20 Painter Hill Road, Roxbury, Connecticut

$3,995,000

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57.19

Acres

About 20 Painter Hill Road

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. Improvements Include: 3 wells; irrigation system; driveway & underground power. The ultimate canvas for a life well-lived.

Features of 20 Painter Hill Road

MLS® # 24176550
Price $3,995,000
Acres 57.19
Type Lots and Land For Sale
Sub-Type Residential Land
Status Under Contract - Continue to Show

Community Information

Address 20 Painter Hill Road
Area Painter Hill
Subdivision no
City Roxbury
County Litchfield
State Connecticut
Zip Code 0683

Amenities

Utilities Cable Available, Electric Available
Is Waterfront Yes
Waterfront Pond
Has Pool No

Interior

Fireplace No
Has Basement No

Exterior

Lot Description Approved Building Lot, Secluded, Lightly Wooded, Cleared, Rolling, Open Lot

School Information

Elementary Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed May 21st, 2026
Days on Market 112
Zoning A&C
RE / Bank Owned No

Listing Details

OfficeKlemm Real Estate Inc

Listing Map

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Listing information last updated on September 10th, 2026 at 1:25am EDT.