Luxury Homes for Rent in the Waterbury Middlebury Neighborhood of Waterbury, CT (28 Rentals)

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The most luxurious Homes in the Waterbury Middlebury area of Waterbury with high-end amenities, features, and finishes.

property at 313 Chipman Street Ext
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
12 Month Lease Term
3 Bedroom, 2 Bath Home for Rent
Available Now
Family Friendly

313 Chipman Street Ext

WaterburyCT06708
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property at 925 Oronoke Rd
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
2 Bedroom, 1.5 Bath Condo for Rent
Available Now

925 Oronoke Rd

WaterburyCT06708
property at 91 Taft Pointe
$2,600

Total Monthly Price

Base Rent$2,600

Total Monthly Price$2,600
2 Bedroom, 1.5 Bath Condo for Rent
Available Now

91 Taft Pointe

WaterburyCT06708
property at 21 Cheryl Dr
$2,700

Total Monthly Price

Base Rent$2,700

Total Monthly Price$2,700
2 Bedroom, 2 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

21 Cheryl Dr

WaterburyCT06708
property at 76 Rosemount Ave
$2,850

Total Monthly Price

Base Rent$2,850

Total Monthly Price$2,850
3 Bedroom, 2 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

76 Rosemount Ave

WaterburyCT06708
property at 43 Glenview Ave
$2,900

Total Monthly Price

Base Rent$2,900

Total Monthly Price$2,900
4 Bedroom, 2.5 Bath Home for Rent
Available Now

43 Glenview Ave

WaterburyCT06708

Exploring Rental Options: Apartments, Townhomes, and Lofts—Oh My!

Looking for the perfect rental? From apartments and condos to lofts and single family rentals, explore the unique pros and cons of each rental type to help you land in your perfect new place.

property at 40 Edwin Ave
$2,950

Total Monthly Price

Base Rent$2,950

Total Monthly Price$2,950
3 Bedroom, 1.5 Bath Home for Rent
Available Now

40 Edwin Ave

WaterburyCT06708
property at 59 Midland Rd
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
12 Month Lease Term
3 Bedroom, 2 Bath Home for Rent
Available Now

59 Midland Rd

WaterburyCT06705
property at 16 Terrace Ave
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
5 Bedroom, 2 Bath Home for Rent
Available Now

16 Terrace Ave

WaterburyCT06704
property at 37 Johnson St
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
12 Month Lease Term
6 Bedroom, 1.5 Bath Home for Rent
Available Now

37 Johnson St

WaterburyCT06710
property at 14 Normandy Dr
$3,200

Total Monthly Price

Base Rent$3,200

Total Monthly Price$3,200
12 Month Lease Term
3 Bedroom, 2.5 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

14 Normandy Dr

WaterburyCT06705
property at 69 Lexington Ave
$3,250

Total Monthly Price

Base Rent$3,250

Total Monthly Price$3,250
4 Bedroom, 1.5 Bath Home for Rent
Available Now

69 Lexington Ave

WaterburyCT06710
property at 20 George's Ct
$3,400

Total Monthly Price

Base Rent$3,400

Total Monthly Price$3,400
3 Bedroom, 2.5 Bath Home for Rent
Available Now

20 George's Ct

WaterburyCT06708

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.

property at 85 Hampton Rd
$3,500

Total Monthly Price

Base Rent$3,500

Total Monthly Price$3,500
3 Bedroom, 2.5 Bath Home for Rent
Available Now

85 Hampton Rd

WaterburyCT06708
property at 21 Bosse Rd
$3,200

Total Monthly Price

Base Rent$3,200

Total Monthly Price$3,200
3 Bedroom, 2 Bath Home for Rent
Available Now

21 Bosse Rd

WaterburyCT06704
property at 64 Macauley Ave
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
2 Bedroom, 1 Bath Home for Rent
Available Now

64 Macauley Ave

WaterburyCT06705
property at 405 Wolcott Rd
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
3 Bedroom, 2 Bath Home for Rent
Available Now

405 Wolcott Rd

WolcottCT06716
property at 109 Johnson St
$2,900

Total Monthly Price

Base Rent$2,900

Total Monthly Price$2,900
12 Month Lease Term
3 Bedroom, 1.5 Bath Home for Rent
Available Now

109 Johnson St

NaugatuckCT06770
property at 1660 Guernseytown Rd
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
2 Bedroom, 1 Bath Home for Rent
Available Now

1660 Guernseytown Rd

WatertownCT06795
property at 44 Dalton St
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
3 Bedroom, 2 Bath Home for Rent
Available Now

44 Dalton St

WatertownCT06779

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.

property at 13 Pleasant View Ave
$3,400

Total Monthly Price

Base Rent$3,400

Total Monthly Price$3,400
5 Bedroom, 3.5 Bath Home for Rent
Available Now

13 Pleasant View Ave

WatertownCT06779
property at 47 Pineridge Dr
$3,500

Total Monthly Price

Base Rent$3,500

Total Monthly Price$3,500
4 Bedroom, 2.5 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

47 Pineridge Dr

WatertownCT06779
property at 10 Dogwood Ct
$3,995

Total Monthly Price

Base Rent$3,995

Total Monthly Price$3,995
3 Bedroom, 2.5 Bath Condo for Rent
Available Now

10 Dogwood Ct

MiddleburyCT06762
property at 20 Hydelor Ave
$4,800

Total Monthly Price

Base Rent$4,800

Total Monthly Price$4,800
6 Bedroom, 2.5 Bath Home for Rent
Available Now

20 Hydelor Ave

ProspectCT06712
property at 22 Mason Ave
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
3 Bedroom, 2 Bath Townhome for Rent
Available Now
Cost Per Sq.Ft.

22 Mason Ave, Unit 4B

22 Mason Ave
WatertownCT06779
property at 111 North St
$3,400

Total Monthly Price

Base Rent$3,400

Total Monthly Price$3,400
4 Bedroom, 2 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

111 North St

MiddleburyCT06762
property at 281 Cameron Dr
$3,500

Total Monthly Price

Base Rent$3,500

Total Monthly Price$3,500
12 Month Lease Term
3 Bedroom, 3 Bath Home for Rent
Available Now
Family Friendly

281 Cameron Dr

BristolCT06010

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.

Waterbury Middlebury, Waterbury, CT Local Guide

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.

Read Article

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.

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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Pet Friendly Lifestyle
Waterbury Middlebury, Waterbury, CT

Ranked #1

Among cities in Connecticut for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Frequently Asked Questions about Waterbury Middlebury

What type of rentals are currently available in Waterbury Middlebury?

There are currently 734 Apartments for Rent in Waterbury Middlebury, CT with pricing that ranges from $950 to $3,800. There are also 91 Single Family Homes for rent, Condos, and Townhome rentals currently available in Waterbury Middlebury ranging from $650 to $4,800.

What is the current price range for Rental Homes in Waterbury Middlebury?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Waterbury Middlebury ranges from $650 to $4,800 with an average monthly rent of $2,137.

How much are larger Three and Four Bedroom Rentals in Waterbury Middlebury?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Waterbury Middlebury range from $1,300 to $2,650, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,500 to $3,995. Four Bedroom Single-Family rentals are also available starting from $1,800 and Four Bedroom Apartments start at $1,575.

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 Commercial-to-Residential Property Conversions Help the Housing Crisis

Written by: Robin Stewart

Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

decorative image for Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags   article

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

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.