68 Adelaide Ave
WaterburyCT06708
Cheap Homes for Rent in Waterbury Middlebury Neighborhood of Waterbury, CT from $1,000 (25 Rentals)
Search the lowest-cost Homes available for rent right now in the Waterbury Middlebury area of Waterbury.
1660 E Main St
WaterburyCT06705
1660 E Main St
WaterburyCT06705
1295 E Main St
WaterburyCT06705
close
View Me
103 Walnut St, Unit 3rd floor
103 Walnut St
WaterburyCT06704
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.
134 Charles St
WaterburyCT06708
975 Meriden Rd
WaterburyCT06705
close
View Me
$1,300
Plus Fees
2 Bedroom Apartments Available Now67 Dallas Terrace
67 Dallas TerraceWaterbury, CT 06705
close
View Me
$1,400
Plus Fees
1 Bedroom Apartments Available Jan 327 W Hill Terrace
27 W Hill TerraceNaugatuck, CT 06770
368 Colonial Ave
WaterburyCT06704
42 Putnam St
WaterburyCT06704
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.
close
View Me
62 Brookfield Rd
WaterburyCT06704
23 Shirley St, Unit Ledgeside Condominiums
23 Shirley St
WaterburyCT06708
259 Grove St
WaterburyCT06710
close
View Me
close
View Me
$1,500
Plus Fees
2 Bedroom Apartments Available Feb 1609 Woodtick Rd
609 Woodtick RdWaterbury, CT 06705
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.
close
View Me
240 Scott St
NaugatuckCT06770
22-24 Putnam St
WaterburyCT06704
236 Wood St
WaterburyCT06704
261 Sunnyside Ave
WatertownCT06779
140 Hamden Ave
WaterburyCT06704
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.
925 Oronoke Rd
WaterburyCT06708
Showing Results 1-25, Page 1 of 1
Waterbury Middlebury, Waterbury, CT Local Guide
Waterbury skyline from west, with Union Station clock tower at left by Wiki User: Daniel Case is licensed under CC BY-SA 3.0
How much does it cost to rent a home in Waterbury Middlebury?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Waterbury Middlebury 2 Bedroom Homes for Rent | $2,127 | $1,200 | $6,500 |
| Waterbury Middlebury 3 Bedroom Homes for Rent | $2,390 | $1,150 | $3,950 |
| Waterbury Middlebury 4 Bedroom Homes for Rent | $2,655 | $1,950 | $5,400 |
| Waterbury Middlebury 5 Bedroom Homes for Rent | $10,200 | $3,400 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 25 rentals with your search options within a 2 mile radius of the Waterbury Middlebury Neighborhood of Waterbury, CT.
Explore 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 |
| Jefferson Square Apartments | Studio | Studio,1BA | $1,100 |
| Wyndham Court Apartments | One Bedroom | 1BR,1BA | $1,195 |
| Villa Square LLC | Efficiency | Studio,1BA | $1,195 |
Best Value Apartments for Rent in Waterbury Middlebury, CT
As of January 02, 2026 the best value apartment in the Waterbury Middlebury area is the $0.81 price per square foot 208 Buckingham St Model at 208 Buckingham St, Unit Apartment 1 in the in the Waterbury Middlebury neighborhood starting from $1,950. The second greatest value Waterbury Middlebury apartment is the 3Beds Model at 223 Meadow St starting at $2,300 with a $1.53 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. |
|---|---|---|---|
| 208 Buckingham St, Unit Apartment 1 | 208 Buckingham St | 3BR,2BA | $0.81 |
| 223 Meadow St | 3Beds | 3BR,1.5BA | $1.53 |
| 39 Chestnut Ave, Unit 2 | 39 Chestnut Ave | 3BR,2BA | $1.02 |
| Lakeview | The Kingsbury | 2BR,1BA | $1.68 |
| Wyndham Court Apartments | One Bedroom | 1BR,1BA | $1.33 |
| 67 Dallas Ave, Unit 9 | 67 Dallas Ave | 2BR,1BA | $1.53 |
| Eastwood Terrace | The Yorkdale | 1BR,1BA | $1.70 |
| Piping Rock Apartments | One Bedroom | 1BR,1BA | $1.72 |
| Trowbridge House Apartments | 1 Bedroom | 1BR,1BA | $1.75 |
| Grove Court | One Bedroom | 1BR,1BA | $1.33 |
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 Article
The 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.
Let everyone know!
Do you know the Waterbury Middlebury area?
If you’re an expert on all things Waterbury Middlebury, tell us what you love (and don't) by rating it and writing a review.
Write a Review
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 Waterbury Middlebury
What type of rentals are currently available in Waterbury Middlebury?
There are currently 718 Apartments for Rent in Waterbury Middlebury, CT with pricing that ranges from $930 to $3,100. There are also 79 Single Family Homes for rent, Condos, and Townhome rentals currently available in Waterbury Middlebury ranging from $1,000 to $17,000.
What is the current price range for Rental Homes in Waterbury Middlebury?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Waterbury Middlebury ranges from $1,000 to $17,000 with an average monthly rent of $3,310.
How much are larger Three and Four Bedroom Rentals in Waterbury Middlebury?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Waterbury Middlebury range from $1,300 to $2,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,150 to $3,950. Four Bedroom Single-Family rentals are also available starting from $1,950 and Four Bedroom Apartments start at $1,450.
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
How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.
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.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!