Sentry Hill Road

Roxbury | Connecticut

A Slice of

Urban Paradise

View Photos Watch Film 360° VTour Open House

Stacey Matthews

Presented At

$2,995,000

Bedrooms

Bathrooms

Living

5,455

SQFT

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 1

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 2

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 3

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 4

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 5

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 6

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 7

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 8

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 9

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 10

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 11

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 12

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 13

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 14

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 15

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 16

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 17

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 18

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 19

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 20

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 21

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 22

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 23

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 24

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 25

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 26

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 27

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 28

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 29

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 30

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 31

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 32

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 33

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 34

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 35

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 36

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. - Photo 37

Sentry Hill Road

Roxbury | Connecticut

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States. , Roxbury , Connecticut

complete privacy in Northern Roxbury

Tranquility awaits down this long paved driveway in Northern Roxbury. Complete privacy with spectacular gardens, pond and orchard surrounded by dramatic rocky outcroppings. This stone and stucco home features large eat-in kitchen, formal dining and living rooms, and a spacious media room. The main floor primary suite includes a fireplace, office space, and large walk in closet. There is an addl guest room on the main level, perfect for nursery or in-laws.3 bedrooms/2 baths on the second level. Lower level game room has full bath and can be used as a 6th bedroom. Gunite heated pool with stone terraces incorporates room for relaxing and dining pool side. 3 car garage has unfinished space above which could be finished to an apartment or studio. Multi zone stereo system. Just 5 minutes to Washington with chic shops, farmer's market and more.

Gallery

3D Street View Tour

Property Location

16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States., Roxbury Connecticut

Local Weather & Climate

Roxbury, Connecticut

Current Conditions Updated recently

44 °F

Few clouds

Feels Like 40°F

Humidity 73%

Wind 7 mph

Visibility 6.2 mi

Sunrise 11:29 AM

Sunset 10:42 PM

5-Day Forecast

Sat 28 Feb

Clouds

High 45°

Low 44°

Sun 1 Mar

Clouds

High 33°

Low 26°

Mon 2 Mar

Clouds

High 26°

Low 11°

Tue 3 Mar

Clear

High 31°

Low 15°

Wed 4 Mar

Rain

High 44°

Low 31°

Data from OpenWeatherMap

Walkability & Transit Scores

How easy is it to get around Roxbury?

Walkability and transit scores for this address come from the EPA National Walkability Index.

Mortgage Calculator

Estimate your monthly payments for this property

Home Price

Down Payment

$100,000

Interest Rate

Loan Term

Estimated Monthly Payment $3,160

Monthly Payment Breakdown

Principal & Interest $2,528

Loan Amount $400,000

Total Interest $337,621

Total Cost $737,621

Potential Tax Benefits (United States)

$0 Est. First Year Interest Deduction

$0 Est. Annual Tax Savings

*Based on post-2017 tax law. Actual deductions depend on filing status, itemization, and current tax laws.

Ready to explore financing?

Connect with trusted mortgage partners

Important Information

This calculator is for illustrative purposes only and does not constitute a loan offer, pre-approval, or commitment to lend.
Monthly payment estimates do not include property taxes, homeowner's insurance, HOA fees, or other applicable costs which may significantly increase your actual payment.
Interest rates shown are for demonstration only. Actual rates depend on your credit score, down payment, loan type, property location, and current market conditions.
This tool provides estimates only. Consult with a licensed mortgage professional for accurate quotes and personalized advice.
Tax benefit calculations are simplified estimates based on general assumptions for United States. Actual deductions depend on your specific tax situation, filing status, and current tax laws.
Tax Year Information: Tax data shown is based on United States tax year 2025 (fiscal year: January-December), rules effective from 2018 through 2025. Tax laws change frequently and may have been amended since this data was compiled.

Tax Information Disclaimer

The tax benefit information displayed on this page is provided for general informational and educational purposes only. This information:

Does not constitute tax advice and should not be relied upon as such. Tax laws are complex and vary by jurisdiction, individual circumstances, and are subject to change without notice.
May not be current or accurate for your specific situation. Tax rules are updated frequently by governments, and the information shown may not reflect the most recent changes.
Uses simplified assumptions that may not apply to your circumstances, including filing status, total income, other deductions, alternative minimum tax considerations, and local tax variations.
Should not be used as the basis for any tax planning decisions or financial strategies without consulting a qualified tax professional licensed in your jurisdiction.

Before making any decisions based on potential tax benefits, you should consult with a qualified tax advisor, certified public accountant (CPA), or licensed tax professional who can evaluate your specific circumstances and provide advice tailored to your situation.

Limitation of Liability: By using this calculator, you acknowledge that all results are approximations and should not be relied upon for financial, legal, or tax decisions. openluxe, its affiliates, officers, directors, employees, and agents expressly disclaim all liability for any damages, losses, or consequences arising from the use of or reliance on this calculator or the information provided herein. openluxe is not a lender, financial advisor, or tax professional and does not provide mortgage loans, financial advice, or tax advice. Use of this calculator does not create any professional relationship.

Frequently Asked Questions

Common questions about this property

How many bedrooms and bathrooms does 16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States have?

This house at 16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States features 5 bedrooms with 5,455 square feet of living space.

What is the size of 16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States?

This property offers 5,455 square feet of living space.

What is the listing price for 16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States?

This property is listed at $299,500,000, which equals $54904 per square foot.

What type of property is 16 Sentry Hill Road, Roxbury, CT, 06783, USA, Roxbury, Connecticut, United States?

This is a house located in Roxbury, Connecticut. The property is situated in an established neighborhood with convenient access to local amenities and services.

Brokerage: