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Woodbury, CT Homes for Rent

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  • /31

    $3,750 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,968 Sq Ft
    • House for Rent

    33 Washington Ave, Woodbury, CT 06798

    AVAILABLE FOR $3,950/MONTH. Stunning over-sized Cape on serene, park-like grounds adjacent to a nature preserve. Fully furnished, this inviting 2 bedroom home has been lovingly renovated with a great eye for detail. Quiet street centrally located in historic Woodbury. Newly finished hardwood oak flooring throughout. Two full bathrooms. The large living room with fireplace also includes a bright

    Agent Photo

    Rebecca Doh

    W. Raveis Lifestyles Realty

    (203) 872-6274

    33 Washington Ave, Woodbury, CT 06798
  • /35

    $1,550 - $1,899 per month plus fees

    Woodbury Knoll

    Studio - 2 Beds

    302 Tuttle Rd, Woodbury, CT 06798

    Welcome to Woodbury Knoll Apartments, where modern comfort meets tranquil, lakeside living. Life unfolds at a different pace here mornings are inspired by natures quiet beauty, and evenings unwind in serene surroundings. In our Woodbury, CT apartments, you'll discover a lifestyle thats vibrant yet peaceful, perfectly balanced, and endlessly welcoming.

    302 Tuttle Rd, Woodbury, CT 06798
  • /7

    $1,595 total monthly price

    • 1 Bed
    • 1 Bath
    • 546 Sq Ft
    • Apartment for Rent

    15 Pilgrim Trail Unit 6, Woodbury, CT 06798

    Newly renovated 1 bedroom, 1 bathroom unit in a quiet, park-like complex. Heating, trash, hot water, snow removal, and ground maintenance are included. Move-in ready. Coin-operated laundry on-site. Close to restaurants and shopping. Sorry, no pets or smoking per HOA rules.

    Jacqueline Ruppert Berkshire Hathaway NE Prop.

    15 Pilgrim Trail Unit 6, Woodbury, CT 06798
  • /10

    $1,850 per month plus fees

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    259 Main St S Unit 4, Woodbury, CT 06798

    Property Id: 2072922Light and bright 2 Story 1 Bedroom Condo available for immediate occupancy. This unit comes with a spacious and open first floor lay out, kitchen with extra cabinet space and more. The second floor has a full bathroom and spacious Bedroom with ample closet space. This condo is located on Woodbury most desirable areas and will not last long so dont wait schedule a tour

    259 Main St S Unit 4, Woodbury, CT 06798
  • /19

    $2,200 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,182 Sq Ft
    • Townhouse for Rent

    7 Woods Way Unit 7, Woodbury, CT 06798

    Two-Bedroom townhome for rent in Woodlake, close to town and schools. This updated, light-filled unit offers an open main floor with a large living/dining area, hardwood floors, a half bath, and a small office/mudroom space. Sliders lead to a private back patio. The lower level is partially finished and great for extra storage or bonus space. Upstairs you'll find two oversized bedrooms with

    Taylor O'Keefe Drakeley Real Estate, Inc.

    7 Woods Way Unit 7, Woodbury, CT 06798
  • /20

    $4,950 per month plus fees

    • 4 Beds
    • 4.5 Baths
    • 7,112 Sq Ft
    • House for Rent

    259 Main St S, Woodbury, CT 06798

    Property Id: 1500786Located on Main Street South in the heart of Woodbury, in the Litchfield Hills this main house offers 4 BR, 4.5 baths and features original architectural elements, ample living space and beautiful outdoor space. The main living area has a half bath, EIK with island, SS appliances and door to side deck for outdoor eating and grilling + private courtyard, professionally

    259 Main St S, Woodbury, CT 06798
  • /24

    $2,100 total monthly price

    • 2 Beds
    • 1 Bath
    • 2,841 Sq Ft
    • House for Rent

    141 Washington Rd Unit 2, Woodbury, CT 06798

    Beautifully Renovated 2-Bedroom Apartment in Woodbury, CT Welcome to your newly renovated 2-bedroom, 1-bath apartment located in the heart of Woodbury. This top floor, bright and inviting apartment blends modern updates with charming character details, including exposed wood beams and warm, wood-style flooring throughout. The brand-new kitchen features crisp white shaker cabinets, quartz

