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2 Bedroom Apartments for Rent in Middlebury, CT (50 Rentals)
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$1,850 - $2,100
Plus Fees
2 Bedroom Apartments Available Now223 Meadow St
223 Meadow StNaugatuck, CT 06770
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$1,781 - $1,871
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,672 - $1,846
Required Monthly Fees
$25
Total Monthly Price
$1,697 - $1,871
Parkview Apartments
270 Spring StNaugatuck, CT 06770
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$1,650 - $1,750
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowTrowbridge House Apartments
38 Highland AveNaugatuck, CT 06770
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$1,675 - $1,795
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,605 - $1,795
Total Monthly Price
$1,605 - $1,795
Horizon Homes
151 Andrew AveNaugatuck, CT 06770
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Contact Us For Pricing2 Bedroom Apartments Contact Us For Availability
Woodbury Knoll
302 Tuttle RdWoodbury, CT 06798
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$1,895 - $1,995
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilityTotal Monthly Price
Base Rent
$1,895 - $1,995
Total Monthly Price
$1,895 - $1,995
West Hill Apartments
597 Millville AveNaugatuck, CT 06770
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Rent Specials
$1,695 - $1,950
Plus Fees12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilityMiddlebury Crossing Apartments
77 Newfield AveWaterbury, CT 06708
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$1,550 - $1,850
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowVilla Square LLC
222 Bradley AveWaterbury, CT 06708
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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
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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$2,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
1521 Highland Ave, Unit 1521 Highland Avenue
1521 Highland AveWaterbury, CT 06708
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50 Sunnyside Ave
WatertownCT06779
240 Scott St
NaugatuckCT06770
68 Anderson St
NaugatuckCT06770
253 N Main St
NaugatuckCT06770
141 Millville Ave
NaugatuckCT06770
117 Golden Hill St
NaugatuckCT06770
690 Highland Ave
WaterburyCT06708
38 Myrtle Ave
WaterburyCT06708
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.
704 Highland Ave
WaterburyCT06708
54 New Haven Ave
WaterburyCT06708
20 Merrill St
WaterburyCT06708
226 Ledgeside Ave
WaterburyCT06708
134 Charles St
WaterburyCT06708
925 Oronoke Rd
WaterburyCT06708
58 High St
WaterburyCT06704
220 Alder St
WaterburyCT06708
33 Washington Ave
WoodburyCT06798
112 W Lake Rd
WoodburyCT06798
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.
240 Scott St
NaugatuckCT06770
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Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
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Showing Results 1-50, 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 | $1,520 | $1,195 | $1,599 |
| Middlebury 1 Bedroom Apartments | $1,634 | $1,300 | $1,899 |
Middlebury 2 Bedroom Apartments | $1,736 | $1,400 | $2,200 |
| Middlebury 3 Bedroom Apartments | $2,023 | $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
- Nearby Cities
- ZIP codes
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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 |
| Villa Square LLC | 2 Bedroom Deluxe Townhouse | 1,197 Sq Ft | $1,850 |
| Greenbriar Hills Apartments | 2 Bedroom 1.5 Bath Townhome | 1,056 Sq Ft | $2,295 |
Cheapest Available Middlebury 2 Bedroom Apartments
As of January 03, 2026 the lowest priced 2 Bedroom apartment unit in Middlebury, CT is the 2 Bedroom Ranch, Lower Level Model starting from $1,550 at Villa Square LLC 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 $1,736. Here is today’s list of the cheapest available 2 Bedroom options in Middlebury:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Villa Square LLC | 2 Bedroom Ranch, Lower Level | $1,550 |
| 1243 W Main St | 2 Bdrm | $1,600 |
| Trowbridge House Apartments | 2 Bedroom | $1,650 |
| Horizon Homes | 2-Bedroom | $1,675 |
| Parkview Apartments | Gramercy | $1,806 |
| 223 Meadow St | 2Beds | $1,850 |
| Greenbriar Hills Apartments | 2 Bedroom 1 Bath | $1,995 |
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
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.
Read ArticleCash 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.
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.
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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
Frequently Asked Questions about 2 Bedroom Middlebury Apartments
What is the Cheapest apartment in Middlebury with 2 Bedroom?
Currently the most affordable 2 Bedroom in Middlebury is at Villa Square LLC listed at $1,550.
How much is the average rent for a 2 Bedroom Middlebury Apartment?
The average rent for a 2 Bedroom Apartment in Middlebury is $1,736.
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 1,438 sq ft.
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
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!