Back 220 Painter Hill Rd
Active

220 Painter Hill Rd

Litchfield County CT 06783

4
5
3
4570 sq. ft.
4.68 ac.
Single-Family
Currently for sale - view listing

Overview

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.

Features

4 bedrooms
5 bathrooms
3 carspaces
3 garage spaces
4570 sq. ft. floor area
4.68 ac. lot size
Single-Family

Property history for 220 Painter Hill Rd

2020
Sold
$650,000
28 Aug 2020 by Peter Filous, of Coldwell Banker Realty

Happy sellers in Litchfield County

~%

We have insufficient information to provide an overview of customer satisfaction for Litchfield County. Viewing the agent profiles, reviews and sales for Litchfield County can provide insights for this location.

Local market activity for 4 bedroom single-family properties in Litchfield County

In the last 12 months, 16 four-bedroom single-family properties similar to 220 Painter Hill Rd, have been sold.

This represents a 6% decrease in four-bedroom single-family properties sales when compared to the previous 12 months.

© 2026 RateMyAgent