
Cheap Apartments for Rent in the Downtown Middletown Neighborhood of Middletown, CT from $800 (37 Rentals)
Search the lowest-cost Apartments available for rent right now in the Downtown Middletown area of Middletown.


Woodrow Wilson Apartments

565 E Main St

562 Main St

696 Main St

58 Washington St

251 Court St

164 Grand St

Ridgefield Apartments
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

278 Chamberlain Rd

3 Omo St

Highview Apartments

Middletown at Main

Hunter's Crossing

Meadoway Gardens

132 Grand St

Total Monthly Price
50 Grand St, Unit Lower Level
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.
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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.
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 | $1,633 | $975 | $1,995 |
| Downtown Middletown 1 Bedroom Apartments | $1,940 | $1,195 | $2,750 |
| Downtown Middletown 2 Bedroom Apartments | $2,368 | $1,382 | $3,120 |
| Downtown Middletown 3 Bedroom Apartments | $2,618 | $1,649 | $3,895 |
Browse Apartments in this Neighborhood
There are currently 37 rentals with your search options within a 2 mile radius of the Downtown Middletown Neighborhood of Middletown, CT.
See all Apartments in MiddletownExplore Middletown
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 $975. 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 | $975 |
| Woodrow Wilson Apartments | 1 Bedroom | 1BR,1BA | $1,250 |
| 562 Main St | 1 BR | 1BR,1BA | $1,300 |
| 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 | 1 Bed Bath | 1BR,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 November 26, 2025 the best value apartment in the Downtown Middletown area is the $1.40 price per square foot 78 Marlborough St Model at 78 Marlborough St, Unit Suite #2 in the in the East Hampton Portland neighborhood starting from $2,490. The second greatest value Downtown Middletown apartment is the 2 Bed 2Bath Model at StoneGate Apartments starting at $2,000 with a $1.77 price per square foot in the Ponsett Ridge 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. |
|---|---|---|---|
| 78 Marlborough St, Unit Suite #2 | 78 Marlborough St | 3BR,1BA | $1.40 |
| StoneGate Apartments | 2 Bed 2Bath | 2BR,2BA | $1.77 |
| 73 Stack St, Unit 73 1st Floor | 73 Stack St | 2BR,1BA | $1.52 |
| 532 High St, Unit 2 | 532 High St | 2BR,1BA | $1.55 |
| 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 |
| Highview Apartments | One Bedroom | 1BR,1BA | $1.74 |
| 50 Grand St, Unit Lower Level | 50 Grand St | 1BR,1BA | $1.87 |
| Hunter's Crossing | One Bedroom Standard | 1BR,1BA | $1.93 |
| Woodrow Wilson Apartments | 1 Bedroom | 1BR,1BA | $1.79 |
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 $2,524.
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 9 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 $157 which is $2,367 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.

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.

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.



















