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Woodbury, CT Homes for Rent

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  • /8

    $2,400 per month

    • 2 Beds
    • 1 Bath
    • 1,040 Sq Ft
    • House for Rent

    256 Main St S, Woodbury, CT 06798

    In town, cozy two-bedroom rental that is fully applianced and freshly painted. The apartment includes a large living room with hardwood floors and antique paneling, an eat-in kitchen with wide board hardwood flooring, and a 2nd bedroom with storage. Enjoy the convenience of living in town and walking to the library, shopping, and schools.

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (475) 284-8944

    256 Main St S, Woodbury, CT 06798
  • /35

    $1,599 - $1,975 per month

    Woodbury

    Studio-2 Beds

    302 Tuttle Rd, Woodbury, CT 06798

    Discover our premier apartment community, Woodbury Knoll, in Woodbury, CT, near New Haven. This vibrant community in the Waterbury neighborhood is close to high end restaurants and boutique local stores. All of our apartments are pet-friendly and the perfect home for professionals, students, families, seniors, and everyone in between. Take a closer look at everything we have in store for

    302 Tuttle Rd, Woodbury, CT 06798
  • /15

    $1,900 per month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • House for Rent

    84 Washington Rd Unit 30, Woodbury, CT 06798

    Newly updated two bedroom condo. Large open living room with a ceiling fan. Large kitchen with lots of cabinets and counter space. Both bedrooms have ceiling fans. New flooring in living room and bedrooms. Convenient laundry in unit in bath room. Freshly painted throughout. This two bedroom is a must see. Good credit and income is a must. No pets and no smoking. This is a 2 year lease only.

    William Gillen Coldwell Banker Realty

    84 Washington Rd Unit 30, Woodbury, CT 06798
  • /9

    $1,850 per month

    • 1 Bed
    • 1 Bath
    • Townhouse for Rent

    259 Main St S, Woodbury, CT 06798

    Property Id: 1559754Gorgeous one-bedroom, townhouse style unit available in the elemental gardens property. This property boasts picturesque grounds and landscaping that provide tranquility with the many commercial amenities of Woodbury close by. Inside of the unit is a spacious two-level living area that is comfortable and move in ready. Take a look today, this won't last long!

    259 Main St S, Woodbury, CT 06798
  • /31

    $2,150 per month

    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft
    • Townhouse for Rent

    74 Washington Rd Unit 16, Woodbury, CT 06798

    Gracious townhome just completely reborn! Excellent quality renovations throughout! Bright and open living flow. Great for entertaining. The sun-splashed living room is cheerful. The broad picture window views the lovely landscape and lawn. The new high-end kitchen boasts soft-close doors with very ample cabinet and counter space. There is a convenient first floor laundry. Dining area views

    Joel Matson Coldwell Banker Realty

    74 Washington Rd Unit 16, Woodbury, CT 06798
  • /40

    $4,950 per month

    • 4 Beds
    • 4.5 Baths
    • 3,000 Sq Ft
    • House for Rent

    259 Main St S, Woodbury, CT 06798

    Located on Main Street South in the heart of Woodbury, in the Litchfield Hills, this versatile property offers the perfect opportunity for a retail antique showroom or traditional living. The main house features 4 bedrooms, 4.5 baths, and boasts original architectural elements, generous living space, and beautifully maintained outdoor areas. The main living area includes a half bath, an eat-in

    Michael Baldwin Oxford Realty

    259 Main St S, Woodbury, CT 06798
  • /37

    $30,000 per month

    • 4 Beds
    • 2.5 Baths
    • 3,282 Sq Ft
    • House for Rent

    28 Leavenworth Rd, Woodbury, CT 06798

    STUNNING JUNE 1, 2025 - JULY 6, 2025 SUMMER RENTAL with POOL and TENNIS COURT (with lights). Enjoy a memorable month+ at this resort-style escape with newly renovated interior and incredible entertaining space indoors and out. Extraordinary cook's kitchen with breakfast nook opens into an expansive sun-filled room overlooking lawns, tennis court and pool. Updated bedrooms and bathrooms provide a

    Diana Bisselle William Pitt Sotheby's Int'l

    28 Leavenworth Rd, Woodbury, CT 06798
  • /30

    $4,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,632 Sq Ft
    • House for Rent

    29 Paper Mill Rd, Woodbury, CT 06798

    Completely furnished and ready for short term rentals until June 3rd and available as annual rental starting August 22nd. Historic 3 bedroom, 2.1 bath farmhouse set on a quiet country road. Exposed beams, wood floors and lots of light. Wrap around porch, stone walls, level lawn and gardens. Woodbury designated as Connecticut's "Most charming small town," by Reader's Digest offers tree-lined Main

    Claudine McHugh Klemm Real Estate Inc

    29 Paper Mill Rd, Woodbury, CT 06798

Why Live in Woodbury

Fittingly for a town founded more than 100 years before the birth of the United States, Woodbury is known as the “Antiques Capital of Connecticut.” But while the town, established in 1673, may be old in a chronological sense, it also has a vibrant present. With its assortment of restaurants, shopping and outdoor amenities – not to mention its proximity to Route 6 – Woodbury has plenty of modern conveniences to make clear the fact that the town is more than just a destination for those seeking vintage items. "Woodbury has a lot going for it," sa ...

Frequently Asked Questions

What are the most popular neighborhoods in Woodbury, CT for renters?
The most popular neighborhoods in Woodbury, CT for renters are Downtown Waterbury and North Bristol.
What are the most popular zip codes in Woodbury, CT for renters?
The most popular zip codes in Woodbury, CT for renters include 06511, 06513, 06010, 06708 and 06776.
How to Rent a Home