2 Bedroom Apartments for Rent in Middletown, CT (72 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.

property at 359 S Main St

359 S 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 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

80 Hillside AveMiddletown, CT 06457
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Hillside Gardens
2 Bedroom Apartments

Hillside Gardens

65 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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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

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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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
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27 Spring St
2 Bedroom Apartments

27 Spring St

27 Spring StMiddletown, CT 06457

Middletown, CT Local Guide

Middletown 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: June 29, 2025

There are currently 59 available 2 Bedroom apartment units in Middletown, CT neighborhoods that range in price from $1,400 to $4,400. Heres is today's list of the top neighborhoods in Middletown with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
Downtown Middletown59$2,537$1,400

Largest Available Middletown 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Middletown, CT is found at Brainerd Place in the East Hampton Portland neighborhood and is 1,373 square feet priced from $3,120. Middletown Ridge Apartments in the Cromwell Middletown neighborhood has the second largest 2 Bedroom, which is sized at 1,307 square feet and currently listed start at $2,381. Here is today’s list of the largest available 2 Bedroom units in Middletown:

Apartment ListingModel NameSquare FootagePriced From
Brainerd PlaceB21,373 Sq Ft$3,120
Middletown Ridge ApartmentsThe Winthrop1,307 Sq Ft$2,381
Westfield Glen11,250 Sq Ft$2,400
Springside MiddletownB5 | 2 Bed | 2 Bath1,242 Sq Ft$2,995
The ArloFarmington1,188 Sq Ft$2,688
The Landon of CromwellB1-A1,169 Sq Ft$2,915
Northwoods EastB1E1,129 Sq Ft$2,254
Knoll Crest ApartmentsMaplewood1,120 Sq Ft$2,547

Cheapest Available Middletown 2 Bedroom Apartments

As of June 29, 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 $2,559. 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 GardensNewly renovated two bedroom unit$1,650
Hillside GardensRenovated Two Bedroom One Bathroom Apartment in...$1,650
Flats at 3902 Bedroom - Standard$1,700
Fernwood Apartments2 Bedroom$1,800
South Green ApartmentsTwo Bedroom$1,893
Middletown Brooke ApartmentsThe Mattabeseck$2,138

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

Explore Middletown, CT Rentals by Map

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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 $2,559.

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

Today's apartment with the most square footage in Middletown is a 1,373 square feet unit starting from $3,120 at Brainerd Place.

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

The average size for a 2 Bedroom rental in Middletown is currently 1,064 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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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.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.