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137 Bear Landing  Drive, Hendersonville
$1,385,000
3 Beds ⋅ 4 Baths ⋅ 4422900 MLS
Set amid the natural beauty of Oleta Falls, 137 Bear Landing Drive is a distinctive post-and-beam mountain residence offering year-round views, generous living spaces and a wonderful connection to its wooded surroundings. A flagstone walkway and covered front porch create an inviting arrival, while substantial timber beams, tongue-and-groove ceilings, hardwood floors and Craftsman-style windows define the home's warm mountain character. At the heart of the home, the vaulted great room is anchored by a dramatic stone wood-burning fireplace and opens to an adjoining sitting area. The kitchen is equally suited to entertaining and everyday living, featuring granite countertops, a butcher-block island with bar seating, six-burner Dacor gas range, Dacor wall oven and an oversized walk-in pantry with custom built-ins. A wet bar, formal dining area and additional gas-log fireplace extend the home's gathering spaces, with easy access to the side patio and built-in fire pit. The main-level primary suite is privately positioned in its wing and features a vaulted ceiling and glass French doors opening to an enclosed sunroom with deck access. The spacious bath includes dual granite vanities, a jetted soaking tub, tiled walk-in shower and walk-in closet with built-ins. An open loft adds flexible space above, while the lower level offers a family room with a second wood-burning fireplace, three additional bedrooms, including an en-suite and two sharing a Jack-and-Jill bath, abundant storage and access to a covered patio. Outside, mature woods, natural boulder landscaping and a water feature complement the mountain setting, while multiple decks and patios provide inviting spaces to enjoy the views and changing seasons. Residents of gated Oleta Falls enjoy a setting devoted to preserving the natural beauty of the mountains, with a lodge-style clubhouse, heated pool and spa, fitness center, miles of hiking trails, a private 40-foot waterfall, fishing pond, covered bridge and extensive preserved acreage along the Little Hungry River. Just minutes from Hendersonville, this is a property that pairs the character of a mountain retreat with the space and amenities for comfortable year-round living.

137 Bear Landing Drive, Hendersonville

180 Overlook Park  Drive Unit #51, Hendersonville
$29,900
4396151 MLS
Embrace the beauty and serenity of Oleta Falls. Discover 4.23 private acres in one of Western North Carolina's most distinctive gated mountain communities. Surrounded by the natural beauty of the Blue Ridge Mountains, this homesite offers the rare opportunity to create your ideal retreat while becoming part of a welcoming neighborhood where residents enjoy as much community—or as much solitude—as they desire. Set within more than 400 acres, Oleta Falls features over 200 acres of protected natural preserve and wooded trails, a stunning 40-foot waterfall, breathtaking mountain views, and abundant green space. Residents gather at the community lodge for social events and activities, enjoy the heated swimming pool and fitness center, or connect with neighbors while exploring miles of scenic trails. At the same time, the generous homesites and preserved landscape provide exceptional privacy and a true mountain sanctuary. Conveniently located just minutes from downtown Hendersonville and an easy drive to Asheville, you'll enjoy access to renowned dining, shopping, wineries, outdoor recreation, and some of the region's most iconic destinations. Whether you're seeking an active mountain lifestyle, a peaceful retreat, or the perfect balance of both, this exceptional homesite offers the ideal setting to build your future in Oleta Falls.

180 Overlook Park Drive Unit #51, Hendersonville

239 Stone Valley  Way, Hendersonville
$97,000
4392554 MLS
Welcome to Oleta Falls, one of Hendersonville's best kept secrets! Absolute seclusion, yet less than twenty minutes from downtown Hendersonville. This gated neighborhood is stunningly beautiful, featuring gorgeous landscaping, 200 acres of hiking trails, ridiculous mountain views, and a private 40 foot waterfall. Living in Oleta Falls gives you access to the private clubhouse, fitness center, outdoor pool, and a robust covered bridge. Lot #12 is in Phase 1, which means you already have water on site from the community well. It also means that you are conveniently close to the front gate. This lot is the pick of the litter in Oleta Falls, boasting a fantastic build site with breathtaking year-round mountain views.

239 Stone Valley Way, Hendersonville

1034 Oleta Mill  Trail Unit #49, Hendersonville
$89,000
4386038 MLS
Escape to the extraordinary in Hendersonville’s premier gated sanctuary. Nestled within the coveted community of Oleta Falls, this exceptional 3.1-acre corner lot offers the ultimate canvas for your custom dream estate. Positioned perfectly for a walk-out basement, the topography allows for maximum architectural creativity, featuring dual paved road frontage on Oleta Mill Trail and Overlook Park Drive for flexible driveway access. With selective clearing, unlock stunning year-round mountain views framed by mature hardwoods. Beyond your private acreage lies a nature-lover's paradise: 100 acres of preserved common area, miles of private hiking trails, an historic-style covered bridge, and the community’s crown jewel—a majestic 40-foot waterfall. Residents enjoy elite amenities, including a lodge-style clubhouse, fitness center, and a beautiful outdoor pool, and a vibrant social calendar, all just 15 minutes from historic downtown Hendersonville. This isn’t just a homesite; it’s a lifestyle upgrade.

