High Point

Westchester, High Point Neighborhood

Westchester is a charming, established neighborhood known for its tree-lined streets, spacious yards, and a welcoming, tight-knit community. Featuring a blend of classic brick homes and thoughtfully updated residences, Westchester offers a serene suburban feel while fostering genuine neighborly connections. It's the kind of place where front porches invite conversation and every season brings families together.

High Point offers a peaceful residential environment characterized by quiet streets and a relaxed atmosphere. Housing options are predominantly single detached homes with two or three bedrooms, built mostly around 1980, providing a solid sense of community. Primary schools are conveniently located near all residential areas, complemented by private elementary and secondary educational institutions. The neighborhood features over 50 grocery stores and more than 250 restaurants, catering well to diverse culinary preferences. While the terrain limits cycling infrastructure, access by car is excellent, with most homes situated just a short drive from major highways and ample parking available throughout the area.

High Point offers a relaxed environment. High Point is very quiet, as there are generally low levels of noise from traffic.

Highlights of Westchester

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

🌳 Westchester Park

Situated off Westchester Drive, Westchester Park provides residents with spacious green spaces, walking trails, tennis courts, a playground, and picnic shelters—making it a favorite spot for family outings, community gatherings, and leisurely strolls in nature.

🏫 Westchester Country Day School

Located on Phillips Avenue, this prestigious private school is well-known for its rigorous academics, strong athletics, and vibrant arts programs. It’s a key part of the neighborhood’s appeal for families prioritizing top-tier education in a close-knit community setting.

🍽️ Penny Path Café & Crêpe Shop

Nestled on Westchester Drive, Penny Path is a cherished local eatery famous for its sweet and savory crêpes, cozy ambiance, and unique chalkboard menus—making it a neighborhood staple for breakfast, brunch, and casual meals.

🛒 Westchester Commons Shopping Center

Anchored by several major stores and local businesses, this shopping hub on Westchester Drive offers convenient access to groceries, dining, and services—all central to daily life and walkable for many neighborhood residents.

🚴 Greenway Trail Access at Armstrong Park

Armstrong Park, off Centennial Street, offers a trailhead for the High Point Greenway, allowing Westchester locals to easily walk, run, or bike along scenic routes that connect to several parks and neighborhoods throughout the area.

A High Point Neighborhood

This June in Westchester

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

June 6, 2026

FREE Summer Kickoff Event in Downtown High Point

Wilson Plaza, outside Stock+Grain, Downtown High Point • 2:00 PM–5:00 PM

A lively, family‑friendly afternoon in Downtown High Point with interactive games, vendor market, splash pad fun, bubble party, and more—perfect for residents to connect, shop local, and kick off summer without spending a dime.

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June 27, 2026

RnB Soul Picnic

Oak Hollow Festival Park • 2:00 PM–11:00 PM

A soul‑nurturing, family‑friendly festival celebrating R&B music, food, wellness vendors and games—a chance for Westchester area families to enjoy community, culture and relaxation in a beautiful park setting.

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June 1–July 31, 2026

High Point Public Library Summer Reading Program

High Point Public Library

Engaging summer reading for children, teens and adults with reading logs, prizes like free books or grand‑prize raffles—great for local families looking to stay active and motivated through books all summer long.

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June 2, 2026

Software Basics Class at High Point Public Library

High Point Public Library – Computer Lab • 10:00 AM–11:30 AM

A practical, beginner‑friendly workshop on computer software skills—ideal for residents looking to learn or refresh digital skills in a supportive local environment.

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June 26, 2026

Health Fair at High Point Public Library

High Point Public Library • 11:00 AM–2:00 PM

Free screenings and health education co‑hosted by the library and High Point Regional Hospital—convenient and valuable for Westchester families focusing on wellness and preventive care.

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From the Neighborhood

Stories, updates, and things to know in Westchester

Know Your Neighborhood

Local characteristics and demographics for Westchester

Neighborhood Characteristics

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Demographics

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