Sleepy Hollow Real Estate

Welcome to Sleepy Hollow, a hidden gem nestled in the heart of North Carolina. This charming neighborhood offers a perfect blend of tranquility and community spirit, making it an ideal place for families, retirees, and anyone looking to escape the hustle and bustle of city life.

Sleepy Hollow is characterized by its picturesque tree-lined streets, where neighbors greet each other with warm smiles and friendly waves. The homes here boast a variety of architectural styles, from cozy cottages to modern builds, each reflecting the unique character of the area. With spacious yards and well-maintained gardens, it’s a great place for children to play and for adults to unwind.

Nature enthusiasts will appreciate the proximity to lush parks and scenic walking trails, perfect for morning jogs or leisurely strolls with loved ones. The neighborhood is also conveniently located near local amenities, including quaint shops, delicious dining options, and top-rated schools, ensuring that everything you need is just a stone's throw away.

Community events are a highlight in Sleepy Hollow, with seasonal festivals, farmers' markets, and neighborhood gatherings that foster a strong sense of belonging. Residents take pride in their community, often coming together to support local initiatives and maintain the area’s charm.

Whether you're looking for a peaceful retreat or a vibrant community to call home, Sleepy Hollow offers the best of both worlds. Discover the beauty and warmth of this North Carolina neighborhood—your dream home awaits!

Newest Listings in Sleepy Hollow

$25,000

4383273 MLS ⋅ ACTIVE Status

Discover the beauty of mountain living with this wooded lot nestled in the highly sought after Plott Creek area. Surrounded by the natural beauty of Western North Carolina, this property offers the perfect setting for your mountain getaway or future dream home. Conveniently located just minutes from Downtown Waynesville dining, shopping, and outdoor recreation.

#19 Sleepy Hollow Lane, Waynesville

Listing courtesy of Howard Hanna Beverly-Hanks Waynesville. billie.green@howardhannatate.com

$275,000

3 Beds ⋅ 2 Baths ⋅ 4377366 MLS ⋅ ACTIVE Status

Gorgeous and waiting for you. The only available townhome in this desirable community won't last at this affordable price with so many upgrades in such a convenient location. HOA cares for all exterior maintenance so no expenses on outside care! Beautifully remodeled spacious home with brand new kitchen and baths plus gleaming wood laminate floors. Main level ensuite bedroom plus upper level ensuite bedroom. Keyless entry on front, back and storage doors, Ecobee smart thermostat, 2 designated parking spaces plus guest parking, lovely fenced, private rear backyard area perfect for entertaining and relaxing with natural gas line hook up line for grilling. Huge outdoor storage closet. Large upper level laundry area with storage. Perfect location close to all conveniences only 10 minutes to downtown Asheville and Black Mountain with community park recreation area with in-ground pool and lovely babbling creek green space area to enjoy serene walks. Such an excellent value in the mountains waiting to welcome you home.

26 Sleepy Hollow Lane, Swannanoa

Listing courtesy of Unique: A Real Estate Collective. micheller@uniquecollective.us

$25,000

4363876 MLS ⋅ ACTIVE Status

Welcome to Sleepy Hollow, this beautiful 1.47-acre lot, priced tens of thousands below tax value, offers long-range mountain views, mountain views in the gated community of Sleepy Hollow. This community features underground utilities and is within minutes of downtown Waynesville. Downtown Waynesville is a quaint town that offers an array of shops, boutiques, gift shops, specialty shops, art galleries, farm to table restaurants and breweries. Downtown Waynesville hosts many festivals and events throughout the year including the Folkmoot Festival which is a 10-day celebration of world dance and music with visiting international groups performing at many events in July. Enjoy nearby Elk watching or skiing at the Cataloochee Ski Area. Come build your home in this private serene mountain community close to area amenities, attractions, events and festivals held throughout the year.

00 Hudson Valley Drive Unit #11, Waynesville

Listing courtesy of Keller Williams Professionals. charmain@kw.com

$75,000

4215472 MLS ⋅ ACTIVE Status

Fantastic view on this 2.27 home site. Lot in Sleepy Hollow. City water available. Paved access to the home site with 2 levels to the site. Perfect for a split level home. Agent knows builder for details.

00 Legend Road Unit #11, Waynesville

Listing courtesy of Rob Roland Realty. 33robroland@gmail.com

$42,500

3908316 MLS ⋅ ACTIVE Status

Located just off Plott Creek in a quiet private mountain setting, private Gated Community with paved roads. Lot is located at a easy elevation with fabulous views(no steep road). South facing lot, easy right of way access, easy build site. Year round access, live part time of full time. Almost 3 acres located within minutes of downtown Waynesville shops and restaurants.

7 Legend Road Unit #7, Waynesville

Listing courtesy of Real Broker, LLC. carolynmickey@outlook.com

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“ 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”

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