
Cheap Apartments for Rent in the Waterbury Middlebury Neighborhood of Waterbury, CT from $500 (148 Rentals)
Search the lowest-cost Apartments available for rent right now in the Waterbury Middlebury area of Waterbury.


Grove Court

198 Meriden Rd

Total Monthly Price
144 Grove St, Unit 310

57 Pemberton St

140 Grand St, Unit 4B

135 W Main St

26 Colley St

105 Bank St

61 Field St, Unit 309
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.

132 Locust St

Eastwood Terrace

125 Hillside Ave

113 Southview St

151 Hillside Ave, Unit 1E

121 Lounsbury St

35 Mountain Village Rd, Unit 28

33 Pilgrim Ave

221 Willow St

241 Congress 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.

28 Hickory St

247 Willow St

187 Scott Rd

1243 W Main St
27 Beacon St

Piping Rock Apartments

1019 W Main St

222 Chipman St

146 Chestnut Ave

31 Frederick St, Unit 2
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.

61 Field St

61 Field St, Unit 303

Total Monthly Price
36 Gilbert St

423-429 Baldwin St

429 Baldwin St

158 Alder St

393 Highland Ave

75 Vernon St

31 Frederick St, Unit 31 frederick 1

Total Monthly Price
78 Chestnut Ave
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.

Scott Gardens Apartments

Meridian Apartments

Total Monthly Price
39 Chestnut Ave, Unit 2

Summit Ridge Estates

21 3rd St, Unit 1B

9 Pierpont St

77 Wall St

219 Woodlawn Terrace

140 Orange St

486 Wilson St
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

How much does it cost to rent an apartment in Waterbury Middlebury?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Waterbury Middlebury Studio Apartments | $1,282 | $950 | $1,946 |
| Waterbury Middlebury 1 Bedroom Apartments | $1,538 | $950 | $2,607 |
| Waterbury Middlebury 2 Bedroom Apartments | $1,769 | $1,150 | $3,017 |
| Waterbury Middlebury 3 Bedroom Apartments | $1,811 | $1,300 | $2,550 |
| Waterbury Middlebury 4 Bedroom Apartments | $2,038 | $1,500 | $2,700 |
Browse Apartments in this Neighborhood
There are currently 148 rentals with your search options within a 2 mile radius of the Waterbury Middlebury Neighborhood of Waterbury, CT.
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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 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 Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Liberty Court | Studio | Studio,1BA | $850 |
| Grove Court | One Bedroom | 1BR,1BA | $950 |
| 1243 W Main St | One Bedroom | 1BR,1BA | $1,350 |
| Trowbridge House Apartments | 1 Bedroom | 1BR,1BA | $1,395 |
| Piping Rock Apartments | One Bedroom | 1BR,1BA | $1,399 |
| Lakeside of Cheshire | A1 | 1BR,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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 51 Park Ave, Unit 1 | 51 Park Ave | 2BR,1BA | $0.20 |
| 41 Laval St, Unit Laval Apt 2 | 41 Laval St | 2BR,1BA | $1.01 |
| 223 Meadow St | 3Beds | 3BR,1.5BA | $1.53 |
| 465 Washington Ave, Unit 465 Washington | 465 Washington Ave | 3BR,1.5BA | $1.79 |
| 36 Gilbert St | 36 Gilbert St | 1BR,1BA | $1.40 |
| 307 N Main St, Unit 2 | 307 N Main St | 2BR,1BA | $1.75 |
| Piping Rock Apartments | One Bedroom | 1BR,1BA | $1.73 |
| 701 Main St, Unit Apt 1-4 | 701 Main St | 1BR,1BA | $1.69 |
| Grove Court | One Bedroom | 1BR,1BA | $1.36 |
| 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 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

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.

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.

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.

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.