20 Painter Hill Rd Roxbury, CT 06783
Roxbury AreaEstimated payment $23,067/month
Highlights
- Home fronts a pond
- Shepaug Valley School Rated A-
- 57.19 Acre Lot
About This Lot
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. Improvements Include: 3 wells; irrigation system; driveway & underground power. The ultimate canvas for a life well-lived.
Listing Agent
Klemm Real Estate Inc Brokerage Phone: (203) 578-0397 License #RES.0752614 Listed on: 05/18/2026
Co-Listing Agent
Klemm Real Estate Inc Brokerage Phone: (203) 578-0397 License #REB.0751554
Property Details
Property Type
- Land
Est. Annual Taxes
- $13,828
Lot Details
- 57.19 Acre Lot
- Home fronts a pond
- 2 Lots in the community
- Property is zoned A&C
Utilities
- Well Required
- Cable TV Available
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $4,814 | $370,300 | $370,300 | $0 |
| 2024 | $4,666 | $370,300 | $370,300 | $0 |
| 2023 | $4,666 | $370,300 | $370,300 | $0 |
| 2022 | $66 | $4,320 | $4,320 | $0 |
| 2021 | $67 | $4,320 | $4,320 | $0 |
| 2020 | $68 | $4,320 | $4,320 | $0 |
| 2019 | $68 | $4,320 | $4,320 | $0 |
| 2018 | $68 | $4,320 | $4,320 | $0 |
| 2017 | $41 | $2,880 | $2,880 | $0 |
| 2016 | $39 | $2,880 | $2,880 | $0 |
| 2015 | $39 | $2,880 | $2,880 | $0 |
| 2014 | $39 | $2,880 | $2,880 | $0 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 05/18/2026 05/18/26 | For Sale | $3,995,000 | +14.3% | -- | |
| 01/16/2025 01/16/25 | Sold | $3,495,000 | 0.0% | -- | View Prior Sale |
| 12/18/2024 12/18/24 | Pending | -- | -- | -- | |
| 10/25/2024 10/25/24 | For Sale | $3,495,000 | -- | -- |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $205,000 | -- | |
| Warranty Deed | $205,000 | -- |
Source: SmartMLS
MLS Number: 24176550
APN: ROXB-000019-000000-000030
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
- 23 Painter Hill Rd
- 85 Good Hill Rd
- 55 Ranney Hill Rd
- 18 Ranney Hill Rd
- 0 Booth Rd
- 0 Southbury Rd
- 50 Southbury Rd
- 20 Wellers Bridge Rd
- 47 South St
- Lot 1 Chalybes Rd W
- 56 Gold Mine Rd
- 204 North St Unit Lot 3
- 21 Hemlock Rd
- 33 Sentry Hill Rd
- 11 Evergreen Dr
- 200 North St
- 220 Painter Hill Rd
- 77 Judds Bridge Rd
- 69 Moosehorn Rd
- 35 Schoolhouse Rd
- 5 North St
- 88 Hemlock Rd
- 24 Old Roxbury Rd
- 45 Moosehorn Rd
- 10 (UPPER) Sentry Hill Rd
- 28 Leavenworth Rd
- 18 Tunnel Rd
- 255 Woodbury Rd
- 190 Saw Pit Hill Rd
- 28 Rock Cut Rd
- 71 Main St N Unit 2
- 4-5 Weekeepeemee Rd Unit 5
- 115 River Rd
- 17 Kirby Rd
- 54 Clubhouse Dr Unit 54
- 31 Pilgrim Trail Unit 31-5 PILGRIM TRAIL
- 48 White Oak Rd Unit B
- 1 Old Farms Ln Unit 1
- 300 Railtree Rd
- 259 Main St S Unit 2
Ask me questions while you tour the home.