220 Painter Hill Road, Roxbury, CT 06783
Local realty services provided by:ERA Hart Sargis-Breen Real Estate
220 Painter Hill Road,Roxbury, CT 06783
$2,750,000
- 4 Beds
- 5 Baths
- 4,570 sq. ft.
- Single family
- Active
Listed by: stacey matthews, pels matthews(203) 671-9067
Office: w. raveis lifestyles realty(860) 868-0511
MLS#:24167130
Source:CT
Price summary
- Price:$2,750,000
- Price per sq. ft.:$601.75
About this home
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....
Contact an agent
Home facts
- Year built:2007
- Listing ID #:24167130
- Added:119 day(s) ago
- Updated:August 13, 2026 at 06:56 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Rooms Total:12
- Kitchen Description:Dishwasher, Gas Range, Microwave, Range Hood, Subzero, Wine Chiller
- Basement Description:Full Basement, Partially Finished
- Living area:4,570 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Heat Pump, Hot Air, Zoned
- Central air:Yes
Structure and exterior
- Roof:Asphalt Shingle, Metal
- Year built:2007
- Building area:4,570 sq. ft.
- Lot area:4.68 Acres
- Lot Features:Cleared, Fence - Stone, Lightly Wooded, Open Lot, Professionally Landscaped
- Architectural Style:Colonial
- Construction Materials:Clapboard, Hardie Board
- Exterior Features:Deck, French Doors, Garden Area, Patio, Porch, Porch-Screened, Stone Wall, Underground Sprinkler, Underground Utilities
Schools
- High school:Regional District 12
- Elementary school:Booth Free
Utilities
- Water:Private Well
- Sewer:Septic
Finances and disclosures
- Price:$2,750,000
- Price per sq. ft.:$601.75
- Tax amount:$10,164 (July 2025-June 2026)
Features and amenities
- Appliances:Dishwasher, Dryer, Gas Range, Microwave, Range Hood, Subzero, Washer, Wine Chiller
- Amenities:Auto Garage Door Opener, Elevator, Golf Course, Library, Open Floor Plan, Park, Playground/Tot Lot, Private School(s), Security System, Stables/Riding, Tennis Courts
- Pool features:In Ground Pool, Lap Pool
Parking
- Parking description:Attached Garage, Carport
- Garage:Yes
- Garage spaces:3
New listings near 220 Painter Hill Road
- Open Thu, 1:15 to 3pmNew
$575,000Active3 beds 3 baths2,282 sq. ft.90 Mallory Road, Roxbury, CT 06783
MLS# 24197990Listed by: William Pitt Sotheby's Int'l - New
$1,525,000Active4 beds 3 baths2,200 sq. ft.21 Hemlock Road, Roxbury, CT 06783
MLS# 24194995Listed by: W. Raveis Lifestyles Realty - Coming Soon
$589,990Coming Soon3 beds 3 baths21 Carriage Lane, Roxbury, CT 06783
MLS# 24197040Listed by: William Raveis Real Estate
$1,235,000Active4 beds 3 baths3,476 sq. ft.22 East Woods Road, Roxbury, CT 06783
MLS# 24192986Listed by: Compass Connecticut, LLC
$1,295,000Active4 beds 3 baths2,901 sq. ft.77 Judds Bridge Road, Roxbury, CT 06783
MLS# 24193455Listed by: Klemm Real Estate Inc
$4,495,000Active4 beds 7 baths6,139 sq. ft.297 Painter Hill Road, Roxbury, CT 06783
MLS# 24192621Listed by: Klemm Real Estate Inc
$1,269,000Active3 beds 3 baths2,440 sq. ft.85 Good Hill Road, Roxbury, CT 06783
MLS# 24192683Listed by: www.HomeZu.com
$1,795,000Active5 beds 6 baths5,447 sq. ft.233 Southbury Road, Roxbury, CT 06783
MLS# 24189301Listed by: William Pitt Sotheby's Int'l
$499,000Active8.64 Acres200 North Street, Roxbury, CT 06783
MLS# 24189150Listed by: Brown Harris Stevens
$3,600,000Active5 beds 5 baths6,190 sq. ft.268 South Street, Roxbury, CT 06783
MLS# 24183686Listed by: Klemm Real Estate Inc