Discover the epitome of timeless Vermont charm in this exquisitely preserved 1890 New Englander, located at 165 Pleasant Street. Crafted by renowned master builder Ray Tewksbury, this rare gem is one of only 22 local examples of his exceptional precision workmanship. Nestled on a serene 0.67-acre lot, the property boasts an effortlessly maintained landscape adorned with fruit trees, majestic maples, vibrant flowering trees, lush flowering shrubs, and colorful annuals. Upon entering, you'll be captivated by the seamless blend of historic character and thoughtful modernizations, creating a warm and inviting atmosphere. The interior features impressive high ceilings, hardwood floors throughout and exquisite built-in shelving. The spacious kitchen is equipped with a practical electric cooktop, ample built-ins, cabinets, and pantry space. The home comes partially furnished, maintaining a “grandmacore” aesthetic. The home also features an updated bathroom, ensuring modern comfort and convenience. Additionally, the mudroom provides a practical space for daily life, complete with additional refrigeration and freezer space. The enclosed porch, currently serving as a radiant sunroom, bathes the space in natural light and offers a versatile area for relaxation or entertainment. The upper level provides four generously proportioned rooms, including three designated bedrooms, featuring 2 cedar closets, allowing for flexible configuration to suit your unique needs. A detached one-car garage with a heated and air-conditioned workspace provides an ideal haven for work, hobbies, projects, or storage. The garage is also equipped with a drain, adding to its functionality. The impressive granite block basement features an authentic root cellar, as well as space for storage and laundry. With its unique blend of historic charm, modern functionality, and natural beauty, this extraordinary property presents a rare opportunity to own a truly one-of-a-kind treasure.