16 Sentry Hill Road Roxbury, CT $ 2,995,000
16 Sentry Hill Road
$ 2,995,000
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16 Sentry Hill Road

Roxbury, CT, 06783
$ 2,995,000
Bedrooms5 Baths5.1 Sq 5,455

Monthly Estimate*

$ 18,685

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Single Family Home for sale in Roxbury, CT

for $2,995,000 with 5 bedrooms and 5 full baths, 1 half bath. This 5,455 square foot home was built in 1989 on a lot size of 16.71.

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

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Single Family Contingent

Price

$ 2,995,000

Bedrooms

5

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 27,687

Style

Lot Size

16.71

Year Built

1989

Town/City

Roxbury

MLS | Web ID

24093019

Features
General
Zoning C
Neighborhood N/A
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Under Contract
Acres 16.71
Directions Rt 199 to Sentry Hill Rd. # 16 on right.
High School Shepaug
City Roxbury
Elementary School Booth Free
Sq Ft Total 5455
DOM 134
Year Built 1989
Style Cottage European
Year Built Source Public Records
Pool Description Gunite In Ground Pool
Energy Features Generator
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Interior
Cooling System Central Air
Total Rooms 10
Basement Description Partial Partially Finished
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Exterior
Water Source Private Well
Lot Description Secluded Lightly Wooded Rocky Level Lot Professionally Landscaped
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* Excluded Features
List By
Stacey Matthews

Listing Agent

W. Raveis Lifestyles Realty

Broker

stacey.matthews@raveis.com

Email

Affordability Calculator

$20,992
Per Month
89%
11%
0%
Monthly Principal & Interest
$18,685
Monthly Property Taxes
$2,307
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3042784 Elementary School
3041623 Middle School
Shepaug High School High School
Pricing History
DatePricePrice ChangeDescription
10/15/2025$2,995,000 Listed Price

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16 Sentry Hill Road, Roxbury, CT, 06783 is a Single Family Home for sale at $2,995,000 with 5,455 sqft and a lot size of 16.71. 16 Sentry Hill Road has 5 bedrooms, 5.1 baths, and was built in 1989. The property's zip code is 06783 which is in Roxbury, CT