130 Woodglen Dr
WaterburyCT06705
Cheap Homes for Rent in Waterbury Middlebury Neighborhood of Waterbury, CT from $1,100 (30 Rentals)
Search the lowest-cost Homes available for rent right now in the Waterbury Middlebury area of Waterbury.
196 Hillside Ave, Unit #7
196 Hillside Ave
WaterburyCT06710
88-90 Willow Street, #2S, Unit #2S
88-90 Willow St
WaterburyCT06710
364 Colonial Ave
WaterburyCT06704
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$1,2001 Bedroom Apartments Available Now
161 Prospect St, Unit 2
161 Prospect StWaterbury, CT 06710
32 Willow St, Unit #1A
32 Willow St
WaterburyCT06710
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$1,2501 Bedroom Apartments Available Now
151 Hillside Ave, Unit 1E
151 Hillside AveWaterbury, CT 06710
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.
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$1,3001 Bedroom Apartments Available Now
31 Frederick St, Unit 2
31 Frederick StWaterbury, CT 06710
1720 E Main St
WaterburyCT06705
48 Irion St
WaterburyCT06704
118 Pullen Ave
WatertownCT06779
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$1,4502 Bedroom Apartments Available Now
40 Whitewood Rd, Unit 26
40 Whitewood RdWaterbury, CT 06708
89 Willow St, Unit #1
89 Willow St
WaterburyCT06710
61 Field St, Unit 106
61 Field St
WaterburyCT06702
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.
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$1,5003 Bedroom Apartments Available Now
11 Ridgewood St, Unit third floor
11 Ridgewood StWaterbury, CT 06710
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$1,5003 Bedroom Apartments Available Now
468 Congress Ave, Unit third floor
468 Congress AveWaterbury, CT 06708
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$1,5003 Bedroom Apartments Available Now
89 Wood St, Unit 3
89 Wood StWaterbury, CT 06704
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$1,5502 Bedroom Apartments Available Now
16 Byron St, Unit 1
16 Byron StWaterbury, CT 06704
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$1,6003 Bedroom Apartments Available Now
35 Merrill St, Unit 3
35 Merrill StWaterbury, CT 06708
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$1,6002 Bedroom Apartments Available Now
89 Wood St, Unit 1
89 Wood StWaterbury, CT 06704
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$1,6003 Bedroom Apartments Available Nov 15
9 Marley Pl, Unit 1
9 Marley PlWaterbury, CT 06705
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.
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$1,6003 Bedroom Apartments Available Now
1110 W Main St, Unit 2
1110 W Main StWaterbury, CT 06708
259 Grove St
WaterburyCT06710
236 Hillside Ave, Unit #3
236 Hillside Ave
WaterburyCT06710
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$1,6003 Bedroom Apartments Available Now
30 Walnut Ave, Unit 2
30 Walnut AveWaterbury, CT 06704
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$1,6503 Bedroom Apartments Available Now
44 Silver St, Unit 2
44 Silver StWaterbury, CT 06705
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$1,6503 Bedroom Apartments Available Now
259 Cooke St, Unit 2
259 Cooke StWaterbury, CT 06710
89 Waterville St
WaterburyCT06710
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.
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$1,7003 Bedroom Apartments Available Jun 1
182 Jersey St, Unit 2
182 Jersey StWaterbury, CT 06706
46 Webb St
WaterburyCT06704
Showing Results 1-30, Page 1 of 1
Waterbury Middlebury, Waterbury, CT Local Guide
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 | $1,959 | $1,350 | $2,600 |
| Waterbury Middlebury 3 Bedroom Homes for Rent | $2,401 | $1,600 | $3,500 |
| Waterbury Middlebury 4 Bedroom Homes for Rent | $2,883 | $1,700 | $5,400 |
| Waterbury Middlebury 5 Bedroom Homes for Rent | $17,000 | $10,000 | $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 30 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 1 Bed unit found at Grove Court priced from $900. Lakeside of Cheshire has the second lowest priced unit, which is a Studio apartment currently listed from $1,260. 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 |
| Lakeside of Cheshire | S1 | Studio,1BA | $1,260 |
| Josephine Towers Senior Living | Studio, 1 bath | Studio,1BA | $1,292 |
| 1243 W Main St | One Bedroom | 1BR,1BA | $1,350 |
| Eastwood Terrace | The Yorkdale | 1BR,1BA | $1,400 |
| Rivers Edge | The Essex | Studio,1BA | $1,421 |
| Piping Rock Apartments | One Bedroom | 1BR,1BA | $1,425 |
Best Value Apartments for Rent in Waterbury Middlebury, CT
As of May 26, 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 39 Chestnut Ave Model at 39 Chestnut Ave, Unit 2 starting at $1,450 with a $1.08 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 |
| 39 Chestnut Ave, Unit 2 | 39 Chestnut Ave | 3BR,2BA | $1.08 |
| 214 Oak St, Unit 3 | 214 Oak St | 3BR,1BA | $1.48 |
| 182 Jersey St, Unit 2 | 182 Jersey St | 3BR,1BA | $1.50 |
| 95 Bristol St, Unit 2B | 95 Bristol St | 2BR,1.5BA | $1.64 |
| 78 Chestnut Ave | 78 Chestnut Ave | 3BR,1BA | $1.43 |
| 701 Main St, Unit Apt 1-4 | 701 Main St | 2BR,1BA | $1.58 |
| Eastwood Terrace | The Yorkdale | 1BR,1BA | $1.72 |
| Grove Court | One Bedroom | 1BR,1BA | $1.29 |
| 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.
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Real 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.
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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.
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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 737 Apartments for Rent in Waterbury Middlebury, CT with pricing that ranges from $850 to $3,127. There are also 77 Single Family Homes for rent, Condos, and Townhome rentals currently available in Waterbury Middlebury ranging from $1,100 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 $1,100 to $17,000 with an average monthly rent of $5,128.
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 $1,400 to $2,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,600 to $3,500. Four Bedroom Single-Family rentals are also available starting from $1,700 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
A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.
Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.
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.