Cheap Homes for Rent in the Waterbury Middlebury Neighborhood of Waterbury, CT from $650 (17 Rentals)

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

property at 609 Cooke St
$650

Total Monthly Price

Base Rent$650

Total Monthly Price$650
12 Month Lease Term
1 Bedroom Rentals
Available Now
Affordability

609 Cooke St

WaterburyCT06710
property at 777 East St
$950

Total Monthly Price

Base Rent$950

Total Monthly Price$950
Studio, 1 Bath Home for Rent
Available Now
Affordability

777 East St

WaterburyCT06705
property at 114 Cooke St
$1,025

Total Monthly Price

Base Rent$1,025

Total Monthly Price$1,025
Studio, 1 Bath Condo for Rent
Available Now
Affordability

114 Cooke St

WaterburyCT06710
property at 27 Benham St
$1,250

Total Monthly Price

Base Rent$1,250

Total Monthly Price$1,250
1 Bedroom, 1 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

27 Benham St

WaterburyCT06708

Rent According to Income: A Look at Income-Restricted Rentals

Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

property at 35 Mountain Village Rd
$1,295

Total Monthly Price

Base Rent$1,295

Total Monthly Price$1,295
12 Month Lease Term
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

35 Mountain Village Rd, Unit 28

35 Mountain Village Rd
WaterburyCT06706
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property at 47 Irion St
$1,300

Total Monthly Price

Base Rent$1,300

Total Monthly Price$1,300
3 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

47 Irion St

WaterburyCT06704

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

property at 975 Meriden Rd
$1,400

Total Monthly Price

Base Rent$1,400

Total Monthly Price$1,400
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

975 Meriden Rd

WaterburyCT06705
property at 21 3rd St
$1,450

Total Monthly Price

Base Rent$1,450

Total Monthly Price$1,450
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

21 3rd St

WaterburyCT06708
property at 21 3rd St
$1,495

Total Monthly Price

Base Rent$1,495

Total Monthly Price$1,495
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

21 3rd St, Unit 1B

21 3rd St
WaterburyCT06708
  • Smoke Free

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

property at 108 Ives St
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
3 Bedroom, 1.5 Bath Home for Rent
Available Now

108 Ives St

WaterburyCT06704
property at 502 Wilson St
$1,500

Total Monthly Price

Base Rent$1,500

Total Monthly Price$1,500
3 Bedroom, 1 Bath Condo for Rent
Available Now

502 Wilson St

WaterburyCT06708

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 Studio unit found at Liberty Court priced from $850. Grove Court has the second lowest priced unit, which is a 1 Bed apartment currently listed from $950. Here are the most affordable Waterbury Middlebury apartments for rent in New Haven, CT:

Apartment ListingModel NameBed/BathPriced From
Liberty CourtStudioStudio,1BA$850
Grove CourtOne Bedroom1BR,1BA$950
Lakeside of CheshireS1Studio,1BA$1,235
1243 W Main StOne Bedroom1BR,1BA$1,350
Wyndham Court ApartmentsOne Bedroom1BR,1BA$1,350

Best Value Apartments for Rent in Waterbury Middlebury, CT

As of September 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 37 Central Ave Model at 37 Central Ave, Unit Number 2 starting at $1,500 with a $1.25 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
37 Central Ave, Unit Number 237 Central Ave1BR,1BA$1.25
354 Lakewood Rd, Unit 4354 Lakewood Rd1BR,1BA$1.45
30 Temple St, Unit 130 Temple St2BR,1BA$1.60
56 Maher Ave, Unit 56 maher av56 Maher Ave1BR,1BA$1.68
11 Aetna Pl, Unit 111 Aetna Pl2BR,1BA$1.32
Wyndham Court ApartmentsOne Bedroom1BR,1BA$1.50
Piping Rock ApartmentsOne Bedroom1BR,1BA$1.73
495 Washington Ave, Unit #2495 Washington Ave1BR,1BA$1.67
Grove CourtOne Bedroom1BR,1BA$1.36

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
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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.

Read Article

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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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 Waterbury Middlebury

What type of rentals are currently available in Waterbury Middlebury?

There are currently 732 Apartments for Rent in Waterbury Middlebury, CT with pricing that ranges from $950 to $4,200. There are also 96 Single Family Homes for rent, Condos, and Townhome rentals currently available in Waterbury Middlebury ranging from $650 to $3,995.

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 $650 to $3,995 with an average monthly rent of $2,045.

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 $1,350 to $2,650, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,300 to $3,995. Four Bedroom Single-Family rentals are also available starting from $1,800 and Four Bedroom Apartments start at $1,575.

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

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Rent According to Income: A Look at Income-Restricted Rentals

Written by: Robin Stewart

The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

decorative image for Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags   article

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.