Date
Details
Price
Change
Source
5/18/2026
Listed
$3,995,000
—
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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1/18
$3,995,000 Just Listed
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1/18
Property Description
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.
Full Property Details
Full Property Details for 20 Painter Hill Rd
General
- Price: $3,995,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Land Residential
- Source: SMARTMLS
- MLS ID: 24176550
- Updated: 5/21/2026
- Added to Site: 4 day(s) ago
Location
- County: Litchfield
- Subdivision: no
- Neighborhood: Painter Hill
- Driving Directions: Rt. 317 to Painter Hill Road, gated driveway on right.
- Total Lots Available: 3
School Information
- Elementary School: Per Board of Ed
- High School: Per Board of Ed
Community
- Community Name: Painter Hill
Utilities
- Sewer: Septic Required
- Water: Well Required
- Utility Description: Cable Available, Electric Available
Lot Features
- Lot Size (Acres): 57.19
- Frontage: Paved Road
- Frontage Feet: 1215
- Land Improvements: Approved Building Lot
- Zoning: A&C
- Lot Description: Secluded, Lightly Wooded, Cleared, Rolling, Open Lot
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Pond
Financial Considerations
- Assessment Amount: $370,300
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Documents Avail.: Feasibility Study, Legal Description, Percolation Test, Photo/Survey, Plot Plan/Survey
- Property ID: 999999999
Listed by Klemm Real Estate Inc, Maria Taylor and Klemm Real Estate Inc, Graham Klemm
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agents
— 20 Painter Hill Rd —
Maria Taylor
Klemm Real Estate Inc
Graham Klemm
Klemm Real Estate Inc
Agent Contact: (203) 578-0397 Office Contact: (860) 868-7313
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 20 Painter Hill Rd
School District:Regional School District 12
| Name | Grades | Distance |
|---|---|---|
Booth Free School 14 South Street, Roxbury, CT 06783 | K-5 | 0.8 mi |
Shepaug Valley School 159 South Street, Washington, CT 06793 | 6-12 | 2.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 20 Painter Hill Rd
Estimate the Cost
Estimate the Cost for 20 Painter Hill Rd
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- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 3Total Baths
- 1,704Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 1Bed
- 1Total Bath
- 948Sq. Ft.
- Townhouse
- Active
- Updated 2 days ago
- 3Beds
- 3Total Baths
- 1,708Sq. Ft.
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- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,470Sq. Ft.
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 2Total Baths
- 2,292Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,144Sq. Ft.
- Single Family
- Active
- Updated 5 days ago
- 2Beds
- 4Total Baths
- 3,285Sq. Ft.
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20 Painter Hill Road, Roxbury, CT 0683 (MLS# 24176550) is a Land Residential property with a lot size of 57.19 acres. 20 Painter Hill Road is currently listed for $3,995,000 and was received on May 18, 2026. Want to learn more about 20 Painter Hill Road? Do you have questions about finding other Land Residential real estate for sale in Roxbury? You can browse all Roxbury real estate or contact a Coldwell Banker agent to request more information.