Skip main navigation
For sale
  • Price cut: $20K (11/25)
    $1,475,000

    33 Sentry Hill Road, Roxbury, CT 06783

    4beds
    2,716sqft
    : 
    Single Family Residence
    Built in 2002
    3.01 Acres Lot
    $-- Zestimate®
    $543/sqft
    $-- HOA

    What's special

    Primary en suite bedroomWood-burning fireplacesClawfoot tubLarge separate showerPolished hardwood center islandHeated gunite poolSpacious dressing room
    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. The perfect peaceful location, minutes from the centers of Roxbury and Washington. Must see!
    266 days
    |
    541
    |
    24
    |

    Zillow last checked: 8 hours ago

    Listing updated: November 25, 2025 at 01:47pm

    Listed by:

    Peter Klemm (917)864-4940,

    Klemm Real Estate Inc 860-868-7313

    Source: Smart MLS,MLS#: 24085337MLS Logo

    Tour with a local agent

    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: $543/sqft
    • Tax assessed value: $713,650
    • Annual tax amount: $9,277
    • Date on market: 4/4/2025
    Get pre-qualifiedBe ready to make an offer.
    Connect with an agentGet info on this home, tour, and more.
    Calculate monthly paymentSee if you can afford this home.

    Estimated market value

    Not available

    Estimated sales range

    Not available

    Not available

    Price history

    Price history
    DateEventPrice
    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

    Public tax history

    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%

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $9,989/mo
    Principal & interest
    $7285
    Property taxes
    $2188
    Home insurance
    $516

      Climate risks

      Neighborhood: 06783

      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.

      Similar homes

      Skip to the end of the carouselSkip to the beginning of the carousel
      • Loading
      • Loading