The median home value in Chester, CT is $500,000.
This is
higher than
the county median home value of $369,500.
The national median home value is $338,100.
The average price of homes sold in Chester, CT is $500,000.
Approximately 68.09% of Chester homes are owned,
compared to 26.36% rented, while
5.55% are vacant.
Chester real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Chester real estate agent to arrange a tour today!
This newly renovated century-old bungalow home offers a harmonious blend of historic charm and modern amenities. The expansive front porch provides an ideal setting for enjoying morning coffee or evening beverages while appreciating the outdoors. The entirely new kitchen features quartz countertops and a marble backsplash, with ample natural light illuminating the space. An adjacent pantry conveniently connects the kitchen to the dining room. The living room, enhanced by a fireplace, seamlessly merges with the den to create a spacious area that spans the full length of the house, perfect for entertaining and gatherings with friends and family. The four upstairs bedrooms are generously sized and thoughtfully positioned, complemented by a versatile space suitable for an office or sitting area with views overlooking Jennings Pond. The home also features two renovated bathrooms with a spa-like feel. Located near Chester's charming downtown, it offers access to unique restaurants, stylish shops, and art galleries. Enjoy a musical at Goodspeed's Terris Theatre followed by dinner at a local pub or fine restaurant. The area boasts rich history and recreational spots like ferry rides to Gillette Castle and riverboat trips on the Connecticut River. Chester fairgrounds also host various community events for residents. It's about more than just the house; it's the entire lifestyle. Don't miss out on this one.
This 6,384 Sq Foot building has a fully equipped top of the line kitchen, and is set up for electrical solar, all electrical and plumbing is up to date. The property was previously used as a market, estimated traffic count 19,000. Property location is walking distance to Chester Village Center restaurants and shops.
Welcome to the Waterfall House, an iconic custom home perched above the scenic Pattaconk Brook in the heart of historic Chester Village. Overlooking a picturesque 15-foot waterfall and offering sweeping views of the serene Jennings Pond from every room, this home is a masterpiece. Meticulously renovated in 2021, it blends modern luxury with timeless historic charm. Just a 5-minute stroll from Chester's destination restaurants, boutique shops, art galleries, and the vibrant weekly farmers market that takes over the entire village. It's fun, beautiful, and convenient. The home features new wide-board floors, a chef's dream kitchen, mahogany beams, and lofty ceilings. The master suite is a retreat with a cozy fireplace, a private dressing room, and a library/sitting room in a separate tower. The lower level includes a guest suite with a private entrance, deck, fireplace, bamboo floors, and cedar closet. There is also a wine cellar for the enthusiast. Outdoor spaces are designed for enjoyment, with multi-level decks and terraces framed by new bronze fencing, perfect for gatherings, and a spacious riverside meadow. The property is surrounded by lush landscaping featuring ornamental trees, bushes, and perennials. Additional highlights include a separate carriage house with a guest suite, state-of-the-art mechanicals, a whole-house generator, and easy access to major commuting routes and Amtrak. Living in Chester means more than just a home-it's a lifestyle
Step into history with this 1770 Cape, part of "Old Homes of Chester." Nestled on beautiful grounds featuring rolling hills, gardens, and stunning stone walls, the property abuts 8 acres of serene land trust, offering unparalleled privacy and a park-like setting. The main house spans 1303 square feet and includes 2 bedrooms and 2 full baths. Recent upgrades include a new furnace (2023), electric hot water heater, oil tank (2022), and a whole-house generator, ensuring modern comfort while maintaining historic charm. A delightful patio with a gazebo, adorned with wine grapes, provides a perfect spot to relax and enjoy the picturesque surroundings. Additionally, the property features a 1020 square foot heated "artist studio" complete with a kitchen, full bath, and loft. This versatile space is ideal for an in-law suite, office, workshop, art studio, or potential rental. The property also includes a detached garage with its own driveway and a storage shed, enhancing its functionality. Located close to Chester's fine dining, boutique shopping, and the recreational offerings of Cedar Lake with its two public beaches, this home offers a blend of historic elegance and modern convenience. Perfect for those seeking a serene, yet accessible retreat, 28 S Wig Hill Road is a unique opportunity to own a piece of Chester's rich history, set amidst a stunning natural landscape.
Chesterfields has been a nursing home in Chester for many years. It can no longer be used for that purpose. This property also has a parking lot directly across the street which is half an acre. Its in-town location makes it perfect for senior housing, affordable housing, starter homes. Building would need renovation to convert to another use. Walk to restaurants, shops, grocery store. Just off Route 154.
1.5+ acre lot, clear cut, open, sunny, with a clean air flow. SE facing with 4-mile view down CT River Valley to Deep River, and Lyme Hills; seasonal partial view of Gillette Castle in Hadlyme. Excellent solar, passive or active potential; 220 volts available at street. Ready to build with approvals in place for 3-bedroom septic, town building department, with Connecticut Water Co. supply line available at the street. Well-engineered and installed driveway roughed in with stone base from street level to elevation at top; highly engineered drainage system adjacent to driveway from top to bottom connected to town road storm drain. No wetlands, no water crossings, no shared access, no intrusive noise. Less than a mile walking via country roads to downtown Chester, and to historic Chester-Hadlyme Ferry. Not a development; no covenants or restrictions specific to lot. House placement can allow for expansive parking/freestanding garage/large barn, and for safe rear and side yards. Drone footage available https://youtu.be/Ks6ut-XOkng
