Cheap Apartments for Rent in the Waterbury Middlebury Neighborhood of Waterbury, CT from $500 (115 Rentals)

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

property at 445 Meadow St

$995

Total Monthly Price

Total Monthly Price

Base Rent
$995

Total Monthly Price
$995

1 Bedroom, 1 Bath Home for Rent

Available Now

445 Meadow St

WaterburyCT06702
property at 135 W Main St

$1,010 - $1,050

Total Monthly Price

Total Monthly Price

Base Rent
$1,010

Total Monthly Price
$1,010

1 Bedroom Rentals

Available Now

135 W Main St

WaterburyCT06702
property at 134 Hill St

$1,100

Total Monthly Price

Total Monthly Price

Base Rent
$1,100

Total Monthly Price
$1,100

1 Bedroom, 1 Bath Home for Rent

Available Now

134 Hill St

WaterburyCT06704
property at 124 Meriden Rd

$1,100

Total Monthly Price

Total Monthly Price

Base Rent
$1,100

Total Monthly Price
$1,100

1 Bedroom, 1 Bath Home for Rent

Available Now

124 Meriden Rd

WaterburyCT06705

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.

property at 1660 E Main St

$1,100

Total Monthly Price

Total Monthly Price

Base Rent
$1,100

Total Monthly Price
$1,100

Studio, 1 Bath Home for Rent

Available Now

1660 E Main St

WaterburyCT06705
property at 20 Lounsbury Ave

$1,150

Total Monthly Price

Total Monthly Price

Base Rent
$1,150

Total Monthly Price
$1,150

1 Bedroom Rentals

Available Now

20 Lounsbury Ave

WaterburyCT06706
property at 344 Washington Ave

$1,200

Total Monthly Price

Total Monthly Price

Base Rent
$1,200

Total Monthly Price
$1,200

1 Bedroom, 1 Bath Home for Rent

Available Now

344 Washington Ave

WaterburyCT06708
property at 121 Lounsbury St

$1,250

Total Monthly Price

Total Monthly Price

Base Rent
$1,250

Total Monthly Price
$1,250

2 Bedroom, 1 Bath Home for Rent

Available Now

121 Lounsbury St

WaterburyCT06706
property at 21 N Walnut St

$1,250

Total Monthly Price

Total Monthly Price

Base Rent
$1,250

Total Monthly Price
$1,250

2 Bedroom, 1 Bath Home for Rent

Available Now

21 N Walnut St

WaterburyCT06704
property at 316 Wilson St

$1,250

Total Monthly Price

Total Monthly Price

Base Rent
$1,250

Total Monthly Price
$1,250

1 Bedroom, 1 Bath Home for Rent

Available Now

316 Wilson St

WaterburyCT06708

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.

property at 247 Willow St

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

2 Bedroom, 1 Bath Home for Rent

Available Now

247 Willow St

WaterburyCT06710
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58 Kellogg St
$1,300 - $1,400
Total Monthly Price1 Month Lease Term

Total Monthly Price

Base Rent
$1,300 - $1,400

Total Monthly Price
$1,300 - $1,400
1 Bedroom Apartment Available Now

58 Kellogg St

58 Kellogg StWaterbury, CT 06710
Affordability
property at 58 Kellogg St

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

1 Bedroom, 1 Bath Home for Rent

Available Now

58 Kellogg St

WaterburyCT06710
property at 35 Woodward Ave

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350

Total Monthly Price
$1,350

1 Bedroom, 1 Bath Home for Rent

Available Now

35 Woodward Ave

WaterburyCT06705
property at 49 Johnson St

$1,375

Total Monthly Price

Total Monthly Price

Base Rent
$1,375

Total Monthly Price
$1,375

2 Bedroom, 1 Bath Home for Rent

Available Now

49 Johnson St

WaterburyCT06710
property at 654 Highland Ave

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom, 1 Bath Home for Rent

Available Now

654 Highland Ave

WaterburyCT06708
property at 78 Francis St

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

1 Bedroom, 1 Bath Home for Rent

Available Now

78 Francis St

WaterburyCT06708
property at 393 Highland Ave

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom, 1 Bath Home for Rent

Available Now

393 Highland Ave

WaterburyCT06708

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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78 Chestnut Ave
$1,400 - $1,450
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,400 - $1,450

