161 E Wakefield Blvd, Winsted, CT 06098
OFF MARKET

161 E Wakefield Blvd
Winsted, CT 06098

  • 3 Beds
  • 1.5 Baths
  • 1,380 sqft

$251,400

Trulia Estimate
as of May 20, 2026
Est. Refi. Payment $1,725/mo*
Refinance Your Home

$251,400

Trulia Estimate
as of May 20, 2026
Est. Refi. Payment $1,725/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,380 sqft

Local Information

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

Description

Lake view (year round) of Highland Lake, one of the best lakes in the majestic hills of Litchfield County. 1380 sq ft of approved livable space incl 660 square feet in the finished entrance/ walkout lower level. 3 upper-level,like new, rooms w/ 6 panel white doors,walls & trim.Rooms approx. 11'7x18'10 w/ view of lake, 11'5x11'5 & 11'6x9'5. Upper full bath,lower level bath, kitchen, flooring & related for new owner to complete; priced accordingly. Options are spend as little or as much as you want. Very clean interior. Large 11 x 25 foot main rear deck for table, chairs & barbecue. Minutes from swimming at 2 life-guarded beaches, new marina & State Boat launch for boats, kayaks & all water activites.. Great for walks, jogging, bike riding around the lake. This is a CT fishing trophy trout lake,great fall foliage and ice fishing. Simple home maintenance and nice neighbors. Minutes from dinner theater, restaurants, large grocery store, community college, and a short drive to 3 local ski resorts, wine tour and music venues. Sold as-is due to renovations required. If a cash purchase, a quick closing is available. City water and sewer. Any viewing will require masks and gloves for safety due to the corona virus. Come enjoy life at this beautiful lake! This just-listed property is one of the few Lake View properties for sale on Highland Lake. This property is a great value with the opportunity to make it your personalized home, now not later. Wake up every day at the lake!
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
No Info
Outdoor
Porch, Patio, Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 161 E Wakefield Blvd

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Baseboard, ElectricHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Hot Tub or Spa

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylPatioPorch

Property Information

Year Built
Year Built: 1977
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Community

Units in Building: 1

Lot Information

Lot Area: 5662 sqft

Price History for 161 E Wakefield Blvd

DatePriceEventSource
06/04/2025ListingRemovedN/A
08/16/2020$132,500ListingRemovedAgent Provided
05/16/2020$132,500Listed For SaleN/A
11/23/2015$49,900ListingRemovedAgent Provided
11/21/2015$49,900PendingAgent Provided
11/20/2015$53,000Sold
Smart MLS #G10045742
11/05/2015$49,900PriceChange
Agent Provided
10/17/2015$55,000PriceChange
Agent Provided
09/30/2015$59,900PendingAgent Provided
09/10/2015$59,900PriceChange
Agent Provided
08/05/2015$65,000PriceChange
Agent Provided
07/24/2015$84,900PriceChange
Agent Provided
06/17/2015$94,900PriceChange
Agent Provided
05/14/2015$102,000Listed For SaleAgent Provided
12/07/2008$139,900ListingRemovedAgent Provided
10/28/2008$139,900PriceChange
Agent Provided
09/14/2008$159,900Listed For SaleAgent Provided
06/06/2003$127,500Sold
Smart MLS #L105225
12/15/1988$125,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$2,044
Assessment$70,070
Home facts updated by county records

Comparable Sales for 161 E Wakefield Blvd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
150 Mathew Road, Winsted, CT
0.02
Single-Family Home
$314,000
07/03/25
3
2
1,480
155 Mathew Road, Winsted, CT
0.05
Single-Family Home
$314,000
05/30/25
2
1.5
1,536
230 East Wakefield Boulevard, Winsted, CT
0.15
Single-Family Home
$300,000
05/11/26
3
2
1,536
226 East Wakefield Boulevard, Winsted, CT
0.14
Single-Family Home
$380,000
09/17/25
3
1.5
1,196
266 Perch Rock Trail, Winsted, CT
0.31
Single-Family Home
$800,000
08/04/25
3
2
1,488
112 Shore Drive, Winsted, CT
0.19
Single-Family Home
$862,500
07/23/25
3
2
2,113
200 Perch Rock Trail, Winsted, CT
0.10
Single-Family Home
$1,200,000
07/23/25
3
2.5
2,407
323 East Wakefield Boulevard, Winsted, CT
0.30
Single-Family Home
$397,000
06/04/25
3
2.5
1,426
152 East Lake Street, Winsted, CT
0.42
Single-Family Home
$310,000
11/03/25
2
2
900
14 Pratt Street, Winsted, CT
0.66
Single-Family Home
$167,900
11/14/25
3
1.5
1,340

Assigned Schools

These are the assigned schools for 161 E Wakefield Blvd.
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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

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161 E Wakefield Blvd, Winsted, CT 06098 is a 3 bedroom, 2 bathroom, 1,380 sqft single-family home built in 1977. This property is not currently available for sale. 161 E Wakefield Blvd was last sold on Nov 20, 2015 for $53,000. The current Trulia Estimate for 161 E Wakefield Blvd is $251,400.