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$4,495,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 5 Full Baths
  • 2 Partial Baths
  • 6,139 Sq. Ft.
  • 3 Car Garage
  • Updated 13 hours ago
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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. 3rd floor loft. Recreation Room/Guest Apartment over the 3-car attached garage. Walk-out lower level includes a gym, wine cellar, additional bedroom, 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.

Full Property Details for 297 Painter Hill Rd

General

  • Price: $4,495,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24192621
  • Updated: 7/20/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 12
  • Rooms/Areas: Foyer, Gym, Laundry Room, Wine Cellar
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Gas Cooktop, Wall Oven, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 7
  • Full Bathrooms: 5
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4
  • Primary Suite: Balcony/Deck, Full Bath, Walk-In Closet, Hardwood Flo, 15.3 x 19.7, Main
  • Bedroom 1: Bedroom - Book Shelves, Full Bath, Wall/Wall Carpet, 11.9 x 22.11, Upper
  • Bedroom 2: Bedroom - Full Bath, Hardwood Floor, 12.5 x 19.9, Upper
  • Bedroom 3: Bedroom - Full Bath, Hardwood Floor, 25.8 x 25.1, Upper

Other Rooms

  • Living Room: Living Room - 9 ft+ Ceilings, Fireplace, Patio/Terrace, Hardwood Floor, 28.1 x 26.9, Main
  • Family Room: Family Room - Beams, Wet Bar, Fireplace, Patio/Terrace, Hardwood Floor, 15.4 x 27, Main
  • Kitchen: Kitchen - Beams, Dining Area, Double-Sink, Eating Space, Patio/Terrace, Hardwood Floor, 14.7 x 22.1, Main
  • Dining Room: Dining Room - Hardwood Floor, 14.11 x 19.9, Main
  • Library: Library - Book Shelves, Hardwood Floor, 11.9 x 12.1, Main
  • Loft: Loft - Vaulted Ceiling, Hardwood Floor, 21.1 x 22.1, Other
  • Laundry: Main Level

Additional Information

  • Pool: Yes
  • Pool Description: Gunite, Heated, In Ground Pool

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Parking: Attached Garage

Location

  • County: Litchfield
  • Neighborhood: Painter Hill
  • Driving Directions: 47 S to Right on Painter Ridge to Left on Painter Hill, .5mile down on left. Long Private Driveway.

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Community

  • Community Name: Painter Hill

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Other
  • Construction Status: No/Resale
  • Exterior Const.: Shingle, Cedar, Redwood
  • Basement Desc.: Full, Interior Access, Partially Finished, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Square Feet: 6,139
  • Above Ground: 6,139 Sq. Ft.
  • Year Built: 1989

Lot Features

  • Lot Size (Acres): 14.81
  • Zoning: C
  • Lot Description: Secluded, Lightly Wooded, Sloping Lot, Cleared, Professionally Landscaped

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Brook

Financial Considerations

  • Assessment Amount: $3,270,400
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: see attached
  • Property ID: 866512

Listed by Klemm Real Estate Inc, Peter Klemm

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Listing agent

— 297 Painter Hill Rd —

  • Peter Klemm

    Klemm Real Estate Inc

Agent Contact: (917) 864-4940 Office Contact: (860) 868-7313

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 297 Painter Hill Rd

School District:Regional School District 12
NameGradesDistance
Booth Free School
14 South Street, Roxbury, CT 06783
K-52.8 mi
Shepaug Valley School
159 South Street, Washington, CT 06793
6-121.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 297 Painter Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/20/2026
Listed
$4,495,000
19.87%
MLS
11/20/2012
Sold
$3,750,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 297 Painter Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$42,515
3%
$3,270,400
—
2023
$41,207
4%
$3,270,400
25%
2022
$39,773
-1%
$2,608,060
—
2021
$40,164
-3%
$2,608,060
—
2020
$41,207
5%
$2,608,060
5%
2019
$39,393
—
$2,485,350
—
2018
$39,393
7%
$2,485,350
-4%
2017
$36,767
4%
$2,589,200
—
2016
$35,472
-1%
$2,589,200
-1%
2015
$35,883
2%
$2,619,190
—
2014
$35,097
1%
$2,619,190
—
2012
$34,835
—
$2,619,190
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Klemm Real Estate Inc, Peter Klemm

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297 Painter Hill Road, Roxbury, CT 06783 (MLS# 24192621) is a Single Family property with 4 bedrooms, 5 full bathrooms and 2 partial bathrooms. 297 Painter Hill Road is currently listed for $4,495,000 and was received on July 20, 2026. Want to learn more about 297 Painter Hill Road? Do you have questions about finding other Single Family real estate for sale in Roxbury? You can browse all Roxbury real estate or contact a Coldwell Banker agent to request more information.

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