8 Highland St, Winchendon, MA 01475
Property image
Property image
OFF MARKET

$418,800

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 1,914 sqft (on 0.25 acres)

8 Highland St, Winchendon, MA 01475

Est. Refi. Payment $2,746/mo*
Refinance Your Home
Currently Off Market - Sold Nov 21, 2025 for $407,500

Home Value

Trulia Estimate
$419K
Since last month
$100 (0%)
Since last year
Decreased$17K (-3.8%)
Since last sale
Increased$13K (+3.1%)
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 +340% in the last 10 years
MonthEstimated value
2026
September 2026$420K
August 2026$420K
July 2026$419K
June 2026$413K
May 2026$416K
April 2026$413K
March 2026$410K
February 2026$410K
January 2026$411K
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
0.15
Multi-Family Home
$425,000
12/09/25
4
2
2,370
0.30
Multi-Family Home
$440,000
03/19/26
4
2
1,923
0.13
Multi-Family Home
$394,000
12/17/25
5
2.5
2,776
0.17
Multi-Family Home
$475,000
12/03/25
8
3
3,044
0.88
Multi-Family Home
$389,500
07/23/26
4
2
1,948
0.11
Multi-Family Home
$465,000
04/28/26
8
4
3,891
0.82
Multi-Family Home
$350,000
11/14/25
6
2
2,204
0.55
Multi-Family Home
$487,000
06/05/26
5
2
2,331
0.81
Multi-Family Home
$381,900
08/20/26
4
2.5
2,001

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
0.05
$373,800
3
1.5
1,327
Off Market
0.09
$381,700
4
2
2,300
Off Market
0.10
-
3
2
1,060
Off Market
0.11
$82,800
3
1
956
Off Market
0.12
$459,600
5
2
3,442
Off Market
0.12
$384,800
4
1.5
1,428
Off Market
0.15
$415,600
3
2
1,888
Off Market
0.12
$370,200
3
1
1,773
Off Market
0.11
$465,000
8
4
3,891
Recently Sold
0.17
$370,200
3
2
1,567
Off Market
0.15
$365,600
4
1.5
1,914
Off Market

Local Information

  • Map ViewExplore the area around 8 Highland St.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Multi-Family
Built in 1870
0.25 acre lot
1,914 sqft
$219/sqft
4 Parking Spaces

About this House

Investors or Owner occupied take notice!!! This is a beautifully updated two family on a side street just a short distance from downtown, and the new amphitheater. The first unit is on the first floor and has 1 bdrm, living room, an eat-in kitchen, pantry, and a full bath with laundry. The second unit is two levels. The first level has 1 bdrm, kitchen, dining/living room combo, 3/4 bath, and laundry area. The second level houses 2 more bedrooms of ample size. Both apartments have access to extra storage in the 3 story barn. Maximize your income potential by turning the barn into additional living space. (with town approval) This building has seen a good number of capital improvements over the years to include upgraded windows to vinyl replacement, a newer roof on the main house (roof is approx 9 years), plumbing, heating, oil tanks, and steal liner in chimney. The peaceful back yard is an added bonus!
8 Highland St, Winchendon, MA 01475 is a 4 bedroom, 2 bathroom, 1,914 sqft multi-family built in 1870. It last sold for $407,500 on Nov 21, 2025 (2% below the $415,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $418,800, with a rent estimate of $2,251/month.
Last check for updates: about 13 hours ago
Listed by Michelle Peterson, (603) 831-6933
Elm Grove Realty, LLC, (603) 821-0077
Bought with: Michelle Peterson, (603) 831-6933, Elm Grove Realty, LLC, (603) 821-0077
Source: MLS PIN, MLS#73434160

Home Details for 8 Highland St

Interior Features

Interior Details
Basement: Full,ConcreteNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1914 Square Feet
Appliances & Utilities
Utilities: for Electric Range, for Electric DryerAppliances: Range, Refrigerator, Washer, DryerDryerLaundry: Electric Dryer HookupRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,OilHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
No FireplaceNo Spa
Gas & Electric
Electric: 100 Amp Service
Windows, Doors, Floors & Walls
Window: Insulated WindowsDoor: Insulated DoorsFlooring: Wood, Vinyl, Hardwood, Pine
Levels, Entrance, & Accessibility
Number of Stories: 3Floors: Wood, Vinyl, Hardwood, Pine

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: EnclosedOther Structures: Barn/StableExterior: Rain GuttersFoundation: Stone
Parking & Garage
Open Parking Spaces: 4No GarageParking Spaces: 4Parking: Off Street,Tandem
Frontage
Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1914

Property Information

Year Built
Year Built: 1870
Property Type / Style
Property Type: Residential IncomeProperty Subtype: 2 Family - 2 Units Up/Down
Building
Construction Materials: FrameDoes Not Include Home Warranty
Property Information
Parcel Number: 3493687

Price & Status

Price
List Price: $415,000
Status Change & Dates
Off Market Date: Wed Nov 05 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Winchendon
School Information
Elementary School: MemorialJr High / Middle School: Murdock MiddleHigh School: Murdock High

Building

Building Area
Building Area: 1914 Square Feet

Community

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

Lot Information

Lot Area: 10890 sqft

Offer

Contingencies: InspectionListing Terms: Contract

Rental Terms, Policies & Fees

Rent Includes: Unit 1(Heat, Hot Water), Unit 2(Heat, Hot Water)

Miscellaneous

BasementMls Number: 73434160Above Grade Unfinished Area: 1914

Additional Information

Public TransportationShoppingTennis Court(s)ParkWalk/Jog TrailsMedical FacilityLaundromatBike PathConservation AreaHouse of WorshipPrivate SchoolPublic School

Price and Tax history

DateEventPrice
Nov 21, 2025
Source: MLS PIN #73434160
Sold
$407,500
Oct 23, 2025
Source: MLS PIN #73434160
Contingent
$415,000
Oct 10, 2025
Source: MLS PIN #73434160
PriceChange
$415,000
Price decreased by 2%
Oct 2, 2025
Source: MLS PIN #73434160
PriceChange
$425,000
Price decreased by 2%
Sep 23, 2025
Source: MLS PIN #73434160
Listed For Sale
$435,000

Market trends in Winchendon

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

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."

LGBTQ Local Legal Protections

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.

Frequently asked questions about 8 Highland St

  • What is 8 Highland St estimated to be worth?
    Trulia's estimated value for 8 Highland St in Winchendon, MA is $418,800.
  • What is the price history for 8 Highland St?
    8 Highland St in Winchendon, MA last sold for $407,500 in November 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 8 Highland St have laundry facilities?
    Yes, 8 Highland St in Winchendon, MA has in-unit laundry.
  • Does 8 Highland St have parking?
    Yes, 8 Highland St in Winchendon, MA has on-site parking.

Explore by feature - Air Conditioning

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 8 Highland St

Skip to last item
Skip to first item

Homes for sale near 8 Highland St

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item