433 Highland Drive
Waterbury, Connecticut 06708
- Beds
- 2
- Baths
- 2 | 2
- SqFt
- 1,424
- Acres
- 0.33
- Year Built
- 1962
- Neighborhood
- Town Plot
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to 433 Highland Drive in Waterbury's desirable Town Plot neighborhood! This spacious home offers 3 bedrooms on the main level plus a flexible room perfect as a 4th bedroom, office, or playroom. The main level also features 1.5 baths, including a full bath with a whirlpool tub, a large living room with a wood-burning fireplace, an oversized dining room, and a spacious eat-in kitchen. The fully finished lower level has its own private entrance and offers excellent in-law or multi-generational living potential with a second kitchen, large family room with a wood-burning fireplace, 1.5 baths, and two additional finished rooms-one ideal as a bedroom and the other perfect for a gym, office, or guest room. Enjoy a level backyard with plenty of space for entertaining, gardening, or play. Conveniently located near schools, golf course, shopping, restaurants, and major highways, this versatile home offers space, comfort, and endless possibilities. Sale is subject to Probate Court approval. Listing agent is a co-fiduciary.
Key Facts
- City/Town
- Waterbury
- Neighborhood
- Town Plot
- Property / Style
- Single Family · Ranch
- Year Built
- 1962
- Days on Market
- 21 days
- Beds
- 2
- Baths
- 2 full · 2 half
- Living Area
- 1,424 sq ft
- Lot Size
- 0.33 acres
- Garage / Parking
- 1 garage · 5 total
- Property Taxes
- $8,662 / Annually
Market Snapshot
The Waterbury Market
Single Family · trailing 12 months
Active Listings
101
125 under contract
Median List Price
$349,000
101 active listings
Median Closed Price
$310,000
596 sales
Median Days on Market
36
101 active listings
Median $ / Sq Ft
$227
101 active listings
Sale-to-List Ratio
100.0%
596 sales
How this home compares
List Price
$439,999
vs $349,000 median
26.1% above median
Price / Sq Ft
$309
vs $227 median
36.1% above median
Days on Market
21 days
vs 36 days median
15 days fresher than median
Based on 101 active and 596 closed sales (trailing 12 mo) of single family in Waterbury. Source: SmartMLS · As of July 28, 2026.
Location
433 Highland Drive, Waterbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,243
- Property Taxes$722
- Insurance$147
- 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
- Ranch
- Year Built
- 1962
- New Construction
- No/Resale
- Living Area
- 1,424 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- None
- Fireplaces
- 2
- Laundry
- Lower Level
- Appliances
- Electric RangeRange HoodRefrigeratorDishwasher
- Basement
- FullFully Finished
- In-Law Apartment
- PossibleLower Level
- Additional Rooms
- Bonus Room
Exterior & Lot
- Lot Size
- 0.33 acres
- Zoning
- RL
- Garage / Parking
- 1 garage space5 total parking spacesAttached GarageDrivewayPaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Brick
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $8,662 / Annually
- Days on Market
- 21
- MLS #
- 24189293
- MLS Status
- Active
- Financing
- 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 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 6:55 AM UTC.