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Cheap Apartments for Rent in Downtown Middletown

216 Rentals
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  2. Building Photo - 42 Silver St
    1 BED, 1 BATH
    $950
    Total Monthly Price Total Monthly Price New
    Base Rent$950
    Required Monthly FeesNone
    Total Monthly Price$950
         - 12 Month Lease

    42 Silver St Unit 1

    42 Silver St, Middletown, CT 06457
    Apply
  4. Building Photo - 79 Spring St
    2 BEDS, 1 BATH
    $1,100
    Total Monthly Price Total Monthly Price New
    Base Rent$1,100
    Required Monthly FeesNone
    Total Monthly Price$1,100

    79 Spring St Unit 3

    79 Spring St, Middletown, CT 06457
  5. Building Photo - 565 E Main St
    1 BED, 1 BATH
    $1,295
    Total Monthly Price Total Monthly Price New
    Base Rent$1,295
    Required Monthly FeesNone
    Total Monthly Price$1,295

    565 E Main St

    565 E Main St, Middletown, CT 06457
  7. Building Photo - 58 Washington St
    1 BED, 1 BATH
    $1,300
    Total Monthly Price Total Monthly Price New
    Base Rent$1,300
    Required Monthly FeesNone
    Total Monthly Price$1,300

    58 Washington St Unit 1

    58 Washington St, Middletown, CT 06457
  9. Building Photo - 251 Court St
    1 BED, 1 BATH
    $1,319
    Total Monthly Price Total Monthly Price New
    Base Rent$1,319
    Required Monthly FeesNone
    Total Monthly Price$1,319

    251 Court St

    251 Court St, Middletown, CT 06459
  10. Building Photo - 3 Omo St
    2 BEDS, 1 BATH
    $1,357
    Total Monthly Price Total Monthly Price New
    Base Rent$1,357
    Required Monthly FeesNone
    Total Monthly Price$1,357

    3 Omo St Unit Floor 3

    3 Omo St, Middletown, CT 06457
  15. Building Photo - 26 Saint Johns St
    2 BEDS, 1 BATH
    $1,450
    Total Monthly Price Total Monthly Price New
    Base Rent$1,450
    Required Monthly FeesNone
    Total Monthly Price$1,450
         - 12 Month Lease

    26 Saint Johns St Unit 2

    26 Saint Johns St, Middletown, CT 06457
    Apply
  16. Building Photo - 14 Portland St
    3 BEDS, 1 BATH
    $1,450
    Total Monthly Price Total Monthly Price New
    Base Rent$1,450
    Required Monthly FeesNone
    Total Monthly Price$1,450

    14 Portland St

    14 Portland St, Middletown, CT 06457
  17. Building Photo - 138 Liberty St
    2 BEDS, 1 BATH
    $1,457
    Total Monthly Price Total Monthly Price New
    Base Rent$1,457
    Required Monthly FeesNone
    Total Monthly Price$1,457

    138 Liberty St Unit 1E

    138 Liberty St, Middletown, CT 06457
  18. 1 BED, 1 BATH
    $1,475
    Total Monthly Price Total Monthly Price New
    Base Rent$1,475
    Required Monthly FeesNone
    Total Monthly Price$1,475

    480 S Main St Unit 2A

    480 S Main St, Middletown, CT 06457
  19. 2 BEDS, 1 BATH
    $1,495
    Total Monthly Price Total Monthly Price New
    Base Rent$1,495
    Required Monthly FeesNone
    Total Monthly Price$1,495

    138 Liberty St Unit 2E

    138 Liberty St, Middletown, CT 06457
  20. Building Photo - On Ward Apartments
    1 BED
    $1,500+
    2 BEDS
    $1,800+
    Plus Fees - 12 Month Lease

    On Ward Apartments

    38 Ward St, Middletown, CT 06457
  21. Building Photo - 91 Russell St
    2 BEDS, 1 BATH
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500
         - 12 Month Lease

    91 Russell St Unit 2nd floor

    91 Russell St, Middletown, CT 06457
    Apply
  22. Building Photo - 166 College St
    2 BEDS, 1.5 BATHS
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    166 College St Unit 166rear

    166 College St, Middletown, CT 06457
  23. Building Photo - 175 Russett Ln
    1 BED, 1 BATH
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    175 Russett Ln Unit 1BR - Bld 11 Apt 175

    175 Russett Ln, Middletown, CT 06457
  24. Building Photo - 16 Lake St
    2 BEDS, 1 BATH
    $1,525
    Total Monthly Price Total Monthly Price New
    Base Rent$1,525
    Required Monthly FeesNone
    Total Monthly Price$1,525
         - 12 Month Lease

    16 Lake St Unit 16 Lake Street 2 West

    16 Lake St, Middletown, CT 06457
  25. Building Photo - 16 Lake St
    2 BEDS, 1 BATH
    $1,525
    Total Monthly Price Total Monthly Price New
    Base Rent$1,525
    Required Monthly FeesNone
    Total Monthly Price$1,525

