd, Rindge, NH 03461 - Photo 1 Just Listed
$875,000

185 Thomas Rd  Rindge, NH 03461

  • Single Family
  • Active
  • Updated 5 days ago
  • 5
    Beds
  • 3
    Total Baths
  • 4,284
    Sq. Ft.
Listed by EXP Realty
300 Robbins Rd, Rindge, NH 03461 - Photo 1 Just Listed
$899,000

300 Robbins Rd  Rindge, NH 03461

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,087
    Sq. Ft.
Listed by Borderline Realty, LLC
216 Main St, Rindge, NH 03461 - Photo 1 Just Listed
$359,900

216 Main St  Rindge, NH 03461

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,526
    Sq. Ft.
Listed by Homesphere Realty, LLC
87 Murray Rd, Ashburnham, MA 01430 - Photo 1 Just Listed
$518,000

87 Murray Rd  Ashburnham, MA 01430

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,550
    Sq. Ft.

Price Reduced near 365 Benjamin St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

19 Heritage Dr, Rindge, NH 03461 - Photo 1 Price Reduced
-$10,000 (-1.72%)
$569,900

19 Heritage Dr  Rindge, NH 03461

  • Single Family
  • Active
  • Updated 2 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,764
    Sq. Ft.
Listed by North New England Real Estate Group
26 Pearl Rd, Ashburnham, MA 01430 - Photo 1 Price Reduced
-$15,100 (-2.24%)
$659,900
Open House

26 Pearl Rd  Ashburnham, MA 01430

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,279
    Sq. Ft.
Listed by Straight Real Estate Solutions (978) 840-4014 and Thea Houghton (978) 833-7151
16 Chapel St, Ashburnham, MA 01430 - Photo 1 Price Reduced
-$5,000 (-1.25%)
$395,000

16 Chapel St  Ashburnham, MA 01430

  • Single Family
  • Active
  • Updated 22 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,481
    Sq. Ft.
Listed by Emily Chapdelaine (508) 272-7358
33 Watatic Pond Rd, Ashburnham, MA 01430 - Photo 1 Price Reduced
-$35,000 (-12.28%)
$250,000

33 Watatic Pond Rd  Ashburnham, MA 01430

  • Single Family
  • Active
  • Updated 23 hours ago
  • 1
    Bed
  • 1
    Total Bath
  • 681
    Sq. Ft.

Recent Sales near 365 Benjamin St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

160 Eagle Rd, Winchendon, MA 01475 - Photo 1 Sold
$515,000

160 Eagle Rd  Winchendon, MA 01475

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,856
    Sq. Ft.
330 Benjamin St, Winchendon, MA 01475 - Photo 1 Sold
$525,000

330 Benjamin St  Winchendon, MA 01475

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,070
    Sq. Ft.
34 Prospect St, Winchendon, MA 01475 - Photo 1 Sold
$555,000

34 Prospect St  Winchendon, MA 01475

  • Multi-Family
  • Closed
  • 2
    Units
  • 5
    Total Beds
  • 1.63
    Acres
49 Doyle Ave, Winchendon, MA 01475 - Photo 1 Sold
$575,000

49 Doyle Ave  Winchendon, MA 01475

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,834
    Sq. Ft.

365 Benjamin St, Winchendon, MA 01475 (MLS# 73546210) is a Single Family property with 5 bedrooms, 2 full bathrooms and 1 partial bathroom. 365 Benjamin St is currently listed for $590,000 and was received on July 08, 2026. Want to learn more about 365 Benjamin St? Do you have questions about finding other Single Family real estate for sale in Winchendon? You can browse all Winchendon real estate or contact a Coldwell Banker agent to request more information.

Tour this property