297 Painter Hill Road | Roxbury Painter Hill

$3,950,000 | 4 Beds | 7 Baths (5 Full, 2 Half) | 6,139 Sq. Ft.

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. SmartMLS 24192621

Directions to property: 47 S to Right on Painter Ridge to Left on Painter Hill, .5mile down on left. Long Private Driveway.

MLS Listing ID: 
SmartMLS 24192621
Building Details
Details about the building on a property.
Architectural Style: 
Other
Year Built: 
1989
Living Area: 
6,139
Fireplaces: 
2
Construction
Foundation Details: 
Concrete
Roof: 
Asphalt Shingle
Exterior: 
Shingle, Cedar, Redwood
Room Details
Details about the rooms in the building.
Total Rooms: 
12
Total Bedrooms: 
4
Total Bathrooms: 
7
Total Full-Bathrooms: 
5
Total Half-Bathrooms: 
2
Utilities
Information about utilities available on the property.
Heating System: 
Hot Air
Heating System Fuel: 
Oil
Cooling System: 
Central Air
Water Source: 
Private Well
Sewer: 
Septic
Lot/Land Details
Details about the lots and land features included on the property.
Acres: 
14.81
Waterfront: 
1
Water Body Category: 
Brook
Lot Features
Garage: 
Attached Garage
Pool: 
Gunite, Heated, In Ground Pool
Public Record
Parcel Number: 
866512
Annual Tax: 
$42,515.00
Property Zoning: 
C
Listing Dates
Dates involved in the transaction.
Listing Entry Date/Time: 
7/20/2026
Contract Details
Details about the listing contract.
Exclusions: 
see attached
Possession: 
tbd
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
Peter Klemm
Listing Office Name: 
Klemm Real Estate Inc