2310 Cromwell Hills Dr
CromwellCT06416
Cheap Homes for Rent in Downtown Middletown Neighborhood of Middletown, CT from $1,000 (9 Rentals)
Search the lowest-cost Homes available for rent right now in the Downtown Middletown area of Middletown.
336 Main St
CromwellCT06416
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12 Durant Ter
MiddletownCT06457
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.
197 W Lake Dr
MiddletownCT06457
80 Prospect St, Unit unit1
80 Prospect St
MiddletownCT06457
91 Country Squire Drive Unit G
CromwellCT06416
666 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.
54 Oak St
MiddletownCT06457
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Downtown Middletown, Middletown, CT Local Guide
How much does it cost to rent a home in Downtown Middletown?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Downtown Middletown 2 Bedroom Homes for Rent | $2,041 | $1,250 | $3,250 |
| Downtown Middletown 3 Bedroom Homes for Rent | $2,980 | $2,250 | $4,400 |
| Downtown Middletown 4 Bedroom Homes for Rent | $3,075 | $2,950 | $3,200 |
Browse Homes for Rent in this Neighborhood
There are currently 9 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. Ridgefield Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,330. 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 |
| Ridgefield Apartments | Studio | Studio,1BA | $1,330 |
| Woodrow Wilson Apartments | studio | Studio,1BA | $1,400 |
Best Value Apartments for Rent in Downtown Middletown, CT
As of June 20, 2025 the best value apartment in the Downtown Middletown area is the $1.81 price per square foot 67 E Main St Model at 67 E Main St, Unit 65-B in the in the East Hampton Portland neighborhood starting from $1,950. The second greatest value Downtown Middletown apartment is the 2 Bedroom Model at Fernwood Apartments starting at $1,750 with a $1.94 price per square foot in the Durham East Haddam 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. |
|---|---|---|---|
| 67 E Main St, Unit 65-B | 67 E Main St | 3BR,1BA | $1.81 |
| Fernwood Apartments | 2 Bedroom | 2BR,1BA | $1.94 |
| Meadoway Gardens | Two Bedroom Townhouse | 2BR,1.5BA | $1.89 |
| The Wilcox | 1B/1B Loft | 1BR,1BA | $1.78 |
| 130 Highland Ave, Unit 1 | 130 Highland Ave | 2BR,1BA | $1.75 |
| Highview Apartments | One Bedroom | 1BR,1BA | $1.72 |
| Hunter's Crossing | One Bedroom w/ Washer & Dryer | 1BR,1BA | $2.07 |
| 127 Front St, Unit Floor 2 | 127 Front St | 2BR,1BA | $2.14 |
| Woodrow Wilson Apartments | studio | Studio ,1BA | $2.15 |
| Burgundy Apartments | Studio | Studio ,1BA | $1.88 |
Frequently Asked Questions about Downtown Middletown
What type of rentals are currently available in Downtown Middletown?
There are currently 133 Apartments for Rent in Downtown Middletown, CT with pricing that ranges from $940 to $4,544. There are also 23 Single Family Homes for rent, Condos, and Townhome rentals currently available in Downtown Middletown ranging from $1,000 to $4,400.
What is the current price range for Rental Homes in Downtown Middletown?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Downtown Middletown ranges from $1,000 to $4,400 with an average monthly rent of $2,386.
How much are larger Three and Four Bedroom Rentals in Downtown Middletown?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Downtown Middletown range from $1,635 to $4,443, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,250 to $4,400. Four Bedroom Single-Family rentals are also available starting from $2,950 and Four Bedroom Apartments start at $2,075.
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.
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.
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.
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.
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.