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23 Painter Hill Road

Roxbury, Connecticut 06783

ACTIVE$1,049,000

Reduced from $1,095,000

Beds
4
Baths
2 | 1
SqFt
1,782
Acres
3.00
Year Built
1990
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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1 FireplacePrice Reduced

About This Home

Mint Hilltop Home with Views and only a short walk to Maple Bank Farm Stand, Toplands Farm and historic Roxbury Center. New Anderson Luxe White Oak Windows. Wood-Burning Fireplace, Vaulted Primary Bedroom with Balcony and Private Bath. Dine or relax on the Flagstone Terrace. Must See!

Key Facts

City/Town
Roxbury
Neighborhood
Painter Hill
Property / Style
Single Family · Cape Cod
Year Built
1990
Days on Market
83 days
Beds
4
Baths
2 full · 1 half
Living Area
1,782 sq ft
Lot Size
3.00 acres
Property Taxes
$5,415 / Annually

Market Snapshot

The Roxbury Market

Single Family · trailing 12 months

Median Days on Market

89

31 active listings

Median $ / Sq Ft

$493

31 active listings

Sale-to-List Ratio

96.1%

28 sales

How this home compares

List Price

$1.05M

vs $1.29M median

19.0% below median

Price / Sq Ft

$589

vs $493 median

19.5% above median

Days on Market

83 days

vs 89 days median

6 days fresher than median

Based on 31 active and 28 closed sales (trailing 12 mo) of single family in Roxbury. Source: SmartMLS · As of July 29, 2026.

Location

23 Painter Hill Road, Roxbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,150

per month

  • Principal & Interest$5,349
  • Property Taxes$451
  • Insurance$350
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Roxbury
Neighborhood
Painter Hill
County
Litchfield

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
1990
New Construction
No/Resale
Living Area
1,782 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Appliances
Cook TopOven/RangeRefrigeratorFreezerDishwasherWasherDryer
Basement
FullPartially Finished

Exterior & Lot

Lot Size
3.00 acres
Zoning
A
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Wood
Roof
Asphalt Shingle
Foundation
Block
Lot Description
RollingOpen Lot

Listing & Financials

Property Taxes
$5,415 / Annually
Days on Market
83
MLS #
24167690
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Peter Klemm

(917) 864-4940

Klemm Real Estate Inc

(860) 868-7313

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. This information 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 or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/29/2026 at 12:45 PM UTC.