Chester CT Real Estate & Homes for Sale

Well maintained home in a quiet neighborhood. Not far from town. New Sliding, windows and garage door in 2018. New roof in 2016. Freshly painted interior. Freshly stained and finished Hardwood floors throughout. Open and bright living area and Eat-in Kitchen. 3 bedrooms and full bath which is common to the primary bedroom and hall. The lower level is unfinished but has a large Family Room roughed in and ready for your finishing, and hobby room with a separate walk out door. 1 Car over sized garage with workshop. Updated hot water pressure system.

WATERFRONT-Directly situated on the CT River, this 1.04 acre, 3 bedroom home with private dock and private viewing/seating area offers tranquility and stunning views. Updated/remodeled in 2017, this home offers an open floor plan with exquisite architectural details. Craftsmanship abounds showcasing custom millwork, wide plank wood flooring, wood beams and crown molding throughout. Floor to ceiling windows flood the interior with natural light and provides breathtaking, uninterrupted river views. The eat-in kitchen is equipped with a designer series refrigerator, Wolf gas range, custom cabinetry, quartz countertops and breakfast bar connecting seamlessly with the combination family/dining rooms. The kitchen has an additional dining area and opens to multiple outdoor patios. The expansive two story great room area boasts a unique 2 story stone-wood burning fireplace. A wall of windows, french door and wood beams complete these remarkable rooms. The entire upper level is dedicated to the primary suite. Walk-in closet, seating area, private balcony and custom en suite with double vanities and custom tile/glass shower. The outdoor space includes a porch with retractable electric screens, outdoor kitchen, stone patio and large fire-pit. New engineered septic system in 2017. New roof and skylights in 2023. Minutes to the quaint Chester center, easy to get to by car, rail, ferry, air and boat. Just 2 hours from NYC and Boston. The home is being sold mostly furnished.

Located in this picturesque Town of Chester, known for its historical charm. This property is less than a mile away from downtown Chester! Near Chester Library and Route 9. This beautifully landscaped property and nestled on the hillside welcomes you to a quaint stone path leading up to this charming house. The first floor features a large living room that has been extended out. Skylights were added for plenty of natural lighting. Large eat-in kitchen offers plenty of storage and new tile floor. The back entrance has a half bath next to the kitchen. The front door leads into the living/dining room. The office has lots of storage and built in shelving. The utility room leads out to the shed with the sliding Farmer's door. Stone patio off of the living room allows you to enjoy the large backyard with full privacy and tranquility. Driveway offers off street parking for two cars. Lots of storage is available in an additional shed by the driveway. Laundry is located in unfinished basement. The second level features the primary bedroom with two closets and two bedrooms. The primary bathroom is shared on the upper level. A new Kohler generator with a buried 500 gallon propane tank was recently installed for emergency power outage.

What a special spot! This 3 bedroom Farmhouse sits overlooking a pond that spills over a beautiful waterfall into a roaring brook that borders the nearly 1 acre lot. The abundant windows bring in the light and the view. The views can also be enjoyed from the huge deck and yard. Generous space for outdoor living and entertaining. Newer furnace and AC Unit. Open front porch. Water is navigable, and trout, bass and pickerel are caught regularly. All located in a quiet cul-de-sac just outside Chester village. A Bird Watchers Paradise & an Artist's Retreat.

Welcome to 9 Old County Road in picturesque Chester. This 4 bedroom, 3.5 bath home is nestled atop a quiet 5 home cul-de-sac. You will fall in love as you pull into the driveway, admire the perfect balance of privacy and community. A newer front door with transom and sidelites welcomes you and warms the entryway with light. The main floor offers both living room and family room, a formal dining room and eat in chef's kitchen. The well-appointed kitchen with abundant counter space, storage and cabinetry, sub zero fridge and Miele appliances; it's any home chef's dream. This area is the entertainment heart of the home as it opens up to the dining room and the family room with wood floor and focal point fireplace. This space is surrounded by over-sized sliders on all sides making for a sunfilled and calming space for guests and just everyday life. The first floor also transitions to a 1 bedroom "in law", office or guest space that is secure and with own entrance. Home also features custom mudroom & pantry, new whole house generator, a flex space bonus room and new windows on both 1st and 2nd floor. Over 4000 sq ft of space but feels both sprawling and intimate at the same time. A conveniently located detached, deep 4 car garage is also located on this over 5 acre lot. The backyard space is large and flat while lined with mature trees for privacy and shade. All this minutes from charming downtown Chester, renowned for its arts scene, dining and quintessential NE experience.

A WATERFRONT MASTERPIECE with guesthouse! This treasure was gutted and tastefully renovated in 2022 to new condition. Tucked away in historic Chester Village on the Pattaconk River, a 5 min. walk to restaurant's, shops & Art Galleries. The home overlooks an historic waterfall owned by the town of Chester. The home also enjoys pastoral views of the famous Jennings Pond from every room. New wide board wood floors throughout first and second floors, a new true chefs' kitchen, 3 gorgeous fireplaces, an office/library area overlooking the waterfalls. The master bedroom suite is truly a one of a kind with a fireplace, dressing-room and scenic views of Jennings pond. The lower level has a private bedroom suite with its own entrance and deck with breathtaking views of the waterfall and the Pattaconk River. It also has a fireplace, beautiful bamboo flooring, and a large cedar closet. The property has new bronze fencing around decks and terraces. There is a large area by the river with room for a pool or for large gathering. This piece of heaven is a 5 minute walk to village restaurants, shops and worship facilities. Minutes to major commuting lines and Amtrak stops. 90 mins to Boston and 2 hrs to NYC. Movie buffs will love that Jennings Pond was the site of the 1958 movie "It happen to Jane" starring Doris Day. All new state of the art mechanicals 2022, and a new whole house generator (propane).

RARE FIND, FULLY RENOVATED 2 FAMILY HOME LOCATED A SHORT DISTANCE TO DOWNTOWN CHESTER, DOWNTOWN DEEP RIVER AND LOCAL MARINA. GLEAMING HARDWOOD FLOORS THROUGHOUT, GRANITE COUNTERTOPS IN BOTH KITCHENS, TWO FULL BATHS, NEW HVAC SYSTEM, NEW ROOF, NEW WINDOWS, NEW ELECTRICAL. LARGE FAMILY ROOM, THREE SEASON ROOM AND TWO CAR DETACHED GARAGE. NEW SEPTIC SYSTEM AS WELL! LOTS OF POSSIBILITIES HERE!