
10 Sentry Hill Rd, Roxbury, CT 06783
What This House Offers
Call for Availability - Upper 3-bedroom, 2-bath now available from 8/1/26 @ $4,500 for August, 9/'26 Academic/Annual @ $3,500. Featured in CTC & G January 2024... Issue! Striking Modern Renovation of Artist's home in private, much sought after location in the rural Litchfield Hills. On a quiet country road, surrounded by woodlands, this 3-bedroom, 2 bath home rests on five acres with a gentle stream running through it. State of the art chef's kitchen with all new appliances including a wine cooler. Great Room with beams, soaring ceilings, hardwood floors and wood-burning fireplace. Outdoor deck for relaxing and listening to the quiet rush of the stream. Fully fenced backyard, BBQ Grill, Fire Pit. Ideally situated for hiking and birding in the thousands of acres of Roxbury Land Trust & Steep Rock Preserves. Lake activities and nearby the Shepaug River, local farmstands, local fairs, antiquing, cultural venues as well as wonderful restaurants and shops. Golf and tennis nearby. This home is close to the charming Town of Roxbury, minutes to Washington Depot and 90 minutes from NYC. (The listing is located above a lower-level 1 bedroom apartment, which is closed off from upstairs). You have your own, private front door entrance and deck and exclusive access to your own washer and dryer. Entire House available 10/15/26 @$5,500 offering 4 beds and 3 baths by connecting main floor 1-bedroom apartment with its own kitchen and bath via an interior staircase. Perfect for extended family, live-work situations. MLS# 24189612
Unit
- $3,450
Total Monthly Price - 3 Beds
- 2 Baths
- 1260 sq. ft.
- Available Now
10 Sentry Hill Rd is a single-family home for rent in Roxbury, CT
Explore Commute Options
- Drive Time--
- Walk Time--
- Bike Ride Time--
- Public Transit--
Get In Touch
Roxbury, CT 06783

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
Area Scores
Walkability
Not walkable10 / 100
Driveability
Exceptionally drivable100 / 100
Bikeability
Somewhat bikeable20 / 100
Soundscore ™
Calm81 / 100
Local Education
Primary and Secondary Schools
Booth Free School
Grades K-5
Public
Washington Primary School
Grades PK-5
Public
Rumsey Hall School
Grades PK-8
Private
The Gunnery
Grades 9-12
Private
Shepaug Valley School
Grades 6-12
Public
Horace Mann School John Dorr Nature Laboratory
Grades K-12
Private
Data provided by GreatSchools.org © 2026. All rights reserved.
Discover Litchfield County, Roxbury, CT
Parks and Recreation
Recreational activities near 10 Sentry Hill Rd are plentiful. Discover 2 parks within 2.2 miles, including Taconic State Park-Rudd Pond Area and Roxbury Land Trust.
Airports
Living in Litchfield County provides easy access to Tweed/New Haven, located just 66 minutes from 10 Sentry Hill Rd.
Nearby Properties You Might Like
Within 50 Miles of 10 Sentry Hill Rd


Grand Reserve Orange
12 Month Lease

Allure @ Harbor Point

The Pavilions

One City Place





