361 Benjamin St, Winchendon, MA 01475
OFF MARKET

$384,000

Trulia Estimate
  • 3 Beds
  • 1 Bath
  • 1,400 sqft (on 2 acres)

361 Benjamin St, Winchendon, MA 01475

Est. Refi. Payment $2,513/mo*
Refinance Your Home
Currently Off Market - Sold Sep 1, 2021 for $249,000

Home Value

Trulia Estimate
$384K
Since last month
Increased$5K (+1.2%)
Since last year
Increased$21K (+5.7%)
Since last sale
Increased$138K (+55.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +138% in the last 10 years
MonthEstimated value
2026
September 2026$387K
August 2026$382K
July 2026$394K
June 2026$390K
May 2026$385K
April 2026$381K
March 2026$377K
February 2026$368K
January 2026$356K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
160 Eagle Rd, Winchendon, MA
0.17
Single-Family Home
$515,000
05/28/26
3
1.5
1,856
27 Cottage St, Winchendon, MA
0.46
Single-Family Home
$415,000
01/13/26
3
2.5
1,400
330 Benjamin St, Winchendon, MA
0.16
Single-Family Home
$525,000
06/02/26
3
3
2,070
305 Benjamin St, Winchendon, MA
0.32
Single-Family Home
$485,000
06/12/26
4
2
2,667
21 Cottage St, Winchendon, MA
0.46
Single-Family Home
$440,000
02/06/26
3
2.5
1,400
15 Cottage St, Winchendon, MA
0.48
Single-Family Home
$455,000
09/23/25
4
2
1,668
93 High St, Winchendon, MA
0.49
Single-Family Home
$315,000
04/09/26
4
1.5
1,868
31 Spring Pl, Winchendon, MA
0.84
Single-Family Home
$390,000
10/20/25
3
1
1,414
207 River St, Winchendon, MA
1.04
Single-Family Home
$282,000
07/10/26
2
1
1,001
250 Teel Rd, Winchendon, MA
1.19
Single-Family Home
$400,000
04/30/26
3
1
1,375

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
6 Loon Rd, Winchendon, MA 01475
0.15
$539,000
3
2.5
1,924
For Sale
5 Eagle Rd, Winchendon, MA 01475
0.15
$596,100
4
2.5
2,784
Off Market
10 Eagle Rd, Winchendon, MA 01475
0.17
$507,600
4
2.5
2,648
Off Market
160 Eagle Rd, Winchendon, MA 01475
0.17
$515,000
3
1.5
1,856
Recently Sold
20 Eagle Rd, Winchendon, MA 01475
0.21
$694,200
4
2.5
3,208
Off Market
330 Benjamin St, Winchendon, MA 01475
0.16
$525,000
3
3
2,070
Recently Sold
177 High St, Winchendon, MA 01475
0.30
$445,900
4
1.5
2,536
Off Market
305 Benjamin St, Winchendon, MA 01475
0.32
$485,000
4
2
2,667
Recently Sold
25 Fairbank St, Winchendon, MA 01475
0.39
$702,800
4
4
5,284
Off Market
27 Cottage St, Winchendon, MA 01475
0.46
$415,000
3
2.5
1,400
Recently Sold
21 Cottage St, Winchendon, MA 01475
0.46
$440,000
3
2.5
1,400
Recently Sold
550 Hale St, Winchendon, MA 01475
0.53
$538,100
4
2
2,448
Off Market

Local Information

  • Map ViewExplore the area around 361 Benjamin St.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1952
2 acre lot
1,400 sqft
$274/sqft

About this House

THIS PERFECT SIZE HOME OFFERS AN OPEN FLOOR PLAN, HUGE MASTER ! LARGE DECK OVERLOOKING PRIVATE BACKYARD ! BEAUTIFUL LOCATION! HUGE FLOOR TO CEILING FIREPLACE! LARGE BRIGHT LIVING ROOM WITH BAY WINDOW! UPDATED BATH ! ARCHED DOORWAYS LOTS OF CHARM! ONE CAR ATTACHED GARAGE! BANK OWNED AND READY TO SELL! "DONT MISS OUT ON THIS UNIQUE CHARMER !!!!!
361 Benjamin St, Winchendon, MA 01475 is a 3 bedroom, 1 bathroom, 1,400 sqft single-family home built in 1952. It last sold for $249,000 on Sep 1, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $384,000, with a rent estimate of $2,514/month.

Home Details for 361 Benjamin St

Interior Features

Interior Details
BasementNumber of Rooms: 5
Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1952
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 2.00 acres

Price and Tax history

DateEventPrice
Sep 1, 2021
Source: N/A
Sold
$249,000
Aug 2, 2021
Source: MLS PIN #72860932
Pending
$249,900
Jul 19, 2021
Source: MLS PIN #72860932
Contingent
$249,900
Jul 6, 2021
Source: MLS PIN #72860932
Listed For Sale
$249,900
Mar 29, 2013
Source: N/A
Sold
$114,000

Market trends in Winchendon

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
26
1MoM

Around this home

What Locals Say about Winchendon

At least 32 Trulia users voted on each feature.

  • 87 % Say parking is easy

  • 85 % Say it's dog friendly

  • 81 % Say kids play outside

  • 80 % Say car is needed

  • 75 % Say yards are well-kept

  • 74 % Say there's holiday spirit

  • 64 % Say people would walk alone at night

  • 63 % Say it's quiet

  • 59 % Say there are sidewalks

  • 55 % Say neighbors are friendly

  • 50 % Say there's wildlife

  • 50 % Say they plan to stay for at least 5 years

  • 45 % Say streets are well-lit

  • 36 % Say there are community events

  • 34 % Say it's walkable to restaurants

  • 14 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Ingrid Ochoa
    "There are families and parks and the people are very nice! My neighbors are amazing! They never bother or complain about my chickens "
    0
    Flag
  • Christina R.
    "On my street almost every house has a dog. There are many dog owners walking their dogs on my street as well."
    1
    Flag
  • Laurie T.
    "neighbors shoot off fireworks in the summer and plow each others driveways we grow gardens and share our crops"
    0
    Flag
  • Gonzalezem0324
    "there are many families in our neighborhood very quiet and calm feels very safe to walk our dogs very friendly neighbors "
    6
    Flag
  • Jessica K.
    "All the neighbors that live on my block are very nice. if we needed a hand or help they would help with no issues. each neighbor knows me by a 1st name basis. "
    3
    Flag
  • jackblair
    "Quiet area of older homes well maintained. Within walking distance of public schools and town shopping. Fire department two blocks away. Wonderful retirement, assisted living home beautifully maintained nearby. Crime free and sade."
    3
    Flag
  • Jackson
    "I live here. The people are solid and friendly and community minded."
    2
    Flag
  • Michael C.
    "lower taxes, good community, great history to live in."
    3
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 361 Benjamin St

  • What is 361 Benjamin St estimated to be worth?
    Trulia's estimated value for 361 Benjamin St in Winchendon, MA is $384,000.
  • What is the price history for 361 Benjamin St?
    361 Benjamin St in Winchendon, MA last sold for $249,000 in September 2021.
  • Is Winchendon a buyer's or seller's market?
    Winchendon is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Winchendon?
    Residents describe Winchendon, MA as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Winchendon, MA.
  • How big is the lot at 361 Benjamin St?
    The lot at 361 Benjamin St in Winchendon, MA is about 2 acres.

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