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For sale
    • Price cut: $50K (8/8)
    $1,499,000

    33 Sentry Hill Road, Roxbury, CT 06783

    4beds
    2,716sqft
    : 
    $8,686/mo
    Get pre-qualified
    Single Family Residence
    Built in 2002
    3.01 Acres Lot
    $-- Zestimate®
    $552/sqft
    $-- HOA

    What's special

    Another en suite bedroomLarge separate showerSpacious dressing roomDouble sinksSpacious dining roomBeautiful wide-board softwood floorsCharming hall bath
    Mint/Move-in Condition! Private c. 2002 Colonial Clapboard 4+ bedroom home on a scenic dirt road along the Shepaug River and just down the road from Land Trust with trails. Heated Gunite Pool surrounded by endless summer hydrangea and 3 acres of level lawn bordered by the Moosehorn Brook. Magnificent design, 4 wood-burning fireplaces, beautiful wide-board softwood floors, over-sized living room, spacious dining room and chef's kitchen with striking polished hardwood center island. Upstairs, Primary En Suite Bedroom with lovely clawfoot tub, double sinks, large separate shower and spacious dressing room. Two more bedrooms share a charming hall bath. Finished lower level currently outfitted as a family room with French doors to a serene patio leading out to the pool, another en suite bedroom and two more finished flexible spaces. (Makes the total finished sq feet: 3676!)The perfect peaceful location, minutes from the centers of Roxbury and Washington. Must see!
    150 days
    693
    26

    Zillow last checked:

    Listing updated:

    Listed by:

    Peter Klemm (917)864-4940,

    Klemm Real Estate Inc 860-868-7313

    Source: Smart MLS,MLS#: 24163570MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Fireplace, Full Bath, Softwood Floor
      • Level: Upper
      • Area: 397.67 Square Feet
      • Dimensions: 16.1 x 24.7
      Bedroom
      • Features: Jack & Jill Bath, Softwood Floor
      • Level: Upper
      • Area: 208.78 Square Feet
      • Dimensions: 14.3 x 14.6
      Bedroom
      • Features: Jack & Jill Bath, Softwood Floor
      • Level: Upper
      • Area: 139.86 Square Feet
      • Dimensions: 11.1 x 12.6
      Bedroom
      • Features: Full Bath, Wall/Wall Carpet
      • Level: Lower
      • Area: 183.6 Square Feet
      • Dimensions: 13.6 x 13.5
      Dining room
      • Features: Fireplace, Softwood Floor
      • Level: Main
      • Area: 257.2 Square Feet
      • Dimensions: 14.21 x 18.1
      Family room
      • Features: Fireplace, Wall/Wall Carpet
      • Level: Lower
      • Area: 414.96 Square Feet
      • Dimensions: 16.8 x 24.7
      Kitchen
      • Features: Half Bath, Kitchen Island, Softwood Floor
      • Level: Main
      • Area: 229.14 Square Feet
      • Dimensions: 11.4 x 20.1
      Living room
      • Features: Fireplace, Softwood Floor
      • Level: Main
      • Area: 438.82 Square Feet
      • Dimensions: 14.11 x 31.1
      Other
      • Features: Wall/Wall Carpet
      • Level: Lower
      • Area: 113.42 Square Feet
      • Dimensions: 10.7 x 10.6
      Other
      • Features: Wall/Wall Carpet
      • Level: Lower
      • Area: 114.66 Square Feet
      • Dimensions: 9.1 x 12.6
      Heating
      • Forced Air, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Gas Cooktop, Oven, Microwave, Refrigerator, Freezer, Ice Maker, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
      • Laundry: Upper Level, Mud Room
      Features
      • Central Vacuum, Entrance Foyer
      • Basement: Full,Heated,Partially Finished
      • Attic: Access Via Hatch
      • Number of fireplaces: 3
      Interior area
      • Total structure area: 2,716
      • Total interior livable area: 2,716 sqft
      • Finished area above ground: 2,716

      Property

      Parking
      • Total spaces: 2
      • Parking features: Barn, Detached
      • Garage spaces: 2
      Features
      • Has private pool: Yes
      • Pool features: Gunite, Heated, In Ground
      • On waterfront: Yes
      • Waterfront features: Waterfront, Brook
      Lot
      • Size: 3.01 Acres
      • Features: Open Lot
      Details
      • Parcel number: 2310062
      • Zoning: C

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Clapboard, Wood Siding
      • Foundation: Concrete Perimeter
      • Roof: Wood,Gable
      Condition
      • New construction: No
      • Year built: 2002

