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Sold for $1,600,000
    • $1,600,000

    424 East Wakefield Boulevard, Winchester, CT 06098

    5beds
    3,693sqft
    Single Family Residence
    Built in 1890
    0.59 Acres Lot
    $1,533,900 Zestimate®
    $433/sqft
    $3,990 Estimated rent

    Home value

    $1,533,900

    $1.46M - $1.61M

    $3,990/mo

    Zestimate® history
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    What's special

    True lakefront sanctuaryNewer basement dehumidification systemRebuilt chimneysCustom copper cupolaInvisible dog fencingNewer lower composite deckingNewer roof
    Stunning Lakehouse! Victorian charm! One of the earliest Highland Lake homes with extensive custom upgrades and quality renovation. A true lakefront sanctuary offering spacious living areas, extensive outdoor living areas and wide open lake views offering South and West exposure for incredible sunsets. Lakefront dock system with hydraulic boat lift, Recently renovated kitchen /dining with newer appliances and farm sink, open floorplan greatroom with fireplace. Separate oversized two car detached garage with second floor and HVAC units for heating/cooling. Newer roof, deep water hydraulic boat lift, newer oil tank, newer lower composite decking, custom copper cupola, invisible dog fencing, rebuilt chimneys, fire/security/CO2 alarm system, generator hookup, newer basement dehumidification system, de-ice system for lift/docks, propane system for stove, fireplace, bbq grill.

    Zillow last checked:

    Listing updated:

    Listed by:

    Karen Newton (860)309-0032,

    William Pitt Sotheby's Int'l 860-567-0806

    Bought with:

    Megan Finn, RES.0825170

    E.J. Murphy Realty

    Source: Smart MLS,MLS#: 24171266MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 2
    • Full bathrooms: 2
    Primary bedroom
    • Features: Palladian Window(s), Vaulted Ceiling(s), Hardwood Floor
    • Level: Upper
    • Area: 338 Square Feet
    • Dimensions: 26 x 13
    Bedroom
    • Features: Hardwood Floor
    • Level: Upper
    • Area: 247 Square Feet
    • Dimensions: 13 x 19
    Bedroom
    • Features: Hardwood Floor
    • Level: Upper
    • Area: 156 Square Feet
    • Dimensions: 12 x 13
    Bedroom
    • Features: Hardwood Floor
    • Level: Upper
    • Area: 247 Square Feet
    • Dimensions: 13 x 19
    Bedroom
    • Level: Upper
    • Area: 100 Square Feet
    • Dimensions: 10 x 10
    Great room
    • Features: Remodeled, Balcony/Deck, Built-in Features, Dining Area, Gas Log Fireplace, Hardwood Floor
    • Level: Main
    • Area: 616 Square Feet
    • Dimensions: 28 x 22
    Kitchen
    • Features: Remodeled, Breakfast Bar, Granite Counters, Kitchen Island, Pantry
    • Level: Main
    • Area: 750 Square Feet
    • Dimensions: 30 x 25
    Office
    • Features: Hardwood Floor
    • Level: Main
    • Area: 70 Square Feet
    • Dimensions: 7 x 10
    Rec play room
    • Level: Other
    • Area: 374 Square Feet
    • Dimensions: 22 x 17
    Heating
    • Hot Water, Electric, Oil
    Cooling
    • Ductless
    Appliances
    • Included: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
    • Laundry: Main Level
    Features
    • Wired for Data, Open Floorplan, Smart Thermostat
    • Doors: French Doors
    • Windows: Thermopane Windows
    • Basement: Full,Unfinished
    • Attic: Finished,Walk-up
    • Number of fireplaces: 1
    • Fireplace features: Insert
    Interior area
    • Total structure area: 3,693
    • Total interior livable area: 3,693 sqft
    • Finished area above ground: 3,693

    Property

    Parking
    • Total spaces: 4
    • Parking features: Detached, Driveway, Shared Driveway
    • Garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Screened, Porch, Covered
    • Exterior features: Garden
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    • Waterfront features: Waterfront, Lake, Dock or Mooring, Water Community
    Lot
    • Size: 0.59 Acres
    Details
    • Parcel number: 924848
    • Zoning: HLD
    • Other equipment: Generator Ready

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Victorian
    • Property subtype: Single Family Residence
    Materials
    • Clapboard
    • Foundation: Stone
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1890

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Well
    Green energy
    • Energy efficient items: Windows

    Community & HOA

    Community
    • Features: Golf, Health Club, Medical Facilities, Public Rec Facilities, Shopping/Mall, Tennis Court(s)
    • Security: Security System
    • Subdivision: Winsted
    HOA
    • Has HOA: No
    Location
    • Region: Winsted

    Financial & listing details

    • Price per square foot: $433/sqft
    • Tax assessed value: $755,090
    • Annual tax amount: $22,026
    • Date on market: 4/30/2026

    Price history

    DateEventPrice
    6/26/2026Sold$1,600,000+0.3%$433/sqft
    Source: Smart MLS #24171266 Report a problem
    6/2/2026Pending sale$1,595,000$432/sqft
    Source: Smart MLS #24171266 Report a problem
    4/30/2026Listed for sale$1,595,000$432/sqft
    Source: Smart MLS #24171266 Report a problem
    8/1/2025Listing removed$1,595,000$432/sqft
    Source: Smart MLS #24097125 Report a problem
    5/22/2025Listed for sale$1,595,000+99.4%$432/sqft
    Source: Smart MLS #24097125 Report a problem
    8/27/2019Sold$800,000-8.6%$217/sqft
    Source: Smart MLS #170176483 Report a problem
    6/20/2019Pending sale$875,000$237/sqft
    Source: William Pitt Sotheby's International Realty #170176483 Report a problem
    4/24/2019Listed for sale$875,000-32.7%$237/sqft
    Source: William Pitt Sotheby's International Realty #170176483 Report a problem
    8/4/2012Listing removed$1,300,000$352/sqft
    Source: Borla & Associates LLC Real Estate #L140243 Report a problem
    4/6/2012Listed for sale$1,300,000+126.1%$352/sqft
    Source: Borla & Associates LLC Real Estate #L140243 Report a problem
    8/19/2004Sold$575,000+54.2%$156/sqft
    Source: Smart MLS #L110660 Report a problem
    12/20/2001Sold$373,000$101/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$22,026 +10.5%$755,090
    2024$19,927 $755,090
    2023$19,927 +22.3%$755,090 +55.4%
    2022$16,298 $485,940
    2021$16,298 -2.7%$485,940 -2.7%
    2020$16,747 $499,310
    2019$16,747 $499,310
    2018$16,747 +14.1%$499,310 +14.1%
    2017$14,683 $437,780
    2016$14,683 +2.6%$437,780
    2015$14,315 +2.5%$437,780
    2014$13,970 +2.3%$437,780
    2013$13,659 +6.2%$437,780 -13.4%
    2012$12,857 $505,580
    2011$12,857 +3.1%$505,580 +3.1%
    2010$12,476 +3.1%$490,600
    2009$12,103 $490,600
    2008$12,103 +16.7%$490,600 +62.1%
    2007$10,370 +2.8%$302,610
    2006$10,089 +2.9%$302,610 +1.8%
    2005$9,807 +13.2%$297,360 +3.4%
    2003$8,661 +77.3%$287,560 +62.2%
    1995$4,886 $177,280
    Find assessor info on the county website

    Neighborhood: 06098

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    With Zillow Showcase(estimated)
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