277 Painter Hill Road Roxbury, CT $ 2,572,500
277 Painter Hill Road
$ 2,572,500
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277 Painter Hill Road

Roxbury, CT, 06783
$ 2,572,500
Bedrooms3 Baths2.1 Sq 2,559

Monthly Estimate*

$ 16,049

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Single Family Home for sale in Roxbury, CT

for $2,572,500 with 3 bedrooms and 2 full baths, 1 half bath. This 2,559 square foot home was built in 1911 on a lot size of 3.12.

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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Single Family Contingent

Price

$ 2,572,500

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 17,325

Style

Lot Size

3.12

Year Built

1911

Town/City

Roxbury

MLS | Web ID

24138574

Features
General
Zoning C
Neighborhood N/A
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Under Contract - Continue to Show
Acres 3.12
Directions painter ridge to painter hill road
High School Shepaug
City Roxbury
Elementary School Booth
Sq Ft Total 2559
DOM 20
Year Built 1911
Style Colonial
Year Built Source Public Records
Pool Description In Ground Pool
Energy Features Generator
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Interior
Cooling System Central Air
Total Rooms 7
Basement Description Full Unfinished
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Exterior
Water Source Private Well
Lot Description Borders Open Space Level Lot Cleared Professionally Landscaped Open Lot
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* Excluded Features
List By
Stacey Matthews

Listing Agent

W. Raveis Lifestyles Realty

Broker

stacey.matthews@raveis.com

Email

Affordability Calculator

$17,493
Per Month
92%
8%
0%
Monthly Principal & Interest
$16,049
Monthly Property Taxes
$1,444
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
1745647 Elementary School
3041623 Middle School
Shepaug High School High School
Pricing History
DatePricePrice ChangeDescription
11/14/2025$2,572,500 Listed Price

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277 Painter Hill Road, Roxbury, CT, 06783 is a Single Family Home for sale at $2,572,500 with 2,559 sqft and a lot size of 3.12. 277 Painter Hill Road has 3 bedrooms, 2.1 baths, and was built in 1911. The property's zip code is 06783 which is in Roxbury, CT