Highland Estates Real Estate

Welcome to Highland Estates, a picturesque subdivision nestled in the heart of Chapel Hill, North Carolina. This charming community offers a perfect blend of suburban tranquility and vibrant local culture, making it an ideal place to call home.

Highland Estates is renowned for its beautifully landscaped streets, where mature trees provide a serene backdrop for leisurely strolls and friendly neighborhood gatherings. The homes here are a delightful mix of architectural styles, each exuding character and warmth, ensuring that every resident finds a space that resonates with their personal taste.

One of the standout features of Highland Estates is its close-knit community atmosphere. Residents enjoy a variety of amenities, including well-maintained parks, playgrounds, and walking trails that encourage outdoor activities and foster connections among neighbors. Families will appreciate the top-rated schools nearby, which are part of the highly acclaimed Chapel Hill-Carrboro City Schools district, known for its commitment to academic excellence.

Conveniently located, Highland Estates offers easy access to the vibrant downtown area of Chapel Hill, where a rich tapestry of dining, shopping, and cultural experiences awaits. Whether you’re indulging in a local café, exploring art galleries, or attending community events, there’s always something exciting happening just around the corner.

With its idyllic setting, friendly community, and proximity to all that Chapel Hill has to offer, Highland Estates is more than just a place to live; it’s a place to thrive. Come discover your dream home in this enchanting neighborhood and experience the best of North Carolina living!

Newest Listings in Highland Estates

$599,900

4 Beds ⋅ 3 Baths ⋅ 10195410 MLS ⋅ ACTIVE Status

Set on 1.67 wooded acres, this beautifully maintained home combines a FLEXIBLE floor plan, generous living spaces, and EXCEPTIONAL INDOOR + OUTDOOR living in an AMAZING LOCATION. A welcoming rocking-chair front porch opens to an inviting interior with a soaring family room, formal dining room, and a versatile main-level FLEX ROOM ideal for a home office, library, den, or additional living area. The kitchen offers generous cabinetry, stainless appliances, ample workspace, and a LARGE PANTRY, with an adjoining breakfast and informal dining area featuring a TWO-SIDED FIREPLACE shared with the family room. The MAIN-LEVEL PRIMARY SUITE is a standout, featuring a completely RENOVATED PRIMARY BATH with dual vanities, soaking tub, and a separate shower and EXTRA STORAGE. Upstairs are additional bedrooms, another flexible bedroom/bonus space, and convenient walk-in attic storage. Outdoor living may be the best part of all. An expansive deck leads to a HUGE SCREENED PORCH surrounded by seasonal vinyl WINDOW PANELS that extend its usability beyond the warmer months, along with a separate supplemental heat source for cooler weather. With views of the wooded backyard, it creates a wonderful space for dining, entertaining, or simply enjoying the peaceful setting. Additional features include a GENERATOR, tankless H2O, generous storage, and an attached two-car garage. Even better, the neighborhood offers PARK-LIKE COMMON AREAS, PICNIC SPACE, AND A COMMUNITY POND, providing a setting that feels spacious and connected to nature while still offering the benefits of an established community.

337 Chatham Dr, Chapel Hill

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Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .