42 Berkshire Road
Southbury, Connecticut 06488
- Beds
- 3
- Baths
- 2
- SqFt
- 956
- Acres
- 0.23
- Year Built
- 1940
- Neighborhood
- Berkshire Estates
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Welcome to 42 Berkshire Road, a charming 3-bedroom, 2 bath ranch! The upper level has a large bright living room with a window seat framed by bookcases and a cozy fireplace to warm your winter nights. There are 2 bedrooms, a full bath, kitchen and dining area with French doors leading to a patio. Heading down the spiral staircase to the lower level you are welcomed into a large living/family room. This level has a full bath, kitchenette, bedroom and a slider to the deck for relaxing, barbeques, or gazing at the stars. The shed is large enough to store your outside furniture and gardening tools. Convenient to I-84. An Absolute must see!
Key Facts
- City/Town
- Southbury
- Neighborhood
- Berkshire Estates
- Property / Style
- Single Family · Ranch
- Year Built
- 1940
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 956 sq ft
- Lot Size
- 0.23 acres
- Garage / Parking
- 5 total
- Property Taxes
- $5,139 / Annually
Market Snapshot
The Southbury Market
Single Family · trailing 12 months
Active Listings
42
30 under contract
Median List Price
$707,450
42 active listings
Median Closed Price
$630,000
171 sales
Median Days on Market
34
42 active listings
Median $ / Sq Ft
$279
42 active listings
Sale-to-List Ratio
100.0%
171 sales
How this home compares
List Price
$399,900
vs $707,450 median
43.5% below median
Price / Sq Ft
$418
vs $279 median
49.8% above median
Days on Market
0 days
vs 34 days median
34 days fresher than median
Based on 42 active and 171 closed sales (trailing 12 mo) of single family in Southbury. Source: SmartMLS · As of September 1, 2026.
Location
42 Berkshire Road, Southbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per month
- Principal & Interest$2,056
- Property Taxes$428
- Insurance$133
- 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
- Ranch
- Year Built
- 1940
- New Construction
- No/Resale
- Living Area
- 956 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Pomperaug
Interior
- Heating
- Hot Air
- Heat Fuel
- ElectricPropane
- Cooling
- Ceiling FansCentral Air
- Fireplaces
- 1
- Laundry
- Lower Level
- Appliances
- Electric CooktopOven/RangeRefrigeratorDishwasherWasherDryer
- Basement
- FullHeatedFully FinishedCooledInterior AccessLiveable SpaceFull With Walk-Out
Exterior & Lot
- Lot Size
- 0.23 acres
- Zoning
- R-20
- Garage / Parking
- 5 total parking spacesOff Street ParkingUnpaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- ShakeVinyl Siding
- Roof
- Metal
- Foundation
- Block
- Lot Description
- Lightly Wooded
Listing & Financials
- Property Taxes
- $5,139 / Annually
- Days on Market
- 0
- MLS #
- 24203069
- MLS Status
- Coming Soon
Similar Properties
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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 9/1/2026. 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 9/1/2026 at 6:15 PM UTC.