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

15 Rentals
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  2. Beautiful Eat-in-Kitchen with side entry - Oxford Commons
    3 BEDS
    $1,875
    Total Monthly Price Total Monthly Price New
    Base Rent$1,875 - $1,900
    Required Monthly FeesNone
    Total Monthly Price$1,875 - $1,900
         - 12 Month Lease

    Oxford Commons

    117 Hurley Rd, Oxford, CT 06478
    (475) 263-4908
  3. Building Photo - 383 Davis St
    2 BEDS, 1 BATH
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    383 Davis St

    383 Davis St, Watertown, CT 06779
  4. Building Photo - 95 Bristol St
    2 BEDS, 1.5 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

    95 Bristol St Unit 2B

    95 Bristol St, Waterbury, CT 06708
    Apply
  5. Building Photo - 10 Old Waterbury Rd
    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

    10 Old Waterbury Rd Unit 3

    10 Old Waterbury Rd, Middlebury, CT 06762
  6. Building Photo - 1129 Southford Rd
    1 BED, 1 BATH
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    1129 Southford Rd

    1129 Southford Rd, Middlebury, CT 06762
  7. 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

    44 Bamford Ave

    44 Bamford Ave, Watertown, CT 06779
  8. 2 BEDS, 1 BATH
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    383 Davis St Unit 2

    383 Davis St, Watertown, CT 06779
  9. 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

    925 Oronoke Rd Unit 32J

    925 Oronoke Rd, Waterbury, CT 06708
  10. 3 BEDS, 1 BATH
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    53 Martone St

    53 Martone St, Waterbury, CT 06708
  11. 2 BEDS, 1.5 BATHS
    $1,675
    Total Monthly Price Total Monthly Price New
    Base Rent$1,675
    Required Monthly FeesNone
    Total Monthly Price$1,675

    925 Oronoke Rd Unit 30F

    925 Oronoke Rd, Waterbury, CT 06708

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Middlebury at a Glance

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Middlebury, CT Apartments for Rent

Nestled in New Haven County, Middlebury is located just minutes from Waterbury. The town spans 18.5 square miles of rolling hills and natural landscapes, featuring several ponds and reservoirs that showcase classic New England scenery. With a population of just over 7,500 residents, Middlebury maintains its small-town setting while offering access to surrounding metropolitan areas.

Middlebury's location provides easy access to daily necessities and attractions like Quassy Amusement Park, a local landmark operating since 1908. The town's location near Interstate 84 connects residents to neighboring communities including Waterbury, Naugatuck, and Oxford. Apartment seekers considering Middlebury will find a Connecticut community that combines countryside settings with convenient access to regional amenities.

Education

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GreatSchools Rating
Memorial Middle School

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Middlebury Elementary School

Public Elementary School

Public
Grades K-5
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Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

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