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133 Painter Hill Road, Woodbury, CT 06798

Lots and Land For Sale · Residential Land

$395,000
133 Painter Hill Road, Woodbury, CT
Active
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2.53
Acres

About This Home

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.

Listed by Judith Auchincloss (203) 770-3300 with Klemm Real Estate Inc (860) 868-7313

Listing Snapshot

Price $395,000 Days on Our Site 0 days
Property Tax $1,457/yr Style —
Year Built — Total Sq Ft —
Lot Size 2.53 acres HOA Fees N/A
Bedrooms — Full Bathrooms —
Total Rooms — Half Baths —

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 $121/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Jul 1, 2026 Listed $395,000

Frequently Asked Questions

How much does 133 Painter Hill Road in Woodbury, CT cost?
This property is listed at $395,000.
Is 133 Painter Hill Road, Woodbury, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 133 Painter Hill Road, Woodbury in?
This home is served by the Woodbury 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 133 Painter Hill Road, Woodbury, 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

Judith Auchincloss · (203) 770-3300

Klemm Real Estate Inc · (860) 868-7313

MLS# 24187054 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jul 1, 2026 4:36 PM UTC