234 East Wakefield Boulevard, Winsted, CT 06098
OFF MARKET

234 East Wakefield Boulevard
Winsted, CT 06098

  • 2 Beds
  • 1 Bath
  • 816 sqft (on 0.48 acres)

$143,800

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $1,008/mo*

$143,800

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $1,008/mo*
2 Beds
1 Bath
816 sqft
(on 0.48 acres)

Local Information

  • Map ViewExplore the area around 234 East Wakefield Boulevard.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Abundant opportunity awaits for you to live in the highly-desired Highland Lake area. With some vision and determination, you can transform this property into your home. The property features newer roofing, new siding, and new replacement windows. There is a level lot for your enjoyment and a two-car garage with loft storage above. This property could also be a great investment opportunity. Cash or construction loans preferred.
234 East Wakefield Boulevard, Winsted, CT 06098 is a 2 bedroom, 1 bathroom, 816 sqft single-family home built in 1939. It last sold for $135,000 on Feb 28, 2025 (17% above the $114,900 asking price). It is currently off market. The Trulia Estimate is $143,800, with a rent estimate of $1,855/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 234 East Wakefield Boulevard

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 4Types of Rooms: Master Bedroom, Bedroom, Dining Room, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 816 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Electric Water Heater, Water Heater
Heating & Cooling
Heating: Forced Air,OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
No Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Detached,Driveway,Private
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 816 Square Feet

Property Information

Year Built
Year Built: 1939
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Bungalow
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 928351

Price & Status

Price
List Price: $114,900
Status Change & Dates
Off Market Date: Fri Feb 14 2025Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Winchester
School Information
Elementary School: Mary P. HinsdaleJr High / Middle School: Pearson, Per Board of EdHigh School: Gilbert

Building

Building Area
Building Area: 816 Square Feet

Community

Community Features: Lake, Library, Medical Facilities

HOA

No HOA

Lot Information

Lot Area: 0.48 acres

Miscellaneous

BasementMls Number: 24074133Attic: Finished, Walk-upAbove Grade Unfinished Area: 816

Additional Information

LakeLibraryMedical Facilities
Last check for updates: about 15 hours ago
Listed by Jeffrey Liskin, (860) 601-0991
Northwest CT Realty, (860) 379-7245
Bought with: Rosemary Jacob, (857) 526-1525, Borla & Associates Real Estate, (860) 482-0353
Source: Smart MLS, MLS#24074133

Price History for 234 East Wakefield Boulevard

DatePriceEventSource
02/28/2025$135,000Sold
Smart MLS #24074133
02/14/2025$114,900PendingSmart MLS #24074133
02/12/2025$114,900Listed For SaleSmart MLS #24074133

Market trends in Winsted

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
11
1
MoM
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Property Tax and Assessment

Year2025
Tax$2,646
Assessment$90,720
Home facts updated by county records

Comparable Sales for 234 East Wakefield Boulevard

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.06
Single-Family Home
$380,000
09/17/25
3
1.5
1,196
0.60
Single-Family Home
$236,434
08/25/25
2
1
674
0.72
Single-Family Home
$151,000
02/20/26
3
1
1,317
0.05
Single-Family Home
$300,000
05/11/26
3
2
1,536
0.12
Single-Family Home
$800,000
08/04/25
3
2
1,488
0.09
Single-Family Home
$925,000
06/04/26
4
2
1,373
0.60
Single-Family Home
$310,000
11/03/25
2
2
900

Nearby homes

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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

  • 38 % 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"
  • Linda Kaiser
    "Small town feel with all of the required amenities. People are friendly and there are several excellent eateries. "
  • 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 "
  • 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."
  • 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."
  • 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."
  • 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."
  • 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."
  • Trulia User
    "My neighborhood is close to downtown, close to the Main Street and easily accessible for the public transportation "
  • 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."
  • Shanura G.
    "I've lived here for over 25 yrs and love...very great neighborhood and friendly people...school system is great"
  • 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 "
  • Jennifer M.
    "Winsted is a small working class town. the schools are improving and you g families should definitely consider moving here. "
  • 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"
  • 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. "
  • Eric R.
    "Great access to parks and public activities. Close to local community college, private neighbors, easy access to local hospitals."
  • 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!"
  • liz
    "Nice and quiet area where neighbors look out for each other's property."

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