About 10 (upper) Sentry Hill Road
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.
Features of 10 (upper) Sentry Hill Road
| MLS® # | 24189612 |
|---|---|
| Price | $3,450 |
| Bedrooms | 3 |
| Bathrooms | 2.00 |
| Full Baths | 2 |
| Square Footage | 1,260 |
| Acres | 5.15 |
| Type | Residential Rental |
| Sub-Type | Single Family Rental |
| Style | Ranch |
| Status | Active |
Community Information
| Address | 10 (upper) Sentry Hill Road |
|---|---|
| Area | N/A |
| City | Roxbury |
| County | Litchfield |
| State | Connecticut |
| Zip Code | 06783 |
Amenities
| Is Waterfront | Yes |
|---|---|
| Waterfront | Brook |
| Has Pool | No |
Interior
| Appliances | Cook Top, Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Wine Chiller |
|---|---|
| Heating | Hot Water, Oil |
| Cooling | Ductless |
| Fireplace | Yes |
| # of Fireplaces | 1 |
| Has Basement | Yes |
| Basement | Full, Partially Finished |
Exterior
| Exterior | Wood |
|---|---|
| Lot Description | Secluded, Lightly Wooded, Open Lot |
School Information
| Elementary | Per Board of Ed |
|---|---|
| High | Per Board of Ed |
Additional Information
| Date Listed | July 7th, 2026 |
|---|---|
| Days on Market | 65 |
| Zoning | C |
| RE / Bank Owned | No |
Listing Details
| Office | Klemm Real Estate Inc |
|---|