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392 Hill Street

Waterbury, Connecticut 06704

PENDING$200,000

Reduced from $249,000

Beds
3
Baths
2
SqFt
2,152
Acres
0.08
Year Built
1930
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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1-Car GaragePrice Reduced

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$1,604

per 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.

Listed By

Kyle Neumann

(860) 370-3712

Houlihan Lawrence

(203) 438-0455

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.