392 Hill Street
Waterbury, Connecticut 06704
Reduced from $249,000
- Beds
- 3
- Baths
- 2
- SqFt
- 2,152
- Acres
- 0.08
- Year Built
- 1930
- 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
Unlock the potential at 392 Hill Street! This oversized property is a major fixer-upper, but for the right buyer it offers tremendous upside and endless possibilities. Legally a single-family home, the property was previously configured and utilized with a two-family style layout, featuring multiple kitchens and floor plans that have accommodated up to three bedrooms on each level. An expansive basement provides additional space with potential for storage, workshop areas, or future finished living space, subject to approvals. Whether you're an investor, contractor, or owner-occupant looking to build equity, this property presents a rare opportunity to transform a large home into something special. With its generous square footage, flexible layout, and strong value-add potential, 392 Hill Street could serve as an excellent long-term investment or renovation project. Conveniently located near local amenities, shopping, dining, and commuter routes. Property is being sold strictly as-is, where-is. Buyers to perform their own due diligence regarding legal use and future possibilities.
Key Facts
- City/Town
- Waterbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1930
- Days on Market
- 57 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 2,152 sq ft
- Lot Size
- 0.08 acres
- Garage / Parking
- 1 garage
- Property Taxes
- $6,209 / 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
$200,000
vs $349,000 median
42.7% below median
Price / Sq Ft
$93
vs $226 median
58.8% below median
Days on Market
57 days
vs 36 days median
21 days longer 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
392 Hill Street, Waterbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,020
- Property Taxes$517
- Insurance$67
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Waterbury
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1930
- New Construction
- No/Resale
- Living Area
- 2,152 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- None
- Appliances
- None
- Basement
- Full
Exterior & Lot
- Lot Size
- 0.08 acres
- Zoning
- RL
- Garage / Parking
- 1 garage spaceAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Block
- Exterior Features
- SidewalkPorch
- Lot Description
- Corner LotLevel Lot
Listing & Financials
- Property Taxes
- $6,209 / Annually
- Days on Market
- 57
- MLS #
- 24179531
- MLS Status
- Under Contract
Similar Properties
Homes with a close match in area, property type, and price.
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 6:01 AM UTC.