39 Winter St, Orange, MA 01364
OFF MARKET

39 Winter St
Orange, MA 01364

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

$374,600

Trulia Estimate
as of Jun 1, 2026
Est. Refi. Payment $2,346/mo*

$374,600

Trulia Estimate
as of Jun 1, 2026
Est. Refi. Payment $2,346/mo*
5 Beds
2 Baths
2,518 sqft
(on 0.66 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Solid Sided Two Family Ready To Re-Hab. Large Spacious Units. A Lot of Original Woodwork. Priced To Move Quickly!!!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 39 Winter St

DatePriceEventSource
06/14/2022$285,500Sold
MLS PIN #72967077
04/27/2022$285,000ContingentMLS PIN #72967077
04/15/2022$285,000Listed For SaleMLS PIN #72967077
04/26/2021$120,000Sold
N/A
09/29/2016$28,500Sold
N/A
07/11/2016$24,999Listed For SaleAgent Provided
03/24/2016$0ListingRemovedAgent Provided
03/18/2016$75,480Listed For SaleAgent Provided
01/26/2016$91,800Sold
N/A
08/27/2015$0Listed For SaleAgent Provided
09/22/2008$153,000Sold
N/A
06/19/2008$99,900PriceChange
Agent Provided
05/28/2008$119,900Listed For SaleAgent Provided
09/19/2005$199,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$4,326
Assessment$263,000
Home facts updated by county records

Comparable Sales for 39 Winter St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.14
Multi-Family Home
$360,000
08/20/25
4
2
2,674
0.14
Multi-Family Home
$110,000
01/07/26
5
2
2,008
0.21
Multi-Family Home
$210,000
10/16/25
6
2
1,992
0.52
Multi-Family Home
$150,000
09/30/25
4
2
1,858
0.53
Multi-Family Home
$260,000
02/26/26
5
2
1,389
0.79
Multi-Family Home
$350,000
09/08/25
6
3
2,760
0.33
Multi-Family Home
$76,118
03/13/26
5
2
2,298
0.89
Multi-Family Home
$346,380
11/24/25
5
3
2,569
0.49
Multi-Family Home
$30,000
02/16/26
6
5
2,840
1.64
Multi-Family Home
$360,000
08/08/25
5
2
2,024

Nearby homes

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Assigned Schools

These are the assigned schools for 39 Winter St.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Orange

At least 26 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

  • 73 % Say kids play outside

  • 70 % Say people would walk alone at night

  • 65 % 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 !!!"
  • 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. "
  • 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"
  • 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"
  • Ben W.
    "Quiet neighborhood near lake/beach. "

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 39 Winter St

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Off Market Homes Near 39 Winter St

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Homes for rent near 39 Winter St

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39 Winter St, Orange, MA 01364 is a 5 bedroom, 2 bathroom, 2,518 sqft multi-family built in 1880. This property is not currently available for sale. 39 Winter St was last sold on Jun 14, 2022 for $285,500. The current Trulia Estimate for 39 Winter St is $374,600.