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

339 E Wakefield Blvd
Winsted, CT 06098

  • 2 Beds
  • 1 Bath
  • 1,172 sqft

$471,000

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $3,188/mo*
Refinance Your Home

$471,000

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $3,188/mo*
Refinance Your Home
2 Beds
1 Bath
1,172 sqft

Local Information

  • Map ViewExplore the area around 339 E Wakefield Blvd.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1953
Living Area
1,172 sqft
Price/Sqft
$402
Parking
Garage

About this House

Here is your opportunity to have lake views and walking distance to Sandy Cove. So many possibilities for making this your own weekend retreat or live there for year round enjoyment- All contracts and offers are subject to final review and approval of seller, all offers or contracts are not binding unless the entire agreement is ratified by all parties. To be sold as-is and where-as. Inspections for informational purposes only. Street card has house as one bedroom, room closest to full bath could also be used as a bedroom. The lake area is heating up- what are you waiting for, this may be the perfect vacation home for you-A few updates will make this home shine!
339 E Wakefield Blvd, Winsted, CT 06098 is a 2 bedroom, 1 bathroom, 1,172 sqft single-family home built in 1953. It last sold for $118,750 on Jun 21, 2019. It is currently off market. The Trulia Estimate is $471,000, with a rent estimate of $1,812/month.

Home Details for 339 E Wakefield Blvd

Interior Features

Interior Details
BasementNumber of Rooms: 5
Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other
Parking & Garage
GarageParking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 1953
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 10454 sqft

Price History for 339 E Wakefield Blvd

DatePriceEventSource
06/21/2019$118,750Sold
Smart MLS #170188290
06/05/2019$125,000PendingAgent Provided
05/22/2019$125,000PriceChange
Agent Provided
03/01/2019$164,900PriceChange
Agent Provided
01/25/2019$173,000Listed For SaleAgent Provided

Market trends in Winsted

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
10
1MoM
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Property Tax and Assessment

Year2025
Tax$3,751
Assessment$128,590
Home facts updated by county records

Comparable Sales for 339 E Wakefield Blvd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
343 West Wakefield Boulevard, Winsted, CT
0.45
Single-Family Home
$236,434
08/25/25
2
1
674
226 East Wakefield Boulevard, Winsted, CT
0.27
Single-Family Home
$380,000
09/17/25
3
1.5
1,196
409 W Wakefield Blvd, Winsted, CT
0.54
Single-Family Home
$500,000
01/06/26
2
1
712
230 East Wakefield Boulevard, Winsted, CT
0.26
Single-Family Home
$300,000
05/11/26
3
2
1,536
258 Perch Rock Trail, Winsted, CT
0.20
Single-Family Home
$925,000
06/04/26
4
2
1,373
155 Rockwell Street, Winsted, CT
0.87
Single-Family Home
$151,000
02/20/26
3
1
1,317
12 Cherry Street, Winsted, CT
0.78
Single-Family Home
$277,000
10/09/25
4
1
1,492
216 Perch Rock Trl, Winsted, CT
0.28
Single-Family Home
$1,000,000
01/12/26
4
2
2,557
39 Orchard Street, Winsted, CT
0.83
Single-Family Home
$290,000
11/26/25
3
1.5
1,200
107 Birdsall Street, Winsted, CT
0.78
Single-Family Home
$210,000
07/02/26
4
2
1,874

Nearby homes

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Assigned Schools

These are the assigned schools for 339 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

  • 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

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Apartments for Rent

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Explore by feature - Pet Friendly

13 pet-friendly rentals in Winsted, CT

Explore by feature - Washer/dryer

6 rentals with a washer/dryer in Winsted, CT

Homes for sale near 339 E Wakefield Blvd

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Off Market Homes Near 339 E Wakefield Blvd

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Frequently asked questions about 339 E Wakefield Blvd

  • What is 339 E Wakefield Blvd estimated to be worth?
    Trulia's estimated value for 339 E Wakefield Blvd in Winsted, CT is $471,000.
  • What is the price history for 339 E Wakefield Blvd?
    339 E Wakefield Blvd in Winsted, CT last sold for $118,750 in June 2019.
  • Is Winsted a buyer's or seller's market?
    Winsted is currently a seller's 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 339 E Wakefield Blvd?
    The lot at 339 E Wakefield Blvd in Winsted, CT is about 0.24 acres (10,454 sq ft).
  • Does 339 E Wakefield Blvd have a garage?
    Yes, 339 E Wakefield Blvd in Winsted, CT has a garage.