Cheap Apartments for Rent in the Waterbury Middlebury Neighborhood of Waterbury, CT from $585 (75 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Waterbury Middlebury area of Waterbury.

property at 67 Hillside Ave

$550

Total Monthly Price6 Month Lease Term

Total Monthly Price

Base Rent
$550

Total Monthly Price
$550

4 Bedroom, 2 Bath Home for Rent

Available Sep 1

67 Hillside Ave

WaterburyCT06710
property at 124 Meriden Rd

$925

Total Monthly Price

Total Monthly Price

Base Rent
$925

Total Monthly Price
$925

Studio, 1 Bath Home for Rent

Available Now

124 Meriden Rd

WaterburyCT06705
property at 198 Meriden Rd

$950

Total Monthly Price

Total Monthly Price

Base Rent
$950

Total Monthly Price
$950

Studio, 1 Bath Home for Rent

Available Now

198 Meriden Rd

WaterburyCT06705
property at 135 W Main St

$1,100

Total Monthly Price

Total Monthly Price

Base Rent
$1,100

Total Monthly Price
$1,100

1 Bedroom, 1 Bath Home for Rent

Available Now

135 W Main St

WaterburyCT06702
property at 105 Bank St

$1,100 - $1,250

Total Monthly Price

Total Monthly Price

Base Rent
$1,100

Total Monthly Price
$1,100

Studio To 2 Bedroom Rentals

Available Now

105 Bank St

WaterburyCT06702
property at 132 Locust St

$1,150

Total Monthly Price

Total Monthly Price

Base Rent
$1,150

Total Monthly Price
$1,150

2 Bedroom, 1 Bath Home for Rent

Available Now

132 Locust St

WaterburyCT06704
property at 121 Lounsbury St

$1,150

Total Monthly Price

Total Monthly Price

Base Rent
$1,150

Total Monthly Price
$1,150

2 Bedroom, 1 Bath Home for Rent

Available Now

121 Lounsbury St

WaterburyCT06706

Rent According to Income: A Look at Income-Restricted Rentals

Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

property at 125 Hillside Ave

$1,200

Total Monthly Price

Total Monthly Price

Base Rent
$1,200

Total Monthly Price
$1,200

2 Bedroom, 1 Bath Home for Rent

Available Now

125 Hillside Ave

WaterburyCT06710
property at 27 Benham St

$1,250

Total Monthly Price

Total Monthly Price

Base Rent
$1,250

Total Monthly Price
$1,250

1 Bedroom, 1 Bath Home for Rent

Available Now

27 Benham St

WaterburyCT06708
property at 35 Mountain Village Rd

$1,295

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,295

Total Monthly Price
$1,295

1 Bedroom, 1 Bath Condo for Rent

Available Now

35 Mountain Village Rd, Unit 28

35 Mountain Village Rd
WaterburyCT06706
property at 33 Pilgrim Ave

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

2 Bedroom, 1 Bath Home for Rent

Available Now

33 Pilgrim Ave

WaterburyCT06704
property at 238 Moran St

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

1 Bedroom, 1 Bath Home for Rent

Available Now

238 Moran St

WaterburyCT06704
property at 221 Willow St

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

3 Bedroom, 1 Bath Home for Rent

Available Now

221 Willow St

WaterburyCT06710
property at 187 Scott Rd

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

1 Bedroom, 1 Bath Home for Rent

Available Now

187 Scott Rd

WaterburyCT06705
property at 241 Congress Ave

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

2 Bedroom, 1 Bath Home for Rent

Available Now

241 Congress Ave

WaterburyCT06708

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

property at 28 Hickory St

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

2 Bedroom, 1 Bath Home for Rent

Available Now

28 Hickory St

WaterburyCT06706
property at 1019 W Main St

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350

Total Monthly Price
$1,350

3 Bedroom, 1 Bath Home for Rent

Available Now

1019 W Main St

WaterburyCT06708
property at 423-429 Baldwin St

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350

Total Monthly Price
$1,350

3 Bedroom, 1 Bath Home for Rent

Available Now

423-429 Baldwin St

WaterburyCT06706
property at 429 Baldwin St

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350

Total Monthly Price
$1,350

3 Bedroom, 1 Bath Home for Rent

Available Now

429 Baldwin St

WaterburyCT06706
property at 1017-1023 W Main St

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350

Total Monthly Price
$1,350

3 Bedroom, 1 Bath Home for Rent

Available Now

1017-1023 W Main St

WaterburyCT06708
property at 69 Congress Ave

$1,375

Total Monthly Price

Total Monthly Price

Base Rent
$1,375

Total Monthly Price
$1,375

2 Bedroom, 1 Bath Home for Rent

Available Now

69 Congress Ave

WaterburyCT06708

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

property at 219 Woodlawn Terrace

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

3 Bedroom, 1 Bath Home for Rent

Available Now

219 Woodlawn Terrace

WaterburyCT06710
property at 222 Chipman St

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

1 Bedroom, 1 Bath Home for Rent

Available Now

222 Chipman St

WaterburyCT06708
property at 449 Wilson St

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom, 1 Bath Home for Rent

Available Now

449 Wilson St

WaterburyCT06708
property at 95 Sunnyside Ave

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom, 1 Bath Home for Rent

Available Now

95 Sunnyside Ave

WaterburyCT06708
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Trinity Apartments
Studio to 3 Bedroom Apartments

