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
10 Sentry Hill Rd is a single-family home for rent in Roxbury, CT
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Roxbury, CT 06783
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Area Scores
Walkability
Not walkable
Driveability
Exceptionally drivable
Bikeability
Somewhat bikeable
Walkability measures the walking distance to day-to-day needs.
Driveability measures congestion, parking availability, and access to major roads.
Bikeability measures the suitability for cycling.
Soundscore™
Calm
A Sound Score rating aggregates noise caused by vehicle traffic, airplane traffic and local sources.
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.
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