Claudia Dixon

220 Painter Hill Road

Roxbury, CT
$ 2,750,000 Beds 4 Baths 4.5 Sq 4,570
Monthly Estimate* How much can I afford?

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

Single Family

  • Price
  • $ 2,750,000
  • City
  • Roxbury
  • Bedrooms
  • 4
  • Full Bathrooms
  • 4
  • County
  • Litchfield
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 4.68 Acres
  • Zip
  • 06783
  • Sqr Footage
  • 4,570
  • Year Built
  • 2007
  • Taxes
  • $ 10164
  • Style
  • MLS#
  • 24167130
Listed By: Stacey Matthews 203-671-9067 with W. Raveis Lifestyles Realty. - (860) 868-0511
Data Source: Smart MLS

Features

General

Zoning C
Neighborhood Painter Hill
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 4.68
Directions Painter Ridge to Right on Painter Hill
High School Regional District 12
City Roxbury
Elementary School Booth Free
Sq Ft Total 4570
DOM 115
Year Built 2007
Style Colonial
Year Built Source Public Records
Handicap Features Hallways 36+ Inches Wide
Pool Description Gunite,Heated,Salt Water,Lap Pool,In Ground Pool
Energy Features Generator,Humidistat,Programmable Thermostat,Ridge Vents,Thermopane Windows

Interior Features

Cooling System Central Air
Total Rooms 12
Basement Description Full,Partially Finished

Exterior Features

Water Source Private Well
Lot Description Fence - Stone,Lightly Wooded,Cleared,Professionally Landscaped,Open Lot
Color White

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Booth Free Elementary School
Middle School Unknown Middle School
High School Regional District 12 High School

Price History

4/15/2026 Listed $2,895,000
7/29/2026 5% - $2,750,000

Property vs Zip Code Average in 06783

Price
AVG $1.65M
$2.75M
Taxes
AVG $10,019
$10,164
Year Built
AVG 1961
2007

In The Neighborhood

Areas That We Cover

220 Painter Hill Road Roxbury, CT is a Single Family Home for sale at $2750000 with 4570 sqft and a lot size of 4.68 Acres Acre(s). 220 Painter Hill Road Roxbury has 4 bedrooms, 4 baths and was built in 2007. The property's zip code is 06783 which is in Roxbury, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Claudia Dixon

Claudia Dixon

Sales Associate

860-881-7725

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