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Apartments under $2,000 for Rent in Middletown, CT

161 Rentals
.
  1. Building Photo - 35 Carlie Ct
    Rent Special
    Rent Special
    1 BED, 1 BATH
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900
         - 12 Month Lease

    35 Carlie Ct Unit A

    35 Carlie Ct, Middletown, CT 06457
    Apply
  2. Building Photo - 80 Prospect St
    1 BED, 1 BATH
    $1,650
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650
    Required Monthly FeesNone
    Total Monthly Price$1,650
         - 12 Month Lease

    80 Prospect St

    80 Prospect St, Middletown, CT 06457
    Apply
  3. Building Photo - 161 College St
    1 BED, 1 BATH
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950
         - 12 Month Lease

    161 College St Unit Apt 2

    161 College St, Middletown, CT 06457
    Apply
  4. 2 BEDS, 1 BATH
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900
         - 12 Month Lease

    58 Warren St Unit 1st floor

    58 Warren St, Meriden, CT 06450
    Apply
  5. 2 BEDS, 1 BATH
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900
         - 12 Month Lease

    1 Allen Pl Unit 2

    1 Allen Pl, Cromwell, CT 06416
    Apply
  6. 2 BEDS, 1 BATH
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800
         - 12 Month Lease

    23 Wall St Unit Wall st 1st floor

    23 Wall St, Cromwell, CT 06416
    Apply
  7. Building Photo - 73 Stack St
    2 BEDS, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600 - $1,700
    Required Monthly FeesNone
    Total Monthly Price$1,600 - $1,700
         - 12 Month Lease

    73 Stack St

    73 Stack St, Middletown, CT 06457
  9. 2 BEDS, 1 BATH
    $1,600+
    3 BEDS, 1 BATH
    $1,700+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600 - $1,700
    Required Monthly FeesNone
    Total Monthly Price$1,600 - $1,700
         - 12 Month Lease

    168 College St

    168 College St, Middletown, CT 06457
  10. 1 BED, 1 BATH
    $1,200
    Total Monthly Price Total Monthly Price New
    Base Rent$1,200
    Required Monthly FeesNone
    Total Monthly Price$1,200
         - 12 Month Lease

    471 Main St Unit #4 - 3rd Floor

    471 Main St, Middlefield, CT 06455
  11. 1 BED, 1 BATH
    $1,050
    Total Monthly Price Total Monthly Price New
    Base Rent$1,050
    Required Monthly FeesNone
    Total Monthly Price$1,050
         - 12 Month Lease

    1297 Portland-Cobalt Rd Unit 3

    1297 Portland-Cobalt Rd, Portland, CT 06480
  12. Building Photo - 360 Main St
    3 BEDS, 1 BATH
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    360 Main St Unit 3-B

    360 Main St, Middletown, CT 06457
  13. Building Photo - 696 Main St
    STUDIO, 1 BATH
    $1,100
    Total Monthly Price Total Monthly Price New
    Base Rent$1,100
    Required Monthly FeesNone
    Total Monthly Price$1,100

    696 Main St Unit 1C

    696 Main St, Middletown, CT 06457
  14. 2 BEDS, 2 BATHS
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    59 Park Pl

    59 Park Pl, Middletown, CT 06457
  15. 1 BED, 1 BATH
    $1,400
    Total Monthly Price Total Monthly Price New
    Base Rent$1,400
    Required Monthly FeesNone
    Total Monthly Price$1,400

    205 Main Street Extension Unit 2

    205 Main Street Extension, Middletown, CT 06457
  16. 2 BEDS, 2 BATHS
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    3 Forest Glen Cir Unit 16

    3 Forest Glen Cir, Middletown, CT 06457
  17. Building Photo - 73 Stack 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

    73 Stack St Unit 3

    73 Stack St, Middletown, CT 06457
  18. Building Photo - 92 Cynthia Ln
    2 BEDS, 1 BATH
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    92 Cynthia Ln Unit A1

    92 Cynthia Ln, Middletown, CT 06457
  19. 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

    58 Washington St Unit 2

    58 Washington St, Middletown, CT 06457
  20. 2 BEDS, 1.5 BATHS
    $1,782
    Total Monthly Price Total Monthly Price New
    Base Rent$1,782
    Required Monthly FeesNone
    Total Monthly Price$1,782

    1185 Randolph Rd Unit Back Apartment

    1185 Randolph Rd, Middletown, CT 06457
  21. 3 BEDS, 1.5 BATHS
    $1,650
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650
    Required Monthly FeesNone
    Total Monthly Price$1,650

