26 Trowbridge Street
Waterbury, Connecticut 06710
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 2,075
- Acres
- 0.14
- Year Built
- 1920
- Neighborhood
- Hillside
- Property Type
- Single 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
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
Active Listings
100
125 under contract
Median List Price
$349,000
100 active listings
Median Closed Price
$310,000
596 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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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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.