33 Sentry Hill Rd

Roxbury, CT 06783

$1,475,000
Price
4
Beds
2,716 Sq. Ft.
$543 / Sq. Ft.
2,716
Sq. Ft.
$543
per 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...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!

Property Details for 33 Sentry Hill Road

Basement Description
Full, Heated, Partially Finished, Full With Walk-Out
Direct Waterfront
Yes
Garages Number
2
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Barn, Detached Garage
Swimming Pool
Yes
LISTING UPDATED: 11/25/2025 09:47 PM

Property Details for 33 Sentry Hill Road

StatusActive
MLS #24085337
Days on Market264
Taxes$9,277 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built2002
Lot Size3.01 AC / 131,115 SF
CountyLitchfield County

Location

Listing Courtesy of Klemm Real Estate Inc, Peter Klemm
Add your commute

Building Information for 33 Sentry Hill Road

Stories-Year Built2002Building Size-Lot Size3.01 AC / 131,115 SF

Payment Calculator

$8,062 per month

30 year fixed, 6.28% Interest

Principal and Interest

$7,289

Property Taxes

$773

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 33 Sentry Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: 33 Sentry Hill Road
  • Elementary School: Booth Free
  • High School: Shepaug
  • Latitude: 41.57685
  • Longitude: -73.322754
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $9,277
Interior and Exterior Features
Exterior Features
  • Pool Description: Gunite, Heated, In Ground Pool
  • Waterfront Description: Brook
Interior Features
  • Appliances Included: Gas Cooktop, Wall Oven, Microwave, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller
  • Attic Description: Access Via Hatch
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 3
  • Interior Features: Central Vacuum
  • Laundry Room Info: Upper Level
  • Rooms Additional: Foyer, Mud Room
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace,Softwood Floor
  • Room Length: 31.1
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 14.11
Room 2
  • Room Entry Order: 10
  • Room Features: Wall/Wall Carpet
  • Room Length: 12.6
  • Room Level: Lower
  • Room Type: Other
  • Room Width: 9.1
Room 3
  • Room Entry Order: 2
  • Room Features: Half Bath,Island,Softwood Floor
  • Room Length: 20.1
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 11.4
Room 4
  • Room Entry Order: 3
  • Room Features: Fireplace,Softwood Floor
  • Room Length: 18.1
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 14.21
Room 5
  • Listing Key: 31D0ADDBF93CC23AE0631401100A250D
  • Room Entry Order: 4
  • Room Features: Fireplace,Full Bath,Softwood Floor
  • Room Length: 24.7
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 16.1
Room 6
  • Room Entry Order: 5
  • Room Features: Jack & Jill Bath,Softwood Floor
  • Room Length: 14.6
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.3
Room 7
  • Room Entry Order: 6
  • Room Features: Jack & Jill Bath,Softwood Floor
  • Room Length: 12.6
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.1
Room 8
  • Room Entry Order: 7
  • Room Features: Fireplace,Wall/Wall Carpet
  • Room Length: 24.7
  • Room Level: Lower
  • Room Type: Family Room
  • Room Width: 16.8
Room 9
  • Listing Key: 31D0ADDBF93CC23AE0631401100A250D
  • Room Entry Order: 8
  • Room Features: Full Bath,Wall/Wall Carpet
  • Room Length: 13.5
  • Room Level: Lower
  • Room Type: Bedroom
  • Room Width: 13.6
Room 10
  • Room Entry Order: 9
  • Room Features: Wall/Wall Carpet
  • Room Length: 10.6
  • Room Level: Lower
  • Room Type: Other
  • Room Width: 10.7
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Clapboard, Wood
  • Foundation Type: Concrete
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Wood Shingle, Gable
  • Year Built: 2002
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 2716
Lot Information
  • Lot Description: Open Lot
  • Parcel Number: 2310062
  • Sq Ft Est Heated Above Grade: 2716.0
  • Sq Ft Total: 2716.0
  • Zoning: C
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Domestic
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 33 Sentry Hill Road

DateEvent & SourcePriceAppreciation
Jan 8, 2016

Closed (Public Record)

Public Record #563794865

$631,000

+12.6% / yr

Jan 17, 2002

Closed (Public Record)

Public Record #99598543

$120,000—
DateEvent & SourcePrice
01/08/2016

Closed (Public Record)

Public Record #563794865

$631,000

+12.6% / yr

01/17/2002

Closed (Public Record)

Public Record #99598543

$120,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 33 Sentry Hill Road

Taxable ValueLand$157,570Additions$556,080Total$713,650
Tax Record2024$9,277 ($773 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt2,716 SqFtAbove Grade Finished SqFt2,716 SqFtUnfinished Basement SqFt476 SqFtStories2Lot Size131,116 SqFtStyleSingle Family ResidenceYear Built2002Year Renovated2012ZoningCCountyLITCHFIELDAPNRXBY M:10 L:34Fireplace TypeHas Fireplace

Schools near 33 Sentry Hill Road

This home is within Regional School District 12.
Rating
School
Type
Grades
Distance
Booth Free School
Public - K to 5
Shepaug Valley School
Public - 6 to 12
The Burnham School
Public - K to 5
Rating
School
Distance
Booth Free School
PublicK to 5

Shepaug Valley School
Public6 to 12

The Burnham School
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 33 Sentry Hill Road, Roxbury, CT 06783

33 Sentry Hill Road is a single family home for sale in Roxbury, CT 06783. This property was listed for sale on April 4, 2025 by Klemm Real Estate Inc, it's currently listed at $1,475,000. It has been on the market for a total of 264 days and was last sold on January 8, 2016. This listing's school district is Regional School District 12. Nearby schools include Booth Free School, Shepaug Valley School and The Burnham School. 33 Sentry Hill Road is a 4-bed, 4-bath, 2,716 sqft single family home built in 2002.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Klemm Real Estate Inc, Peter Klemm

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.