Price cut
$3,950,000
4 bd · 5.5 ba · 6,139 sqft · 14.81 acre lot
297 Painter Hill Rd, Roxbury, CT 06783
Single family · Built 1989 · $643/sqft ·
$23,620/mo est. payment
- Garage
- 3 cars
Flood factor 1/10
About this home
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.
Facts and features
Bedrooms
- Bedrooms: 4
- Primary Bedroom Dimensions: 15.3' x 19.7'
- Bedroom 1 Dimensions: 11.9' x 22.11'
- Bedroom 2 Dimensions: 12.5' x 19.9'
- Bedroom 3 Dimensions: 25.8' x 25.1'
- Primary Bedroom Level: Main
- Bedroom 1 Level: Upper
- Bedroom 2 Level: Upper
Other Rooms
- Total Rooms: 12
- Library Dimensions: 11.9' x 12.1'
- Library Level: Main
- Library Features: Book Shelves, Hardwood Floor
- Basement Features: Full, Interior Access, Partially Finished, Full With Walk-Out
- Loft: Yes
- Family Room Dimensions: 15.4' x 27'
- Sun Room Dimensions: 23' x 22.7'
Bathrooms
- Total Bathrooms: 7
- Full Bathrooms: 5
- 1/2 Bathrooms: 2
Appliances
- Gas cooktop
- Wall oven
- Microwave
- Refrigerator
- Freezer
- Dishwasher
- Washer
- Dryer
Heating and Cooling
- Cooling Features: Central Air
- Heating Features: Hot Air
- Heating Fuel: Oil
- Heating: Yes
- Number of Fireplaces: 2
- Water Heaters: Oil, Domestic
Kitchen and Dining
- Dining Room Dimensions: 14.11' x 19.9'
- Dining Room Features: Hardwood Floor
- Dining Room Level: Main
- Kitchen Dimensions: 14.7' x 22.1'
- Kitchen Features: Beams,Dining Area,Double-Sink,Eating Space,Patio/Terrace,Hardwood Floor
- Kitchen Level: Main
Pool and Spa
- Pool Features: Gunite,Heated,In Ground Pool
Waterfront and Water Access
- Brook
Schools
- 8
Shepaug Valley School
middle · 6-12 · 1.6 mi
Horace Mann School John Dorr Nature Laboratory
elementary · 2-12 · 2.7 mi
Booth Free School
elementary · K-5 · 2.8 mi
The Gunnery
high · 9-12 · 3.2 mi
The Frederick Gunn School
high · 9-12 · 3.2 mi
- 9
Washington Primary School
elementary · K-5 · 4.0 mi
Price history
- Sep 5, 2026 · Price Changed$3,950,000
- Jul 20, 2026 · Listed$4,495,000
- Nov 20, 2012 · Sold$3,750,000
- Nov 15, 2012 · Listing Removed$4,495,000
- Nov 7, 2012 · Listed$4,495,000
- Jan 19, 2010 · Sold$4,100,000
- Nov 26, 1991 · Sold$1,600,000
- Apr 18, 1989 · Sold$1,100,000
Tax history
- 2026$42,515 tax · $3,270,400 assessed
- 2025$42,515 tax · $3,270,400 assessed
- 2023$41,207 tax · $3,270,400 assessed
- 2022$39,773 tax · $2,608,060 assessed
- 2021$40,164 tax · $2,608,060 assessed
- 2020$41,207 tax · $2,608,060 assessed
- 2019$39,393 tax · $2,485,350 assessed
- 2018$39,393 tax · $2,485,350 assessed
Home value
$4,008,200
- Cotality$4,008,200
- Collateral Analytics$3,910,000
Where it is
Listed by Peter Klemm · Klemm Real Estate Inc · SMARTMLS