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

$988,600

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,081 sqft

166 E Wakefield Blvd, Winsted, CT 06098

Est. Refi. Payment $6,634/mo*
Refinance Your Home
Currently Off Market - Sold Feb 25, 2011 for $382,500

Home Value

Trulia Estimate
$989K
Since last month
Increased$30K (+3.2%)
Since last year
Increased$53K (+5.7%)
Since last sale
Increased$607K (+158.7%)
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 +89% in the last 10 years
MonthEstimated value
2026
August 2026$990K
August 2026$989K
July 2026$959K
June 2026$1.01M
May 2026$950K
April 2026$951K
March 2026$912K
February 2026$923K
January 2026$934K
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
0.16
Single-Family Home
$380,000
09/17/25
3
1.5
1,196
230 East Wakefield Boulevard, Winsted, CT
0.18
Single-Family Home
$300,000
05/11/26
3
2
1,536
204 East Wakefield Boulevard, Winsted, CT
0.04
Single-Family Home
$960,000
09/01/26
2
1.5
1,472
43 East Lake Street, Winsted, CT
0.29
Single-Family Home
$920,000
11/17/25
4
3
2,131
156 Shore Drive, Winsted, CT
0.10
Single-Family Home
$691,000
05/21/26
5
1.5
1,258
51 Pratt St, Winsted, CT
0.61
Single-Family Home
$390,000
04/27/26
4
2
2,239
216 Perch Rock Trl, Winsted, CT
0.25
Single-Family Home
$1,000,000
01/12/26
4
2
2,557
258 Perch Rock Trail, Winsted, CT
0.31
Single-Family Home
$925,000
06/04/26
4
2
1,373
39 Orchard Street, Winsted, CT
0.49
Single-Family Home
$290,000
11/26/25
3
1.5
1,200
44 Lewis Street, Winsted, CT
0.67
Single-Family Home
$335,000
04/07/26
3
2
1,604

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
204 East Wakefield Boulevard, Winsted, CT 06098
0.04
$960,000
2
1.5
1,472
Recently Sold
156 Shore Drive, Winsted, CT 06098
0.10
$691,000
5
1.5
1,258
Recently Sold
157 East Wakefield Boulevard, Winsted, CT 06098
0.06
$178,000
1
1
592
Off Market
180 Shore Drive, Winsted, CT 06098
0.09
$783,600
3
2
1,131
Off Market
150 Mathew Road, Winsted, CT 06098
0.06
$334,900
3
2
1,480
Off Market
142 Belvedere Avenue, Winsted, CT 06098
0.07
$222,200
1
1
910
Off Market
200 Perch Rock Trail, Winsted, CT 06098
0.09
$1,276,500
3
2.5
2,407
Off Market
151 East Wakefield Boulevard, Winsted, CT 06098
0.08
$290,900
3
1
946
Off Market
153 Mathew Road, Winchester, CT 06098
0.09
$310,800
2
1.5
1,544
Off Market
155 Mathew Road, Winsted, CT 06098
0.09
$336,400
2
1.5
1,536
Off Market
112 Shore Drive, Winsted, CT 06098
0.17
$917,500
3
2
2,113
Off Market
103 Shore Drive, Winsted, CT 06098
0.17
$331,800
3
1
920
Off Market

Local Information

  • Map ViewExplore the area around 166 E Wakefield Blvd.
  • Schools1 Preschool School2 Elementary Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1935
Living Area
2,081 sqft
Price/Sqft
$475

About this House

Waterfront! Quiet cove setting with great swimming for everyone. Spectacular view of the lake and surrounding areas during all seasons!
166 E Wakefield Blvd, Winsted, CT 06098 is a 3 bedroom, 3 bathroom, 2,081 sqft single-family home built in 1935. It last sold for $382,500 on Feb 25, 2011. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $988,600, with a rent estimate of $2,745/month.

Home Details for 166 E Wakefield Blvd

Interior Features

Interior Details
BasementNumber of Rooms: 8Types of Rooms: Breakfast Nook, Family Room, Master Bath, Recreation RoomCeiling Fan
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Vinyl
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1935Year Updated: 2011
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 7840 sqft

Price and Tax history

DateEventPrice
Feb 25, 2011
Source: Smart MLS #L134473
Sold
$382,500
Jan 8, 2011
Source: Agent Provided
Pending
$450,000
Jan 5, 2011
Source: Agent Provided
PriceChange
$450,000
Price decreased by 16%
May 12, 2010
Source: Agent Provided
Listed For Sale
$537,900

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 166 E Wakefield Blvd

  • What is 166 E Wakefield Blvd estimated to be worth?
    Trulia's estimated value for 166 E Wakefield Blvd in Winsted, CT is $988,600.
  • What is the price history for 166 E Wakefield Blvd?
    166 E Wakefield Blvd in Winsted, CT last sold for $382,500 in February 2011.
  • 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 166 E Wakefield Blvd have air conditioning?
    Yes, 166 E Wakefield Blvd in Winsted, CT has air conditioning.
  • Does 166 E Wakefield Blvd have laundry facilities?
    Yes, 166 E Wakefield Blvd in Winsted, CT has in-unit laundry.

Explore by feature - Pet Friendly

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Explore by feature - Air Conditioning

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9 rentals with a washer/dryer in Winsted, CT

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