Chesley Real Estate

Welcome to Chesley, a delightful subdivision nestled in the heart of Chapel Hill, North Carolina! Known for its picturesque surroundings and vibrant community spirit, Chesley offers residents a perfect blend of tranquility and convenience.

With its tree-lined streets and beautifully landscaped homes, Chesley is a haven for families, professionals, and retirees alike. The subdivision boasts a variety of charming single-family homes, many featuring modern amenities and spacious layouts that cater to diverse lifestyles. Whether you're looking for a cozy starter home or a larger residence with room to grow, Chesley has something for everyone.

One of the standout features of living in Chesley is its proximity to some of the best that Chapel Hill has to offer. Residents enjoy easy access to local parks, walking trails, and recreational facilities, making it an ideal place for outdoor enthusiasts. The vibrant downtown area, just a short drive away, is brimming with unique shops, delightful dining options, and cultural attractions, ensuring that there’s always something to do.

Families with children will appreciate the highly-rated schools in the area, which are known for their commitment to academic excellence. Additionally, the friendly neighborhood atmosphere fosters a strong sense of community, with regular events and gatherings that bring residents together.

If you're seeking a charming place to call home in Chapel Hill, look no further than Chesley. With its inviting ambiance, convenient location, and strong community ties, it's no wonder that Chesley is one of the most sought-after subdivisions in Orange County. Come and discover the perfect blend of comfort and convenience in this beautiful neighborhood!

Newest Listings in Chesley

$1,299,900

5 Beds ⋅ 5 Baths ⋅ 10189249 MLS ⋅ ACTIVE Status

!!! OPEN HOUSE: Saturday 9/12/2026 10:00am - 12:00PM, Come view this gorgeous property and meet with listing agent for questions or offers! !!! Welcome to this beautifully appointed 5-bedroom, 3 full and 2 half bath home offering exceptional space, character, and thoughtful updates throughout. The primary suite is conveniently located on the main level, while the spacious upstairs bedrooms provide plenty of room for family, guests, or a home office. Beautifully updated Primary Bedroom complete with fireplace and updated private en suite. Gorgeous tile flooring, soaker tub, separate shower, water closet, and his and hers vanities complete the spa like primary bath. An impressive open loft overlooks the lower level, creating a wonderful additional living or flex space. Beautiful hardwood floors extend throughout the home, complemented by a formal dining room, family room, living room, breakfast nook, and main-level laundry room. Three fireplaces add warmth and character to the primary bedroom, Family, and living room. The bonus room above the 3-car garage features a wet bar, offering an ideal space for entertaining, a media room, recreation area, or private retreat. Upstairs also features a large storage closet for added convenience, along with additional unfinished space. Outdoor living is just as inviting, with a charming rocking-chair front porch, screened-in back porch, and expansive patio, perfect for relaxing or entertaining. The 3-car garage includes a closet shelving system for excellent organization and storage along with a high voltage EV charger. Numerous updates and improvements provide added peace of mind, including replacement of all water pipes, a dehumidified and relined crawl space, refinished first-floor hardwoods, and a new roof. Additional updates include a new dishwasher and refrigerator, renovated second-floor bathroom, covered gutter system, remodeled laundry room and entry flooring, renovated primary bath, remodeled guest bathroom, and exterior chimney support installed by Tarheel Basements with a lifetime transferable warranty. With generous living spaces, multiple entertaining areas, a main-level primary suite, bonus room with wet bar, 3-car garage, and extensive updates, this home offers the perfect blend of comfort, functionality, and timeless appeal.

105 Ukiah Ln, Chapel Hill

$1,125,000

4 Beds ⋅ 5 Baths ⋅ 10186455 MLS ⋅ ACTIVE Status

Classic Chapel Hill elegance meets an exceptional location in this handsome all-brick traditional set among the stately homes of a coveted neighborhood dubbed the "Street of Dreams." Beautiful millwork, high ceilings, and fine architectural details create a timeless sense of quality. A quiet lot with level entry from the driveway and an easy-care yard makes the setting as practical as it is beautiful. The gracious floor plan offers a grand primary suite, inviting living spaces, and a dedicated office or library framed by beautiful built-ins. Upstairs, a huge third-floor bonus room provides exceptional flexibility for a media room, playroom, home gym, or whatever your lifestyle requires. And then there is the location. Walk to East Chapel Hill High, Cedar Falls Park and its miles of trails, Chapel Hill Creamery, and The Pig for delicious BBQ and hushpuppies. Enjoy art-house films at The Chelsea, just down the street, or head to Duke in about 12 minutes and UNC in just 10, making this an ideal home for a house divided between Tar Heel and Blue Devil loyalties. Wegmans, Trader Joe's, Whole Foods, Starbucks and more are only minutes away. With easy access to I-40, RDU and RTP are approximately 20 minutes away. A gracious home, a peaceful setting, and a truly exceptional location come together here to offer the very best of Chapel Hill living.

104 Chesley Ln, 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 .