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Sold for $691,000
    • $691,000

    156 Shore Drive, Winchester, CT 06098

    5beds
    1,258sqft
    Single Family Residence
    Built in 1930
    4,356 Square Feet Lot
    $700,700 Zestimate®
    $549/sqft
    $2,703 Estimated rent

    Home value

    $700,700

    $582,000 - $841,000

    $2,703/mo

    Zestimate® history
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    What's special

    Waterfront propertyBreathtaking western exposureDirect waterfront accessFlat easy-to-maintain lot
    Summer is just around the corner, and this is your opportunity to own a highly sought-after waterfront property on the beautiful Highland Lake! Located on Shore Drive in the 1st Bay, this private 5-bedroom home offers breathtaking western exposure, giving you the perfect view of every sunset. Enjoy direct waterfront access and make the most of the flat, easy-to-maintain lot - ideal for outdoor activities, lakeside relaxation, or simply soaking in the sun. Don't miss out on this incredible opportunity - properties like this don't come around often!

    Zillow last checked:

    Listing updated:

    Listed by:

    Bryan Palladino (475)204-6145,

    Showcase Realty, Inc. 860-274-7000

    Bought with:

    Annie Simard, RES.0822960

    LPT Realty

    Source: Smart MLS,MLS#: 24160676MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 2
    • Full bathrooms: 1
    • 1/2 bathrooms: 1
    Primary bedroom
    • Level: Upper
    Bedroom
    • Level: Upper
    Bedroom
    • Level: Upper
    Bedroom
    • Level: Upper
    Bedroom
    • Level: Upper
    Dining room
    • Level: Main
    Living room
    • Level: Main
    Heating
    • Forced Air, Oil
    Cooling
    • Ceiling Fan(s)
    Appliances
    • Included: Oven/Range, Refrigerator, Washer, Dryer, Electric Water Heater, Water Heater
    • Laundry: Main Level
    Features
    • Basement: None
    • Attic: None
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 1,258
    • Total interior livable area: 1,258 sqft
    • Finished area above ground: 1,258

    Property

    Parking
    • Total spaces: 6
    • Parking features: Off Street, Driveway, Unpaved, Private
    • Has uncovered spaces: Yes
    Features
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    • Waterfront features: Waterfront, Lake
    Lot
    • Size: 4,356 Square Feet
    • Features: Level, In Flood Zone
    Details
    • Parcel number: 928497
    • Zoning: HLD

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Other
    • Property subtype: Single Family Residence
    Materials
    • Stone, Stucco
    • Foundation: Concrete Perimeter
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1930

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public

    Community & HOA

    Community
    • Subdivision: Winsted
    HOA
    • Has HOA: No
    Location
    • Region: Winsted

    Financial & listing details

    • Price per square foot: $549/sqft
    • Tax assessed value: $362,600
    • Annual tax amount: $10,577
    • Date on market: 3/21/2026

    Price history

    DateEventPrice
    5/21/2026Sold$691,000-11.4%$549/sqft
    Source: Smart MLS #24160676 Report a problem
    4/21/2026Pending sale$779,900$620/sqft
    Source: Smart MLS #24160676 Report a problem
    4/1/2026Price change$779,900-1.2%$620/sqft
    Source: Smart MLS #24160676 Report a problem
    3/21/2026Listed for sale$789,000+97.3%$627/sqft
    Source: Smart MLS #24160676 Report a problem
    10/2/2014Sold$400,000-9.2%$318/sqft
    Source: Smart MLS #L150185 Report a problem
    8/11/2014Pending sale$440,700$350/sqft
    Source: Realty Executives Northwest #L150185 Report a problem
    5/23/2014Listed for sale$440,700$350/sqft
    Source: Realty Executives Northwest #L150185 Report a problem
    1/1/2014Listing removed$440,700$350/sqft
    Source: Realty Executives Northwest #L147265 Report a problem
    8/23/2013Price change$440,700-1.4%$350/sqft
    Source: Realty Executives Northwest #L147265 Report a problem
    5/3/2013Listed for sale$447,000-0.2%$355/sqft
    Source: Realty Executives Northwest LLC #L145906 Report a problem
    1/1/2013Listing removed$447,700$356/sqft
    Source: Realty Executives Northwest #L142981 Report a problem
    6/19/2012Listed for sale$447,700$356/sqft
    Source: Realty Executives Northwest LLC #L142981 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$10,577 +10.5%$362,600
    2024$9,569 $362,600
    2023$9,569 +21%$362,600 +53.8%
    2022$7,907 $235,760
    2021$7,907 $235,760
    2020$7,907 $235,760
    2019$7,907 $235,760
    2018$7,907 +8.9%$235,760 +8.9%
    2017$7,261 $216,480
    2016$7,261 +2.6%$216,480
    2015$7,079 +2.5%$216,480
    2014$6,908 +2.3%$216,480
    2013$6,754 -3%$216,480 -21%
    2012$6,965 $273,880
    2011$6,965 $273,880
    2010$6,965 +3.1%$273,880
    2009$6,757 $273,880
    2008$6,757 +18%$273,880 +63.9%
    2007$5,726 +2.8%$167,090
    2006$5,571 +1.1%$167,090
    2005$5,511 +9.5%$167,090
    2003$5,033 +52.7%$167,090 +39.7%
    1995$3,296 $119,610
    Find assessor info on the county website

    Neighborhood: 06098

    Nearby schools

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    $714,714

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