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

$953,300

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,248 sqft

206 E Wakefield Blvd, Winsted, CT 06098

Est. Refi. Payment $6,400/mo*
Refinance Your Home
Currently Off Market - Sold Jul 12, 2022 for $800,000

Home Value

Trulia Estimate
$953K
Since last month
Increased$15K (+1.6%)
Since last year
Increased$26K (+2.8%)
Since last sale
Increased$151K (+18.9%)
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 +191% in the last 10 years
MonthEstimated value
2026
August 2026$951K
August 2026$951K
July 2026$937K
June 2026$959K
May 2026$941K
April 2026$935K
March 2026$913K
February 2026$903K
January 2026$912K
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
204 East Wakefield Boulevard, Winsted, CT
0.03
Single-Family Home
$960,000
09/01/26
2
1.5
1,472
156 Shore Drive, Winsted, CT
0.10
Single-Family Home
$691,000
05/21/26
5
1.5
1,258
258 Perch Rock Trail, Winsted, CT
0.30
Single-Family Home
$925,000
06/04/26
4
2
1,373
230 East Wakefield Boulevard, Winsted, CT
0.17
Single-Family Home
$300,000
05/11/26
3
2
1,536
226 East Wakefield Boulevard, Winsted, CT
0.16
Single-Family Home
$380,000
09/17/25
3
1.5
1,196
216 Perch Rock Trl, Winsted, CT
0.23
Single-Family Home
$1,000,000
01/12/26
4
2
2,557
152 East Lake Street, Winsted, CT
0.38
Single-Family Home
$310,000
11/03/25
2
2
900
43 East Lake Street, Winsted, CT
0.31
Single-Family Home
$920,000
11/17/25
4
3
2,131
39 Orchard Street, Winsted, CT
0.50
Single-Family Home
$290,000
11/26/25
3
1.5
1,200
12 Cherry Street, Winsted, CT
0.50
Single-Family Home
$277,000
10/09/25
4
1
1,492

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
0.03
$960,000
2
1.5
1,472
Recently Sold
200 Perch Rock Trail, Winsted, CT 06098
0.07
$1,276,500
3
2.5
2,407
Off Market
142 Belvedere Avenue, Winsted, CT 06098
0.07
$222,200
1
1
910
Off Market
150 Mathew Road, Winsted, CT 06098
0.08
$334,900
3
2
1,480
Off Market
157 East Wakefield Boulevard, Winsted, CT 06098
0.09
$178,000
1
1
592
Off Market
156 Shore Drive, Winsted, CT 06098
0.10
$691,000
5
1.5
1,258
Recently Sold
153 Mathew Road, Winchester, CT 06098
0.11
$310,800
2
1.5
1,544
Off Market
155 Mathew Road, Winsted, CT 06098
0.12
$336,400
2
1.5
1,536
Off Market
151 East Wakefield Boulevard, Winsted, CT 06098
0.12
$290,900
3
1
946
Off Market
180 Shore Drive, Winsted, CT 06098
0.12
$783,600
3
2
1,131
Off Market
226 East Wakefield Boulevard, Winsted, CT 06098
0.16
$395,900
3
1.5
1,196
Off Market
230 East Wakefield Boulevard, Winsted, CT 06098
0.17
$300,000
3
2
1,536
Recently Sold

Local Information

  • Map ViewExplore the area around 206 E Wakefield Blvd.
  • Schools1 Preschool School2 Elementary Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1932
Living Area
1,248 sqft
Price/Sqft
$764

About this House

**Turn Key** Highland Lake Direct Waterfront! Spectacular easterly views and access to the beautiful clean waters of Highland Lake, a 444-acre boating lake, in the town of Winchester, Litchfield County CT. COMPLETELY REBUILT in 2014, this LOW MAINTENANCE beautiful lake home boasts 3 beds and 1.5 baths with an amazing EXPANSIVE DECK! Beautiful vinyl plank wood floors, bead board and moldings through out. Gorgeous kitchen with granite countertops, stainless steel appliances, hood and two built in ovens. OPEN FLOOR PLAN with wide open views across the lake. Heated with the latest technology in electric resistance glass panel heaters. and electric baseboards. A tankless hot water heater with never-ending hot water! 3 generous sized bedrooms with a luxurious shower in the full bath occupy the second floor. Primary bedroom looks east over the lake. Plenty of closet space and a full basement for all of your storage needs. Worry free living in this totally secure home built with a camera and alarm systems and keyless entry. Spacious wrap around no maintenance deck with glass railings to preserve the view. Entertainment made easy with outdoor sound system and exterior lighting. No maintenance powered dock with lights. Parking for at least 5-6 cars. This YEAR ROUND RETREAT comes TURN KEY with all interior and exterior furnishings including TVs and sound system, grills, fire pits, 2 kayaks and 1 paddle board. Conveniently located 2.5 Hours to Boston/NYC, 45 Minutes to Hartford.
206 E Wakefield Blvd, Winsted, CT 06098 is a 3 bedroom, 2 bathroom, 1,248 sqft single-family home built in 1932. It last sold for $800,000 on Jul 12, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $953,300, with a rent estimate of $2,068/month.

Home Details for 206 E Wakefield Blvd

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Baseboard, ElectricHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Hardwood, Linoleum Vinyl
Appliances & Utilities
Refrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood

Property Information

Year Built
Year Built: 1932
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 5227 sqft

Price and Tax history

DateEventPrice
Oct 24, 2022
Source: RE/MAX International
ListingRemoved
Jul 12, 2022
Source: Smart MLS #170493421
Sold
$800,000
Jul 12, 2022
Source: RE/MAX International #170493421
Pending
$799,900
Jul 12, 2022
Source: RE/MAX International
ListingRemoved
Jun 9, 2022
Source: Smart MLS #170493421
Contingent
$799,900

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 206 E Wakefield Blvd

  • What is 206 E Wakefield Blvd estimated to be worth?
    Trulia's estimated value for 206 E Wakefield Blvd in Winsted, CT is $953,300.
  • What is the price history for 206 E Wakefield Blvd?
    206 E Wakefield Blvd in Winsted, CT last sold for $800,000 in July 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 206 E Wakefield Blvd?
    The lot at 206 E Wakefield Blvd in Winsted, CT is about 0.12 acres (5,227 sq ft).

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