# 133 Painter Hill Road, Woodbury, CT 06798 > **TL;DR:** land, $395,000. Est. $2,112/mo. Listed 121 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $395,000 | | Lot Size | 110,207 sqft (2.53 acres) | | Property Type | Land (Other) | | Status | Active | | Days on Market | 121 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $1,997 | | Estimated Insurance | $115 | | **Total** | **$2,112** | ## Nearby Schools - **Elementary:** Per Board of Ed - **High:** Per Board of Ed ## Property Highlights - 2.53 acre lot ## Description ### Agent Description 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. ## Location - **Address:** 133 Painter Hill Road, Woodbury, CT 06798 - **County:** Litchfield - **Coordinates:** 41.582833, -73.262335 - **Google Maps:** https://www.google.com/maps?q=41.582833,-73.262335 ## Listing Agent - **Name:** Judith Auchincloss - **Brokerage:** Klemm Real Estate - **Broker Phone:** (860) 868-7313 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/133-Painter-Hill-Rd_Woodbury_CT_06798_M97235-67188?f=listhub&s=CTMLS&m=24187054&c=propsimple) ## Photos ![133 Painter Hill Road - Photo 1](http://lh.rdcpix.com/7c10dd36419daa6fdd863fdb0b49ed8el-f3947677253r.jpg) ![133 Painter Hill Road - Photo 2](http://lh.rdcpix.com/7c10dd36419daa6fdd863fdb0b49ed8el-f2849629159r.jpg) ![133 Painter Hill Road - Photo 3](http://lh.rdcpix.com/7c10dd36419daa6fdd863fdb0b49ed8el-f2203919023r.jpg) ![133 Painter Hill Road - Photo 4](http://lh.rdcpix.com/7c10dd36419daa6fdd863fdb0b49ed8el-f1042495216r.jpg) ![133 Painter Hill Road - Photo 5](http://lh.rdcpix.com/7c10dd36419daa6fdd863fdb0b49ed8el-f2713148351r.jpg) ![133 Painter Hill Road - Photo 6](http://lh.rdcpix.com/7c10dd36419daa6fdd863fdb0b49ed8el-f1210361503r.jpg) ![133 Painter Hill Road - Photo 7](http://lh.rdcpix.com/7c10dd36419daa6fdd863fdb0b49ed8el-f1465584677r.jpg) ![133 Painter Hill Road - Photo 8](http://lh.rdcpix.com/7c10dd36419daa6fdd863fdb0b49ed8el-f1497644725r.jpg) --- **MLS#:** 24187054 | **Updated:** 2026-10-25 **Source:** listhub *Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://staging.propertysimple.ai/listing/133-painter-hill-road-woodbury-ct-06798-6b73308048cd42e9aa16d813e62ea51f) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/133-painter-hill-road-woodbury-ct-06798-6b73308048cd42e9aa16d813e62ea51f#listing", "url": "https://staging.propertysimple.ai/listing/133-painter-hill-road-woodbury-ct-06798-6b73308048cd42e9aa16d813e62ea51f", "name": "133 Painter Hill Road, Woodbury, CT 06798", "description": "Nestled along one of Woodbury's finest country roads, this exceptional 2.53-acre parcel offers a rare masterclass in privacy and natural beauty. 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