227 Hillside Avenue
Waterbury, Connecticut 06710
- Beds
- 12
- Baths
- 6
- SqFt
- 4,800
- Acres
- 0.07
- Year Built
- 1920
- Neighborhood
- Hillside
- Property Type
- 5+ Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Not your average multifamily! This fully renovated 6-unit investment property has been extensively upgraded with quality improvements rarely found in comparable assets. The building is 100% occupied, offering immediate cash flow, and consists of (6) spacious 2-bed, 1-bath apartments, each approx.. 800 SF. Current rents are below market, providing an excellent value-add opportunity through future rent adjustments. Each apartment has been nicely updated with white cabinetry, durable laminate flooring, updated appliances and fixtures, vinyl replacement windows, fire-rated entry doors, and keyless entry systems with remote owner access. Major mechanical improvements include high-efficiency combi boilers, backup boilers and tankless water heaters for added reliability, plus a smart water meter with automatic leak detection and shutoff to help minimize maintenance concerns. Additional building enhancements include roof approx. 4yrs old, basement sprinkler systems, LED motion-sensor lighting throughout the common areas, security system, and a fire/emergency alarm system with a direct connection to the Fire Department. A coin/card-operated laundry room provides an additional source of income. Conveniently located with easy access to shopping, restaurants, public transportation, Downtown Waterbury, Route 8, and I-84. An exceptional turnkey investment offering strong in-place income, minimal deferred maintenance, and long-term upside. Can be purchased with multiple other buildings.
Key Facts
- City/Town
- Waterbury
- Neighborhood
- Hillside
- Property / Style
- Multi-Family · Units on different Floors,Units are Side-by-Side
- Year Built
- 1920
- Days on Market
- 15 days
- Beds
- 12
- Baths
- 6 full
- Living Area
- 4,800 sq ft
- Lot Size
- 0.07 acres
- Property Taxes
- $10,243 / Annually
Market Snapshot
The Waterbury Market
Multi-Family · trailing 12 months
Active Listings
50
42 under contract
Median List Price
$444,450
50 active listings
Median Closed Price
$412,500
197 sales
Median Days on Market
48
50 active listings
Median $ / Sq Ft
$158
50 active listings
Sale-to-List Ratio
100.0%
197 sales
How this home compares
List Price
$750,000
vs $444,450 median
68.7% above median
Price / Sq Ft
$156
vs $158 median
In line with median
Days on Market
15 days
vs 48 days median
33 days fresher than median
Based on 50 active and 197 closed sales (trailing 12 mo) of multi-family in Waterbury. Source: SmartMLS · As of July 28, 2026.
Location
227 Hillside Avenue, Waterbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$3,824
- Property Taxes$854
- Insurance$250
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Waterbury
- Neighborhood
- Hillside
- County
- New Haven
Residence
- Property Type
- Multi-Family
- Subtype
- 5 Family+
- Style
- Units on different Floors,Units are Side-by-Side
- Year Built
- 1920
- New Construction
- No/Resale
- Living Area
- 4,800 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- BaseboardHot AirHot Water
- Heat Fuel
- Natural Gas
- Cooling
- Window Unit
- Laundry
- Coin Op LaundryCommon Laundry Area
- Basement
- FullUnfinished
Exterior & Lot
- Lot Size
- 0.07 acres
- Zoning
- RM
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- white
- Roof
- Flat
- Foundation
- MasonryStone
- Exterior Features
- SidewalkPorchGuttersLighting
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $10,243 / Annually
- Days on Market
- 15
- MLS #
- 24191017
- MLS Status
- Active
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 7/28/2026. 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 7/28/2026 at 5:20 AM UTC.