151 East Wakefield Boulevard, Winsted, CT 06098
OFF MARKET

$292,000

Trulia Estimate
  • 3 Beds
  • 1 Bath
  • 946 sqft

151 East Wakefield Boulevard, Winsted, CT 06098

Est. Refi. Payment $2,000/mo*
Refinance Your Home
Currently Off Market - Sold Nov 20, 2023 for $245,000

Home Value

Trulia Estimate
$292K
Since last month
$100 (0%)
Since last year
Increased$11K (+3.8%)
Since last sale
Increased$47K (+19.3%)
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 +150% in the last 10 years
MonthEstimated value
2026
August 2026$292K
July 2026$292K
June 2026$294K
May 2026$296K
April 2026$290K
March 2026$287K
February 2026$283K
January 2026$281K
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
0.19
Single-Family Home
$300,000
05/11/26
3
2
1,536
226 East Wakefield Boulevard, Winsted, CT
0.18
Single-Family Home
$380,000
09/17/25
3
1.5
1,196
32 Charles Street, Winsted, CT
0.74
Single-Family Home
$225,000
12/10/25
3
1
1,044
152 East Lake Street, Winsted, CT
0.42
Single-Family Home
$310,000
11/03/25
2
2
900
12 Cherry Street, Winsted, CT
0.46
Single-Family Home
$277,000
10/09/25
4
1
1,492
156 Shore Drive, Winsted, CT
0.16
Single-Family Home
$691,000
05/21/26
5
1.5
1,258
39 Orchard Street, Winsted, CT
0.49
Single-Family Home
$290,000
11/26/25
3
1.5
1,200
258 Perch Rock Trail, Winsted, CT
0.32
Single-Family Home
$925,000
06/04/26
4
2
1,373
155 Rockwell Street, Winsted, CT
0.53
Single-Family Home
$151,000
02/20/26
3
1
1,317
22 Curtice Street, Winsted, CT
0.98
Single-Family Home
$243,000
11/17/25
3
1
1,334

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
155 Mathew Road, Winsted, CT 06098
0.04
$335,200
2
1.5
1,536
Off Market
153 Mathew Road, Winchester, CT 06098
0.04
$313,000
2
1.5
1,544
Off Market
157 East Wakefield Boulevard, Winsted, CT 06098
0.03
$188,600
1
1
592
Off Market
150 Mathew Road, Winsted, CT 06098
0.05
$333,700
3
2
1,480
Off Market
130 Alpha Avenue, Winsted, CT 06098
0.12
$29,000
-
-
-
Recently Sold
180 Shore Drive, Winsted, CT 06098
0.06
$791,200
3
2
1,131
Off Market
152 Lincoln Avenue, Winsted, CT 06098
0.09
$270,400
3
1
1,135
Off Market
142 Belvedere Avenue, Winsted, CT 06098
0.10
$222,700
1
1
910
Off Market
133 East Wakefield Boulevard, Winsted, CT 06098
0.13
$372,400
3
2
1,594
Off Market
337 Norwood Road, Winsted, CT 06098
0.18
$185,300
2
1
600
Off Market
103 Shore Drive, Winsted, CT 06098
0.14
$334,000
3
1
920
Off Market

Local Information

  • Map ViewExplore the area around 151 East Wakefield Boulevard.
  • Schools1 Preschool School2 Elementary Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1952
Living Area
946 sqft
Price/Sqft
$309
Parking
Open Parking

About this House

Make your lakeside living dreams come true all year long with this sweet, upgraded ranch in the beautiful foothills of the Berkshire Mountains! You’re welcomed in by hardwood floors, and a picture window offering serene lake views that change with the seasons; this autumn watch the fall foliage explode into color around Highland Lake from the comfort of your own living room. A cozy space with built-in shelving is ideal for a reading nook. Your updated eat-in kitchen offers ample counter space, gas range and a new garbage disposal and faucet. Enjoy tranquil lake views with your morning coffee. Boasting upgrades including a new tub, shower, commode, bathroom floor, elegant vanity and fresh paint, this home is ready to welcome its new owners! A rear deck provides the ideal setting to unwind and savor tranquil moments with family and friends, surrounded by the beauty of nature. Additional improvements include a rebuilt chimney, a new French drain, and freshly painted walls throughout. Just a stone’s throw from the beach at Highland Lake, this home provides a year-round escape or a fantastic weekend getaway with ice fishing and snowmobiling in winter, and boating and swimming in summer. With easy access to routes 44 and 8, less than a mile away from shopping, dining, and coffee options, and in close proximity to NCCC, farmers markets, golf and more, enjoy everything beautiful Litchfield County has to offer. Your year-round vacation destination awaits; schedule your showing today!
151 East Wakefield Boulevard, Winsted, CT 06098 is a 3 bedroom, 1 bathroom, 946 sqft single-family home built in 1952. It last sold for $245,000 on Nov 20, 2023 (2% below the $249,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $292,000, with a rent estimate of $1,964/month.
Last check for updates: about 8 hours ago
Listed by Annie Simard, (860) 841-2633
KW Legacy Partners, (860) 313-0700
Bought with: Stephanie O'Connor, (203) 592-8887, Showcase Realty, Inc., (203) 879-4900
Source: Smart MLS, MLS#170602170

Home Details for 151 East Wakefield Boulevard

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 5Types of Rooms: Bedroom, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 946 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Gas Range, Range Hood, Refrigerator, Dishwasher, Disposal, Electric Water HeaterDishwasherDisposalLaundry: Main LevelRefrigerator
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Forced Air
Fireplace & Spa
No Fireplace
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, PatioExterior: Rain Gutters, Stone WallFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking: Off Street,Gravel
Frontage
Waterfront: Lake, Walk to WaterNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 946 Square Feet

Property Information

Year Built
Year Built: 1952
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 928580

Price & Status

Price
List Price: $249,900
Status Change & Dates
Off Market Date: Tue Oct 17 2023Possession Timing: Immediate/Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: WinchesterCommunity: Winsted
School Information
Elementary School: Per Board of EdJr High / Middle School: PearsonHigh School: Gilbert

Building

Building Area
Building Area: 946 Square Feet

Community

Community Features: Golf, Lake, Library, Medical Facilities, Shopping/Mall

HOA

No HOA

Lot Information

Lot Area: 5662.8 sqft

Miscellaneous

BasementMls Number: 170602170Attic: Walk-upWater ViewWater View: WaterAbove Grade Unfinished Area: 946

Additional Information

GolfLakeLibraryMedical FacilitiesShopping/Mall

Price and Tax history

DateEventPrice
Nov 20, 2023
Source: Smart MLS #170602170
Sold
$245,000
Oct 6, 2023
Source: Smart MLS #170602170
Listed For Sale
$249,900
Jun 8, 2022
Source: Smart MLS #170483154
Sold
$163,000
May 25, 2022
Source: Smart MLS #170483154
Contingent
$139,900
Apr 18, 2022
Source: Smart MLS #170483154
Listed For Sale
$139,900

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

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 151 East Wakefield Boulevard

  • What is 151 East Wakefield Boulevard estimated to be worth?
    Trulia's estimated value for 151 East Wakefield Boulevard in Winsted, CT is $292,000.
  • What is the price history for 151 East Wakefield Boulevard?
    151 East Wakefield Boulevard in Winsted, CT last sold for $245,000 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 151 East Wakefield Boulevard have air conditioning?
    Yes, 151 East Wakefield Boulevard in Winsted, CT has air conditioning.
  • Does 151 East Wakefield Boulevard have laundry facilities?
    Yes, 151 East Wakefield Boulevard in Winsted, CT has laundry facilities.

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