40A High St, Winsted, CT 06098
OFF MARKET

$242,800

Trulia Estimate
  • Studio

40A High St, Winsted, CT 06098

Est. Refi. Payment $1,695/mo*
Refinance Your Home

Home Value

Trulia Estimate
$243K
Since last month
Increased$27K (+12.7%)
Since last year
Decreased$9K (-3.7%)
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 decreased by -4% in the last 10 years
MonthEstimated value
2026
August 2026$243K
August 2026$243K
July 2026$216K
June 2026$270K
May 2026$215K
April 2026$252K

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
27 Fairview Ave, Winsted, CT
0.06
Single-Family Home
$250,000
05/11/26
5
2
3,063
61 Rock St, Winsted, CT
0.08
Single-Family Home
$240,000
01/14/26
4
2
1,559
14 Pratt Street, Winsted, CT
0.19
Single-Family Home
$167,900
11/14/25
3
1.5
1,340
155 Rockwell Street, Winsted, CT
0.24
Single-Family Home
$151,000
02/20/26
3
1
1,317
57 Bridge Street, Winsted, CT
0.24
Single-Family Home
$276,000
05/27/26
4
1.5
1,416
146 Elm St, Winsted, CT
0.25
Single-Family Home
$310,000
07/22/26
1
1
2,693
157 Elm Street, Winsted, CT
0.26
Single-Family Home
$330,000
03/10/26
6
2.5
2,376
28 Spring St, Winsted, CT
0.27
Single-Family Home
$260,000
12/18/25
5
2
2,676
32 Charles Street, Winsted, CT
0.27
Single-Family Home
$225,000
12/10/25
3
1
1,044
39 Orchard Street, Winsted, CT
0.29
Single-Family Home
$290,000
11/26/25
3
1.5
1,200

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
24 Union Street, Winsted, CT 06098
0.05
$313,500
4
2
2,582
Off Market
66 High Street, Winsted, CT 06098
0.02
-
4
3
3,500
Off Market
92 High Street, Winsted, CT 06098
0.04
$252,900
1
1
1,247
Off Market
26 Elm Street, Winsted, CT 06098
0.10
$420,000
5
3
2,496
Recently Sold
30 Rock Street, Winsted, CT 06098
0.08
$235,000
4
2
2,299
Recently Sold
27 Thibault Avenue, Winsted, CT 06098
0.11
-
8
5
7,372
Off Market
24 Center Street, Winsted, CT 06098
0.13
-
Studio
4
4,504
Off Market
25 High Street, Winsted, CT 06098
0.11
$263,600
5
2
2,468
Off Market
25 Center Street, Winsted, CT 06098
0.14
$315,000
3
2.5
2,754
Recently Sold
Address Not Disclosed, Winsted, CT 06098
0.15
$239,000
7
3
2,400
For Sale
69 Prospect Street, Winsted, CT 06098
0.17
$274,900
7
3
2,204
Recently Sold
14 Pratt Street, Winsted, CT 06098
0.19
$167,900
3
1.5
1,340
Recently Sold

Local Information

  • Map ViewExplore the area around 40A High St.
  • Schools1 Preschool School2 Elementary Schools
  • Shop & Eat
-- mins to
Commute Destination

About this House

40A High St is in Winsted, CT and in ZIP code 06098.
40A High St, Winsted, CT 06098 is a studio property. More recently, it was listed as a rental in April 2026 with an asking price of $850 per month. That rental listing was removed on June 12, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $242,800, with a rent estimate of $884/month.

Price and Tax history

DateEventPrice
Jun 12, 2026
Source: Smart MLS #24160366
ListingRemoved
$850
Apr 6, 2026
Source: Smart MLS #24160366
Listed For Rent
$850

Market trends in Winsted

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
12
2MoM

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 Winsted

At least 82 Trulia users voted on each feature.

