124 Highview Dr, Winsted, CT 06098
Property image
Property image
OFF MARKET

124 Highview Dr
Winsted, CT 06098

  • 4 Beds
  • 2 Baths
  • 1,664 sqft (on 3.39 acres)

$380,900

Trulia Estimate
as of Jul 20, 2026
Est. Refi. Payment $2,564/mo*
Refinance Your Home

$380,900

Trulia Estimate
as of Jul 20, 2026
Est. Refi. Payment $2,564/mo*
Refinance Your Home
4 Beds
2 Baths
1,664 sqft
(on 3.39 acres)

Local Information

  • Map ViewExplore the area around 124 Highview Dr.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 124 Highview Dr, Winsted, CT. 124 Highview Dr is in Winsted, CT and in ZIP code 06098. This property has 4 bedrooms, 2 bathrooms and approximately 1,664 sqft of floor space. This property has a lot size of 3.39 acres and was built in 1975.
124 Highview Dr, Winsted, CT 06098 is a 4 bedroom, 2 bathroom, 1,664 sqft single-family home built in 1975. It last sold for $260,000 on Oct 8, 2021. It is currently off market. The Trulia Estimate is $380,900, with a rent estimate of $3,042/month.

Home Highlights

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

Home Details for 124 Highview Dr

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1975
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 3.39 acres

Price History for 124 Highview Dr

DatePriceEventSource
10/08/2021$260,000Sold
Smart MLS #170430493
09/07/2021$259,000ContingentSmart MLS #170430493
08/21/2021$259,000Listed For SaleSmart MLS #170430493

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$4,941
Assessment$169,400
Home facts updated by county records

Comparable Sales for 124 Highview Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
311 Taylor Brook Rd, Winsted, CT
0.49
Single-Family Home
$425,000
03/03/26
3
2
1,653
1167 Saw Mill Hill Road, Torrington, CT
0.49
Single-Family Home
$540,000
11/04/25
4
3.5
4,000
102 Hollow Hill Road, Winsted, CT
0.81
Single-Family Home
$639,000
07/31/25
3
2.5
2,692
142 Mountain Rd, Winsted, CT
1.29
Single-Family Home
$206,000
12/17/25
3
2
1,734
118 South Road, Winsted, CT
1.31
Single-Family Home
$433,000
05/29/26
4
3
2,240
117 South Road, Winsted, CT
1.28
Single-Family Home
$375,000
02/05/26
3
3
2,747
208 Cardinal Circle, Torrington, CT
1.34
Single-Family Home
$365,000
08/01/25
3
2.5
2,304
107 Peck Road, Winsted, CT
1.01
Single-Family Home
$309,250
02/06/26
3
1
960
440 Platt Hill Road, Winsted, CT
1.10
Single-Family Home
$440,000
02/06/26
4
2.5
3,416
819 East Wakefield Boulevard, Winsted, CT
1.25
Single-Family Home
$439,900
12/04/25
3
1.5
1,892

Nearby homes

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Assigned Schools

These are the assigned schools for 124 Highview Dr.
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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Explore by feature - Pet Friendly

15 pet-friendly rentals in Winsted, CT

Homes for sale near 124 Highview Dr

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Off Market Homes Near 124 Highview Dr

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