Skip to main content

443 Highland Avenue

Waterbury, Connecticut 06708

ACTIVE - NEW$299,900
Beds
3
Baths
1
SqFt
2,202
Acres
0.50
Year Built
1928
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.

Call Matt

About This Home

Welcome to this lovingly maintained Colonial ideally situated in the sought after upper Town Plot. Filled with character, craftsmanship and inviting spaces this home offers a wonderful blend of functionality and timeless charm. Step inside and appreciate the soft paint colors, new French doors creating an easy flow from room to room. The eat in kitchen features plenty of cabinetry with new hardware and abundant counters. Whether your preparing every day meals or hosting friends, this area provides a wonderful gathering space for cooking, conversation, and family memories. Throughout the home, brand new light fixtures and ceiling fans add a modern and fresh stylish touch. Two bonus rooms include an at home office perfect for work at home and a sunroom to provide a zen tranquil place. The living area upstairs rounds out the home includes 3 generous sized bedrooms with ample closets and a full bathroom. Step onto your brand new deck and discover a large, fenced in backyard, perfect for outdoor relaxation, your morning cup of joe and that new book. This is the perfect yard for game days, BBQs and family events. This 1/2 acre lot has a lot of potential to be the very place your family and friends choose to spend their time. Close to shopping, amazing restaurants, and parks, it is truly close to everything This home has a new water heater and new flooring. Come have a look at this gem right in the middle of it all. Set up your personal showing today. Home is being sold AS Is

Key Facts

City/Town
Waterbury
Neighborhood
Town Plot
Property / Style
Single Family · Colonial
Year Built
1928
Days on Market
0 days
Beds
3
Baths
1 full
Living Area
2,202 sq ft
Lot Size
0.50 acres
Garage / Parking
6 total
Property Taxes
$5,406 / Annually

Market Snapshot

The Waterbury Market

Single Family · trailing 12 months

Median Days on Market

34

115 active listings

Median $ / Sq Ft

$225

115 active listings

Sale-to-List Ratio

100.0%

594 sales

How this home compares

List Price

$299,900

vs $320,000 median

6.3% below median

Price / Sq Ft

$136

vs $225 median

39.6% below median

Days on Market

0 days

vs 34 days median

34 days fresher than median

Based on 115 active and 594 closed sales (trailing 12 mo) of single family in Waterbury. Source: SmartMLS · As of September 23, 2026.

Location

443 Highland Avenue, Waterbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,139

per month

  • Principal & Interest$1,588
  • Property Taxes$451
  • Insurance$100
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Waterbury
Neighborhood
Town Plot
County
New Haven

Residence

Property Type
Single Family
Style
Colonial
Year Built
1928
New Construction
No/Resale
Living Area
2,202 sq ft
Below Grade
704 sq ft

Schools

Elementary
B. W. Tinker
High
John F. Kennedy

Interior

Heating
BaseboardHot WaterRadiator
Heat Fuel
Natural Gas
Cooling
Window Unit
Laundry
Lower Level
Laundry Location
washer dryer hook ups
Appliances
Electric CooktopOven/RangeRefrigeratorFreezerDishwasher
Basement
FullUnfinishedHeatedStorageConcrete Floor
Interior Features
Cable - Available

Exterior & Lot

Lot Size
0.50 acres
Zoning
RL
Garage / Parking
6 total parking spacesPavedOff Street Parking
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Vinyl Siding
Color
tan
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
ShedDeckGuttersGarden AreaLighting
Lot Description
Fence - WoodFence - FullTreedDryLevel LotCleared

Listing & Financials

Property Taxes
$5,406 / Annually
Days on Market
0
MLS #
24207762
MLS Status
Active
Financing
FHA,VA,CHFA

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Dena Canney

(860) 869-9911

Tier 1 Real Estate

(860) 578-2016

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/23/2026. 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 9/23/2026 at 9:10 PM UTC.