
Cheap Apartments for Rent in the Waterbury Middlebury Neighborhood of Waterbury, CT from $500 (30 Rentals)
Search the lowest-cost Apartments available for rent right now in the Waterbury Middlebury area of Waterbury.


307 Washington Ave

Liberty Court

1660 E Main St

160 Prospect St
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.

125 Hillside Ave

135 W Main 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.
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.
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
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 | $1,132 | $900 | $1,292 |
Waterbury Middlebury 1 Bedroom Apartments | $1,439 | $930 | $2,266 |
Waterbury Middlebury 2 Bedroom Apartments | $1,680 | $995 | $2,800 |
Waterbury Middlebury 3 Bedroom Apartments | $1,809 | $1,350 | $2,800 |
Waterbury Middlebury 4 Bedroom Apartments | $2,149 | $1,395 | $3,300 |
Browse Apartments in this Neighborhood
There are currently 30 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
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
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 Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Grove Court | One Bedroom | 1BR,1BA | $930 |
Liberty Court | 1 Bed HMA | 1BR,1BA | $1,025 |
Wyndham Court Apartments | One Bedroom | 1BR,1BA | $1,195 |
Villa Square LLC | Efficiency | Studio,1BA | $1,250 |
1243 W Main St | One Bedroom | 1BR,1BA | $1,250 |
Josephine Towers Senior Living | Studio, 1 bath | Studio,1BA | $1,292 |
Bunker Hill | Two Bedroom | 2BR,1BA | $1,315 |
Eastwood Terrace | The Yorkdale | 1BR,1BA | $1,400 |
Meridian Apartments | 1 Bedroom | 1BR,1BA | $1,430 |
Best Value Apartments for Rent in Waterbury Middlebury, CT
As of June 22, 2025 the best value apartment in the Waterbury Middlebury area is the $1.31 price per square foot 181 Easton Ave Model at 181 Easton Ave, Unit 1 in the in the Waterbury Middlebury neighborhood starting from $2,100. The second greatest value Waterbury Middlebury apartment is the 7A Model at 223 Meadow St starting at $1,500 with a $1.00 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. |
---|---|---|---|
181 Easton Ave, Unit 1 | 181 Easton Ave | 4BR,1BA | $1.31 |
223 Meadow St | 7A | 1BR,1.5BA | $1.00 |
267 Sylvan Ave, Unit 3 | 267 Sylvan Ave | 3BR,1BA | $1.30 |
Middlebury Crossing Apartments | 2 Bedroom/1.5 Bath Townhome | 2BR,1.5BA | $1.68 |
19 Eastwood Ave, Unit 2 | 19 Eastwood Ave | 3BR,1BA | $1.80 |
Wyndham Court Apartments | One Bedroom | 1BR,1BA | $1.33 |
Eastwood Terrace | The Yorkdale | 1BR,1BA | $1.70 |
1243 W Main St | One Bedroom | 1BR,1BA | $1.67 |
Grove Court | One Bedroom | 1BR,1BA | $1.33 |
67 Dallas Ave, Unit 12 | 67 Dallas Ave | 2BR,1BA | $1.42 |
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.
Pet Friendly LifestyleWaterbury Middlebury, Waterbury, CT
Ranked #2
Among neighborhoods in Waterbury, CT 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 $1,150.
How much is rent for a Cheap One Bedroom Waterbury Middlebury Apartment?
The lowest price for a Cheap One Bedroom Waterbury Middlebury Apartment is $930 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 $1,315 at Bunker Hill.
What is the most affordable Waterbury Middlebury Three Bedroom Apartment?
The best deal on a cheap Waterbury Middlebury Three Bedroom Apartment rental is at Diamond Court Apartments and starts from $1,500.
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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.