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$1,250
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,250
Total Monthly Price
$1,250
11 Aetna Pl, Unit 1
11 Aetna PlNaugatuck, CT 06770
Cheap Apartments for Rent near Middlebury, CT from $1,250 (27 Rentals)
Search the lowest-cost Apartments available for rent right now in Middlebury.
27 Benham St
WaterburyCT06708
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$1,350 - $1,900
Plus Fees24 Month Lease Term
1 to 2 Bedroom Apartments Contact Us For Availability1243 W Main St
1243 W Main StWaterbury, CT 06708
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$1,375 - $1,950
Plus Fees12 Month Lease Term
Studio to 2 Bedroom Apartments Available NowVilla Square LLC
222 Bradley AveWaterbury, CT 06708
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$1,395 - $1,750
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Available NowTrowbridge House Apartments
38 Highland AveNaugatuck, CT 06770
222 Chipman St
WaterburyCT06708
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.
97 Fern St
NaugatuckCT06770
111 Vail St, Unit 2nd floor
111 Vail St
WaterburyCT06708
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$1,475 - $1,970
Total Monthly Price12 Month Lease Term
Studio to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,475 - $1,970
Total Monthly Price
$1,475 - $1,970
Horizon Homes
151 Andrew AveNaugatuck, CT 06770
2 Tucker Ave
WatertownCT06779
44 Armand Dr
WaterburyCT06708
14 Edgewood Rd
WatertownCT06779
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.
14 Guilfoile St
WaterburyCT06708
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$1,6003 Bedroom Apartments Available Now
1110 W Main St, Unit 2
1110 W Main StWaterbury, CT 06708
70 Wooster Ave
WaterburyCT06708
14 Guilfoile St, Unit 2
14 Guilfoile St
WaterburyCT06708
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Rent Specials
$1,674 - $2,044
Total Monthly Price
Studio to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,674 - $2,044
Total Monthly Price
$1,674 - $2,044
Woodbury Knoll
302 Tuttle RdWoodbury, CT 06798
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$1,700 - $2,025
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,700 - $2,025
Total Monthly Price
$1,700 - $2,025
West Hill Apartments
597 Millville AveNaugatuck, CT 06770
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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2 to 3 Bedroom Apartments
Southwood Apartments
933 Rubber AveNaugatuck, CT 06770
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3 to 4 Bedroom Apartments
369 - 375 Grandview Ave
369-375 Grandview AveWaterbury, CT 06708
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1 to 3 Bedroom Apartments
Bunker Hill
17 Eastern AveWaterbury, CT 06708
27 Benham St
WaterburyCT06708
35 Mill Rd
WoodburyCT06798
96 Neill Dr
WatertownCT06795
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
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1 to 2 Bedroom Apartments
Greenbriar Hills Apartments
148 Falls TerWatertown, CT 06779
55 Angel Dr
WaterburyCT06708
Showing Results 1-27, 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 an apartment in Middlebury?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Middlebury Studio Apartments | $1,574 | $1,375 | $1,674 |
| Middlebury 1 Bedroom Apartments | $1,640 | $1,250 | $2,044 |
| Middlebury 2 Bedroom Apartments | $1,927 | $1,250 | $2,350 |
| Middlebury 3 Bedroom Apartments | $2,037 | $1,600 | $2,400 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Middlebury
See all Apartments in MiddleburyExplore Middlebury
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 | $1,674 |
| Platform at Naugatuck | 1 Bedroom | 1BR,1BA | $1,709 |
| Middlebury Crossing Apartments | Two Bedroom/ 1 Bath | 2BR,1BA | $1,745 |
| Villa Square LLC | 2 Bedroom Townhouse, Cinch | 2BR,1BA | $1,800 |
| 223 Meadow St | 2Beds | 2BR,1BA | $1,850 |
| West Hill Apartments | Town Home with Full Basement | 2BR,1BA | $1,875 |
Best Value Apartments for Rent in Middlebury, CT and Nearby
As of August 23, 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 |
| West Hill Apartments | Town Home with Full Basement | 2BR,1.5BA | $1.84 |
| Parkview | GRAMERCY | 2BR,1BA | $2.12 |
| 11 Aetna Pl, Unit 1 | 11 Aetna Pl | 2BR,1BA | $1.32 |
| Villa Square LLC | 2 Bedroom Townhouse, Cinch | 2BR,1.5BA | $1.94 |
| 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 |
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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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 $2,075.
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.