$1,549,000
$100K PRICE DROP

33 Sentry Hill Rd Roxbury, CT 06783

Roxbury Area

Estimated payment $9,188/month

Total Views 5,963
4 Beds
3.5 Baths
2,716 Sq Ft
$570 Price per Sq Ft

Highlights

  • Heated In Ground Pool
  • 3.01 Acre Lot
  • Freestanding Bathtub
  • Shepaug Valley School Rated A-
  • Colonial Architecture
  • Attic

About This Home

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!

Listing Agent

Peter Klemm

Klemm Real Estate Inc Brokerage Phone: (917) 864-4940 License #REB.0366645 Listed on: 03/31/2026

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $9,277

Year Built

  • Built in 2002

Lot Details

  • 3.01 Acre Lot
  • Home fronts a stream
  • Open Lot

Parking

  • 2 Car Garage

Home Design

  • Colonial Architecture
  • Concrete Foundation
  • Frame Construction
  • Wood Siding
  • Clap Board Siding

Interior Spaces

  • 2,716 Sq Ft Home
  • Central Vacuum
  • 3 Fireplaces
  • Mud Room
  • Entrance Foyer
  • Attic or Crawl Hatchway Insulated

Kitchen

  • Built-In Oven
  • Gas Cooktop
  • Microwave
  • Ice Maker
  • Dishwasher
  • Wine Cooler

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Freestanding Bathtub

Laundry

  • Laundry on upper level
  • Dryer
  • Washer

Partially Finished Basement

  • Heated Basement
  • Walk-Out Basement
  • Basement Fills Entire Space Under The House

Pool

  • Heated In Ground Pool
  • Gunite Pool

Schools

  • Booth Free Elementary School
  • Shepaug High School

Utilities

  • Central Air
  • Heating System Uses Oil
  • Private Company Owned Well

Listing and Financial Details

  • Assessor Parcel Number 2310062

Home Details

Home Type

Single Family

Est. Annual Taxes

$9,277

Year Built

Built in 2002

Lot Details

3.01 Acres

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Colonial
  • Sq Ft Est Heated Above Grade: 2716
  • Total Sq Ft: 2716
  • Year Built: 2002
  • New Construction: No/Resale
  • Direct Waterfront: Yes
  • Home Warranty Offered: No
  • Directions: 33 Sentry Hill Road
  • Street Type: Road
  • Office Attribution Contact: (860) 868-7313
  • Reserve Prospect: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 4
  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Fireplaces: 3
  • Attic Description: Access Via Hatch
  • Basement Description: Full, Heated, Partially Finished, Full With Walk-Out
  • Interior Amenities: Central Vacuum
  • Appliances: Gas Cooktop, Wall Oven, Microwave, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller
  • Additional Rooms: Foyer, Mud Room
  • Laundry Room Info: Upper Level
  • Attic: Yes

Exterior Features

  • Exterior Siding: Clapboard, Wood
  • Foundation Type: Concrete
  • Roof Information: Wood Shingle Gable
  • Waterfront Description: Brook
  • Swimming Pool: Yes
  • Pool: Gunite, Heated, In Ground Pool
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 2
  • Garage And Parking: Barn, Detached Garage

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Heat Fuel Type: Oil
  • Fuel Tank Location: Above Ground
  • Hot Water Description: Domestic
  • Water Source: Private Well
  • Sewer: Septic

Lot Info

  • Acres: 3.01
  • Lot Description: Open Lot
  • Zoning: C
  • Parcel #: 2310062

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 9277

MLS Schools

  • Elementary School: Booth Free
  • High School: Shepaug

Map

Range of Values:

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Value Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $9,277 $713,650 $157,570 $556,080
2024 $8,992 $713,650 $157,570 $556,080
2023 $8,992 $713,650 $157,570 $556,080
2022 $8,317 $545,390 $164,590 $380,800
2021 $7,608 $545,390 $164,590 $380,800
2020 $8,617 $545,390 $164,590 $380,800
2019 $8,644 $545,390 $164,590 $380,800
2018 $7,481 $545,390 $164,590 $380,800
2017 $11,782 $552,390 $168,160 $384,230
2016 $7,568 $552,390 $168,160 $384,230
2015 $7,568 $552,390 $168,160 $384,230
2014 $7,402 $552,390 $168,160 $384,230
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
07/10/2026 07/10/26 Price Changed $1,549,000 -2.9% $570 / Sq Ft
05/31/2026 05/31/26 Price Changed $1,595,000 -3.3% $587 / Sq Ft
04/01/2026 04/01/26 For Sale $1,649,000 0.0% $607 / Sq Ft
04/01/2026 04/01/26 Price Changed $30,900 0.0% $11 / Sq Ft
04/01/2026 04/01/26 Off Market $1,649,000 -- --
03/31/2026 03/31/26 For Sale $1,649,000 0.0% $607 / Sq Ft
10/01/2025 10/01/25 Price Changed $13,900 -55.0% $5 / Sq Ft
03/17/2025 03/17/25 Price Changed $30,900 +122.3% $11 / Sq Ft
08/19/2024 08/19/24 Price Changed $13,900 -55.0% $5 / Sq Ft
01/06/2024 01/06/24 Price Changed $30,900 +122.3% $11 / Sq Ft
08/30/2023 08/30/23 Price Changed $13,900 -55.0% $5 / Sq Ft
03/28/2023 03/28/23 Price Changed $30,900 +122.3% $11 / Sq Ft
03/25/2023 03/25/23 Price Changed $13,900 +7.8% $5 / Sq Ft
07/21/2021 07/21/21 Price Changed $12,900 +18.3% $5 / Sq Ft
07/15/2021 07/15/21 For Rent $10,900 0.0% --
07/20/2020 07/20/20 Off Market $10,900 -- --
06/15/2020 06/15/20 For Rent $10,900 +38.0% --
03/27/2020 03/27/20 Rented $7,900 -68.3% --
03/27/2020 03/27/20 Rented $24,900 0.0% --
03/27/2020 03/27/20 Under Contract -- -- --
03/27/2020 03/27/20 Under Contract -- -- --
03/02/2020 03/02/20 For Rent $24,900 +215.2% --
03/02/2020 03/02/20 For Rent $7,900 0.0% --
03/01/2020 03/01/20 Off Market $7,900 -- --
03/01/2020 03/01/20 Off Market $24,900 -- --
12/29/2019 12/29/19 Price Changed $24,900 +260.9% $9 / Sq Ft
12/29/2019 12/29/19 Price Changed $6,900 -12.7% $3 / Sq Ft
07/06/2018 07/06/18 For Rent $7,900 -87.8% --
04/06/2016 04/06/16 For Rent $64,900 0.0% --
01/07/2016 01/07/16 Sold $631,000 -3.7% $232 / Sq Ft View Prior Sale
12/04/2015 12/04/15 Pending -- -- --
10/01/2015 10/01/15 For Sale $655,000 -- $241 / Sq Ft
Source: SmartMLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Warranty Deed $631,000 --
Warranty Deed $120,000 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Open $473,250 Commercial
Source: Public Records

Source: SmartMLS

MLS Number: 24163570

SmartMLS

APN: ROXB-000010-000000-000034

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