44 E Main St, Cheshire, MA 01225
OFF MARKET

$384,300

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,908 sqft (on 2.20 acres)

44 E Main St, Cheshire, MA 01225

Est. Refi. Payment $2,414/mo*
Refinance Your Home

Home Value

Trulia Estimate
$384K
Since last month
Decreased$9K (-2.2%)
Since last year
Decreased$38K (-8.9%)
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 +51% in the last 10 years
MonthEstimated value
2026
August 2026$388K
July 2026$396K
June 2026$435K
May 2026$432K
April 2026$424K
March 2026$420K
February 2026$401K
January 2026$402K
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
53 Depot St, Cheshire, MA
0.39
Single-Family Home
$360,000
03/02/26
3
2
1,756
115 Main St, Cheshire, MA
0.15
Single-Family Home
$150,350
03/27/26
3
1
1,335
19 Fisk St, Cheshire, MA
0.31
Single-Family Home
$290,000
05/07/26
3
2
1,359
18 W Mountain Rd, Cheshire, MA
0.62
Single-Family Home
$349,000
06/16/26
3
2
2,747
74 South St, Cheshire, MA
0.67
Single-Family Home
$295,000
10/24/25
3
2
2,010
53 Wells Rd, Cheshire, MA
0.29
Single-Family Home
$304,000
10/24/25
2
1
1,237
132 Outlook Ave, Cheshire, MA
0.85
Single-Family Home
$535,000
02/24/26
3
2.5
2,134
136 Church St, Cheshire, MA
0.34
Single-Family Home
$165,000
06/22/26
5
3
12,197
642 Notch Rd, Cheshire, MA
1.65
Single-Family Home
$430,000
11/19/25
3
1.5
1,799
611 N State Rd, Cheshire, MA
0.94
Single-Family Home
$810,000
10/08/25
3
3.5
4,500

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
16 E Main St, Cheshire, MA 01225
0.05
$258,600
2
1
1,288
Off Market
84 E Main St, Cheshire, MA 01225
0.07
$338,000
2
1
960
Off Market
100 Main St, Cheshire, MA 01225
0.09
$306,900
3
2
1,728
Off Market
75 E Main St, Cheshire, MA 01225
0.10
$315,000
4
1
1,786
Off Market
Fales Rd, Cheshire, MA 01225
0.10
-
-
-
-
Off Market
Windsor Rd, Cheshire, MA 01225
0.10
-
-
-
-
Off Market
W Mountain Rd, Cheshire, MA 01225
0.10
-
-
-
-
Off Market
Windsor Rd, Cheshire, MA 01225
0.10
-
-
-
-
Off Market
30 Main St, Cheshire, MA 01225
0.10
$338,700
3
2
2,302
Off Market
114 E Main St, Cheshire, MA 01225
0.14
$196,000
2
1
858
Off Market
74 Furnace Hl, Cheshire, MA 01225
0.13
$298,800
4
1
1,410
Off Market
115 Main St, Cheshire, MA 01225
0.15
$319,900
3
1
1,335
For Sale

Local Information

  • Map ViewExplore the area around 44 E Main St.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1940
Lot Size
2.2 acres
Living Area
1,908 sqft
Price/Sqft
$201
Parking
Garage

About this House

This single-family home is located at 44 E Main St, Cheshire, MA. 44 E Main St is in Cheshire, MA and in ZIP code 01225. This property has 3 bedrooms, 2 bathrooms and approximately 1,908 sqft of floor space. This property has a lot size of 2.20 acres and was built in 1940.
44 E Main St, Cheshire, MA 01225 is a 3 bedroom, 2 bathroom, 1,908 sqft single-family home built in 1940. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $384,300, with a rent estimate of $3,149/month.

Home Details for 44 E Main St

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

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

Property Information

Year Built
Year Built: 1940
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 2.20 acres

Price and Tax history

YearProperty taxTax assessment
2025
$3,793
$340,800
Home facts updated by county records

Market trends in Cheshire

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
13

Around this home

What Locals Say about Cheshire

At least 4 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 100 % Say car is needed

  • 88 % Say yards are well-kept

  • 86 % Say there's holiday spirit

  • 86 % Say there are community events

  • 83 % Say parking is easy

  • 83 % Say kids play outside

  • 83 % Say there's wildlife

  • 81 % Say neighbors are friendly

  • 71 % Say people would walk alone at night

  • 63 % Say it's walkable to restaurants

  • 57 % Say there are sidewalks

  • 56 % Say it's quiet

  • 56 % Say they plan to stay for at least 5 years

  • 44 % Say streets are well-lit

  • 25 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Satunsheryl
    "Cheshire Ladies Readers Club, St. Mary Church Christmas Eve, Holiday Tea, Town Hall meeting where residents are heard"
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 44 E Main St

  • What is 44 E Main St estimated to be worth?
    Trulia's estimated value for 44 E Main St in Cheshire, MA is $384,300.
  • Is Cheshire a buyer's or seller's market?
    Cheshire is currently a buyer's market, based on recent for-sale activity.
  • What are the closest schools to 44 E Main St?
    The closest schools to 44 E Main St in Cheshire, MA are Hoosac Valley High School (Middle, rated 3/10), Hoosac Valley Middle School (Elementary, rated 3/10), Plunkett Elementary School (Pre-K, rated 1/10).
  • How big is the lot at 44 E Main St?
    The lot at 44 E Main St in Cheshire, MA is about 2.2 acres.
  • Does 44 E Main St have a garage?
    Yes, 44 E Main St in Cheshire, MA has a garage.

Apartments for Rent

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Off Market Homes Near 44 E Main St

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