220 Painter Hill Road Roxbury, CT $ 2,895,000
220 Painter Hill Road
$ 2,895,000
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220 Painter Hill Road

Roxbury, CT, 06783
$ 2,895,000
Bedrooms4 Baths4.1 Sq 4,570

Monthly Estimate*

$ 17,825

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Single Family Home for sale in Roxbury, CT

for $2,895,000 with 4 bedrooms and 4 full baths, 1 half bath. This 4,570 square foot home was built in 2007 on a lot size of 4.68.

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, the home features 4-5 bedrooms and is thoughtfully designed for both comfort and entertaining, complete with a three-story elevator & a 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 mahogany 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! Owner is Agent

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Single Family Active

Price

$ 2,895,000

Bedrooms

4

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 10,164

Style

Lot Size

4.68

Year Built

2007

Town/City

Roxbury

MLS | Web ID

24167130

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 1
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
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Interior
Cooling System Central Air
Total Rooms 12
Basement Description Full Partially Finished
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Exterior
Water Source Private Well
Lot Description Fence - Stone Lightly Wooded Cleared Professionally Landscaped Open Lot
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* Excluded Features
List By
Stacey Matthews

Listing Agent

W. Raveis Lifestyles Realty

Broker

stacey.matthews@raveis.com

Email

Affordability Calculator

$18,672
Per Month
95%
5%
0%
Monthly Principal & Interest
$17,825
Monthly Property Taxes
$847
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% 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.
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Nearby
3042869 Elementary School
3041576 Middle School
Regional District 12 High School High School
Pricing History
DatePricePrice ChangeDescription
4/15/2026$2,895,000 Listed Price

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220 Painter Hill Road, Roxbury, CT, 06783 is a Single Family Home for sale at $2,895,000 with 4,570 sqft and a lot size of 4.68. 220 Painter Hill Road has 4 bedrooms, 4.1 baths, and was built in 2007. The property's zip code is 06783 which is in Roxbury, CT