Highland Estates Real Estate

Welcome to Highland Estates, a charming subdivision nestled in the heart of Chapel Hill, North Carolina, within the picturesque Chatham County. This idyllic community is the perfect blend of suburban tranquility and vibrant city life, making it an ideal place for families, professionals, and retirees alike.

Highland Estates boasts a diverse selection of beautifully designed homes, each thoughtfully crafted to cater to a variety of lifestyles. With spacious layouts, modern amenities, and lush landscaping, residents enjoy the comfort and elegance of their surroundings. The community is known for its friendly atmosphere, where neighbors gather for seasonal events and children play in safe, open spaces.

One of the standout features of Highland Estates is its proximity to Chapel Hill's renowned attractions. Just a short drive away, you’ll find the charming downtown area, filled with unique shops, delightful restaurants, and cultural landmarks. For nature enthusiasts, the nearby parks and trails offer endless opportunities for outdoor activities, from hiking and biking to picnicking in the sun.

Families will appreciate the excellent educational opportunities provided by the Chapel Hill-Carrboro City Schools, known for their commitment to academic excellence and innovative programs. Additionally, the community's convenient access to major highways makes commuting to nearby cities like Durham and Raleigh a breeze.

In Highland Estates, you’ll discover not just a home, but a vibrant community where life is enriched by the beauty of nature and the warmth of neighborly connections. Come and experience the charm of Highland Estates, where your dream home awaits!

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 .