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


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Ridgefield Apartments

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Middletown Brooke Apartments

StoneGate Apartments

Middletown Ridge Apartments

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Sagamore Hills

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Knoll Crest Apartments

Middletown at Main

Fernwood Apartments

141 Bridge St
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Windshire Terrace

Northwoods East

Midd-Town Apartments

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Wharfside Commons

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Town Place

Meadoway Gardens

Woodrow Wilson Apartments

South Green Apartments

On Ward Apartments

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17 Elm St, Unit 19B
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532 High St, Unit 2

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73 Stack St, Unit 73 1st Floor

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16 Lake St, Unit 16 Lake Street 2 West

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620 High St, Unit 2nd floor

116 Hillside Ave

36 Walnut St

3 Omo St

50 Washington St

204 S Main St

570 Main St
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132 Grand St

532 High St

73 Stack St

16 Lake St

175 Russell St

52 Spring St

63 Maynard St
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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 | $1,644 | $975 | $2,249 |
| Middletown 1 Bedroom Apartments | $1,919 | $1,050 | $2,743 |
Middletown 2 Bedroom Apartments | $2,352 | $1,250 | $3,120 |
| Middletown 3 Bedroom Apartments | $2,562 | $1,700 | $3,895 |
| Middletown 4 Bedroom Apartments | $1,900 | $1,900 | $1,900 |
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Middletown, CT Local Guide
- Middletown Neighborhoods
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Middletown 2 Bedroom Apartment Units with Current Availability by Neighborhood
Availability Confirmed As of: December 14, 2025There 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:
| Neighborhood | Available Units | Median Price | Min Price |
|---|---|---|---|
| Downtown Middletown | 98 | $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 Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Westfield Glen | 4 | 1,500 Sq Ft | $2,400 |
| The Landon of Cromwell | B1-C | 1,409 Sq Ft | $3,114 |
| Brainerd Place | B2 | 1,373 Sq Ft | $3,120 |
| Meriden Place | Two Bed 6 | 1,336 Sq Ft | $2,940 |
| Middletown Ridge Apartments | The Winthrop | 1,307 Sq Ft | $2,195 |
| Springside Middletown | B5 | 2 Bed | 2 Bath | 1,242 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 Listing | Model Name | Priced From |
|---|---|---|
| The Wilcox | 2B/1B Medium | $1,600 |
| Hillside Gardens | 2BR/1.0BA | $1,650 |
| Meadoway Gardens | 2 | $1,710 |
| Flats at 390 | 2 Bedroom - Standard | $1,745 |
| Fernwood Apartments | 2 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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Read ArticleQuick 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.
Best Local Schools in Middletown, CT
School data provided by Great Schools
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
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
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

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.

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.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

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.












