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88 Berkshire Road

Southbury, Connecticut 06488

PENDING$465,000
Beds
3
Baths
2 | 1
SqFt
1,348
Acres
1.12
Year Built
1935
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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3-Car Garage2 Fireplaces

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,947

per 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

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

Listed By

Gina Farra

(703) 314-4872

Keller Williams Realty

(203) 438-9494

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.