Trenton Homes with Durham - Charles E Jordan Sr High School

Welcome to Trenton, a charming subdivision nestled in the heart of Chapel Hill, North Carolina! This vibrant community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike. With its picturesque tree-lined streets and friendly neighbors, Trenton is a place where you can truly feel at home.

One of the standout features of Trenton is its proximity to top-notch educational institutions, particularly the highly regarded Durham - Charles E. Jordan Sr. High School. Families with school-aged children will appreciate the quality of education and the enriching extracurricular activities available at this esteemed high school. The commitment to academic excellence in this area ensures that your children will receive a solid foundation for their future.

The homes in Trenton are thoughtfully designed, offering a variety of styles and sizes to suit diverse lifestyles. From cozy single-family homes to spacious residences, you’ll find properties that cater to every need and preference. Many homes feature modern amenities, open floor plans, and beautifully landscaped yards, creating a warm and inviting atmosphere.

Beyond the homes, Trenton boasts easy access to local parks, shopping centers, and dining options, making it a convenient location for everyday living. The community’s close-knit feel is complemented by numerous social events and activities, fostering a sense of belonging among residents.

If you’re seeking a welcoming neighborhood with excellent schools and a vibrant community spirit, look no further than Trenton in Chapel Hill. Come and discover the perfect place to call home!

Newest Trenton Homes with Durham - Charles E Jordan Sr High School

$915,000

5 Beds ⋅ 4 Baths ⋅ 10189683 MLS ⋅ ACTIVE Status

Set on a beautifully manicured lot, this elegant brick-front home offers exceptional privacy, gracious living spaces, and a wonderfully convenient location. An entrance fountain sets the tone, while soaring windows, hardwood floors, and abundant natural light create a bright, sophisticated interior. The main-level primary suite offers the ease of first-floor living. The open Great Room, with dramatic floor-to-ceiling windows, overlooks the wooded landscape, while upgraded French doors lead to the deck and fenced backyard—perfect for intimate gatherings, relaxed evenings, or larger celebrations. You will love your breakfast room that puts you in the center of things for your morning coffee - and a formal dining room for your other meals. First floor deck with accessibility ramp. Upstairs, four spacious bedrooms and two ensuite baths offer tremendous flexibility, including the option for a second primary suite or bonus room. Plantation shutters and a whole-house generator add both style and comfort. Backing to Army Corps of Engineers land, the property enjoys a rare sense of privacy and a protected wooded backdrop. The property extends past the fence! And the location is exceptional—minutes to Duke, UNC, Southpoint, shopping, and dining, yet tucked away in a setting that feels far removed from it all. Private, light-filled, and beautifully situated—a gracious home in an exceptional Triangle location. New roof in 2020.

4305 Taylor Hall Pl, Chapel Hill

$880,000

4 Beds ⋅ 3 Baths ⋅ 10183217 MLS ⋅ ACTIVE Status

Rarely does a home offer the ease of main-level living while still providing generous space for family, guests, hobbies, and entertaining. Beautifully designed and impeccably maintained, this Trenton home features a highly sought-after floor plan with a spacious first-floor primary suite, a private study, and a separate main-level guest bedroom with an adjacent full bath—offering exceptional flexibility for today's lifestyle and the years ahead. The soaring two-story family room, anchored by a fireplace and custom built-ins, is filled with natural light and flows seamlessly into the breakfast area and kitchen, creating an inviting space for everyday living and effortless entertaining. A formal living/dining room provides an elegant gathering space, while the expansive screened porch and adjoining deck overlook a beautifully landscaped backyard that feels both peaceful and private. Upstairs, two spacious bedrooms, a full bath, and an oversized bonus room provide the perfect separation for family, guests, recreation, or a second living area. A walk-in attic offers exceptional storage, while the oversized three-car garage provides abundant space for vehicles, outdoor gear, and hobbies. Situated on nearly half an acre in the established Trenton neighborhood, this home offers exceptional convenience to UNC-Chapel Hill, Duke University, Research Triangle Park, Southpoint Mall, and RDU International Airport, placing some of the Triangle's most sought-after destinations just minutes away.

206 Yale Ln, Chapel Hill

$1,224,000

5 Beds ⋅ 4 Baths ⋅ 10180760 MLS ⋅ ACTIVE Status

Set on 5.54 picturesque acres, this beautifully crafted brick home offers exceptional space, versatility, and a peaceful setting just minutes from Chapel Hill conveniences. Thoughtfully designed for everyday living and entertaining, the home features a welcoming main level with a dedicated office, a light-filled sunroom overlooking the property, and inviting living spaces that flow with ease. The finished walk-out basement expands the home's flexibility with a private bedroom, full bath, and convenient kitchenette, making it ideal for extended stays, guests, recreation, or hobby space. Outdoors, enjoy the beauty and privacy of the expansive acreage with plenty of room for gardening, outdoor activities, or simply taking in the natural surroundings. A detached garage provides additional storage, workshop potential, or space for vehicles and equipment. Whether you're seeking room to spread out, a functional floor plan, or the tranquility of a large homesite, this property offers a rare opportunity to enjoy country-inspired living with easy access to shopping, dining, parks, and major commuting routes. Experience the perfect balance of timeless brick construction, flexible living spaces, and a beautiful Chapel Hill setting. Property is being sold "as is".

4500 Trenton Rd, Chapel Hill

$1,150,000

4 Beds ⋅ 5 Baths ⋅ 10174334 MLS ⋅ ACTIVE Status

Tucked away on a quiet cul-de-sac in one of Chapel Hill's hidden gem neighborhoods, 4317 Taylor Hall Place offers exceptional craftsmanship, generous living spaces, and remarkable curb appeal. A welcoming wrap-around covered front porch and beautifully landscaped grounds create an unforgettable first impression, while the light-filled interior showcases timeless Craftsman-inspired details throughout. The dramatic two-story foyer opens to an inviting floor plan designed for both everyday living and entertaining. The spacious living room features a gas-log fireplace framed by elegant transom windows, while the breakfast nook's bay window overlooks the stunning backyard. The well-appointed kitchen is a chef's delight with granite countertops, a center island, stainless steel appliances, built-in oven, built-in microwave, gas cooktop, and a convenient Butler's pantry. The luxurious primary suite is a true retreat, complete with a trey ceiling, a private sitting room, and a spa-inspired bath featuring a unique two-sided gas fireplace shared between the bedroom and bath. Three additional bedrooms provide comfortable accommodations, including two connected by a Jack-and-Jill bath and a fourth bedroom with its own private en-suite bath. The third floor offers an incredible retreat unlike anything else. A spacious bonus room and adjoining office with built-in cabinetry, sink, and mini-fridge provide outstanding flexibility for work, hobbies, or guests, while the magnificent media room is ready for movie nights, gaming, or watching the big game. Outdoor living is equally impressive with a huge deck overlooking the beautifully landscaped yard. A three-car garage provides abundant storage, and the sought-after cul-de-sac location offers both privacy and a true neighborhood feel. All of this is conveniently located just minutes from UNC, Duke, I-40, shopping, dining, and countless everyday conveniences. Combining thoughtful design, outstanding amenities, an exceptional setting, and an unbeatable location, this is a home that truly has it all.

4317 Taylor Hall Pl, 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 .