
2 Bedroom Apartments for Rent in Middlebury, CT (47 Rentals)


West Hill Apartments

Villa Square LLC

Middlebury Crossing Apartments

182 Meadow St

19 Maplewood St

675 Highland Ave

20 Bennett Ave

1424 Thomaston Ave

259 Grove St

35 Adams St

1370 Highland Ave

488 Perkins Ave

18 Bridge St

6 Meriline Ave

58 High St

854 Hamilton Ave

167 Macarthur Dr

321 City Hill St

7 Heritage Vlg

557 Park Rd

64 Far View Cmns

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 | $1,499 | $1,200 | $1,599 |
Middlebury 1 Bedroom Apartments | $1,595 | $1,100 | $1,850 |
Middlebury 2 Bedroom Apartments | $1,794 | $1,315 | $2,054 |
Middlebury 3 Bedroom Apartments | $1,901 | $1,658 | $2,025 |
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 Middlebury Crossing Apartments in the Waterbury Middlebury neighborhood and is 1,100 square feet priced from $1,850. Parkview Apartments in the The Village at Oxford Greens neighborhood has the second largest 2 Bedroom, which is sized at 980 square feet and currently listed start at $1,999. Here is today’s list of the largest available 2 Bedroom units in Middlebury:
Apartment Listing | Model Name | Square Footage | Priced From |
---|---|---|---|
Middlebury Crossing Apartments | 2 Bedroom/1.5 Bath Townhome | 1,100 Sq Ft | $1,850 |
Parkview Apartments | Gramercy | 980 Sq Ft | $1,999 |
Greenbriar Hills Apartments | 2 Bedroom 1 Bath | 960 Sq Ft | $2,151 |
Horizon Homes | 2-Bedroom | 944 Sq Ft | $1,600 |
Villa Square LLC | 2 Bedroom Townhouse, Cinch | 943 Sq Ft | $1,750 |
Bunker Hill | Two Bedroom | 0 Sq Ft | $1,315 |
Cheapest Available Middlebury 2 Bedroom Apartments
As of March 25, 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 $1,794. 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 |
Horizon Homes | 2-Bedroom | $1,600 |
Villa Square LLC | 2 Bedroom Townhouse, Cinch | $1,750 |
Parkview Apartments | Gramercy | $1,999 |
Greenbriar Hills Apartments | 2 Bedroom 1 Bath | $2,151 |
Quick 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.
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
What is the Cheapest apartment in Middlebury with 2 Bedroom?
Currently the most affordable 2 Bedroom in Middlebury is at Bunker Hill listed at $1,315.
How much is the average rent for a 2 Bedroom Middlebury Apartment?
The average rent for a 2 Bedroom Apartment in Middlebury is $1,794.
What is the largest available 2 Bedroom Middlebury Apartment for rent?
Today's apartment with the most square footage in Middlebury is a 1,100 square feet unit starting from $1,850 at Middlebury Crossing Apartments.
What is the average size for Middlebury 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Middlebury is currently 1,121 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.

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.

Signing Your Apartment Lease: The Basics
Written by: Trey Huguley
When you're about to sign a lease for the first time, it can feel a bit overwhelming. You don’t want to miss any important details hidden in the fine print.