Sleepy Hollow Real Estate

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

As you stroll through the tree-lined streets of Sleepy Hollow, you’ll be greeted by charming homes adorned with beautiful gardens and welcoming front porches. The area boasts a rich tapestry of architectural styles, from classic ranch homes to modern builds, catering to a variety of tastes and preferences. The sense of community is palpable, with neighbors often gathering for seasonal events, block parties, and casual weekend barbecues.

Nature enthusiasts will revel in the nearby parks and green spaces, perfect for leisurely walks, picnics, or a game of frisbee with friends. The local trails offer scenic views and opportunities for outdoor activities, ensuring that residents can enjoy the beauty of North Carolina's landscape year-round.

Sleepy Hollow is conveniently located close to essential amenities, including grocery stores, schools, and healthcare facilities, making daily life a breeze. Moreover, the neighborhood's proximity to major highways allows for easy access to nearby cities, ensuring that you’re never far from the vibrant cultural, dining, and entertainment options that North Carolina has to offer.

With its serene atmosphere, friendly neighbors, and a strong sense of community, Sleepy Hollow is more than just a place to live; it’s a place to call home. Discover the charm and warmth of this delightful neighborhood today!

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

$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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