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

159 Benjamin St
Winchendon, MA 01475

  • 3 Beds
  • 2 Baths
  • 1,446 sqft (on 1 acre)

$409,400

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $2,578/mo*

$409,400

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $2,578/mo*
3 Beds
2 Baths
1,446 sqft
(on 1 acre)

Home Value

Trulia Estimate
$409K
Since last month
Increased$2K (+0.5%)
Since last year
Increased$13K (+3.3%)
Since last sale
Increased$15K (+3.7%)
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 +65% in the last 10 years
MonthEstimated value
2026
August 2026$410K
July 2026$408K
June 2026$403K
May 2026$405K
April 2026$403K
March 2026$400K
February 2026$402K
January 2026$402K
2025
2024
2023
2022
2021
2020

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
0.44
Single-Family Home
$406,000
09/08/25
4
2
1,700
0.53
Single-Family Home
$455,000
09/23/25
4
2
1,668
0.52
Single-Family Home
$440,000
02/06/26
3
2.5
1,400
0.66
Single-Family Home
$515,000
05/28/26
3
1.5
1,856
0.52
Single-Family Home
$415,000
01/13/26
3
2.5
1,400
0.60
Single-Family Home
$369,900
12/04/25
3
1.5
1,344
0.57
Single-Family Home
$315,000
04/09/26
4
1.5
1,868
0.30
Single-Family Home
$282,000
07/10/26
2
1
1,001
0.45
Single-Family Home
$485,000
06/12/26
4
2
2,667
0.41
Single-Family Home
$376,500
06/26/26
4
2
1,348

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
0.19
-
-
-
-
Off Market
0.27
$454,000
5
3
2,075
For Sale
0.30
$282,000
2
1
1,001
Recently Sold
0.40
$379,700
3
1.5
1,496
Off Market
0.40
$390,200
4
1.5
1,686
Off Market
0.41
$376,500
4
2
1,348
Recently Sold
0.42
$575,000
3
2.5
2,067
Recently Sold
0.43
$420,000
4
2.5
2,079
Off Market
0.45
$485,000
4
2
2,667
Recently Sold
0.44
$418,600
4
2
1,700
Off Market
0.45
$382,700
3
1.5
1,421
Off Market

Local Information

  • Map ViewExplore the area around 159 Benjamin St.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1998
Lot Size
1 acre
Living Area
1,446 sqft
Price/Sqft
$283
Parking
6 Open Spaces

About this House

Nestled on a quiet, scenic dead-end country road, this cozy and well-maintained home is ready for new owners to make it their own. The open and airy kitchen/living area is perfect for gathering and entertaining. With 3 bedrooms, 2 full baths, and a beautifully finished lower level - complete with a wood stove to save on those winter heating bills, there's space for everyone to spread out and enjoy. Step outside to your private backyard oasis on a full acre—complete with spacious deck, firepit, and above ground pool for relaxing evenings. Roof is under 10 years old and includes a warranty. Peaceful, private, and full of charm! Nothing to do here except move in and start making memories! (offer deadline Monday, June 16 4 PM)
159 Benjamin St, Winchendon, MA 01475 is a 3 bedroom, 2 bathroom, 1,446 sqft single-family home built in 1998. It last sold for $395,000 on Jul 18, 2025 (3% above the $385,000 asking price). It is currently off market. The Trulia Estimate is $409,400, with a rent estimate of $2,883/month.

Home Details for 159 Benjamin St

Interior Features

Interior Details
Basement: FinishedNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bathroom 1, Bathroom 2, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1446 Square Feet
Appliances & Utilities
Utilities: for Electric Range, Icemaker ConnectionAppliances: Water Heater, Range, Dishwasher, Microwave, Refrigerator, Range Hood, Plumbed For Ice MakerDishwasherLaundry: In BasementMicrowaveRefrigerator
Heating & Cooling
Heating: Baseboard,OilHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Has a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Wood, Carpet
Levels, Entrance, & Accessibility
Accessibility: Accessible EntranceFloors: Wood, Carpet

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck, PatioExterior: Deck, Patio, Pool - Above GroundFoundation: Concrete PerimeterHas a Private Pool
Parking & Garage
Open Parking Spaces: 6No GarageHas Open ParkingParking Spaces: 6Parking: Paved Drive,Paved
Pool
Pool: Above GroundPool
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Private Sewer
Finished Area
Finished Area (above surface): 852Finished Area (below surface): 594

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Split Entry
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: M:5D2 B:0 L:19, 4142570

Price & Status

Price
List Price: $385,000
Status Change & Dates
Off Market Date: Mon Jun 30 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Winchendon

Building

Building Area
Building Area: 1446 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 1 Acres

Offer

Contingencies: Pending P&SListing Terms: Contract

Miscellaneous

BasementMls Number: 73390390Above Grade Unfinished Area: 852
Last check for updates: about 17 hours ago
Listed by Kevin Cormier, (978) 660-1097
EXIT New Options Real Estate, (978) 345-3948
Bought with: Candor Realty Group, (978) 710-5616, Four Points Real Estate, LLC, (888) 944-5827
Source: MLS PIN, MLS#73390390

Price and Tax history

DateEventPrice
Jul 18, 2025
Source: MLS PIN #73390390
Sold
$395,000
Jul 1, 2025
Source: Exit Realty #73390390
Pending
$385,000
Jun 17, 2025
Source: MLS PIN #73390390
Contingent
$385,000
Jun 12, 2025
Source: MLS PIN #73390390
Listed For Sale
$385,000
Nov 30, 2011
Source: N/A
Sold
$165,000

Market trends in Winchendon

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
27
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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 159 Benjamin St

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Off Market Homes Near 159 Benjamin St

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Frequently asked questions about 159 Benjamin St

  • What is 159 Benjamin St estimated to be worth?
    Trulia's estimated value for 159 Benjamin St in Winchendon, MA is $409,400.
  • What is the price history for 159 Benjamin St?
    159 Benjamin St in Winchendon, MA last sold for $395,000 in July 2025.
  • 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.
  • Does 159 Benjamin St have air conditioning?
    Yes, 159 Benjamin St in Winchendon, MA has air conditioning.
  • Does 159 Benjamin St have a pool?
    Yes, 159 Benjamin St in Winchendon, MA has a pool.
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.