556 Berkshire Road
Southbury, Connecticut 06488
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 1,747
- Acres
- 0.80
- Year Built
- 1988
- Neighborhood
- Berkshire Estates
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
47
28 under contract
Median List Price
$799,000
47 active listings
Median Closed Price
$625,000
161 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per 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
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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.