Highland Estates Homes for Sale

Welcome to Highland Estates, a picturesque subdivision nestled in the heart of Chapel Hill, North Carolina. This charming community is known for its serene atmosphere, beautiful landscapes, and a perfect blend of suburban tranquility and urban convenience. Highland Estates offers a unique opportunity for families, professionals, and retirees alike to find their dream home in one of the most sought-after areas in Chatham County.

The homes for sale in Highland Estates showcase a variety of architectural styles, ranging from contemporary designs to classic Southern charm. With spacious floor plans, modern amenities, and beautifully landscaped yards, each residence is crafted to provide comfort and elegance. Whether you’re looking for a cozy starter home or a luxurious estate, Highland Estates has something to suit every taste and budget.

Living in Highland Estates means enjoying the best of both worlds. Residents have easy access to Chapel Hill's vibrant downtown, filled with eclectic shops, gourmet dining options, and cultural attractions. The community is also conveniently located near top-rated schools, parks, and recreational facilities, making it an ideal place for families to thrive.

Nature enthusiasts will appreciate the nearby trails and green spaces, perfect for hiking, biking, and enjoying the great outdoors. With a welcoming community spirit and a commitment to maintaining a peaceful environment, Highland Estates is more than just a neighborhood; it’s a place to call home.

Explore the homes for sale in Highland Estates today and discover the perfect setting for your next chapter in life!

Newest Highland Estates Homes for Sale

$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 .