433 Highland Drive
Waterbury, Connecticut 06708
- Beds
- 3
- Baths
- 2 | 2
- SqFt
- 2,024
- Acres
- 0.33
- Year Built
- 1962
- Neighborhood
- Town Plot
- 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
Priced to Sell! Welcome to this spacious and versatile home in desirable Town Plot! The main level offers 3 bedrooms, 1.5 baths, a bonus room, and a full bath featuring a whirlpool tub and separate stand-up shower. The lower level adds even more flexibility with 1 bedroom, 1.5 baths, a full kitchen, laundry, and a bonus room, plus a separate rear entrance, perfect for an in-law setup, multigenerational living, or potential rental use, subject to buyer verification. Enjoy an attached garage, private driveway, and spacious backyard. A great opportunity for buyers looking for space, flexibility, and value in a desirable neighborhood. Priced to sell-come see all this home has to offer! Agent is owner/seller related.
Key Facts
- City/Town
- Waterbury
- Neighborhood
- Town Plot
- Property / Style
- Single Family · Raised Ranch
- Year Built
- 1962
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full · 2 half
- Living Area
- 2,024 sq ft
- Lot Size
- 0.33 acres
- Garage / Parking
- 1 garage · 4 total
- Property Taxes
- $8,346 / Annually
Market Snapshot
The Waterbury Market
Single Family · trailing 12 months
Active Listings
109
115 under contract
Median List Price
$319,999
109 active listings
Median Closed Price
$310,000
594 sales
Median Days on Market
41
109 active listings
Median $ / Sq Ft
$219
109 active listings
Sale-to-List Ratio
100.0%
594 sales
How this home compares
List Price
$380,000
vs $319,999 median
18.8% above median
Price / Sq Ft
$188
vs $219 median
14.2% below median
Days on Market
0 days
vs 41 days median
41 days fresher than median
Based on 109 active and 594 closed sales (trailing 12 mo) of single family in Waterbury. Source: SmartMLS · As of October 8, 2026.
Location
433 Highland Drive, Waterbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per month
- Principal & Interest$2,080
- Property Taxes$696
- Insurance$127
- 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
- Raised Ranch
- Year Built
- 1962
- New Construction
- No/Resale
- Living Area
- 2,024 sq ft
- Below Grade
- 600 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot WaterZoned
- Heat Fuel
- Oil
- Cooling
- Window Unit
- Fireplaces
- 2
- Laundry Location
- Basement
- Appliances
- Electric RangeRefrigeratorDishwasher
- Basement
- FullHeatedFully FinishedGarage Access
- In-Law Apartment
- YesLower Level
- Interior Features
- Auto Garage Door Opener
Exterior & Lot
- Lot Size
- 0.33 acres
- Zoning
- RS
- Garage / Parking
- 1 garage space4 total parking spacesUnder House GarageDrivewayPrivate
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Brick
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level LotSloping Lot
Listing & Financials
- Property Taxes
- $8,346 / Annually
- Days on Market
- 0
- MLS #
- 24212924
- MLS Status
- Active
- Financing
- Assumable,FHA,VA,CHFA
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Yvette Larracuente
Larracuente & Johnson Realty, LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/8/2026. 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 10/8/2026 at 7:41 PM UTC.