Historic Catskills Charm on 9 Scenic Acres with Pond, Trails & Development Potential Just minutes up the road from Windham in the charming town of Ashland, this beautifully maintained historic home seamlessly combines timeless character with modern-day comforts. From the moment you enter, you'll appreciate the exceptional craftsmanship and warmth found throughout. Original wide-plank hardwood floors, rich wood trim, custom built-ins, and a beautiful stained-glass entry door showcase the home's historic elegance. The inviting country kitchen is the heart of the home, featuring a large gas stove, abundant workspace, and plenty of room to gather with family and friends. Offering 5 spacious bedrooms and 2 full baths, the home also includes a welcoming living room, a large sun-filled flex room perfect for a family room, studio, or recreation space, and an upstairs office with a beautiful mountain view--an inspiring setting for working remotely or simply enjoying the scenery. Step outside to the covered rear deck, the perfect place to enjoy your morning coffee, entertain guests, or relax while overlooking the peaceful surroundings. Set on 9 picturesque acres, the property offers private walking trails through the woods, a gentle hillside ideal for hiking or ATV riding, and a tranquil half-acre pond where you can fish, unwind, or simply enjoy the beauty of nature. Adding even more value, the property features frontage on West Settlement Road with potential building lots and access to sewer hookups, presenting exciting possibilities for future development, investment, or a family compound (subject to approvals). Whether you're searching for a year-round residence, a weekend retreat, or an investment property, this one-of-a-kind home offers the perfect blend of historic charm, modern conveniences, outdoor recreation, and future potential--all just a short drive from Windham's skiing, golf, hiking, restaurants, and year-round attractions.