277 Painter Hill RoadRoxbury, CT 06783MLS Number 24138574

  • Price: $2,572,500
  • Est. Mortgage of $/month
  • 22 Days on Market
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Federal 30-year interest rate: 6.19% last updated on Dec 4, 2025
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277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783277 Painter Hill Road Roxbury CT 06783
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  • 3Bedrooms
  • 3.12Acreage
  • 3Bathrooms
  • 1911Year Built

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This beautifully renovated 1911 colonial blends timeless charm with modern comfort in one of Roxbury's most desirable locations. The main residence offers luxury living with 2-3 bedrooms, a media room, gourmet kitchen, formal dining room, and a screened porch. The newly built guest house includes 2 bedrooms and a spacious game room/cabana with fireplace. Enjoy Summer entertaining on the covered porch with outdoor fireplace overlooking the heated gunite saltwater pool, scenic views, and expansive level lawn. The property features a two-car garage and borders a major estates and conserved land, ensuring privacy and beauty in an exceptional setting. Just minutes to the Mayflower Inn/Spa and chic shopping/dining in Washington and Woodbury.
Listed by Stacey Matthews of W. Raveis Lifestyles Realty ((203) 671-9067)

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More Info

Basic Information

  • MLS Number24138574
  • StatusSHOW
  • List Price$2,572,500
  • Square Feet2,559
  • Property TypeSingle Family For Sale

Building

  • Full Bath2
  • Half Baths1
  • BasementFull, Unfinished
  • Attic descriptionUnfinished, Pull-Down Stairs
  • AtticYes
  • Garage Spaces2
  • Bedrooms3
  • Bathroom3
  • Year Built1911
  • Property StyleColonial
  • Energy FeaturesGenerator
  • Fireplaces3
  • FoundationConcrete, Stone
  • Garage Parking InfoDetached Garage, Driveway
  • New construction typeNo/Resale
  • Inlaw apartmentyYes

Legal

  • ZoningC

Tax Information

  • Assessed value$1,332,730
  • Milrate total13
  • Tax YearJuly 2025-June 2026
  • Taxes$17,325

Location

  • StateCT
  • Zip06783
  • CountyLitchfield
  • Junior HighShepaug

Interior

  • Rooms7
  • Interior featuresCable - Available
  • RoofWood Shingle, Metal

Exterior

  • ColorWhite
  • Exterior featuresCabana, Lighting, Guest House, Covered Deck
  • Exterior sidingClapboard, Wood

Amenities

  • Amenities
    • Library
    • Park
    • Playground/Tot Lot
    • Private School(s)
    • Stables/Riding
    • Tennis Courts
  • Other AmenitiesBasement, Fireplace, Pool, Tennis, Waterfront

Water Body

  • Waterfront DescriptionNot Applicable

School Information

  • Elementary SchoolBooth
  • High SchoolShepaug

Rooms

  • Laundry room locationFirst Floor
  • Laundry room infoMain Level

Property

  • Acreage3.12
  • Lot DescriptionBorders Open Space, Level Lot, Cleared, Professionally Landscaped, Open Lot
  • Driveway TypeGravel
  • Parking Spaces10
  • SwimmingpoolYes
  • Pool descriptionIn Ground Pool

Utilities

  • Waters ourcePrivate Well
  • Cooling SystemCentral Air
  • Hot water descriptionOther, Tank Size Unknown
  • Heating FuelOil, Propane
  • Fuel tank locationIn Basement
  • Heat SystemHot Air
  • Sewage systemSeptic

Other

  • Appliances Included
    • Cook Top
    • Dishwasher
    • Freezer
    • Microwave
    • Oven/Range
    • Refrigerator
    • Subzero
  • Original listprice$2,572,500
  • Date Listed11/14/2025
Sotheby's International Realty | William Pitt

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Sotheby's International Realty | William Pitt
Office: 203-796-7700
112 Federal Road
Danbury, CT 06811

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