20 Painter Hill Rd

Roxbury, CT 06783

$3,995,000
Price
2,491,196 / 57.19
Lot Size / Acres
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a view of lake view and mountain view
a view of yard with green space
a view of lake view
a view of a yard
a view of a yard with plants and large trees
a view of a bunch of trees and bushes
a view of a yard
a backyard of a house with lots of plants and large trees
a view of a yard with an outdoor space
a view of a park with large trees
a backyard of a house with lots of green space and chair
a view of a park
a lush green forest with lots of trees
a view of a garden
a view of a street with a park
a view of a garden
a view of a garden with a tree
a view of a yard with an trees

Description

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 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. The ultimate canvas for a life well-lived.
  1. Listed by Maria Taylor • Klemm Real Estate Inc
    P: (203)-578-0397 C: (203)-578-0397 mtaylor1800@aol.com
  2. Listed by Graham Klemm • Klemm Real Estate Inc
    P: (860)-868-7313 C: (860)-488-6635 gtklemm@icloud.com

Property Details for 20 Painter Hill Road

Direct Waterfront
Yes
Location
Rural
Neighborhood
Painter Hill
Subdivision
no
LISTING UPDATED: 05/24/2026 11:58 PM

Property Details for 20 Painter Hill Road

StatusActive
MLS #24176550
Days on Market20
Taxes$13,828 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeLand
MLS TypeLand / Residential Land
Year Built-
Lot Size57.19 AC
CountyLitchfield County
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Location

Listing Courtesy of Klemm Real Estate Inc, Maria Taylor; Klemm Real Estate Inc, Graham Klemm
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Building Information for 20 Painter Hill Road

Lot Size57.19 AC

Payment Calculator

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$21,060 per month

30 year fixed, 6.36% Interest

Principal and Interest

$19,908

Property Taxes

$1,152

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 20 Painter Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Rt. 317 to Painter Hill Road, gated driveway on right.
  • Elementary School: Per Board of Ed
  • Flood Zone: No
  • High School: Per Board of Ed
  • Latitude: 41.565636
  • Longitude: -73.29864
  • Neighborhood Amenities: Library, Medical Facilities, Park, Stables/Riding
  • State: Connecticut
  • Subd Complex: no
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $13,828
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Pond
Property
Property and Assessments
  • Road Frontage Approximate: 1215
  • Road Frontage Description: Paved Road
  • SubdividableU: Unknown
  • Bank Owned Property: No
Lot Information
  • Documents Available: Feasibility Study, Legal Description, Percolation Test, Photo/Survey, Plot Plan/Survey
  • Lot Description: Secluded, Lightly Wooded, Cleared, Rolling, Open Lot
  • Lot Improvements: Approved Building Lot
  • Parcel Number: 999999999
  • Sq Ft Total: 0.0
  • Zoning: A&C
Utilities
  • Septic Approval YN: No
  • Septic Plan Available YN: Yes
  • Sewage System: Septic Required
  • Utilities Available: Cable Available, Electric Available
  • Water Source: Well Required
Multi Family
Income and Expenses
  • Occupied By: Vacant
Building Details
  • Lots Number Of: 2

Public Records for 20 Painter Hill Road

Taxable ValueLand$370,300Additions-Total$370,300
Tax Record2023$4,666 ($389 / month)
Home Facts
Beds0Lot Size1,119,492 SqFtStyleResidentialZoningA&CCountyLITCHFIELDAPNROXB M:19 L:30

Schools near 20 Painter Hill Road

This home is within Regional School District 12.
Rating
School
Type
Grades
Distance
Booth Free School
Public - K to 5
Shepaug Valley School
Public - 6 to 12
The Burnham School
Public - K to 5
Washington Primary School
Public - PK to 5
Rating
School
Distance
Booth Free School
PublicK to 5

Shepaug Valley School
Public6 to 12

The Burnham School
PublicK to 5

Washington Primary School
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 20 Painter Hill Road, Roxbury, CT 06783

20 Painter Hill Road is a 57.19 ac of land for sale in Roxbury, CT 06783. This property was listed for sale on May 18, 2026 by Klemm Real Estate Inc, it's currently listed at $3,995,000. This listing's school district is Regional School District 12. Nearby schools include Booth Free School, Shepaug Valley School and The Burnham School. 20 Painter Hill Road is a 0-bed, 0-bath, 57.19 ac of land on a 2,491,196 sq. ft. / 57.19 acres lot.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Klemm Real Estate Inc, Maria Taylor; Klemm Real Estate Inc, Graham Klemm

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.