133 Painter Hill Road, Woodbury, CT 06798
Lots and Land For Sale · Residential Land
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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 | 31 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 | — |
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Estimate only. Contact a lender for accurate figures.
Listing History
| Date | Event | Price |
|---|---|---|
| Jul 1, 2026 | Listed | $395,000 |
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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 22, 2026 5:55 PM UTC
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133 Painter Hill Road, Woodbury CT, 06798
$395,000 • Active
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RYZE Realty Group