20 Painter Hill Road

Litchfield County CT 06783

57.19 ac.

Land

Last sold for $3,350,000

MARIA TAYLOR, last sold this property on 17 September 2026 after 118 days on market.

Overview

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

57.19 ac. lot size

Land

Estimated Value

Based on this property and similar land plots sold in Litchfield County over the last 12 months, the estimated median property value of 20 Painter Hill Road is $409.5k.

Median value

$409.5k

Estimated value range

$215k - $3.35m

Median days on market

139

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in Litchfield County. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 20 Painter Hill Road

2026

Sold

$3,350,000

17 Sep 2026 by MARIA TAYLOR, of Klemm Real Estate Inc

2025

Sold

$3,495,000

16 Jan 2025 by Graham Klemm, of Klemm Real Estate Inc

Happy sellers in Litchfield County

We have insufficient information to provide an overview of customer satisfaction for Litchfield County. Viewing the agent profiles, reviews and sales for Litchfield County can provide insights for this location.