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Two Bedroom Apartments for Rent in Cromwell/Middletown

118 Rentals
.
  1. Building Photo - Springside Middletown
    $340 Off
    Price Drop. $340 Off
    |
    2 BEDS
    $2,541
    Total Monthly Price Total Monthly Price New
    Base Rent$2,385 - $3,170
    Required Monthly Fees$156
    Utilities & EssentialsVaries
    Total Monthly Price$2,541 - $3,326
         - 12 Month Lease

    Springside Middletown

    1100 Springside Ln, Middletown, CT 06457
    (860) 854-7304
  2. Interior Photo - The Landon of Cromwell
    2 Months Free
    2 Months Free
    |
    2 BEDS
    $2,701
    Total Monthly Price Total Monthly Price New
    Base Rent$2,645 - $3,080
    Required Monthly Fees$55
    Utilities & EssentialsVaries
    Total Monthly Price$2,700 - $3,135

    The Landon of Cromwell

    150 Country Squire Dr, Cromwell, CT 06416
    (860) 854-4198
  3. Rent Special
    Rent Special
    2 BEDS
    $2,195
    Total Monthly Price Total Monthly Price New
    Base Rent$2,195 - $3,261
    Utilities & EssentialsVaries
    Total Monthly Price$2,195 - $3,261

    Middletown Ridge Apartments

    100 Town Ridge, Middletown, CT 06457
    (860) 854-3196
  4. Rent Special
    Rent Special
    2 BEDS
    $1,989
    Total Monthly Price Total Monthly Price New
    Base Rent$1,989 - $3,034
    Utilities & EssentialsVaries
    Total Monthly Price$1,989 - $3,034

    Middletown Brooke Apartments

    100 Town Brooke, Middletown, CT 06457
    (959) 245-5100
  6. Good Value
    2 BEDS
    $1,820
    Total Monthly Price Total Monthly Price New
    Base Rent$1,820
    Required Monthly FeesNone
    Total Monthly Price$1,820
         - 12 Month Lease

    Ridgefield Apartments

    131 Ridgefield Dr, Middletown, CT 06457
    (959) 245-2421
  7. Building Photo - Knoll Crest Apartments
    2 BEDS
    $2,592
    Total Monthly Price Total Monthly Price New
    Base Rent$2,457 - $5,690
    Required Monthly Fees$135
    Total Monthly Price$2,592 - $5,825
         - 12 Month Lease

    Knoll Crest Apartments

    207 George St, Middletown, CT 06457
    (475) 253-5388
  11. Building Photo - Windshire Terrace
    2 BEDS
    $2,067
    Total Monthly Price Total Monthly Price New
    Base Rent$2,050 - $2,415
    Required Monthly Fees$17
    Total Monthly Price$2,067 - $2,432

    Windshire Terrace

    72 Forest Glen Cir, Middletown, CT 06457
    (959) 245-5095
  12. Building Photo - Northwoods East
    2 BEDS
    $2,080
    Total Monthly Price Total Monthly Price New
    Base Rent$2,065 - $2,265
    Required Monthly Fees$15
    Total Monthly Price$2,080 - $2,280

    Northwoods East

    5 Town Colony Dr, Middletown, CT 06457
    (860) 854-4148
  14. 2 BEDS
    $2,317
    Total Monthly Price Total Monthly Price New
    Base Rent$2,292 - $2,476
    Required Monthly Fees$25
    Total Monthly Price$2,317 - $2,501

    Town Place

    10 Town Pl, Middletown, CT 06457
    (959) 245-2568
  15. 2 BEDS
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100
         - 12 Month Lease

    Meadoway Gardens

    121-122 Rose Cir, Middletown, CT 06457
    (860) 854-4062
  20. Building Photo - 10 Briar Ct
    2 BEDS, 2 BATHS
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    10 Briar Ct

    10 Briar Ct, Cromwell, CT 06416
  21. Building Photo - 31 Pheasant Run
    2 BEDS, 1.5 BATHS
    $2,750
    Total Monthly Price Total Monthly Price New
    Base Rent$2,750
    Required Monthly FeesNone
    Total Monthly Price$2,750
         - 12 Month Lease

    31 Pheasant Run Unit 31

    31 Pheasant Run, Cromwell, CT 06416
    Apply
  22. Building Photo - 83 Woodland Dr
    Rent Special
    Rent Special
    2 BEDS, 2 BATHS
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800
         - 12 Month Lease

    83 Woodland Dr Unit Woodland Hights

    83 Woodland Dr, Cromwell, CT 06416
  23. 2 BEDS, 1.5 BATHS
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200
         - 12 Month Lease

    11 Great Oak Ct

    11 Great Oak Ct, Cromwell, CT 06416
  24. Building Photo - 1205 Cromwell Hills Dr
    2 BEDS, 1.5 BATHS
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    1205 Cromwell Hills Dr Unit 1205

