Chester CT Real Estate & Homes for Sale

Seasonal home in Cedar Lake community and easily converted to year round home. Great space with enclosed porch to enjoy lake views. Update living room, kitchen, 1st floor bedroom and finish off bunk room upstairs for year round living. Corner lot with large usable backyard and shed. This is a Estate sale and will be sold as-is. Option to join private beach association or use the town beach one block away. Association dues are approximately $110 annually with initiation of approximately $300-this may vary.

Discover the possibilities at 9 School Lane, nestled in the heart of Chester Village! This Antique Farmhouse blends the allure of its storied past with abundant potential for modern living. Originally occupied by The Lund Family in the late 1800s, it flourished as a dairy farm. Presently now resting quaintly on 2 serene acres. The home offers a spacious layout featuring a dining room opening to a rear deck, overlooking the yard. The generously sized kitchen seamlessly connects the main floor living spaces, making it ideal for everyday living. Imagine freshly landscaped grounds enhancing delightful peaks of Chester Creek, and complemented by sounds of nature. Embrace yourself in an artsy village where charm and community spirit abound.

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 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

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.