Skip to main content

4 Judge Road

Roxbury, Connecticut 06783

ACTIVE$3,200,000
Beds
3
Baths
2
SqFt
1,974
Acres
23.00
Year Built
1977
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
9-Car Garage1 Fireplace

About This Home

Exceptional equestrian estate featuring a fully equipped horse facility and charming Cape-style home. Ideal for equestrians, trainers, or boarding professionals, the property offers 16 rubber-matted stalls, a large well-lit indoor arena, and a second-floor viewing lounge with kitchen amenities-perfect for lessons, clinics, and entertaining. The barn includes a wash stall, feed room, hay storage, boarder tack lockers, laundry area, and full bath. Safety is enhanced by a commercial sprinkler system. Owned pole-mounted solar panels are installed but are not currently operational. Outside, expansive grass paddocks and a large sand/stone dust outdoor arena provide ample space for training and turnout. Bordering Land Trust property with a river and miles of trails, you can horseback ride or hike directly from your back door. "The Shepaug is one of those rivers that looks like it was painted by someone who had too much talent and not enough canvas." written by Charles Hayes. The Cape-style home features 3 bedrooms and 2 full baths, blending classic New England character with modern comfort. A 2-car attached garage is complemented by a detached 4-car garage, plus an additional detached 3-car garage with a second-floor apartment-ideal for guests, staff, rental income, or a home office.

Key Facts

City/Town
Roxbury
Neighborhood
N/A
Property / Style
Single Family · Cape Cod
Year Built
1977
Days on Market
31 days
Beds
3
Baths
2 full
Living Area
1,974 sq ft
Lot Size
23.00 acres
Garage / Parking
9 garage
Property Taxes
$6,340 / Annually

Market Snapshot

The Roxbury Market

Single Family · trailing 12 months

Median Days on Market

87

30 active listings

Median $ / Sq Ft

$506

30 active listings

Sale-to-List Ratio

96.1%

29 sales

How this home compares

List Price

$3.20M

vs $1.30M median

2.5× the median

Price / Sq Ft

$1,621

vs $506 median

3.2× the median

Days on Market

31 days

vs 87 days median

56 days fresher than median

Based on 30 active and 29 closed sales (trailing 12 mo) of single family in Roxbury. Source: SmartMLS · As of July 27, 2026.

Location

4 Judge Road, Roxbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$17,911

per month

  • Principal & Interest$16,316
  • Property Taxes$528
  • Insurance$1,067
  • HOA$0

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

Location

City/Town
Roxbury
Neighborhood
N/A
County
Litchfield

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
1977
New Construction
No/Resale
Living Area
1,974 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Window Unit
Fireplaces
1
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullUnfinished
In-Law Apartment
YesSecond FloorSeparate Entry

Exterior & Lot

Lot Size
23.00 acres
Zoning
C
Garage / Parking
9 garage spacesAttached GarageDetached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Clapboard
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
BarnStablePaddock
Lot Description
Fence - PartialFence - RailSecluded

Listing & Financials

Property Taxes
$6,340 / Annually
Days on Market
31
MLS #
24186522
MLS Status
Active

Similar Properties

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

Listed By

Pat Lahoud Lahoud

(860) 866-7756

William Pitt Sotheby's Int'l

(860) 868-6600

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. 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 7/27/2026 at 7:15 PM UTC.