    16 Lake St Unit 2-W

    16 Lake St, Middletown, CT 06457
  26. Building Photo - Sagamore Hills
    1 BED
    $1,579+
    2 BEDS
    $1,914+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,527 - $1,874
    Required Monthly Fees$52
    Total Monthly Price$1,579 - $1,926

    Sagamore Hills

    1151-1189 Washington St, Middletown, CT 06457
    (475) 253-3380
  27. Building Photo - 172 Pearl St
    1 BED, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600
         - 12 Month Lease

    172 Pearl St Unit 2E

    172 Pearl St, Middletown, CT 06457
    Apply
  28. Building Photo - 359 S Main St
    2 BEDS, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    359 S Main St Unit 2

    359 S Main St, Middletown, CT 06457
  29. Building Photo - 654 High St
    2 BEDS, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    654 High St

    654 High St, Middletown, CT 06457
  30. 1 BED, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    30 West St Unit 2

    30 West St, Middletown, CT 06457
  31. 1 BED, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    54 Oak St

    54 Oak St, Middletown, CT 06457
  32. 2 BEDS, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    29 Hotchkiss St Unit C

    29 Hotchkiss St, Middletown, CT 06457
  33. 1 BED, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    162 Main St

    162 Main St, Portland, CT 06480
  34. Building Photo - 359 S Main St
    2 BEDS, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    359 S Main St Unit 2nd floor

    359 S Main St, Middletown, CT 06457
  35. Interior Photo - The Wilcox
    1 BED
    $1,600+
    2 BEDS
    $1,600+
    3 BEDS
    $1,600+
    Plus Fees - 12 Month Lease

    The Wilcox

    305-309 S Main St, Middletown, CT 06457
  39. Building Photo - 7 Maple St
    2 BEDS, 1 BATH
    $1,695
    Total Monthly Price Total Monthly Price New
    Base Rent$1,695
    Required Monthly FeesNone
    Total Monthly Price$1,695
         - 12 Month Lease

    7 Maple St Unit 2ND FLOOR

    7 Maple St, Middletown, CT 06457
    Apply
  40. Building Photo - 12 Silver St
    3 BEDS, 1 BATH
    $1,695
    Total Monthly Price Total Monthly Price New
    Base Rent$1,695
    Required Monthly FeesNone
    Total Monthly Price$1,695

    12 Silver St

    12 Silver St, Middletown, CT 06457
  42. Building Photo - 175 Russell St
    2 BEDS, 1 BATH
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    175 Russell St

    175 Russell St, Middletown, CT 06457
Showing 42 of 77 results, Page 1 of 2

Middletown at a Glance

Average Rent

$809
(All bedrooms and property types)
Learn more about
Average Rent in Middletown
0

School Rating

out of 10 Rating
Learn more about
Schools in Middletown
0

Some Transit

out of 100 TransitScore® Rating
Learn more about
Transportation in Middletown
40

Somewhat Bikeable

out of 100 BikeScore® Rating
Learn more about
Transportation in Middletown

Downtown Middletown Neighborhood in Middletown, CT

When looking for cheap apartments in Downtown Middletown, Apartment Finder is your deal-hunting partner. Whether you’re looking for a studio, a one-bedroom, or a two-bedroom apartment, you want the best place at the right price. We have a great selection of budget-friendly apartments for rent, and we’ll show you which apartments offer the best value when compared to other apartments in Downtown Middletown.

Finding a rental that fits your budget without compromising on quality can seem like a challenge, but Apartment Finder makes it easy to discover cheap apartments with all the features you want. To find an apartment you can afford, try looking in less popular neighborhoods outside of the city center. Timing is everything when searching for rentals that are affordable, so look at different times of the day, different days of the week and (if you can wait) certain months like December through March. When you find an apartment with a great price, don’t hesitate! Cheap apartments tend to go very quickly.

Affordability doens't have to equal sacrifice. While it’s important to be flexible, you might not have to give up as much as you think. You can find a cheap apartment for rent, complete with must-have amenities such as paid utilities and an in-unit washer and dryer. Click on any of these properties to see photos and floor plans, read reviews, check out the rent calculator, and learn more about the neighborhood with information on nearby parks, shopping malls, and transit stops. With 77 cheap apartments available in Downtown Middletown, Apartment Finder is the place to find your next rental.

Top Budget-Friendly Neighborhoods in Middletown

(For 1 bedroom apartments)

Getting Around Middletown

Transportation

72

Very Walkable

out of 100 WalkScore® Rating
You might be able to get out and walk when living in this area. Some errands can be accomplished on foot, but for others you need a car.
40

Somewhat Bikeable

out of 100 BikeScore® Rating
You might be able to find places to ride your bike in this area, but you'll most likely want your car for most errands.
0

Minimal Transit

out of 100 TransitScore® Rating
You'll likely want a car when living in this area since it has few transit options.
Scores provided by Walk Scoreⓘ

Education

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

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