5 Brookside Ave, Winsted, CT 06098
Property image
Property image
OFF MARKET

5 Brookside Ave
Winsted, CT 06098

  • 1 Bed
  • 1 Bath
  • 850 sqft (on 0.59 acres)

$270,800

Trulia Estimate
as of Aug 4, 2026
Est. Refi. Payment $1,865/mo*
Refinance Your Home

$270,800

Trulia Estimate
as of Aug 4, 2026
Est. Refi. Payment $1,865/mo*
Refinance Your Home
1 Bed
1 Bath
850 sqft
(on 0.59 acres)

Local Information

  • Map ViewExplore the area around 5 Brookside Ave.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1900
Lot Size
0.59 acres
Living Area
850 sqft
Price/Sqft
$319

About this House

Large 1 Bedroom Apartment...Third Floor Unit Apartment at a Great Price...Washer and Dryer provided By The Landlord....New Natural Gas High Efficiency Furnace for Low Heating Costs....Next To Gilbert School....Quiet Neighborhood....Don't Miss This Nicely, Recently Updated Apartment While it Lasts....Security Deposit, Employment Verification are REQUIRED...One month security only will not be accepted.
5 Brookside Ave, Winsted, CT 06098 is a 1 bedroom, 1 bathroom, 850 sqft single-family home built in 1900. It last sold for $40,120 on Feb 8, 2018. More recently, it was listed as a rental in September 2018 with an asking price of $695 per month. That rental listing was removed on February 4, 2019. It is currently off market. The Trulia Estimate is $270,800, with a rent estimate of $1,263/month.

Home Details for 5 Brookside Ave

Interior Features

Interior Details
BasementAtticNumber of Rooms: 14
Heating & Cooling
Heating: Forced Air, OilHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Concrete
Appliances & Utilities
DryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: OtherExterior: Shingle Not Wood
Parking & Garage
Parking Spaces: 6Parking: Off Street, On Street

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 3

Lot Information

Lot Area: 0.59 acres

Price History for 5 Brookside Ave

DatePriceEventSource
02/04/2019$675ListingRemovedAgent Provided
11/20/2018$675PriceChange
Agent Provided
09/18/2018$695Listed For RentAgent Provided
07/10/2018$895ListingRemovedAgent Provided
03/22/2018$895Listed For RentAgent Provided
02/08/2018$40,120Sold
Smart MLS #170040177
01/09/2018$37,500PendingAgent Provided
12/28/2017$37,500Listed For SaleAgent Provided
01/01/2014$159,900ListingRemovedAgent Provided
06/19/2013$159,900Listed For SaleAgent Provided
01/31/2012$205,000ListingRemovedN/A
08/04/2011$205,000Listed For SaleN/A
04/28/2005$163,770Sold
N/A
06/02/2004$99,900Sold
N/A

Market trends in Winsted

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
10
1MoM
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Property Tax and Assessment

Year2025
Tax$3,539
Assessment$121,310
Home facts updated by county records

Comparable Sales for 5 Brookside Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
155 Rockwell Street, Winsted, CT
0.57
Single-Family Home
$151,000
02/20/26
3
1
1,317
50 Manchester Heights, Winsted, CT
0.35
Single-Family Home
$330,000
09/24/25
3
1
1,287
38 Upland Road, Winsted, CT
0.14
Single-Family Home
$240,000
03/11/26
3
1.5
1,736
22 Curtice Street, Winsted, CT
0.20
Single-Family Home
$243,000
11/17/25
3
1
1,334
155 Spencer St, Winsted, CT
0.22
Single-Family Home
$455,000
09/10/25
3
2
1,786
18 Curtice Street, Winsted, CT
0.19
Single-Family Home
$229,000
02/09/26
2
1.5
1,252
350 Walnut Street, Winsted, CT
0.83
Single-Family Home
$285,000
06/22/26
2
1
720
30 Upland Road, Winsted, CT
0.12
Single-Family Home
$185,000
07/22/26
4
2
1,844
9 John Street, Winsted, CT
0.27
Single-Family Home
$225,000
04/02/26
2
1.5
1,172
15 John Street, Winsted, CT
0.28
Single-Family Home
$288,557
10/29/25
3
2
1,538

Nearby homes

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Assigned Schools

These are the assigned schools for 5 Brookside Ave.
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

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Apartments for Rent

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Explore by feature - Pet Friendly

15 pet-friendly rentals in Winsted, CT

Homes for sale near 5 Brookside Ave

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Off Market Homes Near 5 Brookside Ave

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