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

161 E Wakefield Blvd
Winsted, CT 06098

  • 3 Beds
  • 1.5 Baths
  • 1,380 sqft

$245,800

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $1,698/mo*
Refinance Your Home

$245,800

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $1,698/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,380 sqft

Home Value

Trulia Estimate
$246K
Since last month
Decreased$2K (-0.9%)
Since last year
Increased$8K (+3.3%)
Since last sale
Increased$192K (+361.7%)
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 +90% in the last 10 years
MonthEstimated value
2026
August 2026$245K
July 2026$247K
June 2026$252K
May 2026$254K
April 2026$246K
March 2026$243K
February 2026$235K
January 2026$233K
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
0.15
Single-Family Home
$300,000
05/11/26
3
2
1,536
226 East Wakefield Boulevard, Winsted, CT
0.14
Single-Family Home
$380,000
09/17/25
3
1.5
1,196
156 Shore Drive, Winsted, CT
0.14
Single-Family Home
$691,000
05/21/26
5
1.5
1,258
258 Perch Rock Trail, Winsted, CT
0.28
Single-Family Home
$925,000
06/04/26
4
2
1,373
152 East Lake Street, Winsted, CT
0.42
Single-Family Home
$310,000
11/03/25
2
2
900
14 Pratt Street, Winsted, CT
0.66
Single-Family Home
$167,900
11/14/25
3
1.5
1,340
39 Orchard Street, Winsted, CT
0.51
Single-Family Home
$290,000
11/26/25
3
1.5
1,200
155 Rockwell Street, Winsted, CT
0.53
Single-Family Home
$151,000
02/20/26
3
1
1,317
216 Perch Rock Trl, Winsted, CT
0.23
Single-Family Home
$1,000,000
01/12/26
4
2
2,557
107 Birdsall Street, Winsted, CT
0.52
Single-Family Home
$210,000
07/02/26
4
2
1,874

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
142 Belvedere Avenue, Winsted, CT 06098
0.04
$221,500
1
1
910
Off Market
150 Mathew Road, Winsted, CT 06098
0.02
$334,600
3
2
1,480
Off Market
157 East Wakefield Boulevard, Winsted, CT 06098
0.03
$187,300
1
1
592
Off Market
153 Mathew Road, Winchester, CT 06098
0.04
$314,300
2
1.5
1,544
Off Market
155 Mathew Road, Winsted, CT 06098
0.05
$336,200
2
1.5
1,536
Off Market
151 East Wakefield Boulevard, Winsted, CT 06098
0.06
$293,000
3
1
946
Off Market
200 Perch Rock Trail, Winsted, CT 06098
0.10
$1,275,300
3
2.5
2,407
Off Market
180 Shore Drive, Winsted, CT 06098
0.09
$780,900
3
2
1,131
Off Market
226 East Wakefield Boulevard, Winsted, CT 06098
0.14
$397,100
3
1.5
1,196
Off Market
230 East Wakefield Boulevard, Winsted, CT 06098
0.15
$300,000
3
2
1,536
Recently Sold
130 Alpha Avenue, Winsted, CT 06098
0.14
$29,000
-
-
-
Recently Sold
156 Shore Drive, Winsted, CT 06098
0.14
$691,000
5
1.5
1,258
Recently Sold

Local Information

  • Map ViewExplore the area around 161 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
1977
Living Area
1,380 sqft
Price/Sqft
$178

About this House

Lake view (year round) of Highland Lake, one of the best lakes in the majestic hills of Litchfield County. 1380 sq ft of approved livable space incl 660 square feet in the finished entrance/ walkout lower level. 3 upper-level,like new, rooms w/ 6 panel white doors,walls & trim.Rooms approx. 11'7x18'10 w/ view of lake, 11'5x11'5 & 11'6x9'5. Upper full bath,lower level bath, kitchen, flooring & related for new owner to complete; priced accordingly. Options are spend as little or as much as you want. Very clean interior. Large 11 x 25 foot main rear deck for table, chairs & barbecue. Minutes from swimming at 2 life-guarded beaches, new marina & State Boat launch for boats, kayaks & all water activites.. Great for walks, jogging, bike riding around the lake. This is a CT fishing trophy trout lake,great fall foliage and ice fishing. Simple home maintenance and nice neighbors. Minutes from dinner theater, restaurants, large grocery store, community college, and a short drive to 3 local ski resorts, wine tour and music venues. Sold as-is due to renovations required. If a cash purchase, a quick closing is available. City water and sewer. Any viewing will require masks and gloves for safety due to the corona virus. Come enjoy life at this beautiful lake! This just-listed property is one of the few Lake View properties for sale on Highland Lake. This property is a great value with the opportunity to make it your personalized home, now not later. Wake up every day at the lake!
161 E Wakefield Blvd, Winsted, CT 06098 is a 3 bedroom, 2 bathroom, 1,380 sqft single-family home built in 1977. It last sold for $53,000 on Nov 20, 2015. It is currently off market. The Trulia Estimate is $245,800, with a rent estimate of $2,441/month.

Home Details for 161 E Wakefield Blvd

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Baseboard, ElectricHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Hot Tub or Spa

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylPatioPorch

Property Information

Year Built
Year Built: 1977
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Community

Units in Building: 1

Lot Information

Lot Area: 5662 sqft

Price and Tax history

DateEventPrice
Jun 4, 2025
Source: N/A
ListingRemoved
Aug 16, 2020
Source: Agent Provided
ListingRemoved
$132,500
May 16, 2020
Source: N/A
Listed For Sale
$132,500
Nov 23, 2015
Source: Agent Provided
ListingRemoved
$49,900
Nov 21, 2015
Source: Agent Provided
Pending
$49,900

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
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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
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  • 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
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  • 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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Homes for sale near 161 E Wakefield Blvd

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Off Market Homes Near 161 E Wakefield Blvd

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Frequently asked questions about 161 E Wakefield Blvd

  • What is 161 E Wakefield Blvd estimated to be worth?
    Trulia's estimated value for 161 E Wakefield Blvd in Winsted, CT is $245,800.
  • What is the price history for 161 E Wakefield Blvd?
    161 E Wakefield Blvd in Winsted, CT last sold for $53,000 in November 2015.
  • 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 161 E Wakefield Blvd?
    The lot at 161 E Wakefield Blvd in Winsted, CT is about 0.13 acres (5,662 sq ft).