New Listing - 04/15/2026
220 Painter Hill Road, Roxbury, (Painter Hill), CT, 06783
12 rooms
4 beds
4 Full / 1 Half baths
2007
Colonial
4,570 sqft
Perched atop Painter Hill-Roxbury's highest elevation and one of its most coveted addresses-this newly renovated residence offers breathtaking, year-round Sunrise and Sunset views. Spanning over 4,500 sq ft, featuring 4-5 bedrooms and is thoughtfully designed for both comfort and entertaining, complete with a three-story elevator & dedicated game/media room. The chef's kitchen is a showpiece, appointed with premium appliances, a walk-in pantry, oversized island, and stylish bar. It opens seamlessly to a spacious screened porch with inviting dining and lounge areas. Outdoor living is elevated by an expansive ipe deck that functions as a true open-air great room-ideal for al fresco gatherings. The dining room extends to a charming sunset porch adorned with a pergola and irrigated herb garden. The grounds are equally impressive, with professionally designed landscaping that includes an apple orchard, restored stone walls, and a picturesque pond with cascading waterfall. A striking custom pool features a lap lane, lounging platform, and firepit with integrated stone seating, creating a private resort-like setting. Addl highlights include a 3,000-bottle wine cellar, heated garage, pergola-covered carport, and a newly finished oil-and-stone driveway. Ideally located just minutes from the chic shops & fine dining of Washington and Woodbury. Nearby land trust trails offer plentiful hiking. This turnkey property offers easy access to the very best of Litchfield County! Agent Owner. Owner is Agent
Status:
Active
Town:
Roxbury
Type:
Single-family residential
Laundry Remarks:
Main Level
Zoning:
C
Garage:
3-car Carport, Attached Garage
Heating:
Heat Pump, Hot Air, Zoned
Cooling:
Central Air
Energy Features:
Generator, Humidistat, Programmable Thermostat, Ridge Vents, Thermopane Windows
Basement:
Full, Partially Finished
Acreage:
4.68
Est. Taxes:
$10,164
Assessment
$781,830
Lot Description:
Fence - Stone,Lightly Wooded,Cleared,Professionally Landscaped,Open Lot
Elementary School:
Booth Free
Middle School:
Regional District 12
High School:
Regional District 12
Days on Market:
11
Appliances:
Gas Range, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Wine Chiller
Pool:
Gunite, Heated, Salt Water, Lap Pool, In Ground Pool
MLS #:
24167130
Contact listing agent for buyer broker compensation if applicable.