
Cheap Apartments for Rent in the Waterbury Middlebury Neighborhood of Waterbury, CT from $500 (147 Rentals)
Search the lowest-cost Apartments available for rent right now in the Waterbury Middlebury area of Waterbury.


Grove Court

Total Monthly Price
144 Grove St, Unit 310, Unit 310

1469 Thomaston Ave

Liberty Court

32 3rd St, Unit 2

124 Meriden Rd

135 W Main St

132 Locust St

105 Bank St
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.

Total Monthly Price
132 Grove St, Unit unid 3 first floor, Unit unid 3 first floor

196 Hillside Ave, Unit #7

88-90 Willow Street, #2S, Unit #2S

161 Prospect St, Unit 2

121 Lounsbury St

32 Willow St, Unit #1A

3378 E Main St

113 Southview St

21 N Walnut St

Josephine Towers Senior Living
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.

58 Kellogg St

187 Scott Rd

31 Frederick St, Unit 2

247 Willow St

241 Congress Ave

1243 W Main St

49 Johnson St
27 Beacon St

222 Chipman St

779 E Main St
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.

33 Pilgrim Ave

Eastwood Terrace

Total Monthly Price
Rivers Edge

Piping Rock Apartments

Scott Gardens Apartments

Total Monthly Price
78 Chestnut Ave

54 Crown St, Unit 2

221 Willow St

Highland Ridge

Total Monthly Price
39 Chestnut Ave, Unit 2, Unit 2
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.

75 Vernon St

53 Cooke St

10 2nd Ave

14 Elmview Cir

Meridian Apartments

Summit Ridge Estates

61 Field St

61 Field St, Unit 106

219 Woodlawn Terrace

140 Orange St
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

How much does it cost to rent an apartment in Waterbury Middlebury?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Waterbury Middlebury Studio Apartments | $1,300 | $850 | $1,704 |
| Waterbury Middlebury 1 Bedroom Apartments | $1,434 | $950 | $2,517 |
| Waterbury Middlebury 2 Bedroom Apartments | $1,734 | $1,150 | $3,127 |
| Waterbury Middlebury 3 Bedroom Apartments | $1,802 | $1,400 | $2,500 |
| Waterbury Middlebury 4 Bedroom Apartments | $2,101 | $1,450 | $2,800 |
Browse Apartments in this Neighborhood
There are currently 147 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
- Nearby Waterbury neighborhoods
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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. 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 Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Grove Court | One Bedroom | 1BR,1BA | $900 |
| Lakeside of Cheshire | S1 | Studio,1BA | $1,260 |
| Josephine Towers Senior Living | Studio, 1 bath | Studio,1BA | $1,292 |
| 1243 W Main St | One Bedroom | 1BR,1BA | $1,350 |
| Eastwood Terrace | The Yorkdale | 1BR,1BA | $1,400 |
| Rivers Edge | The Essex | Studio,1BA | $1,421 |
| Piping Rock Apartments | One Bedroom | 1BR,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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 223 Meadow St | 3Beds | 3BR,1.5BA | $1.53 |
| 39 Chestnut Ave, Unit 2 | 39 Chestnut Ave | 3BR,2BA | $1.08 |
| 44 Linden St, Unit 1C | 44 Linden St | 3BR,1BA | $1.54 |
| 214 Oak St, Unit 3 | 214 Oak St | 3BR,1BA | $1.48 |
| 182 Jersey St, Unit 2 | 182 Jersey St | 3BR,1BA | $1.50 |
| 95 Bristol St, Unit 2B | 95 Bristol St | 2BR,1.5BA | $1.64 |
| 78 Chestnut Ave | 78 Chestnut Ave | 3BR,1BA | $1.43 |
| 701 Main St, Unit Apt 1-4 | 701 Main St | 2BR,1BA | $1.58 |
| Grove Court | One Bedroom | 1BR,1BA | $1.29 |
| 144 Grove St, Unit 310 | 144 Grove St | Studio ,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 ArticleReal 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 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 $1,425.
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

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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.