215 Waterville St
WaterburyCT06710
Cheap Homes for Rent near Middlebury, CT from $1,150 (15 Rentals)
Search the lowest-cost Homes available for rent right now in Middlebury.
27 Benham St
WaterburyCT06708
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$1,3501 Bedroom Apartments Available Sep 1
195 Riverside St, Unit 1 st Floor
195 Riverside StWatertown, CT 06779
111 Vail St, Unit 2nd floor
111 Vail St
WaterburyCT06708
35 Mill Rd
WoodburyCT06798
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
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$1,6003 Bedroom Apartments Available Now
1110 W Main St, Unit 2
1110 W Main StWaterbury, CT 06708
893 Highland Ave
WaterburyCT06708
14 Guilfoile St, Unit 2
14 Guilfoile St
WaterburyCT06708
55 Angel Dr
WaterburyCT06708
158 Martone St
WaterburyCT06708
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.
81 Angel Dr
WaterburyCT06708
58 High St
WaterburyCT06704
418 Mill St
WaterburyCT06706
883 Rubber Ave
NaugatuckCT06770
617 Millville Ave
NaugatuckCT06770
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
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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 a home in Middlebury?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Middlebury 2 Bedroom Homes for Rent | $2,096 | $1,450 | $3,250 |
| Middlebury 3 Bedroom Homes for Rent | $2,193 | $1,700 | $2,995 |
| Middlebury 4 Bedroom Homes for Rent | $3,791 | $2,300 | $7,500 |
| Middlebury 5 Bedroom Homes for Rent | $17,000 | $10,000 | $10,000+ |
| Middlebury 6 Bedroom Homes for Rent | $3,000 | $3,000 | $3,000 |
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 |
| West Hill Apartments | 1-Bedroom | 1BR,1BA | $1,505 |
| Horizon Homes | 1-Bedroom | 1BR,1BA | $1,645 |
| Woodbury Knoll | Lily Renovated | Studio,1BA | $1,674 |
Best Value Apartments for Rent in Middlebury, CT and Nearby
As of August 26, 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 Chelsea 3-Bdrm/2-Bath Model at Oxford Commons starting at $2,100 with a $1.84 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 | Chelsea 3-Bdrm/2-Bath | 3BR,2BA | $1.84 |
| Middlebury Crossing Apartments | 2 Bedroom/1.5 Bath Townhome | 2BR,1.5BA | $1.81 |
| Parkview | GRAMERCY | 2BR,1BA | $2.07 |
| 11 Aetna Pl, Unit 1 | 11 Aetna Pl | 2BR,1BA | $1.32 |
| Trowbridge House Apartments | 1 Bedroom | 1BR,1BA | $1.80 |
| Platform at Naugatuck | 1 Bedroom | 1BR,1BA | $2.24 |
| 1243 W Main St | One Bedroom | 1BR,1BA | $1.80 |
| Horizon Homes | 1-Bedroom | 1BR,1BA | $2.39 |
| West Hill Apartments | 1-Bedroom | 1BR,1BA | $2.32 |
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.
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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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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 80 Apartments for Rent in Middlebury, CT with pricing that ranges from $1,250 to $2,400. There are also 42 Single Family Homes for rent, Condos, and Townhome rentals currently available in Middlebury ranging from $1,250 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 $1,250 to $17,000 with an average monthly rent of $2,792.
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
Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.
First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.
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.