Ryans Crossing Homes with Chatham - Northwood High High School

Welcome to Ryans Crossing, a charming subdivision nestled in the heart of Pittsboro, North Carolina, within the picturesque Chatham County. This delightful community is perfectly situated for those who appreciate the tranquility of suburban living while enjoying the conveniences of nearby urban amenities.

Ryans Crossing is characterized by its welcoming atmosphere and beautifully designed homes, making it an ideal choice for families, young professionals, and retirees alike. The subdivision features a variety of architectural styles, ensuring that there is a perfect home for everyone. With spacious layouts and modern finishes, these residences are designed to cater to a comfortable and stylish lifestyle.

One of the standout features of Ryans Crossing is its proximity to top-rated educational institutions, including Chatham - Northwood High School. Families with school-aged children will appreciate the quality of education available within the area, providing a nurturing environment for academic growth and development. The school is known for its dedicated staff, diverse curriculum, and strong community involvement, making it an attractive option for families looking to settle in this vibrant community.

Beyond the homes and schools, Ryans Crossing offers easy access to the scenic beauty of Chatham County, with parks, walking trails, and recreational facilities just a stone's throw away. Whether you’re enjoying a peaceful evening stroll or engaging in community events, you’ll find that Ryans Crossing embodies the essence of Southern charm and hospitality.

Discover your dream home in Ryans Crossing, where community spirit and comfort come together in perfect harmony.

Newest Ryans Crossing Homes with Chatham - Northwood High High School

$1,290,000

4 Beds ⋅ 4 Baths ⋅ 10188780 MLS ⋅ ACTIVE Status

Welcome home to this custom-built residence by award-winning ICG Homes. Meticulously designed and maintained, this home features numerous high-end upgrades completed both during and after construction, creating a truly serene and luxurious feel from the moment you walk through the door. Detailed information is available outlining the property's extensive upgrades, including a whole-home generator, custom blinds, remote-controlled shades, and numerous audio, and technology enhancements. With a thoughtful layout ideal for entertaining and multigenerational living, the home includes two en-suite bedrooms on the main floor, including a spa-like primary suite retreat. In the living room, a 12-foot stacking door opens completely to a vaulted, light-filled screened porch, creating a seamless indoor-outdoor living experience. The upgraded chef's kitchen features custom-designed cabinetry and provides a warm, welcoming space for friends and family to gather. Several additional flex spaces allow the home to adapt to your specific needs. The upstairs flex room includes a closet and can serve as an optional fifth bedroom, office, or media room. A separate bonus room and dedicated workout room provide even more flexibility. This beautiful home is located in Ryan's Crossing, Pittsboro's premier conservation neighborhood. This exceptional community is centered around 47 acres of conserved open space, providing a lush, green environment and generously sized lots. Residents enjoy direct access to the Briar Chapel trail system for miles of hiking and biking, as well as a private half-mile walking trail with a yoga pavilion. With the final homes in Ryan's Crossing priced from $1.4M to $2M, this property offers exceptional value along with an extensive collection of upgrades. The location is also highly convenient, just minutes from Chapel Hill, Pittsboro, and Jordan Lake. A 3D tour is available. Welcome home!

116 Emelia Ln, Pittsboro

$1,749,000

4 Beds ⋅ 7 Baths ⋅ 10182713 MLS ⋅ ACTIVE Status

2026 Parade of Homes Entry! No backyard neighbors. Ever. This stunning new home was completed Summer 2026. Tour this exceptional Triple A Homes residence before Parade of Homes begins this fall. One of the first things you'll notice is how peaceful and quiet it is. You can hear the sounds of nature and yet you're still just five minutes from Chapel Hill and everyday conveniences. A timeless stone exterior creates an elegant first impression, while oversized windows throughout the home capture abundant natural sunlight. Backing to permanently protected conservation land, the property offers wooded views, exceptional privacy, and the peace of mind that your backyard will never be developed. With room for your dream pool, this home is designed for those who value luxury, peace and privacy. Designed for both everyday living and elegant entertaining, the main level features a dramatic two story foyer with a floating staircase, a soaring two story great room with a fireplace, and a gourmet kitchen with high-end JennAir appliances and an adjoining fully appointed scullery and pantry. The bright family room opens to a private screened porch with a fireplace, creating the perfect place to relax while overlooking the peaceful wooded backyard and conservation views. The luxurious main level primary suite features vaulted ceilings, a spa inspired bath, and a generous walk in closet. A private office or guest suite with its own full ensuite bath provides additional flexibility, while a well appointed mudroom adds everyday convenience. Upstairs, three additional bedrooms each feature a private ensuite bath and walk in closet, PLUS a bonus or rec room and an additional half bath. Professionally curated designer finishes create a timeless, sophisticated aesthetic throughout. Located in one of the area's premier custom home communities, residents enjoy 114 acres of preserved woodlands, walking trails, a yoga pavilion, and open green spaces, all just minutes from Chapel Hill, Pittsboro, Jordan Lake, and major commuter routes. Square footage is based on architectural plans. Pool image is for illustrative purposes only.

346 Lila Dr, Pittsboro

$1,575,000

4 Beds ⋅ 5 Baths ⋅ 10177168 MLS ⋅ ACTIVE Status

If peace, privacy, and luxury are at the top of your wish list, than this exceptional home by ICG Homes delivers. Tucked away on one of the quietest cul de sac streets in sought after Ryan's Crossing with room for a pool, this thoughtfully designed home offers a highly functional floor plan with endless possibilities for entertaining, working from home, hosting guests, and everyday living. The main level features a luxurious first floor owner's suite, plus private guest suite, dedicated study, formal dining room, and an expansive family room that flows seamlessly into the chef's kitchen and screened porch with fireplace. Beautifully appointed with premium Thermador appliances, an oversized center island, and a spacious walk in pantry, the kitchen is designed to impress while making everyday living effortless. The spa inspired owner's bath and oversized walk in closet create a private retreat you'll look forward to every day, while abundant storage throughout the home ensures there's a place for everything. Upstairs, you'll find spacious secondary bedroom suites, a large game room, media room, and generous walk in storage. A screened porch and three car garage complete this remarkable home, offering the perfect setting to relax and enjoy the peaceful surroundings. Ryan's Crossing is one of the Triangle's premier luxury communities, surrounded by acres of protected conservation land with scenic walking trails, yet just minutes from Chapel Hill, UNC, Duke, RTP, Jordan Lake, and the growing amenities of Pittsboro. This home is due to be completed in December 2026. Photos are of a previously built by ICG Homes and are for illustrative purposes only. Square footage is based on architectural plans, & property taxes are based on vacant lot.

377 Lila Dr, Pittsboro

$210,000

10119345 MLS ⋅ ACTIVE Status

Rare opportunity to build your dream home with the builder of your choice. This is the only lot in Ryan's Crossing available for a custom build outside of the community's builder team. Set on a large one-acre homesite with gorgeous wooded treetop views, it offers both space and scenery in a neighborhood known for luxury and natural beauty. Bring your own builder with an approved plan or choose from the community's award-winning builders. All plans are subject to Architectural Review Board approval, ensuring the highest design and construction standards. Enjoy the tranquility of nature while remaining close to all the conveniences of Chapel Hill and Pittsboro. Ryan's Crossing features miles of connected hiking trails, a half-mile nature trail and exercise loop, and an open-air pavilion. Come visit this beautiful neighborhood and arrange an appointment to start your costum dream home.

236 Emelia Ln, Pittsboro

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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 .