337 E Wakefield Blvd, Winsted, CT 06098
OFF MARKET

337 E Wakefield Blvd
Winsted, CT 06098

  • 4 Beds
  • 3 Baths
  • 2,000 sqft

$396,000

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $2,660/mo*
Refinance Your Home

$396,000

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $2,660/mo*
Refinance Your Home
4 Beds
3 Baths
2,000 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

New commanding architecturally designed 16x24 deck with 12x20 sun deck above! This also creates a 16x24 covered shade living area or covered parking. Incredible views of Litchfield Hills and Highland Lake!

Six 10 inch pillars beneath deck with three 8 inch pillars holding sun deck.

Magnificent chalet cape artist home. Three room art studio in first floor basement. Three zone heating. New furnace; new high tech oil tank; and new heat pump heat/air conditioning system. Real time propane hot water system. Professionally landscaped Japanese gardens.
 Dawn Redwoods to Ginko Trees.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 337 E Wakefield Blvd

Interior Features

Interior Details
BasementAtticIn-law unitNumber of Rooms: 9Types of Rooms: Breakfast Nook, Family Room, Laundry Room, Library, Office, Recreation Room
Heating & Cooling
Heating: Baseboard, Heat Pump, Electric, Oil, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 3Floors: Other, Carpet
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other, VinylGardenPatio
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached

Property Information

Year Built
Year Built: 1988Year Updated: 2016
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 7841 sqft

Price History for 337 E Wakefield Blvd

DatePriceEventSource
09/09/2003$200,000Sold
N/A
01/03/1990$165,000Sold
N/A
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$5,095
Assessment$174,650
Home facts updated by county records

Comparable Sales for 337 E Wakefield Blvd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
323 East Wakefield Boulevard, Winsted, CT
0.05
Single-Family Home
$397,000
06/04/25
3
2.5
1,426
150 Mathew Road, Winsted, CT
0.29
Single-Family Home
$314,000
07/03/25
3
2
1,480
230 East Wakefield Boulevard, Winsted, CT
0.20
Single-Family Home
$300,000
05/11/26
3
2
1,536
266 Perch Rock Trail, Winsted, CT
0.10
Single-Family Home
$800,000
08/04/25
3
2
1,488
226 East Wakefield Boulevard, Winsted, CT
0.21
Single-Family Home
$380,000
09/17/25
3
1.5
1,196
155 Mathew Road, Winsted, CT
0.28
Single-Family Home
$314,000
05/30/25
2
1.5
1,536
216 Perch Rock Trl, Winsted, CT
0.21
Single-Family Home
$1,000,000
01/12/26
4
2
2,557
200 Perch Rock Trail, Winsted, CT
0.33
Single-Family Home
$1,200,000
07/23/25
3
2.5
2,407
112 Shore Drive, Winsted, CT
0.48
Single-Family Home
$862,500
07/23/25
3
2
2,113
50 Lakeview Road, Winsted, CT
0.55
Single-Family Home
$425,000
08/13/25
4
2.5
2,086

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 337 E Wakefield Blvd.
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

  • 84 % Say there's wildlife

  • 82 % Say it's dog friendly

  • 67 % Say there's holiday spirit

  • 67 % Say yards are well-kept

  • 67 % Say parking is easy

  • 66 % Say it's walkable to restaurants

  • 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

  • 38 % 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

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature

Homes for sale near 337 E Wakefield Blvd

Skip to last item
Skip to first item

Off Market Homes Near 337 E Wakefield Blvd

Skip to last item
Skip to first item

Homes for rent near 337 E Wakefield Blvd

Skip to last item
  • Results are loading
Skip to first item
337 E Wakefield Blvd, Winsted, CT 06098 is a 4 bedroom, 3 bathroom, 2,000 sqft single-family home built in 1988. This property is not currently available for sale. 337 E Wakefield Blvd was last sold on Sep 9, 2003 for $200,000. The current Trulia Estimate for 337 E Wakefield Blvd is $396,000.