    Dean Giatas Fiorelli Realty, LLC

    141 Washington Rd Unit 2, Woodbury, CT 06798
  • /12

    $4,500 per month plus fees

    • 4 Beds
    • 2.5 Baths
    • 2,695 Sq Ft
    • House for Rent

    35 Highpoint Rd, Woodbury, CT 06798

    Welcome to this charming property in the desirable Woodbury district of Connecticut. Nestled in a vibrant neighborhood, this rental offers both comfort and convenience, placing you just minutes away from several great dining options, including the popular Shady Macaron.Key Property Features include spacious living areas designed for your comfort. Enjoy the benefits of central heating and

    35 Highpoint Rd, Woodbury, CT 06798
  • /21

    $3,000 total monthly price

    • 1 Bed
    • 1 Bath
    • 1,312 Sq Ft
    • House for Rent

    235 White Deer Rocks Rd Unit Guest House, Woodbury, CT 06798

    This completely remodeled guest cottage offers the perfect retreat for weekend getaways or full-time living. The home comes fully furnished with couch, dining table, and king-size bed, while the kitchen features brand-new appliances and a conveniently located washer/dryer upstairs. The heart of the home is the great room living area with large center island-ideal for working from home or

    Christian Jensen William Pitt Sotheby's Int'l

    235 White Deer Rocks Rd Unit Guest House, Woodbury, CT 06798
  • /43

    $1,600 total monthly price

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    31 Pilgrim Trail Unit 31-5 PILGRIM TRAIL, Woodbury, CT 06798

    Impeccable large 2nd floor end unit, bright, cheerful and safe location with beautiful views. Freshly painted and professionally cleaned with new carpeting throughout. Rent includes heat, hot water and appliances. Tenant pays electric, cable/internet, renters insurance. Trash and recycling services and all grounds maintenance also included. New mini blinds throughout. Neighborhood is quiet and

    31 Pilgrim Trail Unit 31-5 PILGRIM TRAIL, Woodbury, CT 06798
  • /34

    $6,500 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,197 Sq Ft
    • House for Rent

    112 W Lake Rd Unit D4, Woodbury, CT 06798

    Available Immediately: Direct Waterfront property located on the west shore of Lake Quassapaug providing a tranquil setting to get away from the hustle and bustle of daily living. Nature surrounds you. Spotted nearby is the resident eagle, fox, turkey, and deer. Just a few hundred yards up the road is Flander's Nature Center, perfect for scenic hikes. Visit the new Tranquility Vineyard & Winery

    Sindy Butkus Klemm Real Estate Inc

    112 W Lake Rd Unit D4, Woodbury, CT 06798
  • /9

    $1,995 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,225 Sq Ft
    • Apartment for Rent

    500 Nonnewaug Rd, Bethlehem, CT 06751

    Introducing the charming 2 Bedroom Unit located in the serene country setting of Bethlehem, CT. This upper unit offers an open concept layout with bookshelves built into the wall for added character. Enjoy the convenience of having 2 off-street parking spaces per unit, as well as the luxury of a washer/dryer right in your own apartment. Embrace the peaceful surroundings and make this lovely 2

    Anthony Rivera Pro Property Management, LLC

    500 Nonnewaug Rd, Bethlehem, CT 06751

Why Live in Woodbury

Woodbury, CT, established in 1673, is renowned as the "Antiques Capital of Connecticut," with over 50 antiques dealers offering a range of items from trinkets to 18th-century furniture. The town's historic charm is complemented by modern amenities, including a variety of dining options such as the 1754 House and Woodbury Brewing Co., which also serves as a nightlife hub with live music and events. Outdoor enthusiasts can explore Orenaug Park, featuring a fire tower with panoramic views of the Pomperaug River Valley, and Hollow Park, which hosts community events like the annual Fire Department Carnival. The Flanders Nature Center & Land Trust provides educational programs and extensive trails across 2,100 acres. Woodbury's residential areas showcase a mix of historic saltbox-style Colonials and Cape Cods alongside contemporary homes, often situated on multi-acre lots. The town is served by Regional School District 14, with schools earning solid ratings, and the highly-rated Kent School nearby. Community events are frequent, with holiday gatherings at Hollow Park and literary events at the Woodbury Library. The town's proximity to Route 6 ensures convenient commuting, while maintaining a somewhat rural atmosphere.

Frequently Asked Questions

What are the most popular neighborhoods in Woodbury, CT for renters?
The most popular neighborhoods in Woodbury, CT for renters are Bunker Hill, West End District, South End District, Village of Waterbury and North End District.
What are the most popular zip codes in Woodbury, CT for renters?
The most popular zip codes in Woodbury, CT for renters include 06798, 06751, 06783, 06488 and 06762.
How to Rent a Home