152 Gilbert Ave, Winsted, CT 06098
Property image
Property image
OFF MARKET

$320,900

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 1,544 sqft (on 0.26 acres)

152 Gilbert Ave, Winsted, CT 06098

Est. Refi. Payment $2,216/mo*
Refinance Your Home
Currently Off Market - Sold Jan 21, 2022 for $199,200

Home Value

Trulia Estimate
$321K
Since last month
Increased$2K (+0.7%)
Since last year
Increased$15K (+4.8%)
Since last sale
Increased$123K (+61.7%)
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 increased by +105% in the last 10 years
MonthEstimated value
2026
August 2026$322K
August 2026$321K
July 2026$320K
June 2026$323K
May 2026$322K
April 2026$318K
March 2026$313K
February 2026$306K
January 2026$303K
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
179 Gilbert Avenue, Winsted, CT
0.09
Single-Family Home
$275,000
09/13/25
3
2
1,744
262 Holabird Avenue, Winsted, CT
0.18
Single-Family Home
$365,000
05/15/26
3
1.5
1,312
1 Hamill Drive, Winsted, CT
0.20
Single-Family Home
$340,000
06/02/26
3
1.5
1,600
185 Stanton Ave, Winsted, CT
0.10
Single-Family Home
$262,000
09/10/25
3
3
2,115
210 Walnut Street, Winsted, CT
0.31
Single-Family Home
$240,000
10/22/25
3
1.5
1,056
95 Colony Drive, Winsted, CT
0.27
Single-Family Home
$316,000
04/06/26
3
1.5
1,008
160 Walnut Street, Winsted, CT
0.25
Single-Family Home
$320,000
10/21/25
3
1.5
1,674
123 Wetmore Avenue, Winsted, CT
0.25
Single-Family Home
$330,000
02/27/26
4
2
2,345
36 Whiting Street, Winchester, CT
0.30
Single-Family Home
$310,000
10/03/25
3
2.5
1,608
130 Stanton Avenue, Winsted, CT
0.05
Single-Family Home
$225,000
11/03/25
2
1
768

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
155 Gilbert Avenue, Winsted, CT 06098
0.03
$891,500
8
8
3,963
Off Market
130 Stanton Avenue, Winsted, CT 06098
0.05
$236,000
2
1
768
Off Market
138 Gilbert Avenue, Winsted, CT 06098
0.05
$349,200
4
2
2,669
Off Market
115 Stanton Avenue, Winsted, CT 06098
0.10
$288,200
2
1
1,424
Off Market
179 Gilbert Avenue, Winsted, CT 06098
0.09
$319,000
3
2
1,744
Off Market
29.5 Colony Drive, Winsted, CT 06098
0.12
$359,500
4
2
2,190
Off Market
38 Riveredge Drive #38, Winsted, CT 06098
0.14
$135,800
1
1
635
Recently Sold
220 Gilbert Avenue, Winsted, CT 06098
0.15
$337,700
4
2
2,176
Off Market
150 Colony Drive, Winsted, CT 06098
0.13
$308,400
3
2
1,056
Off Market
58 Riveredge Drive #58, Winsted, CT 06098
0.16
$151,000
1
1
635
Off Market
203 Holabird Avenue, Winsted, CT 06098
0.14
$393,500
5
3
3,690
Off Market
225 Gilbert Avenue, Winsted, CT 06098
0.17
-
4
2
1,585
Off Market

Local Information

  • Map ViewExplore the area around 152 Gilbert Ave.
  • Schools1 Preschool School2 Elementary Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1988
0.26 acre lot
1,544 sqft
$208/sqft
Garage

About this House


 Freshly painted.
Walking distance to restaurants, shops and downtown Winsted in the town of Winchester Connecticut.
Four bedrooms, two full baths.
New carpeting
Large deck for entertaining and grilling.
Garage and off-street parking.
Nicely Finished Walkout lower level not included in sq footage.
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152 Gilbert Ave, Winsted, CT 06098 is a 4 bedroom, 2 bathroom, 1,544 sqft single-family home built in 1988. It last sold for $199,200 on Jan 21, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $320,900, with a rent estimate of $2,493/month.

Home Details for 152 Gilbert Ave

Interior Features

Interior Details
BasementAdditional StorageNumber of Rooms: 6Types of Rooms: Dining Room, Family Room, Laundry Room, OfficeStorageCeiling Fan
Heating & Cooling
Heating: Baseboard, Radiant, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Other, Carpet, Laminate
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: Other, VinylLawnPatio
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 1988
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.26 acres

Price and Tax history

DateEventPrice
Jan 21, 2022
Source: Smart MLS #170441403
Sold
$199,200
Jan 11, 2022
Source: Smart MLS #170441403
Contingent
$189,999
Oct 19, 2021
Source: Smart MLS #170441403
PriceChange
$189,999
Price decreased by 16%
Sep 22, 2021
Source: N/A
PendingToActive
$225,000
Sep 22, 2021
Source: N/A
Pending
$225,000

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 152 Gilbert Ave

  • What is 152 Gilbert Ave estimated to be worth?
    Trulia's estimated value for 152 Gilbert Ave in Winsted, CT is $320,900.
  • What is the price history for 152 Gilbert Ave?
    152 Gilbert Ave in Winsted, CT last sold for $199,200 in January 2022.
  • 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.
  • Does 152 Gilbert Ave have laundry facilities?
    Yes, 152 Gilbert Ave in Winsted, CT has in-unit laundry.
  • How big is the lot at 152 Gilbert Ave?
    The lot at 152 Gilbert Ave in Winsted, CT is about 0.26 acres (11,326 sq ft).

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