Nestled in charming Roxbury, this 1800-square-foot gem sits gracefully on 2.6 scenic acres, offering a quintessential New England living experience with frontage along the tranquil Roxbury Brook. The property is beautifully adorned with mature trees, creating a serene and private oasis. Inside, the home exudes warmth with mostly wood floors and a bright sunroom that leads to a cozy side patio through French doors. The spacious living area boasts a charming fireplace and a dedicated dining space, accompanied by a convenient F/B. The kitchen, complete with a pantry closet and a door opening to the backyard, is perfect for culinary enthusiasts and gatherings with loved ones. Upstairs, two well-appointed bedrooms, one with balcony views into the sunroom below, and two full bathrooms provide comfort and convenience. Additionally, the property features a remarkable 22 x 27 oversized garage with two overhead doors and a side entry door. The garage boasts concrete floors and high ceilings, making it ideal for hobbyists and offering ample storage space. What truly sets it apart is the fully insulated workspace above the garage, perfect for artists, craftsmen, or anyone seeking a dedicated creative haven. This Roxbury residence is not just a home; it’s a sanctuary for those who appreciate the charm of a quaint town, the serenity of nature, and the comfort of a well-maintained and thoughtfully designed property. Don’t miss the exceptional opportunity of New England living at its finest.


  • GeneralOpen Floor Plan
  • AppliancesOven/ Range, Refrigerator, Dishwasher
  • LaundryLower Level
  • BasementFull With Hatchway
  • A/CNone
  • HeatingHot Air, Propane
  • FireplaceFireplaces: 2
  • RoomsLaundry Room
  • FlooringHardwood, Tile
  • Disability FeatureAccessible Bedroom, Accessible Full Bath, 1st Flr Bdrm w/ Bath
  • Half Baths1


  • GeneralPatio, Stone Wall
  • StyleColonial
  • PoolIn Ground Pool, Salt Water, Safety Fence
  • ImprovementsNone
  • ParkingParking spaces: 2
  • Other StructuresNo


  • RoofingAsphalt Shingle
  • WindowsDouble Hung
  • GeneralFrame, Farm House, Brick/ Mortar, Stone


  • CountyLitchfield
  • Road/AccessState Road
  • HOA AmenitiesNone
  • Originating MLSColumbia Greene Northern Dutchess MLS
  • School DistrictTaconic Hills


  • DrivewayPrivate, Crushed Stone, Gravel
  • ZoningA& C, 866823
  • RestrictionsEasements
  • Current UseSki area
  • ViewNeighborhood, Village, Wooded
  • FencingNone
  • TopographyUsable


  • WaterPrivate Well
  • SewerSeptic
  • Utilities100 Amps


  • SourceColumbia Greene Northern Dutchess MLS
  • Buyers Agent Compensation2.5
  • ExclusionsPer Inclusion and Exclusion Addendum

Listing History

  • 02/17/2024$585,000 @ $324 per ft² 9.93%
  • 01/23/2024Active
  • 01/23/2024$649,500 @ $360 per ft²

Property Features

  • 100 Amps
  • 1st Flr Bdrm w/ Bath
  • 2.5
  • 866823
  • A&C
  • Accessible Bedroom
  • Accessible Full Bath
  • Asphalt Shingle
  • Brick/Mortar
  • Colonial
  • Columbia Greene Northern Dutchess MLS
  • Crushed Stone
  • Double Hung
  • Easements
  • Farm House
  • Fireplaces: 2
  • Frame
  • Full With Hatchway
  • Gravel
  • Hardwood
  • Hot Air
  • In- Ground Pool
  • Laundry Room
  • Litchfield
  • Lower Level
  • Neighborhood
  • No
  • Open Floor Plan
  • Parking spaces: 2
  • Patio
  • Per Inclusion and Exclusion Addendum
  • Private
  • Private Well
  • Propane
  • Safety Fence
  • Salt Water
  • Septic
  • Ski area
  • State Road
  • Stone
  • Stone Wall
  • Taconic Hills
  • Tile
  • Usable
  • Village
  • Wooded

Residential Info

Property Details

Address: 37 Painter Hill Road, Roxbury, Connecticut 06783