
Cheap Apartments for Rent in Middlebury, CT from $900 (48 Rentals)
Search the lowest-cost Apartments available for rent right now in Middlebury.


13 Park Pl

48 Anderson St

1243 W Main St

Trowbridge House Apartments

222 Chipman St

Total Monthly Price
308 N Main St, Unit D

75 Vernon St

Total Monthly Price
Horizon Homes
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.

Villa Square LLC

9 Pierpont St

32 Greenwood St

14 Edgewood Rd

Woodbury Knoll

8 Vernon St

191 Davis St

109 Bunker Hill Ave

14 Guilfoile St, Unit 2
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.

Total Monthly Price
West Hill Apartments

285 Hillside Ave

Middlebury Crossing Apartments

Total Monthly Price
307 N Main St, Unit 2

1171 W Main St

Total Monthly Price
22 Barnum Ct, Unit 1

223 Meadow St

Total Monthly Price
Parkview

Total Monthly Price
Oxford Commons
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.

23 Dunn Ave

108 Curtiss St

Total Monthly Price
51 Park Ave, Unit 1

Southwood Apartments

369 - 375 Grandview Ave

Bunker Hill

150 Chestnut Ave

118 Pullen Ave

48 Irion St
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.

1720 E Main St

Greenbriar Hills Apartments

163 Meadow St, Unit 2 F

22-24 Putnam St

54 High St

285 Hillside Ave

55 Angel Dr

96 Neill Dr

52 Oak St
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.

58 High St

220 Alder St

107 Main St N
Middlebury, CT Local Guide

How much does it cost to rent an apartment in Middlebury?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Cheap Middlebury Studio Apartments | $1,581 | $1,475 | $1,599 |
| Cheap Middlebury 1 Bedroom Apartments | $1,622 | $1,275 | $1,899 |
| Cheap Middlebury 2 Bedroom Apartments | $1,903 | $1,450 | $2,250 |
| Cheap Middlebury 3 Bedroom Apartments | $2,025 | $1,649 | $2,500 |
| Cheap Middlebury 4 Bedroom Apartments | $2,100 | $2,100 | $2,100 |
Browse Top Apartments in Middlebury
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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. Horizon Homes in the The Village at Oxford Greens neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,475. 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 |
| Horizon Homes | 13-A (includes heat, hot water, electric | Studio,1BA | $1,475 |
| Woodbury Knoll | Lily Renovated | Studio,1BA | $1,599 |
| 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 |
| West Hill Apartments | Town Home with Full Basement | 2BR,1BA | $1,875 |
| Greenbriar Hills Apartments | 2 Bedroom 1 Bath | 2BR,1BA | $1,985 |
Best Value Apartments for Rent in Middlebury, CT
As of July 08, 2026 the best value apartment in the Middlebury area is the $0.20 price per square foot 51 Park Ave Model at 51 Park Ave, Unit 1 in the in the The Village at Oxford Greens neighborhood starting from $1,995. The second greatest value Middlebury apartment is the 3Beds Model at 223 Meadow St starting at $2,300 with a $1.53 price per square foot in the The Village at Oxford Greens 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. |
|---|---|---|---|
| 51 Park Ave, Unit 1 | 51 Park Ave | 2BR,1BA | $0.20 |
| 223 Meadow St | 3Beds | 3BR,1.5BA | $1.53 |
| Oxford Commons | Chelsea 3-Bdrm/Affordable | 3BR,2BA | $1.67 |
| Middlebury Crossing Apartments | 2 Bedroom/1.5 Bath Townhome | 2BR,1.5BA | $1.81 |
| 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 |
| Parkview | GRAMERCY | 2BR,1BA | $2.07 |
| Greenbriar Hills Apartments | 2 Bedroom 1 Bath | 2BR,1BA | $2.07 |
| 308 N Main St, Unit D | 308 N Main St | 1BR,1BA | $1.86 |
| 1243 W Main St | One Bedroom | 1BR,1BA | $1.80 |
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 ArticleReal 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.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Middlebury, CT Rentals by Map
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 Horizon Homes listed at $1,475.
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

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.