233 E Wakefield Blvd, Winsted, CT 06098
Property image
Property image
OFF MARKET

$221,500

Trulia Estimate
  • 1 Bed
  • 1 Bath
  • 680 sqft

233 E Wakefield Blvd, Winsted, CT 06098

Refinance Your Home
Currently Off Market - Sold Sep 23, 2022 for $159,900

Home Value

Trulia Estimate
$222K
Since last month
Decreased$1K (-0.6%)
Since last year
Decreased$14K (-5.7%)
Since last sale
Increased$62K (+38.5%)
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 +241% in the last 10 years
MonthEstimated value
2026
August 2026$222K
August 2026$221K
July 2026$223K
June 2026$223K
May 2026$222K
April 2026$230K
March 2026$224K
February 2026$220K
January 2026$206K
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
230 East Wakefield Boulevard, Winsted, CT
0.03
Single-Family Home
$300,000
05/11/26
3
2
1,536
226 East Wakefield Boulevard, Winsted, CT
0.04
Single-Family Home
$380,000
09/17/25
3
1.5
1,196
152 East Lake Street, Winsted, CT
0.57
Single-Family Home
$310,000
11/03/25
2
2
900
204 East Wakefield Boulevard, Winsted, CT
0.16
Single-Family Home
$960,000
09/01/26
2
1.5
1,472
258 Perch Rock Trail, Winsted, CT
0.13
Single-Family Home
$925,000
06/04/26
4
2
1,373
156 Shore Drive, Winsted, CT
0.29
Single-Family Home
$691,000
05/21/26
5
1.5
1,258
409 W Wakefield Blvd, Winsted, CT
0.75
Single-Family Home
$500,000
01/06/26
2
1
712
32 Charles Street, Winsted, CT
0.93
Single-Family Home
$225,000
12/10/25
3
1
1,044
14 Pratt Street, Winsted, CT
0.82
Single-Family Home
$167,900
11/14/25
3
1.5
1,340
155 Rockwell Street, Winsted, CT
0.69
Single-Family Home
$151,000
02/20/26
3
1
1,317

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
230 East Wakefield Boulevard, Winsted, CT 06098
0.03
$300,000
3
2
1,536
Recently Sold
226 East Wakefield Boulevard, Winsted, CT 06098
0.04
$395,900
3
1.5
1,196
Off Market
234 East Wakefield Boulevard, Winsted, CT 06098
0.04
$147,500
2
1
816
Off Market
155 Alpha Avenue, Winsted, CT 06098
0.08
$332,100
2
1
954
Off Market
246 Kingsbury Avenue, Winsted, CT 06098
0.07
-
-
-
-
Off Market
142 Belvedere Avenue, Winsted, CT 06098
0.12
$222,200
1
1
910
Off Market
303 East Wakefield Boulevard, Winsted, CT 06098
0.11
$295,600
2
1
960
Off Market
150 Mathew Road, Winsted, CT 06098
0.14
$334,900
3
2
1,480
Off Market
155 Mathew Road, Winsted, CT 06098
0.15
$336,400
2
1.5
1,536
Off Market
153 Mathew Road, Winchester, CT 06098
0.15
$310,800
2
1.5
1,544
Off Market
130 Alpha Avenue, Winsted, CT 06098
0.15
$29,000
-
-
-
Recently Sold
258 Perch Rock Trail, Winsted, CT 06098
0.13
$925,000
4
2
1,373
Recently Sold

Local Information

  • Map ViewExplore the area around 233 E Wakefield Blvd.
  • Schools1 Preschool School2 Elementary Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1947
680 sqft
$326/sqft

About this House

Highland Lake Home is waiting for you to Relax and enjoy 445 Acre boating lake, the cleanest in CT!! This Year Round home has been updated with a
New Kitchen that includes Dakota Granite, All new Appliances, New Flooring, New Recessed lighting, New Thermal Windows. The New Bathroom has
all new Tile Floors, New Plumbing fixtures and Beautiful Double Rain Head Steam Shower. The cottage also has a new roof and new washer and dryer.
The exterior was not finished however new siding comes with the purchase. The beach access to Highland Lake is walking distance from
the Cottage. 2 Hours from New York, 2 Hours from Boston and 30 minutes from Bradley Airport with great options for dining, breweries and winter skiing at Ski Sundown.
233 E Wakefield Blvd, Winsted, CT 06098 is a 1 bedroom, 1 bathroom, 680 sqft single-family home built in 1947. It last sold for $159,900 on Sep 23, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $221,500, with a rent estimate of $1,286/month.

Home Details for 233 E Wakefield Blvd

Interior Features

Interior Details
BasementNumber of Rooms: 3
Heating & Cooling
Heating: Baseboard, OilAir ConditioningCooling System: WallHeating Fuel: Baseboard
Appliances & Utilities
Washer

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodPatio
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1947
Property Type / Style
Property Type: Single Family HomeArchitecture: Bungalow

Community

Units in Building: 1

Lot Information

Lot Area: 3920 sqft

Price and Tax history

DateEventPrice
Sep 23, 2022
Source: Smart MLS #170510165
Sold
$159,900
Jul 28, 2022
Source: Smart MLS #170510165
PriceChange
$159,900
Price decreased by 11%
Jul 19, 2022
Source: Smart MLS #170510165
Listed For Sale
$180,000
Feb 23, 2021
Source: Smart MLS #170345433
Sold
$55,000
Oct 16, 2020
Source: Agent Provided
Pending
$69,900

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 233 E Wakefield Blvd

  • What is 233 E Wakefield Blvd estimated to be worth?
    Trulia's estimated value for 233 E Wakefield Blvd in Winsted, CT is $221,500.
  • What is the price history for 233 E Wakefield Blvd?
    233 E Wakefield Blvd in Winsted, CT last sold for $159,900 in September 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 233 E Wakefield Blvd have air conditioning?
    Yes, 233 E Wakefield Blvd in Winsted, CT has air conditioning.
  • How big is the lot at 233 E Wakefield Blvd?
    The lot at 233 E Wakefield Blvd in Winsted, CT is about 0.09 acres (3,920 sq ft).

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