Cheap Apartments for Rent in the Waterbury Middlebury Neighborhood of Waterbury, CT from $500 (147 Rentals)

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

property at 28 2nd Ave

$850

Total Monthly Price

Total Monthly Price

Base Rent
$850

Total Monthly Price
$850

Studio, 1 Bath Home for Rent

Available Now

28 2nd Ave

WaterburyCT06710
property at 1469 Thomaston Ave

$975

Total Monthly Price

Total Monthly Price

Base Rent
$975

Total Monthly Price
$975

1 Bedroom, 1 Bath Home for Rent

Available Now

1469 Thomaston Ave

WaterburyCT06704
property at 124 Meriden Rd

$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

124 Meriden Rd

WaterburyCT06705
property at 135 W Main St

$1,100 - $1,150

Total Monthly Price

Total Monthly Price

Base Rent
$1,100

Total Monthly Price
$1,100

1 Bedroom Rentals

Available Now

135 W Main St

WaterburyCT06702
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 105 Bank St

$1,150

Total Monthly Price

Total Monthly Price

Base Rent
$1,150

Total Monthly Price
$1,150

1 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 121 Lounsbury 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

121 Lounsbury St

WaterburyCT06706
property at 3378 E Main 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

3378 E Main St

WaterburyCT06705
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 21 N Walnut 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

21 N Walnut St

WaterburyCT06704

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 58 Kellogg 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

58 Kellogg 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 247 Willow 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

247 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
property at 49 Johnson St

$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

49 Johnson St

WaterburyCT06710
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 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 779 E 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

779 E Main St

WaterburyCT06702

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 33 Pilgrim 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

33 Pilgrim Ave

WaterburyCT06704
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Rivers Edge
$1,421 - $2,018
Total Monthly Price

Total Monthly Price

Base Rent
$1,396 - $1,993
Required Monthly Fees
$25

Total Monthly Price
$1,421 - $2,018
Studio to 2 Bedroom Apartments Available Now

Rivers Edge

37 Sharon RdWaterbury, CT 06705
Corporate Housing
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78 Chestnut Ave
$1,450 - $1,475
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,450 - $1,475

Total Monthly Price
$1,450 - $1,475
3 to 4 Bedroom Apartment Available Now

78 Chestnut Ave

78 Chestnut AveWaterbury, CT 06710
Affordability
property at 221 Willow St

$1,450

Total Monthly Price

Total Monthly Price

Base Rent
$1,450

Total Monthly Price
$1,450

4 Bedroom, 1 Bath Home for Rent

Available Now

221 Willow St

WaterburyCT06710

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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
property at 53 Cooke St

$1,450

Total Monthly Price

Total Monthly Price

Base Rent
$1,450

Total Monthly Price
$1,450

3 Bedroom, 1 Bath Home for Rent

Available Now

53 Cooke St

WaterburyCT06710
property at 10 2nd Ave

$1,450

Total Monthly Price

Total Monthly Price

Base Rent
$1,450

Total Monthly Price
$1,450

3 Bedroom, 1 Bath Home for Rent

Available Now

10 2nd Ave

WaterburyCT06710
property at 14 Elmview Cir

$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

14 Elmview Cir

WaterburyCT06708
property at 61 Field St

$1,475

Total Monthly Price

Total Monthly Price

Base Rent
$1,475

Total Monthly Price
$1,475

1 Bedroom, 1 Bath Home for Rent

Available Now

61 Field St

WaterburyCT06702
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

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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 1 Bed unit found at Grove Court priced from $900. Lakeside of Cheshire has the second lowest priced unit, which is a Studio apartment currently listed from $1,260. Here are the most affordable Waterbury Middlebury apartments for rent in New Haven, CT:

Apartment ListingModel NameBed/BathPriced From
Grove CourtOne Bedroom1BR,1BA$900
Lakeside of CheshireS1Studio,1BA$1,260
Josephine Towers Senior LivingStudio, 1 bathStudio,1BA$1,292
1243 W Main StOne Bedroom1BR,1BA$1,350
Eastwood TerraceThe Yorkdale1BR,1BA$1,400
Rivers EdgeThe EssexStudio,1BA$1,421
Piping Rock ApartmentsOne Bedroom1BR,1BA$1,425

Best Value Apartments for Rent in Waterbury Middlebury, CT

As of May 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 39 Chestnut Ave Model at 39 Chestnut Ave, Unit 2 starting at $1,450 with a $1.08 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
39 Chestnut Ave, Unit 239 Chestnut Ave3BR,2BA$1.08
44 Linden St, Unit 1C44 Linden St3BR,1BA$1.54
214 Oak St, Unit 3214 Oak St3BR,1BA$1.48
182 Jersey St, Unit 2182 Jersey St3BR,1BA$1.50
95 Bristol St, Unit 2B95 Bristol St2BR,1.5BA$1.64
78 Chestnut Ave78 Chestnut Ave3BR,1BA$1.43
701 Main St, Unit Apt 1-4701 Main St2BR,1BA$1.58
Grove CourtOne Bedroom1BR,1BA$1.29
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 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 $1,425.

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

The cheapest apartment in Waterbury Middlebury is Grove Court which is listed at $900, while the average apartment in Waterbury Middlebury costs $2,500.

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 3 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 $129 which is $2,371 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

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

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This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

decorative image for What Does “Rent Burdened” Mean? How Much Rent Is Too Much article

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

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This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

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