133 East Wakefield Boulevard, Winsted, CT 06098
OFF MARKET

$368,900

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,594 sqft

133 East Wakefield Boulevard, Winsted, CT 06098

Refinance Your Home
Currently Off Market - Sold Nov 30, 2023 for $310,000

Home Value

Trulia Estimate
$369K
Since last month
Decreased$900 (-0.2%)
Since last year
Increased$8K (+2.2%)
Since last sale
Increased$59K (+19.1%)
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 +111% in the last 10 years
MonthEstimated value
2026
August 2026$369K
August 2026$369K
July 2026$370K
June 2026$375K
May 2026$375K
April 2026$370K
March 2026$364K
February 2026$361K
January 2026$361K
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
0.32
Single-Family Home
$300,000
05/11/26
3
2
1,536
226 East Wakefield Boulevard, Winsted, CT
0.31
Single-Family Home
$380,000
09/17/25
3
1.5
1,196
39 Orchard Street, Winsted, CT
0.38
Single-Family Home
$290,000
11/26/25
3
1.5
1,200
44 Lewis Street, Winsted, CT
0.52
Single-Family Home
$335,000
04/07/26
3
2
1,604
107 Birdsall Street, Winsted, CT
0.35
Single-Family Home
$210,000
07/02/26
4
2
1,874
204 East Wakefield Boulevard, Winsted, CT
0.21
Single-Family Home
$960,000
09/01/26
2
1.5
1,472
152 East Lake Street, Winsted, CT
0.36
Single-Family Home
$310,000
11/03/25
2
2
900
156 Shore Drive, Winsted, CT
0.18
Single-Family Home
$691,000
05/21/26
5
1.5
1,258
12 Cherry Street, Winsted, CT
0.34
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
103 Shore Drive, Winsted, CT 06098
0.02
$331,800
3
1
920
Off Market
152 Lincoln Avenue, Winsted, CT 06098
0.06
$268,600
3
1
1,135
Off Market
112 Shore Drive, Winsted, CT 06098
0.08
$917,500
3
2
2,113
Off Market
180 Shore Drive, Winsted, CT 06098
0.09
$783,600
3
2
1,131
Off Market
151 East Wakefield Boulevard, Winsted, CT 06098
0.13
$290,900
3
1
946
Off Market
157 East Wakefield Boulevard, Winsted, CT 06098
0.15
$180,700
1
1
592
Off Market
153 Mathew Road, Winchester, CT 06098
0.16
$310,800
2
1.5
1,544
Off Market
155 Mathew Road, Winsted, CT 06098
0.17
$336,400
2
1.5
1,536
Off Market
43 East Lake Street, Winsted, CT 06098
0.17
$920,000
4
3
2,131
Recently Sold
150 Mathew Road, Winsted, CT 06098
0.18
$334,900
3
2
1,480
Off Market
130 Alpha Avenue, Winsted, CT 06098
0.21
$29,000
-
-
-
Recently Sold

Local Information

  • Map ViewExplore the area around 133 East Wakefield Boulevard.
  • Schools1 Preschool School2 Elementary Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1962
1,594 sqft
$231/sqft
2 Car Garage

About this House

This stunning Cape-style home on 133 East Wakefield Blvd offers the perfect blend of classic charm and modern updates. Renovated just 17 years ago, the improvements then included a new roof, vinyl shake siding, energy-efficient windows, gleaming oak flooring, and a stylishly updated kitchen with elegant granite countertops. The meticulously landscaped grounds enhance its curb appeal. This residence features two single-car garages tucked beneath. Inside, you'll find three inviting bedrooms and two full bathrooms. A truly remarkable Highland Lake gem, marrying timeless character with contemporary comforts. 133 East Wakefield Blvd presents a unique opportunity to own a meticulously maintained property in the coveted Highland Lake area. It's a home that offers the tranquility and the charm of lakeside living while providing the modern updates and conveniences that today's homeowners desire. Don't miss your chance to call this Cape-style gem your own and experience the best that lakeside living has to offer in a home that beautifully marries classic character with contemporary comforts. This property truly defines the essence of "home sweet home."
133 East Wakefield Boulevard, Winsted, CT 06098 is a 3 bedroom, 2 bathroom, 1,594 sqft single-family home built in 1962. It last sold for $310,000 on Nov 30, 2023 (7% below the $335,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $368,900, with a rent estimate of $2,279/month.
Last check for updates: about 16 hours ago
Listed by David Sartirana, (860) 806-0225
Northwest CT Realty, (860) 379-7245
Amy Sartirana, (860) 605-6217
Northwest CT Realty, (860) 379-7245
Bought with: Christine A. Hunter, (860) 480-5591, Hunter Real Estate, LLC, (860) 480-5591
Source: Smart MLS, MLS#170606072

Home Details for 133 East Wakefield Boulevard

Interior Features

Interior Details
Basement: FullNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room, Rec Play Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1594 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Refrigerator, Dishwasher, Water HeaterDishwasherLaundry: Lower LevelRefrigerator
Heating & Cooling
Heating: Baseboard,OilHas CoolingAir Conditioning: Ductless,Window Unit(s)Has HeatingHeating Fuel: Baseboard
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Window: Thermopane Windows

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, PatioExterior: Rain GuttersFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Attached,Asphalt
Frontage
Waterfront: Lake, Walk to WaterNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1402 Square FeetFinished Area (below surface): 192 Square Feet

Property Information

Year Built
Year Built: 1962
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 928748

Price & Status

Price
List Price: $335,000
Status Change & Dates
Off Market Date: Sun Nov 05 2023Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: WinchesterCommunity: Winsted
School Information
Elementary School: Per Board of EdHigh School: Gilbert

Building

Building Area
Building Area: 1594 Square Feet

Community

Community Features: Lake, Library, Medical Facilities, Park, Shopping/Mall, Tennis Court(s)

HOA

No HOA

Lot Information

Lot Area: 7405.2 sqft

Energy

Energy Efficiency Features: Thermostat, Windows

Miscellaneous

BasementMls Number: 170606072Attic: NoneAbove Grade Unfinished Area: 1402

Additional Information

LakeLibraryMedical FacilitiesParkShopping/MallTennis Court(s)

Price and Tax history

DateEventPrice
Nov 30, 2023
Source: Smart MLS #170606072
Sold
$310,000
Nov 23, 2023
Source: Smart MLS #170606072
Pending
$335,000
Nov 5, 2023
Source: Smart MLS #170606072
Contingent
$335,000
Oct 27, 2023
Source: Smart MLS #170606072
Listed For Sale
$335,000
Jun 4, 2021
Source: Smart MLS #170378060
Sold
$407,500

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

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Frequently asked questions about 133 East Wakefield Boulevard

  • What is 133 East Wakefield Boulevard estimated to be worth?
    Trulia's estimated value for 133 East Wakefield Boulevard in Winsted, CT is $368,900.
  • What is the price history for 133 East Wakefield Boulevard?
    133 East Wakefield Boulevard in Winsted, CT last sold for $310,000 in November 2023.
  • 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 133 East Wakefield Boulevard have air conditioning?
    Yes, 133 East Wakefield Boulevard in Winsted, CT has air conditioning.
  • Does 133 East Wakefield Boulevard have laundry facilities?
    Yes, 133 East Wakefield Boulevard in Winsted, CT has laundry facilities.

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