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2 Bedroom Apartments for Rent in Middlebury, CT (55 Rentals)
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$2,116 - $2,183
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,789 - $2,173
Required Monthly Fees
$10
Total Monthly Price
$1,799 - $2,183
Parkview Apartments
270 Spring StNaugatuck, CT 06770
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$1,950 - $1,995
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowWest Hill Apartments
597 Millville AveNaugatuck, CT 06770
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$2,125
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowOxford Commons
117 Hurley RdOxford, CT 06478
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$1,710 - $1,825
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowHorizon Homes
151 Andrew AveNaugatuck, CT 06770
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Rent Specials
$1,600 - $1,950
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowVilla Square LLC
222 Bradley AveWaterbury, CT 06708
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Rent Specials
$1,695 - $1,950
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowMiddlebury Crossing Apartments
77 Newfield AveWaterbury, CT 06708
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$1,750
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowTrowbridge House Apartments
38 Highland AveNaugatuck, CT 06770
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.
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$1,600 - $1,900
Plus Fees24 Month Lease Term
2 Bedroom Apartments Contact Us For Availability1243 W Main St
1243 W Main StWaterbury, CT 06708
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$1,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,800
Total Monthly Price
$1,800
95 Bristol St, Unit 3D
95 Bristol StWaterbury, CT 06708
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141 Millville Ave
NaugatuckCT06770
11 Southview St
NaugatuckCT06770
23 Dunn Ave
NaugatuckCT06770
93 Meadow St
NaugatuckCT06770
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
36 Elmview Cir
WaterburyCT06708
226 Ledgeside Ave
WaterburyCT06708
161 Prospect St
WaterburyCT06710
92 Temple St
WaterburyCT06706
250 Wood St
WaterburyCT06704
489 Wilson St
WaterburyCT06708
158 Martone St
WaterburyCT06708
41 Sheffield Ln
NaugatuckCT06770
58 High St
WaterburyCT06704
204 Pembroke Ave
WaterburyCT06704
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.
15 Martin St
WaterburyCT06706
925 Oronoke Rd
WaterburyCT06708
44 Taft Pointe
WaterburyCT06708
21 Crestwood Ave
WatertownCT06795
36 Washington Ave
WoodburyCT06798
33 Washington Ave
WoodburyCT06798
112 W Lake Rd
WoodburyCT06798
12 Church Rd
SouthburyCT06488
93 Meadow St
NaugatuckCT06770
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The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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 | $1,499 | $1,250 | $1,599 |
| Middlebury 1 Bedroom Apartments | $1,600 | $950 | $2,300 |
Middlebury 2 Bedroom Apartments | $1,801 | $1,315 | $2,200 |
| Middlebury 3 Bedroom Apartments | $2,090 | $1,800 | $2,500 |
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
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Largest Available Middlebury 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in Middlebury, CT is found at 223 Meadow St in the The Village at Oxford Greens neighborhood and is 1,500 square feet priced from $1,850. 1243 W Main St in the Waterbury Middlebury neighborhood has the second largest 2 Bedroom, which is sized at 1,200 square feet and currently listed start at $1,600. Here is today’s list of the largest available 2 Bedroom units in Middlebury:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| 223 Meadow St | 2Beds | 1,500 Sq Ft | $1,850 |
| 1243 W Main St | 2 Bdrm | 1,200 Sq Ft | $1,600 |
| Oxford Commons | Chelsea 2-Bdrm/2-Bath | 1,120 Sq Ft | $2,125 |
| Middlebury Crossing Apartments | 2 Bedroom/1.5 Bath Townhome | 1,100 Sq Ft | $1,950 |
| Greenbriar Hills Apartments | 2 Bedroom 1.5 Bath Townhome | 1,056 Sq Ft | $2,109 |
Cheapest Available Middlebury 2 Bedroom Apartments
As of September 13, 2025 the lowest priced 2 Bedroom apartment unit in Middlebury, CT is the Two Bedroom Model starting from $1,315 at Bunker Hill in the Waterbury Middlebury neighborhood. The second most affordable Middlebury 2 Bedroom is the 2 Bdrm Model at 1243 W Main St starting at $1,600 . The average price for all 2 Bedroom apartments in Middlebury is currently $1,801. Here is today’s list of the cheapest available 2 Bedroom options in Middlebury:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Bunker Hill | Two Bedroom | $1,315 |
| 1243 W Main St | 2 Bdrm | $1,600 |
| Villa Square LLC | 2 Bedroom Ranch, Cinch | $1,625 |
| Middlebury Crossing Apartments | Two Bedroom/ 1 Bath | $1,695 |
| Horizon Homes | 2-Bedroom | $1,710 |
| Trowbridge House Apartments | 2 Bedroom | $1,750 |
| 223 Meadow St | 2Beds | $1,850 |
| West Hill Apartments | Town Home with Full Basement | $1,950 |
| Greenbriar Hills Apartments | 2 Bedroom 1.5 Bath Townhome | $2,109 |
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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
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 2 Bedroom Middlebury Apartments
How much is the average rent for a 2 Bedroom Middlebury Apartment?
The average rent for a 2 Bedroom Apartment in Middlebury is $1,801.
What is the largest available 2 Bedroom Middlebury Apartment for rent?
Today's apartment with the most square footage in Middlebury is a 1,500 square feet unit starting from $1,850 at 223 Meadow St.
What is the average size for Middlebury 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Middlebury is currently 1,474 sq ft.
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.
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.