297 Painter Hill Road, Roxbury, Connecticut

$3,950,000

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4

Beds

7

Baths

6,139

Square feet

14.81

Acres

About 297 Painter Hill Road

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.

Features of 297 Painter Hill Road

MLS® # 24192621
Price $3,950,000
Bedrooms 4
Bathrooms 7.00
Full Baths 5
Half Baths 2
Square Footage 6,139
Acres 14.81
Type Single Family For Sale
Style Other
Status Active

Community Information

Address 297 Painter Hill Road
Area Painter Hill
City Roxbury
County Litchfield
State Connecticut
Zip Code 06783

Amenities

Parking Attached Garage
# of Garages 3
Is Waterfront Yes
Waterfront Brook
Has Pool Yes
Pool Gunite, Heated, In Ground Pool

Interior

Appliances Gas Cooktop, Wall Oven, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer
Heating Hot Air, Oil
Cooling Central Air
Fireplace Yes
# of Fireplaces 2
Has Basement Yes
Basement Full, Interior Access, Partially Finished, Full With Walk-Out

Exterior

Exterior Shingle, Cedar, Redwood
Lot Description Secluded, Lightly Wooded, Sloping Lot, Cleared, Professionally Landscaped
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed July 20th, 2026
Days on Market 51
Zoning C
RE / Bank Owned No

Listing Details

OfficeKlemm Real Estate Inc

Listing Map

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Listing information last updated on September 10th, 2026 at 8:10am EDT.