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Cheap Apartments for Rent in Middlebury, CT from $900 (9 Rentals)
Search the lowest-cost Apartments available for rent right now in Middlebury.
951 Chase Pkwy
WaterburyCT06708
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Rent Specials
from $1,250Studio to 2 Bedroom Apartments Available Now
Villa Square LLC
222 Bradley AveWaterbury, CT 06708
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from $1,2501 to 2 Bedroom Apartments Contact Us For Availability
1243 W Main St
1243 W Main StWaterbury, CT 06708
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 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.
106 Angel Dr
WaterburyCT06708
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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 | $1,549 | $1,250 | $1,599 |
| Middlebury 1 Bedroom Apartments | $1,605 | $1,100 | $1,899 |
| Middlebury 2 Bedroom Apartments | $1,808 | $1,315 | $2,200 |
| Middlebury 3 Bedroom Apartments | $1,932 | $1,800 | $2,095 |
| Middlebury 4 Bedroom Apartments | $3,972 | $2,995 | $4,950 |
Browse Top Apartments in Middlebury
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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 Studio unit found at Villa Square LLC in the Waterbury Middlebury neighborhood priced from $1,250. 1243 W Main St in the Waterbury Middlebury neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,250. Here is today’s list of the most affordable Middlebury apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Villa Square LLC | Efficiency | Studio,1BA | $1,250 |
| 1243 W Main St | One Bedroom | 1BR,1BA | $1,250 |
| Bunker Hill | Two Bedroom | 2BR,1BA | $1,315 |
Best Value Apartments for Rent in Middlebury, CT and Nearby
As of June 21, 2025 the best value apartment in the Middlebury area is the $1.00 price per square foot 7A Model at 223 Meadow St in the in the The Village at Oxford Greens neighborhood starting from $1,500. The second greatest value Middlebury apartment is the 1480 Highland Ave Model at 1480 Highland Ave, Unit 1480 starting at $2,200 with a $1.83 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 | 7A | 1BR,1.5BA | $1.00 |
| 1480 Highland Ave, Unit 1480 | 1480 Highland Ave | 2BR,1.5BA | $1.83 |
| 1482 Highland Ave, Unit TARTZ REALTY | 1482 Highland Ave | 2BR,1.5BA | $2.00 |
| Middlebury Crossing Apartments | 2 Bedroom/1.5 Bath Townhome | 2BR,1.5BA | $1.68 |
| West Hill Apartments | Town Home with Full Basement | 2BR,1.5BA | $1.86 |
| 1541 Highland Ave, Unit I | 1541 Highland Ave | 2BR,1.5BA | $2.00 |
| Parkview Apartments | Gramercy | 2BR,1BA | $1.91 |
| Horizon Homes | 2-Bedroom | 2BR,1BA | $1.83 |
| 1243 W Main St | One Bedroom | 1BR,1BA | $1.67 |
| Woodbury | Lily Renovated | Studio ,1BA | $3.88 |
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Walk Score®
26 / 100
Car-Dependent
Most errands require a car
Bike Score®
25 / 100
Somewhat Bikeable
Minimal bike infrastructure
Transit Score®
1 / 100
Minimal Transit
It may be possible to get on a bus
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
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 Villa Square LLC listed at $1,250.
How much is rent for a Cheap One Bedroom Middlebury Apartment?
The lowest price for a Cheap One Bedroom Middlebury Apartment is $1,250 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 $1,315 at Bunker Hill.
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.
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.
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.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.
The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.