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For sale
  • $3,995,000

    270 Kent Hollow Road, Kent, CT 06757

    4beds
    4,751sqft
    : 
    Single Family Residence
    Built in 1991
    16.66 Acres Lot
    $-- Zestimate®
    $841/sqft
    $-- HOA

    What's special

    Thoughtful and balanced layoutGraceful wraparound staircaseBeautifully crafted stone terracesDramatic double-height foyerHeated gunite poolLush mature landscapingVersatile main floor bedroom
    The home of former Editor and Chief of Travel + Leisure and House & Garden is now available to you. A rare architectural offering, this distinctive home blends contemporary design with timeless elegance. Expansive walls of glass flood the interiors with natural light, creating a seamless connection to the surrounding landscape & an immersive sense of living in nature. Enter through the dramatic double-height foyer, anchored by a graceful wraparound staircase, which serves as the home's central hub. From here, the kitchen, formal dining room, living room, and media room, unfold in a thoughtful and balanced layout. The dining room can easily host 20. Both the dining room and media room feature welcoming fireplaces and open directly onto pergola-covered terraces, perfect for gracious outdoor living and entertaining. A wide hallway/gallery space leads to a versatile main floor bedroom and full bath, currently configured as a home office. Upstairs, the primary suite is a true retreat, featuring a sitting area, fireplace, and French doors that open to a Juliette balcony with distant mountain views. The adjacent 5th bedroom, currently designed as a gym, includes its own en-suite bath. On the opposite wing, two spacious and sophisticated guest bedrooms each offer en-suite accommodations, ensuring comfort and privacy for guests. The grounds are equally captivating, with a heated gunite pool, beautifully crafted stone terraces, and lush, mature landscaping. The home is set at the end of a long winding drive and is surrounded by 17 acres of forest providing a serene and private setting while it's owners enjoy easy access to all area amenities. The property is just minutes to Kent Village, Lake Waramaug Country Club, & the flower farm at Anderson Acres. It's a short drive to the chic shops and fine dining of New Preston & Washington Depot. 20 minutes to Mohawk Mountain for skiing. 2 hours to NYC. Partial views have been cleared but there is potential for 180 degree gorgeous views with more clearing. House is officially 4 bedrooms but can easily be used as 5.
    10 days
    |
    947
    |
    64
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Stacey Matthews (203)671-9067,

    W. Raveis Lifestyles Realty 860-868-0511,

    Pels Matthews 203-671-5432,

    W. Raveis Lifestyles Realty

    Source: Smart MLS,MLS#: 24170920MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Fireplace, Full Bath
      • Level: Upper
      • Area: 340 Square Feet
      • Dimensions: 17 x 20
      Bedroom
      • Features: Fireplace, Full Bath
      • Level: Upper
      • Area: 320 Square Feet
      • Dimensions: 16 x 20
      Bedroom
      • Features: Full Bath
      • Level: Upper
      • Area: 156 Square Feet
      • Dimensions: 12 x 13
      Bedroom
      • Features: Bookcases, Fireplace, Full Bath
      • Level: Main
      • Area: 280 Square Feet
      • Dimensions: 14 x 20
      Dining room
      • Features: Fireplace, Patio/Terrace, Hardwood Floor
      • Level: Main
      • Area: 360 Square Feet
      • Dimensions: 15 x 24
      Kitchen
      • Features: Dining Area, Kitchen Island
      • Level: Main
      • Area: 360 Square Feet
      • Dimensions: 15 x 24
      Living room
      • Features: 2 Story Window(s), Skylight, Cathedral Ceiling(s), Fireplace, Patio/Terrace
      • Level: Main
      • Area: 432 Square Feet
      • Dimensions: 18 x 24
      Media room
      • Features: High Ceilings, Wet Bar, Fireplace, French Doors
      • Level: Main
      • Area: 320 Square Feet
      • Dimensions: 16 x 20
      Office
      • Features: Full Bath
      • Level: Upper
      • Area: 240 Square Feet
      • Dimensions: 15 x 16
      Heating
      • Forced Air, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Gas Range, Range Hood, Dishwasher, Washer, Dryer, Electric Water Heater
      • Laundry: Lower Level
      Features
      • Wired for Data
      • Windows: Thermopane Windows
      • Basement: Full,Unfinished
      • Attic: None
      • Number of fireplaces: 4
      Interior area
      • Total structure area: 4,751
      • Total interior livable area: 4,751 sqft
      • Finished area above ground: 4,751

      Property

      Features
      • Patio & porch: Porch, Patio
      • Exterior features: Stone Wall
      • Has private pool: Yes
      • Pool features: Gunite, Heated, In Ground
      Lot
      • Size: 16.66 Acres
      • Features: Few Trees, Landscaped, Rolling Slope
      Details
      • Parcel number: 1944069
      • Zoning: Res
      • Other equipment: Generator

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Stucco
      • Foundation: Concrete Perimeter
      • Roof: Gable,Metal
      Condition
      • New construction: No
      • Year built: 1991

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      Green energy
      • Energy efficient items: Windows

      Community & HOA

      Community
      • Features: Golf, Lake, Library, Private School(s), Shopping/Mall, Tennis Court(s)
      • Security: Security System
      • Subdivision: Kent Hollow
      HOA
      • Has HOA: No
      Location
      • Region: Kent

      Financial & listing details

      • Price per square foot: $841/sqft
      • Tax assessed value: $1,455,400
      • Annual tax amount: $24,545
      • Date on market: 5/8/2026
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        Estimated market value

        Not available

        Estimated sales range

        Not available

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        Price history

        DateEventPrice
        5/8/2026Listed for sale$3,995,000+299.5%$841/sqft
        Source: Smart MLS #24170920 Report a problem
        9/7/2001Sold$1,000,000-16.7%$210/sqft
        Source: Smart MLS #98104414 Report a problem
        10/11/2000Sold$1,200,000$253/sqft
        Source: Smart MLS #98039855 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$23,491 +8.2%$1,392,500
        2024$21,709 +39.6%$1,392,500 +68%
        2023$15,550 +1%$828,900
        2022$15,393 $828,900
        2021$15,393 -0.2%$828,900
        2020$15,426 $828,900
        2019$15,426 -4.5%$828,900 -4.5%
        2018$16,153 $868,000
        2017$16,153 +0.9%$868,000 -0.6%
        2016$16,013 +3.2%$873,600 +0.5%
        2015$15,522 +4.9%$869,100
        2014$14,801 -2.5%$869,100 -17.2%
        2013$15,175 +1.3%$1,050,200
        2012$14,986 $1,050,200
        2011$14,986 +1.8%$1,050,200
        2010$14,724 -0.6%$1,050,200
        2009$14,818 -8.5%$1,050,200 +21.8%
        2008$16,195 $861,900
        2007$16,195 +6.9%$861,900
        2006$15,152 +3.5%$861,900
        2005$14,635 +7.3%$861,900
        2004$13,644 -2.4%$861,900 +29.5%
        2003$13,973 +5.3%$665,400
        2001$13,275 +9.4%$665,400
        2000$12,130 $665,400

        Find assessor info on the county website

        Monthly payment

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          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.
          Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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          Climate risks

          Neighborhood: 06757

          Getting around

          0 / 100
          Car-Dependent
          8 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Kent Primary

          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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