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$495,000
4 Beds ⋅ 2 Baths ⋅ 4391674 MLS ⋅ ACTIVE Status
Character, charm, and opportunity come together at this beautifully maintained 1928 brick Tudor in the heart of Hendersonville. Just moments from downtown shops, restaurants, breweries, Hendersonville High School, and Pardee Hospital, this unique property offers the flexibility to fit your lifestyle and your future plans. Currently configured as both a residence and professional office, this dual-zoned property (Residential and MIC) opens the door to a variety of possibilities. Whether you're dreaming of a charming downtown home, a live work setup, or a professional office space with character, this property is ready to deliver. Inside, you'll find 1,769 square feet filled with timeless details, including original hardwood floors, abundant natural light, and classic Tudor architecture. The remodeled kitchen blends historic charm with modern convenience, featuring updated cabinetry, countertops, and stainless steel appliances. The flexible floor plan includes four bedrooms and two full bathrooms, with two bedrooms and a bath on the main level and a spacious primary suite, additional bedroom, and full bath upstairs. Enjoy the convenience of on site parking, a full basement for storage, and a low maintenance city lot. Sip your morning coffee on the porch, stroll downtown for dinner, or take advantage of the property's exceptional location near some of Hendersonville's most desirable destinations. Properties with this much character, versatility, and downtown convenience don't come along often. Come see what makes 831 Oakland Street such a special find.

831 Oakland Street, Hendersonville

Listing courtesy of Keller Williams Professionals. cres@yonderre.com
$5,900,000
9 Beds ⋅ 12 Baths ⋅ 4366582 MLS ⋅ ACTIVE Status
Teneriffe is one of Hendersonville’s extraordinary historic properties, an estate where history, architecture and opportunity converge in a rare and remarkable way. Originally constructed in 1855 as a Tudor Revival residence, the home was reimagined in 1903 by Richard Sharp Smith, supervising architect of the Biltmore Estate. With landscape input from the Olmsted firm, the property was shaped to complement its architectural beauty, establishing a setting steeped in provenance and timeless elegance. Set on 11.73 acres, the approach to Teneriffe winds along a leaf-canopied drive that opens to gardens, water features and the stately brick residence. The estate unfolds across rolling acreage, where pastures, walking trails and tranquil outdoor spaces form an enchanting natural setting. A historic barn recalls its agrarian heritage, while a separate log cabin offers endless possibilities for restoration, reinvention or flexible guest accommodations. Zoned for residential and commercial use, Teneriffe offers rare versatility. With a rich history as an active bed-and-breakfast, the property presents exceptional potential for a boutique hospitality venture, private retreat, event venue or simply as a legacy private residence. An additional 9.43-acre parcel (PIN 9567-20-4498) is also available, expanding the possibilities even further. The main residence is a showcase of grandeur and intimacy. A sweeping wraparound veranda welcomes you into a grand foyer, where light, scale and craftsmanship set the tone. Expansive entertaining spaces on the main level invite gracious gatherings and quiet reflection, with period details carefully preserved to honor the home’s heritage. The private primary wing is a sanctuary, complete with an executive home office, spa and the promise of seclusion. Two additional levels provide generous accommodations with multiple bedrooms and living spaces, offering flexibility for family, guests or creative repurposing. Each room reflects a chapter of the estate’s storied past yet stands ready to be reimagined for the future. Teneriffe is more than a property, it is a legacy. Rarely does such a distinguished estate, with architectural pedigree, historic significance and versatile potential, come to market. For those who value heritage while envisioning the future, Teneriffe offers an unparalleled opportunity to steward a landmark property and create a new chapter in its remarkable story.

2531 Little River Road, Hendersonville

Listing courtesy of Premier Sotheby’s International Realty. 828-279-3980
$549,000
2 Beds ⋅ 3 Baths ⋅ 4364996 MLS ⋅ ACTIVE Status
In sought-after Laurel Park just minutes from Hendersonville, 1203 Fleetwood Plaza is a fully renovated, move-in-ready condo offering long-range mountain views and an elevated setting. Recent updates include new flooring throughout, a brand-new designer kitchen, a beautifully updated primary bath, updated fireplace and fresh interior paint, creating a clean, modern, turn-key interior. The light-filled living room, dining area and kitchen are oriented to capture year-round views, while a fully enclosed glass sunroom provides a true four-season living space. An adjoining deck, accessible from both the sunroom and primary suite, enhances indoor-outdoor living. This two-bedroom, 2.5 bath layout offers a private primary suite with a renovated bath, plus a separate guest suite for flexibility. An upper-level loft, with a half bath, is ideal for flex space and perfect for an office, den or additional sleeping space. This unit also features a large, finished flex room in the basement of the building. Fleetwood Plaza community amenities include a clubhouse with fireplace, kitchen, fitness area and pool. This condo is elevated, renovated and conveniently located, ideal for low-maintenance mountain living. Enjoy proximity to Jump Off Rock, Pardee Hospital, and the shops, dining and festivals of historic Main Street, with easy access to Asheville and the Blue Ridge Parkway.

