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.
For sale
Price cut: $545K (9/5)
$3,950,000
297 Painter Hill Road, Roxbury, CT 06783
4beds
6,139sqft
Single Family Residence
Built in 1989
14.81 Acres Lot
$-- Zestimate®
$643/sqft
$-- HOA
What's special
Swimming poolGas fireplaceSoaking tubCentral acHome officeLibrary with built-in bookcasesLutron lighting
- 56 days
- 959
- 62
Zillow last checked:
Listing updated:
Listed by:
Peter Klemm (917)864-4940,
Klemm Real Estate Inc 860-868-7313
Source: Smart MLS,MLS#: 24192621
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 7
- Full bathrooms: 5
- 1/2 bathrooms: 2
Rooms
- Room types: Gym, Laundry, Wine Cellar
Primary bedroom
- Features: Balcony/Deck, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Main
- Area: 301.41 Square Feet
- Dimensions: 19.7 x 15.3
Bedroom
- Features: Bookcases, Full Bath, Wall/Wall Carpet
- Level: Upper
- Area: 263.11 Square Feet
- Dimensions: 22.11 x 11.9
Bedroom
- Features: Full Bath, Hardwood Floor
- Level: Upper
- Area: 248.75 Square Feet
- Dimensions: 19.9 x 12.5
Bedroom
- Features: Full Bath, Hardwood Floor
- Level: Upper
- Area: 647.58 Square Feet
- Dimensions: 25.1 x 25.8
Dining room
- Features: Hardwood Floor
- Level: Main
- Area: 280.79 Square Feet
- Dimensions: 19.9 x 14.11
Family room
- Features: Beamed Ceilings, Wet Bar, Fireplace, Patio/Terrace, Hardwood Floor
- Level: Main
- Area: 415.8 Square Feet
- Dimensions: 27 x 15.4
Kitchen
- Features: Beamed Ceilings, Dining Area, Double-Sink, Eating Space, Patio/Terrace, Hardwood Floor
- Level: Main
- Area: 324.87 Square Feet
- Dimensions: 22.1 x 14.7
Library
- Features: Bookcases, Hardwood Floor
- Level: Main
- Area: 143.99 Square Feet
- Dimensions: 12.1 x 11.9
Living room
- Features: High Ceilings, Fireplace, Patio/Terrace, Hardwood Floor
- Level: Main
- Area: 755.89 Square Feet
- Dimensions: 26.9 x 28.1
Loft
- Features: Vaulted Ceiling(s), Hardwood Floor
- Level: Other
- Area: 466.31 Square Feet
- Dimensions: 22.1 x 21.1
Sun room
- Features: Ceiling Fan(s), Dining Area, Gas Log Fireplace, Stone Floor
- Level: Main
- Area: 522.1 Square Feet
- Dimensions: 22.7 x 23
Heating
- Forced Air, Oil
Cooling
- Central Air
Appliances
- Included: Gas Cooktop, Oven, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level
Features
- Entrance Foyer
- Basement: Full,Interior Entry,Partially Finished
- Attic: None
- Number of fireplaces: 2
Interior area
- Total structure area: 6,139
- Total interior livable area: 6,139 sqft
- Finished area above ground: 6,139
Property
Parking
- Total spaces: 3
- Parking features: Attached
- Attached garage spaces: 3
Features
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground
- On waterfront: Yes
- Waterfront features: Waterfront, Brook
Lot
- Size: 14.81 Acres
- Features: Secluded, Few Trees, Sloped, Cleared, Landscaped
Details
- Parcel number: 866512
- Zoning: C
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Other
- Property subtype: Single Family Residence
Materials
- Shingle Siding, Cedar, Redwood Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1989
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Community
- Subdivision: Painter Hill
HOA
- Has HOA: No
Location
- Region: Roxbury
Financial & listing details
- Price per square foot: $643/sqft
- Tax assessed value: $3,270,400
- Annual tax amount: $42,515
- Date on market: 7/20/2026
- Exclusions: see attached
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/5/2026 | Price change | $3,950,000-12.1%$643/sqft |
Source:  Smart MLS #24192621 Report a problem | ||
| 7/20/2026 | Listed for sale | $4,495,000+19.9%$732/sqft |
Source: Smart MLS #24192621 Report a problem | ||
| 11/20/2012 | Sold | $3,750,000-8.5%$611/sqft |
Source: Public Record Report a problem | ||
| 1/19/2010 | Sold | $4,100,000+156.3%$668/sqft |
Source: Public Record Report a problem | ||
| 11/26/1991 | Sold | $1,600,000+45.5%$261/sqft |
Source: Public Record Report a problem | ||
| 4/18/1989 | Sold | $1,100,000$179/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $42,515 +3.2% | $3,270,400 |
| 2024 | $41,207 | $3,270,400 |
| 2023 | $41,207 +3.6% | $3,270,400 +25.4% |
| 2022 | $39,773 -1% | $2,608,060 |
| 2021 | $40,164 -2.5% | $2,608,060 |
| 2020 | $41,207 +4.6% | $2,608,060 +4.9% |
| 2019 | $39,393 | $2,485,350 |
| 2018 | $39,393 +7.1% | $2,485,350 -4% |
| 2017 | $36,767 +3.7% | $2,589,200 |
| 2016 | $35,472 -1.1% | $2,589,200 -1.1% |
| 2015 | $35,883 +2.2% | $2,619,190 |
| 2014 | $35,097 +0.8% | $2,619,190 |
| 2013 | $34,835 +11.9% | $2,619,190 +1.8% |
| 2012 | $31,121 +1.7% | $2,572,020 |
| 2011 | $30,607 +10% | $2,572,020 +5.4% |
| 2010 | $27,827 +4.6% | $2,440,980 |
| 2009 | $26,607 | $2,440,980 |
| 2008 | $26,607 +5.9% | $2,440,980 +49.7% |
| 2007 | $25,116 | $1,630,930 |
| 2006 | $25,116 | $1,630,930 |
| 2005 | $25,116 | $1,630,930 |
| 2004 | $25,116 | $1,630,930 |
| 2003 | $25,116 +21.2% | $1,630,930 +53.8% |
| 2001 | $20,721 | $1,060,440 |
| 2000 | $20,721 | $1,060,440 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 06783
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