Total Monthly Price
$1,400 - $1,450
3 to 4 Bedroom Apartment Available May 1

78 Chestnut Ave

78 Chestnut AveWaterbury, CT 06710
Affordability
property at 1235 Bank St

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

3 Bedroom, 1 Bath Home for Rent

Available Now

1235 Bank St

WaterburyCT06708
property at 221 Willow St

$1,450

Total Monthly Price

Total Monthly Price

Base Rent
$1,450

Total Monthly Price
$1,450

4 Bedroom, 1 Bath Home for Rent

Available Now

221 Willow St

WaterburyCT06710
property at 77 Alma St

$1,475

Total Monthly Price

Total Monthly Price

Base Rent
$1,475

Total Monthly Price
$1,475

2 Bedroom, 1 Bath Home for Rent

Available Now

77 Alma St

WaterburyCT06705
property at 22 Wyman St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1 Bath Home for Rent

Available Now

22 Wyman St

WaterburyCT06710
property at 175 Chestnut Ave

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1 Bath Home for Rent

Available Now

175 Chestnut Ave

WaterburyCT06710

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.

property at 111 Bank St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

1 Bedroom, 1 Bath Home for Rent

Available Now

111 Bank St

WaterburyCT06702
property at 4 Templeton St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1 Bath Home for Rent

Available Now

4 Templeton St

WaterburyCT06710
property at 24 Pilgrim Ave

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1 Bath Home for Rent

Available Now

24 Pilgrim Ave

WaterburyCT06704
property at 158 Alder St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1 Bath Home for Rent

Available Now

158 Alder St

WaterburyCT06708
property at 779 E Main St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

3 Bedroom, 1 Bath Home for Rent

Available Now

779 E Main St

WaterburyCT06702
property at 85 Draher St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1 Bath Home for Rent

Available Now

85 Draher St

WaterburyCT06708
property at 1472 Baldwin St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

2 Bedroom, 1 Bath Home for Rent

Available Now

1472 Baldwin St

WaterburyCT06706
property at 16 Byron St

$1,550

Total Monthly Price

Total Monthly Price

Base Rent
$1,550

Total Monthly Price
$1,550

2 Bedroom, 1 Bath Home for Rent

Available Now

16 Byron St

WaterburyCT06704

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

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 ListingModel NameBed/BathPriced From
Grove CourtOne Bedroom1BR,1BA$900
Jefferson Square ApartmentsStudioStudio,1BA$1,100
Eastwood TerraceThe EatonStudio,1BA$1,200
Josephine Towers Senior LivingStudio, 1 bathStudio,1BA$1,292
Wyndham Court ApartmentsOne Bedroom1BR,1BA$1,295
1243 W Main StOne Bedroom1BR,1BA$1,350
Piping Rock ApartmentsOne Bedroom1BR,1BA$1,425
Meridian Apartments1 Bedroom1BR,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 ListingModel NameBed/BathPrice Per Sq.Ft.
223 Meadow St3Beds3BR,1.5BA$1.53
203 Cooke St203 Cooke St4BR,1BA$1.37
95 Bristol St, Unit 2B95 Bristol St2BR,1.5BA$1.64
LakeviewThe Kingsbury2BR,1BA$1.65
33 Howard St, Unit 233 Howard St3BR,1BA$1.60
58 Kellogg St58 Kellogg St1BR,1BA$1.40
Trowbridge House Apartments2 Bedroom2BR,1BA$1.69
Wyndham Court ApartmentsOne Bedroom1BR,1BA$1.44
Grove CourtOne Bedroom1BR,1BA$1.29
15 Preston Ter15 Preston Ter1BR,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.

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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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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.

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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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Quick 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.

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Pet Friendly Lifestyle
Waterbury Middlebury, Waterbury, CT

Ranked #1

Among cities in Connecticut for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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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

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

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.

decorative image for 18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property article

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.

decorative image for A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

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.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

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.