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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 (56 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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$2,110 - $2,135
Total Monthly Price
2 Bedroom Apartments Available Jun 7Total Monthly Price
Base Rent
$1,708 - $2,110
Required Monthly Fees
$25
Total Monthly Price
$1,733 - $2,135
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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$1,700 - $1,995
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,700 - $1,995
Total Monthly Price
$1,700 - $1,995
West Hill Apartments
597 Millville 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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$1,725 - $1,795
Total Monthly Price12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilityTotal Monthly Price
Base Rent
$1,550 - $1,795
Total Monthly Price
$1,550 - $1,795
Horizon Homes
151 Andrew AveNaugatuck, CT 06770
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Rent Specials
$1,745 - $1,950
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowMiddlebury Crossing Apartments
77 Newfield AveWaterbury, CT 06708
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Rent Specials
$1,795
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Apr 1Villa 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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$1,750
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,750
Total Monthly Price
$1,750
78 Royal Oak Dr, Unit 78B
78 Royal Oak DrWaterbury, CT 06708
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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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$1,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,800
Total Monthly Price
$1,800
95 Bristol St, Unit 2B
95 Bristol StWaterbury, CT 06708
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$1,4002 Bedroom Apartments Available Apr 1
307 Chipman St
307 Chipman StWaterbury, CT 06708
224 Millville Ave
NaugatuckCT06770
383 Davis St
WatertownCT06779
551 N Main St
NaugatuckCT06770
37 Hungerford Ave
WatertownCT06779
52 Crown St
NaugatuckCT06770
14 Guilfoile St
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.
1163 W Main St
WaterburyCT06708
1101 Highland Ave
WaterburyCT06708
34 New Haven Ave
WaterburyCT06708
226 Ledgeside Ave
WaterburyCT06708
1370 Highland Ave
WaterburyCT06708
617 Millville Ave
NaugatuckCT06770
58 High St
WaterburyCT06704
107 Main St N
WoodburyCT06798
220 Alder St
WaterburyCT06708
39 Horton Hill Rd
NaugatuckCT06770
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
576 Heritage Vlg
SouthburyCT06488
922 Heritage Vlg
SouthburyCT06488
311 Heritage Vlg
SouthburyCT06488
383 Davis St
WatertownCT06779
63 Woodbine St
NaugatuckCT06770
240 Scott St
NaugatuckCT06770
1163 W Main St
WaterburyCT06708
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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
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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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
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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
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 | $1,624 | $1,599 | $1,750 |
| Middlebury 1 Bedroom Apartments | $1,531 | $1,050 | $1,899 |
Middlebury 2 Bedroom Apartments | $1,778 | $1,400 | $2,200 |
| Middlebury 3 Bedroom Apartments | $2,022 | $1,800 | $2,300 |
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 | $1,950 |
| West Hill Apartments | Town Home with Full Basement | 1,020 Sq Ft | $1,875 |
| Trowbridge House Apartments | 2 Bedroom | 975 Sq Ft | $1,650 |
Cheapest Available Middlebury 2 Bedroom Apartments
As of March 20, 2026 the lowest priced 2 Bedroom apartment unit in Middlebury, CT is the 2 Bdrm Model starting from $1,600 at 1243 W Main St in the Waterbury Middlebury neighborhood. The second most affordable Middlebury 2 Bedroom is the 2 Bedroom Model at Trowbridge House Apartments starting at $1,650 in the The Village at Oxford Greens neighborhood. The average price for all 2 Bedroom apartments in Middlebury is currently $1,778. Here is today’s list of the cheapest available 2 Bedroom options in Middlebury:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| 1243 W Main St | 2 Bdrm | $1,600 |
| Trowbridge House Apartments | 2 Bedroom | $1,650 |
| West Hill Apartments | Townhome Bldg 5 | $1,700 |
| 223 Meadow St | 2Beds | $1,850 |
| Middlebury Crossing Apartments | 2 Bedroom/1.5 Bath Townhome | $1,950 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
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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 ArticleThe 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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Explore Middlebury, CT Rentals by Map
See the most popular apartments and homes in Middlebury, CT
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 $1,778.
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 2,407 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.
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.