Expert Connection
Southern Pines

Highland Trails, Southern Pines Neighborhood

Nestled among towering pines, Highland Trails is a welcoming neighborhood known for its spacious lots, classic ranch-style homes, and tranquil, winding roads. With a friendly, close-knit community and easy access to nature trails, it’s the perfect place to enjoy Southern comfort and a peaceful, neighborly atmosphere.

Southern Pines, North Carolina, in Moore County offers a peaceful and tranquil atmosphere surrounded by quiet streets and calm neighborhood surroundings. The community features a variety of housing options, including newer single detached homes as well as charming small apartment buildings and duplexes. Primary schools are conveniently located near most residences, providing easy access to education. A selection of public and private elementary schools enhances educational choices. Daily errands are supported by scattered pharmacies selling essential items and several local restaurants provide diverse dining options. The area’s gentle slopes and limited cycling paths offer moderate outdoor activity opportunities within a mostly relaxed setting.

People who prefer a slower-paced ambience will enjoy Southern Pines. Southern Pines is very good for those who like quiet surroundings, as the streets are generally very calm.

Highlights of Highland Trails

Parks, schools, dining, and what makes this neighborhood special

🌳 Community Lake & Walking Trails

A serene lake nestled within the Highland Trails neighborhood, surrounded by pleasant walking and hiking paths maintained by the HOA, offering residents easy access to nature and outdoor activity right at their doorstep.

🏘️ Highland Trails Residents Association

The active Residents Association organizes seasonal social events like Easter, Halloween, and Oktoberfest, fostering a tight‑knit, community‑oriented atmosphere unique to Highland Trails.

🏫 Moore County Schools (Southern Pines Elementary, Southern Middle & Pinecrest High)

Families in Highland Trails are served by nearby Moore County public schools including Southern Pines Elementary, Southern Middle, and Pinecrest High, all within short commuting distance and important to local life.

🍽️ Filly & Colts at Longleaf (Neighborhood Favorite)

A beloved local spot frequently praised by Highland Trails residents for its superb homemade soups, chili, and baked goods, often highlighted in community recommendations as a neighborhood favorite.

🚶 Tree‑Lined Streets & Walkability

The neighborhood is characterized by its peaceful, family‑friendly environment filled with mature, shaded tree‑lined streets that encourage walking and reflect its walkable, tranquil charm.

A Southern Pines Neighborhood

This June in Highland Trails

Things to do, events, and what's happening this month

June 12, 2026

Touch‑A‑Truck at J. Pleasant Hines Pool Park

J. Pleasant Hines Pool Park, Southern Pines • 10:00 AM–12:00 PM

A free, interactive family event where children can climb on trucks—fire engines, excavators, police cars—and meet local first responders, great for families in Highland Trails seeking a fun, educational outing minutes away.

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June 6, 2026

Summer Reading Kickoff Party

Sunrise green space / Southern Pines Public Library • 10:00 AM–12:00 PM

Kick off the library’s Summer Reading program with snacks, prizes, music and outdoor fun—ideal for Highland Trails families looking to engage kids in reading and community on a sunny morning.

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June 4, 2026 (and weekly Thursdays)

Moore County Farmers Market at Armory Sports Complex

Armory Sports Complex, Southern Pines • 9:00 AM–12:30 PM

A weekly farmers market just a few miles away where Highland Trails residents can shop fresh, locally grown produce and artisanal goods—perfect for weekend grocery planning and supporting local vendors.

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June 19–20, 2026

Moore County Juneteenth Celebration

West Southern Pines Center (June 19) & Cardinal Park, Pinebluff (June 20) • June 19: 4:00 PM–9:00 PM; June 20: 2:00 PM–9:00 PM

Two days celebrating freedom, heritage and community with live entertainment, food vendors, bounce houses and storytelling—meaningful and enriching for Highland Trails families wanting to join county‑wide cultural festivities.

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June 13, 2026

Sandhills Pride 2026

Southern Pines • 12:00 PM–8:00 PM

Regional Pride festival featuring celebration and visibility for LGBTQ+ community and allies—an inclusive event where Highland Trails residents can join a vibrant, affirming gathering right in Southern Pines.

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June 28, 2026

STEAM Sunday: Make Your Own Sundial

Southern Pines Public Library • 2:30 PM–3:30 PM

A hands‑on science‑art activity for elementary‑aged kids to build sundials—perfect for Highland Trails families seeking educational, creative weekend fun at their local library.

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From the Neighborhood

Stories, updates, and things to know in Highland Trails

Know Your Neighborhood

Local characteristics and demographics for Highland Trails

Neighborhood Characteristics

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Demographics

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