Cheap Homes for Rent in Waterbury Middlebury Neighborhood of Waterbury, CT from $1,100 (38 Rentals)

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Search the lowest-cost Homes available for rent right now in the Waterbury Middlebury area of Waterbury.

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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

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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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property at 5 Pinehurst Ave

5 Pinehurst Ave

WaterburyCT06705

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.

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Waterbury Middlebury, Waterbury, CT Local Guide

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 ListingModel NameBed/BathPriced From
Grove CourtOne Bedroom1BR,1BA$930
Liberty Court1 Bed HMA1BR,1BA$1,025
Wyndham Court ApartmentsOne Bedroom1BR,1BA$1,195
1243 W Main StOne Bedroom1BR,1BA$1,250
Josephine Towers Senior LivingStudio, 1 bathStudio,1BA$1,292
Bunker HillTwo Bedroom2BR,1BA$1,315
Summit Ridge EstatesThe Glengrove1BR,1BA$1,350
Trowbridge House Apartments1 Bed, 1 bath1BR,1BA$1,395
Eastwood TerraceThe Yorkdale1BR,1BA$1,400

Best Value Apartments for Rent in Waterbury Middlebury, CT

As of August 04, 2025 the best value apartment in the Waterbury Middlebury area is the $0.83 price per square foot 404 Congress Ave Model at 404 Congress Ave, Unit 404 Congress in the in the Waterbury Middlebury neighborhood starting from $1,435. 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 ListingModel NameBed/BathPrice Per Sq.Ft.
404 Congress Ave, Unit 404 Congress404 Congress Ave2BR,1BA$0.83
223 Meadow St7A1BR,1.5BA$1.00
83 Southview St, Unit Third floor83 Southview St3BR,1BA$1.33
57 Faber Ave, Unit 2 floor57 Faber Ave3BR,1BA$1.29
226 Maple St, Unit 1W226 Maple St3BR,1.5BA$1.64
29 Lannen St, Unit 129 Lannen St2BR,1BA$1.57
95 Bristol St, Unit 3D95 Bristol St2BR,1.5BA$1.64
Wyndham Court ApartmentsOne Bedroom1BR,1BA$1.33
Grove CourtOne Bedroom1BR,1BA$1.33
67 Dallas Ave, Unit 567 Dallas Ave1BR,1BA$1.62

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Frequently Asked Questions about Waterbury Middlebury

What type of rentals are currently available in Waterbury Middlebury?

There are currently 691 Apartments for Rent in Waterbury Middlebury, CT with pricing that ranges from $900 to $3,200. There are also 77 Single Family Homes for rent, Condos, and Townhome rentals currently available in Waterbury Middlebury ranging from $1,195 to $7,000.

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 $1,195 to $7,000 with an average monthly rent of $2,553.

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 $2,800, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,300 to $3,500. Four Bedroom Single-Family rentals are also available starting from $2,000 and Four Bedroom Apartments start at $1,395.

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.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

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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.

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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.