Skip to main content

556 Berkshire Road

Southbury, Connecticut 06488

ACTIVE - NEW$449,900
Beds
3
Baths
2 | 1
SqFt
1,747
Acres
0.80
Year Built
1988
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
1-Car Garage1 Fireplace

About This Home

A MILLION-DOLLAR VIEW WITHOUT THE MILLION-DOLLAR PRICE TAG! Some homes simply cannot be captured through a camera lens, and this Southbury contemporary ranch is one of them! Privately nestled on a professionally landscaped acre, this 1,800-sqft retreat showcases breathtaking panoramic mountain countryside views and a tranquil setting. A mature redwood, Japanese maples, a graceful willow, and peach trees enhance the picturesque grounds. Inside, an open floor plan draws your eyes to the scenery through a wall of sliding glass doors. The living room features a gas fireplace, while the refreshed kitchen offers painted cabinetry, stainless steel appliances, a center island, and adjoining dining area. Three spacious bedrooms, 2.5 baths, and an inviting sunroom offer comfortable living. The finished lower level provides flexible space for a family room, office, or recreation area, with potential for an in-law setup. Recent improvements include professionally painted exterior siding, wraparound deck, and matching sheds, plus new flooring and fresh interior paint. Enjoy sweeping views from the wraparound deck, whether entertaining or savoring morning coffee. Two additional decks expand outdoor living, one off of the sunroom with an awning. An oversized heated garage with a workshop, storage, two sheds, greenhouse foundation, and a whole-house generator complete the property. Two additional land parcels are included. Photographs simply cannot do these extraordinary views justice!

Key Facts

City/Town
Southbury
Neighborhood
Berkshire Estates
Property / Style
Single Family · Contemporary,Ranch
Year Built
1988
Days on Market
0 days
Beds
3
Baths
2 full · 1 half
Living Area
1,747 sq ft
Lot Size
0.80 acres
Garage / Parking
1 garage
Property Taxes
$5,544 / Annually

Market Snapshot

The Southbury Market

Single Family · trailing 12 months

Median Days on Market

56

47 active listings

Median $ / Sq Ft

$269

47 active listings

Sale-to-List Ratio

100.0%

161 sales

How this home compares

List Price

$449,900

vs $799,000 median

43.7% below median

Price / Sq Ft

$258

vs $269 median

In line with median

Days on Market

0 days

vs 56 days median

56 days fresher than median

Based on 47 active and 161 closed sales (trailing 12 mo) of single family in Southbury. Source: SmartMLS · As of November 10, 2026.

Location

556 Berkshire Road, Southbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,050

per month

  • Principal & Interest$2,438
  • Property Taxes$462
  • Insurance$150
  • HOA$0

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

Location

City/Town
Southbury
Neighborhood
Berkshire Estates
County
New Haven

Residence

Property Type
Single Family
Style
Contemporary,Ranch
Year Built
1988
New Construction
No/Resale
Living Area
1,747 sq ft
Below Grade
291 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Baseboard
Heat Fuel
Electric
Cooling
Ceiling FansWindow Unit
Fireplaces
1
Laundry
Lower Level
Appliances
Gas RangeOven/RangeRange HoodRefrigeratorDishwasherWasherDryer
Basement
FullGarage AccessPartially Finished
In-Law Apartment
PossibleLower Level
Interior Features
Auto Garage Door OpenerCable - Pre-wiredOpen Floor Plan
Additional Rooms
Bonus RoomFoyerGreenhouseSitting Room

Exterior & Lot

Lot Size
0.80 acres
Zoning
R-20
Garage / Parking
1 garage spaceAttached GarageUnder House Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Wood
Roof
Fiberglass Shingle
Foundation
BlockConcrete
Exterior Features
ShedAwningsFruit TreesWrap Around DeckGuttersGarden AreaLighting
Lot Description
SecludedInterior LotTreedProfessionally Landscaped

Listing & Financials

Property Taxes
$5,544 / Annually
Days on Market
0
MLS #
24220098
MLS Status
Active
Financing
FHA,VA,CHFA

Similar Properties

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

Listed By

Patrick Capobianco

(203) 565-8850

Dave Jones Realty, LLC

(203) 758-0264

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

The IDX display contains information sourced from SmartMLS, Inc. as of 11/10/2026. 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 11/10/2026 at 8:45 AM UTC.