2 Bedroom Apartments for Rent in Middletown, CT (95 Rentals)

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Springside Middletown
Rent Specials
$2,385 - $2,925
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,800 - $3,740
Required Monthly Fees
$155

Total Monthly Price
$1,955 - $3,895
2 Bedroom Apartments Available Now

Springside Middletown

1100 Springside LnMiddletown, CT 06457
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Ridgefield Apartments
Rent Specials
$1,820
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,380 - $1,820

Total Monthly Price
$1,380 - $1,820
2 Bedroom Apartments Available Now

Ridgefield Apartments

131 Ridgefield DrMiddletown, CT 06457
Pet Friendly
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  • Customer Reviewed
  • Utilities Included
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Middletown Brooke Apartments
Rent Specials
$1,899 - $3,047
Total Monthly Price

Total Monthly Price

Base Rent
$1,628 - $3,047

Total Monthly Price
$1,628 - $3,047
2 Bedroom Apartments Available Now

Middletown Brooke Apartments

100 Town BrookeMiddletown, CT 06457
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Sagamore Hills
$1,795 - $1,910
Total Monthly Price

Total Monthly Price

Base Rent
$1,536 - $1,858
Required Monthly Fees
$52

Total Monthly Price
$1,588 - $1,910
2 Bedroom Apartments Available Now

Sagamore Hills

1151-1189 Washington StMiddletown, CT 06457
Corporate Housing
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  • Customer Reviewed
  • Utilities Included
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Knoll Crest Apartments
Rent Specials
$2,384 - $5,010
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,855 - $4,900
Required Monthly Fees
$110

Total Monthly Price
$1,965 - $5,010
2 Bedroom Apartments Available Now

Knoll Crest Apartments

207 George StMiddletown, CT 06457
Furnished
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  • Customer Reviewed
  • 3D Tour

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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Town Place
Rent Specials
$2,107 - $2,265
Total Monthly Price

Total Monthly Price

Base Rent
$1,967 - $2,728
Required Monthly Fees
$25

Total Monthly Price
$1,992 - $2,753
2 Bedroom Apartments Available Now

Town Place

10 Town PlMiddletown, CT 06457
Furnished
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  • Customer Reviewed
  • Utilities Included

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.

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532 High St, Unit 2
$1,595
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,595

Total Monthly Price
$1,595
2 Bedroom Apartment Available Now

532 High St, Unit 2

532 High StMiddletown, CT 06457
Cost Per Sq.Ft.
  • Smoke Free
property at 116 Hillside Ave

116 Hillside Ave

MiddletownCT06457
property at 36 Walnut St

36 Walnut St

MiddletownCT06457
property at 3 Omo St

3 Omo St

MiddletownCT06457
property at 50 Washington St

50 Washington St

MiddletownCT06457
property at 204 S Main St

204 S Main St

MiddletownCT06457
property at 570 Main St

570 Main St

MiddletownCT06457

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 132 Grand St

132 Grand St

MiddletownCT06457
property at 532 High St

532 High St

MiddletownCT06457
property at 73 Stack St

73 Stack St

MiddletownCT06457
property at 16 Lake St

16 Lake St

MiddletownCT06457
property at 175 Russell St

175 Russell St

MiddletownCT06457
property at 52 Spring St

52 Spring St

MiddletownCT06457
property at 63 Maynard St

63 Maynard St

MiddletownCT06457
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148 Pearl St
2 Bedroom Apartments

148 Pearl St

148 Pearl StMiddletown, CT 06457
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4 Erin St
2 Bedroom Apartments

4 Erin St

4 Erin StMiddletown, CT 06457
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35 Bretton Rd
2 Bedroom Apartments

35 Bretton Rd

35 Bretton RdMiddletown, CT 06457

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.

