2 Bedroom Apartments for Rent in Middletown, CT (71 Rentals)

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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.

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 24 Burr Ave

24 Burr Ave

MiddletownCT06457
property at 359 S Main St

359 S Main St

MiddletownCT06457
property at 2 Pomeroy Pl

2 Pomeroy Pl

MiddletownCT06457
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150 Pearl St
2 Bedroom Apartments

150 Pearl St

150 Pearl StMiddletown, CT 06457
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Willowcrest
2 Bedroom Apartments

Willowcrest

63 Stoneycrest DrMiddletown, CT 06457
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Stoneycrest Apartments
2 Bedroom Apartments

Stoneycrest Apartments

110 Stoneycrest DrMiddletown, CT 06457
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Saybrook Apartments
2 Bedroom Apartments

Saybrook Apartments

15 Summer Hill RdMiddletown, CT 06457
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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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9 Erin St
2 Bedroom Apartments

9 Erin St

9 Erin StMiddletown, CT 06457
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Saybrook Townhouses
2 Bedroom Apartments

Saybrook Townhouses

987-1005 Saybrook RdMiddletown, CT 06457
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148 Pearl St
2 Bedroom Apartments

148 Pearl St

148 Pearl StMiddletown, CT 06457
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Hillside Gardens
2 Bedroom Apartments

Hillside Gardens

65 Hillside AveMiddletown, CT 06457
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Hillside Gardens
2 Bedroom Apartments

Hillside Gardens

80 Hillside AveMiddletown, CT 06457
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Newfield Towers
2 Bedroom Apartments

Newfield Towers

220 Newfield StMiddletown, CT 06457
Senior Living
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New Meadows
2 Bedroom Apartments

New Meadows

20 Plaza DrMiddletown, CT 06457
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562 Main St
2 Bedroom Apartments

562 Main St

562 Main StMiddletown, CT 06457
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The Wilcox
2 Bedroom Apartments

The Wilcox

305-309 S Main StMiddletown, CT 06457
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StoneGate Apartments
2 Bedroom Apartments

StoneGate Apartments

1150-1160 S Main StMiddletown, CT 06457
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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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142 S Main St
2 Bedroom Apartments

142 S Main St

142 S Main StMiddletown, CT 06457
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154 College St
2 Bedroom Apartments

154 College St

154 College StMiddletown, CT 06457
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666-668 Main St
2 Bedroom Apartments

666-668 Main St

666-668 Main StMiddletown, CT 06457
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259 Pearl St
2 Bedroom Apartments

259 Pearl St

259 Pearl StMiddletown, CT 06457
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23 Clinton Ave
2 Bedroom Apartments

23 Clinton Ave

23 Clinton AveMiddletown, 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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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

Middletown, CT Local Guide

Middletown 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: July 30, 2025

There are currently 61 available 2 Bedroom apartment units in Middletown, CT neighborhoods that range in price from $1,431 to $4,819. Heres is today's list of the top neighborhoods in Middletown with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
Downtown Middletown61$2,541$1,431

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. Brainerd Place in the East Hampton Portland neighborhood has the second largest 2 Bedroom, which is sized at 1,373 square feet and currently listed start at $3,120. Here is today’s list of the largest available 2 Bedroom units in Middletown:

Apartment ListingModel NameSquare FootagePriced From
Westfield Glen11,500 Sq Ft$2,400
Brainerd PlaceB21,373 Sq Ft$3,120
Middletown Ridge ApartmentsThe Winthrop1,307 Sq Ft$2,469
The ArloNewport1,240 Sq Ft$2,600
Springside MiddletownB6-A | 2 Bed | 2 Bath1,191 Sq Ft$2,905
The Landon of CromwellB1-A1,169 Sq Ft$2,861

Cheapest Available Middletown 2 Bedroom Apartments

As of July 30, 2025 the lowest priced 2 Bedroom apartment unit in Middletown, CT is the 2 Model starting from $1,000 at Meadoway Gardens in the Cromwell Middletown neighborhood. The second most affordable Middletown 2 Bedroom is the 2B/1B Medium Model at The Wilcox starting at $1,550 in the East Hampton Portland neighborhood. The average price for all 2 Bedroom apartments in Middletown is currently $2,557. Here is today’s list of the cheapest available 2 Bedroom options in Middletown:

Apartment ListingModel NamePriced From
Meadoway Gardens2$1,000
The Wilcox2B/1B Medium$1,550
Hillside Gardens2BR/1.0BA$1,600
Flats at 3902 Bedroom - Standard$1,700
On Ward Apartments2 Beds, 1 bath$1,800
Fernwood Apartments2 Bedroom$1,800
Sagamore Hills2 Bed 1 Bath$1,847
South Green ApartmentsTwo Bedroom$1,893
Middletown Brooke ApartmentsThe Mattabeseck$2,174

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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 Meadoway Gardens listed at $1,000.

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

The average rent for a 2 Bedroom Apartment in Middletown is $2,557.

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 1,080 sq ft.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.