85 High St, Winchendon, MA 01475
Property image
Property image
OFF MARKET

$371,600

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 1,771 sqft (on 0.31 acres)

85 High St, Winchendon, MA 01475

Est. Refi. Payment $2,429/mo*
Refinance Your Home
Currently Off Market - Sold Aug 1, 2012 for $129,900

Home Value

Trulia Estimate
$372K
Since last month
Decreased$11K (-2.8%)
Since last year
Increased$17K (+4.7%)
Since last sale
Increased$238K (+183.2%)
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 +151% in the last 10 years
MonthEstimated value
2026
September 2026$368K
August 2026$372K
July 2026$378K
June 2026$383K
May 2026$380K
April 2026$366K
March 2026$365K
February 2026$358K
January 2026$335K
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
93 High St, Winchendon, MA
0.03
Single-Family Home
$315,000
04/09/26
4
1.5
1,868
15 Cottage St, Winchendon, MA
0.05
Single-Family Home
$455,000
09/23/25
4
2
1,668
58 Emerald St, Winchendon, MA
0.48
Single-Family Home
$222,044
12/15/25
3
2
1,561
35 School St, Winchendon, MA
0.58
Single-Family Home
$190,000
03/12/26
4
2
3,360
34 Emerald St, Winchendon, MA
0.44
Single-Family Home
$360,000
07/20/26
4
2
2,390
21 Cottage St, Winchendon, MA
0.07
Single-Family Home
$440,000
02/06/26
3
2.5
1,400
59 Beech St, Winchendon, MA
0.44
Single-Family Home
$330,000
09/30/25
3
2
1,176
31 Spring Pl, Winchendon, MA
0.37
Single-Family Home
$390,000
10/20/25
3
1
1,414
27 Cottage St, Winchendon, MA
0.07
Single-Family Home
$415,000
01/13/26
3
2.5
1,400
15 Juniper St, Winchendon, MA
0.77
Single-Family Home
$375,000
08/18/26
4
2
2,111

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
21-51 Weller High St, Winchendon, MA 01475
0.03
-
-
-
-
Off Market
51 High St, Winchendon, MA 01475
0.04
$506,700
3
2.5
1,523
Off Market
88 High St, Winchendon, MA 01475
0.04
$533,500
4
1.5
2,896
Off Market
93 High St, Winchendon, MA 01475
0.03
$315,000
4
1.5
1,868
Recently Sold
49 High St, Winchendon, MA 01475
0.06
$521,500
3
2.5
1,700
Off Market
60 High St, Winchendon, MA 01475
0.07
$478,900
4
2
1,946
Off Market
15 Cottage St, Winchendon, MA 01475
0.05
$475,200
4
2
1,668
Off Market
21 Cottage St, Winchendon, MA 01475
0.07
$440,000
3
2.5
1,400
Recently Sold
27 Cottage St, Winchendon, MA 01475
0.07
$415,000
3
2.5
1,400
Recently Sold
75 Weller St, Winchendon, MA 01475
0.10
$581,000
3
2.5
1,834
Off Market
31 High St, Winchendon, MA 01475
0.12
$479,100
4
2
2,282
Off Market
22 Prospect St, Winchendon, MA 01475
0.15
$381,900
4
2.5
2,001
Recently Sold

Local Information

  • Map ViewExplore the area around 85 High St.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1909
0.31 acre lot
1,771 sqft
$210/sqft
Garage

About this House

Much-loved antique colonial welcomes you, plus your family and guests. Vinyl exterior and windows for EZ care, large enclosed front porch, plus good sized yard on corner lot for gardening and fun. Interior offers nicely scaled rooms, built in features, gleaming oak floors, fresh neutral paint and carpeting. Affordability, comfort, quality and good looks: all in one package for you! Call now.
85 High St, Winchendon, MA 01475 is a 4 bedroom, 2 bathroom, 1,771 sqft single-family home built in 1909. It last sold for $129,900 on Aug 1, 2012. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $371,600, with a rent estimate of $2,731/month.

Home Details for 85 High St

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

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

Property Information

Year Built
Year Built: 1909
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Community

Units in Building: 1

Lot Information

Lot Area: 0.31 acres

Price and Tax history

DateEventPrice
Aug 1, 2012
Source: N/A
Sold
$129,900
Mar 15, 2012
Source: Agent Provided
Listed For Sale
$129,900
Dec 9, 2011
Source: Agent Provided
ListingRemoved
$130,000
Oct 23, 2011
Source: Agent Provided
PriceChange
$130,000
Price decreased by 13%
Jul 19, 2011
Source: Agent Provided
PriceChange
$149,900
Price decreased by 3%

Market trends in Winchendon

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

Around this home

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 "
    0
    Flag
  • Christina R.
    "On my street almost every house has a dog. There are many dog owners walking their dogs on my street as well."
    1
    Flag
  • Laurie T.
    "neighbors shoot off fireworks in the summer and plow each others driveways we grow gardens and share our crops"
    0
    Flag
  • Gonzalezem0324
    "there are many families in our neighborhood very quiet and calm feels very safe to walk our dogs very friendly neighbors "
    6
    Flag
  • 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. "
    3
    Flag
  • 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."
    3
    Flag
  • Jackson
    "I live here. The people are solid and friendly and community minded."
    2
    Flag
  • Michael C.
    "lower taxes, good community, great history to live in."
    3
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 85 High St

  • What is 85 High St estimated to be worth?
    Trulia's estimated value for 85 High St in Winchendon, MA is $371,600.
  • What is the price history for 85 High St?
    85 High St in Winchendon, MA last sold for $129,900 in August 2012.
  • 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.
  • How big is the lot at 85 High St?
    The lot at 85 High St in Winchendon, MA is about 0.31 acres (13,503 sq ft).
  • Does 85 High St have a garage?
    Yes, 85 High St in Winchendon, MA has a garage.

Apartments for Rent

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Off Market Homes Near 85 High St

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