88 Berkshire Road
Southbury, Connecticut 06488
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 1,348
- Acres
- 1.12
- Year Built
- 1935
- 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
Quietly nestled between Southbury and Newtown, this 3-bedroom, 2.5-bath ranch is a rare gem. Boasting an open, sun-filled floor plan, this home is built for both relaxation and entertaining. Enjoy the outdoors on your private decks or patio, complete with a fire pit and a unique 'Catio' for your pets. The home features extensive flexibility, including a finished basement with a dry bar and full bath-ideal for an in-law suite - and a detached garage with a pellet stove, perfect for a workshop or flex space. With easy access to I-84, shopping, dining, and premier outdoor destinations like Lake Zoar and Kettletown State Park, this property offers the ultimate in convenience and lifestyle. Schedule your showing today!
Key Facts
- City/Town
- Southbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1935
- Days on Market
- 19 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 1,348 sq ft
- Lot Size
- 1.12 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $5,050 / Annually
Market Snapshot
The Southbury Market
Single Family · trailing 12 months
Active Listings
32
36 under contract
Median List Price
$655,000
32 active listings
Median Closed Price
$630,000
165 sales
Median Days on Market
32
32 active listings
Median $ / Sq Ft
$288
32 active listings
Sale-to-List Ratio
100.0%
165 sales
How this home compares
List Price
$465,000
vs $655,000 median
29.0% below median
Price / Sq Ft
$345
vs $288 median
19.8% above median
Days on Market
19 days
vs 32 days median
13 days fresher than median
Based on 32 active and 165 closed sales (trailing 12 mo) of single family in Southbury. Source: SmartMLS · As of July 29, 2026.
Location
88 Berkshire Road, Southbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,371
- Property Taxes$421
- Insurance$155
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Southbury
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1935
- New Construction
- No/Resale
- Living Area
- 1,348 sq ft
Schools
- Elementary
- Gainfield
- High
- Pomperaug
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Ceiling FansWindow Unit
- Fireplaces
- 2
- Laundry
- Lower Level
- Laundry Location
- In basementoff of the finished space
- Appliances
- Gas CooktopElectric RangeRange HoodRefrigeratorFreezerIcemakerDishwasherWasherElectric Dryer
- Basement
- FullHeatedInterior AccessPartially FinishedWalk-outLiveable Space
- In-Law Apartment
- PossibleLower Level
- Interior Features
- Cable - Pre-wiredOpen Floor Plan
Exterior & Lot
- Lot Size
- 1.12 acres
- Zoning
- R-20
- Garage / Parking
- 3 garage spacesAttached GarageDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Shake
- Color
- Natural Shaker Shing
- Roof
- Shake
- Foundation
- Concrete
- Exterior Features
- DeckGuttersCovered DeckPatio
- Lot Description
- Lightly WoodedTreed
Listing & Financials
- Property Taxes
- $5,050 / Annually
- Days on Market
- 19
- MLS #
- 24189143
- MLS Status
- Under Contract - Continue to Show
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 7/29/2026. 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 7/29/2026 at 10:10 AM UTC.