32 Winter St, Southbridge, MA 01550
OFF MARKET

32 Winter St
Southbridge, MA 01550

  • 3 Beds
  • 1 Bath
  • 1,200 sqft

$339,900

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $2,142/mo*
Refinance Your Home

$339,900

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $2,142/mo*
Refinance Your Home
3 Beds
1 Bath
1,200 sqft

Home Value

Trulia Estimate
$340K
Since last month
Decreased$9K (-2.5%)
Since last year
Decreased$400 (-0.1%)
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 +72% in the last 10 years
MonthEstimated value
2026
August 2026$345K
July 2026$354K
June 2026$361K
May 2026$343K
April 2026$339K
March 2026$326K
February 2026$320K
January 2026$324K
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
20 Glover St, Southbridge, MA
0.14
Single-Family Home
$319,000
07/22/26
3
1.5
1,536
45 South St, Southbridge, MA
0.32
Single-Family Home
$245,900
09/30/25
2
1
1,144
266 Marcy St, Southbridge, MA
0.43
Single-Family Home
$367,000
04/10/26
3
1
1,438
20 Newell Ave, Southbridge, MA
0.18
Single-Family Home
$365,000
02/02/26
3
1.5
1,692
28 Litchfield Ave, Southbridge, MA
0.21
Single-Family Home
$380,000
09/10/25
3
1.5
1,616
26 Roosevelt Dr, Southbridge, MA
0.51
Single-Family Home
$380,000
05/07/26
3
1
1,244
86 Old Sturbridge Rd, Southbridge, MA
0.52
Single-Family Home
$395,000
02/27/26
3
1
1,232
11 Glover St, Southbridge, MA
0.16
Single-Family Home
$385,000
07/29/26
4
1.5
1,740
19 Red Oak Ln, Southbridge, MA
0.45
Single-Family Home
$60,000
11/04/25
3
2
1,064
220 Marcy St, Southbridge, MA
0.39
Single-Family Home
$368,000
07/31/26
3
2
1,176

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
22 Winter St, Southbridge, MA 01550
0.02
$275,000
6
2
2,200
Recently Sold
36 Winter St, Southbridge, MA 01550
0.02
$508,100
6
3
4,088
Off Market
33 Winter St, Southbridge, MA 01550
0.01
$355,000
2
1
1,016
Off Market
41-43 Winter St, Southbridge, MA 01550
0.03
-
6
3
2,707
Off Market
16 Water St, Southbridge, MA 01550
0.05
$259,900
3
1.5
1,242
For Sale
176 South St, Southbridge, MA 01550
0.09
$350,800
2
1
1,426
Off Market
37-39 Water St, Southbridge, MA 01550
0.06
$374,600
5
2.5
1,284
Off Market
155 High St, Southbridge, MA 01550
0.11
$470,900
5
2
2,350
Off Market
166 High St, Southbridge, MA 01550
0.11
$265,000
7
3
2,875
Recently Sold
36 School St, Southbridge, MA 01550
0.07
$403,900
5
2
1,930
Off Market
50 Glover St, Southbridge, MA 01550
0.12
$500,600
4
2
2,168
Off Market
20 Glover St, Southbridge, MA 01550
0.14
$319,000
3
1.5
1,536
Recently Sold

Local Information

  • Map ViewExplore the area around 32 Winter St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1995
Living Area
1,200 sqft
Price/Sqft
$283

About this House

newly remodeled// quiet country area// new paint/ new carpeting/ 3 bedrooms// off street parking/ private porch/ washer dryer hookups/ fire place livingroom large 3 bedroom apt in a remodeled victorian home/ located off south street/ two blocks from harrington medical center. For more properties like this visit GoSection8.com.
32 Winter St, Southbridge, MA 01550 is a 3 bedroom, 1 bathroom, 1,200 sqft single-family home built in 1995. More recently, it was listed as a rental in November 2013 with an asking price of $1,050 per month. That rental listing was removed on November 13, 2013. It is currently off market. The Trulia Estimate is $339,900, with a rent estimate of $2,421/month.

Home Details for 32 Winter St

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: Single Family Home

Price and Tax history

DateEventPrice
Nov 13, 2013
Source: Agent Provided
ListingRemoved
$1,050
Nov 8, 2013
Source: Agent Provided
Listed For Rent
$1,050

Market trends in Southbridge

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
31
9MoM

Around this home

View nearby schools on GreatSchools
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 Southbridge

At least 152 Trulia users voted on each feature.

