226 East Wakefield Boulevard, Winsted, CT 06098
OFF MARKET

226 East Wakefield Boulevard
Winsted, CT 06098

  • 3 Beds
  • 1.5 Baths
  • 1,196 sqft (on 0.26 acres)

$394,100

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $2,676/mo*
Refinance Your Home

$394,100

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $2,676/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,196 sqft
(on 0.26 acres)

Home Value

Trulia Estimate
$394K
Since last month
Increased$1K (+0.4%)
Since last year
Increased$18K (+4.9%)
Since last sale
Increased$15K (+3.8%)
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 +138% in the last 10 years
MonthEstimated value
2026
August 2026$395K
July 2026$393K
June 2026$398K
May 2026$400K
April 2026$391K
March 2026$389K
February 2026$379K
January 2026$377K
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
0.01
Single-Family Home
$300,000
05/11/26
3
2
1,536
258 Perch Rock Trail, Winsted, CT
0.15
Single-Family Home
$925,000
06/04/26
4
2
1,373
39 Orchard Street, Winsted, CT
0.65
Single-Family Home
$290,000
11/26/25
3
1.5
1,200
156 Shore Drive, Winsted, CT
0.26
Single-Family Home
$691,000
05/21/26
5
1.5
1,258
44 Lewis Street, Winsted, CT
0.83
Single-Family Home
$335,000
04/07/26
3
2
1,604
12 Cherry Street, Winsted, CT
0.64
Single-Family Home
$277,000
10/09/25
4
1
1,492
152 East Lake Street, Winsted, CT
0.54
Single-Family Home
$310,000
11/03/25
2
2
900
107 Birdsall Street, Winsted, CT
0.66
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
230 East Wakefield Boulevard, Winsted, CT 06098
0.01
$300,000
3
2
1,536
Recently Sold
246 Kingsbury Avenue, Winsted, CT 06098
0.05
-
-
-
-
Off Market
142 Belvedere Avenue, Winsted, CT 06098
0.10
$222,700
1
1
910
Off Market
200 Perch Rock Trail, Winsted, CT 06098
0.11
$1,272,000
3
2.5
2,407
Off Market
234 East Wakefield Boulevard, Winsted, CT 06098
0.06
$145,900
2
1
816
Off Market
150 Mathew Road, Winsted, CT 06098
0.13
$333,700
3
2
1,480
Off Market
155 Mathew Road, Winsted, CT 06098
0.15
$335,200
2
1.5
1,536
Off Market
153 Mathew Road, Winchester, CT 06098
0.15
$313,000
2
1.5
1,544
Off Market
155 Alpha Avenue, Winsted, CT 06098
0.12
$333,200
2
1
954
Off Market
157 East Wakefield Boulevard, Winsted, CT 06098
0.16
$191,100
1
1
592
Off Market
258 Perch Rock Trail, Winsted, CT 06098
0.15
$925,000
4
2
1,373
Recently Sold

Local Information

  • Map ViewExplore the area around 226 East Wakefield Boulevard.
  • Schools1 Preschool School2 Elementary Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1974
Lot Size
0.26 acres
Living Area
1,196 sqft
Price/Sqft
$330
Parking
3 Car Garage

About this House

Welcome to your dream retreat on beautiful Highland Lake-a fully renovated gem offering the perfect blend of charm, comfort & modern updates. This lovingly maintained 3-bedroom, 1.5-bath home has been thoughtfully refreshed from top to bottom, making it truly move-in ready. Step inside to discover fresh paint throughout, newly installed floors, and beautifully updated bathrooms. The spacious kitchen is a standout feature, bright and functional, with ample counter space, a stainless steel refrigerator, and a brand-new dishwasher and microwave. It opens to an inviting covered porch (screens available), perfect for morning coffee or relaxing evening chats. The porch features freshly painted railings and ceiling, along with new carpeting that adds a cozy touch to your outdoor living space. Downstairs, the finished basement adds valuable living space, complete with a large recreation room with painted concrete floors, plus a versatile multi-purpose room-perfect as a home gym, hobby space, mudroom, or whatever suits your lifestyle. This room is conveniently accessible from the garage, making it functional for active living. And speaking of the garage-you won't find many like this on Highland Lake. This rare 3-car garage is a standout feature, offering ample room for vehicles, boat and trailer storage, and all your outdoor gear. 2 are heated, the 3rd bay is extra-deep, perfect for storing lake toys, and it provides direct access to the multi-purpose room inside. Other upgrades include a central vacuum, an attic fan, and an overall sense of care and pride that radiates from every corner of the home. Enjoy boating, kayaking, paddleboarding, swimming, fishing, peaceful morning walks, and breathtaking sunsets. In the winter, ice skating, nature watching, and quiet, star-filled nights. Whether you're seeking adventure or tranquility, Highland Lake offers the best of both. This is more than just a home-it's a lifestyle. Come experience the peace, beauty, and joy of lake living.
226 East Wakefield Boulevard, Winsted, CT 06098 is a 3 bedroom, 2 bathroom, 1,196 sqft single-family home built in 1974. It last sold for $380,000 on Sep 17, 2025 (3% above the $369,900 asking price). It is currently off market. The Trulia Estimate is $394,100, with a rent estimate of $2,191/month.
Last check for updates: about 4 hours ago
Listed by Pascale Nejaime, (860) 307-7436
William Pitt Sotheby's Int'l, (860) 777-1800
Bought with: Kristin Leblanc, (860) 307-4554, Mary LeBlanc Realty, (860) 689-2689
Source: Smart MLS, MLS#24116976

Home Details for 226 East Wakefield Boulevard

Interior Features

Interior Details
Basement: Full,Finished,Garage Access,Liveable Space,ConcreteNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom, Bathroom, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1196 Square Feet
Appliances & Utilities
Appliances: Electric Range, Microwave, Refrigerator, Dishwasher, Electric Water Heater, Water HeaterDishwasherMicrowaveRefrigerator
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Attic Fan,Ceiling Fan(s)Has HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1196 Square Feet

Property Information

Year Built
Year Built: 1974
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Aluminum SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 928473

Price & Status

Price
List Price: $369,900
Status Change & Dates
Off Market Date: Mon Aug 11 2025Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Winchester
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 1196 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.26 acres

Miscellaneous

BasementMls Number: 24116976Attic: Crawl Space, Access Via HatchWater ViewWater View: WaterAbove Grade Unfinished Area: 1196

Price and Tax history

DateEventPrice
Sep 17, 2025
Source: Smart MLS #24116976
Sold
$380,000
Sep 16, 2025
Source: Smart MLS #24116976
Pending
$369,900
Aug 8, 2025
Source: Smart MLS #24116976
Listed For Sale
$369,900

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

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Frequently asked questions about 226 East Wakefield Boulevard

  • What is 226 East Wakefield Boulevard estimated to be worth?
    Trulia's estimated value for 226 East Wakefield Boulevard in Winsted, CT is $394,100.
  • What is the price history for 226 East Wakefield Boulevard?
    226 East Wakefield Boulevard in Winsted, CT last sold for $380,000 in September 2025.
  • 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 226 East Wakefield Boulevard have air conditioning?
    Yes, 226 East Wakefield Boulevard in Winsted, CT has air conditioning.
  • How big is the lot at 226 East Wakefield Boulevard?
    The lot at 226 East Wakefield Boulevard in Winsted, CT is about 0.26 acres (11,326 sq ft).

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