1034 Oleta Mill Trail Unit #49, Hendersonville

211 Boulder Ridge  Drive, Hendersonville
$1,399,000
4 Beds ⋅ 5 Baths ⋅ 4378849 MLS
Tucked away in a private, wooded setting, this stunning four-bedroom mountain retreat offers the perfect blend of luxury, comfort, and natural beauty. Thoughtfully designed with warm wood finishes, soaring vaulted ceilings, and expansive windows that bring the outdoors in, this home captures the essence of refined mountain living. The spacious great room is anchored by a dramatic stone fireplace and flows seamlessly into the chef’s kitchen featuring custom cabinetry, beautiful stonework, and inviting gathering spaces ideal for entertaining. Enjoy peaceful mornings and cool mountain evenings surrounded by nature from the home’s multiple outdoor living areas, all while being just moments from exceptional community amenities. Residents enjoy access to scenic walking trails, a beautiful outdoor pool, fitness center, clubhouse, and even a picturesque 40ft waterfall just a short walk away, creating a true mountain lifestyle experience. Whether you are seeking a full-time residence or luxurious mountain escape, this secluded property offers unmatched privacy, timeless craftsmanship, and the serenity of mountain living at its finest.

211 Boulder Ridge Drive, Hendersonville

00000 Ashley Bend  Trail Unit #43, Hendersonville
$45,000
4356608 MLS
Tucked inside the gated Oleta Falls community, Lot 43 on Ashley Bend Trail offers a rare opportunity to build your mountain retreat on 3.57 private acres surrounded by natural beauty. This homesite provides excellent space and privacy while still being easily accessible for future construction. Oleta Falls is known for its remarkable setting, with hundreds of acres preserved as natural open space, creating a peaceful environment that feels more like a protected mountain preserve than a typical neighborhood. Residents enjoy a thoughtfully designed community featuring a timber-frame lodge with a fitness area and swimming pool, a community fire pit gathering space, and the charming covered bridge spanning the river that welcomes you into the neighborhood. Outdoor enthusiasts will appreciate the miles of maintained hiking trails that wind through the property, leading to streams, scenic overlooks, and the community’s namesake waterfalls—privately owned and accessed directly within the development. The trails and preserved land offer a unique opportunity to experience nature right outside your door. Located just minutes from downtown Hendersonville, the community provides convenient access to shopping, restaurants, and everyday amenities while maintaining the privacy and tranquility of a mountain setting. With its combination of acreage, privacy, and access to one of the area’s most scenic gated communities, Lot 43 at Oleta Falls is an exceptional place to build your future home. Be sure to review the architect’s conceptual renderings showcasing potential home designs and possible driveway locations for this homesite.

00000 Ashley Bend Trail Unit #43, Hendersonville

#25 Oleta Mill  Trail, Dana
$82,500
4176050 MLS
Build your dream home in desirable Oleta Falls development. Lot 25 is approximately 2.06 acers and is a short walk to the community center and the Little Hungry River to fish or put your feet in the pond, hike to Oleta Falls from which the community takes it's name. This gated community boasts a community lodge which houses a fitness center and an outdoor heated swimming pool and spa. There are also walking trails throughout the community. A quick drive to Downtown Hendersonville and Asheville with a diverse array of shopping and dining choices, as well as activities including The historical Biltmore Estate, The Pisgah National Forest, With incredible fly fishing and kayaking just minutes away. If you enjoy the out door life style its all here in Oleta Falls.

#25 Oleta Mill Trail, Dana

68 Stepp Ridge  Court, Hendersonville
$35,000
4103307 MLS
Surround yourself with the tranquility of natural beauty at Oleta Falls! Lovely 1.32 acre lot, located within this gated and private community! Oleta Falls sits on over 400 acres, with over 200 acres being designated as a nature preserve! The community is limited to 78 residences, so you'll always be able to enjoy your own private slice of mountain living! There's no shortage of amenities here, from the community lodge, luxurious heated pool and sauna, and fitness center! You'll also enjoy 6 different hiking trails, a 40-ft waterfall, and the "Little Hungry" river that flows through the neighborhood! The lot itself is positioned just a short distance from the main entrance gate within a quiet cul-de-sac. With this privacy, you would never guess that in under 20 minutes, you can arrive in Hendersonville, with one of the best Downtown scenes around, complete with a myriad of restaurants, & boutiques, live music! Get ready to live your very best life in the mountains!

68 Stepp Ridge Court, Hendersonville

23 Overlook Park  Drive Unit #48, Hendersonville
$45,000
3908814 MLS
Beautiful 2.90-acre corner lot located in the gated community of Oleta Falls. This property offers mountain views. This community is known for its stunning 40-foot waterfall. This community has 100-acres of common areas with a covered bridge, trout pond, hiking trails, waterfalls, a lodge style clubhouse with fitness center, pool and jacuzzi. This community is located within minutes of Historic Hendersonville which boasts an array of shops, boutiques, art galleries, antique stores, museums, an aquarium, and a variety of restaurants. Downtown Hendersonville hosts many activities including the Apple Festival, car shows, art shows and parades throughout the year. From May to October the "Bearfootin" Public Art Walk features fiberglass bears with different themes located on the sidewalks of Main Street. Come build your home in this beautiful community close to area amenities and attractions.

23 Overlook Park Drive Unit #48, Hendersonville

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Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .

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