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20 Painter Hill Road, Roxbury, CT 0683

Lots and Land For Sale · Residential Land

$3,995,000
20 Painter Hill Road, Roxbury, CT
Active
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57.19
Acres

About This Home

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.

Listed by Maria Taylor (203) 578-0397 with Klemm Real Estate Inc (860) 868-7313

Listing Snapshot

Price $3,995,000 Days on Our Site 26 days
Property Tax $4,814/yr Style —
Year Built — Total Sq Ft —
Lot Size 57.19 acres HOA Fees N/A
Bedrooms — Full Bathrooms —
Total Rooms — Half Baths —

Key Features

Outdoor
  • Pond
Nearby
  • Library
  • Medical Facilities
  • Park
  • Stables/Riding

Systems & Utilities

Water Well Required
Sewer Septic Required

Schools

Elem Per Board of Ed
High Per Board of Ed

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $401/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
May 18, 2026 Listed $3,995,000

Frequently Asked Questions

How much does 20 Painter Hill Road in Roxbury, CT cost?
This property is listed at $3,995,000.
Is 20 Painter Hill Road, Roxbury, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 20 Painter Hill Road, Roxbury in?
This home is served by the Roxbury public school system, with Per Board of Ed as the elementary school and Per Board of Ed as the high school.
How do I schedule a tour of 20 Painter Hill Road, Roxbury, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Maria Taylor · (203) 578-0397

Klemm Real Estate Inc · (860) 868-7313

MLS# 24176550 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated May 24, 2026 11:58 PM UTC