256 Hillside Avenue
Waterbury, Connecticut 06710
- Beds
- 7
- Baths
- 3
- SqFt
- 4,016
- Acres
- 0.27
- Year Built
- 1904
- Property Type
- 3 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
Attention investors and home owners!!! This is the perfect property to add to your portfolio or to live in one unit while the other units covers your mortgage. The entire electrical service has been recently updated. The siding is freshly painted. The 1st floor is a spacious 1,400 sq ft 3 bedroom apartment currently rented to a long term tenant for $1,600 on a month to month lease. The 2nd floor is identical to the 1st floor. It is empty and easy to show. The 3rd floor consists of 1,200 sq ft very spacious 1 bedroom apartment. All tenants are responsible for their own utilities. Just minutes from I-84 and Rt 8.
Key Facts
- City/Town
- Waterbury
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1904
- Days on Market
- 48 days
- Beds
- 7
- Baths
- 3 full
- Living Area
- 4,016 sq ft
- Lot Size
- 0.27 acres
- Garage / Parking
- 6 total
- Property Taxes
- $3,419 / Annually
Market Snapshot
The Waterbury Market
Multi-Family · trailing 12 months
Active Listings
50
38 under contract
Median List Price
$472,450
50 active listings
Median Closed Price
$415,000
192 sales
Median Days on Market
42
50 active listings
Median $ / Sq Ft
$155
50 active listings
Sale-to-List Ratio
100.0%
192 sales
How this home compares
List Price
$450,000
vs $472,450 median
In line with median
Price / Sq Ft
$112
vs $155 median
27.7% below median
Days on Market
48 days
vs 42 days median
6 days longer than median
Based on 50 active and 192 closed sales (trailing 12 mo) of multi-family in Waterbury. Source: SmartMLS · As of September 16, 2026.
Location
256 Hillside Avenue, Waterbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$2,337
- Property Taxes$285
- Insurance$150
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Waterbury
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Multi-Family
- Subtype
- 3 Family
- Style
- Units on different Floors
- Year Built
- 1904
- New Construction
- No/Resale
- Living Area
- 4,016 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot AirHot Water
- Heat Fuel
- Natural Gas
- Cooling
- Window Unit
- Basement
- FullFull With Hatchway
Exterior & Lot
- Lot Size
- 0.27 acres
- Zoning
- RM
- Garage / Parking
- 6 total parking spacesPavedOff Street ParkingDrivewayPrivate
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Wood
- Color
- green
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Lot Description
- Corner Lot
Listing & Financials
- Property Taxes
- $3,419 / Annually
- Days on Market
- 48
- MLS #
- 24195346
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/16/2026. 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 9/16/2026 at 9:55 PM UTC.