3 Brookside Avenue, Winsted, CT 06098
OFF MARKET

3 Brookside Avenue
Winsted, CT 06098

  • Studio
  • 2,421 sqft

$270,900

Trulia Estimate
as of Jul 25, 2026
Est. Refi. Payment $1,877/mo*
Refinance Your Home

$270,900

Trulia Estimate
as of Jul 25, 2026
Est. Refi. Payment $1,877/mo*
Refinance Your Home
Studio
2,421 sqft

Local Information

  • Map ViewExplore the area around 3 Brookside Avenue.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1900
Living Area
2,421 sqft
Price/Sqft
$112
Parking
Open Parking

About this House

This stunning three-family home in Winsted, Connecticut is a rare gem that is not to be missed. Located next to Highland Lake and a peaceful brook. This property offers a tranquil and serene environment that is perfect for relaxation and recreation. Very quiet street with hardly any traffic. The home also boasts a fantastic location close to the highly-regarded Gilbert School, making it the ideal investment opportunity for those looking to rent. The property features three spacious units, first floor and 2nd floor each with two bedrooms, a living room, a kitchen, and a bathroom. 3 Unit has a kitchen, living room(can be a bedroom) and 1 bedroom. All have separate entrances and if you feel real ambitious you can actually use the third floor as part of the second and add more bedroom. The units are well-maintained and have been updated with new roofing, mechanicals, and plumbing, ensuring that they are in excellent condition for renters. While the property needs some TLC to bring it back to its full renting potential, it is a great deal and requires minimal work to get back into shape. If you are an investor looking for an excellent opportunity to own a multi-family home in a desirable location, this property is the perfect choice. Don't miss out on the chance to own this wonderful three-family home in Winsted, Connecticut.
3 Brookside Avenue, Winsted, CT 06098 is a studio, 2,421 sqft multi-family built in 1900. It last sold for the $169,925 asking price on Jul 3, 2023. More recently, it was listed as a rental in October 2013 with an asking price of $775 per month. It is currently off market. The Trulia Estimate is $270,900, with a rent estimate of $1,704/month.

Home Details for 3 Brookside Avenue

Interior Features

Interior Details
Basement: Full
Dimensions and Layout
Living Area: 2421 Square Feet
Appliances & Utilities
Appliances: Water HeaterLaundry: In Unit
Heating & Cooling
Heating: Baseboard,Gas on Gas,Wall Unit,Electric,Gas In StreetHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Baseboard

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PorchExterior: Lighting, SidewalkFoundation: StoneNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking: Off Street,Private,Driveway
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2421 Square Feet

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Multi FamilyArchitecture: 3updown - Unit(s) per Floor
Building
Construction Materials: ClapboardNot a New ConstructionAttached To Another StructureDoes Not Include Home Warranty
Property Information
Parcel Number: 926692

Price & Status

Price
List Price: $169,925
Status Change & Dates
Off Market Date: Thu Jul 06 2023Possession Timing: Flexible

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: WinchesterCommunity: Winsted
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 2421 Square Feet

Community

Community Features: Basketball Court, Lake, Library, Medical Facilities, Private Rec Facilities, Private School(s), Near Public Transport, Shopping/Mall

HOA

No HOA

Lot Information

Lot Area: 6098.4 sqft

Listing Info

Special Conditions: Potential Short Sale

Miscellaneous

BasementMls Number: 170561604Attic: NoneAbove Grade Unfinished Area: 2421

Additional Information

HOA Amenities: None
Last check for updates: about 11 hours ago
Listed by Jayson G. Kemp, (860) 573-0277
Five Stars Realty, (860) 560-1500
Guillermo Araujo, (860) 794-5353
Five Stars Realty, (860) 560-1500
Bought with: Michelle Grant, (860) 480-0643, Coldwell Banker Premier Real Estate, (860) 793-0349
Source: Smart MLS, MLS#170561604

Price History for 3 Brookside Avenue

DatePriceEventSource
07/03/2023$170,000Sold
Smart MLS #170561604
04/15/2023$169,925Listed For SaleSmart MLS #170561604
11/21/2022ListingRemovedSmart MLS #170511197
11/09/2022$179,900PriceChange
Smart MLS #170511197
10/23/2022$199,000PendingToActiveSmart MLS #170511197
09/08/2022$199,000ContingentSmart MLS #170511197
08/05/2022$199,000Listed For SaleSmart MLS #170511197
07/02/2017$94,900ListingRemovedAgent Provided
10/27/2016$94,900PriceChange
Agent Provided
06/16/2016$99,900PriceChange
Agent Provided
02/12/2016$109,900Listed For SaleAgent Provided
06/25/2014$109,900ListingRemovedAgent Provided
03/24/2014$109,900Listed For SaleAgent Provided
11/07/2013$725PriceChange
Agent Provided
10/31/2013$775Listed For RentAgent Provided
12/17/2007$87,500Sold
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$2,883
Assessment$98,840
Home facts updated by county records

Comparable Sales for 3 Brookside Avenue

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
30 Rock Street, Winsted, CT
0.39
Multi-Family Home
$235,000
11/24/25
4
2
2,299
51 Hinsdale Avenue, Winsted, CT
0.14
Multi-Family Home
$485,000
06/22/26
7
5
3,538
10 Crescent Street, Winsted, CT
0.39
Multi-Family Home
$280,000
01/07/26
4
2
2,444
126 Williams Avenue, Winsted, CT
0.14
Multi-Family Home
$292,000
07/25/25
6
2
2,225
135 Elm Street, Winsted, CT
0.38
Multi-Family Home
$324,900
11/21/25
4
2
3,303
25 Center Street, Winsted, CT
0.51
Multi-Family Home
$315,000
04/09/26
3
2.5
2,754
106 Rockwell Street, Winsted, CT
0.59
Multi-Family Home
$230,000
03/18/26
6
3
1,874

Nearby homes

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Assigned Schools

These are the assigned schools for 3 Brookside Avenue.
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
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  • 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

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Homes for sale near 3 Brookside Avenue

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Off Market Homes Near 3 Brookside Avenue

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