
2 Bedroom Apartments for Rent in Middlebury, CT (45 Rentals)


West Hill Apartments

Villa Square LLC

Horizon Homes

Middlebury Crossing Apartments

1243 W Main St

53 Woodbine St, Unit 1

1480 Highland Ave, Unit 1480

95 Bristol St, Unit 3C

182 Meadow St

19 Maplewood St

20 Bennett Ave

253 Bishop St

1424 Thomaston Ave

259 Grove St

18 Bridge St

147 Cooke St

6 Meriline Ave

58 High St

167 Macarthur Dr

64 Far View Cmns

557 Park Rd

550 High St

574 Heritage Vlg

112 W Lake Rd
Middlebury, CT Local Guide

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 | $1,603 | $1,100 | $1,850 |
Middlebury 2 Bedroom Apartments | $1,864 | $1,315 | $2,600 |
Middlebury 3 Bedroom Apartments | $1,944 | $1,658 | $2,150 |
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Middlebury, CT Local Guide
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Largest Available Middlebury 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in Middlebury, CT is found at 1243 W Main St in the Waterbury Middlebury neighborhood and is 1,200 square feet priced from $1,600. Oxford Commons in the Seymour Naugatuck Ansonia neighborhood has the second largest 2 Bedroom, which is sized at 1,120 square feet and currently listed start at $2,025. Here is today’s list of the largest available 2 Bedroom units in Middlebury:
Apartment Listing | Model Name | Square Footage | Priced From |
---|---|---|---|
1243 W Main St | 2 Bdrm | 1,200 Sq Ft | $1,600 |
Oxford Commons | Chelsea 2-Bdrm/2-Bath | 1,120 Sq Ft | $2,025 |
Middlebury Crossing Apartments | 2 Bedroom/1.5 Bath Townhome | 1,100 Sq Ft | $1,850 |
Greenbriar Hills Apartments | 2 Bedroom 1.5 Bath Townhome | 1,056 Sq Ft | $1,945 |
Parkview Apartments | Gramercy | 980 Sq Ft | $1,994 |
Villa Square LLC | Building 1 Two Bedroom | 933 Sq Ft | $1,950 |
Cheapest Available Middlebury 2 Bedroom Apartments
As of April 04, 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 Two Bedroom/ 1 Bath Model at Middlebury Crossing Apartments starting at $1,550 . The average price for all 2 Bedroom apartments in Middlebury is currently $1,864. 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 |
Middlebury Crossing Apartments | Two Bedroom/ 1 Bath | $1,550 |
1243 W Main St | 2 Bdrm | $1,600 |
Villa Square LLC | 2 Bedroom Townhouse, Cinch | $1,750 |
Greenbriar Hills Apartments | 2 Bedroom 1.5 Bath Townhome | $1,945 |
Parkview Apartments | Gramercy | $1,994 |
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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 $1,864.
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 1,146 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.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.