
Recreational Land for Sale in Roxbury, Connecticut
20 Painter Hill Rd, Roxbury, CT 06783
A masterclass in privacy and scale. A newly constructed stone-lined & gated driveway ascends through 57+ acres of pristine Litchfield County landscape to a magnificent hilltop sanctuary. This estate-quality offering, spanning three separate parcels, is defined by its dramatic sweeping views and an extraordinary sense of quietude. Enveloped by the protected forests of the Roxbury Land Trust, the terrain is a symphony of nature: a shimmering pond, a meandering stream, and ancient mature trees. This is a rare opportunity to cultivate a legacy estate just moments from the refined charm of Roxbury and Washington, and a mere 90 minutes from Manhattan. The ultimate canvas for a life well-lived.
Location
- Street address
- 20 Painter Hill Rd
- County
- Litchfield County
- Community
- Painter Hill
- Elevation
- 738 feet
Directions
Rt. 317 to Painter Hill Road, gated driveway on right.
Property details
- Acreage
- 57.19 acres
- Zoning
- A&C
- MLS #
- CTMLS 24176550
- Posted
Property taxes
- 2026
- $13,828
Details and features
Listing
- Type
- Land
- Franchise
- Independent
Lot
- Waterfront
- Pond
- Features
- Cleared, Lightly Wooded, Open Lot, Rolling, Secluded
Structure
- Water
- Well Needed
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| May 22, 2026 | New listing | $3,995,000 | — | CTMLS |

















