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2 Bedroom Apartments
10 Old Waterbury Rd
10 Old Waterbury RdMiddlebury, CT 06762
2 Bedroom Apartments for Rent in Middlebury, CT (50 Rentals)
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$1,850 - $2,300
Plus Fees
2 Bedroom Apartments Available Now223 Meadow St
223 Meadow 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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$2,094 - $3,801
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,878 - $3,776
Required Monthly Fees
$25
Total Monthly Price
$1,903 - $3,801
Parkview
270 Spring StNaugatuck, CT 06770
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Rent Specials
$1,745 - $1,995
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowMiddlebury Crossing Apartments
77 Newfield AveWaterbury, CT 06708
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$1,700 - $2,025
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,700 - $2,025
Total Monthly Price
$1,700 - $2,025
West Hill Apartments
597 Millville AveNaugatuck, CT 06770
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Rent Specials
Contact Us For Pricing2 Bedroom Apartments Contact Us For Availability
Woodbury Knoll
302 Tuttle RdWoodbury, CT 06798
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$1,950 - $1,970
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,475 - $1,970
Total Monthly Price
$1,475 - $1,970
Horizon Homes
151 Andrew AveNaugatuck, CT 06770
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$1,600 - $1,625
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
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
32 Greenwood St
NaugatuckCT06770
2 Tucker Ave
WatertownCT06779
174 Jordan Ave
OakvilleCT06779
14 Edgewood Rd
WatertownCT06779
675 Millville Ave
NaugatuckCT06770
23 Dunn Ave
NaugatuckCT06770
14 Guilfoile St
WaterburyCT06708
203 Capewell Ave
WaterburyCT06708
9 Pierpont St
WaterburyCT06708
23 Katie Ln
WaterburyCT06708
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
70 Wooster Ave
WaterburyCT06708
893 Highland Ave
WaterburyCT06708
1426 Highland Ave
WaterburyCT06708
58 High St
WaterburyCT06704
107 Main St N
WoodburyCT06798
461 Spring St
NaugatuckCT06770
5 Meadow St
NaugatuckCT06770
184 Kaynor Dr
WaterburyCT06708
91 Taft Pointe
WaterburyCT06708
61 Far View Cmns
SouthburyCT06488
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.
47 Terrell Rd
WoodburyCT06798
13 Rowland Farm Rd
OxfordCT06478
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2 Bedroom Apartments
147 Fairfield Ave
147 Fairfield AveWaterbury, CT 06708
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2 Bedroom Apartments
Oronoke Woods
827 Oronoke RdWaterbury, CT 06708
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2 Bedroom Apartments
102 Spring St
102 Spring StNaugatuck, CT 06770
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2 Bedroom Apartments
1108 W Main St
1108 W Main StWaterbury, CT 06708
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2 Bedroom Apartments
83-93 Whitewood Rd
83-93 Whitewood RdWaterbury, CT 06708
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2 Bedroom Apartments
Parkview
585 Park RdWaterbury, CT 06708
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2 Bedroom Apartments
8 Pond St
8 Pond StNaugatuck, CT 06770
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2 Bedroom Apartments
150 Mohican Ave
150 Mohican AveWaterbury, 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 Bedroom Apartments
95-97 Fern St
95-97 Fern StNaugatuck, CT 06770
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2 Bedroom Apartments
48 Elmview Cir
48 Elmview CirWaterbury, CT 06708
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2 Bedroom Apartments
15-25 Elmview Cir
15-25 Elmview CirWaterbury, CT 06708
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2 Bedroom Apartments
138 New Haven Ave
138 New Haven AveWaterbury, CT 06708
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2 Bedroom Apartments
68 Anderson St
68 Anderson StNaugatuck, CT 06770
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2 Bedroom Apartments
1370 Highland Ave
1370 Highland AveWaterbury, CT 06708
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2 Bedroom Apartments
Southwood Apartments
933 Rubber AveNaugatuck, CT 06770
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2 Bedroom Apartments
Bunker Hill
17 Eastern AveWaterbury, CT 06708
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2 Bedroom Apartments
Greenbriar Hills Apartments
148 Falls TerWatertown, CT 06779
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2 Bedroom Apartments
Oakville Towers Apartments
279 Oakville AveWaterbury, CT 06708
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.
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 | $1,578 | $1,475 | $1,599 |
| Middlebury 1 Bedroom Apartments | $1,655 | $1,350 | $1,969 |
Middlebury 2 Bedroom Apartments | $1,929 | $1,500 | $2,350 |
| Middlebury 3 Bedroom Apartments | $2,017 | $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
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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 |
| Middlebury Crossing Apartments | 2 Bedroom/1.5 Bath Townhome | 1,100 Sq Ft | $1,995 |
| West Hill Apartments | Town Home with Full Basement | 1,020 Sq Ft | $1,875 |
| Parkview | GRAMERCY | 980 Sq Ft | $2,119 |
| Trowbridge House Apartments | 2 Bedroom | 975 Sq Ft | $1,650 |
| Horizon Homes | 2-Bedroom | 944 Sq Ft | $1,950 |
| Villa Square LLC | 2 Bedroom Townhouse, Cinch | 930 Sq Ft | $1,800 |
Cheapest Available Middlebury 2 Bedroom Apartments
As of August 08, 2026 the lowest priced 2 Bedroom apartment unit in Middlebury, CT is the 2 Bedroom Ranch, Lower Level Model starting from $1,600 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 $1,929. 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 | $1,600 |
| 1243 W Main St | 2 Bdrm | $1,600 |
| Trowbridge House Apartments | 2 Bedroom | $1,650 |
| Middlebury Crossing Apartments | Two Bedroom/ 1 Bath | $1,745 |
| 223 Meadow St | 2Beds | $1,850 |
| West Hill Apartments | Town Home with Full Basement | $1,875 |
| Horizon Homes | 2-Bedroom | $1,950 |
| Parkview | GRAMERCY | $2,119 |
Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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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 $1,600.
How much is the average rent for a 2 Bedroom Middlebury Apartment?
The average rent for a 2 Bedroom Apartment in Middlebury is $1,929.
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 2,540 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
First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.