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 two 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.
Lot/land
$3,995,000
20 Painter Hill Road, Roxbury, CT 0683
--beds
--baths
57.19Acres
Unimproved Land
Built in ----
57.19 Acres Lot
$-- Zestimate®
$--/sqft
$-- HOA
What's special
Shimmering pondAncient mature treesMagnificent hilltop sanctuaryDramatic sweeping viewsStone-lined and gated drivewayMeandering stream
- 23 days |
- 355 |
- 31 |
Zillow last checked:
Listing updated:
Listed by:
Maria Taylor (203)578-0397,
Klemm Real Estate Inc 860-868-7313,
Graham Klemm 860-488-6635,
Klemm Real Estate Inc
Source: Smart MLS,MLS#: 24176550
Facts & features
Interior
Interior area
- Total structure area: 0
Property
Features
- On waterfront: Yes
- Waterfront features: Waterfront, Pond
- Frontage length: 1215
Lot
- Size: 57.19 Acres
- Features: Secluded, Few Trees, Cleared, Rolling Slope, Open Lot, Approved Building Lot, Rural
Details
- Parcel number: 999999999
- Zoning: A&C
Utilities & green energy
- Sewer: Septic Needed
- Water: Well Required
- Utilities for property: Cable Available, Electricity Available
Community & HOA
Community
- Features: Library, Medical Facilities, Park, Stables/Riding
- Subdivision: no
HOA
- Has HOA: No
Location
- Region: Roxbury
Financial & listing details
- Tax assessed value: $370,300
- Annual tax amount: $13,828
- Date on market: 5/21/2026
- Electric utility on property: Yes
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/21/2026 | Listed for sale | $3,995,000+14.3% |
Source: | ||
| 1/16/2025 | Sold | $3,495,000 |
Source: | ||
| 12/18/2024 | Pending sale | $3,495,000 |
Source: | ||
| 10/25/2024 | Listed for sale | $3,495,000 |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Estimated monthly payment$1,822
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 06783
Nearby schools
GreatSchools rating
- NABooth Free SchoolGrades: K-5Distance: 0.9 mi
- 8/10Shepaug Valley SchoolGrades: 6-12Distance: 2.5 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Litchfield County
- Roxbury
- 06783
- 20 Painter Hill Road