    6 Silver Dr Unit 2

    6 Silver Dr, Middletown, CT 06457
  22. 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

    346 S Main St Unit 2

    346 S Main St, Middletown, CT 06457
  23. 1 BED, 1 BATH
    $1,482
    Total Monthly Price Total Monthly Price New
    Base Rent$1,482
    Required Monthly FeesNone
    Total Monthly Price$1,482

    60 Lake St Unit 2

    60 Lake St, Middletown, CT 06457
  24. 1 BED, 1 BATH
    $1,525
    Total Monthly Price Total Monthly Price New
    Base Rent$1,525
    Required Monthly FeesNone
    Total Monthly Price$1,525

    17 Broad St Unit 1 East

    17 Broad St, Middletown, CT 06457
  25. 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

    20 Erin St Unit 2

    20 Erin St, Middletown, CT 06457
  26. 2 BEDS, 1 BATH
    $1,382
    Total Monthly Price Total Monthly Price New
    Base Rent$1,382
    Required Monthly FeesNone
    Total Monthly Price$1,382

    192 Liberty St Unit 3

    192 Liberty St, Middletown, CT 06457
  27. 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
  28. 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

    166 College St Unit 2

    166 College St, Middletown, CT 06457
  29. 1 BED, 1 BATH
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950

    113 Trolley Crossing Ln Unit 113

    113 Trolley Crossing Ln, Middletown, CT 06457
  30. 3 BEDS, 1 BATH
    $1,495
    Total Monthly Price Total Monthly Price New
    Base Rent$1,495
    Required Monthly FeesNone
    Total Monthly Price$1,495

    34 St Johns St Unit 2

    34 St Johns St, Middletown, CT 06457
  31. STUDIO, 1 BATH
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    542 Main St Unit 3A

    542 Main St, Middletown, CT 06457
  32. 2 BEDS, 1 BATH
    $1,995
    Total Monthly Price Total Monthly Price New
    Base Rent$1,995
    Required Monthly FeesNone
    Total Monthly Price$1,995

    170 Pearl St Unit A

    170 Pearl St, Middletown, CT 06457
  33. 2 BEDS, 1 BATH
    $1,995
    Total Monthly Price Total Monthly Price New
    Base Rent$1,995
    Required Monthly FeesNone
    Total Monthly Price$1,995

    170 Pearl St Unit B

    170 Pearl St, Middletown, CT 06457
  34. STUDIO, 1 BATH
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    542 Main St Unit 2A

    542 Main St, Middletown, CT 06457
  35. 1 BED, 1 BATH
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    594 Main St Unit 2E

    594 Main St, Middletown, CT 06457
  36. 2 BEDS, 1.5 BATHS
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    2315 Cromwell Hills Dr Unit 2315

    2315 Cromwell Hills Dr, Cromwell, CT 06416
  37. 2 BEDS, 1 BATH
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    4 Woodland Dr Unit 4

    4 Woodland Dr, Cromwell, CT 06416
  38. 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

    238 Main St Unit A

    238 Main St, Durham, CT 06422
  39. 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

    238 Main St Unit B

    238 Main St, Durham, CT 06422
  40. 2 BEDS, 1 BATH
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    71 Freestone Ave

    71 Freestone Ave, Portland, CT 06480
  41. 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

    1274 E Main St Unit A9

    1274 E Main St, Meriden, CT 06450
  42. 1 BED, 1 BATH
    $1,250
    Total Monthly Price Total Monthly Price New
    Base Rent$1,250
    Required Monthly FeesNone
    Total Monthly Price$1,250

    323 Saybrook Rd

    323 Saybrook Rd, Haddam, CT 06441
Showing 42 of 110 results, Page 2 of 3

Middletown at a Glance

Average Rent

$1,695
(All bedrooms and property types)
Learn more about
Average Rent in Middletown
4

School Rating

out of 10 Rating
Learn more about
Schools in Middletown

Renting in Middletown

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Middletown

(For 1 bedroom apartments)

Education

GreatSchools Rating
Middletown High School

Public High School

Public
Grades 9-12
1,193 Students
GreatSchools Rating
Vinal Technical High School

Public High School

Public
Grades 9-12
522 Students
GreatSchools Rating
Connecticut Valley Hospital - Whiting Forensic Div

Public High School

Public
Grades 9-12
3 Students
GreatSchools Rating
Whiting Forensic Hospital

Public High School

Public
Grades 9-12
Students
GreatSchools Rating
Beman Middle School

Public Middle School

Public
Grades 6-8
977 Students
GreatSchools Rating
ICM-Woodrow Wilson Middle School

Public Middle School

Public
Grades 6-8
4 Students
GreatSchools Rating
Macdonough School

Public Elementary School

Public
Grades K-5
218 Students

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

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