$3,750 per month
33 Washington Ave, Woodbury, CT 06798
33 Washington Ave, Woodbury, CT 06798
$1,600 per month
34 Arrowhead Way Unit A1, Woodbury, CT 06798
34 Arrowhead Way Unit A1, Woodbury, CT 06798
$1,599 plus fees
Woodbury Knoll
Studio - 2 Beds
302 Tuttle Rd, Woodbury, CT 06798
$2,200 per month
17 Pleasant St, Woodbury, CT 06798
This darling little cottage style cape is in the center of Woodbury's Historic District. Recently painted inside and out, new roof, No smokers, no pets. Good credit a must!(700 FICO) Year lease. Landlord maintains lawn care and snow removal. Tenant pays all utilities!
Sindy Butkus Klemm Real Estate Inc
$1,750 plus fees
259 Main St S Unit 2, Woodbury, CT 06798
Property Id: 2072920Light 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
$2,200 per month
4 Main St S Unit 2, Woodbury, CT 06798
Enjoy an exceptionally renovated historic apartment in the heart of charming downtown Woodbury! Located on the second floor of an historic building, with a private staircase and deck, this apartment has it all. Private parking behind the building, close proximity to shops and restaurants, large bedrooms with well-apportioned closets, and a thoughtful layout are among the many characteristics that
Matthew Amatruda Drakeley Real Estate, Inc.
$4,750 plus fees
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
$3,000 per month
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 heart of the home is the great-room living area, featuring a large center island-ideal for working from home or entertaining guests. Upstairs, you will find a bedroom suite with a dressing area, a large closet, a full bath, and a laundry closet. Indoor-outdoor living begins on the
Christian Jensen William Pitt Sotheby's Int'l
$1,600 total monthly price
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
$1,425 per month
16 Pilgrim Trail Unit F8, Woodbury, CT 06798
Cozy one-bedroom end unit on the second floor featuring hardwood floors and plenty of natural light. Coin-operated laundry available in the complex. Heat and hot water are included. No pets, no smoking. Available May 1st. Credit check required. Convenient one-level living in a quiet Woodbury community, just minutes from Woodbury center, shopping, and restaurants.
David Landau RE/MAX Right Choice
$1,900 per month
107 Main St N, Woodbury, CT 06798
2 BEDROOM - BRAND NEW REMODEL - NEW kITCHEN - BATH TOP TO BOTTOM CENTRAL AIR- WASHER & DRYER INCLUDED AND OFF STREET PARKING
Pat Civitella Civitella Real Estate LLC
$2,200 per month
533 Weekeepeemee Rd, Woodbury, CT 06798
First floor two bedroom, eat in kitchen, shower bath, laundry. IMMACULATE and immediate occupancy for the right fit. Owners were just awarded the 2025 Town of Woodbury Historic Preservation Award. Eleazer Crane House - circa 1800 on 1.3 acres in rural Woodbury. Sun filled spacious apartment. Looking for that quiet tenant to be compatible with the upstairs tenants for a cohesive living experience.
Mary Ann Bennett Drakeley Real Estate, Inc.
$1,650 per month
47A Quassuk Rd, Woodbury, CT 06798
Country 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. NEW washer & dryer just installed. 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 responsible for electric,
Gina Jacobs Gina Jacobs Real Estate
$30,000 per month
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
$2,150 per month
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
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.
There are currently 15 homes available for rent in Woodbury, CT. The median rent is $2,050 per month, with single-family homes renting at $2,200, townhouses at $2,250 and condos at $1,750.
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