Pending Listings in Chester, CT

Pending Listing in Chester, CT:

Welcome to this timeless 1907 Victorian, perched high above Crescent Street with enchanting views of Main Street and Keyboard Pond. Just steps from Deep River Village, this home is both tucked away in privacy and close to town, offering a rare blend of historic character and modern comfort. A storybook front porch invites you to enjoy glowing sunsets, while a private back patio with Jacuzzi feels like a secret retreat surrounded by perennial gardens in full bloom. Inside, natural light pours through tall windows, illuminating gracious living spaces with 9-foot ceilings, detailed moldings, and a warm gas fireplace. The main level features a spacious dining room, a light-filled living room wi

Pending Listing in Chester, CT:

For the first time on the market, this enchanting 4.6 acre property invites you to live immersed in nature - where wooded trails, abundant wildlife, and water access are part of everyday life. Sharing a property line with the pristine Pratt Cove, a protected wetland alive with birdlife and native plants, this home is a true sanctuary for outdoor enthusiasts. Launch a canoe from your backyard and paddle through the cove's tranquil waters all the way to the Connecticut River, or simply enjoy the ever-changing sights, sounds and colors of the seasons from your deck. Inside, an open floor plan connects the living and dining areas, designed for both everyday comfort and memorable gatherings. The

Pending Listing in Chester, CT:

Charming New England Colonial in the Heart of Deep River. Welcome to this classic New England Colonial, beautifully situated on High Street across from Deep River Elementary School. This well-maintained home features two bedrooms, with a flexible office space that includes a closet and two windows. This office space offers the possibility to convert into a third bedroom to suit your needs. The interior boasts timeless hardwood floors throughout, adding warmth and character to every room. Just off the kitchen, enjoy the convenience of a main floor laundry and a half bath, perfect for busy daily living. In 2025, a brand-new roof was installed, providing peace of mind and enhancing the home's

Pending Listing in Chester, CT:

Ideally located in the heart of Deep River, this charming and versatile residence offers convenience, character, and room to grow. A sidewalk-lined street provides easy access to village shopping, dining, and Route 9, while the home itself enjoys a peaceful setting along the Deep River stream, which connects Rogers Pond and Keyboard Pond. Inside, a spacious floor plan features a first-floor primary suite with private bath, a large living room with fireplace, formal dining room, and an inviting eat-in kitchen. Multiple living spaces include a first-floor office, an upstairs den, and four to five bedrooms, providing flexibility for work, guests, or hobbies. The home is filled with natural lig

Pending Listing in Chester, CT:

Welcome to 12 Jones Lane, a 1,200 sq. ft. Cape Cod in Deep River with recent updates and plenty of charm. The home features a remodeled bathroom, main-level laundry, and a newly enclosed front porch for year-round enjoyment. The yard has been freshly landscaped, and you'll also enjoy a back deck that's perfect for outdoor dining or relaxing. A garage with a breezeway in between adds convenience and extra storage. Driveway was recently paved in The second floor offers the potential to be finished for additional living area, giving you room to grow. Just minutes from the Connecticut River, you'll have easy access to boating, kayaking, and relaxing by the water. Check out that VR Tour! We ar

Pending Listing in Chester, CT:

Experience the perfect blend of modern updates and classic charm in this delightful three-bedroom farmhouse, ideally situated in the heart of Deep River Village. The home features beautiful hardwood floors throughout, creating a warm and inviting atmosphere. The spacious kitchen is a chef's delight, complete with a large walk-in pantry for ample storage. The primary bedroom includes a dressing room, providing a functional and stylish space. An exciting feature of this property is the full walk-up attic, offering the potential for additional finished living space to suit your needs. Step outside to the open backyard, which provides plenty of room for gardening and outdoor activities, perfect