102 Highview Dr, Winsted, CT 06098
OFF MARKET

102 Highview Dr
Winsted, CT 06098

    (on 2.27 acres)

    Local Information

    • Map ViewExplore the area around 102 Highview Dr.
    • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
    • Shop & Eat
    -- mins to
    Commute Destination

    Home Highlights

    Lot Size
    2.27 acres

    About this House

    102 Highview Dr is in Winsted, CT and in ZIP code 06098. This property has a lot size of 2.27 acres.
    102 Highview Dr, Winsted, CT 06098 is a unknown. It last sold for $145,400 on Mar 10, 1993. It is currently off market. The Trulia Estimate rent is $1,940/month.

    Home Details for 102 Highview Dr

    Property Information

    Property Type / Style
    Property Type: Unknown

    Lot Information

    Lot Area: 2.27 acres

    Price History for 102 Highview Dr

    DatePriceEventSource
    03/10/1993$145,400Sold
    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
    2    MoM
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    Property Tax and Assessment

    Year2025
    Tax$1,174
    Assessment$40,250
    Home facts updated by county records

    Comparable Sales for 102 Highview Dr

    Address
    Distance
    Property Type
    Sold Price
    Sold Date
    Bed
    Bath
    Sqft
    311 Taylor Brook Rd, Winsted, CT
    0.31
    Single-Family Home
    $425,000
    03/03/26
    3
    2
    1,653
    102 Hollow Hill Road, Winsted, CT
    0.49
    Single-Family Home
    $639,000
    07/31/25
    3
    2.5
    2,692
    1167 Saw Mill Hill Road, Torrington, CT
    0.57
    Single-Family Home
    $540,000
    11/04/25
    4
    3.5
    4,000
    118 South Road, Winsted, CT
    0.92
    Single-Family Home
    $433,000
    05/29/26
    4
    3
    2,240
    117 South Road, Winsted, CT
    0.90
    Single-Family Home
    $375,000
    02/05/26
    3
    3
    2,747
    116 Wahnee Rd, Torrington, CT
    1.16
    Single-Family Home
    $63,000
    04/28/26
    2
    1
    816
    440 Platt Hill Road, Winsted, CT
    0.89
    Single-Family Home
    $440,000
    02/06/26
    4
    2.5
    3,416
    195 Reaching Hill Road, Winsted, CT
    1.29
    Single-Family Home
    $101,500
    09/22/25
    3
    2
    1,324
    208 Cardinal Circle, Torrington, CT
    1.37
    Single-Family Home
    $365,000
    08/01/25
    3
    2.5
    2,304
    422 Platt Hill Rd, Winsted, CT
    1.30
    Single-Family Home
    $100,000
    05/20/26
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    Nearby homes

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    Assigned Schools

    These are the assigned schools for 102 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

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    Homes for sale near 102 Highview Dr

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    Off Market Homes Near 102 Highview Dr

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