Apartments for Rent in Middlebury, CT Under $2,500 (68 Rentals)

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property at 35 Nutmeg Rd

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

1 Bedroom, 1 Bath Condo for Rent

Available Now

35 Nutmeg Rd

MiddleburyCT06762
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Oxford Commons
$1,900 - $2,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,900 - $2,100

Total Monthly Price
$1,900 - $2,100
3 Bedroom Apartments Available Now

Oxford Commons

117 Hurley RdOxford, CT 06478
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  • Customer Reviewed
  • Utilities Included
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West Hill Apartments
$1,895 - $1,995
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,895 - $1,995

Total Monthly Price
$1,895 - $1,995
2 Bedroom Apartments Contact Us For Availability

West Hill Apartments

597 Millville AveNaugatuck, CT 06770
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  • Customer Reviewed
  • Utilities Included
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Parkview Apartments
$1,697 - $1,888
Total Monthly Price

Total Monthly Price

Base Rent
$1,672 - $1,863
Required Monthly Fees
$25

Total Monthly Price
$1,697 - $1,888
1 to 2 Bedroom Apartments Available Now

Parkview Apartments

270 Spring StNaugatuck, CT 06770
Corporate Housing
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  • Customer Reviewed
  • 3D Tour
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Horizon Homes
$1,605 - $1,795
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,605 - $1,795

Total Monthly Price
$1,605 - $1,795
1 to 2 Bedroom Apartments Available Now

Horizon Homes

151 Andrew AveNaugatuck, CT 06770
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  • Customer Reviewed
  • Utilities Included

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.

property at 44 Culver St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

3 Bedroom, 1.5 Bath Home for Rent

Available Now

44 Culver St

NaugatuckCT06770
property at 222 Crest St

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

3 Bedroom, 1 Bath Home for Rent

Available Now

222 Crest St

WaterburyCT06708
property at 28 Galpin St

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

3 Bedroom, 2 Bath Home for Rent

Available Now

28 Galpin St

NaugatuckCT06770
property at 14 Quassuk Rd

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

2 Bedroom, 1 Bath Condo for Rent

Available Now

14 Quassuk Rd

WoodburyCT06798
property at 8 Cliff St

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

3 Bedroom, 1.5 Bath Home for Rent

Available Now

8 Cliff St

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.

property at 131 Greenwood St

$2,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

3 Bedroom, 1.5 Bath Home for Rent

Available Now

131 Greenwood St

WatertownCT06795
property at 23 Lake St

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

3 Bedroom, 1.5 Bath Home for Rent

Available Now

23 Lake St

WaterburyCT06708
property at 89 Tracy Ave

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

3 Bedroom, 1 Bath Home for Rent

Available Now

89 Tracy Ave

WaterburyCT06706
property at 244 Oakville Ave

$2,195

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,195

Total Monthly Price
$2,195

4 Bedroom, 1.5 Bath Townhome for Rent

Available Feb 1, 2026

244 Oakville Ave, Unit H

244 Oakville Ave
WaterburyCT06708
property at 139 Phyllis Dr

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

3 Bedroom, 1 Bath Home for Rent

Available Now

139 Phyllis Dr

NaugatuckCT06770
property at 139 Phyllis Dr

$2,100

Plus Fees

3 Bedroom, 1 Bath Condo for Rent

Available Now

139 Phyllis Dr

NaugatuckCT06770
property at 64 White Deer Rocks Rd

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

2 Bedroom, 1 Bath Home for Rent

Available Now

64 White Deer Rocks Rd

WoodburyCT06798
property at 141 Millville Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 1.5 Bath Home for Rent

Available Now

141 Millville Ave

NaugatuckCT06770
property at 151 Sunnyside Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

3 Bedroom, 1 Bath Home for Rent

Available Now

151 Sunnyside Ave

WatertownCT06779

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.

property at 155 Tracy Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

3 Bedroom, 1 Bath Home for Rent

Available Now

155 Tracy Ave

WaterburyCT06706
property at 14 Wildwood Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

