Date
Details
Price
Change
Source
7/07/2026
Listed
$4,500
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/21
$4,500 Just Listed
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1/21
Property 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 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.
Full Property Details
Full Property Details for 10 (Upper) Sentry Hill Rd
General
- Rent: $4,500
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24189612
- Updated: Today (7/7/2026)
- Added to Site: Today
Rental Information
- Rental Type: Yearly Furnished, Summer Furnished, Winter Furnished
- Lease Terms: Per Month
Interior
- Number of Rooms: 6
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Cook Top, Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Wine Chiller
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: Primary Bedroom, Main
- Bedroom 1: Bedroom, Main
- Bedroom 2: Bedroom, Main
Other Rooms
- Great Room: Great Room - 9 ft+ Ceilings, Beams, Fireplace, Hardwood Floor, Vaulted Ceiling, Main
- Eat In Kitchen: Eat-In Kitchen, Main
- Laundry: Lower Level
Location
- County: Litchfield
- Driving Directions: 199 to Sentry Hill, house on right
School Information
- Elementary School: Per Board of Ed
- High School: Per Board of Ed
Community
- Pet Restrictions: may be considered for lon
Heating & Cooling
- Cooling Type: Ductless
- Heating Type: Hot Water, Oil
- Heating Fuel: Oil
- Water Heater: Domestic
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Ranch
- Construction Status: No/Resale
- Exterior Const.: Wood
- Basement Desc.: Full, Partially Finished
- Square Feet: 1,260
- Above Ground: 1,260 Sq. Ft.
- Year Built: 1978
Lot Features
- Lot Size (Acres): 5.15
- Zoning: C
- Lot Description: Secluded, Lightly Wooded, Open Lot
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Brook
Financial Considerations
- Tenant Pays: Air Conditioning, All Utilities, Cable TV, Credit Check, Electricity, Grounds Maintenance
Disclosures and Reports
- Property ID: 867239
Listed by Klemm Real Estate Inc, Melinda Dubow
Price History for 10 (Upper) Sentry Hill Rd
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- Duplex
- Active
- Updated 4 days ago
- 3Beds
- 2Total Baths
- 1,550Sq. Ft.
- Condo
- Active
- Updated 2 days ago
- 2Beds
- 2Total Baths
- 1,432Sq. Ft.
- Apartment
- Active
- Updated 6 days ago
- 1Bed
- 1Total Bath
- 500Sq. Ft.
- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 1Total Bath
- 845Sq. Ft.
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- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 2Total Baths
- 1,488Sq. Ft.
- Condo
- Active
- Updated 23 hours ago
- 1Bed
- 1Total Bath
- 703Sq. Ft.
- Townhouse
- Active
- Updated 6 days ago
- 2Beds
- 2Total Baths
- 1,298Sq. Ft.
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- Single Family
- Closed
- 4Beds
- 3Total Baths
- 2,652Sq. Ft.
Listed and Sold by Maryanne Betso
10 (Upper) Sentry Hill Road, Roxbury, CT 06783 (MLS# 24189612) is a Single Family property with 3 bedrooms and 2 full bathrooms. 10 (Upper) Sentry Hill Road is currently listed for rent at $4,500 and was received on July 07, 2026. Want to learn more about 10 (Upper) Sentry Hill Road? Do you have questions about finding other real estate for sale or rent in Roxbury? You can browse all Roxbury rentals or contact a Coldwell Banker agent to request more information.