277 Painter Hill Road, Roxbury, CT 06783
Local realty services provided by:CENTURY 21 Shutters & Sails
277 Painter Hill Road,Roxbury, CT 06783
$2,572,500
- 3 Beds
- 3 Baths
- 2,559 sq. ft.
- Single family
- Pending
Listed by: stacey matthews(203) 671-9067
Office: w. raveis lifestyles realty
MLS#:24138574
Source:CT
Price summary
- Price:$2,572,500
- Price per sq. ft.:$1,005.28
About this home
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.
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Home facts
- Year built:1911
- Listing ID #:24138574
- Added:29 day(s) ago
- Updated:December 12, 2025 at 07:44 PM
Rooms and interior
- Bedrooms:3
- Total bathrooms:3
- Full bathrooms:2
- Half bathrooms:1
- Living area:2,559 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Hot Air
Structure and exterior
- Roof:Metal, Wood Shingle
- Year built:1911
- Building area:2,559 sq. ft.
- Lot area:3.12 Acres
Schools
- High school:Shepaug
- Elementary school:Booth
Utilities
- Water:Private Well
Finances and disclosures
- Price:$2,572,500
- Price per sq. ft.:$1,005.28
- Tax amount:$17,325 (July 2025-June 2026)
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