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144 Pearl St
2 Bedroom Apartments

144 Pearl St

144 Pearl StMiddletown, CT 06457
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48 Liberty St
2 Bedroom Apartments

48 Liberty St

48 Liberty StMiddletown, CT 06457
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31 Rappallo Ave
2 Bedroom Apartments

31 Rappallo Ave

31 Rappallo AveMiddletown, CT 06457
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27 Spring St
2 Bedroom Apartments

27 Spring St

27 Spring StMiddletown, CT 06457
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532 Newfield St
2 Bedroom Apartments

532 Newfield St

532 Newfield StMiddletown, CT 06457
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139 Church St
2 Bedroom Apartments

139 Church St

139 Church StMiddletown, CT 06457
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465 Highland Ave
2 Bedroom Apartments

465 Highland Ave

465 Highland AveMiddletown, CT 06457
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23 Clinton Ave
2 Bedroom Apartments

23 Clinton Ave

23 Clinton AveMiddletown, CT 06457
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55 Loveland St
2 Bedroom Apartments

55 Loveland St

55 Loveland StMiddletown, CT 06457
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504 Main St
2 Bedroom Apartments

504 Main St

504 Main StMiddletown, CT 06457

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.

Middletown, CT Local Guide

Middletown 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: December 14, 2025

There are currently 98 available 2 Bedroom apartment units in Middletown, CT neighborhoods that range in price from $1,307 to $3,122. Heres is today's list of the top neighborhoods in Middletown with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
Downtown Middletown98$2,294$1,307

Largest Available Middletown 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Middletown, CT is found at Westfield Glen in the Southington Berlin neighborhood and is 1,500 square feet priced from $2,400. The Landon of Cromwell in the Cromwell Middletown neighborhood has the second largest 2 Bedroom, which is sized at 1,409 square feet and currently listed start at $3,114. Here is today’s list of the largest available 2 Bedroom units in Middletown:

Apartment ListingModel NameSquare FootagePriced From
Westfield Glen41,500 Sq Ft$2,400
The Landon of CromwellB1-C1,409 Sq Ft$3,114
Brainerd PlaceB21,373 Sq Ft$3,120
Meriden PlaceTwo Bed 61,336 Sq Ft$2,940
Middletown Ridge ApartmentsThe Winthrop1,307 Sq Ft$2,195
Springside MiddletownB5 | 2 Bed | 2 Bath1,242 Sq Ft$3,060

Cheapest Available Middletown 2 Bedroom Apartments

As of December 14, 2025 the lowest priced 2 Bedroom apartment unit in Middletown, CT is the 2B/1B Medium Model starting from $1,600 at The Wilcox in the East Hampton Portland neighborhood. The second most affordable Middletown 2 Bedroom is the 2BR/1.0BA Model at Hillside Gardens starting at $1,650 . The average price for all 2 Bedroom apartments in Middletown is currently $2,352. Here is today’s list of the cheapest available 2 Bedroom options in Middletown:

Apartment ListingModel NamePriced From
The Wilcox2B/1B Medium$1,600
Hillside Gardens2BR/1.0BA$1,650
Meadoway Gardens2$1,710
Flats at 3902 Bedroom - Standard$1,745
Fernwood Apartments2 Bedroom$1,800

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 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!

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Getting Around Middletown, CT

Walk Score®

56 / 100

Somewhat Walkable

Some errands can be accomplished on foot

Bike Score®

35 / 100

Somewhat Bikeable

Minimal bike infrastructure

Frequently Asked Questions about 2 Bedroom Middletown Apartments

What is the Cheapest apartment in Middletown with 2 Bedroom?

Currently the most affordable 2 Bedroom in Middletown is at The Wilcox listed at $1,600.

How much is the average rent for a 2 Bedroom Middletown Apartment?

The average rent for a 2 Bedroom Apartment in Middletown is $2,352.

What is the largest available 2 Bedroom Middletown Apartment for rent?

Today's apartment with the most square footage in Middletown is a 1,500 square feet unit starting from $2,400 at Westfield Glen.

What is the average size for Middletown 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Middletown is currently 1,247 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

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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! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.