Save
Ask
Tour
Hide
Share
$2,572,500
1 Day On Site

277 Painter Hill Road
Roxbury, CT 06783

For Sale|Single Family Residence|Active
3
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
2,559
SqFt
$1,005
/SqFt
1911
Built
County:
Litchfield
Listing courtesy of Stacey Matthews of W. Raveis Lifestyles Realty (203) 671-90672036719067

Due to the health concerns created by Coronavirus we are offering personal 1-1 online video walkthough tours where possible.

Upcoming Open Houses
Due to COVID-19, we recommend you verify Open Houses before attending.
Sat, Nov 15, 12:30 PM - 2:30 PM
277 Painter Hill Road277 Painter Hill Road277 Painter Hill Road277 Painter Hill Road
Save
Ask
Tour
Hide
Share

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.

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$2,572,500
Days On Site 
1 Day
Bedrooms 
3
Inside Area (SqFt) 
2,559 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
3.12 Acres
Year Built 
1911
MLS® Number 
24138574
Status 
Active
Property Tax 
$17,325
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
23 hours agoListing updated with changes from the MLS®
yesterdayListing first seen on site
General Features
Acres 
3.12
Foundation 
StoneConcrete Perimeter
Garage 
Yes
Garage Spaces 
2
Parking 
GravelDriveway
Parking Spaces 
10
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
2559
Style 
Colonial
Water Source 
Well
Zoning 
C
Interior Features
Appliances 
CooktopDishwasherFreezerMicrowaveRangeOvenRefrigerator
Basement 
FullUnfinished
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
3
Heating 
OilPropaneForced Air
Interior 
In-Law Floorplan
Laundry Features 
Main Level
Media Room 
Level - Main
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
Wood SidingFrameClapboard
Lot Features 
ClearedLevel
Other Structures 
Guest House
Patio And Porch 
Deck
Pool Features 
Outdoor PoolIn Ground
Roof 
MetalWood
Community Features
Community Features 
Tennis Court(s)
Schools
School District
Unknown
Elementary School
Booth
Middle School
Unknown
High School
Shepaug
Listing courtesy of Stacey Matthews of W. Raveis Lifestyles Realty (203) 671-90672036719067



The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2025 SmartMLS, Inc.
Last checked: 2025-11-15 06:49 PM UTC.

Neighborhood & Commute
Source: Walkscore
Save
Ask
Tour
Hide
Share