Chesley Real Estate

Welcome to Chesley, a charming subdivision nestled in the heart of Chapel Hill, North Carolina, within the picturesque Orange County. This delightful community offers an ideal blend of suburban tranquility and urban convenience, making it a perfect place for families, professionals, and retirees alike.

Chesley is characterized by its beautifully landscaped streets, where tree-lined avenues and well-maintained homes create a warm and inviting atmosphere. Residents enjoy a strong sense of community, with friendly neighbors and a variety of social activities that foster connections and friendships. The subdivision features a mix of architectural styles, ensuring a unique and visually appealing environment for all.

One of the standout features of Chesley is its proximity to some of the best amenities that Chapel Hill has to offer. Just a short drive away, you'll find a plethora of shopping, dining, and entertainment options, including the vibrant Franklin Street, home to eclectic boutiques and local eateries. Nature enthusiasts will appreciate the nearby parks and trails, perfect for outdoor activities like hiking, biking, and picnicking.

Families in Chesley benefit from access to top-rated schools within the Chapel Hill-Carrboro City School District, known for its commitment to academic excellence and community involvement. Additionally, the area is conveniently located near major highways and public transportation, making commutes to nearby cities a breeze.

Whether you're looking to settle down or invest in a property, Chesley offers a welcoming community that embodies the best of North Carolina living. Come explore the charm of this subdivision and discover why so many are proud to call Chesley home!

Newest Listings in Chesley

$1,299,900

5 Beds ⋅ 5 Baths ⋅ 10189249 MLS ⋅ ACTIVE Status

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 .