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26 Trowbridge Street

Waterbury, Connecticut 06710

ACTIVE$390,000
Beds
4
Baths
3 | 1
SqFt
2,075
Acres
0.14
Year Built
1920
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

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2-Car Garage1 Fireplace

About This Home

Welcome to 26 Trowbridge Street, a beautifully remodeled Cape Cod-style gem in Waterbury's desirable Hillside neighborhood and a fully operational, income-producing Airbnb with documented earnings. This move-in ready home is perfect for a family or an investor, having generated over $45,000 in net rental income across Airbnb and Vrbo in just seven months, with 152 nights booked, making it a rare find for short-term rental investors or anyone entering Airbnb hosting in CT. This spacious 4-bed, 3.5-bath home offers 2,075 sq ft blending classic charm with modern upgrades. The main level features a sunlit living room, formal dining room, a half bath for guests, and an updated kitchen with ample cabinet and counter space. Upstairs, four bedrooms include a primary suite with private full bath plus an additional room ideal as an office, nursery, or walk-in closet, and popular with longer-staying guests. Outside, a detached two-car garage and a low-maintenance yard offer everyday convenience, while a private hot tub has been a guest favorite. Furnishings and hot tub can be discussed to convey. With proven multi-platform earnings, an established 5-star hosting record, and a sought-after location, this is a turnkey home ready for its next owner, whether you're moving in or investing. Schedule your showing today.

Key Facts

City/Town
Waterbury
Neighborhood
Hillside
Property / Style
Single Family · Cape Cod
Year Built
1920
Days on Market
12 days
Beds
4
Baths
3 full · 1 half
Living Area
2,075 sq ft
Lot Size
0.14 acres
Garage / Parking
2 garage · 4 total
Property Taxes
$6,193 / Annually

Market Snapshot

The Waterbury Market

Single Family · trailing 12 months

Median Days on Market

36

100 active listings

Median $ / Sq Ft

$226

100 active listings

Sale-to-List Ratio

100.0%

596 sales

How this home compares

List Price

$390,000

vs $349,000 median

11.7% above median

Price / Sq Ft

$188

vs $226 median

16.8% below median

Days on Market

12 days

vs 36 days median

24 days fresher than median

Based on 100 active and 596 closed sales (trailing 12 mo) of single family in Waterbury. Source: SmartMLS · As of July 28, 2026.

Location

26 Trowbridge Street, Waterbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,634

per month

  • Principal & Interest$1,988
  • Property Taxes$516
  • Insurance$130
  • 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
Single Family
Style
Cape Cod
Year Built
1920
New Construction
No/Resale
Living Area
2,075 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Natural Gas
Cooling
None
Fireplaces
1
Laundry
Lower Level
Laundry Location
Garage
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherDryer
Basement
Full

Exterior & Lot

Lot Size
0.14 acres
Zoning
RL
Garage / Parking
2 garage spaces4 total parking spacesAttached GarageDrivewayPaved
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Stucco
Color
blue
Roof
Shingle
Foundation
Brick
Exterior Features
Porch-EnclosedPorchHot Tub
Lot Description
Level Lot

Listing & Financials

Property Taxes
$6,193 / Annually
Days on Market
12
MLS #
24191952
MLS Status
Active
Financing
FHA,VA,CHFA

Similar Properties

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Listed By

Rafael Suarez

(203) 675-5592

eXp Realty

(866) 828-3951

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 4:25 AM UTC.