$2,750,000
 $14,763 est/mo Sourced by Back At You

220 Painter Hill Road,Roxbury, CT 06783

Roxbury, CT 06783

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Description

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.

Details

MLS #24167130
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year2007
Days On Site163
Listing Provided ByW. Raveis Lifestyles Realty | Stacey Matthews

Features

Bed(s)4
Bath(s) 5 Total
SQ Feet4,570
Garage3
Car PortYes
BasementY
PoolYes
ZoningC
Acreage4.68
Golf CourseYes

Interior

Total Rooms12
Cooling SystemCentral Air
Interior FeaturesAuto Garage Door Opener, Elevator, Open Floor Plan, Security System
Appliances IncludedGas Range, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Wine Chiller
Fireplaces Total1
Laundry Room InfoMain Level

Exterior

Exterior FeaturesPorch-Screened, Underground Utilities, Porch, Deck, Garden Area, Stone Wall, French Doors, Underground Sprinkler, Patio
Roof InformationAsphalt Shingle, Metal
Foundation TypeConcrete

Parking

Garage & ParkingCarport, Attached Garage
Garages Number3

Utilities

Sewage SystemSeptic
Energy FeaturesGenerator, Humidistat, Programmable Thermostat, Ridge Vents, Thermopane Windows

Taxes

Tax YearJuly 2025-June 2026
Property Tax10164

Area Information

StateCT
CountyLitchfield
CityRoxbury
Zip Code06783
AreaPainter Hill
School DistrictBooth Free
Elementary SchoolBooth Free
High SchoolRegional District 12
Listing VS Median (in 06783)
Price:
$2,750,000
low | high
Med:
$1,197,500
100% of Average
sqft:
4,570
low | high
Med:
3,638
70.393873085339% of Average
$ / sqft:
$602
low | high
Med:
$330
95.19527752848% of Average
On site:
163
low | high
Med:
143.5
100% of Average
Sourced by Back At You

Market Activity 06783

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Learn More About This Property

StateCT
CountyLitchfield
CityRoxbury
Zip Code06783
AreaPainter Hill
School DistrictBooth Free
Elementary SchoolBooth Free
High SchoolRegional District 12
Listing VS Median (in 06783)
Price:
$2,750,000
low | high
Med:
$1,197,500
100% of Average
sqft:
4,570
low | high
Med:
3,638
70.393873085339% of Average
$ / sqft:
$602
low | high
Med:
$330
95.19527752848% of Average
On site:
163
low | high
Med:
143.5
100% of Average
Sourced by Back At You
Listing Updated: September 22, 2026 at 8:54:51 AM PDT
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