Cheap Apartments for Rent in the Waterbury Middlebury Neighborhood of Waterbury, CT from $500 (148 Rentals)

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

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 57 Pemberton St

$1,075

Total Monthly Price

Total Monthly Price

Base Rent
$1,075

Total Monthly Price
$1,075

1 Bedroom, 1 Bath Home for Rent

Available Now

57 Pemberton St

WaterburyCT06706
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 26 Colley St

$1,100

Total Monthly Price

Total Monthly Price

Base Rent
$1,100

Total Monthly Price
$1,100

Studio, 1 Bath Home for Rent

Available Now

26 Colley St

WaterburyCT06708
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

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.

property at 132 Locust St

$1,150 - $1,250

Total Monthly Price

Total Monthly Price

Base Rent
$1,150

Total Monthly Price
$1,150

2 Bedroom Rentals

Available Now

132 Locust St

WaterburyCT06704
property at 125 Hillside Ave

$1,200

Total Monthly Price

Total Monthly Price

Base Rent
$1,200

Total Monthly Price
$1,200

2 Bedroom Rentals

Available Now

125 Hillside Ave

WaterburyCT06710
property at 113 Southview St

$1,250

Total Monthly Price

Total Monthly Price

Base Rent
$1,250

Total Monthly Price
$1,250

2 Bedroom, 1 Bath Home for Rent

Available Now

113 Southview St

WaterburyCT06706
property at 121 Lounsbury St

$1,150 - $1,250

Total Monthly Price

Total Monthly Price

Base Rent
$1,250

Total Monthly Price
$1,250

2 Bedroom Rentals

Available Now

121 Lounsbury St

WaterburyCT06706
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 Aug 1

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 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 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

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.

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 247 Willow St

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

2 Bedroom Rentals

Available Now

247 Willow St

WaterburyCT06710
property at 187 Scott Rd

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350

Total Monthly Price
$1,350

1 Bedroom, 1 Bath Home for Rent

Available Now

187 Scott Rd

WaterburyCT06705
property at 27 Beacon St

$1,395

Total Monthly Price

Total Monthly Price

Base Rent
$1,395

Total Monthly Price
$1,395

2 Bedroom, 1 Bath Home for Rent

Available Now

27 Beacon St

WaterburyCT06704
property at 1019 W Main St

$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

1019 W Main St

WaterburyCT06708
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 146 Chestnut 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

146 Chestnut Ave

WaterburyCT06710

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

property at 61 Field 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

61 Field St

WaterburyCT06702
property at 423-429 Baldwin St

$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

423-429 Baldwin St

WaterburyCT06706
property at 429 Baldwin St

$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

429 Baldwin St

WaterburyCT06706
property at 158 Alder 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

158 Alder St

WaterburyCT06708
property at 393 Highland Ave

$1,400 - $1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 To 3 Bedroom Rentals

Available Now

393 Highland Ave

WaterburyCT06708
property at 75 Vernon St

$1,450

Total Monthly Price

Total Monthly Price

Base Rent
$1,450

Total Monthly Price
$1,450

2 Bedroom, 1 Bath Home for Rent

Available Now

75 Vernon St

WaterburyCT06708
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78 Chestnut Ave
$1,475 - $1,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,475 - $1,500

Total Monthly Price
$1,475 - $1,500
3 to 4 Bedroom Apartment Available Sep 1

78 Chestnut Ave

78 Chestnut AveWaterbury, CT 06710
Affordability

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

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property at 21 3rd St

$1,495

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,495

Total Monthly Price
$1,495

2 Bedroom, 1 Bath Condo for Rent

Available Aug 15

21 3rd St, Unit 1B

21 3rd St
WaterburyCT06708
property at 9 Pierpont St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1 Bath Home for Rent

Available Now

9 Pierpont St

WaterburyCT06708
property at 77 Wall St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

3 Bedroom, 1 Bath Home for Rent

Available Now

77 Wall St

WaterburyCT06705
property at 219 Woodlawn Terrace

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

3 Bedroom, 1 Bath Home for Rent

Available Now

219 Woodlawn Terrace

WaterburyCT06710
property at 140 Orange St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1 Bath Home for Rent

Available Now

140 Orange St

WaterburyCT06704
property at 486 Wilson St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1 Bath Home for Rent

Available Now

486 Wilson St

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.

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
1243 W Main StOne Bedroom1BR,1BA$1,350
Trowbridge House Apartments1 Bedroom1BR,1BA$1,395
Piping Rock ApartmentsOne Bedroom1BR,1BA$1,399
Lakeside of CheshireA11BR,1BA$1,418

Best Value Apartments for Rent in Waterbury Middlebury, CT

As of July 08, 2026 the best value apartment in the Waterbury Middlebury area is the $0.20 price per square foot 51 Park Ave Model at 51 Park Ave, Unit 1 in the in the The Village at Oxford Greens neighborhood starting from $1,995. The second greatest value Waterbury Middlebury apartment is the 41 Laval St Model at 41 Laval St, Unit Laval Apt 2 starting at $1,775 with a $1.01 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.
51 Park Ave, Unit 151 Park Ave2BR,1BA$0.20
41 Laval St, Unit Laval Apt 241 Laval St2BR,1BA$1.01
223 Meadow St3Beds3BR,1.5BA$1.53
465 Washington Ave, Unit 465 Washington465 Washington Ave3BR,1.5BA$1.79
36 Gilbert St36 Gilbert St1BR,1BA$1.40
307 N Main St, Unit 2307 N Main St2BR,1BA$1.75
Piping Rock ApartmentsOne Bedroom1BR,1BA$1.73
701 Main St, Unit Apt 1-4701 Main St1BR,1BA$1.69
Grove CourtOne Bedroom1BR,1BA$1.36
144 Grove St, Unit 310144 Grove StStudio ,1BA$1.63

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.

Read Article
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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 the Cheapest Studio apartment in Waterbury Middlebury?

Currently the most affordable Cheap Studio Apartment in Waterbury Middlebury is at Liberty Court listed at $850.

How much is rent for a Cheap One Bedroom Waterbury Middlebury Apartment?

The lowest price for a Cheap One Bedroom Waterbury Middlebury Apartment is $950 at Grove Court.

What is the lowest price for a Cheap Two Bedroom Waterbury Middlebury Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Waterbury Middlebury is starting from $1,594 at Lakeside of Cheshire.

What is the most affordable Waterbury Middlebury Three Bedroom Apartment?

The best deal on a cheap Waterbury Middlebury Three Bedroom Apartment rental is at Scott Gardens Apartments and starts from $2,150.

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 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.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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

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

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.