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$495,000

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.

4 Beds ⋅ 2 Baths ⋅ 4391674 MLS ⋅ 1,769 SqFt. ⋅ ACTIVE UNDER CONTRACT 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

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.

9 Beds ⋅ 12 Baths ⋅ 4366582 MLS ⋅ 9,452 SqFt. ⋅ 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

$549,000

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.

2 Beds ⋅ 3 Baths ⋅ 4364996 MLS ⋅ 2,046 SqFt. ⋅ 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

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.

3 Beds ⋅ 3 Baths ⋅ 4355994 MLS ⋅ 2,045 SqFt. ⋅ 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

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.

2 Beds ⋅ 3 Baths ⋅ 4332853 MLS ⋅ 2,120 SqFt. ⋅ 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

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.

3 Beds ⋅ 2 Baths ⋅ 4295007 MLS ⋅ 2,518 SqFt. ⋅ 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

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.

3 Beds ⋅ 2 Baths ⋅ 4294916 MLS ⋅ 2,627 SqFt. ⋅ 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