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  1. Building Photo - 160 North St
    1 BED, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    160 North St

    160 North St, Roxbury, CT 06783
  2. Building Photo - 220 Upper Grassy Hill Rd
    3 BEDS, 3 BATHS
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000

    220 Upper Grassy Hill Rd

    220 Upper Grassy Hill Rd, Woodbury, CT 06798
  4. Building Photo - 247 Painter Hill Rd
    4 BEDS, 4 BATHS
    $12,900
    Total Monthly Price Total Monthly Price New
    Base Rent$12,900
    Required Monthly FeesNone
    Total Monthly Price$12,900

    247 Painter Hill Rd

    247 Painter Hill Rd, Roxbury, CT 06783
  5. Building Photo - 18 Bear Burrow Rd
    4 BEDS, 2.5 BATHS
    $7,500
    Total Monthly Price Total Monthly Price New
    Base Rent$7,500
    Required Monthly FeesNone
    Total Monthly Price$7,500

    18 Bear Burrow Rd

    18 Bear Burrow Rd, Roxbury, CT 06783
  6. 1 BED, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    160 North St

    160 North St, Roxbury, CT 06783
  7. 3 BEDS, 3.5 BATHS
    $15,000
    Total Monthly Price Total Monthly Price New
    Base Rent$15,000
    Required Monthly FeesNone
    Total Monthly Price$15,000

    24 Old Roxbury Rd

    24 Old Roxbury Rd, Roxbury, CT 06783
  8. 4 BEDS, 5 BATHS
    $15,000
    Total Monthly Price Total Monthly Price New
    Base Rent$15,000
    Required Monthly FeesNone
    Total Monthly Price$15,000

    34 Old Roxbury Rd

    34 Old Roxbury Rd, Roxbury, CT 06783
  9. 3 BEDS, 3.5 BATHS
    $7,000
    Total Monthly Price Total Monthly Price New
    Base Rent$7,000
    Required Monthly FeesNone
    Total Monthly Price$7,000

    116 Wellers Bridge Rd

    116 Wellers Bridge Rd, Roxbury, CT 06783
  10. 4 BEDS, 2.5 BATHS
    $20,000
    Total Monthly Price Total Monthly Price New
    Base Rent$20,000
    Required Monthly FeesNone
    Total Monthly Price$20,000

    5 North St

    5 North St, Roxbury, CT 06783
  11. 4 BEDS, 3 BATHS
    $6,000
    Total Monthly Price Total Monthly Price New
    Base Rent$6,000
    Required Monthly FeesNone
    Total Monthly Price$6,000

    10 Sentry Hill Rd

    10 Sentry Hill Rd, Roxbury, CT 06783
  12. 3 BEDS, 2 BATHS
    $9,000
    Total Monthly Price Total Monthly Price New
    Base Rent$9,000
    Required Monthly FeesNone
    Total Monthly Price$9,000

    7 Lower County Rd

    7 Lower County Rd, Roxbury, CT 06783
  13. 3 BEDS, 3.5 BATHS
    $25,000
    Total Monthly Price Total Monthly Price New
    Base Rent$25,000
    Required Monthly FeesNone
    Total Monthly Price$25,000

    76 North St

    76 North St, Roxbury, CT 06783
  14. 3 BEDS, 3.5 BATHS
    $13,900
    Total Monthly Price Total Monthly Price New
    Base Rent$13,900
    Required Monthly FeesNone
    Total Monthly Price$13,900

    45 Moosehorn Rd

    45 Moosehorn Rd, Roxbury, CT 06783
  15. 6 BEDS, 3.5 BATHS
    $13,900
    Total Monthly Price Total Monthly Price New
    Base Rent$13,900
    Required Monthly FeesNone
    Total Monthly Price$13,900

    33 Sentry Hill Rd

    33 Sentry Hill Rd, Roxbury, CT 06783
  16. 4 BEDS, 2.5 BATHS
    $12,900
    Total Monthly Price Total Monthly Price New
    Base Rent$12,900
    Required Monthly FeesNone
    Total Monthly Price$12,900

    23 Painter Hill Rd

    23 Painter Hill Rd, Roxbury, CT 06783
  17. 3 BEDS, 2.5 BATHS
    $30,000
    Total Monthly Price Total Monthly Price New
    Base Rent$30,000
    Required Monthly FeesNone
    Total Monthly Price$30,000

    28 Leavenworth Rd

    28 Leavenworth Rd, Woodbury, CT 06798
  18. 2 BEDS, 2 BATHS
    $3,700
    Total Monthly Price Total Monthly Price New
    Base Rent$3,700
    Required Monthly FeesNone
    Total Monthly Price$3,700

    249 Woodbury Rd

    249 Woodbury Rd, Washington, CT 06793

Roxbury at a Glance

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Roxbury, CT Apartments for Rent

Nestled in the picturesque hills of Litchfield County, Roxbury combines rural landscapes with historic New England character. With a population of just over 2,200 residents, this small community spans 26 square miles and includes the historic Mine Hill area, where granite quarries once supplied stone for landmarks like the Brooklyn Bridge and Grand Central Terminal. Apartments in Roxbury offer easy access to Connecticut Route 67, connecting residents to nearby New Milford and Southbury.

The town encompasses several distinct areas including Roxbury Center, Roxbury Station, and Roxbury Falls, each contributing to the community's charm. With three areas listed on the National Register of Historic Places, residents experience authentic New England heritage while enjoying a location just 65 miles northeast of New York City. The town's natural scenery includes preserved open spaces and hiking trails, offering outdoor recreation opportunities throughout the year.

Average Rent in Nearby Cities

(For 1 bedroom apartments)

Education

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Booth Free School

Public Elementary School

Public
Grades K-5
Students

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

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