133 Painter Hill Road | Woodbury N/A

$395,000 | 0.0 Sq. Ft.

Nestled along one of Woodbury's finest country roads, this exceptional 2.53-acre parcel offers a rare masterclass in privacy and natural beauty. Located just moments from the Roxbury town line, the gently rolling landscape is framed by mature trees and directly abuts the Arthur Miller Preserve and the Frank and Ellen McCort protected Land Trust. Positioned just two homes away from the historic Calder Estate, the setting creates an extraordinary sense of quietude and absolute seclusion. The property features a magnificent all-season running stream with its own natural waterfall, dramatically enhancing the native wildlife and scenic beauty of the area. Enveloped by the timeless allure of Litchfield County, this land offers an ideal canvas for an architectural masterpiece, a private weekend retreat, or a magnificent legacy estate. Its pristine setting, open spaces, and dramatic yet intimate feel provide the perfect balance of country elegance and everyday livability. Peerless privacy, a coveted location, protected surroundings, and an immediate neighborhood of significant homes make this a compelling opportunity in one of Connecticut's most desirable country settings-just minutes from the refined charm of Roxbury and Washington, and approximately 90 minutes from NYC. SmartMLS 24187054

Directions to property: Painter Ridge to Painter Hill to property - see sign.

MLS Listing ID: 
SmartMLS 24187054
Building Details
Details about the building on a property.
Living Area: 
0.0
Room Details
Details about the rooms in the building.
Total Bedrooms: 
0
Total Bathrooms: 
0
Total Full-Bathrooms: 
0
Total Half-Bathrooms: 
0
Utilities
Information about utilities available on the property.
Water Source: 
Well Required
Sewer: 
Septic Required
Lot/Land Details
Details about the lots and land features included on the property.
Acres: 
2.53
Waterfront: 
0
Water Body Category: 
Not Applicable
Public Record
Parcel Number: 
2614044
Annual Tax: 
$1,457.00
Property Zoning: 
OS100
Listing Dates
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Listing Entry Date/Time: 
7/1/2026
Contract Details
Details about the listing contract.
Possession: 
Negot
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
Judith Auchincloss
Listing Co-Agent Name: 
Jamie Marcoux
Listing Office Name: 
Klemm Real Estate Inc
Listing Co-Office Name: 
Klemm Real Estate Inc