Cheap Apartments for Rent in the Downtown Middletown Neighborhood of Middletown, CT from $800 (49 Rentals)

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

property at 37 Silver St

$950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$950

Total Monthly Price
$950

1 Bedroom, 1 Bath Home for Rent

Available Jun 1

37 Silver St

MiddletownCT06457
property at 278 Chamberlain Rd

$1,182 - $1,232

Total Monthly Price

Total Monthly Price

Base Rent
$1,232

Total Monthly Price
$1,232

1 Bedroom Rentals

Available Now

278 Chamberlain Rd

MiddletownCT06457
property at 278 S Main St

$1,250

Total Monthly Price

Total Monthly Price

Base Rent
$1,250

Total Monthly Price
$1,250

1 Bedroom, 1 Bath Home for Rent

Available Now

278 S Main St

MiddletownCT06457
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Ridgefield Apartments
Rent Specials
$1,380 - $1,820
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,380 - $1,820

Total Monthly Price
$1,380 - $1,820
Studio to 2 Bedroom Apartments Available Now

Ridgefield Apartments

131 Ridgefield DrMiddletown, CT 06457
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  • Utilities Included

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

property at 36 Walnut St

$1,249 - $1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom Rentals

Available Now

36 Walnut St

MiddletownCT06457
property at 84 Mill St

$1,482 - $1,559

Total Monthly Price

Total Monthly Price

Base Rent
$1,482

Total Monthly Price
$1,482

2 Bedroom Rentals

Available Now

84 Mill St

MiddletownCT06457
property at 17 Broad St

$1,550

Total Monthly Price

Total Monthly Price

Base Rent
$1,550

Total Monthly Price
$1,550

1 Bedroom, 1 Bath Home for Rent

Available Now

17 Broad 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 14 Pease Ave

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

1 Bedroom, 1 Bath Home for Rent

Available Now

14 Pease Ave

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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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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35 Bretton Rd
1 to 2 Bedroom Apartments

35 Bretton Rd

35 Bretton RdMiddletown, CT 06457

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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41 Bretton Rd
1 Bedroom Apartments

41 Bretton Rd

41 Bretton RdMiddletown, CT 06457
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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
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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
  • Utilities Included
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70 Lake St
1 to 2 Bedroom Apartments

70 Lake St

70 Lake StMiddletown, CT 06457
  • Utilities Included
property at 195 Burgundy Hill Ln

$1,290

Total Monthly Price

Total Monthly Price

Base Rent
$1,290

Total Monthly Price
$1,290

1 Bedroom, 1 Bath Condo for Rent

Available Now

195 Burgundy Hill Ln

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.

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9 Erin St
2 Bedroom Apartments

9 Erin St

9 Erin StMiddletown, CT 06457
  • Utilities Included
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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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Hunter's Crossing
Studio to 2 Bedroom Apartments

Hunter's Crossing

1 Russett LnMiddletown, CT 06457
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New Meadows
1 to 3 Bedroom Apartments

New Meadows

20 Plaza DrMiddletown, CT 06457
  • Utilities Included
property at 20 Burgundy Hill Ln

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

1 Bedroom, 1 Bath Condo for Rent

Available Now

20 Burgundy Hill Ln

MiddletownCT06457
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Hillside Gardens
1 to 2 Bedroom Apartments

Hillside Gardens

65 Hillside AveMiddletown, CT 06457
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148 Pearl St
2 Bedroom Apartments

148 Pearl St

148 Pearl StMiddletown, CT 06457
property at 161 Burgundy Hill Ln

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

161 Burgundy Hill Ln

MiddletownCT06457
property at 184 Burgundy Hill Ln

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500

Total Monthly Price
$1,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

184 Burgundy Hill Ln

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.

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584 Main St
Studio Apartments

584 Main St

584 Main StMiddletown, CT 06457
  • Utilities Included
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The Wilcox
1 to 3 Bedroom Apartments

The Wilcox

305-309 S Main StMiddletown, CT 06457
property at 230 Main St

$1,295

Total Monthly Price

Total Monthly Price

Base Rent
$1,295

Total Monthly Price
$1,295

1 Bedroom, 1 Bath Home for Rent

Available Now

230 Main St

PortlandCT06480
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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. Stoneycrest Tower has the second lowest priced unit, which is a Studio apartment currently listed from $1,133. Here are the most affordable Downtown Middletown apartments for rent in Middletown, CT:

Apartment ListingModel NameBed/BathPriced From
Burgundy ApartmentsStudioStudio,1BA$975
Stoneycrest TowerEfficiencyStudio,1BA$1,133
562 Main St1 BR1BR,1BA$1,300
Ridgefield ApartmentsStudioStudio,1BA$1,380
Woodrow Wilson Apartments1 Bedroom1BR,1BA$1,400
WillowcrestOne Bedroom Flat1BR,1BA$1,400
Middletown at Main594-studioStudio,1BA$1,400
Birchwood Apartments1BD Remodel1BR,1BA$1,450
StoneGate Apartments1 Bed Bath1BR,1BA$1,450
Hillside Gardens1BR/1.0BA1BR,1BA$1,450

Best Value Apartments for Rent in Downtown Middletown, CT

As of May 28, 2026 the best value apartment in the Downtown Middletown area is the $1.54 price per square foot 2 Bed 1 Bath Model at StoneGate Apartments in the in the Ponsett Ridge neighborhood starting from $1,850. The second greatest value Downtown Middletown apartment is the 650 High St Model at 650 High St, Unit Apt 2 High Street starting at $1,650 with a $1.79 price per square foot in the Cromwell Middletown 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.
StoneGate Apartments2 Bed 1 Bath2BR,2BA$1.54
650 High St, Unit Apt 2 High Street650 High St2BR,1BA$1.79
Rose Gardens ApartmentsTwo Bedroom Townhouse2BR,1.5BA$1.89
Woodbury ApartmentsTwo Bedroom Townhouse2BR,1.5BA$1.90
The Wilcox1B/1B Loft1BR,1BA$1.89
Woodrow Wilson Apartments1 Bedroom1BR,1BA$1.75
WillowcrestOne Bedroom Flat1BR,1BA$1.85
Fernwood Apartments1 Bedroom1BR,1BA$2.16
562 Main St1 BR1BR,1BA$2.09
Burgundy ApartmentsStudioStudio ,1BA$1.95

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 $1,450.

What is the price of a cheap apartment in Downtown Middletown?

The cheapest apartment in Downtown Middletown is 562 Main St which is listed at $1,300, while the average apartment in Downtown Middletown costs $2,475.

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 11 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 $135 which is $2,340 cheaper than the average rent for all rentals in Downtown Middletown.

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.

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