321 Winter Clove Road, Round Top

Tucked off of Winter Clove Road and nestled in a forest of hardwoods and evergreens, Whispering Woods sits perfectly perched above the winding trails leading to Kiskatom Brook. From the moment you arrive, the land greets you with that clean, woodsy scent you usually only enjoy on an early-autumn morning - yet here, it lingers all year long. There is a stillness to this property, the kind that opens the heart, clears the mind, and reminds you what it feels like to truly breathe.

The property spans two parcels with frontage on the brook, where water slips over stones and a nearby waterfall sends its gentle hush through the trees. Follow the path toward the water and you'll find a gazebo tucked along the brook's edge, a quiet refuge where mornings feel sacred and evenings stretch softly into night. Birds call from the branches; woodland animals move through the underbrush, and the rustling leaves create a natural soundtrack that settles you into a slower, more intentional rhythm.

Inside, Whispering Woods offers an inviting flow with two bedrooms, two baths, an office/sunroom, and an additional room perfect for a guest space, exercise or music room; plus a one-car garage. The red cedar siding blends seamlessly with the surrounding woods, giving the home a timeless Catskills presence. In the living room where the wood stove becomes its own kind of gathering place. Imagine curling up beside it with your favorite book, letting the warmth wrap around you as the fire crackles. Or sharing stories with guests on a cold evening, the glow of the stove casting that soft, amber light that makes every moment feel a little more meaningful. Life at Whispering Woods doesn't rush; it invites.

Wander outside and the lifestyle unfolds effortlessly. A soaking hot tub that accommodates up to four overlooking the woods, nature trails winding through your own acreage, fishing in your backyard, mushroom foraging after a rain. This is the kind of place where mornings stretch longer, evenings feel softer, and the simple act of being becomes the norm.

Round Top itself is a place of beauty, heritage, and deep-rooted stillness. Known as the Alps of the Catskills, a region shaped by mountain views, fresh air, and a long tradition of hospitality. The land here has always been a refuge. Early settlers built mills and homesteads along Winter Clove in the late 1700s, and by the mid-1800s the area blossomed into one of the Catskills' earliest resort destinations. That legacy lives on today.

Within minutes of Whispering Woods, you'll find beloved local landmarks: Glens Falls House with its craft cocktails and live music; Living Stone, offering elevated dining and warm hospitality; Mountain Brauhaus and Riedlbauer's Resort, celebrating the region's rich tradition with food, music, and year-round festivities; and Sunny Hill Resort & Golf Course, perfect for lakeside lounging, golfing, and seasonal events.

Just down the road, Cairo's Main Street offers breweries, cafés, and small-town charm, while East Durham brings vibrant festivals and cultural celebrations that make the area feel alive in every season.

And when adventure calls, Windham is only 10-15 minutes away, offering skiing, dining, live music, and four-seasons worth of recreation.

Whispering Woods isn't simply a residence. It's your retreat shaped by nature. A place where the land itself invites you to slow down, breathe deeper, and live more fully. It's the kind of home that stays with you long after you leave, quietly reminding you of the life that's been waiting for you.

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