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220 Painter Hill Road

Roxbury, CT 06783
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Bed 4

Bed

Bath 5

Bath

SqFt3,870

Sqft

Acres4.68

Acres(Lot)

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.

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Detail Ic Property Details

Property Type : Residential

Price : $2,895,000

AD Id : 77517366

MLS Id : 24167130

Beds : 4

Lot Size : 4.68 Acres

Living Area Size : 3,870

Year Built : 2007

Garage : 3

County : Litchfield

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 5 Full Baths: 4 Half Baths: 1

    Room Information

    Rooms Total: 12 Has Basement: Yes Basement: Full, Partially Finished
  • Roofing Information

    Asphalt, Metal
  • Interior Features

    Elevator, Entrance Foyer, Open Floorplan Roof: Asphalt, Metal Appliances: Dishwasher, Dryer, Gas Range, Microwave, Washer, Electric Water Heater, Range Hood, Wine Cooler Laundry Features: Main Level, Laundry Room
  • Heating & Cooling

    Has Heating: Yes Heating: Electric, Oil, Propane, Heat Pump, Forced Air, Zoned Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 2007 Building Area Total: 4570 Construction Materials: Frame, HardiPlank Type, Clapboard Patio And Porch Features: Deck, Patio, Porch, Screened Pool Features: Gunite, Heated, Outdoor Pool, Salt Water, Lap, In Ground Private Pool: No
  • Exterior Features

    Exterior Features: Garden

  • Lot Information

    Lot Size Acres: 4.68 Lot Description: Cleared

  • Listing Price Information

    Listing Price: $2895000

  • Tax Information

    Parcel Number: 867195 Annual Tax: $10164

  • Parking Information

    Garage Door Opener, Carport, Attached

    Garage Information

    Has Garage: Yes Garage Space: 3

  • School Information

    Elementary School: Booth Free
    Junior High School:
    Senior High School: Regional District 12
  • Utility Information

    Underground Utilities
  • Location Information

    Direction: Painter Ridge to Right on Painter Hill WaterSource: Well Security Features: Security System
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
380 Southbury Road, Roxbury, CT, 06783 $1,550,000 4 5 6,444 6,444 SqFt
380 Southbury Road, Roxbury, CT, 06783 $1,550,000 4 5 4,452 4,452 SqFt
25 Highmeadow Lane, Roxbury, CT, 06783 $1,795,000 4 4 4,310 4,310 SqFt
88 Rucum Road, Roxbury, CT, 06783 $2,045,000 5 6 5,113 5,113 SqFt
24 Hickory Lane, Roxbury, CT, 06783 $1,155,000 4 3 3,340 3,340 SqFt
31 Hickory Lane, Roxbury, CT, 06783 $1,685,000 4 5 4,169 4,169 SqFt
233 Southbury Road, Roxbury, CT, 06783 $1,795,000 5 6 5,447 5,447 SqFt
47 Squire Road, Roxbury, CT, 06783 $3,995,000 5 6 7,121 7,121 SqFt
1030 Washington Woodbur.., Roxbury, CT, 06783 $1,995,000 4 5 4,874 4,874 SqFt
176 Apple Lane, Roxbury, CT, 06783 $1,995,000 4 5 3,566 3,566 SqFt

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 06/05/2026 @ 16:26

MLS: 24167130 LISTED BY: Stacey Matthews, W. Raveis Lifestyles Realty SOURCE: SmartMLS

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