8 Highland St
Winchendon, MA 01475
4 Beds
2 Baths
1,914 sqft (on 0.25 acres)
$407,500
Last Sold: Nov 21, 2025
2% below list $415K
$213/sqft
Est. Refi. Payment $2,545/mo*
$407,500
Last Sold: Nov 21, 2025
2% below list $415K
$213/sqft
Est. Refi. Payment $2,545/mo*
4 Beds
2 Baths
1,914 sqft
(on 0.25 acres)
Local Information
- Map ViewExplore the area around 8 Highland St.
- Schools2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Multi-Family
Year Built
1870
Lot Size
0.25 acres
Living Area
1,914 sqft
Price/Sqft
$213/sqft
Parking
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). It is currently off market. The Trulia Estimate is $413,400, with a rent estimate of $2,307/month.
Home Details for 8 Highland St
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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 |
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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 |
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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 |
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Price List Price: $415,000Price Per Sqft: $213/sqft |
Status Change & Dates Off Market Date: Wed Nov 05 2025 |
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MLS Status: Sold |
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Direction & Address City: Winchendon |
School Information Elementary School: MemorialJr High / Middle School: Murdock MiddleHigh School: Murdock High |
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Building Area Building Area: 1914 Square Feet |
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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 |
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Lot Area: 10890 sqft |
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Contingencies: InspectionListing Terms: Contract |
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Rent Includes: Unit 1(Heat, Hot Water), Unit 2(Heat, Hot Water) |
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BasementMls Number: 73434160Above Grade Unfinished Area: 1914 |
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Public TransportationShoppingTennis Court(s)ParkWalk/Jog TrailsMedical FacilityLaundromatBike PathConservation AreaHouse of WorshipPrivate SchoolPublic School |
Last check for updates: about 12 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
Price History for 8 Highland St
| Date | Price | Event | Source |
|---|---|---|---|
| 11/21/2025 | $407,500 | Sold | MLS PIN #73434160 |
| 10/23/2025 | $415,000 | Contingent | MLS PIN #73434160 |
| 10/10/2025 | $415,000 | PriceChange | MLS PIN #73434160 |
| 10/02/2025 | $425,000 | PriceChange | MLS PIN #73434160 |
| 09/23/2025 | $435,000 | Listed For Sale | MLS PIN #73434160 |
| 12/22/2020 | $180,000 | Sold | N/A |
| 11/03/2020 | $175,000 | PriceChange | Agent Provided |
| 11/02/2020 | $179,000 | Pending | Agent Provided |
| 09/10/2020 | $179,000 | Listed For Sale | Agent Provided |
| 12/15/2014 | $88,000 | Sold | N/A |
| 11/13/2014 | $104,900 | Pending | Agent Provided |
| 10/21/2014 | $104,900 | Listed For Sale | Agent Provided |
Market trends in Winchendon
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
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Available listings
27
1MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $2,379 |
| Assessment | $202,500 |
Home facts updated by county records
Comparable Sales for 8 Highland St
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 | $417,000 | 12/12/25 | 6 | 2 | 2,400 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETMichelle Peterson, Elm Grove Realty, LLC
OFF MARKETTeresa J. Lupien, Morin Real Estate
OFF MARKETWendy Poudrette, Foster-Healey Real Estate
OFF MARKETJohn Holroyd, Endow Realty
OFF MARKETKenneth Maston, Parkhill Realty Group
OFF MARKETNilton Lisboa, Lisboa Realty
OFF MARKETTeresa J. Lupien, Morin Real Estate
SOLDAPR 28, 2026Brenda Albert, LAER Realty Partners
SOLDNOV 12, 2025Gabrielle Surette, Empire Real Estate Group
OFF MARKETRobert Matewsky, Prospective Realty INC
Assigned Schools
These are the assigned schools for 8 Highland St.
- Toy Town Elementary School
- 3-5
- Public
- 309 Students
4/10GreatSchools RatingParent Rating AverageThe entire school only cares about kids who have parents that work in the school. Also filthy moldy germ infested.most kids are also Lice infested.Parent Review3y ago - Memorial Elementary School
- K-2
- Public
- 245 Students
NAGreatSchools RatingParent Rating AverageMy son and daughter both have attended this wonderful little gem of a school. They both liked their teachers and were always learning and excited for school- especially excited on P.E. days! The P.e teacher makes learning fun and she does an unbelievable job running the "fun day" at the end of the year. Send your kids here! You won't regret it!Parent Review13y ago - Murdock High School
- 9-12
- Public
- 238 Students
3/10GreatSchools RatingParent Rating Average
No reviews available for this school. - Murdock Middle School
- 6-8
- Public
- 272 Students
5/10GreatSchools RatingParent Rating AverageIf I could give 0 stars I wouldOther Review2y ago 
Check out schools near 8 Highland St.
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.
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Off Market Homes Near 8 Highland St
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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.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.