297 Painter Hill Road

Roxbury, CT
$ 3,950,000 Beds 4 Baths 6 Sq 6,139
Monthly Estimate* How much can I afford?

Uber chic shingle-style in A+ location offering magnificent long distant views overlooking the famed Alexander Calder estate. Formal parking courtyard leads to the gracious double height entrance foyer. Mesmerizing views from almost every room. Grand Living Room with high coffered ceilings, gas fireplace, wood paneling & French door to balconies. Library with built-in bookcases. Powder room. First floor primary bedroom suite with Waterworks bathroom, soaking tub, two walk-in closets, balcony & home Office. Intimate Dining Room with large picture window. Eat-in country Kitchen with beamed ceiling and large picture window. Family Room with fireplace & wet bar. Screened porch with bluestone floor & electric stove. Laundry Room. 3 guest bedrooms en suite on the 2nd floor. Recreation Room over the 3-car attached garage. Walk-out lower level includes a gym, wine cellar, full bath & second laundry. Gracious long driveway affording total privacy amidst park-like grounds with beautiful perennial gardens, swimming pool, fire pit, mature plantings & forever views. Hardwood floors & high ceilings throughout. Lutron lighting. Central AC. Backup generator. Outside Surveillance Cameras. Proof of funds or letter from financial institution stating buyer qualifications required prior to confirmed appointment.

Single Family

  • Price
  • $ 3,950,000
  • City
  • Roxbury
  • Bedrooms
  • 4
  • Full Bathrooms
  • 5
  • County
  • Litchfield
  • Half Bathrooms
  • 2
  • Area
  • Lot Size
  • 14.81 Acres
  • Zip
  • 06783
  • Sqr Footage
  • 6,139
  • Year Built
  • 1989
  • Taxes
  • $ 42515
  • Style
  • MLS#
  • 24192621
Listed By: Peter Klemm 917-864-4940 with Klemm Real Estate Inc. - (860) 868-7313
Data Source: Smart MLS

Features

General

Zoning C
Neighborhood Painter Hill
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 14.81
Directions 47 S to Right on Painter Ridge to Left on Painter Hill, .5mile down on left. Long Private Driveway.
High School Per Board of Ed
City Roxbury
Elementary School Per Board of Ed
Sq Ft Total 6139
DOM 47
Year Built 1989
Exclusions see attached
Style Other
Year Built Source Public Records
Pool Description Gunite,Heated,In Ground Pool

Interior Features

Cooling System Central Air
Total Rooms 12
Basement Description Full,Interior Access,Partially Finished,Full With Walk-Out

Exterior Features

Water Source Private Well
Lot Description Secluded,Lightly Wooded,Sloping Lot,Cleared,Professionally Landscaped

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% 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.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Per Board of Ed Elementary School
Middle School Unknown Middle School
High School Per Board of Ed High School

Price History

7/20/2026 Listed $4,495,000
9/5/2026 12% - $3,950,000

Property vs Zip Code Average in 06783

Price
AVG $1.65M
$3.95M
Taxes
AVG $10,019
$42,515
Year Built
AVG 1961
1989

297 Painter Hill Road Roxbury, CT is a Single Family Home for sale at $3950000 with 6139 sqft and a lot size of 14.81 Acres Acre(s). 297 Painter Hill Road Roxbury has 4 bedrooms, 5 baths and was built in 1989. The property's zip code is 06783 which is in Roxbury, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% 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.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.