Refine Search
Sort by
$5,900,000
9 Beds 12 Baths 4366582 MLS ACTIVE Status
Teneriffe is one of Hendersonville's notable historic estates, where architectural provenance, expansive grounds and remarkable versatility come together. Originally constructed in 1855 and reimagined in 1903 by Richard Sharp Smith, supervising architect of the Biltmore Estate, the residence also benefited from landscape input by the Olmsted firm, creating an enduring connection between house and grounds. Set on 11.73 acres, a tree-lined drive leads past gardens and water features to the stately brick residence. Rolling pastures, walking trails and quiet outdoor spaces unfold across the property, while a historic barn and separate log cabin speak to the estate's past and offer possibilities for future use. Zoned for both residential and commercial purposes, Teneriffe has a history as a bed-and-breakfast and offers exceptional flexibility as a private estate, boutique inn, retreat or event property. An additional 9.43-acre parcel (PIN 9567-20-4498) is also available. The main residence balances impressive scale with the warmth and character of a historic home. A sweeping wraparound veranda opens to a grand foyer and gracious living and entertaining spaces, where period details reflect the craftsmanship of another era. The private primary wing includes an executive office and spa, while two additional levels offer multiple bedrooms and flexible living spaces for family, guests or future reimagining. With its architectural pedigree, significant acreage and adaptable use, Teneriffe represents a rare opportunity to preserve an important piece of Hendersonville history while thoughtfully shaping its next chapter.

2531 Little River Road, Hendersonville

Listing courtesy of Premier Sotheby’s International Realty. 828-279-3980

$1,295,000
4 Beds 5 Baths 4359040 MLS ACTIVE Status
Welcome to the perfect spot for unparalleled in-town living at its finest. Located in the heart of Downtown Sylva, this meticulously restored 1939 French provincial home offers breathtaking views of the surrounding mountains and charming Sylva. Designed by the celebrated architect Charles N. Parker of Asheville's iconic Grove Arcade, this home is a rare opportunity to own a piece of history. Relax in the epic four-season outdoor living space, perfect for entertaining or unwinding, complete with living and dining spaces, a cozy fireplace, TV, grill station, and hot tub. The property also boasts a heated 4-car garage, 500 SF workshop, heated sidewalks, laundry on two levels, and a full terrace level with media room, home gym, and ample storage. Best of all, this exquisite home is just steps away from Sylva’s vibrant shops, restaurants, and breweries. Whether you're seeking an enchanting second home or a unique local residence steeped in history, this gem offers appeal and sophistication.

117 Jackson Street, Sylva

Listing courtesy of Howard Hanna Beverly-Hanks Biltmore Avenue. mills.coin@allentate.com

“ Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Some IDX listings have been excluded from this website. Properties may or may not be listed by the office/agent presenting the information © 2026 Canopy MLS as distributed by MLS GRID”

Last Updated: