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297 Painter Hill Road

Roxbury, CT 06783
  • $3,950,000
  • STATUS: Active
  • ON SITE: 47 Days
  • MLS #: 24192621
Price Reduced
UPDATED: 56 min ago
$3,950,000
  • 4
    BEDS
  • 14.81
    ACRES
  • 5
    BATHS
  • 2
    1/2 BATHS
  • 6,139
    SQFT
  • $643
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1989
County:
Area:

School Information

Elementary School:
High School:

Description

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.

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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. Data last updated: 2026-09-06T15:09:52.093.
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297 Painter Hill Road Roxbury, CT 06783

  • Price: $3,950,000
  • Status: Active
  • On Site: 47 Days
  • Updated: 56 min ago
  • MLS #: 24192621
4
Beds
5
Baths
2
½ Baths
14.81
Acres
6,139
SQFT
$643
$/SQFT
1989
Built
Neighborhood:
Painter Hill
County:
Litchfield
Area:
Roxbury
Elementary School:
per board of ed
High School:
per board of ed
Property Description
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.
Exterior Features

Direct Waterfront YN Yes Exterior Siding ShingleCedarRedwood Garage And Parking Attached Garage Lot Description SecludedLightly WoodedSloping LotClearedProfessionally Landscaped Pool Description GuniteHeatedIn Ground Pool Roof Information Asphalt Shingle Style Other Swimming Pool YN Yes Waterfront Description Brook

Interior Features

Appliances Included Gas CooktopWall OvenMicrowaveRefrigeratorFreezerDishwasherWasherDryer Attic YN No Basement Description FullInterior AccessPartially FinishedFull With Walk-Out Cooling System Central Air Fireplaces Total 2 Heat Type Hot Air Laundry Room Info Main Level Laundry Room Location 1 Laundry Room Main1 Basement Living Area SQFTPer Public Record 0 Rooms Bedroom (Upper Level Book ShelvesFull BathWall/Wall Carpet) Library (Main Level Book ShelvesHardwood Floor) Bedroom (Upper Level Full BathHardwood Floor) Kitchen (Main Level BeamsDining AreaDouble-SinkEating SpacePatio/TerraceHardwood Floor) Primary BR Suite (Main Level Balcony/DeckFull BathWalk-In ClosetHardwood Floor) Sun Room (Main Level Ceiling FanDining AreaGas Log FireplaceStone Floor) Bedroom (Upper Level Full BathHardwood Floor) Loft (Other Level Vaulted Ce Rooms Additional FoyerGymLaundry RoomWine Cellar Sq Ft Est Heated Above Grade 6139 Total Rooms 12

Property Features

Agent Owner YN No Bank Owned Property No Exclusions see attached Foundation Type Concrete Fuel Tank Location In Basement Heat Fuel Type Oil Home Owners Assocation No Home Warranty Offered YN No Hot Water Description OilDomestic New Construction Type No/Resale Potential Short Sale No Sewage System Septic Tax Year July 2025-June 2026 Under Agreement Yn No Water Source Private Well Zoning C

Listing information © 2026 Smart MLS
Listing provided courtesy of Peter Klemm of Klemm Real Estate Inc: (860) 868-7313.


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. Data last updated: 2026-09-06T15:09:52.093.
 
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