Charming 5-Acre Updated 1930 Farmhouse Retreat in Beautiful Winchester, KY

Welcome to a truly special countryside property located at 120 Pilot View Rd, Winchester, KY 40391, where historic charm meets thoughtful modern updates. Priced at $325,000, this beautifully remodeled 1930 farmhouse sits on 5 scenic acres and offers the perfect balance of character, comfort, and functionality. With 3 bedrooms, 2.5 bathrooms, and approximately 1,900 square feet of living space, this inviting home in Winchester, KY is ideal for buyers seeking peaceful country living while still being conveniently located just minutes from town.
The moment you arrive at this 5-acre property in Winchester, KY, you’ll appreciate the timeless appeal of the classic farmhouse design combined with the beauty of the surrounding landscape. The land offers plenty of open space for outdoor activities, gardening, or simply enjoying the quiet Kentucky countryside.
Inside the home, the 1,900-square-foot farmhouse in Winchester, KY has been fully remodeled while still maintaining the warmth and character expected from a historic 1930 home. The interior layout includes a welcoming living area, a formal dining room perfect for family gatherings or entertaining guests, and several updated living spaces designed for comfort and convenience.
The home features three spacious bedrooms and two and a half bathrooms, offering plenty of room for both family members and visitors. In addition to the bedrooms, there is also a large bonus room that is currently being used as a home office. This flexible space could easily serve as a playroom, hobby room, guest room, or additional living area depending on the needs of the new owner.
A generously sized laundry room adds even more functionality to the home. The washer and dryer are included with the sale, making this $325,000 Winchester, KY property on 5 acres even more move-in ready for its next owner.
Over the past few years, the property has undergone numerous important updates that enhance both efficiency and peace of mind. Major improvements include a new roof installed in 2021, as well as an updated HVAC system and new ductwork completed in 2023. The home also features a new tankless water heater installed in 2023, providing modern energy-efficient hot water throughout the home.
Additional upgrades include spray foam insulation added to the crawlspace, helping improve energy efficiency and indoor comfort. A new septic pump has also been installed, further contributing to the reliability and maintenance of the property.
Beyond the home itself, the 5-acre property in Winchester, KY priced at $325,000 truly shines with its impressive outbuildings and homesteading potential. One of the standout structures on the property is the large 2,280-square-foot tobacco barn, a classic piece of Kentucky agricultural heritage that offers endless possibilities. This barn could be used for storage, equipment, livestock, or even converted into a unique workshop or event space.
In addition, the property features a 1,240-square-foot detached garage, providing ample room for vehicles, tools, and additional storage. The size of this building also makes it ideal for a workshop, hobby space, or small business operations.
For buyers interested in homesteading or sustainable living, this 5-acre Winchester, KY property already includes several valuable features. A chicken coop, bee hive, and raised garden beds are already in place and can remain with the property if the new owner desires. These additions make it easy to start growing your own food, raising chickens, or exploring beekeeping right away.
The combination of a beautifully updated historic home, useful outbuildings, and open acreage makes this $325,000 property in Winchester, KY a rare opportunity for those seeking both charm and practicality. With 5 acres of land, room for hobbies or farming, and modern improvements already completed, the property offers a wonderful lifestyle that blends the past with the conveniences of today.
Located just a short drive from town, the property provides the peaceful feel of rural living while still maintaining easy access to everyday amenities, shopping, and local services in Winchester, Kentucky.
If you have been searching for a historic farmhouse on 5 acres in Winchester, KY priced at $325,000, this property offers a unique opportunity to enjoy country living, modern updates, and classic farmhouse charm all in one place.
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