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Investor Opportunity in Waterbury! Looking for your next income-producing investment? This two-family property at 99 Congress Ave presents an opportunity for investors or owner-occupants looking to build equity and maximize rental potential. Both units are currently occupied by month-to-month tenants paying below-market rents, offering potential for increased rental income over time. Whether you're expanding your rental portfolio or looking to live in one unit while generating income from the other, this property offers flexibility and potential. Bring your vision and explore the possibilities this multi-family property has to offer. Don't wait and schedule today! Home is being sold AS-IS hot water heaters where replaced.

Highlights

  • Residential Income
  • Duplex
  • Built in 1898
  • 0.08 Acre Lot
  • 7 days on Market

  • Bedrooms
    5
  • Bathrooms
    2
  • Year Built
    1898
  • Architectural Style
    Units on different Floors
  • Construction Materials
    Wood Siding, Frame
  • Foundation
    Stone
  • Living Area
    2589.0
  • Appliances
    Electric Water Heater
  • Cooling
    Window Unit(s)
  • Heating
    Natural Gas, Baseboard, Hot Water
  • Basement
    Full

  • Acres
    0.08
  • 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 99 Congress Ave?

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 99 Congress Ave.

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

How do I get more information about 99 Congress Ave?

Click Ask a Question to talk with our team. You already know it is a 5 bed, 2 bath, listed for $298,000. We can talk through recent upgrades, potential seller motivation, how this duplex compares to others in Waterbury, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 99 Congress Ave?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 99 Congress Ave at around $2,127. 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 99 Congress Ave?

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 99 Congress Ave?

In most cases, yes. Whether 99 Congress Ave 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 99 Congress Ave?

We can handle that for you. Our preferred local agent specializes in residential incomes 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 $298,000 with 2,589 sqft of space—that comes out to approximately $115 per square foot.

How long has this property been on the market?

99 Congress Ave was listed on November 02, 2026, which means it's been on the market for 7 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 1898, making it approximately 128 years old.

What is the lot size of this property?

99 Congress Ave sits on a 0.08-acre lot, which is 3,485 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 99 Congress Ave?

The most recent public record shows annual property taxes for 99 Congress Ave were approximately $5,173. 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 99 Congress Ave still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

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 09, 2026 at 09:11PM | Source: SmartMLS | MLS#: 24216272