Cheap Apartments for Rent in the Downtown Middletown Neighborhood of Middletown, CT from $800 (37 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Downtown Middletown area of Middletown.

property at 565 E Main St

565 E Main St

MiddletownCT06457
property at 696 Main St

696 Main St

MiddletownCT06457
property at 58 Washington St

58 Washington St

MiddletownCT06457
property at 251 Court St

251 Court St

MiddletownCT06459
property at 164 Grand St

164 Grand St

MiddletownCT06457

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.

property at 278 Chamberlain Rd

278 Chamberlain Rd

MiddletownCT06457
property at 3 Omo St

3 Omo St

MiddletownCT06457
property at 132 Grand St

132 Grand St

MiddletownCT06457
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4 Erin St
1 to 2 Bedroom Apartments

4 Erin St

4 Erin StMiddletown, CT 06457
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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.

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178 Pearl St
1 to 2 Bedroom Apartments

178 Pearl St

178 Pearl StMiddletown, CT 06457
  • Utilities Included
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660 High St
1 Bedroom Apartments

660 High St

660 High StMiddletown, CT 06457
  • Utilities Included
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41 Bretton Rd
1 Bedroom Apartments

41 Bretton Rd

41 Bretton RdMiddletown, CT 06457
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35 Bretton Rd
1 to 2 Bedroom Apartments

35 Bretton Rd

35 Bretton RdMiddletown, CT 06457
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Stoneycrest Tower
Studio to 2 Bedroom Apartments

Stoneycrest Tower

352 Newfield StMiddletown, CT 06457
Senior Living
  • Utilities Included
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144 Pearl St
1 to 2 Bedroom Apartments

144 Pearl St

144 Pearl StMiddletown, CT 06457
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135 Pearl Street
1 Bedroom Apartments

135 Pearl Street

135 Pearl StMiddletown, CT 06457
  • Utilities Included
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33 Bretton Road
1 Bedroom Apartments

33 Bretton Road

33 Bretton RdMiddletown, CT 06457
  • Utilities Included
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150 Pearl St
1 to 2 Bedroom Apartments

150 Pearl St

150 Pearl StMiddletown, CT 06457
  • Utilities Included

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.

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Newfield Towers
Studio to 2 Bedroom Apartments

Newfield Towers

220 Newfield StMiddletown, CT 06457
Senior Living
  • Utilities Included
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Stoneycrest Apartments
1 to 3 Bedroom Apartments

Stoneycrest Apartments

110 Stoneycrest DrMiddletown, CT 06457
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Willowcrest
1 to 3 Bedroom Apartments

Willowcrest

63 Stoneycrest DrMiddletown, CT 06457
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Saybrook Apartments
1 to 2 Bedroom Apartments

Saybrook Apartments

15 Summer Hill RdMiddletown, CT 06457
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70 Lake St
1 to 2 Bedroom Apartments

70 Lake St

70 Lake StMiddletown, CT 06457
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9 Erin St
2 Bedroom Apartments

9 Erin St

9 Erin StMiddletown, CT 06457
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Saybrook Townhouses
1 to 2 Bedroom Apartments

Saybrook Townhouses

987-1005 Saybrook RdMiddletown, CT 06457
  • Utilities Included
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New Meadows
1 to 3 Bedroom Apartments

New Meadows

20 Plaza DrMiddletown, CT 06457
  • Utilities Included

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.

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4 S Park Pl
1 Bedroom Apartments

4 S Park Pl

4 S Park PlCromwell, CT 06416
  • Utilities Included

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 ListingModel NameBed/BathPriced From
Burgundy ApartmentsStudioStudio,1BA$975
Woodrow Wilson Apartments1 Bedroom1BR,1BA$1,250
562 Main St1 BR1BR,1BA$1,300
Ridgefield ApartmentsStudioStudio,1BA$1,380
Highview ApartmentsOne Bedroom1BR,1BA$1,395
Hunter's CrossingOne Bedroom Standard1BR,1BA$1,400
Meadoway Gardens11BR,1BA$1,400
StoneGate Apartments1 Bed Bath1BR,1BA$1,450
On Ward Apartments1 Bed, 1 bath1BR,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 ListingModel NameBed/BathPrice Per Sq.Ft.
78 Marlborough St, Unit Suite #278 Marlborough St3BR,1BA$1.40
StoneGate Apartments2 Bed 2Bath2BR,2BA$1.77
73 Stack St, Unit 73 1st Floor73 Stack St2BR,1BA$1.52
532 High St, Unit 2532 High St2BR,1BA$1.55
16 Lake St, Unit 16 Lake Street 2 West16 Lake St2BR,1BA$1.63
The Wilcox1B/1B Loft1BR,1BA$1.89
Highview ApartmentsOne Bedroom1BR,1BA$1.74
50 Grand St, Unit Lower Level50 Grand St1BR,1BA$1.87
Hunter's CrossingOne Bedroom Standard1BR,1BA$1.93
Woodrow Wilson Apartments1 Bedroom1BR,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

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.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

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.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

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.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

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.