For Sale
Price CutPrice Drop: $74K (10/02)
Single family home for sale at 33 Sentry Hl Rd, Roxbury, CT 06783 | MLS# 24163570 | Listing updated on 2026-10-02
Photo 1 of Single family home for sale at 33 Sentry Hl Rd, Roxbury, CT 06783 | MLS# 24163570 | Listing updated on 2026-10-02
Photo 2 of Single family home for sale at 33 Sentry Hl Rd, Roxbury, CT 06783 | MLS# 24163570 | Listing updated on 2026-10-02
Photo 3 of Single family home for sale at 33 Sentry Hl Rd, Roxbury, CT 06783 | MLS# 24163570 | Listing updated on 2026-10-02
Photo 4 of Single family home for sale at 33 Sentry Hl Rd, Roxbury, CT 06783 | MLS# 24163570 | Listing updated on 2026-10-02
23+
Beds Icon

Street View

$1,395,000

Monthly Est:$6,943

  • Beds Icon4 Beds
  • Beds Icon
    4 Baths
  • Beds Icon2,716sqft

33 Sentry Hl Rd, Roxbury, CT 06783

$6,943/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 2002

  • $-- HOA

  • 3.01 acres lot

  • $514/sq.ft

Description

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!

  • Houzeo last checked: 10 minutes ago
  • Listing updated: October 2, 2026 at 5:42 pm
  • Listing Provided by: Peter Klemm | Klemm Real Estate Inc
  • Source: SMART MLS-CT | MLS#: 24163570 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Litchfield County

  • City

    Roxbury

  • Neighborhood

    --

  • Year Built

    2002

  • HOA Fees

    -

  • Finished Area

    2,716 sqft

  • Lot Size

    3.01 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24163570

  • MLS Status

    Active

  • Days on Market

    199

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 4

Interior

  • Heating

    Oil

  • Sewer

    Septic

  • Appliances

    Gas Cooktop, Wall Oven, Microwave, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller

  • Cooling

    Central Air

  • Interior Features

    Central Vacuum

Construction

  • Year Built

    Year Built: 2002

  • Home type

    Single Family Residence

  • Roof

    Wood Shingle, Gable

  • Foundation Details

    Concrete

  • Architectural Style

    Colonial

Utilities & Energy

  • Parking Features

    Barn, Detached Garage

  • Water Source

    Private Well

  • Laundry Features

    Upper Level

  • Basement

    Full, Heated, Partially Finished, Full With Walk Out

  • Pool Features

    Gunite, Heated, In Ground Pool

Other Features

  • Subdivision Name

    N/a

  • Lot Features

    Open Lot

Price History

DateEventPrice

10/02/2026

Source: mls_logoSMART MLS-CT #24163570

Price Increased

$1,395,000 +9935.97%

$514/sqft

09/16/2026

Source: mls_logoSMART MLS-CT #170305994

Price Decreased

$13,900 -99.05%

$5/sqft

08/31/2026

Source: mls_logoSMART MLS-CT #24163570

Price Decreased

$1,469,000 -2.00%

$541/sqft

08/08/2026

Source: mls_logoSMART MLS-CT #24163570

Price Decreased

$1,499,000 -3.23%

$552/sqft

07/10/2026

Source: mls_logoSMART MLS-CT #24163570

Price Decreased

$1,549,000 -2.88%

$570/sqft

Show more

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 17, 2026, 08:30AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group