    1205 Cromwell Hills Dr, Cromwell, CT 06416
  25. Building Photo - 20 Crest Dr
    2 BEDS, 1 BATH
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    20 Crest Dr

    20 Crest Dr, Cromwell, CT 06416
  26. Building Photo - 10 Briar Ct
    2 BEDS, 1.5 BATHS
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    10 Briar Ct Unit 10

    10 Briar Ct, Cromwell, CT 06416
  27. 2 BEDS, 2.5 BATHS
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    147 Skyview Dr Unit 147

    147 Skyview Dr, Cromwell, CT 06416
  28. 2 BEDS, 1 BATH
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    57 Burgundy Hill Ln Unit 57

    57 Burgundy Hill Ln, Middletown, CT 06457
  29. 2 BEDS, 1 BATH
    $2,495
    Total Monthly Price Total Monthly Price New
    Base Rent$2,495
    Required Monthly FeesNone
    Total Monthly Price$2,495

    10 Glenview Dr Unit 10

    10 Glenview Dr, Cromwell, CT 06416
  30. Building Photo - 41 Mountain Laurel Ct
    2 BEDS, 1.5 BATHS
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    41 Mountain Laurel Ct Unit 41

    41 Mountain Laurel Ct, Cromwell, CT 06416
  31. Building Photo - 1312 Cromwell Hills Dr
    2 BEDS, 2 BATHS
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    1312 Cromwell Hills Dr Unit 1312

    1312 Cromwell Hills Dr, Cromwell, CT 06416
  32. 2 BEDS, 2 BATHS
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    157 Woodland Dr Unit 157

    157 Woodland Dr, Cromwell, CT 06416
  33. 2 BEDS, 2 BATHS
    $1,932
    Total Monthly Price Total Monthly Price New
    Base Rent$1,932
    Required Monthly FeesNone
    Total Monthly Price$1,932

    15 Forest Glen Cir

    15 Forest Glen Cir, Middletown, CT 06457
  34. 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

    14 Portland St

    14 Portland St, Middletown, CT 06457
  35. Building Photo - 63 Maynard 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

    63 Maynard St

    63 Maynard St, Middletown, CT 06457
  36. Building Photo - 63 Main St
    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

    63 Main St

    63 Main St, Middlefield, CT 06481
  37. 2 BEDS, 1 BATH
    $1,400
    Total Monthly Price Total Monthly Price New
    Base Rent$1,400
    Required Monthly FeesNone
    Total Monthly Price$1,400

    36 Walnut St Unit 2

    36 Walnut St, Middletown, CT 06457
  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

    652 High St Unit 2

    652 High St, Middletown, CT 06457
  39. 2 BEDS, 1 BATH
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300
    Required Monthly FeesNone
    Total Monthly Price$2,300

    141 Bridge St Unit A

    141 Bridge St, Middletown, CT 06457
  40. Building Photo - 2 bedroom 2 bath condo in Cromwell Gardens
    2 BEDS, 2 BATHS
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    2 bedroom 2 bath condo in Cromwell Gardens

    1312 Cromwell Hills Dr, Cromwell, CT 06416
  41. Building Photo - 15 Forest Glen Cir
    2 BEDS, 2 BATHS
    $1,864
    Total Monthly Price Total Monthly Price New
    Base Rent$1,832
    Required Monthly Fees$32
    Total Monthly Price$1,864

    15 Forest Glen Cir Unit 6

    15 Forest Glen Cir, Middletown, CT 06457
Showing 42 of 47 results, Page 1 of 2

Middletown at a Glance

Average Rent

$2,691
(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
27

Somewhat Bikeable

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

Cromwell/Middletown Neighborhood in Middletown, CT

So you're looking for the perfect two-bedroom apartment for rent in Cromwell/Middletown. With great rent specials, price drops, and the best values in the city, Apartment Finder offers a wide selection of spacious two-bedroom apartments that will fit your lifestyle and budget. Two-bedroom apartments' larger layout and versatile living spaces provide ample room for individuals, couples, or even small families in Cromwell/Middletown.

With the shared cost of rent, two-bedroom apartments offer great value for the space you get. Even if you're not searching with roommates, a two-bedroom apartment has practical benefits. Experience the advantages of having an extra bedroom, whether for a home office, guest room, or added storage space. The flexibility of a second bedroom allows you to personalize your home and adapt to changing needs. Enjoy a larger living area, multiple closets, and potentially additional amenities like balconies or in-unit laundry. Choose any of these 47 two-bedroom apartments for rent to view floor plans, see photos, and get more information on amenities and availability.

Top Budget-Friendly Neighborhoods in Middletown

(For 1 bedroom apartments)

Getting Around Middletown

Transportation

31

Car-Dependent

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.
27

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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