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$1,195,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,793 Sq. Ft.
  • 2 Car Garage
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Great value, excellent location! Painter Hill is one of Roxbury's most scenic country roads. Close to Toplands Farm with beautiful pastoral views, a short drive to Maple Bank Farm for local produce, and just steps to a quiet dirt road for long walks. This charming Cape, built by the reputable local builder/owner in 2005, has 3 BR, 2.5 baths, a free-form Gunite pool and amazing outdoor living spaces. A covered front porch opens to the public living spaces. The main floor features a light-filled Great Room with a shiplap cathedral ceiling. The bookcases, bar and gas fireplace mantle are crafted from antique chestnut, and French doors open to a deck and patio. The dining room has a wood burning fireplace. An eat-in kitchen has a center island, granite counters, double ovens, refrigerator/freezer and a 4 burner gas cooktop. The primary bedroom suite is on the main level featuring built-in cabinets, a full bath and walk-in closet. There are two guest bedrooms and one full bath on the second floor. The lower level has one finished room and washer dryer. There is ample basement storage and access to a spacious two-car garage.

Full Property Details for 158 Painter Hill Rd

General

  • Sold For: $1,195,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24120750
  • Added to Site: 186 day(s) ago

Interior

  • Number of Rooms: 7
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Gas Cooktop, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3
  • Primary Suite: Bedroom Suite, Built-Ins, Full Bath, Walk-In Closet, H, Main
  • Bedroom 1: Bedroom - Wall/Wall Carpet, Upper
  • Bedroom 2: Bedroom - Wall/Wall Carpet, Upper

Other Rooms

  • Great Room: Great Room, Main
  • Eat In Kitchen: Eat-In Kitchen - Dining Area, Island, Hardwood Floor, Main
  • Dining Room: Dining Room - Fireplace, Hardwood Floor, Main
  • Laundry: Lower Level
  • Other Room 1: Other, Lower

Additional Information

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

Exterior

  • Exterior Features: Porch, Deck, Stone Wall, Patio
  • Color: Gray

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking: Under House Garage

Location

  • County: Litchfield
  • Neighborhood: Painter Hill
  • Driving Directions: GPS

School Information

  • Elementary School: Booth Free
  • Middle School: Regional District 12
  • Intermediate School: Regional District 12
  • High School: Regional District 12

Community

  • Community Name: Painter Hill

Heating & Cooling

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

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Cape Cod
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full, Storage, Garage Access, Interior Access, Partially Finished
  • Roof: Asphalt Shingle, Gable
  • Square Feet: 2,793
  • Above Ground: 2,583 Sq. Ft.
  • Below Ground: 210 Sq. Ft.
  • Year Built: 2005

Lot Features

  • Lot Size (Acres): 3.91
  • Zoning: C
  • Lot Description: Lightly Wooded, Sloping Lot

Financial Considerations

  • Assessment Amount: $561,190
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 867350

Listed by William Pitt Sotheby's Int'l, Bonnie Garguilo
Sold by William Pitt Sotheby's Int'l, Carla Mascaro

Listing agent

— 158 Painter Hill Rd —

  • Bonnie Garguilo

    William Pitt Sotheby's Int'l

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 158 Painter Hill Rd

School District:Regional School District 12
NameGradesDistance
Shepaug Valley School
159 South Street, Washington, CT 06793
6-121.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 158 Painter Hill Rd

Date
Details
Price
Change
Source
11/07/2025
Sold
$1,195,000
—
MLS
8/29/2025
Listed
$1,195,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by William Pitt Sotheby's Int'l, Bonnie Garguilo
Sold by William Pitt Sotheby's Int'l, Carla Mascaro

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158 Painter Hill Road, Roxbury, CT 06783 (MLS# 24120750) is a Single Family property that was sold at $1,195,000 on November 07, 2025. Want to learn more about 158 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.