49 Benjamin St, Winchendon, MA 01475
OFF MARKET

49 Benjamin St
Winchendon, MA 01475

  • 3 Beds
  • 1.5 Baths
  • 1,496 sqft (on 0.63 acres)

$372,500

Trulia Estimate
as of Jun 12, 2026
Est. Refi. Payment $2,355/mo*

$372,500

Trulia Estimate
as of Jun 12, 2026
Est. Refi. Payment $2,355/mo*
3 Beds
1.5 Baths
1,496 sqft
(on 0.63 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

You must see this Victorian Empire style home with a Mansard Roof sitting graciously up on the hill of Benjamin Street. This 3 bedroom, 1 1/12 bath home, offers an entry mudroom with large closet great for storage, first floor bedroom, first floor laundry, a kitchen that leads you to a large deck overlooking the backyard. In the living room you will find the sweetest window seat with large windows. Some updates made, a 50 yr architectural Roof was installed in 2016', some updated windows were installed prior to 2017', Furnace in 2008', Electrical upgrade in 2013'. These updates and dates were given to the current homeowner prior to them purchasing the home in 2017'. There have also been many other updates made by the current homeowner, please see list of updates attached. This home offers a good size back yard enclosed with chicken wire fencing and a chicken coop.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from December 22, 2023

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 49 Benjamin St

Interior Features

Interior Details
Basement: Full,Walk-Out Access,Interior Entry,Concrete,UnfinishedNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Master Bathroom, Bathroom 1, Bathroom 2, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1496 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Electric Dryer, Washer HookupAppliances: Electric Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer, Range HoodDishwasherDryerLaundry: Electric Dryer Hookup,Washer HookupRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Oil,ElectricNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
No FireplaceNo Spa
Gas & Electric
Electric: 100 Amp Service

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: DeckExterior: DeckFoundation: Block, Stone, Brick/Mortar
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Open Parking Spaces: 6Has a GarageHas Open ParkingParking Spaces: 7Parking: Paved Drive,Off Street
Frontage
Waterfront: Lake/Pond, Beach Ownership(Public)Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Private Sewer

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Other (See Remarks)
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: 3494740

Price & Status

Price
List Price: $299,900
Status Change & Dates
Off Market Date: Wed Nov 29 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: Winchendon

Building

Building Area
Building Area: 1496 Square Feet

Community

Community Features: Shopping, Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.63 acres

Offer

Contingencies: Pending P&S

Miscellaneous

BasementMls Number: 73168003

Additional Information

ShoppingParkWalk/Jog TrailsStable(s)GolfMedical FacilityLaundromatBike PathConservation AreaHighway AccessHouse of WorshipPrivate SchoolPublic School
Last check for updates: about 13 hours ago
Listed by Bonnie Stone, (978) 602-5813
Stone Farm Real Estate, LLC, (978) 602-5813
Bought with: Cyndi Deshaies, (978) 424-7112, Lamacchia Realty, Inc., (978) 534-3400
Source: MLS PIN, MLS#73168003

Price History for 49 Benjamin St

DatePriceEventSource
12/22/2023$299,000Sold
MLS PIN #73168003
11/22/2023$299,900ContingentMLS PIN #73168003
11/06/2023$299,900PendingToActiveMLS PIN #73168003
11/01/2023$299,900ContingentMLS PIN #73168003
10/30/2023$299,900PriceChange
MLS PIN #73168003
10/20/2023$309,900PriceChange
MLS PIN #73168003
10/08/2023$314,900Listed For SaleMLS PIN #73168003
04/24/2017$150,000Sold
N/A
03/22/2017$153,000Listed For SaleAgent Provided
01/05/2017$1,375ListingRemovedAgent Provided
01/02/2017$139,900ListingRemovedAgent Provided
07/21/2016$139,900PriceChange
Agent Provided
07/12/2016$148,000PendingAgent Provided
06/22/2016$148,000Listed For SaleAgent Provided
04/21/2011$1,200ListingRemovedAgent Provided
03/26/2011$1,200Listed For RentAgent Provided
03/02/2011$147,000ListingRemovedAgent Provided
02/20/2011$147,000PriceChange
Agent Provided
02/04/2011$148,000PriceChange
Agent Provided
12/17/2010$149,900Listed For SaleAgent Provided
08/04/2010$149,900ListingRemovedAgent Provided
07/07/2010$149,900PriceChange
Agent Provided
05/22/2010$154,800PriceChange
Agent Provided
05/05/2010$154,900PriceChange
Agent Provided
02/26/2010$155,000PriceChange
Agent Provided
12/30/2009$159,900Listed For SaleN/A
10/01/2002$125,000Sold
N/A

Market trends in Winchendon

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
28
4
MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$3,294
Assessment$280,300
Home facts updated by county records

Homeowner tools

Estimated monthly rent$2,524/mo

Comparable Sales for 49 Benjamin St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.40
Single-Family Home
$395,000
07/18/25
3
2
1,446
0.54
Single-Family Home
$316,000
12/18/25
3
1
980
0.54
Single-Family Home
$406,000
09/08/25
4
2
1,700
0.75
Single-Family Home
$369,900
12/04/25
3
1.5
1,344
0.16
Single-Family Home
$575,000
02/13/26
3
2.5
2,067
0.97
Single-Family Home
$315,000
04/09/26
4
1.5
1,868
1.11
Single-Family Home
$352,000
06/27/25
3
1.5
1,432
0.73
Single-Family Home
$490,000
08/15/25
3
2
1,751
0.80
Single-Family Home
$190,000
03/12/26
4
2
3,360
0.96
Single-Family Home
$515,000
05/28/26
3
1.5
1,856

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

What Locals Say about Winchendon

At least 32 Trulia users voted on each feature.
  • 86 % Say parking is easy

  • 85 % Say it's dog friendly

  • 81 % Say kids play outside

  • 79 % 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."

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Homes for sale near 49 Benjamin St

Skip to last item
Skip to first item

Off Market Homes Near 49 Benjamin St

Skip to last item
Skip to first item
The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
49 Benjamin St, Winchendon, MA 01475 is a 3 bedroom, 2 bathroom, 1,496 sqft single-family home built in 1900. This property is not currently available for sale. 49 Benjamin St was last sold on Dec 22, 2023 for $299,000 (0% lower than the asking price of $299,900). The current Trulia Estimate for 49 Benjamin St is $372,500.