Cheap Apartments for Rent in the Waterbury Middlebury Neighborhood of Waterbury, CT from $500 (26 Rentals)

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

property at 155 Robbins St

155 Robbins St

WaterburyCT06708
property at 61 Field St

61 Field St

WaterburyCT06702
property at 77 Bank St

77 Bank St

WaterburyCT06702

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.

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Trinity Apartments
Studio to 3 Bedroom Apartments

Trinity Apartments

41 Prospect StWaterbury, CT 06702
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Newman Apartments
1 to 3 Bedroom Apartments

Newman Apartments

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

146 Grand St

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

Westview Apartments

170 Hillside AveWaterbury, CT 06710
  • Utilities Included

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.

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Towerview Apartments
Studio to 2 Bedroom Apartments

Towerview Apartments

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

Byam Village

1802 Meriden RdWaterbury, CT 06705
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East Gate Apartments
Studio to 2 Bedroom Apartments

East Gate Apartments

2171-2221 E Main StWaterbury, CT 06705
Senior Living
  • Utilities Included

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.

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Southford Park
1 to 3 Bedroom Apartments

Southford Park

102 National AveWaterbury, CT 06705
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Sunset Gardens
1 to 3 Bedroom Apartments

Sunset Gardens

1740 Meriden RdWaterbury, CT 06705
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Bunker Hill
1 to 3 Bedroom Apartments

Bunker Hill

17 Eastern AveWaterbury, CT 06708
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Lamda Rho Apartments
Studio to 2 Bedroom Apartments

Lamda Rho Apartments

330 Bishop StWaterbury, CT 06704
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Courtyard Apartments
2 to 3 Bedroom Apartments

Courtyard Apartments

42 Johnson StWaterbury, CT 06710
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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.

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Woodtick Mews
1 Bedroom Apartments

Woodtick Mews

959-981 Woodtick RdWolcott, CT 06716
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Southwood Apartments
2 to 3 Bedroom Apartments

Southwood Apartments

933 Rubber AveNaugatuck, CT 06770
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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 $930. Liberty Court has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,025. Here are the most affordable Waterbury Middlebury apartments for rent in New Haven, CT:

Apartment ListingModel NameBed/BathPriced From
Grove CourtOne Bedroom1BR,1BA$930
Liberty Court1 Bed HMA1BR,1BA$1,025
Jefferson Square ApartmentsStudioStudio,1BA$1,100
Eastwood TerraceThe EatonStudio,1BA$1,175
Wyndham Court ApartmentsOne Bedroom1BR,1BA$1,195
Villa Square LLCEfficiencyStudio,1BA$1,225
1243 W Main StOne Bedroom1BR,1BA$1,250
Josephine Towers Senior LivingStudio, 1 bathStudio,1BA$1,292

Best Value Apartments for Rent in Waterbury Middlebury, CT

As of November 12, 2025 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 $1,375 with a $1.02 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$1.02
51 Norman St, Unit #251 Norman St3BR,1BA$1.64
95 Bristol St, Unit 3D95 Bristol St2BR,1.5BA$1.64
Middlebury Crossing Apartments2 Bedroom/1.5 Bath Townhome2BR,1.5BA$1.77
Wyndham Court ApartmentsOne Bedroom1BR,1BA$1.33
Piping Rock ApartmentsOne Bedroom1BR,1BA$1.72
Trowbridge House Apartments1 Bedroom1BR,1BA$1.75
1243 W Main StOne Bedroom1BR,1BA$1.67
Grove CourtOne Bedroom1BR,1BA$1.33

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

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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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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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 #2

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 $1,292.

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

The cheapest apartment in Waterbury Middlebury is Grove Court which is listed at $930, while the average apartment in Waterbury Middlebury costs $2,000.

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 $117 which is $1,883 cheaper than the average rent for all rentals in Waterbury Middlebury.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

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

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.