206 E Wakefield Blvd, Winsted, CT 06098
OFF MARKET

206 E Wakefield Blvd
Winsted, CT 06098

  • 3 Beds
  • 1.5 Baths
  • 1,248 sqft

$946,700

Trulia Estimate
as of Jun 15, 2026
Est. Refi. Payment $6,127/mo*
Refinance Your Home

$946,700

Trulia Estimate
as of Jun 15, 2026
Est. Refi. Payment $6,127/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,248 sqft

Local Information

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

Description

**Turn Key** Highland Lake Direct Waterfront! Spectacular easterly views and access to the beautiful clean waters of Highland Lake, a 444-acre boating lake, in the town of Winchester, Litchfield County CT. COMPLETELY REBUILT in 2014, this LOW MAINTENANCE beautiful lake home boasts 3 beds and 1.5 baths with an amazing EXPANSIVE DECK! Beautiful vinyl plank wood floors, bead board and moldings through out. Gorgeous kitchen with granite countertops, stainless steel appliances, hood and two built in ovens. OPEN FLOOR PLAN with wide open views across the lake. Heated with the latest technology in electric resistance glass panel heaters. and electric baseboards. A tankless hot water heater with never-ending hot water! 3 generous sized bedrooms with a luxurious shower in the full bath occupy the second floor. Primary bedroom looks east over the lake. Plenty of closet space and a full basement for all of your storage needs. Worry free living in this totally secure home built with a camera and alarm systems and keyless entry. Spacious wrap around no maintenance deck with glass railings to preserve the view. Entertainment made easy with outdoor sound system and exterior lighting. No maintenance powered dock with lights. Parking for at least 5-6 cars. This YEAR ROUND RETREAT comes TURN KEY with all interior and exterior furnishings including TVs and sound system, grills, fire pits, 2 kayaks and 1 paddle board. Conveniently located 2.5 Hours to Boston/NYC, 45 Minutes to Hartford.
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
Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 206 E Wakefield Blvd

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Baseboard, ElectricHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Hardwood, Linoleum Vinyl
Appliances & Utilities
Refrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood

Property Information

Year Built
Year Built: 1932
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 5227 sqft

Price History for 206 E Wakefield Blvd

DatePriceEventSource
10/24/2022ListingRemovedRE/MAX International
07/12/2022$800,000Sold
Smart MLS #170493421
07/12/2022$799,900PendingRE/MAX International #170493421
07/12/2022ListingRemovedRE/MAX International
06/09/2022$799,900ContingentSmart MLS #170493421
05/28/2022$799,900PendingRE/MAX International #170493421
05/23/2022$799,900Listed For SaleSmart MLS #170493421
01/31/2014$329,000Sold
Smart MLS #L141492
12/02/2013$374,900PendingAgent Provided
08/03/2013$374,900PriceChange
Agent Provided
05/30/2013$384,900PriceChange
Agent Provided
07/31/2012$389,900PriceChange
Agent Provided
02/26/2012$440,000Listed For SaleAgent Provided
05/15/2009$373,000Sold
Smart MLS #L127351
01/15/2009$399,900ListingRemovedAgent Provided
08/23/2008$399,900Listed For SaleAgent Provided
03/08/2007$425,000Sold
N/A
04/25/2002$280,000Sold
N/A
12/14/1998$130,000Sold
N/A

Market trends in Winsted

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
11
1MoM
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Property Tax and Assessment

Year2025
Tax$11,902
Assessment$408,030
Home facts updated by county records

Homeowner tools

Estimated monthly rent$2,577/mo
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Homes for rent near 206 E Wakefield Blvd

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Comparable Sales for 206 E Wakefield Blvd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
156 Shore Drive, Winsted, CT
0.10
Single-Family Home
$691,000
05/21/26
5
1.5
1,258
266 Perch Rock Trail, Winsted, CT
0.34
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
150 Mathew Road, Winsted, CT
0.08
Single-Family Home
$314,000
07/03/25
3
2
1,480
258 Perch Rock Trail, Winsted, CT
0.30
Single-Family Home
$925,000
06/04/26
4
2
1,373
230 East Wakefield Boulevard, Winsted, CT
0.17
Single-Family Home
$300,000
05/11/26
3
2
1,536
226 East Wakefield Boulevard, Winsted, CT
0.16
Single-Family Home
$380,000
09/17/25
3
1.5
1,196
200 Perch Rock Trail, Winsted, CT
0.07
Single-Family Home
$1,200,000
07/23/25
3
2.5
2,407
216 Perch Rock Trl, Winsted, CT
0.23
Single-Family Home
$1,000,000
01/12/26
4
2
2,557
152 East Lake Street, Winsted, CT
0.38
Single-Family Home
$310,000
11/03/25
2
2
900

Nearby homes

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Assigned Schools

These are the assigned schools for 206 E Wakefield Blvd.
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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

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Homes for sale near 206 E Wakefield Blvd

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Off Market Homes Near 206 E Wakefield Blvd

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206 E Wakefield Blvd, Winsted, CT 06098 is a 3 bedroom, 2 bathroom, 1,248 sqft single-family home built in 1932. This property is not currently available for sale. 206 E Wakefield Blvd was last sold on Jul 12, 2022 for $800,000. The current Trulia Estimate for 206 E Wakefield Blvd is $946,700.