  • 87 % Say car is needed

  • 78 % Say it's dog friendly

  • 75 % Say parking is easy

  • 72 % Say there's holiday spirit

  • 70 % Say there are sidewalks

  • 68 % Say yards are well-kept

  • 63 % Say kids play outside

  • 54 % Say streets are well-lit

  • 54 % Say it's walkable to grocery stores

  • 51 % Say it's walkable to restaurants

  • 46 % Say neighbors are friendly

  • 46 % Say people would walk alone at night

  • 46 % Say there's wildlife

  • 43 % Say it's quiet

  • 41 % Say they plan to stay for at least 5 years

  • 26 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Zepher44
    "It’s diverse , I have lived here for nine years. A lot of children in the neighborhood and close to everything. "
    0
    Flag
  • Ashley M. .
    "If you don’t have a car you won’t survive here. There’s no public transportation and everything’s far away."
    2
    Flag
  • Goveggie00
    "I have lived here for 12 years. The road I live on is quiet and we enjoy the local parks and recreation areas."
    1
    Flag
  • Mandi B.
    "It’s relatively quiet. There are some sidewalks in the development to safely walk the pup. Other neighbors have dogs and we keep an eye out if one gets loose."
    2
    Flag
  • Dalizbeth12
    "You see dogs walking with their owners in the neighborhood all the time. Everyone is kind and the dogs are super nice."
    2
    Flag
  • Will S.
    "I don’t live here so I couldn’t really tell you. Southbridge is a nice enough little hamlet, but a boring posting for a guard"
    1
    Flag
  • Doreen L.
    "Dogs are welcome of all kinds but might want to fence in if you have runners. You should walk side streets with your dog or watch out for trucks and people flying by"
    1
    Flag
  • A.Lopez
    "The commute isn’t too bad. If you can, avoid Main Street at all cost unless you have to. It does get quite busy, so if you’re in a rush, try a shortcut. "
    0
    Flag
  • Doreen L.
    "It’s wonderful have dogs here, lots of room lots of sidewalks in town but not in the rural areas, think about fencing if you have roomers or runners "
    2
    Flag
  • Doreen L.
    "Great affordable town, convenient to Boston, New York and all of New England and MA pike, country roads."
    0
    Flag
  • Fenneuffj
    "Lived in this neighborhood for 7 years and never had any issues. Only complaint I’d have is focusing more on the schools and the roads, some roads need fixing. "
    2
    Flag
  • Jared F.
    "The town is very nice although it does have its flaws, one major issue is the schools. The state has taken over for the past 2 years but does seem like it may be getting better. Another thing is the roads which are pretty bad themselves. The main streets are horrendous and the back roads are even worse. I live in the outskirts of Southbridge which is perfect honestly. The neighborhood area i live in is really great off of Hunters Ridge heading towards the Dudley line. The neighbors are all friendly and everyone keeps to themselves or makes a nuisance. If the schooling wasn’t so bad i wouldn’t want to move. "
    0
    Flag
  • Jose R.
    "I live close to main st. and there is public transportation to other towns and even a elderbus that that disable and the elderly to where ever they want to go. Also taxis, uber, lift arw around."
    0
    Flag
  • Bortiz0620
    "You don’t see dogs running around without someone with them and the neighbors are pretty friendly with them and if they see anything they try to help...."
    0
    Flag
  • Rozlyn Davis
    "I have lived in Sturbridge for 5 years.looking for pet friendly housing.All routes are close by Which makes it easy to get around."
    0
    Flag
  • Jessica P.
    "4th of July rd race every year and Halloween parade as well as the lighting of the lights celebration for the Holidays"
    0
    Flag
  • Robert
    "As far as the people go there friendly but the complex and apartments go they are extremely in need of repair this place got ripped off by a former gm and now they are charging everyone for repairs my pipe froze and they tried to charge me 1,000 $ to repair it the place should be razed and rebuilt"
    0
    Flag
  • Valentindeseada
    "Ive been living in southbridge for 2 year and the neighborhood is quiet and they have alot to explore around. "
    0
    Flag
  • Katheryn S.
    "The school system sucks here! Do not move here if you have kids in school. Rent is cheap tho but if have no kids it’s ok"
    0
    Flag
  • Sonia A.
    "Nothing... to be honest it getting worse every year.. for renting and to much drug dealer around street are bad plz all the bridges need work.."
    0
    Flag
  • Christine K.
    "Not much going on in Southbridge. A lot of trouble downtown. Even with the holiday events and the town celebrations. I live In outskirts. You can at least go in the woods and do things outside around here "
    0
    Flag
  • Christine K.
    "I live about 10 minutes from a semi-major route, which takes about another 10 minutes to a major route and from there it’s about 10 minutes to work. I live one town away from my job "
    0
    Flag
  • Tishira
    "small town life. everyone knows everyone. plenty of kids and plenty of churches. historically as well. many buildings still standing from 1800s"
    0
    Flag
  • Tishira
    "I work in hartford. take rt.84 into Hartford and it's about 45mins.no traffic until after Manchester. easy but long ride. "
    0
    Flag
  • Savage G.
    "People seem to never clean up after their dogs and I think that is very disrespectful. If you own a dog you should pick up after them it is just like having a child you wouldn't leave their mess behind. "
    0
    Flag
  • n1yyg
    "Lived in Town over 20+ years. Area is reasonable. with Large Quality Hospital in Town. Schools are fairly new. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 32 Winter St

  • What is 32 Winter St estimated to be worth?
    Trulia's estimated value for 32 Winter St in Southbridge, MA is $339,900.
  • Is Southbridge a buyer's or seller's market?
    Southbridge is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Southbridge?
    Residents describe Southbridge, MA as dog-friendly, easy to park in, and pedestrian-friendly. See recently sold homes in Southbridge, MA.
  • What are the closest schools to 32 Winter St?
    The closest schools to 32 Winter St in Southbridge, MA are Eastford Road School (Pre-K/Elementary), Southbridge High School (rated 1/10), Southbridge Middle School (rated 6/10).

Explore by feature - Pet Friendly

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16 rentals with a washer/dryer in Southbridge, MA

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