88 Benjamin St, Winchendon, MA 01475
Property image
Property image
OFF MARKET

88 Benjamin St
Winchendon, MA 01475

  • 3 Beds
  • 1 Bath
  • 1,081 sqft (on 0.44 acres)

$301,300

Trulia Estimate
as of Jul 21, 2026
Est. Refi. Payment $1,908/mo*

$301,300

Trulia Estimate
as of Jul 21, 2026
Est. Refi. Payment $1,908/mo*
3 Beds
1 Bath
1,081 sqft
(on 0.44 acres)

Local Information

  • Map ViewExplore the area around 88 Benjamin St.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1900
Lot Size
0.44 acres
Living Area
1,081 sqft
Price/Sqft
$279
Parking
Garage

Description

Property being sold as is. Copper missing. FHA gas heat. Large yard. All information to be verified by Buyer since it was obtained by third party sources. Proof of funds or preapproval needed with all offers. Great investment opportunity for the right buyer. Cash or rehab loan needed due to missing plumbing Neighbor states there is town sewer at the street
88 Benjamin St, Winchendon, MA 01475 is a 3 bedroom, 1 bathroom, 1,081 sqft single-family home built in 1900. It last sold for $139,900 on Oct 2, 2017. It is currently off market. The Trulia Estimate is $301,300, with a rent estimate of $2,325/month.

Home Details for 88 Benjamin St

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Forced Air, GasHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1900Year Updated: 1900
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Community

Units in Building: 1

Lot Information

Lot Area: 0.44 acres

Price History for 88 Benjamin St

DatePriceEventSource
10/02/2017$139,900Sold
N/A
03/28/2013$182,231Sold
N/A
01/15/2013$24,900PriceChange
Agent Provided
01/11/2013$29,900PriceChange
Agent Provided
10/18/2012$39,900PriceChange
Agent Provided
09/23/2012$44,900PriceChange
Agent Provided
07/28/2012$15,000PriceChange
Agent Provided
07/26/2012$0Listed For SaleAgent Provided
08/28/1995$49,000Sold
N/A

Market trends in Winchendon

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
27
1
MoM
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Property Tax and Assessment

Year2025
Tax$2,309
Assessment$196,500
Home facts updated by county records

Comparable Sales for 88 Benjamin St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.30
Single-Family Home
$282,000
07/10/26
2
1
1,001
0.60
Single-Family Home
$316,000
12/18/25
3
1
980
0.68
Single-Family Home
$369,900
12/04/25
3
1.5
1,344
0.47
Single-Family Home
$406,000
09/08/25
4
2
1,700
0.39
Single-Family Home
$376,500
06/26/26
4
2
1,348
1.09
Single-Family Home
$215,900
03/13/26
3
1
1,267
1.16
Single-Family Home
$140,000
05/27/26
3
1
1,655
0.72
Single-Family Home
$190,000
03/12/26
4
2
3,360
1.11
Single-Family Home
$390,000
10/20/25
3
1
1,414
1.01
Single-Family Home
$245,000
08/25/25
3
1.5
1,078

Nearby homes

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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 "
  • Christina R.
    "On my street almost every house has a dog. There are many dog owners walking their dogs on my street as well."
  • Laurie T.
    "neighbors shoot off fireworks in the summer and plow each others driveways we grow gardens and share our crops"
  • Gonzalezem0324
    "there are many families in our neighborhood very quiet and calm feels very safe to walk our dogs very friendly neighbors "
  • 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. "
  • 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."
  • Jackson
    "I live here. The people are solid and friendly and community minded."
  • Michael C.
    "lower taxes, good community, great history to live in."

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Apartments for Rent

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Homes for sale near 88 Benjamin St

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Off Market Homes Near 88 Benjamin St

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