
Cheap Apartments for Rent in the Waterbury Middlebury Neighborhood of Waterbury, CT from $500 (115 Rentals)
Search the lowest-cost Apartments available for rent right now in the Waterbury Middlebury area of Waterbury.


415 Baldwin St

Grove Court

445 Meadow St

135 W Main St

Liberty Court

Jefferson Square Apartments

134 Hill St

Total Monthly Price
15 Preston Ter

124 Meriden Rd
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.

140 Grand St

1660 E Main St

20 Lounsbury Ave

344 Washington Ave

Eastwood Terrace

121 Lounsbury St

21 N Walnut St

316 Wilson St

Josephine Towers Senior Living

Wyndham Court 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.

247 Willow St

Total Monthly Price
58 Kellogg St

58 Kellogg St

35 Woodward Ave

32 3rd St

1243 W Main St

49 Johnson St

654 Highland Ave

78 Francis St

393 Highland Ave
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.

Total Monthly Price
39 Chestnut Ave, Unit 2

Total Monthly Price
78 Chestnut Ave

1235 Bank St

Scott Gardens Apartments

Piping Rock Apartments

Meridian Apartments

221 Willow St

77 Alma St

22 Wyman St

175 Chestnut Ave
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.

111 Bank St

4 Templeton St

24 Pilgrim Ave

158 Alder St

779 E Main St

85 Draher St

54 Crown St

1472 Baldwin St

Villa Square LLC

16 Byron St
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 | $1,705 | $900 | $2,142 |
| Waterbury Middlebury 1 Bedroom Apartments | $1,641 | $950 | $2,601 |
| Waterbury Middlebury 2 Bedroom Apartments | $1,859 | $1,250 | $3,098 |
| Waterbury Middlebury 3 Bedroom Apartments | $1,897 | $1,400 | $3,850 |
| Waterbury Middlebury 4 Bedroom Apartments | $2,114 | $1,450 | $2,800 |
Browse Apartments in this Neighborhood
There are currently 115 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 $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 |
| Eastwood Terrace | The Eaton | Studio,1BA | $1,200 |
| 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 |
| Piping Rock Apartments | One Bedroom | 1BR,1BA | $1,425 |
| Meridian Apartments | 1 Bedroom | 1BR,1BA | $1,430 |
Best Value Apartments for Rent in Waterbury Middlebury, CT
As of April 06, 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 203 Cooke St Model at 203 Cooke St starting at $2,050 with a $1.37 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 |
| 203 Cooke St | 203 Cooke St | 4BR,1BA | $1.37 |
| 95 Bristol St, Unit 2B | 95 Bristol St | 2BR,1.5BA | $1.64 |
| Lakeview | The Kingsbury | 2BR,1BA | $1.65 |
| 33 Howard St, Unit 2 | 33 Howard St | 3BR,1BA | $1.60 |
| 58 Kellogg St | 58 Kellogg St | 1BR,1BA | $1.40 |
| Trowbridge House Apartments | 2 Bedroom | 2BR,1BA | $1.69 |
| Wyndham Court Apartments | One Bedroom | 1BR,1BA | $1.44 |
| Grove Court | One Bedroom | 1BR,1BA | $1.29 |
| 15 Preston Ter | 15 Preston Ter | 1BR,1BA | $1.57 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read ArticleDon'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 the Cheapest Studio apartment in Waterbury Middlebury?
Currently the most affordable Cheap Studio Apartment in Waterbury Middlebury is at Jefferson Square Apartments listed at $1,100.
How much is rent for a Cheap One Bedroom Waterbury Middlebury Apartment?
The lowest price for a Cheap One Bedroom Waterbury Middlebury Apartment is $900 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 $1,595 at Wyndham Court Apartments.
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 $1,600.
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.