409 Highland Drive
Waterbury, Connecticut 06708
- Beds
- 3
- Baths
- 1 | 2
- SqFt
- 1,388
- Acres
- 0.33
- Year Built
- 1963
- 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
Cherished by its original owner and meticulously maintained throughout the years, this special home is ready for its next chapter-and its next lucky owner! Offering timeless charm, comfortable living spaces, and incredible potential, this is an opportunity you won't want to miss. The classic brick exterior sets the tone, while beautiful hardwood flooring and an inviting open-concept living, dining, and kitchen area create a warm, welcoming atmosphere. Outside, the beautiful, level yard and covered patio provide the perfect setting for summer gatherings, outdoor dining, or simply unwinding at the end of the day. Looking for room to grow and make a home your own? The full, unfinished basement offers a blank canvas brimming with possibilities, whether you envision a recreation room, home gym, hobby space, or in-law apt. An added half bath in the basement is a valuable bonus! A two-car garage and extra-wide driveway offer plenty of parking for you and your guests. This home is a special opportunity for buyers looking for lasting value and room to make their mark. Don't let this one pass you by-schedule your private showing today and discover all the possibilities waiting for you!
Key Facts
- City/Town
- Waterbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1963
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 1 full · 2 half
- Living Area
- 1,388 sq ft
- Lot Size
- 0.33 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $6,765 / Annually
Market Snapshot
The Waterbury Market
Single Family · trailing 12 months
Active Listings
115
108 under contract
Median List Price
$320,000
115 active listings
Median Closed Price
$310,000
602 sales
Median Days on Market
41
115 active listings
Median $ / Sq Ft
$215
115 active listings
Sale-to-List Ratio
100.0%
602 sales
How this home compares
List Price
$349,900
vs $320,000 median
9.3% above median
Price / Sq Ft
$252
vs $215 median
17.2% above median
Days on Market
0 days
vs 41 days median
41 days fresher than median
Based on 115 active and 602 closed sales (trailing 12 mo) of single family in Waterbury. Source: SmartMLS · As of October 26, 2026.
Location
409 Highland Drive, Waterbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 22, 2026per month
- Principal & Interest$1,923
- Property Taxes$564
- Insurance$117
- 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
- Ranch
- Year Built
- 1963
- New Construction
- No/Resale
- Living Area
- 1,388 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Lower Level
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullGarage AccessInterior AccessConcrete FloorFull With Walk-Out
- Interior Features
- Auto Garage Door OpenerCable - AvailableOpen Floor Plan
Exterior & Lot
- Lot Size
- 0.33 acres
- Zoning
- RL
- Garage / Parking
- 2 garage spacesUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Brick
- Color
- Brick
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- GuttersStone WallPatio
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $6,765 / Annually
- Days on Market
- 0
- MLS #
- 24216270
- MLS Status
- Coming Soon
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/26/2026. 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 10/26/2026 at 4:15 AM UTC.