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  3. 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 - 65 Hard Hill 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

    65 Hard Hill Rd

    65 Hard Hill Rd, Woodbury, CT 06798
  7. Building Photo - 33 Washington Ave
    2 BEDS, 2 BATHS
    $3,750
    Total Monthly Price Total Monthly Price New
    Base Rent$3,750
    Required Monthly FeesNone
    Total Monthly Price$3,750

    33 Washington Ave

    33 Washington Ave, Woodbury, CT 06798
  10. Building Photo - 47 Quassuk Rd
    1 BED, 1 BATH
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    47 Quassuk Rd

    47 Quassuk Rd, Woodbury, CT 06798
  11. Building Photo - 533 Weekeepeemee Rd
    2 BEDS, 1 BATH
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    533 Weekeepeemee Rd

    533 Weekeepeemee Rd, Woodbury, CT 06798
  12. 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

    107 Main St N

    107 Main St N, Woodbury, CT 06798
  13. 1 BED, 1 BATH
    $1,425
    Total Monthly Price Total Monthly Price New
    Base Rent$1,425
    Required Monthly FeesNone
    Total Monthly Price$1,425

    16 Pilgrim Trail Unit F8

    16 Pilgrim Trail, Woodbury, CT 06798
  14. 2 BEDS, 2 BATHS
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    36 Washington Ave

    36 Washington Ave, Woodbury, CT 06798
  15. 3 BEDS, 2 BATHS
    $2,499
    Total Monthly Price Total Monthly Price New
    Base Rent$2,499
    Required Monthly FeesNone
    Total Monthly Price$2,499

    25 Elephant Rock Rd Unit 2

    25 Elephant Rock Rd, Woodbury, CT 06798
  16. 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
  17. 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

Woodbury at a Glance

Average Rent

$1,453
(All bedrooms and property types)
Learn more about
Average Rent in Woodbury
7

School Rating

out of 10 Rating
Learn more about
Schools in Woodbury

Woodbury, CT Apartments for Rent

Nestled in the Pomperaug River valley of Litchfield County, Woodbury welcomes residents with its historic architecture and small-town atmosphere. The town center features a mile-long stretch of preserved buildings, including the historic Masonic Temple. With an average rent of $1,430 for a one-bedroom apartment and a population just under 10,000, Woodbury offers a peaceful setting while maintaining convenient access to Waterbury, just 10 miles away.

Woodbury's rental market features various apartment options, from studio apartments starting around $1,472 to two-bedroom units averaging $1,524 per month. The Pomperaug River winds through town, adding to the natural landscape. The town is served by Region 14 School District and provides easy access to local shops and restaurants. Established in 1673, Woodbury's well-preserved architecture and tree-lined streets create an appealing setting for those seeking an apartment in historic Litchfield County.

Renting in Woodbury

Average Rental Rates and Apartment Sizes

Average Rent in Nearby Cities

(For 1 bedroom apartments)

Education

GreatSchools Rating
Nonnewaug High School

Public High School

Public
Grades 9-12
Students
GreatSchools Rating
Woodbury Middle School

Public Middle School

Public
Grades 6-8
Students

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

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Frequently asked questions about renting in Woodbury, CT

What are the average rent costs in Woodbury, CT?

The average rent in Woodbury, CT is $1,453.

What are the average rent costs of a studio apartment in Woodbury, CT?

The average rent for a studio apartment in Woodbury, CT is $1,426.

What are the average rent costs of a one bedroom apartment in Woodbury, CT?

The average rent for a 1 bedroom apartment in Woodbury, CT is $1,453.

What are the average rent costs of a two bedroom apartment in Woodbury, CT?

The average rent for a 2 bedroom apartment in Woodbury, CT is $1,529.

What are the average rent costs of a three bedroom apartment in Woodbury, CT?

The average rent for a 3 bedroom apartment in Woodbury, CT is $2,331.

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