95 Christian Rd
MiddleburyCT06762
2 Bedroom Apartments for Rent in Middlebury, CT (53 Rentals)
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$1,931 - $1,9682 Bedroom Apartments Available Now
Parkview Apartments
270 Spring StNaugatuck, 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 - $1,9952 Bedroom Apartments Available Now
West Hill Apartments
597 Millville AveNaugatuck, CT 06770
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Rent Specials
$1,650 - $1,9502 Bedroom Apartments Available Now
Middlebury Crossing Apartments
77 Newfield AveWaterbury, CT 06708
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Rent Specials
$1,600 - $1,8502 Bedroom Apartments Available Now
Villa Square LLC
222 Bradley AveWaterbury, CT 06708
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$1,7502 Bedroom Apartments Available Sep 1
Trowbridge 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 - $1,9002 Bedroom Apartments Contact Us For Availability
1243 W Main St
1243 W Main StWaterbury, CT 06708
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$2,2002 Bedroom Apartment Available Now
1482 Highland Ave, Unit TARTZ REALTY
1482 Highland AveWaterbury, CT 06708
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$2,2002 Bedroom Apartment Available Now
1480 Highland Ave, Unit 1480
1480 Highland AveWaterbury, CT 06708
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$2,0002 Bedroom Apartment Available Now
1541 Highland Ave, Unit I
1541 Highland AveWaterbury, CT 06708
223 Meadow St
NaugatuckCT06770
52 Crown St
NaugatuckCT06770
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.
15 Barnum Ct
NaugatuckCT06770
704 Highland Ave
WaterburyCT06708
18 Valentine St
WaterburyCT06708
36 Elmview Cir
WaterburyCT06708
226 Ledgeside Ave
WaterburyCT06708
167 Macarthur Dr
WaterburyCT06704
17 3rd St
WaterburyCT06708
14 Edgewood Rd
OakvilleCT06779
489 Wilson St
WaterburyCT06708
585 Park Rd
WaterburyCT06708
1744 Thomaston Ave
WaterburyCT06704
617 Millville Ave
NaugatuckCT06770
58 High St
WaterburyCT06704
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.
925 Oronoke Rd
WaterburyCT06708
158 Martone St
WaterburyCT06708
44 Vail St
WaterburyCT06708
44 Taft Pointe
WaterburyCT06708
57 Heritage Vlg
SouthburyCT06488
994 Heritage Vlg
SouthburyCT06488
550 High St
NaugatuckCT06770
21 Crestwood Ave
WatertownCT06795
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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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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 | $1,599 | $1,599 | $1,599 |
| Middlebury 1 Bedroom Apartments | $1,583 | $1,100 | $2,000 |
Middlebury 2 Bedroom Apartments | $1,783 | $1,315 | $2,250 |
| Middlebury 3 Bedroom Apartments | $2,142 | $1,850 | $2,500 |
Browse Top Apartments in Middlebury
See all Apartments in MiddleburyExplore Middlebury
Middlebury, CT Local Guide
- Nearby Cities
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Largest Available Middlebury 2 Bedroom Apartments
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| 1243 W Main St | 2 Bdrm | 1,200 Sq Ft | $1,600 |
| Middlebury Crossing Apartments | 2 Bedroom/1.5 Bath Townhome | 1,100 Sq Ft | $1,850 |
Cheapest Available Middlebury 2 Bedroom Apartments
As of July 29, 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 $1,783. 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 | $1,650 |
| Horizon Homes | 2-Bedroom | $1,725 |
| West Hill Apartments | Town Home with Full Basement | $1,895 |
| Parkview Apartments | Gramercy | $1,931 |
Quick Rent Budget Calculator
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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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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 $1,783.
What is the largest available 2 Bedroom Middlebury Apartment for rent?
Today's apartment with the most square footage in Middlebury is a 1,200 square feet unit starting from $1,600 at 1243 W Main 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 1,486 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.
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.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.