
2 Bedroom Apartments for Rent in Middletown, CT (121 Rentals)


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Middletown Brooke Apartments

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Middletown Ridge Apartments

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Ridgefield Apartments

Knoll Crest Apartments

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Sagamore Hills

Woodbury Apartments

Middletown at Main

Fernwood Apartments

Willowcrest
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

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Windshire Terrace

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Northwoods East

Midd-Town Apartments

The Wilcox

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Town Place

Wharfside Commons

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Meadoway Gardens

Stoneycrest Tower

StoneGate Apartments

Woodrow Wilson Apartments
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.

Rose Gardens Apartments

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Highview Apartments

On Ward Apartments

279 Carriage Crossing Ln, Unit 279 carriage crossing

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103 Grove St

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168 College St, Unit 1

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650 High St, Unit Apt 2 High Street

50 Carriage Crossing Ln, Unit 50 Carriage Crossing Lane

132 Trolley Crossing Ln, Unit 132 Trolley Crossing Lane

84 Mill St
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.

166 College St

131 Eastern Dr

173 Liberty St

36 Walnut St

59 Park Pl

75 Birdsey Ave

104 Burgundy Hill Ln

40 Ferry St

3 Forest Glen Cir

50 Carriage Crossing Ln
Renting Smart: Lease Basics Every Renter Needs
Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

5 Hillside Ct

279 Carriage Crossing Ln

148 Pearl St

141 Bridge St

4 Erin St

35 Bretton Rd

144 Pearl St

465 Highland Ave

48 Liberty St

31 Rappallo Ave
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.
Middletown, CT Local Guide

How much does it cost to rent an apartment in Middletown?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Middletown Studio Apartments | $1,709 | $975 | $2,789 |
| Middletown 1 Bedroom Apartments | $1,978 | $1,125 | $2,939 |
Middletown 2 Bedroom Apartments | $2,423 | $1,335 | $5,398 |
| Middletown 3 Bedroom Apartments | $2,436 | $1,450 | $4,058 |
| Middletown 4 Bedroom Apartments | $2,047 | $1,995 | $2,100 |
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Middletown, CT Local Guide
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Middletown 2 Bedroom Apartment Units with Current Availability by Neighborhood
Availability Confirmed As of: June 12, 2026There are currently 43 available 2 Bedroom apartment units in Middletown, CT neighborhoods that range in price from $1,400 to $5,398. Heres is today's list of the top neighborhoods in Middletown with the most available 2 Bedroom apartments:
| Neighborhood | Available Units | Median Price | Min Price |
|---|---|---|---|
| Downtown Middletown | 43 | $2,308 | $1,400 |
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 1,400 square feet priced from $2,200. 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 $3,175. Here is today’s list of the largest available 2 Bedroom units in Middletown:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Westfield Glen | Two Bedroom | 1,400 Sq Ft | $2,200 |
| Brainerd Place | B2 | 1,373 Sq Ft | $3,175 |
| The Landon of Cromwell | B1-B | 1,269 Sq Ft | $3,006 |
| Meriden Place | Two bed 4.1B | 1,233 Sq Ft | $2,475 |
| StoneGate Apartments | 2 Bed 1 Bath | 1,200 Sq Ft | $1,850 |
| The Arlo | Fairfield | 1,130 Sq Ft | $2,660 |
| Ridgefield Apartments | 2 Bedroom | 1,100 Sq Ft | $1,850 |
| Middletown Brooke Apartments | The Westlake | 1,052 Sq Ft | $2,313 |
| The Wilcox | 2B/1B Medium | 962 Sq Ft | $1,600 |
| Middletown at Main | 682-2br | 950 Sq Ft | $2,000 |
Cheapest Available Middletown 2 Bedroom Apartments
As of June 12, 2026 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 Two Bedroom Townhouse Model at Rose Gardens Apartments starting at $1,700 in the Cromwell Middletown neighborhood. The average price for all 2 Bedroom apartments in Middletown is currently $2,423. Here is today’s list of the cheapest available 2 Bedroom options in Middletown:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| The Wilcox | 2B/1B Medium | $1,600 |
| Rose Gardens Apartments | Two Bedroom Townhouse | $1,700 |
| Willowcrest | Two Bedroom TownHouse | $1,700 |
| Woodbury Apartments | Two Bedroom Townhouse | $1,710 |
| Stoneycrest Tower | Two Bedroom Flat | $1,730 |
| Flats at 390 | 2 Bedroom - Standard | $1,745 |
| Fernwood Apartments | 2 Bedroom | $1,800 |
| On Ward Apartments | 2 Beds, 1 bath | $1,800 |
| Ridgefield Apartments | 2 Bedroom | $1,850 |
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.
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Best Local Schools in Middletown, CT
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Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Middletown, CT Rentals by Map
See the most popular apartments and homes in Middletown, CT
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 $2,423.
What is the largest available 2 Bedroom Middletown Apartment for rent?
Today's apartment with the most square footage in Middletown is a 1,400 square feet unit starting from $2,200 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 1,010 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.
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Connecticut is a popular choice, especially for people like me thinking of relocating from the New York City metro.

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Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.