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MLS 24167130 For Sale Updated June 9, 2026
220 Painter Hill Road

Roxbury, Connecticut 06783

$2,895,000
On market 54 days
220 Painter Hill Road
1 / 40

About This Property

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.

Property Details

Interior

Heat
Heat Pump,Hot Air,Zoned — Electric,Oil,Propane
Cooling
Central Air
Fireplaces
1
Basement
Full,Partially Finished
In-Law Apartment
Possible
Interior Features
Auto Garage Door Opener Elevator Open Floor Plan Security System

Exterior & Lot

Roof
Asphalt Shingle,Metal
Construction
Construction
Pool
Gunite,Heated,Salt Water,Lap Pool,In Ground Pool
Exterior Features
Porch-Screened Underground Utilities Porch Deck Garden Area Stone Wall French Doors Underground Sprinkler Patio
Lot Description
Fence - Stone Lightly Wooded Cleared Professionally Landscaped Open Lot
Garage & Parking
Carport Attached Garage

Utilities & Systems

Water Source
Private Well
Sewer
Septic
Energy Features
Generator Humidistat Programmable Thermostat Ridge Vents Thermopane Windows

Community & Schools

Elementary
Booth Free
Middle
NULL
High
Regional District 12
Neighborhood
Painter Hill
Nearby Amenities
Golf Course Health Club Library Park Playground/Tot Lot Private School(s) Stables/Riding Tennis Courts

Appliances

Included
Gas Range Microwave Range Hood Subzero Dishwasher Washer Dryer Wine Chiller

220 Painter Hill Road

Roxbury , Connecticut 06783

$2,895,000

On market 54 days

Beds
4
Baths
5
SqFt
4,570
Type
Single Family
County Litchfield
Garage 3
Rooms -
Lot Size 4.68 Acres
Property Tax $10,164
Assessed Value $781,830
Year Built 2007
Style Colonial
Zoning C

Payment Estimate

30-year fixed. Includes taxes; estimates only.

Estimated Monthly Payment
Open the full mortgage calculator →

Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: 13350.

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