$1,599 - $1,975 per month
Woodbury
Studio-2 Beds
302 Tuttle Rd, Woodbury, CT 06798
$4,250 per month
291 Grassy Hill Rd, Woodbury, CT 06798
This remodeled contemporary is located in the pastoral Grassy Hill section of Woodbury. The property features a large yard and additional open meadow space, allowing for great country views to be enjoyed from the expansive deck. A recently renovated main level consists of an open floor plan, highlighted by the oversized stone fireplace. The sunken living room has hardwood floors and a large
Matt McElhone William Pitt Sotheby's Int'l
$1,850 per month
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!
$1,800 per month
108 Main St S Unit 2, Woodbury, CT 06798
Live on charming, historic Main Street. If you work from home, you don't even need a car! Walk to the many fabulous restaurants, grocery stores, library, bank and hiking trails. Charming 1800's Colonial - second floor, 2 BR apartment - remodeled in the last 3 years. (Currently on schedule for a fresh interior paint). So charming - drop your things in the mud room/landing and head up to
Mary Ann Bennett Drakeley Real Estate, Inc.
$2,895 per month
264 Main St S Unit first and second floor, Woodbury, CT 06798
Uniquely located, with every convenience within walking distance to Shopping, Restaurants, Parks, Post Office, Library, Community Center Two Completely renovated Luxurious apartments available (1 one bedroom, 1 two bedroom)From the moment you step inside, you’ll be greeted by a warm and inviting atmosphere. The spacious living areas are adorned with sleek, elegant finishes and modern
$5,750 per month
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
$30,000 per month
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
$1,425 per month
16 Pilgrim Trail Unit F8, Woodbury, CT 06798
Cozy one bedroom end unit located on the second floor with hardwood floors and lots of natural light. Coin laundry located in complex. Heat and hot water included, no pets, no smoking, available immediately, credit check required. One level living in a quiet Woodbury community. Close to Woodbury center, shopping and restaurants
David Landau RE/MAX Right Choice
$2,200 per month
13-15 Pleasant St, Woodbury, CT 06798
UNIT #15 (right side- looking from front of building) Two bedroom half duplex with off street parking. Recently painted and second level flooring refinished. Plenty of storage space in basement and walk up attic. Credit scores above 650 and great employment history. NO PETS, NO SMOKING(of any type). Year lease, tenant pays all utilities including heat and water. Landlord responsible for lawn
Sindy Butkus Klemm Real Estate Inc
$2,400 per month
256 Main St S, Woodbury, CT 06798
In town cozy two bedroom rental that includes heat and electricity. Fully applianced and freshly painted. Apartment includes 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 walk to the library, shopping and schools.
Tim Drakeley Drakeley Real Estate, Inc.
$4,000 per month
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
$18,000 per month
203 Sprain Brook Rd, Woodbury, CT 06798
Enchanting country sanctuary available for the month of July. Property can sleep 10 guests between home and guest space. Property includes a beautiful ca 1860's 3 bedroom Cape, inground saltwater pool with spa, barrel sauna, plunge pool, separate 1 bedroom guest space over 3 car garage, a cabin in the woods, separate two room tavern/cottage with heating/cooling, a screened porch and deck along a
Claudine McHugh Klemm Real Estate Inc
$9,000 per month
112 W Lake Rd Unit D4, Woodbury, CT 06798
Come spend your summer on the lake! This property is an ideal retreat for nature enthusiasts and outdoor lovers. Located on the west shore of the lake, it provides a tranquil setting to enjoy the lazy days of summer. You may even spot the resident eagles flying over head! Activities such as canoeing, kayaking, fishing, and swimming are readily available. The lake is speed restricted and stocked
Sindy Butkus Klemm Real Estate Inc
$7,000 per month
260 White Deer Rocks Rd, Woodbury, CT 06798
There is no better place to spend your time in Litchfield County than the town of Woodbury. Honored as "Connecticut's most charming town" you have access to award-winning dining (indoor & outdoor), local farms & CSA's, natural food stores, spa's, vineyards & breweries, antique shops, golf courses, bike trails, lakes & hiking - all minutes away from this centrally located property. This home's
Michael Caporizzo William Pitt Sotheby's Int'l
$2,000 per month
219 Main St N Unit C1, Woodbury, CT 06798
Quality luxury rental just a few years young, just on the outskirts of Woodbury Center. Clapboard and stone 12 unit complex walkable to town. Unit is light and bright, and each window has custom blinds. The open floor concept includes the living room, dining area and kitchen. There are beautiful wood floors and recessed lighting throughout. The kitchen has stainless steel appliances -
Claudine McHugh Klemm Real Estate Inc
$1,500 per month
18 Orchard Ave, Bethlehem, CT 06751
Discover the perfect blend of modern comfort and country living in this delightful two-bedroom, two bath mobile home set on a spacious, level lot of pituresque farmland. Enjoy an open and bright living area, a modern kitchen ready for your home cooked meals. Ideal for anyone seeking a quiet, rural lifestyle without sacrificing the comforts of modern living. All potential tenants to use
Karen Wheeler Regency Real Estate, LLC
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 ...
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