Trinity Apartments

41 Prospect StWaterbury, CT 06702
  • Utilities Included

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

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Newman Apartments
1 to 3 Bedroom Apartments

Newman Apartments

27 Newman AveWaterbury, CT 06705
  • Utilities Included
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146 Grand St
Studio to 1 Bedroom Apartments

146 Grand St

146 Grand StWaterbury, CT 06702
  • Utilities Included
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Westview Apartments
1 to 3 Bedroom Apartments

Westview Apartments

170 Hillside AveWaterbury, CT 06710
  • Utilities Included
property at 777 East St

$950

Total Monthly Price

Total Monthly Price

Base Rent
$950

Total Monthly Price
$950

Studio, 1 Bath Home for Rent

Available Now

777 East St

WaterburyCT06705
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Towerview Apartments
Studio to 2 Bedroom Apartments

Towerview Apartments

380 W Main StWaterbury, CT 06702
  • Utilities Included
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Byam Village
1 to 3 Bedroom Apartments

Byam Village

1802 Meriden RdWaterbury, CT 06705
  • Utilities Included
property at 36 Grandview Ave

$1,000

Total Monthly Price

Total Monthly Price

Base Rent
$1,000

Total Monthly Price
$1,000

1 Bedroom, 1 Bath Home for Rent

Available Now

36 Grandview Ave

WaterburyCT06708

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

Waterbury Middlebury, Waterbury, CT Local Guide

Cheapest Available Waterbury Middlebury Apartments for Rent

 

The cheapest available apartment rental in the Waterbury Middlebury area of New Haven, CT is a Studio unit found at Liberty Court priced from $850. Grove Court has the second lowest priced unit, which is a 1 Bed apartment currently listed from $950. Here are the most affordable Waterbury Middlebury apartments for rent in New Haven, CT:

Apartment ListingModel NameBed/BathPriced From
Liberty CourtStudioStudio,1BA$850
Grove CourtOne Bedroom1BR,1BA$950
Wyndham Court ApartmentsOne Bedroom1BR,1BA$1,350
1243 W Main StOne Bedroom1BR,1BA$1,350
Lakeside of CheshireS1Studio,1BA$1,350
Trowbridge House Apartments1 Bedroom1BR,1BA$1,395
Piping Rock ApartmentsOne Bedroom1BR,1BA$1,399
Scott Gardens Apartments1 Bedroom1BR,1BA$1,475

Best Value Apartments for Rent in Waterbury Middlebury, CT

As of August 22, 2026 the best value apartment in the Waterbury Middlebury area is the $1.53 price per square foot 3Beds Model at 223 Meadow St in the in the The Village at Oxford Greens neighborhood starting from $2,300. The second greatest value Waterbury Middlebury apartment is the 83 Southview St Model at 83 Southview St, Unit Third floor starting at $1,600 with a $1.33 price per square foot in the Waterbury Middlebury neighborhood. Here is today’s list of the best values for Waterbury Middlebury apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
223 Meadow St3Beds3BR,1.5BA$1.53
83 Southview St, Unit Third floor83 Southview St3BR,1BA$1.33
11 Aetna Pl, Unit 111 Aetna Pl2BR,1BA$1.32
256 Plank Rd, Unit 2 floor256 Plank Rd2BR,1BA$1.73
Wyndham Court ApartmentsOne Bedroom1BR,1BA$1.50
Piping Rock ApartmentsOne Bedroom1BR,1BA$1.73
701 Main St, Unit Apt 2-4701 Main St1BR,1BA$1.75
Trowbridge House Apartments1 Bedroom1BR,1BA$1.80
1243 W Main StOne Bedroom1BR,1BA$1.80
Grove CourtOne Bedroom1BR,1BA$1.36

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

Read Article
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Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Pet Friendly Lifestyle
Waterbury Middlebury, Waterbury, CT

Ranked #1

Among cities in Connecticut for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Frequently Asked Questions about Cheap Waterbury Middlebury Apartments

What is a cheap apartment in Waterbury Middlebury?

A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Waterbury Middlebury is under $1,475.

What is the price of a cheap apartment in Waterbury Middlebury?

The cheapest apartment in Waterbury Middlebury is Grove Court which is listed at $950, while the average apartment in Waterbury Middlebury costs $1,700.

What types of apartments are the cheapest in Waterbury Middlebury?

Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 1 regular apartments in Waterbury Middlebury that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.

How do the prices of cheap apartments compare to the average apartment in Waterbury Middlebury?

Cheap apartments in Waterbury Middlebury have an average cost of $342 which is $1,358 cheaper than the average rent for all rentals in Waterbury Middlebury.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Articles, How-To's, and Tips

decorative image for Rent According to Income: A Look at Income-Restricted Rentals   article

Rent According to Income: A Look at Income-Restricted Rentals

Written by: Robin Stewart

The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags   article

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.