38 Winter St, Winchendon, MA 01475
Property image
Property image
OFF MARKET

38 Winter St
Winchendon, MA 01475

  • 3 Beds
  • 1 Bath
  • 1,182 sqft

$335,600

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $2,115/mo*
Refinance Your Home

$335,600

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $2,115/mo*
Refinance Your Home
3 Beds
1 Bath
1,182 sqft

Home Value

Trulia Estimate
$336K
Since last month
Decreased$6K (-1.6%)
Since last year
Increased$13K (+4.1%)
Since last sale
Increased$160K (+90.7%)
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 +144% in the last 10 years
MonthEstimated value
2026
August 2026$336K
July 2026$341K
June 2026$342K
May 2026$343K
April 2026$340K
March 2026$333K
February 2026$329K
January 2026$317K
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
33 East St, Winchendon, MA
0.11
Single-Family Home
$281,000
07/08/26
3
1
1,728
70 Juniper St, Winchendon, MA
0.20
Single-Family Home
$201,140
06/12/26
3
1
1,525
88 Mill St, Winchendon, MA
0.50
Single-Family Home
$182,000
08/06/26
3
1
1,168
71 Winter St, Winchendon, MA
0.09
Single-Family Home
$360,000
06/01/26
4
1
1,470
31 Webster St, Winchendon, MA
0.25
Single-Family Home
$278,000
07/16/26
2
1
919
145 Spruce St, Winchendon, MA
0.33
Single-Family Home
$300,000
05/08/26
3
1
1,032
169 Spruce St, Winchendon, MA
0.32
Single-Family Home
$296,000
05/05/26
2
1
980
29 Winter St, Winchendon, MA
0.03
Single-Family Home
$373,000
03/13/26
3
1.5
2,128
50 East St, Winchendon, MA
0.11
Single-Family Home
$375,000
07/10/26
3
1.5
1,445
137 Spruce St, Winchendon, MA
0.33
Single-Family Home
$275,000
07/13/26
2
1.5
922

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
29 Winter St, Winchendon, MA 01475
0.03
$373,000
3
1.5
2,128
Recently Sold
17 Winter St, Winchendon, MA 01475
0.04
$383,500
3
1
1,701
Off Market
3 Winter St, Winchendon, MA 01475
0.08
$428,300
3
2
1,724
Off Market
52 Belmont Ave, Winchendon, MA 01475
0.08
$400,000
4
2.5
2,306
Recently Sold
19-21 East St, Winchendon, MA 01475
0.10
$415,000
6
1
2,440
For Sale
71 Winter St, Winchendon, MA 01475
0.09
$360,000
4
1
1,470
Recently Sold
12-14 Belmont Ave, Winchendon, MA 01475
0.10
-
4
2
2,392
Off Market
33 East St, Winchendon, MA 01475
0.11
$281,000
3
1
1,728
Recently Sold
19 Jackson Ave, Winchendon, MA 01475
0.13
$355,900
4
2
1,922
Off Market
50 East St, Winchendon, MA 01475
0.11
$375,000
3
1.5
1,445
Recently Sold
10 Jackson Ave, Winchendon, MA 01475
0.13
$325,000
4
2
1,464
For Sale
20 Harvard St, Winchendon, MA 01475
0.12
-
4
1
1,203
Off Market

Local Information

  • Map ViewExplore the area around 38 Winter St.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1870
Living Area
1,182 sqft
Price/Sqft
$284
Parking
Garage

About this House

SPRING into this charming neighborhood colonial with an amazing list of updates and improvements! Enjoy the sunny wraparound porch overlooking the side yard and patio, or plan summer barbeques on the back patio. Open floor plan on the first floor, with new laundry/mud room, light filled full bath, spacious kitchen, dining room with slider to patio, and generous living room. Detached garage/workshop for storage and projects. Great location!
38 Winter St, Winchendon, MA 01475 is a 3 bedroom, 1 bathroom, 1,182 sqft single-family home built in 1870. It last sold for $176,000 on May 23, 2018. It is currently off market. The Trulia Estimate is $335,600, with a rent estimate of $2,340/month.

Home Details for 38 Winter St

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Forced Air, OilHeating Fuel: Forced Air

Exterior Features

Exterior Home Features
Roof: OtherExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1870
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 6534 sqft

Price and Tax history

DateEventPrice
May 23, 2018
Source: N/A
Sold
$176,000
Apr 7, 2018
Source: Agent Provided
Pending
$173,500
Apr 4, 2018
Source: Agent Provided
Listed For Sale
$173,500
Jan 30, 2018
Source: Agent Provided
ListingRemoved
$169,900
Jan 30, 2018
Source: Agent Provided
PendingToActive
$169,900

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

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 38 Winter St

  • What is 38 Winter St estimated to be worth?
    Trulia's estimated value for 38 Winter St in Winchendon, MA is $335,600.
  • What is the price history for 38 Winter St?
    38 Winter St in Winchendon, MA last sold for $176,000 in May 2018.
  • 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 38 Winter St?
    The lot at 38 Winter St in Winchendon, MA is about 0.15 acres (6,534 sq ft).
  • Does 38 Winter St have a garage?
    Yes, 38 Winter St in Winchendon, MA has a garage.

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