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

$370,500

Trulia Estimate
  • 5 Beds
  • 2 Baths
  • 2,518 sqft (on 0.66 acres)

39 Winter St, Orange, MA 01364

Est. Refi. Payment $2,389/mo*
Refinance Your Home
Currently Off Market - Sold Jun 14, 2022 for $285,500

Home Value

Trulia Estimate
$371K
Since last month
Decreased$6K (-1.6%)
Since last year
Decreased$4K (-1.2%)
Since last sale
Increased$83K (+29%)
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 +196% in the last 10 years
MonthEstimated value
2026
August 2026$368K
July 2026$374K
June 2026$375K
May 2026$374K
April 2026$369K
March 2026$367K
February 2026$363K
January 2026$358K
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
37 Bacon St, Orange, MA
0.34
Multi-Family Home
$370,000
06/26/26
5
3
3,212
102 Mechanic St, Orange, MA
0.14
Multi-Family Home
$110,000
01/07/26
5
2
2,008
30 Cottage St, Orange, MA
0.52
Multi-Family Home
$330,000
06/17/26
4
2
1,858
78-80 High St, Orange, MA
0.21
Multi-Family Home
$210,000
10/16/25
6
2
1,992
37 Cottage St, Orange, MA
0.53
Multi-Family Home
$260,000
02/26/26
5
2
1,389
331-331 E Main St #333, Orange, MA
0.79
Multi-Family Home
$350,000
09/08/25
6
3
2,760
1 Gibbs Ct, Orange, MA
0.33
Multi-Family Home
$76,118
03/13/26
5
2
2,298
52 Mechanic St, Orange, MA
0.24
Multi-Family Home
$165,000
07/22/26
11
4
3,112
84 Walnut Hill Rd, Orange, MA
0.89
Multi-Family Home
$346,380
11/24/25
5
3
2,569
313-315 Walnut Hill Rd, Orange, MA
1.35
Multi-Family Home
$505,000
04/16/26
4
3
2,184

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
0.05
$262,600
4
2
1,468
Off Market
141 Mechanic St, Orange, MA 01364
0.06
$278,500
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
0.06
$392,800
3
2
1,190
Off Market
49 Lincoln Ave, Orange, MA 01364
0.07
$367,500
4
2
1,800
Recently Sold
107 Mechanic St, Orange, MA 01364
0.11
$366,700
4
2
1,959
Off Market
120 Mechanic St, Orange, MA 01364
0.11
$351,400
3
2
1,399
Off Market
102 Mechanic St, Orange, MA 01364
0.14
$110,000
5
2
2,008
Recently Sold
98 Mechanic St, Orange, MA 01364
0.14
$382,700
4
2
2,674
Off Market
178 N Main St, Orange, MA 01364
0.10
$283,100
3
1
1,674
Off Market
Lot 1 Winter St, Orange, MA 01364
0.11
$50,000
-
-
-
For Sale
82 Mechanic St, Orange, MA 01364
0.19
$320,200
4
3
2,948
Off Market

Local Information

  • Map ViewExplore the area around 39 Winter St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1880
Lot Size
0.66 acres
Living Area
2,518 sqft
Price/Sqft
$147
Parking
Garage

About this House

Solid Sided Two Family Ready To Re-Hab. Large Spacious Units. A Lot of Original Woodwork. Priced To Move Quickly!!!
39 Winter St, Orange, MA 01364 is a 5 bedroom, 2 bathroom, 2,518 sqft multi-family built in 1880. It last sold for $285,500 on Jun 14, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $370,500, with a rent estimate of $1,732/month.

Home Details for 39 Winter St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 11
Heating & Cooling
Heating: Forced Air, OilHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1880
Property Type / Style
Property Type: Multi FamilyArchitecture: Conventional

Community

Units in Building: 2

Lot Information

Lot Area: 0.66 acres

Price and Tax history

DateEventPrice
Jun 14, 2022
Source: MLS PIN #72967077
Sold
$285,500
Apr 27, 2022
Source: MLS PIN #72967077
Contingent
$285,000
Apr 15, 2022
Source: MLS PIN #72967077
Listed For Sale
$285,000
Apr 26, 2021
Source: N/A
Sold
$120,000
Sep 29, 2016
Source: N/A
Sold
$28,500

Market trends in Orange

Last updated July 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 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 39 Winter St

  • What is 39 Winter St estimated to be worth?
    Trulia's estimated value for 39 Winter St in Orange, MA is $370,500.
  • What is the price history for 39 Winter St?
    39 Winter St in Orange, MA last sold for $285,500 in June 2022.
  • 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.

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 39 Winter St

Skip to last item
Skip to first item

Homes for sale near 39 Winter St

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item