
Cheap Apartments for Rent in the Downtown Middletown Neighborhood of Middletown, CT from $800 (32 Rentals)
Search the lowest-cost Apartments available for rent right now in the Downtown Middletown area of Middletown.


Total Monthly Price
42 Silver St, Unit 1

Woodrow Wilson Apartments

79 Spring St

565 E Main St

251 Court St

Ridgefield Apartments

Highview Apartments
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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.

Middletown at Main

Hunter's Crossing

Meadoway Gardens
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Downtown Middletown, Middletown, CT Local Guide

How much does it cost to rent an apartment in Downtown Middletown?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Downtown Middletown Studio Apartments | $1,636 | $940 | $1,995 |
Downtown Middletown 1 Bedroom Apartments | $1,992 | $950 | $2,718 |
Downtown Middletown 2 Bedroom Apartments | $2,396 | $1,100 | $6,886 |
Downtown Middletown 3 Bedroom Apartments | $2,746 | $1,450 | $4,000 |
Browse Apartments in this Neighborhood
There are currently 32 rentals with your search options within a 2 mile radius of the Downtown Middletown Neighborhood of Middletown, CT.
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Cheapest Available Downtown Middletown Apartments for Rent
 The cheapest available apartment rental in the Downtown Middletown area of Middletown, CT is a Studio unit found at Burgundy Apartments priced from $940. Woodrow Wilson Apartments has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,250. Here are the most affordable Downtown Middletown apartments for rent in Middletown, CT:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
Burgundy Apartments | Studio | Studio,1BA | $940 |
Woodrow Wilson Apartments | 1 Bedroom | 1BR,1BA | $1,250 |
Ridgefield Apartments | Studio | Studio,1BA | $1,380 |
Highview Apartments | One Bedroom | 1BR,1BA | $1,395 |
Hunter's Crossing | One Bedroom Standard | 1BR,1BA | $1,400 |
Meadoway Gardens | 1 | 1BR,1BA | $1,400 |
StoneGate Apartments | Renovated 1 Bedroom | 2BR,2BA | $1,450 |
Stillman School Apartments | Studio | Studio,1BA | $1,450 |
On Ward Apartments | 1 Bed, 1 bath | 1BR,1BA | $1,500 |
Best Value Apartments for Rent in Downtown Middletown, CT
As of October 11, 2025 the best value apartment in the Downtown Middletown area is the $1.54 price per square foot Renovated 2 Bedroom with Balcony with WD Model at StoneGate Apartments in the in the Ponsett Ridge neighborhood starting from $1,850. The second greatest value Downtown Middletown apartment is the 16 Lake St Model at 16 Lake St, Unit 16 Lake Street 2 West starting at $1,525 with a $1.63 price per square foot in the East Hampton Portland neighborhood. Here is today’s list of the best values for Downtown Middletown apartments based on price per square foot:
Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
StoneGate Apartments | Renovated 2 Bedroom with Balcony with WD | 2BR,2BA | $1.54 |
16 Lake St, Unit 16 Lake Street 2 West | 16 Lake St | 2BR,1BA | $1.63 |
The Wilcox | 1B/1B Loft | 1BR,1BA | $1.89 |
Town Place | The Allan 1 x 1 | 1BR,1BA | $2.06 |
Highview Apartments | One Bedroom | 1BR,1BA | $1.74 |
Hunter's Crossing | One Bedroom Standard | 1BR,1BA | $1.93 |
Stillman School Apartments | Studio | Studio ,1BA | $2.07 |
Woodrow Wilson Apartments | 1 Bedroom | 1BR,1BA | $1.79 |
42 Silver St, Unit 1 | 42 Silver St | 1BR,1BA | $1.90 |
Burgundy Apartments | Studio | Studio ,1BA | $1.88 |
Getting Around the Downtown Middletown Neighborhood in Middletown, CT
Walk Score®
72 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
40 / 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 Cheap Downtown Middletown Apartments
What is a cheap apartment in Downtown Middletown?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Downtown Middletown is under $1,500.
What is the price of a cheap apartment in Downtown Middletown?
The cheapest apartment in Downtown Middletown is Woodrow Wilson Apartments which is listed at $1,250, while the average apartment in Downtown Middletown costs $2,515.
What types of apartments are the cheapest in Downtown Middletown?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 8 regular apartments in Downtown Middletown that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
How do the prices of cheap apartments compare to the average apartment in Downtown Middletown?
Cheap apartments in Downtown Middletown have an average cost of $151 which is $2,364 cheaper than the average rent for all rentals in Downtown Middletown.
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.

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.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.