158 Painter Hill Rd

Roxbury, CT 06783

$1,195,000
Last Sold Price
3
Beds
2,793 Sq. Ft.
$428 / Sq. Ft.
2,793
Sq. Ft.
$428
per Sq. Ft.
Closed 11/7/25
Closed 11/7/25
a front view of a building with a garden

Description

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...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.
  1. Listed by Bonnie Garguilo • William Pitt Sotheby's Int'l
    P: (860)-921-7648 C: (860)-921-7648 bgarguilo@williampitt.com

Property Details for 158 Painter Hill Road

Basement Description
Full, Storage, Garage Access, Interior Access, Partially Finished
Direct Waterfront
No
Garages Number
2
Neighborhood
Painter Hill
Style
Cape Cod
Garage Parking Info
Under House Garage
Swimming Pool
Yes
LISTING UPDATED: 11/07/2025 10:24 PM

Property Details for 158 Painter Hill Road

StatusClosed
MLS #24120750
Days on Market13
Taxes$7,295 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built2005
Lot Size3.91 AC / 170,319 SF
CountyLitchfield County

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Bonnie Garguilo

Sold By William Pitt Sotheby's Int'l, Carla P Mascaro

Add your commute

Building Information for 158 Painter Hill Road

Stories-Year Built2005Building Size-Lot Size3.91 AC / 170,319 SF

Payment Calculator

$6,513 per month

30 year fixed, 6.28% Interest

Principal and Interest

$5,905

Property Taxes

$608

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 158 Painter Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS
  • Elementary School: Booth Free
  • High School: Regional District 12
  • Intermediate School: Regional District 12
  • Latitude: 41.579702
  • Longitude: -73.295304
  • Middle Jr High School: Regional District 12
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $7,295
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch, Deck, Stone Wall, Patio
  • Pool Description: Gunite, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Cooktop, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: No
  • Fireplaces Total: 1
  • Laundry Room Info: Lower Level
  • Laundry Room Location: Basement
  • Rooms Total: 7
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Great Room
Room 2
  • Room Entry Order: 2
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Features: Dining Area,Island,Hardwood Floor
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 4
  • Room Entry Order: 4
  • Room Features: Bedroom Suite,Built-Ins,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Level: Main
  • Room Type: Primary BR Suite
Room 5
  • Listing Key: 3CD15C32469ECB49E063E201100A629F
  • Room Entry Order: 5
  • Room Features: Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Features: Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 7
  • Room Level: Lower
  • Room Type: Other
Property
Property and Assessments
  • Color: Gray
  • Construction Description: Frame
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle, Gable
  • Year Built: 2005
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Est Heated Below Grade: 210
  • Living Area SQFT Per Public Records: 2583
Lot Information
  • Lot Description: Lightly Wooded, Sloping Lot
  • Parcel Number: 867350
  • Sq Ft Est Heated Above Grade: 2583.0
  • Sq Ft Total: 2793.0
  • Zoning: C
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Domestic
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Tenant

Property History for 158 Painter Hill Road

DateEvent & SourcePriceAppreciation
Feb 26, 2002

Closed (Public Record)

Public Record #99598578

$90,000—
DateEvent & SourcePrice
02/26/2002

Closed (Public Record)

Public Record #99598578

$90,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 158 Painter Hill Road

Taxable ValueLand$251,230Additions$309,960Total$561,190
Tax Record2024$7,295 ($608 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt2,583 SqFtAbove Grade Finished SqFt2,583 SqFtUnfinished Basement SqFt1,140 SqFtStories2Lot Size170,320 SqFtStyleSingle Family ResidenceYear Built2005Year Renovated2013ZoningCCountyLITCHFIELDAPNRXBY M:29 L:30Fireplace TypeHas Fireplace

Schools near 158 Painter Hill Road

This home is within Regional School District 12.
Rating
School
Type
Grades
Distance
Booth Free School
Public - K to 5
Shepaug Valley School
Public - 6 to 12
The Burnham School
Public - K to 5
Rating
School
Distance
Booth Free School
PublicK to 5

Shepaug Valley School
Public6 to 12

The Burnham School
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Bonnie Garguilo

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.