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For sale
    • Price cut: $200K (8/6)
    $1,995,000

    14 Straight Road, Kent, CT 06757

    4beds
    4,465sqft
    : 
    $12,716/mo
    Get pre-qualified
    Single Family Residence
    Built in 1993
    15.66 Acres Lot
    $-- Zestimate®
    $447/sqft
    $-- HOA

    What's special

    Five fireplacesFour fireplacesExpansive deckTwo screened porchesExpansive decksViews over kent hollowCarrara marble
    Two Homes. 15.66 Private Acres. Long Views Over Kent Hollow. A rare Litchfield County compound in South Kent's exclusive Kent Estate area - two distinct architectural statements from two eras, set on 15.66 secluded acres with a brook running through the property and views over Kent Hollow. The Main House (1993 contemporary, 3,400 sqft): Built for light and landscape. Walls of glass frame long views; an open floor plan flows from the chef's kitchen to expansive decks and two screened porches. Four bedrooms (first-floor den/office could be used as bedroom), 2.5 baths, four fireplaces. Viking double oven and 6-burner cooktop, two Miele dishwashers, Sub-Zero, wine fridge, Carrara marble. 5 minutes to Lake Waramaug, 7 to New Preston. The Guest House (1955 midcentury, 1,065 sqft): 2BR/2.5BA with original character intact - fireplace, expansive deck, independent living quarters. Comparable Kent STRs command $300-$750/night, projecting $35,000-$65,000/year gross. Ideal as guest house, income suite, multi-generational residence, or studio. Together: ~4,500 sqft, six bedrooms, five baths, five fireplaces, two screened porches. 15.66 acres of woods, water, and quiet.5 minutes to Lake Waramaug, 7 minutes to New Preston.
    148 days
    731
    42

    Zillow last checked:

    Listing updated:

    Listed by:

    MADONNA & PHILLIPS TEAM AT WILLIAM PITT SOTHEBY’S INTERNATIONAL REALTY,

    Jeffrey Phillips (917)284-8276,

    William Pitt Sotheby's Int'l 860-868-6600,

    Co-Listing Agent: Mark Madonna 860-800-3344,

    William Pitt Sotheby's Int'l

    Source: Smart MLS,MLS#: 24166682MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 2
      • 1/2 bathrooms: 2
      Primary bedroom
      • Level: Upper
      Bedroom
      • Level: Main
      Bedroom
      • Level: Main
      Bedroom
      • Level: Other
      Dining room
      • Level: Main
      Living room
      • Level: Main
      Heating
      • Hydro Air, Propane
      Cooling
      • Central Air
      Appliances
      • Included: Gas Cooktop, Oven, Range Hood, Subzero, Dishwasher, Disposal, Washer, Dryer, Wine Cooler, Electric Water Heater, Water Heater
      • Laundry: Upper Level
      Features
      • Sound System, Open Floorplan, In-Law Floorplan, Smart Thermostat
      • Doors: French Doors
      • Basement: Partial,Unfinished,Concrete
      • Attic: None
      • Number of fireplaces: 5
      Interior area
      • Total structure area: 4,465
      • Total interior livable area: 4,465 sqft
      • Finished area above ground: 4,465
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached, Garage Door Opener
      • Attached garage spaces: 2
      Features
      • Patio & porch: Deck
      • Exterior features: Outdoor Grill, Rain Gutters
      Lot
      • Size: 15.66 Acres
      • Features: Sloped, Open Lot
      Details
      • Additional structures: Guest House
      • Parcel number: 999999999
      • Zoning: residential

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Shake Siding, Clapboard
      • Foundation: Concrete Perimeter
      • Roof: Asphalt,Flat
      Condition
      • New construction: No
      • Year built: 1993

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      Community
      • Features: Golf, Lake, Library, Medical Facilities, Private School(s)
      • Security: Security System
      • Subdivision: Kent Hollow
      HOA
      • Has HOA: No
      Location
      • Region: Kent

      Financial & listing details

      • Price per square foot: $447/sqft
      • Tax assessed value: $1,124,400
      • Annual tax amount: $18,969
      • Date on market: 4/16/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/6/2026Price change$1,995,000-9.1%$447/sqft
        Source: Smart MLS #24166682 Report a problem
        5/26/2026Price change$2,195,000-6.6%$492/sqft
        Source: Smart MLS #24166682 Report a problem
        4/16/2026Listed for sale$2,350,000-1.9%$526/sqft
        Source: Smart MLS #24166682 Report a problem
        3/1/2026Listing removed$2,395,000$536/sqft
        Source: Smart MLS #24123651 Report a problem
        9/3/2025Listed for sale$2,395,000+36.9%$536/sqft
        Source: Smart MLS #24123651 Report a problem
        6/23/2010Listing removed$1,750,000+18.6%$392/sqft
        Source: Litchfield Hills Sotheby's International Realty #98428136 Report a problem
        6/18/2010Sold$1,475,000-15.7%$330/sqft
        Source: Smart MLS #98428136 Report a problem
        12/3/2009Listed for sale$1,750,000$392/sqft
        Source: Litchfield Hills Sotheby's International Realty #98428136 Report a problem
        10/31/2009Listing removed$1,750,000$392/sqft
        Source: NCI Report a problem
        10/29/2009Listed for sale$1,750,000+493.2%$392/sqft
        Source: NCI Report a problem
        12/16/1991Sold$295,000$66/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$18,969 +8.2%$1,124,400
        2024$17,529 +25.2%$1,124,400 +50.6%
        2023$14,002 +1%$746,400
        2022$13,861 $746,400
        2021$13,861 -0.2%$746,400
        2020$13,891 $746,400
        2019$13,891 -7.3%$746,400 -7.3%
        2018$14,985 $805,200
        2017$14,985 +1.5%$805,200
        2016$14,759 +2.6%$805,200
        2015$14,381 +4.9%$805,200
        2014$13,713 +1.2%$805,200 -14.2%
        2013$13,557 +1.3%$938,200
        2012$13,388 $938,200
        2011$13,388 +1.8%$938,200
        2010$13,154 -0.6%$938,200
        2009$13,238 -4.3%$938,200 +27.5%
        2008$13,831 $736,100
        2007$13,831 +6.9%$736,100
        2006$12,941 +3.5%$736,100
        2005$12,499 +7.3%$736,100
        2004$11,652 -5.1%$736,100 +25.9%
        2003$12,283 +5.3%$584,900
        2001$11,669 +9.5%$584,900 +0.1%
        2000$10,654 $584,400
        Find assessor info on the county website

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        Payment breakdown

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        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: 06757

        Getting around

        0 / 100
        Car-Dependent
        2 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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