4 Bedroom, 1.5 Bath Home for Rent

Available Now

14 Wildwood Ave

WaterburyCT06710
property at 8 Burma Rd

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

1 Bedroom, 1 Bath Home for Rent

Available Now

8 Burma Rd

SouthburyCT06488
property at 8 Burma Rd

$2,000

Plus Fees

1 Bedroom, 1 Bath Home for Rent

Available Now

8 Burma Rd

SouthburyCT06488
property at 128 Millville Ave

$1,975

Total Monthly Price

Total Monthly Price

Base Rent
$1,975

Total Monthly Price
$1,975

3 Bedroom, 1 Bath Home for Rent

Available Now

128 Millville Ave

NaugatuckCT06770
property at 704 Highland Ave

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 1 Bath Home for Rent

Available Now

704 Highland Ave

WaterburyCT06708
property at 690 Highland Ave

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

2 Bedroom, 1 Bath Home for Rent

Available Now

690 Highland Ave

WaterburyCT06708
property at 58 High St

$1,825

Total Monthly Price

Total Monthly Price

Base Rent
$1,825

Total Monthly Price
$1,825

2 Bedroom, 1 Bath Home for Rent

Available Now

58 High St

WaterburyCT06704
property at 78 Tucker Ave

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

3 Bedroom, 1 Bath Home for Rent

Available Now

78 Tucker Ave

WatertownCT06779
property at 290 Buckingham St

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

3 Bedroom, 1 Bath Home for Rent

Available Now

290 Buckingham St

WatertownCT06779
property at 10 Wood St

$1,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

3 Bedroom, 1 Bath Townhome for Rent

Available Now

10 Wood St

WaterburyCT06704
property at 585 Park Rd

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750

Total Monthly Price
$1,750

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

585 Park Rd

WaterburyCT06708
property at 925 Oronoke Rd

$1,700

Total Monthly Price

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

2 Bedroom, 1 Bath Condo for Rent

Available Now

925 Oronoke Rd

WaterburyCT06708
property at 117 Golden Hill St

$1,650

Total Monthly Price

Total Monthly Price

Base Rent
$1,650

Total Monthly Price
$1,650

2 Bedroom, 1 Bath Home for Rent

Available Now

117 Golden Hill St

NaugatuckCT06770
property at 225 Robbins St

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

3 Bedroom, 1 Bath Home for Rent

Available Now

225 Robbins St

WaterburyCT06708
property at 37 Hungerford Ave

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

2 Bedroom, 1 Bath Home for Rent

Available Now

37 Hungerford Ave

WatertownCT06779
property at 240 Scott St

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

2 Bedroom, 1 Bath Home for Rent

Available Now

240 Scott St

NaugatuckCT06770
property at 240 Scott St

$1,600

Plus Fees

2 Bedroom, 1 Bath Condo for Rent

Available Now

240 Scott St

NaugatuckCT06770
property at 15 Pilgrim Trail

$1,595

Total Monthly Price

Total Monthly Price

Base Rent
$1,595

Total Monthly Price
$1,595

1 Bedroom, 1 Bath Condo for Rent

Available Now

15 Pilgrim Trail

WoodburyCT06798

Middlebury, CT Local Guide

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.

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The 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.

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Cash 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 Article
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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.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Middlebury, CT Rentals by Map

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Frequently Asked Questions about Middlebury

How much are Studio apartments in Middlebury?

There are currently 20 Studio Apartments in Middlebury with rent ranges from $1,195 to $1,599 with an average price of $1,527.

What is the current price range for One Bedroom Middlebury Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Middlebury ranges from $1,300 to $2,000 with an average monthly rent of $1,633.

What does renting a Two Bedroom Apartment in Middlebury cost?

The monthly rent prices of Two Bedroom Apartments currently available in Middlebury range from $1,400 to $2,200. Today's average rental price for Two Bedrooms here is $1,746.

How expensive are Middlebury Three Bedroom Apartments?

There are currently 27 Three Bedroom Apartments listings available in Middlebury on ApartmentHomeLiving.com. The pricing ranges from $1,600 to $2,400 - averaging $2,030 for the location.

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

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How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips

Written by: Justin Habersaat

Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

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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.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate!