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134 Chestnut Avenue

Waterbury, Connecticut 06710

ACTIVE$875,000
Beds
20
Baths
6
SqFt
7,320
Acres
0.13
Year Built
1909
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,904

per 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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Listed By

Amanda Faroni-Sheehan

Oxford Realty

(203) 314-4219

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.