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

418 E Wakefield Blvd
Winsted, CT 06098

  • 6 Beds
  • 3 Baths
  • 3,020 sqft (on 0.70 acres)

$1,300,200

Trulia Estimate
as of Jul 18, 2026
Est. Refi. Payment $8,572/mo*
Refinance Your Home

$1,300,200

Trulia Estimate
as of Jul 18, 2026
Est. Refi. Payment $8,572/mo*
Refinance Your Home
6 Beds
3 Baths
3,020 sqft
(on 0.70 acres)

Local Information

  • Map ViewExplore the area around 418 E Wakefield Blvd.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Enjoy Highland lake views from most rooms in this beautifully renovated ten room year round direct waterfront home. The cook's kitchen has custom shaker cabinetry, granite, all the bells and whistles and opens to the spacious dining room with built-in cabinetry, two bay windows and access to the upper level deck for outdoor dining. A stone fireplace is the focal point of the living room with access to a 3 season enclosed porch and more water views. A first floor bedroom with newer bathroom, family room and laundry complete the first floor. On the second level are five more bedrooms and two updated full baths all attractively done. Also a study or office on the second level with a large heated room that can be used for many things. Mechanically, the house has C/A multi-zone Buderis newer furnace & hot water heater. A whole house generator, newer roof and windows, well and public sewer are assets to this fine property. Not only is this home charming and updated, there are expansive views and sun all day on the desirable east side of this pristine 444 acre lake in the Berkshire Mountains of Litchfield County. The mahogany decks have lighting, outdoor speakers, 105 ft. of waterfront . Lots of privacy, beautiful perennials and great parking with its two garages. Enjoy ice fishing in the winter, boating in the summer and the beautiful foliage in the fall. Great skiing, hiking in nearby towns. Less than 2 hrs. to NYC. Come see "Lake Haus"-we have a seat on the deck for you!
418 E Wakefield Blvd, Winsted, CT 06098 is a 6 bedroom, 3 bathroom, 3,020 sqft single-family home built in 1920. It last sold for $760,000 on Jun 25, 2018. It is currently off market. The Trulia Estimate is $1,300,200, with a rent estimate of $4,414/month.

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 418 E Wakefield Blvd

Interior Features

Interior Details
BasementNumber of Rooms: 15
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Other
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.70 acres

Price History for 418 E Wakefield Blvd

DatePriceEventSource
06/25/2018$760,000Sold
Smart MLS #170001024
04/27/2018$849,900PendingAgent Provided
12/07/2017$849,900PriceChange
Agent Provided
08/04/2017$899,000PriceChange
Agent Provided
02/02/2017$899,900PriceChange
Agent Provided
08/04/2015$949,900Listed For SaleAgent Provided
01/10/2001$300,000Sold
Smart MLS #L98637
04/22/1998$225,000Sold
N/A

Market trends in Winchester

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
13
2MoM
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Property Tax and Assessment

Year2025
Tax$18,018
Assessment$617,680
Home facts updated by county records

Comparable Sales for 418 E Wakefield Blvd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
424 East Wakefield Boulevard, Winsted, CT
0.02
Single-Family Home
$1,600,000
06/26/26
5
2
3,693
538 Wheelers Point, Winchester, CT
0.29
Single-Family Home
$1,500,000
10/14/25
4
3
2,496
435/434 West Wakefield Boulevard, Winsted, CT
0.36
Single-Family Home
$1,215,000
09/10/25
8
4.5
5,231
216 Perch Rock Trl, Winsted, CT
0.63
Single-Family Home
$1,000,000
01/12/26
4
2
2,557
50 Lakeview Road, Winsted, CT
0.85
Single-Family Home
$425,000
08/13/25
4
2.5
2,086
266 Perch Rock Trail, Winsted, CT
0.49
Single-Family Home
$800,000
08/04/25
3
2
1,488
748 Lake Drive, Winsted, CT
1.07
Single-Family Home
$1,250,000
07/09/26
5
4
3,584
258 Perch Rock Trail, Winsted, CT
0.54
Single-Family Home
$925,000
06/04/26
4
2
1,373
43 East Lake Street, Winsted, CT
0.94
Single-Family Home
$920,000
11/17/25
4
3
2,131
200 Perch Rock Trail, Winsted, CT
0.74
Single-Family Home
$1,200,000
07/23/25
3
2.5
2,407

Nearby homes

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Assigned Schools

These are the assigned schools for 418 E Wakefield Blvd.
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What Locals Say about Winchester

At least 4 Trulia users voted on each feature.

  • 100 % Say people would walk alone at night

  • 89 % Say parking is easy

  • 80 % Say car is needed

  • 78 % Say it's quiet

  • 70 % Say yards are well-kept

  • 67 % Say there's wildlife

  • 64 % Say there's holiday spirit

  • 50 % Say it's dog friendly

  • 40 % Say it's walkable to grocery stores

  • 38 % Say neighbors are friendly

  • 36 % Say kids play outside

  • 33 % Say they plan to stay for at least 5 years

  • 33 % Say streets are well-lit

  • 33 % Say there are community events

  • 29 % Say it's walkable to restaurants

  • 11 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Carrie P.
    "The homes have big, spacious yards, and most people are dog owners. There is not a lot of traffic on the street."
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Apartments for Rent

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15 pet-friendly rentals in Winsted, CT

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Homes for sale near 418 E Wakefield Blvd

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Off Market Homes Near 418 E Wakefield Blvd

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