# 297 Painter Hill Road, Roxbury, CT 06783

> **TL;DR:** 4bd/7ba single family, $3,950,000 ($643/sqft), built 1989, 6,139 sqft.
> Fireplace, Waterfront, A/C, 3-car garage. Est. $21,125/mo. Listed 90 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $3,950,000 |
| Price/sqft | $643 |
| Bedrooms | 4 |
| Bathrooms | 5 full, 2 half |
| Square Feet | 6,139 |
| Year Built | 1989 |
| Lot Size | 645,124 sqft (14.81 acres) |
| Garage | 3-car |
| Property Type | Single Family (Other) |
| Status | Active |
| Days on Market | 90 |

## Why This Home Stands Out

- **Waterfront** - Waterfront location listed
- **Large Garage** - 3-car garage

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $19,973 |
| Estimated Insurance | $1,152 |
| **Total** | **$21,125** |

## Nearby Schools

- **Elementary:** Per Board of Ed
- **High:** Per Board of Ed

## Key Amenities

- Fireplace
- Waterfront
- A/C
- 3-car garage

## Property Highlights

- Built in 1989
- 14.81 acre lot
- Fireplace
- Waterfront

## Description

### Agent Description
Uber chic shingle-style in A+ location offering magnificent long distant views overlooking the famed Alexander Calder estate. Formal parking courtyard leads to the gracious double height entrance foyer. Mesmerizing views from almost every room. Grand Living Room with high coffered ceilings, gas fireplace, wood paneling & French door to balconies. Library with built-in bookcases. Powder room. First floor primary bedroom suite with Waterworks bathroom, soaking tub, two walk-in closets, balcony & home Office. Intimate Dining Room with large picture window. Eat-in country Kitchen with beamed ceiling and large picture window. Family Room with fireplace & wet bar. Screened porch with bluestone floor & electric stove. Laundry Room. 3 guest bedrooms en suite on the 2nd floor. Recreation Room over the 3-car attached garage. Walk-out lower level includes a gym, wine cellar, full bath & second laundry. Gracious long driveway affording total privacy amidst park-like grounds with beautiful perennial gardens, swimming pool, fire pit, mature plantings & forever views. Hardwood floors & high ceilings throughout. Lutron lighting. Central AC. Backup generator. Outside Surveillance Cameras. Proof of funds or letter from financial institution stating buyer qualifications required prior to confirmed appointment.

## Location

- **Address:** 297 Painter Hill Road, Roxbury, CT 06783
- **County:** Litchfield
- **Coordinates:** 41.588845, -73.279269
- **Google Maps:** https://www.google.com/maps?q=41.588845,-73.279269

## Listing Agent

- **Name:** Peter Klemm
- **Brokerage:** Klemm Real Estate
- **Phone:** 9178644940
- **Broker Phone:** (860) 868-7313
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/297-Painter-Hill-Rd_Roxbury_CT_06783_M36704-38035?f=listhub&s=CTMLS&m=24192621&c=propsimple)

## Photos

![297 Painter Hill Road - Photo 1](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f3686941735r.jpg)

![297 Painter Hill Road - Photo 2](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f367280316r.jpg)

![297 Painter Hill Road - Photo 3](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f346823076r.jpg)

![297 Painter Hill Road - Photo 4](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f3540990978r.jpg)

![297 Painter Hill Road - Photo 5](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f928602902r.jpg)

![297 Painter Hill Road - Photo 6](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f809110249r.jpg)

![297 Painter Hill Road - Photo 7](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f4253102360r.jpg)

![297 Painter Hill Road - Photo 8](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f16352630r.jpg)

![297 Painter Hill Road - Photo 9](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f2991249089r.jpg)

![297 Painter Hill Road - Photo 10](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f1800643669r.jpg)

![297 Painter Hill Road - Photo 11](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f1151188989r.jpg)

![297 Painter Hill Road - Photo 12](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f3888381988r.jpg)

![297 Painter Hill Road - Photo 13](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f4122801318r.jpg)

![297 Painter Hill Road - Photo 14](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f1536565317r.jpg)

![297 Painter Hill Road - Photo 15](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f1800824129r.jpg)

![297 Painter Hill Road - Photo 16](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f1386471258r.jpg)

![297 Painter Hill Road - Photo 17](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f100689754r.jpg)

![297 Painter Hill Road - Photo 18](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f1823357668r.jpg)

![297 Painter Hill Road - Photo 19](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f3960791282r.jpg)

![297 Painter Hill Road - Photo 20](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f1563640737r.jpg)

![297 Painter Hill Road - Photo 21](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f4147668833r.jpg)

![297 Painter Hill Road - Photo 22](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f1730080504r.jpg)

![297 Painter Hill Road - Photo 23](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f2648377251r.jpg)

![297 Painter Hill Road - Photo 24](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f2542786094r.jpg)

![297 Painter Hill Road - Photo 25](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f1704699091r.jpg)

![297 Painter Hill Road - Photo 26](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f3551646670r.jpg)

![297 Painter Hill Road - Photo 27](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f3600425158r.jpg)

![297 Painter Hill Road - Photo 28](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f400685787r.jpg)

![297 Painter Hill Road - Photo 29](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f816083612r.jpg)

![297 Painter Hill Road - Photo 30](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f3157183084r.jpg)

![297 Painter Hill Road - Photo 31](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f1531692598r.jpg)

![297 Painter Hill Road - Photo 32](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f3505581667r.jpg)

![297 Painter Hill Road - Photo 33](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f1394976794r.jpg)

![297 Painter Hill Road - Photo 34](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f1772022928r.jpg)

![297 Painter Hill Road - Photo 35](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f1841721381r.jpg)

![297 Painter Hill Road - Photo 36](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f353944870r.jpg)

![297 Painter Hill Road - Photo 37](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f4174351002r.jpg)

![297 Painter Hill Road - Photo 38](http://lh.rdcpix.com/113d65b2dbc789f098ddef3c285c26a4l-f903594135r.jpg)

---

**MLS#:** 24192621 | **Updated:** 2026-09-27
**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://www.propertysimple.ai/listing/297-painter-hill-road-roxbury-ct-06783-24192621)

---

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      "@id": "https://www.propertysimple.ai/listing/297-painter-hill-road-roxbury-ct-06783-24192621#brokerage",
      "name": "Klemm Real Estate",
      "telephone": "(860) 868-7313"
    }
  }
}
```