
Cheap Apartments for Rent in the Waterbury Middlebury Neighborhood of Waterbury, CT from $585 (75 Rentals)
Search the lowest-cost Apartments available for rent right now in the Waterbury Middlebury area of Waterbury.


Liberty Court

124 Meriden Rd

Grove Court

198 Meriden Rd

135 W Main St

105 Bank St

140 Grand St, Unit 4B

132 Locust St

121 Lounsbury St
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

125 Hillside Ave

27 Benham St

35 Mountain Village Rd, Unit 28

33 Pilgrim Ave

238 Moran St

221 Willow St

187 Scott Rd

Total Monthly Price
495 Washington Ave, Unit #2

241 Congress Ave

151 Hillside Ave, Unit 1E
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.

31 Frederick St, Unit 31 frederick 1

28 Hickory St

1243 W Main St

1019 W Main St

Wyndham Court Apartments

423-429 Baldwin St

429 Baldwin St

1017-1023 W Main St

69 Congress Ave

Villa Square LLC
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Piping Rock Apartments

219 Woodlawn Terrace

Eastwood Terrace

222 Chipman St

31 Frederick St, Unit 2

449 Wilson St

95 Sunnyside Ave

Trinity Apartments

Store Avenue Apartments

Waterbury Plaza Apartments
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.

Newman Apartments

146 Grand St

Westview Apartments

Cherry Street Apartments

Liberty Commons Apartments

Hillcrest Luxury Condominiums

777 East St

Towerview Apartments

Byam Village

36 Grandview 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.
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 | $1,365 | $925 | $1,946 |
| Waterbury Middlebury 1 Bedroom Apartments | $1,502 | $950 | $2,607 |
| Waterbury Middlebury 2 Bedroom Apartments | $1,750 | $1,150 | $3,017 |
| Waterbury Middlebury 3 Bedroom Apartments | $1,813 | $1,300 | $2,450 |
| Waterbury Middlebury 4 Bedroom Apartments | $2,208 | $1,575 | $4,200 |
Browse Apartments in this Neighborhood
There are currently 75 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 |
| Wyndham Court Apartments | One Bedroom | 1BR,1BA | $1,350 |
| 1243 W Main St | One Bedroom | 1BR,1BA | $1,350 |
| Lakeside of Cheshire | S1 | Studio,1BA | $1,350 |
| Trowbridge House Apartments | 1 Bedroom | 1BR,1BA | $1,395 |
| Piping Rock Apartments | One Bedroom | 1BR,1BA | $1,399 |
| Scott Gardens Apartments | 1 Bedroom | 1BR,1BA | $1,475 |
Best Value Apartments for Rent in Waterbury Middlebury, CT
As of August 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 83 Southview St Model at 83 Southview St, Unit Third floor starting at $1,600 with a $1.33 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 |
| 83 Southview St, Unit Third floor | 83 Southview St | 3BR,1BA | $1.33 |
| 11 Aetna Pl, Unit 1 | 11 Aetna Pl | 2BR,1BA | $1.32 |
| 256 Plank Rd, Unit 2 floor | 256 Plank Rd | 2BR,1BA | $1.73 |
| Wyndham Court Apartments | One Bedroom | 1BR,1BA | $1.50 |
| Piping Rock Apartments | One Bedroom | 1BR,1BA | $1.73 |
| 701 Main St, Unit Apt 2-4 | 701 Main St | 1BR,1BA | $1.75 |
| Trowbridge House Apartments | 1 Bedroom | 1BR,1BA | $1.80 |
| 1243 W Main St | One Bedroom | 1BR,1BA | $1.80 |
| Grove Court | One Bedroom | 1BR,1BA | $1.36 |
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 $1,475.
What is the price of a cheap apartment in Waterbury Middlebury?
The cheapest apartment in Waterbury Middlebury is Grove Court which is listed at $950, while the average apartment in Waterbury Middlebury costs $1,700.
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 1 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 $342 which is $1,358 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

Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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.