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Located in the highly desirable Town Plot neighborhood of Waterbury, 146 Highland Drive is a meticulously maintained Cape Cod-style home that reflects true pride of ownership throughout. This inviting property offers 3 spacious bedrooms plus a versatile bonus room that can easily serve as a 4th bedroom, home office, playroom, or guest space to fit your needs. The home features a warm and functional layout with comfortable living spaces, abundant natural light, and thoughtful upkeep both inside and out. The beautifully maintained exterior creates excellent curb appeal, while the private backyard is designed for relaxation and entertaining. Enjoy summer days in the above-ground saltwater pool complete with an expansive deck area perfect for hosting gatherings, barbecues, or simply unwinding outdoors. Additional highlights include an attached one-car garage, ample off-street parking, and a quiet residential setting within one of Waterbury's most sought-after neighborhoods. Conveniently located near shopping, restaurants, parks, schools, and major commuter routes, this move-in ready home offers the perfect combination of comfort, flexibility, and location. A rare opportunity to own a lovingly cared-for property in the heart of Town Plot.

  • Bedrooms
    4
  • Bathrooms
    2
  • Year Built
    1952
  • Architectural Style
    Cape Cod
  • Construction Materials
    Aluminum Siding, Block
  • Foundation
    Block
  • Garage Spaces
    1.0
  • Parking Features
    Attached, Garage Door Opener
  • Living Area
    1512.0
  • Appliances
    Dryer, Electric Range, Refrigerator, Washer
  • Exterior Features
    Barbecue
  • Patio And Porch
    Deck
  • Pool Features
    Above Ground, Outdoor Pool, Salt Water
  • Cooling
    Window Unit(s)
  • Heating
    Hot Water, Oil
  • Basement
    Full, Unfinished, Concrete, Storage Space

  • Acres
    0.17
  • Lot Features
    Level
  • Water
    Public

  • County
    New Haven
  • City
    Waterbury
  • Zip Code
    06708
  • High School
    John F. Kennedy
  • Elementary School
    Per Board of Ed

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Frequently Asked Questions

How do I schedule a tour of 146 Highland Dr?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 146 Highland Dr.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 146 Highland Dr?

Click Ask a Question to talk with our team. You already know it is a 4 bed, 2 bath, listed for $349,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Waterbury, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 146 Highland Dr?

With a 20% down payment and a 30-year fixed loan at an illustrative 6.75% rate, the ez Mortgage Calculator estimates the monthly payment for 146 Highland Dr at around $2,404. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 146 Highland Dr?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in New Haven County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 146 Highland Dr?

In most cases, yes. Whether 146 Highland Dr is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Waterbury's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 146 Highland Dr?

We can handle that for you. Our preferred local agent specializes in residentials in Waterbury and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $349,000 with 1,512 sqft of space—that comes out to approximately $231 per square foot.

How long has this property been on the market?

146 Highland Dr was listed on May 27, 2026, which means it's been on the market for 164 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1952, making it approximately 74 years old.

What is the lot size of this property?

146 Highland Dr sits on a 0.17-acre lot, which is 7,405 square feet.

What schools are assigned to this property?

Based on MLS info, this home is zoned for:

  • Elementary: Per Board of Ed
  • High: John F. Kennedy

Want to see how these schools compare? Check out our New Haven County School Guide to see ratings, reviews, and more for the schools in the area.

What are the property taxes for 146 Highland Dr?

The most recent public record shows annual property taxes for 146 Highland Dr were approximately $6,140. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 146 Highland Dr still available for sale?

This home is under contract, but may still accept backup offers. Click ♥ to track updates or connect with our local expert to see if it's still worth pursuing.

Source: ez Home Search, MLS Data

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Listing information provided exclusively 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. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, SmartMLS. All rights reserved.

Last Updated: November 07, 2026 at 10:35AM | Source: SmartMLS | MLS#: 24178745