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  • $850,000

    359 Winchester Road, Winchester, CT 06098

    3beds
    2,943sqft
    : 
    $5,913/mo
    Get pre-qualified
    Single Family Residence
    Built in 2000
    7.55 Acres Lot
    $866,700 Zestimate®
    $289/sqft
    $-- HOA

    What's special

    Breathtaking water views and master craftsmanship await in this pristine Colonial offering nearly 3,000 SF overlooking serene Highland Lake. This entertainer's dream home opens from an inviting two-story foyer into an airy, open layout where the living and dining rooms are joined by a floor-to-ceiling fieldstone fireplace. The spacious dining room easily accommodates large gatherings and flows seamlessly onto a delightful screened-in porch to enjoy the calm, serene setting with distant lake views. The gourmet kitchen is a master craftsman renovation featuring custom white birch cabinetry, rich soapstone countertops, stone subway tile backsplash, a farmhouse sink with a view, and a Sub-Zero refrigerator. Dedicated home office off front foyer, mudroom, laundry room, and half bath complete the main level. Upstairs features an en-suite primary bedroom, two additional nice-sized bedrooms, and a full guest bath. Accessed via a private second staircase off the kitchen, the expansive 27' x 21' "Skybox" family room (finished over the garage in 2017) boasts its own heating/cooling system, surround sound, and live music performance hook-ups. Property is flanked by a magnificent stone wall, emerald green meadows including a two-stall run-in shed with tack room. Hardwood floors main level, bamboo engineered floors upper level, oversized 2 car garage, walk-out basement. New well pump 2020, new whole house generator 2023. EZ commute to NYC & Boston from this ideal retreat. Rare opportunity.
    38 days
    82
    6

    Zillow last checked:

    Listing updated:

    Listed by:

    Catherine A. McCahill (860)480-6760,

    William Pitt Sotheby's Int'l 860-777-1800

    Source: Smart MLS,MLS#: 24208872MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 3
      Rooms
      • Room types: Laundry
      Primary bedroom
      • Features: Corian Counters, Full Bath, Hardwood Floor, Tile Floor, Walk-In Closet(s)
      • Level: Upper
      • Area: 255 Square Feet
      • Dimensions: 15 x 17
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      • Area: 169 Square Feet
      • Dimensions: 13 x 13
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      • Area: 130 Square Feet
      • Dimensions: 10 x 13
      Dining room
      • Features: Hardwood Floor
      • Level: Main
      • Area: 195 Square Feet
      • Dimensions: 13 x 15
      Family room
      • Features: Cathedral Ceiling(s), Ceiling Fan(s)
      • Level: Upper
      • Area: 567 Square Feet
      • Dimensions: 21 x 27
      Living room
      • Features: Fireplace, Hardwood Floor, L-Shaped
      • Level: Main
      • Area: 195 Square Feet
      • Dimensions: 13 x 15
      Study
      • Features: French Doors, Hardwood Floor
      • Level: Main
      • Area: 182 Square Feet
      • Dimensions: 13 x 14
      Heating
      • Baseboard, Hot Water, Zoned, Other, Oil
      Cooling
      • Central Air, Ductless
      Appliances
      • Included: Electric Cooktop, Oven, Microwave, Range Hood, Subzero, Dishwasher, Instant Hot Water, Washer, Dryer, Water Heater
      • Laundry: Main Level, Mud Room
      Features
      • Wired for Data, Open Floorplan, Entrance Foyer
      • Windows: Thermopane Windows
      • Basement: Full,Unfinished,Storage Space
      • Attic: Storage,Floored,Pull Down Stairs
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 2,943
      • Total interior livable area: 2,943 sqft
      • Finished area above ground: 2,943
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached, Garage Door Opener
      • Attached garage spaces: 2
      Features
      • Patio & porch: Screened, Deck
      • Exterior features: Rain Gutters, Lighting, Stone Wall
      • Fencing: Partial,Stone
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      Lot
      • Size: 7.55 Acres
      • Features: Secluded, Wetlands, Few Trees
      Details
      • Additional structures: Shed(s), Barn(s)
      • Parcel number: 2329588
      • Zoning: RU-1
      • Other equipment: Generator
      • Horses can be raised: Yes

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt,Gable
      Condition
      • New construction: No
      • Year built: 2000

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Underground Utilities
      Green energy
      • Energy efficient items: Thermostat, Windows

      Community & HOA

      Community
      • Features: Lake, Library, Medical Facilities, Park, Playground, Public Rec Facilities, Stables/Riding, Tennis Court(s)
      • Subdivision: Winsted
      HOA
      • Has HOA: No
      Location
      • Region: Winsted

      Financial & listing details

      • Price per square foot: $289/sqft
      • Tax assessed value: $355,600
      • Annual tax amount: $8,400
      • Date on market: 9/22/2026

        Estimated market value

        $866,700

        $823,000 - $910,000

        $4,028/mo

        Price history

        DateEventPrice
        9/24/2026Listed for sale$850,000+30.1%$289/sqft
        Source: Smart MLS #24208872 Report a problem
        8/13/2021Sold$653,500+0.5%$222/sqft
        Source: Smart MLS #170397824 Report a problem
        8/7/2021Contingent$650,000$221/sqft
        Source: Smart MLS #170397824 Report a problem
        6/6/2021Listed for sale$650,000$221/sqft
        Source: Smart MLS #170397824 Report a problem
        5/24/2021Contingent$650,000$221/sqft
        Source: Smart MLS #170397824 Report a problem
        5/14/2021Listed for sale$650,000+71.7%$221/sqft
        Source: Smart MLS #170397824 Report a problem
        1/6/2004Sold$378,500+627.9%$129/sqft
        Source: Public Record Report a problem
        3/12/1998Sold$52,000$18/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$10,373 +10.5%$355,600
        2024$9,384 $355,600
        2023$9,384 +10.1%$355,600 +40%
        2022$8,520 +1.4%$254,030 +1.4%
        2021$8,400 $250,460
        2020$8,400 $250,460
        2019$8,400 $250,460
        2018$8,400 +7.9%$250,460 +7.9%
        2017$7,787 $232,160
        2016$7,787 +2.6%$232,160
        2015$7,592 +2.5%$232,160
        2014$7,408 +2.3%$232,160
        2013$7,243 +2.5%$232,160 -16.5%
        2012$7,068 $277,940
        2011$7,068 $277,940
        2010$7,068 +3.1%$277,940
        2009$6,857 +0.7%$277,940 +0.7%
        2008$6,812 +4.8%$276,120 +45.6%
        2007$6,501 +2.8%$189,700
        2006$6,325 +1.1%$189,700
        2005$6,256 +9.5%$189,700
        2003$5,714 $189,700
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 06098

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Batcheller
        • Middle: Pearson
        • High: Gilbert

        Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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