44 Winter St, Orange, MA 01364
Property image
Property image
OFF MARKET

$205,900

Trulia Estimate
  • 3 Beds
  • 1 Bath
  • 1,608 sqft (on 0.75 acres)

44 Winter St, Orange, MA 01364

Est. Refi. Payment $1,393/mo*
Refinance Your Home
Currently Off Market - Sold Oct 27, 2017 for $54,900

Home Value

Trulia Estimate
$206K
Since last month
Increased$9K (+4.3%)
Since last year
Decreased$7K (-3.3%)
Since last sale
Increased$153K (+279.4%)
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 +67% in the last 10 years
MonthEstimated value
2026
August 2026$208K
August 2026$206K
July 2026$200K
June 2026$213K
May 2026$207K
April 2026$193K
March 2026$194K
February 2026$187K
January 2026$190K
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
31 Lincoln Ave, Orange, MA
0.13
Single-Family Home
$320,000
09/09/26
3
1.5
1,407
140 Mechanic St, Orange, MA
0.08
Single-Family Home
$347,000
12/30/25
3
1.5
1,753
28 Grove St, Orange, MA
0.25
Single-Family Home
$137,500
07/24/26
3
1.5
1,438
49 Lincoln Ave, Orange, MA
0.12
Single-Family Home
$367,500
05/11/26
4
2
1,800
56 Shelter St, Orange, MA
0.56
Single-Family Home
$271,900
04/22/26
3
1
1,776
215 N Main St, Orange, MA
0.19
Single-Family Home
$245,000
07/17/26
3
1
1,189
93 Bacon St, Orange, MA
0.20
Single-Family Home
$130,000
07/01/26
3
2
1,288
89 W Main St, Orange, MA
0.45
Single-Family Home
$307,000
01/05/26
3
1
1,150
23 E Howe St, Orange, MA
0.28
Single-Family Home
$250,000
07/30/26
4
2
2,257
21 Dexter St, Orange, MA
0.18
Single-Family Home
$212,647
05/14/26
3
1.5
1,301

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
58 Winter St, Orange, MA 01364
0.03
$261,400
4
2
1,468
Off Market
141 Mechanic St, Orange, MA 01364
0.06
$277,400
4
1.5
1,765
Off Market
140 Mechanic St, Orange, MA 01364
0.08
$347,000
3
1.5
1,753
Recently Sold
27 Winter St, Orange, MA 01364
0.07
$392,800
3
2
1,190
Off Market
49 Lincoln Ave, Orange, MA 01364
0.12
$367,500
4
2
1,800
Recently Sold
107 Mechanic St, Orange, MA 01364
0.07
$366,700
4
2
1,959
Off Market
120 Mechanic St, Orange, MA 01364
0.08
$350,000
3
2
1,399
Off Market
31 Lincoln Ave, Orange, MA 01364
0.13
$320,000
3
1.5
1,407
Recently Sold
102 Mechanic St, Orange, MA 01364
0.10
$110,000
5
2
2,008
Recently Sold
98 Mechanic St, Orange, MA 01364
0.10
$381,500
4
2
2,674
Off Market
178 N Main St, Orange, MA 01364
0.13
$281,600
3
1
1,674
Off Market
Lot 1 Winter St, Orange, MA 01364
0.11
$50,000
-
-
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For Sale

Local Information

  • Map ViewExplore the area around 44 Winter St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1900
0.75 acre lot
1,608 sqft
$128/sqft
Garage

About this House

Looking for the majesty of an older colonial to bring back to life? This may be the one! 3 bdrms, 1 bath, attached garage and spacious rooms. See it today. Buyer responsible to verify all information since it was obtained from 3rd party sources.
44 Winter St, Orange, MA 01364 is a 3 bedroom, 1 bathroom, 1,608 sqft single-family home built in 1900. It last sold for $54,900 on Oct 27, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $205,900, with a rent estimate of $2,255/month.

Home Details for 44 Winter 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: SlateExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Community

Units in Building: 1

Lot Information

Lot Area: 0.75 acres

Price and Tax history

DateEventPrice
Oct 27, 2017
Source: N/A
Sold
$54,900
Aug 30, 2017
Source: Agent Provided
Pending
$54,900
Aug 24, 2017
Source: Agent Provided
PriceChange
$54,900
Price decreased by 17%
Jul 12, 2017
Source: Agent Provided
Listed For Sale
$66,000
Aug 10, 2016
Source: N/A
Sold
$119,000

Market trends in Orange

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
20
6MoM

Around this home

What Locals Say about Orange

At least 27 Trulia users voted on each feature.

  • 97 % Say yards are well-kept

  • 94 % Say car is needed

  • 88 % Say parking is easy

  • 85 % Say it's dog friendly

  • 84 % Say there's holiday spirit

  • 76 % Say there's wildlife

  • 74 % Say kids play outside

  • 70 % Say people would walk alone at night

  • 66 % Say there are sidewalks

  • 60 % Say it's quiet

  • 58 % Say they plan to stay for at least 5 years

  • 57 % Say it's walkable to restaurants

  • 57 % Say neighbors are friendly

  • 40 % Say streets are well-lit

  • 22 % Say there are community events

  • 12 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Annie.miller12
    "We have annual fireworks for New Years and forth of July .. there are free our door concerts in the summer, there is a brand new brewery that just opened up . AND THIS IS WHERE THEY FILMED CASTLE ROCK !!!"
    2
    Flag
  • Paultrek1980
    "Theres a dog park near the airport. One thing to be mindful of if your going to walk your dog in your neighborhood, is that people drive rather fast around here. "
    3
    Flag
  • Ronald B.
    "the whole town is very dog freidly there is plenty of Open Spaces to run and walk and play with your dog in the area properties of Moore than a half an acre for the most part"
    1
    Flag
  • Marissa
    "I've lived here for the past year and it's a quite neighborhood💙💙 it's small and countryish...its the type of town where neighbors say hi and you can safely walk your dogs and your child with out having to worry!! love it"
    1
    Flag
  • Ben W.
    "Quiet neighborhood near lake/beach. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 44 Winter St

  • What is 44 Winter St estimated to be worth?
    Trulia's estimated value for 44 Winter St in Orange, MA is $205,900.
  • What is the price history for 44 Winter St?
    44 Winter St in Orange, MA last sold for $54,900 in October 2017.
  • Is Orange a buyer's or seller's market?
    Orange is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Orange?
    Residents describe Orange, MA as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Orange, MA.
  • How big is the lot at 44 Winter St?
    The lot at 44 Winter St in Orange, MA is about 0.75 acres (32,670 sq ft).
  • Does 44 Winter St have a garage?
    Yes, 44 Winter St in Orange, MA has a garage.

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