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380 Southbury Road

Roxbury, Connecticut 06783

ACTIVE$1,550,000

Reduced from $1,600,000

Beds
4
Baths
4 | 1
SqFt
4,452
Acres
6.87
Year Built
2003
Matt Caiola

Matt Caiola

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Pool3-Car Garage1 FireplacePrice Reduced

About This Home

Nestled on nearly seven private acres along a quiet country road in picturesque Roxbury, this exceptional residence offers a seamless blend of elegance, comfort, and classic New England charm. Set back from the road with a gently curving drive, the home welcomes you with a dramatic two-story foyer and grand staircase, complemented by hardwood floors, detailed millwork, crown molding, tray ceilings, and abundant natural light throughout. The gourmet kitchen features custom cherry cabinetry, granite countertops, stainless steel appliances, and a butler's pantry, opening to a warm hearth room with a fieldstone fireplace. A sunken family room with a brick fireplace and French doors leads to a stone patio, creating an ideal flow for indoor-outdoor living. The upper level offers a spacious primary suite, three additional bedrooms, three full baths, and a versatile rooms suitable for a home office, lounge, or playroom. The walk-out lower level with 9-foot ceilings provides approximately 1,950square feet of additional living space, including a recreation area, full bar, exercise room, bedroom, full bath, and flexible space for entertaining or extended living. The grounds offer a peaceful retreat with woodland trails, a stream, fire pit, outbuildings, and a two-story pool house. Additional features include a chicken coop and utility structure, enhancing the property's country lifestyle appeal. Conveniently located near local amenities while offering privacy and tranquility.

Key Facts

City/Town
Roxbury
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
2003
Days on Market
124 days
Beds
4
Baths
4 full · 1 half
Living Area
4,452 sq ft
Lot Size
6.87 acres
Garage / Parking
3 garage · 15 total
Property Taxes
$9,484 / Annually

Market Snapshot

The Roxbury Market

Single Family · trailing 12 months

Median Days on Market

88

30 active listings

Median $ / Sq Ft

$506

30 active listings

Sale-to-List Ratio

96.1%

29 sales

How this home compares

List Price

$1.55M

vs $1.30M median

19.5% above median

Price / Sq Ft

$348

vs $506 median

31.2% below median

Days on Market

124 days

vs 88 days median

36 days longer than median

Based on 30 active and 29 closed sales (trailing 12 mo) of single family in Roxbury. Source: SmartMLS · As of July 28, 2026.

Location

380 Southbury Road, Roxbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$9,210

per month

  • Principal & Interest$7,903
  • Property Taxes$790
  • Insurance$517
  • 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
Colonial
Year Built
2003
New Construction
No/Resale
Living Area
4,452 sq ft

Schools

Elementary
Booth Free
High
Per Board of Ed

Interior

Heating
Hot WaterWood/Coal Stove
Heat Fuel
Oil
Cooling
Ceiling FansCentral Air
Fireplaces
1
Laundry
Upper Level
Laundry Location
Upper Level2nd floor
Appliances
Gas RangeWall OvenMicrowaveRange HoodRefrigeratorSubzeroIcemakerDishwasherWasherElectric Dryer
Basement
FullFull With Walk-Out
Interior Features
Auto Garage Door OpenerCable - AvailableOpen Floor PlanSecurity System
Additional Rooms
Bonus Room

Exterior & Lot

Lot Size
6.87 acres
Zoning
C
Garage / Parking
3 garage spaces15 total parking spacesAttached GarageDrivewayUnpavedPrivateCircularUnpaved
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Pool
Pool HouseIn Ground Pool
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Block
Lot Description
SecludedTreedDryLevel LotProfessionally LandscapedOpen Lot

Listing & Financials

Property Taxes
$9,484 / Annually
Days on Market
124
MLS #
24162311
MLS Status
Active
Financing
FHA,VA,CHFA

Similar Properties

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

Listed By

Beatrice Dorlean-Cornet

(845) 206-8006

Berkshire Hathaway NE Prop.

(845) 855-8500

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 8:02 AM UTC.