Active
$3,450/mo
3 beds1,260 sqft

10 (upper) Sentry Hill Rd, Roxbury, CT 06783

Description

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...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.
Last updated: 07/15/2026 05:42 PM
Source: SMARTMLS, MLS#: 24189612
131 days on Market
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Property information

10 (upper) Sentry Hill Road

Property Details

  • Property Type: Rental
  • MLS Type: Residential Rental / Single Family Rental
  • Year Built: 1978
  • Lot Size: 5.15 AC / 224,334 SF
  • County: Litchfield County
  • Basement Description: Full, Partially Finished
  • Direct Waterfront: Yes
  • Style: Ranch
  • Swimming Pool: No

Building Information

  • Building/Complex: 10 Upper) Sentry Hill Rd
  • Pet Policy Details: Restrictions
  • Year Built: 1978
  • Lot Size: 5.15 AC / 224,334 SF

Summary

Property and Location

  • Acres Source: Public Records
  • Directions: 199 to Sentry Hill, house on right
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 41.58093
  • Longitude: -73.323006
  • Neighborhood Amenities: Golf Course, Lake, Library, Private School(s), Stables/Riding, Tennis Courts
  • Pets Allowed Info: may be considered for lon
  • Pets Allowed: Restrictions
  • State: Connecticut

HOA and Fees

  • Home Owner's Assocation: No

Interior and Exterior Features

Exterior Features

  • Waterfront Description: Brook

Interior Features

  • Appliances Included: Cook Top, Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Wine Chiller
  • Cooling System: Ductless
  • Heat Type: Hot Water
  • Attic YN: No
  • Fireplaces Total: 1
  • Laundry Room Info: Lower Level
  • Laundry Room Location: lower level
  • Rooms Total: 6

Room 1

  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Beams,Fireplace,Hardwood Floor,Vaulted Ceiling
  • Room Level: Main
  • Room Type: Great Room

Room 2

  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Bedroom

Room 3

  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Bedroom

Room 4

  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Primary Bedroom

Room 5

  • Listing Key: 56088910F887831AE063E201100A589A
  • Room Entry Order: 5
  • Room Level: Main
  • Room Type: Eat-In Kitchen

Property

Property and Assessments

  • Exterior Siding: Wood
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Smoking Allowed: No
  • Year Built: 1978
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 1260

Lot Information

  • Lot Description: Secluded, Lightly Wooded, Open Lot
  • Parcel Number: 867239
  • Sq Ft Est Heated Above Grade: 1260.0
  • Sq Ft Total: 1260.0
  • 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

Rental

Rental

  • Rental Duration: Yearly Furnished, Summer Furnished, Winter Furnished, Academic Year Furnished

Schools

Near 10 (upper) Sentry Hill Road

This home is within Regional School District 12.

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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Rocket Mortgage1

10 (upper) Sentry Hill Road is available for rent in Roxbury, CT 06783. This property was listed on July 15, 2026 by Klemm Real Estate Inc, it's currently listed at $3,450. This listing's school district is Regional School District 12. Nearby schools include Booth Free School, Shepaug Valley School and Washington Primary School. 10 (upper) Sentry Hill Road is a 3-bed, 2-bath, 1,260 sqft a property built in 1978.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 owner's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Klemm Real Estate Inc, Melinda Dubow

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.