118 Pullen Ave
WatertownCT06779
Cheap Homes for Rent near Middlebury, CT from $1,300 (16 Rentals)
Search the lowest-cost Homes available for rent right now in Middlebury.
48 Irion St
WaterburyCT06704
1720 E Main St
WaterburyCT06705
45 Linden St
WatertownCT06779
32 Greenwood St
NaugatuckCT06770
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.
893 Highland Ave
WaterburyCT06708
163 Meadow St, Unit 2 F
163 Meadow St
NaugatuckCT06770
54 High St
NaugatuckCT06770
38 Ridge Rd
NaugatuckCT06770
38 Ridge Rd
NaugatuckCT06770
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.
14 Guilfoile St, Unit 2
14 Guilfoile St
WaterburyCT06708
285 Hillside Ave
NaugatuckCT06770
96 Neill Dr
WatertownCT06795
1426 Highland Ave
WaterburyCT06708
55 Angel Dr
WaterburyCT06708
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.
52 Oak St
WaterburyCT06704
Showing Results 1-16, 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 a home in Middlebury?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Middlebury 2 Bedroom Homes for Rent | $2,047 | $1,325 | $4,200 |
| Middlebury 3 Bedroom Homes for Rent | $2,502 | $1,700 | $3,400 |
| Middlebury 4 Bedroom Homes for Rent | $3,335 | $1,600 | $7,500 |
| Middlebury 5 Bedroom Homes for Rent | $17,000 | $10,000 | $10,000+ |
| Middlebury 6 Bedroom Homes for Rent | $3,200 | $3,200 | $3,200 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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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 $1,350. Trowbridge House Apartments in the The Village at Oxford Greens neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,395. 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 |
| Trowbridge House Apartments | 1 Bedroom | 1BR,1BA | $1,395 |
| 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 |
Best Value Apartments for Rent in Middlebury, CT and Nearby
As of July 12, 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 |
| Greenbriar Hills Apartments | 2 Bedroom 1 Bath | 2BR,1BA | $2.07 |
| Parkview | BRYANT | 1BR,1BA | $2.19 |
| Trowbridge House Apartments | 1 Bedroom | 1BR,1BA | $1.80 |
| 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 Article
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.
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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 Middlebury
What type of rentals are currently available in Middlebury?
There are currently 87 Apartments for Rent in Middlebury, CT with pricing that ranges from $1,275 to $2,400. There are also 45 Single Family Homes for rent, Condos, and Townhome rentals currently available in Middlebury ranging from $1,300 to $17,000.
What is the current price range for Rental Homes in Middlebury?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Middlebury ranges from $1,300 to $17,000 with an average monthly rent of $4,939.
How much are larger Three and Four Bedroom Rentals in Middlebury?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Middlebury range from $1,649 to $2,400, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,700 to $3,400. Four Bedroom Single-Family rentals are also available starting from $1,600 and Four Bedroom Apartments start at $2,100.
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.