134 Chestnut Avenue
Waterbury, Connecticut 06710
- Beds
- 20
- Baths
- 6
- SqFt
- 7,320
- Acres
- 0.13
- Year Built
- 1909
- Neighborhood
- Hillside
- Property Type
- 5+ Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Multifamily investments with this level of renovation rarely come to market. This fully updated 6-unit property consists of (2) 4-bed units and (4) 3-bed units with roughly 1,200-1,220 SF each, 100% occupied on M to M leases, providing immediate cash flow with rents significantly under market for future upside. Extensively upgraded in the last couple of years, the property features remodeled apartments, new gas meters + lines, high-efficiency combi boilers, a smart water meter with automatic leak detection and shutoff, backup boilers, and tankless water heaters. The roof is approx. 7 yrs old, further minimizing capital expenditures. Additional improvements include electronic access to all apartments and basements, sprinkler systems in the basements, LED motion-sensor lighting in common areas, a comprehensive security system, a fire/emergency alarm system with direct connection to the Fire Department, and a coin/card-operated laundry room for additional income. Apartment interiors feature new cabinets, laminate flooring, updated appliances and fixtures, vinyl replacement windows, fire-rated entry doors, and keyless remote-access entry. A true turnkey investment featuring extensive capital improvements, minimal deferred maintenance, and good unit mix. Ideally situated in Waterbury's Willow Plaza/North End neighborhood, just minutes from Downtown, shopping, dining, public transportation, and convenient access to Route 8 and I-84. 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
- 1909
- Days on Market
- 16 days
- Beds
- 20
- Baths
- 6 full
- Living Area
- 7,320 sq ft
- Lot Size
- 0.13 acres
- Property Taxes
- $13,810 / 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
$875,000
vs $444,450 median
96.9% above median
Price / Sq Ft
$120
vs $158 median
24.1% below median
Days on Market
16 days
vs 48 days median
32 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
134 Chestnut Avenue, Waterbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$4,461
- Property Taxes$1,151
- Insurance$292
- 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
- 1909
- New Construction
- No/Resale
- Living Area
- 7,320 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- Window Unit
- Laundry
- Coin Op LaundryCommon Laundry Area
- Laundry Location
- basement
- Basement
- FullUnfinished
Exterior & Lot
- Lot Size
- 0.13 acres
- Zoning
- RM
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl SidingStucco
- Color
- tan
- Roof
- Flat
- Foundation
- MasonryStone
- Exterior Features
- SidewalkPorchGuttersLighting
- Lot Description
- Sloping Lot
Listing & Financials
- Property Taxes
- $13,810 / Annually
- Days on Market
- 16
- MLS #
- 24190921
- 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 5:10 AM UTC.