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Lonesome Valley Preserving So Much More Than a Family Legacy

In the late 1800s, an entrepreneur from Pennsylvania first gazed out over the largest box canyon this side of the Rocky Mountains. He was so inspired by the beauty of Western North Carolina that he elected to purchase more than 30,000 acres to carefully develop and preserve for others to enjoy. E.H. Jennings is perhaps best remembered for his creation of lovely Lake Toxaway at the heart of the Highlands-Cashiers Plateau a destination enjoyed by local residents and families from all over the Southeast to this day. To his descendents, more than a century after he first stepped foot in these mountains E.H. Jennings legacy lives on in peaceful Lonesome Valley near the historic village of Cashiers.

In the midst of development, Jennings set aside 800 breathtaking acres of his land purchase to be enjoyed solely by his family and friends. He selected a quiet valley, with soaring mountains to the North and East, and a tranquil lake to the West. In the years since, his children and grandchildren enjoyed exploring the forests, fishing in the streams, and running through the meadows. So strong is the draw of the land in this family that Jennings grandson, Richard II, returned after graduating from Yale University with a degree in engineering to launch Cashiers Valley Trout Farm a tradition his daughter Sally still carries on today at Sunburst Trout Farm in Waynesville. Life in Lonesome Valley has always been simple, with nature forever playing a central theme. Wishing to share the beauty of this valley with others while remaining true to their stewardship of the land, E.H. Jennings great grandchildren have painstakingly developed this exquisite valley into a unique and visually stunning family-centered community.

Home sites in Lonesome Valley offer awe-inspiring views of rolling hills, towering trees, green meadows, serene creek beds, the still waters of Trout Pond, the rocky faces of the mountains, and/or the glasslike surface of Long Lake. Lots are sized anywhere from 1 acre to accommodate a quaint Southern Appalachian farmhouse-inspired cottage to 8 acres for a palatial Arts & Crafts-inspired estate. All amenities serve as a celebration of the natural splendor. Lonesome Valleys Long Lake offers 5 pristine surface acres for the exploring the glass-like waters stirred by the occasional passing canoe, kayak, swimmer or skipping stone. The Lakeside Pavilion serves as the social center of the community with a grill and fitness center. The Trout Pond is the ideal escape for the fly fisherman fully stocked with Rainbow Trout, and for avid kite fliers the Great Meadow offers lots of room to enjoy a picnic lunch under blue skies as your kite takes flight. There are 12 miles of scenic community hiking trails, rock climbing up the 1000-foot rock face of Laurel Knob and so much more. Even dining within Lonesome Valley finds Mother Nature as the starring attraction. The Canyon Kitchen open seasonally showcases Southern fare made from made with fresh produce grown in the Valley. The massive doors to The Jennings Barn which houses The Canyon Kitchen are often left open to let fresh mountain breezes in as the guests delight in the spectacular vistas that are synonymous with Lonesome Valley.

The combination of special conservation areas, dedicated common spaces, responsible deed restrictions, and thoughtful architectural guidelines serve to ensure that the Jennings legacy will be protected for future generations. The Jennings Family invites you to come and experience Lonesome Valley for yourself. To schedule a tour of available homes, properties and the surrounding community contact the dedicated team of brokers at Silver Creek Real Estate Group. Call us at 828.743.1999, e-mail your request to, or fill out our convenient online contact form. To learn more about Silver Creek and view available Lonesome Valley listings online, visit our website at We also welcome you to drop by our offices, located at the heart of Cashiers in the Shoppes at CreekSide.