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Two Bedroom Apartments for Rent in Downtown Middletown

101 Rentals
.
  1. Building Photo - Springside Middletown
    $320 Off
    Price Drop. $320 Off
    |
    2 BEDS
    $2,651
    Total Monthly Price Total Monthly Price New
    Base Rent$2,495 - $2,925
    Required Monthly Fees$155
    Utilities & EssentialsVaries
    Total Monthly Price$2,650 - $3,080
         - 12 Month Lease

    Springside Middletown

    1100 Springside Ln, Middletown, CT 06457
    (860) 854-7304
  2. Building Photo - Knoll Crest Apartments
    2 BEDS
    $2,494
    Total Monthly Price Total Monthly Price New
    Base Rent$2,384 - $4,900
    Required Monthly Fees$110
    Total Monthly Price$2,494 - $5,010
         - 12 Month Lease

    Knoll Crest Apartments

    207 George St, Middletown, CT 06457
    (475) 253-5388
  3. Building Photo - Sagamore Hills
    2 BEDS
    $1,847
    Total Monthly Price Total Monthly Price New
    Base Rent$1,795 - $1,858
    Required Monthly Fees$52
    Total Monthly Price$1,847 - $1,910

    Sagamore Hills

    1151-1189 Washington St, Middletown, CT 06457
    (475) 253-3380
  13. 2 BEDS, 1 BATH
    $1,350
    Total Monthly Price Total Monthly Price New
    Base Rent$1,350
    Required Monthly FeesNone
    Total Monthly Price$1,350
         - 12 Month Lease

    26 Saint Johns St Unit 2

    26 Saint Johns St, Middletown, CT 06457
    Apply
  14. 2 BEDS, 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

    17 Elm St Unit 19B

    17 Elm St, Middletown, CT 06457
    Apply
  15. 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

    620 High St Unit 2nd floor

    620 High St, Middletown, CT 06457
    Apply
  16. 2 BEDS, 1 BATH
    $1,595
    Total Monthly Price Total Monthly Price New
    Base Rent$1,595
    Required Monthly FeesNone
    Total Monthly Price$1,595
         - 12 Month Lease

    532 High St Unit 2

    532 High St, Middletown, CT 06457
    Apply
  17. 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
         - 12 Month Lease

    73 Stack St Unit 73 1st Floor

    73 Stack St, Middletown, CT 06457
  18. 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
  19. Building Photo - 16 Lake St
    2 BEDS, 1 BATH
    $1,475
    Total Monthly Price Total Monthly Price New
    Base Rent$1,475
    Required Monthly FeesNone
    Total Monthly Price$1,475

    16 Lake St Unit 2-W

    16 Lake St, Middletown, CT 06457
  20. Building Photo - 73 Stack 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

    73 Stack St Unit 1st Floor

    73 Stack St, Middletown, CT 06457
  21. 2 BEDS, 1 BATH
    $1,595
    Total Monthly Price Total Monthly Price New
    Base Rent$1,595
    Required Monthly FeesNone
    Total Monthly Price$1,595

    532 High St Unit 2

    532 High St, Middletown, CT 06457
  22. 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
  23. 2 BEDS, 3 BATHS
    $1,400
    Total Monthly Price Total Monthly Price New
    Base Rent$1,400
    Required Monthly FeesNone
    Total Monthly Price$1,400

    132 Grand St Unit 2

    132 Grand St, Middletown, CT 06457
  24. 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 Apt. A

    141 Bridge St, Middletown, CT 06457
  25. 2 BEDS, 1 BATH
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    204 S Main St Unit 6

    204 S Main St, Middletown, CT 06457
  26. 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

    50 Washington St Unit 2

    50 Washington St, Middletown, CT 06457
  27. 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

    52 Spring St Unit 2ND FL

    52 Spring St, Middletown, CT 06457
  28. 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

    570 Main St Unit 3

    570 Main St, Middletown, CT 06457
  29. 2 BEDS, 1 BATH
    $1,650
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650
    Required Monthly FeesNone
    Total Monthly Price$1,650

    116 Hillside Ave

    116 Hillside Ave, Middletown, CT 06457
  30. 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
  31. Building Photo - 3 Omo St
    2 BEDS, 1 BATH
    $1,307
    Total Monthly Price Total Monthly Price New
    Base Rent$1,307
    Required Monthly FeesNone
    Total Monthly Price$1,307

    3 Omo St Unit Floor 2

    3 Omo St, Middletown, CT 06457
  32. Building Photo - 36 Walnut 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

    36 Walnut St Unit 2

    36 Walnut St, Middletown, CT 06457
  33. 2 BEDS, 1 BATH
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    204 S Main St Unit #6

    204 S Main St, Middletown, CT 06457
  34. 2 BEDS, 1 BATH
    $1,595
    Total Monthly Price Total Monthly Price New
    Base Rent$1,595
    Required Monthly FeesNone
    Total Monthly Price$1,595

    532 High St Unit 2nd floor

    532 High St, Middletown, CT 06457
  36. 2 BEDS, 1 BATH
    $1,307
    Total Monthly Price Total Monthly Price New
    Base Rent$1,307
    Required Monthly FeesNone
    Total Monthly Price$1,307

    3 Omo St Unit 2

    3 Omo St, Middletown, CT 06457
  37. 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

    36 Walnut St Unit 2

    36 Walnut St, Middletown, CT 06457
  38. 2 BEDS
    $1,600
    Plus Fees - 12 Month Lease

    The Wilcox

    305-309 S Main St, Middletown, CT 06457

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Middletown at a Glance

Average Rent

$808
(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

So you're looking for the perfect two-bedroom apartment for rent in Downtown 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 Downtown 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 40 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

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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