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$2,547,500
277 Painter Hill RoadRoxbury, CT 06783
Single Family Residence|Sold 01/30/2026
3
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
2,559
SqFt
$996
/SqFt
1911
Built
County:
Litchfield
Listing courtesy of Stacey Matthews of W. Raveis Lifestyles Realty Office Phone: (860) 868-0511
Broker Contact: (203) 671-9067
Listing courtesy of Stacey Matthews of W. Raveis Lifestyles Realty Office Phone: (860) 868-0511
Broker Contact: (203) 671-9067
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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.
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Listing Snapshot
Bedrooms
3
Total Baths
3
Full Baths
2
Partial Baths
1
Inside Area (SqFt)
2,559 sqft
Lot Size
3.12 Acres
Year Built
1911
MLS® Number
24138574
Status
Sold
Property Tax
$17,325
HOA/Condo/Coop Fees
N/A
Sq Ft Source
N/A
Friends & Family
Recent Activity
| 2 months ago | Listing updated with changes from the MLS® |
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
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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 Office Phone: (860) 868-0511
Broker Contact: (203) 671-9067
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 2026 SmartMLS, Inc.
Last checked: 2026-03-17 12:43 PM UTC.
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 2026 SmartMLS, Inc.
Last checked: 2026-03-17 12:43 PM UTC.
Neighborhood & Commute
Source: Walkscore
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