Chester CT Real Estate & Homes for Sale

The charming 3 bedroom colonial with a large attached garage and 2 outbuildings overlooks a lovely 5 acre pond. The home features a large kitchen and 2 1/2 baths with laundry on the second floor. Highlighting the living room is a 30 ft. Cathedral ceiling. Master bedroom includes an interior balcony, overlooking the living area. Generous windows and sliders afford beautiful open views of the property. Additionally, there is classic pine paneling throughout the home.

Bella Vista: A Timeless Italianate Treasure on 6 Acres. Step into a piece of history, a magnificent Italianate country villa 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 hill side retreat yet within a short stroll to Chester center. The European-style open terrace is a highlight, adorned with elegant pergolas inviting 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.

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.