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

161 Rentals
.
  1. Building Photo - 59 South St
    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

    59 South St Unit 1

    59 South St, Cromwell, CT 06416
  2. Building Photo - 14 Pleasant St
    3 BEDS, 1 BATH
    $1,975
    Total Monthly Price Total Monthly Price New
    Base Rent$1,975
    Required Monthly FeesNone
    Total Monthly Price$1,975

    14 Pleasant St Unit 2

    14 Pleasant St, Cromwell, CT 06416
  3. 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

    275 Main St

    275 Main St, Cromwell, CT 06416
  4. 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

    683 Worthington Ridge

    683 Worthington Ridge, Berlin, CT 06037
  5. Building Photo - 17 Broad St
    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 1st Floor South (East)

    17 Broad St, Middletown, CT 06457
  8. 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 6 Silver Drive #2

    6 Silver Dr, Middletown, CT 06457
  10. 2 BEDS, 1 BATH
    $1,282
    Total Monthly Price Total Monthly Price New
    Base Rent$1,282
    Required Monthly FeesNone
    Total Monthly Price$1,282

    190 Liberty St Unit 3rd Floor

    190 Liberty St, Middletown, CT 06457
  11. 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

    73-73 Stack St Unit 71 Stack Street

    73-73 Stack St, Middletown, CT 06457
  13. 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

    209 Pearl St

    209 Pearl St, Middletown, CT 06457
  14. 1 BED, 1 BATH
    $1,464
    Total Monthly Price Total Monthly Price New
    Base Rent$1,432
    Required Monthly Fees$32
    Total Monthly Price$1,464

    60 Lake St Unit Floor 2

    60 Lake St, Middletown, CT 06457
  15. 2 BEDS, 1 BATH
    $1,584
    Total Monthly Price Total Monthly Price New
    Base Rent$1,552
    Required Monthly Fees$32
    Total Monthly Price$1,584

    28 Durant Terrace

    28 Durant Terrace, Middletown, CT 06457
  16. 2 BEDS, 1 BATH
    $1,314
    Total Monthly Price Total Monthly Price New
    Base Rent$1,282
    Required Monthly Fees$32
    Total Monthly Price$1,314

    192 Liberty St Unit 3rd Floor

    192 Liberty St, Middletown, CT 06457
  17. 1 BED, 1 BATH
    $1,350
    Total Monthly Price Total Monthly Price New
    Base Rent$1,350
    Required Monthly FeesNone
    Total Monthly Price$1,350

    209 Pearl St Unit 2

    209 Pearl St, Middletown, CT 06457
  18. 3 BEDS, 2 BATHS
    $1,982
    Total Monthly Price Total Monthly Price New
    Base Rent$1,982
    Required Monthly FeesNone
    Total Monthly Price$1,982

    242 Main St Unit A

    242 Main St, Portland, CT 06480
  19. 1 BED, 1 BATH
    $1,282
    Total Monthly Price Total Monthly Price New
    Base Rent$1,282
    Required Monthly FeesNone
    Total Monthly Price$1,282

    166 Gravel St

    166 Gravel St, Meriden, CT 06450
  20. 2 BEDS, 1 BATH
    $1,632
    Total Monthly Price Total Monthly Price New
    Base Rent$1,632
    Required Monthly FeesNone
    Total Monthly Price$1,632

    200 Main St Unit 3

    200 Main St, Portland, CT 06480
  21. 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

    59 South St Unit 1st Floor

    59 South St, Cromwell, CT 06416
  22. STUDIO, 1 BATH
    $1,050
    Total Monthly Price Total Monthly Price New
    Base Rent$1,050
    Required Monthly FeesNone
    Total Monthly Price$1,050

    1113 Portland-Cobalt Rd

    1113 Portland-Cobalt Rd, Portland, CT 06480
  23. 2 BEDS, 1 BATH
    $1,709
    Total Monthly Price Total Monthly Price New
    Base Rent$1,632
    Required Monthly Fees$77
    Total Monthly Price$1,709

    200 Main St Unit 3

    200 Main St, Portland, CT 06480
  24. 1 BED, 1 BATH
    $1,314
    Total Monthly Price Total Monthly Price New
    Base Rent$1,282
    Required Monthly Fees$32
    Total Monthly Price$1,314

    166 Gravel St Unit Apt C-12

    166 Gravel St, Meriden, CT 06450
  25. 1 BED
    $1,500+
    2 BEDS
    $1,700+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500 - $1,700
    Required Monthly FeesNone
    Total Monthly Price$1,500 - $1,700

    Hillside Gardens

    65 Hillside Ave, Middletown, CT 06457
Showing 42 of 110 results, Page 3 of 3

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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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