  • 85 % Say car is needed

  • 85 % Say there's wildlife

  • 82 % Say it's dog friendly

  • 67 % Say it's walkable to restaurants

  • 67 % Say there's holiday spirit

  • 67 % Say yards are well-kept

  • 67 % Say parking is easy

  • 62 % Say streets are well-lit

  • 59 % Say kids play outside

  • 58 % Say there are sidewalks

  • 57 % Say neighbors are friendly

  • 52 % Say people would walk alone at night

  • 44 % Say it's quiet

  • 39 % Say they plan to stay for at least 5 years

  • 30 % Say it's walkable to grocery stores

  • 18 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Amber Matarainen
    "Takes forever to get anywhere worthy of being. Traffic gets backed up midday, and people speed through lights all the time"
    0
    Flag
  • Linda Kaiser
    "Small town feel with all of the required amenities. People are friendly and there are several excellent eateries. "
    0
    Flag
  • Nick W.
    " great schools nice tonw friendly people and streets are fimmaly getting repaved though some aren't even tho they need it Really badly "
    2
    Flag
  • Tammy W.
    "I really like it here just really wish that we had a grocery store in walking distance. There is only one in this town and if you don’t have a car you can not get to it."
    0
    Flag
  • Tammy W.
    "It’s not a bad place to live. Most of the people are nice and it is a clean place. I am just looking for a place with a bigger yard and closer to grocery stores. That is the biggest problem with this town. If you don’t have a car it is very hard to live here. If they could fix that problem I would not be looking to move out of town."
    0
    Flag
  • Tammy W.
    "People are always walking their dogs around my neighborhood. Just have to remind a few of them that they need to clean up after their dogs and not leave it there. But it is nice to see that family’s still walk around and enjoy themselves."
    2
    Flag
  • Tammy W.
    "This is a nice place to raise your kids. And it is a very safe place as well. I have lived here my whole life."
    5
    Flag
  • Tammy W.
    "Great. The driver was very nice and helpful when needed. It is not expensive to ride the bus. I would recommend public transit to everybody that needs it. The drivers are very nice about stopping close to your designation."
    1
    Flag
  • Trulia User
    "My neighborhood is close to downtown, close to the Main Street and easily accessible for the public transportation "
    0
    Flag
  • Nick W.
    "I think most of the surrounding areas within Winsted are Gradually getting better, Great schools, Awsome neighbors(Most) small town feel is good for me."
    0
    Flag
  • Shanura G.
    "I've lived here for over 25 yrs and love...very great neighborhood and friendly people...school system is great"
    0
    Flag
  • Ericka A.
    "watch out for walkways they need work and the best parks for kids is the baseball/memorial park and peirson elementary park there enclosed "
    0
    Flag
  • Jennifer M.
    "Winsted is a small working class town. the schools are improving and you g families should definitely consider moving here. "
    0
    Flag
  • Bruinssox1
    "No dog parks to bring your dog too. The parks we do have are no dogs allowed.There is a lot of traffic to watch out for"
    0
    Flag
  • Kaeabalan
    "There are a million dogs on my street and the surrounding streets. I see people out walking dogs frequently, day and night. On the occasion my dog gets loose, the neighbors are a great help in bringing him home. "
    2
    Flag
  • Eric R.
    "Great access to parks and public activities. Close to local community college, private neighbors, easy access to local hospitals."
    1
    Flag
  • Choiniere j.
    "Been here almost a year, and its what you make of it. Could be better her and there, but its a nice town for your family. Not too much in the cost of living, which is a plus!"
    6
    Flag
  • liz
    "Nice and quiet area where neighbors look out for each other's property."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 40A High St

  • What is 40A High St estimated to be worth?
    Trulia's estimated value for 40A High St in Winsted, CT is $242,800.
  • Is Winsted a buyer's or seller's market?
    Winsted is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Winsted?
    Residents describe Winsted, CT as dog-friendly, walkable to restaurants, and well-kept. See recently sold homes in Winsted, CT.
  • What are the closest schools to 40A High St?
    The closest schools to 40A High St in Winsted, CT are Mary P. Hinsdale School (Pre-K/Elementary), Pearson Middle School (Elementary, rated 6/10).

Explore by feature - Pet Friendly

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