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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
  • /18

    $2,300 total monthly price

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft
    • Apartment for Rent

    7 Washington Rd, Woodbury, CT 06798

    Enjoy the charm of Woodbury in this beautifully renovated 2-bedroom rental. The main level features living room combo with kitchen -granite center island, half bath and separate laundry area. Upper level offers two bedrooms with full bath. Step outside to a spacious backyard with a fire pit, perfect relaxing and quiet evenings. Take a stroll along historic Main Street and/or visit the array of

    Frances Mirabilio Town & Country Realty and Design, LLC

    7 Washington Rd, 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
  • /18

    $1,600 total monthly price

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

    4 Weekeepeemee Rd, Woodbury, CT 06798

    Freshly painted, new counter tops, new appliances - including the one unit washer / dryer, new tub/shower enclosure. Ready for immediate occupancy. Bright, sunny unit - pics show last bit of painting and clean up is being completed, but it's ready to show. One large bedroom, and one bedroom is small, perfect for home office, child, or a large walk in closet!! Living room and bedrooms have

    Mary Ann Bennett Drakeley Real Estate, Inc.

    4 Weekeepeemee Rd, 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
  • /11

    $1,750 total monthly price

    • 1 Bed
    • 1 Bath
    • 676 Sq Ft
    • House for Rent

    47A Quassuk Rd, Woodbury, CT 06798

    Well maintained cottage near the heart of Woodbury. Freshly painted, updated fixtures & flooring, newer mini split for heat & A/C, newer windows, & well insulated for super efficiency. Serene & private grounds with a rear patio overlooking the landscape & a large pond. Owners reside in the main house & will plow & maintain the lawn. Tenant to remove the snow on his/her walkway to entry. Tenant

    Gina Jacobs Gina Jacobs Real Estate

    47A Quassuk Rd, Woodbury, CT 06798
  • /30

    $2,000 total monthly price

    • 2 Beds
    • 1 Bath
    • 913 Sq Ft
    • Condo for Rent

    229 Bacon Pond Rd Unit 229 Bacon Pond Rd APT 232, Woodbury, CT 06798

    Gorgeous 2-bedroom 1-bath condo. Luxury vinyl plank flooring. Private patio. 2 designated parking spaces. Swimming Pool. Beautiful country setting. Close to town. No smoking. No pets. Rent includes water and condo fees. Renter pays electric and utilities. 2 months' deposit and 1st month's rent due at signing.

    229 Bacon Pond Rd Unit 229 Bacon Pond Rd APT 232, Woodbury, CT 06798
  • /37

    $30,000 total monthly price

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

    28 Leavenworth Rd, Woodbury, CT 06798

    STUNNING MEMORIAL DAY - LABOR DAY RENTAL with POOL and TENNIS COURT (with lights). Enjoy a month or all summer 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
  • /34

    $8,000 total monthly price

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

    112 W Lake Rd Unit 112, Woodbury, CT 06798

    Year round lake living! Swim, canoe, kayak, fish, hike and unwind on your own beach, located on speed restricted Lake Quassapaug in Middlebury, CT. This cottage was completely renovated in 2020 by a local designer. It includes two bedrooms, two full bathrooms, laundry facilities, a Chef's kitchen equipped with a commercial Wolf oven and range, a Sub-Zero refrigerator, and a breakfast bar. Newly

    Sindy Butkus Klemm Real Estate Inc

    112 W Lake Rd Unit 112, Woodbury, CT 06798
  • /17

    $9,500 total monthly price

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

    112 W Lake Rd Unit D4, Woodbury, CT 06798

    Relaxing summer rental! Swim, Fish, hike and unwind on your own beach. Located on speed restricted Lake Quassapaug in Middlebury, CT. This cottage was completely renovated in 2020 by a local designer. It includes two bedrooms, two full bathrooms, laundry facilities, a Chef's kitchen equipped with a commercial Wolf oven and range, a Sub-Zero refrigerator, and a breakfast bar. Newly installed

    Sindy Butkus Klemm Real Estate Inc

    112 W Lake Rd Unit D4, 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
  • /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, 06783, 06488, 06762 and 06795.
How to Rent a Home