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  2. Beautiful Eat-in-Kitchen with side entry - Oxford Commons
    2 BEDS
    $2,125+
    3 BEDS
    $1,950+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950 - $2,150
    Required Monthly FeesNone
    Total Monthly Price$1,950 - $2,150
         - 12 Month Lease

    Oxford Commons

    117 Hurley Rd, Oxford, CT 06478
    (475) 263-4908
  7. 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 3D

    95 Bristol St, Waterbury, CT 06708
    Apply
  8. Building Photo - 1541 Highland Ave
    2 BEDS, 1.5 BATHS
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000
         - 12 Month Lease

    1541 Highland Ave Unit H

    1541 Highland Ave, Waterbury, CT 06708
    Apply
  10. Building Photo - 2 Dogwood Ct
    3 BEDS, 3.5 BATHS
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    2 Dogwood Ct Unit 2

    2 Dogwood Ct, Middlebury, CT 06762
  11. Building Photo - 372 Tucker Hill Rd
    5 BEDS, 5.5 BATHS
    $17,000
    Total Monthly Price Total Monthly Price New
    Base Rent$17,000
    Required Monthly FeesNone
    Total Monthly Price$17,000

    372 Tucker Hill Rd

    372 Tucker Hill Rd, Middlebury, CT 06762
  12. 3 BEDS, 2.5 BATHS
    $3,950
    Total Monthly Price Total Monthly Price New
    Base Rent$3,950
    Required Monthly FeesNone
    Total Monthly Price$3,950

    175 Ridgewood Dr Unit 175

    175 Ridgewood Dr, Middlebury, CT 06762
  13. 2 BEDS, 2 BATHS
    $6,500
    Total Monthly Price Total Monthly Price New
    Base Rent$6,500
    Required Monthly FeesNone
    Total Monthly Price$6,500

    112 W Lake Rd

    112 W Lake Rd, Woodbury, CT 06798
  14. 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

    56 Wedgewood Dr

    56 Wedgewood Dr, Naugatuck, CT 06770
  15. 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

    41 Bamford Ave Unit 1

    41 Bamford Ave, Watertown, CT 06779
  16. 3 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

    33 Ridge Rd Unit 2

    33 Ridge Rd, Naugatuck, CT 06770
  17. 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

    951 Chase Pkwy Unit C1

    951 Chase Pkwy, Waterbury, CT 06708
  18. 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

    55 Porter Ave Unit 4A

    55 Porter Ave, Naugatuck, CT 06770
  19. 1 BED, 1 BATH
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    235 White Deer Rocks Rd

    235 White Deer Rocks Rd, Woodbury, CT 06798
  20. 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

    118 Pullen Ave

    118 Pullen Ave, Watertown, CT 06779
  21. 3 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

    55 Lantern Park Dr Unit APT 7

    55 Lantern Park Dr, Naugatuck, CT 06770
  22. 3 BEDS, 3 BATHS
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    994 Bunker Hill Ave

    994 Bunker Hill Ave, Waterbury, CT 06708

Middlebury at a Glance

Average Rent

N/A
(All bedrooms and property types)
6

School Rating

out of 10 Rating
Learn more about
Schools in Middlebury
1

Some Transit

out of 100 TransitScore® Rating
Learn more about
Transportation in Middlebury
25

Somewhat Bikeable

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

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.

Average Rent in Nearby Cities

(For 1 bedroom apartments)

Getting Around Middlebury

Transportation

26

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.
25

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.
1

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

Private University
Public University
Private University
Public University
Private University
GreatSchools Rating
Memorial Middle School

Public Middle School

Public
Grades 6-8
408 Students
GreatSchools Rating
Middlebury Elementary School

Public Elementary School

Public
Grades K-5
319 Students

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

Apartments for Rent Near Middlebury

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