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Woodbury Homes for Rent

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  • 100 Main St N Unit B, Woodbury, CT 06798
    100 Main St N Unit B, Woodbury, CT 06798
    100 Main St N Unit B, Woodbury, CT 06798
    /12

    $2,200 per month

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

    100 Main St N Unit B, Woodbury, CT 06798

    Charming In-Town Apartment in a Classic Vintage Home Nestled in the heart of Woodbury, this delightful second-floor apartment offers both comfort and character, just moments from all the town's shops, restaurants, and amenities. Set within a beautifully maintained vintage home, the residence features wideboard hardwood floors throughout and a cozy living room complete with a wood-burning

    Agent Photo

    Tim Drakeley

    Drakeley Real Estate, Inc.

    (203) 442-9453

    100 Main St N Unit B, Woodbury, CT 06798
  • 302 Tuttle Rd, Woodbury, CT 06798
    302 Tuttle Rd, Woodbury, CT 06798
    302 Tuttle Rd, Woodbury, CT 06798
    /35

    $1,599 - $1,899 per month

    Woodbury Knoll

    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
  • 226 Main St N Unit 2, Woodbury, CT 06798
    226 Main St N Unit 2, Woodbury, CT 06798
    226 Main St N Unit 2, Woodbury, CT 06798
    /12

    $2,200 per month

    • 2 Beds
    • 1.5 Baths
    • 1,050 Sq Ft
    • House for Rent

    226 Main St N Unit 2, Woodbury, CT 06798

    Beautifully renovated 2 bedroom apartment. Granite and new appliances in the spacious eat-in kitchen. The living room leads to the private and cozy bluestone patio. 2nd floor full bath has a frameless shower enclosure and is flanked by both bedrooms with hardwood floors. Close to highways, shopping and restaurants. Broker related/owner.

    Frances Mirabilio Town & Country Realty and Design, LLC

    226 Main St N Unit 2, Woodbury, CT 06798
  • 581 Flanders Rd, Woodbury, CT 06798
    581 Flanders Rd, Woodbury, CT 06798
    581 Flanders Rd, Woodbury, CT 06798
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    $4,850 per month

    • 4 Beds
    • 2.5 Baths
    • 2,906 Sq Ft
    • House for Rent

    581 Flanders Rd, Woodbury, CT 06798

    Annual Furnished Rental Available September of a classic New England charmer, with 8 acres, an in-ground pool and pond in Woodbury. Circa 1765, this inviting home offers the perfect blend of historic warmth and modern comfort, sitting on a picturesque lot minutes from town. Spacious and sun-filled layout featuring 3 or 4 bedrooms, 2.5 baths, hardwood floors, and a bright, open eat-in kitchen with

    William Bolls Compass Connecticut, LLC

    581 Flanders Rd, Woodbury, CT 06798
  • 259 Main St S, Woodbury, CT 06798
    259 Main St S, Woodbury, CT 06798
    259 Main St S, 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
Connecticut Woodbury Woodbury

Homes for Rent in Woodbury, Woodbury

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," says Realtor Pamela Dostillo. "It's famous for its antique stores, but it's also got some great restaurants. And it's somewhat rural, without being too far off the beaten path for commuting." Historic residential structures stand out along Main Street, a tree-lined thoroughfare, and saltbox-style Colonial homes sit next to Cape Cods along the outer quiet neighborhood streets. New developments in the area include more contemporary-style housing, offering a compelling architectural contrast. The further from Main Street, the larger the lot sizes tend to be, with homes sitting on multi-acre plots in picturesque, wooded areas. The median home
Learn more about living in Woodbury

Frequently Asked Questions

What are the most popular neighborhoods for renters near Woodbury?
The most popular neighborhoods for renters near Woodbury are Downtown Waterbury and Downtown Bristol.
What are the most popular zip codes for renters near Woodbury?
The most popular zip codes for renters near Woodbury are 06798, 06783, 06793, 06795 and 06488.
How to Rent a Home

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