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Roxbury

      Financial & listing details

      • Price per square foot: $552/sqft
      • Tax assessed value: $713,650
      • Annual tax amount: $9,277
      • Date on market: 3/31/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/8/2026Price change$1,499,000-3.2%$552/sqft
        Source: Smart MLS #24163570 Report a problem
        7/10/2026Price change$1,549,000-2.9%$570/sqft
        Source: Smart MLS #24163570 Report a problem
        5/31/2026Price change$1,595,000-3.3%$587/sqft
        Source: Smart MLS #24163570 Report a problem
        4/1/2026Listed for sale$1,649,000+11.8%$607/sqft
        Source: Smart MLS #24163570 Report a problem
        4/1/2026Price change$30,900+122.3%$11/sqft
        Source: Smart MLS #170305994 Report a problem
        1/3/2026Listing removed$1,475,000$543/sqft
        Source: Smart MLS #24085337 Report a problem
        11/25/2025Price change$1,475,000-1.3%$543/sqft
        Source: Smart MLS #24085337 Report a problem
        10/1/2025Price change$13,900-55%$5/sqft
        Source: Smart MLS #170305994 Report a problem
        9/23/2025Price change$1,495,000-2%$550/sqft
        Source: Smart MLS #24085337 Report a problem
        9/2/2025Price change$1,525,000-1.5%$561/sqft
        Source: Smart MLS #24085337 Report a problem
        5/25/2025Price change$1,549,000-1.7%$570/sqft
        Source: Smart MLS #24085337 Report a problem
        5/8/2025Price change$1,575,000-1.5%$580/sqft
        Source: Smart MLS #24085337 Report a problem
        4/4/2025Listed for sale$1,599,000$589/sqft
        Source: Smart MLS #24085337 Report a problem
        3/17/2025Price change$30,900+122.3%$11/sqft
        Source: Smart MLS #170305994 Report a problem
        12/18/2024Listing removed$1,599,000+1.5%$589/sqft
        Source: Smart MLS #170598845 Report a problem
        9/7/2024Listed for sale$1,575,000$580/sqft
        Source: Smart MLS #170598845 Report a problem
        8/19/2024Price change$13,900-55%$5/sqft
        Source: Smart MLS #170305994 Report a problem
        7/22/2024Listing removed--
        Source: Smart MLS #170598845 Report a problem
        4/1/2024Listed for sale$1,575,000-6%$580/sqft
        Source: Smart MLS #170598845 Report a problem
        1/6/2024Price change$30,900+122.3%$11/sqft
        Source: Smart MLS #170305994 Report a problem
        1/1/2024Listing removed--
        Source: Smart MLS #170598845 Report a problem
        9/18/2023Listed for sale$1,675,000+165.5%$617/sqft
        Source: Smart MLS #170598845 Report a problem
        8/31/2023Price change$13,900-55%$5/sqft
        Source: Smart MLS #170305994 Report a problem
        7/5/2023Listed for rent$30,900+183.5%$11/sqft
        Source: Smart MLS #170305994 Report a problem
        7/21/2020Listing removed$10,900$4/sqft
        Source: Klemm Real Estate Inc #170305994 Report a problem
        1/7/2016Sold$631,000+425.8%$232/sqft
        Source: Smart MLS #99121984 Report a problem
        1/17/2002Sold$120,000$44/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$9,277 +3.2%$713,650
        2024$8,992 $713,650
        2023$8,992 +8.1%$713,650 +30.9%
        2022$8,317 -1%$545,390
        2021$8,399 -2.5%$545,390
        2020$8,617 -0.3%$545,390
        2019$8,644 $545,390
        2018$8,644 +10.2%$545,390 -1.3%
        2017$7,844 +3.6%$552,390
        2016$7,568 $552,390
        2015$7,568 +2.2%$552,390
        2014$7,402 +0.7%$552,390
        2013$7,347 +1.9%$552,390 -7.3%
        2012$7,209 +1.7%$595,810
        2011$7,090 +4.4%$595,810
        2010$6,792 +4.6%$595,810
        2009$6,494 $595,810
        2008$6,494 -7.6%$595,810 +30.6%
        2007$7,027 +3.9%$456,320 +3.9%
        2006$6,765 $439,260
        2005$6,765 +12.4%$439,260 +12.4%
        2004$6,020 $390,930
        2003$6,020 $390,930
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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: 06783

        Getting around

        0 / 100
        Car-Dependent
        3 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Booth Free
        • High: Shepaug

        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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