Cheap Apartments for Rent in Middlebury, CT from $900 (8 Rentals)
Cheap Apartments in Middlebury.

1624 Highland Ave, Unit 1

1243 W Main St

90 Fairview Ave, Unit 3A
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.
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.
Middlebury, CT Local Guide

How much does it cost to rent an apartment in Middlebury?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Middlebury Studio Apartments | $1,599 | $1,599 | $1,599 |
Middlebury 1 Bedroom Apartments | $1,628 | $1,100 | $1,899 |
Middlebury 2 Bedroom Apartments | $1,764 | $1,200 | $2,200 |
Middlebury 3 Bedroom Apartments | $2,125 | $1,850 | $2,550 |
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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 1 Bed unit found at 1243 W Main St in the Waterbury Middlebury neighborhood priced from $1,250. Bunker Hill in the Waterbury Middlebury neighborhood has the second lowest priced unit, which is a 2 Beds apartment currently listed from $1,315. 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 | $1,250 |
Bunker Hill | Two Bedroom | 2BR,1BA | $1,315 |
223 Meadow St | 7A | 1BR,1BA | $1,500 |
Best Value Apartments for Rent in Middlebury, CT and Nearby
As of May 03, 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 2 Bedroom/1.5 Bath Townhome Model at Middlebury Crossing Apartments starting at $1,850 with a $1.68 price per square foot in the Waterbury Middlebury 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 |
Middlebury Crossing Apartments | 2 Bedroom/1.5 Bath Townhome | 2BR,1.5BA | $1.68 |
Greenbriar Hills Apartments | 2 Bedroom 1.5 Bath Townhome | 2BR,1.5BA | $1.85 |
90 Fairview Ave, Unit 3A | 90 Fairview Ave | 1BR,1BA | $1.44 |
Parkview Apartments | Bryant | 1BR,1BA | $1.93 |
54 Golden Hill St, Unit 2 | 54 Golden Hill St | 2BR,1BA | $2.54 |
Villa Square LLC | 1 Bedroom Townhouse, New Kitchen | 1BR,1.5BA | $2.11 |
Horizon Homes | 1-Bedroom Deluxe | 1BR,1BA | $2.08 |
1243 W Main St | One Bedroom | 1BR,1BA | $1.67 |
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Getting Around Middlebury, CT
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
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.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.