
Cheap Apartments for Rent in the Waterbury Middlebury Neighborhood of Waterbury, CT from $500 (33 Rentals)
Search the lowest-cost Apartments available for rent right now in the Waterbury Middlebury area of Waterbury.


Grove Court

915 S Main St

135 W Main St

Liberty Court

134 Hill St

Jefferson Square Apartments

17 1st Ave
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.

571 Baldwin St

160 Prospect St

483 Chestnut Hill Ave

1015 W Main St

197 S Leonard St

Trinity Apartments

Store Avenue Apartments

Waterbury Plaza Apartments
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.

Newman Apartments

146 Grand St

Westview Apartments

Cherry Street Apartments

Liberty Commons Apartments

Hillcrest Luxury Condominiums

Towerview Apartments

Byam Village
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.

East Gate Apartments

Southford Park

Sunset Gardens

369 - 375 Grandview Ave

Bunker Hill

Lamda Rho Apartments

Courtyard Apartments

Woodtick Mews
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

Southwood Apartments
Waterbury Middlebury, Waterbury, CT Local Guide

How much does it cost to rent an apartment in Waterbury Middlebury?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Waterbury Middlebury Studio Apartments | $1,261 | $1,000 | $1,795 |
| Waterbury Middlebury 1 Bedroom Apartments | $1,388 | $800 | $2,491 |
| Waterbury Middlebury 2 Bedroom Apartments | $1,643 | $1,150 | $2,825 |
| Waterbury Middlebury 3 Bedroom Apartments | $1,836 | $1,350 | $2,500 |
| Waterbury Middlebury 4 Bedroom Apartments | $2,085 | $1,450 | $3,100 |
Browse Apartments in this Neighborhood
There are currently 33 rentals with your search options within a 2 mile radius of the Waterbury Middlebury Neighborhood of Waterbury, CT.
See all Apartments in WaterburyExplore Waterbury
Waterbury Middlebury, Waterbury, CT Local Guide
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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. Jefferson Square Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,100. Here are the most affordable Waterbury Middlebury apartments for rent in New Haven, CT:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Grove Court | One Bedroom | 1BR,1BA | $900 |
| Jefferson Square Apartments | Studio | Studio,1BA | $1,100 |
| Josephine Towers Senior Living | Studio, 1 bath | Studio,1BA | $1,292 |
| Wyndham Court Apartments | One Bedroom | 1BR,1BA | $1,295 |
| 1243 W Main St | One Bedroom | 1BR,1BA | $1,350 |
| Villa Square LLC | Large Studio | Studio,1BA | $1,375 |
Best Value Apartments for Rent in Waterbury Middlebury, CT
As of February 18, 2026 the best value apartment in the Waterbury Middlebury area is the $0.79 price per square foot 208 Buckingham St Model at 208 Buckingham St, Unit Apartment 1 in the in the Waterbury Middlebury neighborhood starting from $1,900. The second greatest value Waterbury Middlebury apartment is the 3Beds Model at 223 Meadow St starting at $2,300 with a $1.53 price per square foot in the The Village at Oxford Greens neighborhood. Here is today’s list of the best values for Waterbury Middlebury apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 208 Buckingham St, Unit Apartment 1 | 208 Buckingham St | 3BR,2BA | $0.79 |
| 223 Meadow St | 3Beds | 3BR,1.5BA | $1.53 |
| 39 Chestnut Ave, Unit 2 | 39 Chestnut Ave | 3BR,2BA | $1.02 |
| 78 Chestnut Ave | 78 Chestnut Ave | 4BR,1BA | $1.37 |
| 37 Eastwood Ave, Unit 2 | 37 Eastwood Ave | 2BR,1BA | $1.25 |
| 12 Hilltop Ave, Unit 1st Floor | 12 Hilltop Ave | 2BR,1BA | $1.58 |
| Wyndham Court Apartments | One Bedroom | 1BR,1BA | $1.44 |
| 13 Poplar Pl, Unit 3 | 13 Poplar Pl | 2BR,1BA | $1.51 |
| 67 Dallas Ave, Unit 9 | 67 Dallas Ave | 2BR,1BA | $1.47 |
| Grove Court | One Bedroom | 1BR,1BA | $1.29 |
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 ArticleThe 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.
Read ArticleCash 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.
Read ArticleQuick 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.
Pet Friendly LifestyleWaterbury Middlebury, Waterbury, CT
Ranked #1
Among cities in Connecticut for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
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 $1,375.
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 $2,000.
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 $107 which is $1,893 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

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.