1660 E Main St
WaterburyCT06705
Cheap Homes for Rent in Waterbury Middlebury Neighborhood of Waterbury, CT from $1,100 (29 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
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103 Walnut St, Unit 3rd floor
103 Walnut St
WaterburyCT06704
45 Long Hill Rd
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.
56 Terrace Ave
NaugatuckCT06770
232 Waterville St
WaterburyCT06710
232 Waterville St, Unit 8
232 Waterville St
WaterburyCT06710
94 Oak St
WaterburyCT06704
84 Ives St
WaterburyCT06704
1308 E Main St
WaterburyCT06705
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$1,300
Plus Fees
1 Bedroom Apartments Available Nov 15151 Hillside Ave
151 Hillside AveWaterbury, CT 06710
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.
161 Prospect St
WaterburyCT06710
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259 Grove St
WaterburyCT06710
22 Lisa Ct
WaterburyCT06704
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22 Lisa Ct
WaterburyCT06704
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.
62 Brookfield Rd
WaterburyCT06704
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$1,500
Plus Fees
2 Bedroom Apartments Available Jan 1, 202613 Poplar Pl
13 Poplar PlWaterbury, CT 06708
1568 Meriden Rd
WaterburyCT06705
42 Putnam St
WaterburyCT06704
23 Shirley St
WaterburyCT06708
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$1,600
Plus Fees
3 Bedroom Apartments Available Now26 Grandview Ave
26 Grandview AveWaterbury, CT 06708
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.
92 Hamden Ave
WaterburyCT06704
Showing Results 1-29, 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 | $1,929 | $1,295 | $6,500 |
| Waterbury Middlebury 3 Bedroom Homes for Rent | $2,366 | $1,150 | $3,950 |
| Waterbury Middlebury 4 Bedroom Homes for Rent | $2,771 | $1,800 | $5,500 |
| Waterbury Middlebury 5 Bedroom Homes for Rent | $8,000 | $3,500 | $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 29 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 $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 |
| Eastwood Terrace | The Eaton | Studio,1BA | $1,175 |
| Wyndham Court Apartments | One Bedroom | 1BR,1BA | $1,195 |
| Villa Square LLC | Efficiency | Studio,1BA | $1,225 |
| 1243 W Main St | One Bedroom | 1BR,1BA | $1,250 |
| Josephine Towers Senior Living | Studio, 1 bath | Studio,1BA | $1,292 |
| Trowbridge House Apartments | 1 Bedroom | 1BR,1BA | $1,395 |
Best Value Apartments for Rent in Waterbury Middlebury, CT
As of November 14, 2025 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 $1,375 with a $1.02 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 | $1.02 |
| 51 Norman St, Unit #2 | 51 Norman St | 3BR,1BA | $1.64 |
| 95 Bristol St, Unit 3D | 95 Bristol St | 2BR,1.5BA | $1.64 |
| Middlebury Crossing Apartments | 2 Bedroom/1.5 Bath Townhome | 2BR,1.5BA | $1.77 |
| Wyndham Court Apartments | One Bedroom | 1BR,1BA | $1.33 |
| Piping Rock Apartments | One Bedroom | 1BR,1BA | $1.72 |
| Trowbridge House Apartments | 1 Bedroom | 1BR,1BA | $1.75 |
| 1243 W Main St | One Bedroom | 1BR,1BA | $1.67 |
| Grove Court | One Bedroom | 1BR,1BA | $1.33 |
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
Read Article
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 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 ArticleQuick Rent Budget Calculator
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Pet Friendly LifestyleWaterbury Middlebury, Waterbury, CT
Ranked #2
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 707 Apartments for Rent in Waterbury Middlebury, CT with pricing that ranges from $930 to $3,100. There are also 82 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 $2,923.
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 $1,200 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 $1,800 and Four Bedroom Apartments start at $1,650.
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.
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!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.