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

237 E Wakefield Blvd
Winsted, CT 06098

  • 3 Beds
  • 2.5 Baths
  • 2,385 sqft (on 0.28 acres)

$418,000

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $2,835/mo*
Refinance Your Home

$418,000

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $2,835/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,385 sqft
(on 0.28 acres)

Home Value

Trulia Estimate
$418K
Since last month
Decreased$9K (-2.1%)
Since last year
Decreased$600 (-0.1%)
Since last sale
Increased$106K (+34.3%)
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 +116% in the last 10 years
MonthEstimated value
2026
August 2026$416K
July 2026$420K
June 2026$425K
May 2026$417K
April 2026$415K
March 2026$406K
February 2026$403K
January 2026$394K
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
226 East Wakefield Boulevard, Winsted, CT
0.07
Single-Family Home
$380,000
09/17/25
3
1.5
1,196
230 East Wakefield Boulevard, Winsted, CT
0.06
Single-Family Home
$300,000
05/11/26
3
2
1,536
216 Perch Rock Trl, Winsted, CT
0.09
Single-Family Home
$1,000,000
01/12/26
4
2
2,557
258 Perch Rock Trail, Winsted, CT
0.09
Single-Family Home
$925,000
06/04/26
4
2
1,373
43 East Lake Street, Winsted, CT
0.50
Single-Family Home
$920,000
11/17/25
4
3
2,131
39 Orchard Street, Winsted, CT
0.71
Single-Family Home
$290,000
11/26/25
3
1.5
1,200
107 Birdsall Street, Winsted, CT
0.70
Single-Family Home
$210,000
07/02/26
4
2
1,874
44 Lewis Street, Winsted, CT
0.87
Single-Family Home
$335,000
04/07/26
3
2
1,604
51 Pratt St, Winsted, CT
0.82
Single-Family Home
$390,000
04/27/26
4
2
2,239
351 Platt Hill Road, Winsted, CT
0.63
Single-Family Home
$370,000
04/17/26
3
2
1,715

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
234 East Wakefield Boulevard, Winsted, CT 06098
0.03
$146,300
2
1
816
Off Market
230 East Wakefield Boulevard, Winsted, CT 06098
0.06
$300,000
3
2
1,536
Recently Sold
226 East Wakefield Boulevard, Winsted, CT 06098
0.07
$397,100
3
1.5
1,196
Off Market
246 Kingsbury Avenue, Winsted, CT 06098
0.09
-
-
-
-
Off Market
303 East Wakefield Boulevard, Winsted, CT 06098
0.08
$295,700
2
1
960
Off Market
258 Perch Rock Trail, Winsted, CT 06098
0.09
$925,000
4
2
1,373
Recently Sold
155 Alpha Avenue, Winsted, CT 06098
0.07
$331,700
2
1
954
Off Market
315 East Wakefield Boulevard, Winsted, CT 06098
0.10
$311,900
3
1
988
Off Market
266 Perch Rock Trail, Winsted, CT 06098
0.11
$848,800
3
2
1,488
Off Market
323 East Wakefield Boulevard, Winsted, CT 06098
0.11
$424,700
3
2.5
1,426
Off Market
325 East Wakefield Boulevard, Winsted, CT 06098
0.12
$291,400
2
1.5
1,192
Off Market
142 Belvedere Avenue, Winsted, CT 06098
0.16
$221,500
1
1
910
Off Market

Local Information

  • Map ViewExplore the area around 237 E Wakefield Blvd.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1971
Lot Size
0.28 acres
Living Area
2,385 sqft
Price/Sqft
$175
Parking
Garage

About this House

Fabulous updated large raised ranch, move in ready. Large Master suite with a huge ensuite bathroom and giant walk-in closet. Open living area/kitchen. Beautiful deck and flat fenced in yard with a large shed. Brand new boiler. Wonderful location in walking distance to Highland Lake with lake rights.
237 E Wakefield Blvd, Winsted, CT 06098 is a 3 bedroom, 3 bathroom, 2,385 sqft single-family home built in 1971. It last sold for $310,000 on Feb 28, 2022. More recently, it was listed as a rental in November 2018 with an asking price of $1,800 per month. That rental listing was removed on December 7, 2018. It is currently off market. The Trulia Estimate is $418,000, with a rent estimate of $3,158/month.

Home Details for 237 E Wakefield Blvd

Interior Features

Interior Details
BasementNumber of Rooms: 5
Heating & Cooling
Heating: Baseboard, OilAir ConditioningHeating Fuel: Baseboard
Appliances & Utilities
DishwasherRefrigerator
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1971
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.28 acres

Price and Tax history

DateEventPrice
Feb 28, 2022
Source: Smart MLS #170450928
Sold
$310,000
Feb 26, 2022
Source: Smart MLS #170450928
Contingent
$315,000
Feb 25, 2022
Source: William Raveis Real Estate, Mortgage & Insurance #170450928
PendingToActive
$315,000
Feb 14, 2022
Source: William Raveis Real Estate, Mortgage & Insurance #170450928
Pending
$315,000
Feb 14, 2022
Source: Smart MLS #170450928
PendingToActive
$315,000

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
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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

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Apartments for Rent

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Explore by feature - Pet Friendly

12 pet-friendly rentals in Winsted, CT

Explore by feature - Washer/dryer

7 rentals with a washer/dryer in Winsted, CT

Homes for sale near 237 E Wakefield Blvd

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Off Market Homes Near 237 E Wakefield Blvd

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Frequently asked questions about 237 E Wakefield Blvd

  • What is 237 E Wakefield Blvd estimated to be worth?
    Trulia's estimated value for 237 E Wakefield Blvd in Winsted, CT is $418,000.
  • What is the price history for 237 E Wakefield Blvd?
    237 E Wakefield Blvd in Winsted, CT last sold for $310,000 in February 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.
  • How big is the lot at 237 E Wakefield Blvd?
    The lot at 237 E Wakefield Blvd in Winsted, CT is about 0.28 acres (12,197 sq ft).
  • Does 237 E Wakefield Blvd have a garage?
    Yes, 237 E Wakefield Blvd in Winsted, CT has a garage.