225 N Main Street

A Rare Opportunity on Main Street: Private Rooftop Living, Timeless Design, and Turnkey Luxury. Offered fully furnished and truly turnkey, this property also presents a compelling investment opportunity with a successful history of short-term rentals and enthusiastic guest reviews. Perfectly positioned on Main Street, this extraordinary condo blends authentic rustic character with refined modern luxury following a meticulous four-year renovation completed with exceptional attention to detail.

Step outside your door and experience the vibrant downtown lifestyle—award-winning restaurants, boutiques, galleries, and year-round festivals just moments away. Within 15–20 minutes in nearly any direction, you’ll find hiking, waterfalls, and mountain adventures, while nearby Greenville offers an easy drive to one of the Southeast’s most celebrated dining and cultural scenes. Inside, the thoughtfully designed main level offers a private primary suite tucked toward the rear for quiet comfort, along with a beautifully appointed Jack-and-Jill bath arrangement that enhances both privacy and functionality.

The open living and entertainment area flows seamlessly into a chef-inspired kitchen, anchored by a statement oven range designed for both serious cooking and unforgettable gatherings. Start your mornings with coffee on the balcony as the sun rises over downtown, and unwind in the evening with a glass of wine as the energy of Main Street settles into the charm of a mountain town evening. A handcrafted staircase leads to the show-stopping rooftop terrace where you can entertain guests in style while enjoying panoramic 360° views of downtown and the surrounding Blue Ridge Mountains.

Thanks to the region’s mild four-season climate, this outdoor living space can be enjoyed nearly year-round. Recently featured on the 2026 Downtown Hendersonville Loft Tour, an exclusive showcase offering a rare opportunity to experience beautifully restored and reimagined lofts, this remarkable space was consistently described by visitors as breathtaking from the moment they stepped inside. Whether you’re seeking a distinctive downtown residence, a luxury mountain retreat, or a high-performing investment property, this remarkable condo offers a lifestyle and opportunity rarely available on Main Street.

Offered fully furnished and competitively priced for today’s market, this extraordinary property is truly turnkey and ready for its next owner. Property is subject to lawsuit, file no: 26CV001205-440. Contact LA for details.