1203 Fleetwood Plaza, Hendersonville

Listing courtesy of Premier Sotheby’s International Realty. 828-989-4487
$435,000
3 Beds ⋅ 3 Baths ⋅ 4355994 MLS ⋅ ACTIVE UNDER CONTRACT Status
Just repositioned at $435,000 and thoughtfully priced for today’s market. If you've been watching this home, now is the time. This beautifully renovated 3-bedroom, 2.5-bath condo at 204 Fleetwood Plaza delivers sweeping long-range mountain views you can enjoy year-round from your own living room. Vaulted ceilings, a stone fireplace, and a sun-drenched sunroom set the tone the moment you walk in. The loft with skylight and half bath is perfect for a guest suite or home office. The kitchen is built for someone who actually cooks — featuring a 5-burner gas cooktop, breakfast bar, and filtered water right at the sink. Covered parking with EV charging is already in place. You're just 15 minutes from downtown Hendersonville and 25 minutes from Asheville Regional Airport, with hiking, dining, and the best of Western North Carolina right at your door. Move-in ready. Mountain views. Thoughtfully repriced for today’s market. Come experience it for yourself.

204 Fleetwood Plaza, Hendersonville

Listing courtesy of Keller Williams Mtn Partners, LLC. juliesetterlind@kw.com
$549,999
2 Beds ⋅ 3 Baths ⋅ 4332853 MLS ⋅ ACTIVE Status
Wake up to sweeping mountain views from this exceptional 3-bedroom, 3-bath condo designed for comfort, space, and style. The home’s expansive sunroom is a true showstopper—wrapped in big mountain vistas and flooded with natural light, it’s perfect for relaxing, entertaining, or enjoying every season. Inside, the living area is anchored by a dramatic floor-to-ceiling rock fireplace that adds warmth and character. Large bedrooms offer generous space and privacy, while the thoughtful layout provides excellent flow throughout. The lower level features outstanding storage, ideal for keeping everything organized without sacrificing living space. With breathtaking views, oversized rooms, and rare features throughout, this condo lives large and offers the perfect mountain retreat or full-time residence.

1403 Fleetwood Plaza, Hendersonville

Listing courtesy of Keller Williams Mtn Partners, LLC. derekhawkinsrealtor@gmail.com
$545,000
3 Beds ⋅ 2 Baths ⋅ 4295007 MLS ⋅ ACTIVE Status
Elevate your lifestyle with sweeping 180-degree mountain views and endless golden sunsets. Nestled at an elevation of over 3,100 feet near historic Jump Off Rock, this beautifully updated Laurel Park condo combines serene natural beauty with modern comfort. The expansive open floor plan invites natural light throughout, extending into a cozy sunroom and private balcony designed to showcase the views from every angle—including the primary suite. Indulge in the primary suite's whirlpool tub or relax on the balcony as the sun sets over the peaks. The updated kitchen features sleek granite countertops, modern appliances, and stylish new laminate flooring. Offering one of the most functional layouts in Fleetwood with fewer stairs, this home includes two versatile lower-level bonus rooms perfect for guests, a home gym, or an office. A custom workshop/man-cave adds rare utility, while the ground-floor back patio offers an intimate setting to admire the local wildlife and peaceful surroundings.

1401 Fleetwood Plaza Unit #1, Hendersonville

Listing courtesy of Howard Hanna Beverly-Hanks Waynesville. Mark.Zaffrann@allentate.com
$530,000
3 Beds ⋅ 2 Baths ⋅ 4294916 MLS ⋅ ACTIVE Status
Elevated Sanctuary with Unrivaled Mountain Views Experience serene mountain luxury perched at over 3,100 feet in coveted Laurel Park, just moments from the iconic Jump Off Rock overlook. This exceptional ground-level residence frames sweeping 180-degree ridge-line vistas, delivering sunset views and unmatched tranquility every single day. Designed for seamless indoor-outdoor living, the expansive open concept flows into a glass-enclosed sunroom and private balcony, keeping the spectacular backdrop in constant view—even from the primary suite. The thoughtfully appointed kitchen features custom cabinetry with integrated task lighting and a built-in executive workstation. Known for offering one of the most accessible and functional layouts in Fleetwood with minimal stairs, the residence features a versatile lower level. Here, two generous bonus suites serve effortlessly as guest quarters, a private home office / gym, or a hobby space—complete with custom built-ins and an expansive private workshop/storage room. Step outside to the lower patio, a quiet retreat where you can unwind immersed in nature’s beauty.

602 Fleetwood Plaza, Hendersonville

Listing courtesy of Howard Hanna Beverly-Hanks Waynesville. Mark.Zaffrann@allentate.com

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