10 Old Waterbury Rd
MiddleburyCT06762
Cheap Apartments for Rent in Middlebury, CT from $900 (33 Rentals)
Search the lowest-cost Apartments available for rent right now in Middlebury.
68 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
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$1,395 - $1,750
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Available NowTrowbridge House Apartments
38 Highland AveNaugatuck, CT 06770
135 Ball Farm Rd
WatertownCT06779
135 Ball Farm Rd
WatertownCT06779
78 Francis St
WaterburyCT06708
654 Highland Ave
WaterburyCT06708
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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$1,540 - $1,675
Plus Fees12 Month Lease Term
1 Bedroom Apartments Available NowVilla Square LLC
222 Bradley AveWaterbury, CT 06708
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$1,550 - $1,795
Total Monthly Price12 Month Lease Term
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,550 - $1,795
Total Monthly Price
$1,550 - $1,795
Horizon Homes
151 Andrew AveNaugatuck, CT 06770
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$1,599
Plus Fees
Studio to 2 Bedroom Apartments Available Apr 15Woodbury Knoll
302 Tuttle RdWoodbury, CT 06798
14 Guilfoile St
WaterburyCT06708
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$1,6502 Bedroom Apartments Available May 1
246 New Haven Ave
246 New Haven AveWaterbury, CT 06708
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$1,6502 Bedroom Apartments Available Apr 15
246 New Haven Ave
246 New Haven AveWaterbury, CT 06708
551 N Main St
NaugatuckCT06770
90 Aetna St
NaugatuckCT06770
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.
1163 W Main St
WaterburyCT06708
52 Crown St
NaugatuckCT06770
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$1,700 - $1,995
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal 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
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2 to 3 Bedroom Apartments
Southwood Apartments
933 Rubber AveNaugatuck, CT 06770
78 Buckingham St
WatertownCT06779
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3 to 4 Bedroom Apartments
369 - 375 Grandview Ave
369-375 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.
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1 to 3 Bedroom Apartments
Bunker Hill
17 Eastern AveWaterbury, CT 06708
63 Woodbine St
NaugatuckCT06770
118 Pullen Ave
WatertownCT06779
16 Pilgrim Trail
WoodburyCT06798
48 Irion St
WaterburyCT06704
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1 to 2 Bedroom Apartments
Greenbriar Hills Apartments
148 Falls TerWatertown, CT 06779
1370 Highland Ave
WaterburyCT06708
1163 W Main St
WaterburyCT06708
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.
89 Waterville St
WaterburyCT06710
Showing Results 1-33, 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 |
|---|---|---|---|
| Cheap Middlebury Studio Apartments | $1,552 | $1,200 | $1,675 |
| Cheap Middlebury 1 Bedroom Apartments | $1,586 | $1,050 | $1,800 |
| Cheap Middlebury 2 Bedroom Apartments | $1,787 | $1,400 | $2,124 |
| Cheap Middlebury 3 Bedroom Apartments | $2,230 | $1,800 | $3,850 |
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
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. Villa Square LLC in the Waterbury Middlebury neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,540. 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 |
| Villa Square LLC | 1 Bedroom Townhouse, Cinch | 1BR,1BA | $1,540 |
| Horizon Homes | 1-Bedroom | 1BR,1BA | $1,550 |
| Trowbridge House Apartments | 2 Bedroom | 2BR,1BA | $1,650 |
| West Hill Apartments | Townhome Bldg 5 | 2BR,1BA | $1,700 |
| Parkview Apartments | Bryant | 1BR,1BA | $1,739 |
| Middlebury Crossing Apartments | Two Bedroom/ 1 Bath | 2BR,1BA | $1,745 |
| 223 Meadow St | 2Beds | 2BR,1BA | $1,850 |
Best Value Apartments for Rent in Middlebury, CT
As of April 07, 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 Biltmore 3-Bdrm/2-Bath Model at Oxford Commons starting at $2,075 with a $1.76 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 | Biltmore 3-Bdrm/2-Bath | 3BR,2BA | $1.76 |
| Middlebury Crossing Apartments | 2 Bedroom/1.5 Bath Townhome | 2BR,1.5BA | $1.81 |
| 95 Bristol St, Unit 2B | 95 Bristol St | 2BR,1.5BA | $1.64 |
| West Hill Apartments | Town Home with Full Basement | 2BR,1.5BA | $1.84 |
| 307 N Main St, Unit 2 | 307 N Main St | 2BR,1BA | $1.75 |
| Trowbridge House Apartments | 2 Bedroom | 2BR,1BA | $1.69 |
| Parkview Apartments | Bryant | 1BR,1BA | $2.05 |
| Villa Square LLC | Building 1 One Bedroom | 1BR,1.5BA | $2.11 |
| 1243 W Main St | One Bedroom | 1BR,1BA | $1.80 |
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.
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 ArticleCash 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.
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
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
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.
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.
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.
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.