819 East Wakefield Boulevard, Winsted, CT 06098
SOLD
DEC 4, 2025

$462,500

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,892 sqft (on 0.54 acres)

819 East Wakefield Boulevard, Winsted, CT 06098

Est. Refi. Payment $3,193/mo*
Refinance Your Home
Currently Off Market - Sold Dec 4, 2025 for $439,900

Home Value

Trulia Estimate
$463K
Since last month
Increased$2K (+0.3%)
Since last year
Decreased$40K (-8%)
Since last sale
Increased$21K (+4.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +111% in the last 10 years
MonthEstimated value
2026
September 2026$461K
August 2026$459K
July 2026$458K
June 2026$452K
May 2026$449K
March 2026$449K
February 2026$446K
January 2026$443K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
817 East Wakefield Boulevard, Winsted, CT
0.02
Single-Family Home
$231,000
02/20/26
2
1
1,051
107 Peck Road, Winsted, CT
0.24
Single-Family Home
$309,250
02/06/26
3
1
960
674 East Wakefield Boulevard, Winsted, CT
0.31
Single-Family Home
$1,050,000
06/18/26
3
3
2,097
621 Wynne Road, Winsted, CT
0.48
Single-Family Home
$320,000
06/26/26
2
1
975
660 East Wakefield Boulevard, Winchester, CT
0.37
Single-Family Home
$750,000
07/10/26
2
2
1,320
126 Forest Avenue, Winsted, CT
0.82
Single-Family Home
$375,000
10/28/25
3
1.5
1,833
195 Reaching Hill Road, Winsted, CT
0.77
Single-Family Home
$400,000
09/11/26
3
2
1,324

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
817 East Wakefield Boulevard, Winsted, CT 06098
0.02
$231,000
2
1
1,051
Recently Sold
837 East Wakefield Boulevard, Winsted, CT 06098
0.11
$629,900
3
1.5
1,168
For Sale
138 Mountain Road, Winsted, CT 06098
0.20
$449,700
3
2.5
1,654
Off Market
143 Mountain Road, Winsted, CT 06098
0.21
$332,200
2
1
1,249
Off Market
756 Lake Drive, Winsted, CT 06098
0.16
$624,700
3
1
816
Off Market
752 Lake Drive, Winsted, CT 06098
0.18
$1,550,000
4
2.5
2,129
For Sale
748 Lake Drive, Winsted, CT 06098
0.20
$1,250,000
5
4
3,584
Recently Sold
107 Peck Road, Winsted, CT 06098
0.24
$309,250
3
1
960
Recently Sold
152 Mountain Road, Winsted, CT 06098
0.30
$386,900
3
2
2,148
Off Market
722 Lake Drive, Winsted, CT 06098
0.30
$1,200,000
3
2.5
1,556
Recently Sold
674 East Wakefield Boulevard, Winsted, CT 06098
0.31
$1,050,000
3
3
2,097
Recently Sold

Local Information

  • Map ViewExplore the area around 819 East Wakefield Boulevard.
  • Schools1 Preschool School2 Elementary Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1920
0.54 acre lot
1,892 sqft
$233/sqft
Garage

About this House

Perched directly across the street from Highland Lake's 3rd Bay, this charming 1,900 sq. ft. Cape offers sweeping lake views and the enjoyment of a permanent right-of-way to access the water. The home features 7 rooms, including 3 bedrooms and 1.5 baths, and has been thoughtfully maintained with important updates: new propane heating and hot water systems (2022), a new roof on both the house and garage (2023) along with a new skylight, and mini-splits for efficient cooling. A reverse osmosis system provides treated water for peace of mind. Inside, spacious living areas filled with natural light create the perfect setting for gatherings or quiet relaxation after a day on the lake. With its ideal location and solid upkeep, this home is move-in ready and waiting for its next owner to make it their own. There is a "right of way" for ingress and egress to the water.
819 East Wakefield Boulevard, Winsted, CT 06098 is a 3 bedroom, 2 bathroom, 1,892 sqft single-family home built in 1920. It last sold for the $439,900 asking price on Dec 4, 2025. More recently, it was listed as a rental in May 2012 with an asking price of $1,400 per month. That rental listing was removed on January 6, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $462,500, with a rent estimate of $2,876/month.
Last check for updates: about 4 hours ago
Listed by David Sartirana, (860) 806-0225
Northwest CT Realty, (860) 379-7245
Bought with: Colleen E. Block, (860) 878-7917, Barile Realty Group, (860) 627-2885
Source: Smart MLS, MLS#24125218

Home Details for 819 East Wakefield Boulevard

Interior Features

Interior Details
Basement: Crawl Space,Partial,UnfinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1892 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Tankless Water HeaterDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,PropaneHas CoolingAir Conditioning: DuctlessHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, PatioFoundation: Concrete Perimeter, StoneNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 5Parking: Detached,Off Street,Garage Door Opener
Frontage
Waterfront: Walk to Water, AccessNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1892 Square Feet

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 926172

Price & Status

Price
List Price: $439,900Price Per Sqft: $233/sqft
Status Change & Dates
Off Market Date: Fri Oct 17 2025Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: WinchesterCommunity: Winsted
School Information
Elementary School: Per Board of EdHigh School: Gilbert

Building

Building Area
Building Area: 1892 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.54 acres

Miscellaneous

BasementMls Number: 24125218Attic: NoneWater ViewWater View: WaterAttribution Contact: (860) 806-0225Above Grade Unfinished Area: 1892Activation Date: Mon Sep 22 2025

Price and Tax history

DateEventPrice
Dec 4, 2025
Source: Smart MLS #24125218
Sold
$439,900
Oct 13, 2025
Source: Smart MLS #24125218
PriceChange
$439,900
Price decreased by 2%
Oct 6, 2025
Source: Smart MLS #24125218
PriceChange
$450,000
Price decreased by 5%
Sep 30, 2025
Source: Smart MLS #24125218
PriceChange
$474,900
Price decreased by 5%
Sep 22, 2025
Source: Smart MLS #24125218
Listed For Sale
$499,000

Market trends in Winchester

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
9
1MoM

Around this home

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 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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Frequently asked questions about 819 East Wakefield Boulevard

  • What is 819 East Wakefield Boulevard estimated to be worth?
    Trulia's estimated value for 819 East Wakefield Boulevard in Winsted, CT is $462,500.
  • What is the price history for 819 East Wakefield Boulevard?
    819 East Wakefield Boulevard in Winsted, CT last sold for $439,900 in December 2025.
  • Is Winsted a buyer's or seller's market?
    Winsted is currently a seller's market, based on recent for-sale activity.
  • What are the closest schools to 819 East Wakefield Boulevard?
    The closest schools to 819 East Wakefield Boulevard in Winsted, CT are Mary P. Hinsdale School (Pre-K/Elementary), Pearson Middle School (Elementary, rated 6/10).
  • Does 819 East Wakefield Boulevard have air conditioning?
    Yes, 819 East Wakefield Boulevard in Winsted, CT has air conditioning.
  • Does 819 East Wakefield Boulevard have laundry facilities?
    Yes, 819 East Wakefield Boulevard in Winsted, CT has in-unit laundry.

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