Sleepy Hollow Real Estate

Welcome to Sleepy Hollow, a hidden gem nestled in the heart of North Carolina. This enchanting neighborhood perfectly blends tranquility with convenience, making it an ideal choice for families, retirees, and everyone in between. With its picturesque tree-lined streets and charming homes, Sleepy Hollow offers a serene escape from the hustle and bustle of city life while still being just a stone's throw away from urban amenities.

One of the standout features of Sleepy Hollow is its strong sense of community. Residents take pride in their neighborhood, often gathering for seasonal events, block parties, and community clean-up days. The friendly atmosphere fosters connections, ensuring that newcomers feel right at home from the moment they arrive.

Nature enthusiasts will appreciate Sleepy Hollow’s proximity to beautiful parks and recreational areas. With ample green spaces, walking trails, and playgrounds, there’s no shortage of outdoor activities for families and individuals alike. The neighborhood is also conveniently located near major highways, making commuting to nearby cities a breeze.

Education is a cornerstone of the Sleepy Hollow community, with highly-rated schools serving the area. Families can rest easy knowing their children have access to quality education and a nurturing environment.

In addition to its serene surroundings, Sleepy Hollow is also just minutes away from shopping, dining, and entertainment options. Whether you’re looking for a cozy café, local boutiques, or vibrant nightlife, everything you need is within reach.

Discover the charm of Sleepy Hollow, where community spirit meets natural beauty, and make it your next home sweet home!

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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