Cheap Apartments for Rent in the Downtown Middletown Neighborhood of Middletown, CT from $800 (39 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

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

property at 183 E Main St

$1,075

Total Monthly Price

Total Monthly Price

Base Rent
$1,075

Total Monthly Price
$1,075

1 Bedroom, 1 Bath Home for Rent

Available Now

183 E Main St

MiddletownCT06457
property at 58 Washington St

$1,250

Total Monthly Price

Total Monthly Price

Base Rent
$1,250

Total Monthly Price
$1,250

1 Bedroom Rentals

Available Now

58 Washington St

MiddletownCT06457
property at 44 Green 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

44 Green St

MiddletownCT06457
property at 696 Main St

$1,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,300

Total Monthly Price
$1,300

1 Bedroom, 1 Bath Home for Rent

Available Now

696 Main St

MiddletownCT06457
property at 251 Court St

$1,319

Total Monthly Price

Total Monthly Price

Base Rent
$1,319

Total Monthly Price
$1,319

1 Bedroom, 1 Bath Home for Rent

Available Now

251 Court St

MiddletownCT06459
close
View Me
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
Pet Friendly
  • Verified
  • Customer Reviewed
  • Utilities Included
property at 449 Newfield St

$1,382

Total Monthly Price

Total Monthly Price

Base Rent
$1,382

Total Monthly Price
$1,382

1 Bedroom, 1 Bath Home for Rent

Available Now

449 Newfield 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 3 Omo St

$1,232 - $1,382

Total Monthly Price

Total Monthly Price

Base Rent
$1,382

Total Monthly Price
$1,382

2 Bedroom Rentals

Available Now

3 Omo St

MiddletownCT06457
property at 30 Stoneycrest Dr

$1,395

Total Monthly Price

Total Monthly Price

Base Rent
$1,395

Total Monthly Price
$1,395

1 Bedroom, 1 Bath Home for Rent

Available Feb 1

30 Stoneycrest Dr

MiddletownCT06457
close
View Me
Highview Apartments
$1,395 - $1,425
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,395 - $1,425

Total Monthly Price
$1,395 - $1,425
1 Bedroom Apartments Available Now

Highview Apartments

121-131 Butternut StMiddletown, CT 06457
Pet Friendly
  • Verified
  • Customer Reviewed
  • Utilities Included
property at 132 Grand St

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom, 3 Bath Home for Rent

Available Now

132 Grand St

MiddletownCT06457
close
View Me
Meadoway Gardens
Rent Specials
$1,400 - $2,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,400 - $2,200

Total Monthly Price
$1,400 - $2,200
1 to 3 Bedroom Apartments Available Now

Meadoway Gardens

121-122 Rose CirMiddletown, CT 06457
Family Friendly
  • Verified
  • Utilities Included
  • Low Income
property at 22 Green St

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom, 1 Bath Home for Rent

Available Now

22 Green St

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.

close
View Me
4 Erin St
1 to 2 Bedroom Apartments

4 Erin St

4 Erin StMiddletown, CT 06457
  • Smoke Free
close
View Me
178 Pearl St
1 to 2 Bedroom Apartments

178 Pearl St

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

660 High St

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

41 Bretton Rd

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

35 Bretton Rd

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

Stoneycrest Tower

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

144 Pearl St

144 Pearl StMiddletown, CT 06457
close
View Me
135 Pearl Street
1 Bedroom Apartments

135 Pearl Street

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

33 Bretton Road

33 Bretton RdMiddletown, 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.

close
View Me
150 Pearl St
1 to 2 Bedroom Apartments

150 Pearl St

150 Pearl StMiddletown, CT 06457
  • Utilities Included
close
View Me
Newfield Towers
Studio to 2 Bedroom Apartments

Newfield Towers

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

Stoneycrest Apartments

110 Stoneycrest DrMiddletown, CT 06457
  • Utilities Included
close
View Me
Willowcrest
1 to 3 Bedroom Apartments

Willowcrest

63 Stoneycrest DrMiddletown, CT 06457
  • Utilities Included
close
View Me
Saybrook Apartments
1 to 2 Bedroom Apartments

Saybrook Apartments

15 Summer Hill RdMiddletown, CT 06457
  • Utilities Included
close
View Me
70 Lake St
1 to 2 Bedroom Apartments

70 Lake St

70 Lake StMiddletown, CT 06457
  • Utilities Included
close
View Me
562 Main St
Studio to 2 Bedroom Apartments

562 Main St

562 Main StMiddletown, CT 06457
close
View Me
9 Erin St
2 Bedroom Apartments

9 Erin St

9 Erin StMiddletown, CT 06457
  • Utilities Included

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

close
View Me
Saybrook Townhouses
1 to 2 Bedroom Apartments

Saybrook Townhouses

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

New Meadows

20 Plaza DrMiddletown, CT 06457
  • Utilities Included
close
View Me
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. 562 Main St has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,300. Here are the most affordable Downtown Middletown apartments for rent in Middletown, CT:

Apartment ListingModel NameBed/BathPriced From
Burgundy ApartmentsStudioStudio,1BA$975
562 Main St1 BR1BR,1BA$1,300
Ridgefield ApartmentsStudioStudio,1BA$1,380
Highview ApartmentsOne Bedroom1BR,1BA$1,395
Meadoway Gardens11BR,1BA$1,400
Hunter's CrossingOne Bedroom Standard1BR,1BA$1,400
Birchwood Apartments1BD Remodel1BR,1BA$1,450
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 January 11, 2026 the best value apartment in the Downtown Middletown area is the $1.55 price per square foot 96 Margarite Rd Model at 96 Margarite Rd, Unit 1 in the in the Ponsett Ridge neighborhood starting from $2,500. 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.
96 Margarite Rd, Unit 196 Margarite Rd3BR,1BA$1.55
StoneGate Apartments2 Bed 2Bath2BR,2BA$1.77
Windshire TerraceA12BR,1BA$2.12
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
562 Main St1 BR1BR,1BA$2.09
Burgundy ApartmentsStudioStudio ,1BA$1.95

Frequently Asked Questions about Cheap Downtown Middletown Apartments

What is the Cheapest Studio apartment in Downtown Middletown?

Currently the most affordable Cheap Studio Apartment in Downtown Middletown is at Burgundy Apartments listed at $975.

How much is rent for a Cheap One Bedroom Downtown Middletown Apartment?

The lowest price for a Cheap One Bedroom Downtown Middletown Apartment is $1,300 at 562 Main St.

What is the lowest price for a Cheap Two Bedroom Downtown Middletown Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Downtown Middletown is starting from $1,600 at The Wilcox.

What is the most affordable Downtown Middletown Three Bedroom Apartment?

The best deal on a cheap Downtown Middletown Three Bedroom Apartment rental is at The Wilcox and starts from $1,600.

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.

Articles, How-To's, and Tips

decorative image for A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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!