68 Anderson St
NaugatuckCT06770
Cheap Apartments for Rent in Middlebury, CT from $900 (30 Rentals)
Search the lowest-cost Apartments available for rent right now in Middlebury.
48 Anderson St
NaugatuckCT06770
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$1,350 - $1,900
Plus Fees24 Month Lease Term
1 to 2 Bedroom Apartments Contact Us For Availability1243 W Main St
1243 W Main StWaterbury, CT 06708
222 Chipman St
WaterburyCT06708
75 Vernon St
WaterburyCT06708
14 Elmview Cir
WaterburyCT06708
951 Chase Pkwy
WaterburyCT06708
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.
1106 Main St
WatertownCT06795
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$1,599
Plus Fees
Studio to 2 Bedroom Apartments Available NowWoodbury Knoll
302 Tuttle RdWoodbury, CT 06798
17 Park Pl
NaugatuckCT06770
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$1,6003 Bedroom Apartments Available Now
1110 W Main St, Unit 2
1110 W Main StWaterbury, CT 06708
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$1,6003 Bedroom Apartments Available Now
35 Merrill St, Unit 3
35 Merrill StWaterbury, CT 06708
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$1,625 - $1,750
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Available NowVilla Square LLC
222 Bradley AveWaterbury, CT 06708
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$1,690
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,690
Total Monthly Price
$1,690
56 Aetna St, Unit 2B, Unit 2B
56 Aetna StNaugatuck, CT 06770
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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$1,700 - $1,995
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilityTotal Monthly Price
Base Rent
$1,700 - $1,995
Total Monthly Price
$1,700 - $1,995
West Hill Apartments
597 Millville AveNaugatuck, CT 06770
33 Pond St
NaugatuckCT06770
304 Buckingham St
WatertownCT06779
52 Crown St
NaugatuckCT06770
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2 to 3 Bedroom Apartments
Southwood Apartments
933 Rubber AveNaugatuck, CT 06770
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3 to 4 Bedroom Apartments
369 - 375 Grandview Ave
369-375 Grandview AveWaterbury, CT 06708
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1 to 3 Bedroom Apartments
Bunker Hill
17 Eastern AveWaterbury, CT 06708
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.
364 Colonial Ave
WaterburyCT06704
1720 E Main St
WaterburyCT06705
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1 to 2 Bedroom Apartments
Trowbridge House Apartments
38 Highland AveNaugatuck, CT 06770
48 Irion St
WaterburyCT06704
118 Pullen Ave
WatertownCT06779
16 Pilgrim Trail
WoodburyCT06798
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1 to 2 Bedroom Apartments
Greenbriar Hills Apartments
148 Falls TerWatertown, CT 06779
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.
34 Arrowhead Way
WoodburyCT06798
89 Waterville St
WaterburyCT06710
Showing Results 1-30, Page 1 of 1
Middlebury, CT Local Guide
Sunset in the grass by Trenten Kelley is licensed under CC BY 2.0
How much does it cost to rent an apartment in Middlebury?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Middlebury Studio Apartments | $1,542 | $1,200 | $1,599 |
| Middlebury 1 Bedroom Apartments | $1,586 | $1,300 | $1,913 |
| Middlebury 2 Bedroom Apartments | $1,795 | $1,200 | $2,224 |
| Middlebury 3 Bedroom Apartments | $1,946 | $1,600 | $2,400 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Middlebury
See all Apartments in MiddleburyExplore Middlebury
Middlebury, CT Local Guide
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Cheapest Available Middlebury Apartments for Rent and Nearby
The cheapest available apartment rental in Middlebury, CT is a 1 Bed unit found at 1243 W Main St in the Waterbury Middlebury neighborhood priced from $1,350. Woodbury Knoll in the Danbury Newtown Monroe neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,599. Here is today’s list of the most affordable Middlebury apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 1243 W Main St | One Bedroom | 1BR,1BA | $1,350 |
| Woodbury Knoll | Lily Renovated | Studio,1BA | $1,599 |
| Villa Square LLC | 1 Bedroom Townhouse, New Kitchen | 1BR,1BA | $1,625 |
| Middlebury Crossing Apartments | Two Bedroom/ 1 Bath | 2BR,1BA | $1,745 |
| 223 Meadow St | 2Beds | 2BR,1BA | $1,850 |
| Oxford Commons | Chelsea 3-Bdrm/Affordable | 3BR,2BA | $1,875 |
Best Value Apartments for Rent in Middlebury, CT and Nearby
As of May 22, 2026 the best value apartment in the 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 Middlebury apartment is the Chelsea 3-Bdrm/Affordable Model at Oxford Commons starting at $1,875 with a $1.67 price per square foot in the Seymour Naugatuck Ansonia neighborhood. Here is today’s list of the best values for 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 |
| Oxford Commons | Chelsea 3-Bdrm/Affordable | 3BR,2BA | $1.67 |
| 95 Bristol St, Unit 2B | 95 Bristol St | 2BR,1.5BA | $1.64 |
| Middlebury Crossing Apartments | 2 Bedroom/1.5 Bath Townhome | 2BR,1.5BA | $1.81 |
| 56 Aetna St, Unit 2B | 56 Aetna St | 2BR,1BA | $1.88 |
| Villa Square LLC | 1 Bedroom Townhouse, New Kitchen | 1BR,1.5BA | $2.08 |
| 1243 W Main St | One Bedroom | 1BR,1BA | $1.80 |
| Woodbury Knoll | Lily Renovated | Studio ,1BA | $4.00 |
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.
Read ArticleQuick 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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See the most popular apartments and homes in Middlebury, CT
Frequently Asked Questions about Cheap Middlebury Apartments
What is the Cheapest Studio apartment in Middlebury?
Currently the most affordable Cheap Studio Apartment in Middlebury is at Woodbury Knoll listed at $1,599.
How much is rent for a Cheap One Bedroom Middlebury Apartment?
The lowest price for a Cheap One Bedroom Middlebury Apartment is $1,350 at 1243 W Main St.
What is the lowest price for a Cheap Two Bedroom Middlebury Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Middlebury is starting from $1,600 at 1243 W Main St.
What is the most affordable Middlebury Three Bedroom Apartment?
The best deal on a cheap Middlebury Three Bedroom Apartment rental is at Oxford Commons and starts from $1,875.
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.