The median home value in Chester, CT is $450,000.
This is
higher than
the county median home value of $299,950.
The national median home value is $308,980.
The average price of homes sold in Chester, CT is $450,000.
Approximately 64% of Chester homes are owned,
compared to 26% rented, while
10% are vacant.
Chester real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you like to see a property, contact Chester real estate agent to arrange a tour today!
Learn more about Chester.
**Incredible Opportunity Awaits!** Discover the potential of this charming three-bedroom colonial, ideally situated in the heart of Chester Village. With a new septic system, roof, and windows already installed, the groundwork is laid for your dream home. The interior is completely gutted down to the studs, offering a blank canvas for a full rehab or the perfect opportunity to build your own custom residence on this fantastic lot. Enjoy the serene sounds of a nearby waterfall from Upper Pond and take in the picturesque views of Jennings Pond. Just a short walk away, downtown Chester Village awaits, brimming with delightful farmers markets, restaurants, galleries, and unique shops. Centrally located just two hours from both New York City and Boston, and close to the Connecticut River, this property boasts an unbeatable location. Don't miss your chance to transform this house into your dream home or create a brand-new masterpiece in a stunning setting. Contact us today to learn more about this unique opportunity!
Charming One-Bedroom Ranch in Chester Village - A Hidden Gem! Discover the perfect investment opportunity with this delightful one-bedroom ranch located within walking distance to the picturesque downtown Chester Village. Known for its charming ambiance, this quaint town serves as a backdrop for Hallmark movies, offering a delightful mix of fantastic restaurants, unique galleries, and boutique shops. While this home is in need of some TLC, it features essential updates including a new oil tank and a roof that is only five years old, making it a solid foundation for your renovation dreams. Whether you're looking to invest or create your own cozy retreat, this property offers immense potential. Don't miss your chance to own a piece of this enchanting village. Schedule a viewing today and envision the possibilities!
Bella Vista: A Timeless Italianate Treasure on 6 Acres. Step into a piece of history, a magnificent Italianate farmhouse that has graced the landscape since 1908. First time on the market, this storied estate has been lovingly preserved by the same family for generations, a testament to its enduring allure. Listed on the National Registry of Historic Places, Bella Vista is an architectural gem inspired by the quintessential farmhouses of northern Italy. Its grandeur is immediately apparent upon arrival, with six sprawling acres that offer a private and serene retreat. The European-style open terrace is a highlight, adorned with elegant pergolas that invite leisurely afternoons soaking in the panoramic views. It's the perfect setting for hosting gatherings or simply enjoying the tranquility of your surroundings. Inside, the residence boasts four well-appointed bedrooms, two and a half baths, and an impressive five fireplaces, ensuring a warm and inviting atmosphere throughout the home. Each room is a celebration of the past, with meticulous attention to detail that honors the original design while offering modern comforts. Bella Vista is not just a home; it's a legacy waiting to be continued by those who appreciate the romance and craftsmanship of a bygone era. Embrace the chance to make Bella Vista your own and carry on the tradition of elegance and sophistication that only a home of this caliber can provide
Welcome to this beautifully maintained multi family Colonial in the heart of Chester! Built in 2002, and in 2006 an accessory dwelling / inlaw apartment was added and can be rented for additional income. The main level features a bright and inviting layout with hardwood floors, a cozy fireplace in the living room and sliders from the dining room out to the deck. A well-appointed kitchen has a pantry, granite countertops, stainless steel appliances, and a custom wine rack. A half bath is also on this level. Upstairs, the primary suite boasts a walk-in closet and a full bath, accompanied by two additional bedrooms and a nice full bathroom in the hallway. A few standout features of this home include, walk up attic storage, fully finished lower level with audio speakers. The private rentable in-law apartment is complete with its own full bathroom, bedroom, and living area, full kitchen and laundry. Ideal for multi-generational living, renting for income, or guest accommodations! Outside, enjoy the expansive backyard with a deck, an above-ground pool, a shed for extra storage, and underground sprinklers. Additional highlights include a two-car garage with an EV charger, Generac generator (leased), and solar panels (owned). Located just minutes from Chester's vibrant town center, shopping, and dining, this home offers the perfect blend of comfort and convenience. Don't miss this incredible opportunity!Also listed under mls#24076425 Also listed under mls#24082679
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.
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.
