Winmore Homes with Chapel Hill Carrboro - Chapel Hill High School

Welcome to Winmore, a picturesque subdivision nestled in the heart of Chapel Hill, North Carolina. Known for its charming streets and vibrant community spirit, Winmore offers a unique blend of modern living and Southern hospitality. This family-friendly neighborhood is designed to foster connections among residents while providing a serene escape from the hustle and bustle of daily life.

Winmore is strategically located in Orange County, making it an ideal spot for those who appreciate the beauty of nature and the convenience of urban amenities. The subdivision features a variety of beautifully crafted homes, ranging from contemporary designs to classic Southern architecture. Each residence is thoughtfully designed to accommodate the needs of families, couples, and individuals alike, ensuring that everyone can find their perfect sanctuary.

One of the standout features of Winmore is its close proximity to Chapel Hill High School, making it an excellent choice for families with school-aged children. The highly-rated Chapel Hill Carrboro school system is renowned for its commitment to academic excellence and holistic student development, providing a nurturing environment for young minds to thrive.

In addition to its educational offerings, Winmore boasts a wealth of recreational opportunities. Residents can enjoy walking trails, parks, and community events that foster a sense of belonging. Whether you’re strolling through the tree-lined streets or engaging with neighbors at a local gathering, Winmore truly embodies the essence of community living.

Discover the charm of Winmore today, where your dream home awaits in a neighborhood that feels like family. Experience the perfect blend of comfort, community, and convenience in this enchanting Chapel Hill subdivision!

Newest Winmore Homes with Chapel Hill Carrboro - Chapel Hill High School

$475,000

3 Beds ⋅ 4 Baths ⋅ 10191428 MLS ⋅ ACTIVE Status

Welcome to this beautifully crafted, David Weekley townhome in the sought-after Winmore Community in Chapel Hill. 3-bedroom, 3.5-bathroom, this well-appointed home offers comfortable living spaces across multiple levels, providing functional separation for work, rest, and recreation. Bright and open living room on the main level, with high ceilings and details of crown molding, lead into the dining area and kitchen. The spacious rear deck off the kitchen overlooks a peaceful evergreen pine forest where deer and native birds are frequent visitors, creating a private retreat just outside your door. Granite countertops, an enormous kitchen island, and stainless steel appliances are ready for the gourmet cook. Upstairs landing has a custom built-in cabinet and bookcase. The generous primary bedroom and bathroom provide a sanctuary for relaxation. The secondary bedroom with en-suite bathroom offers flexibility for any practical uses. Both bedrooms offer great storage spaces in the walk-in closets. The immense third floor can be used as a guest suite with a full bath. The basement has a large storage space, and a mudroom with build-in bench and storage. The storage space is ready to be converted for an extra room with plumbing and AC connections ready to go. This home offers a beautiful setting with park views in the front, and forest views in the back. And yet, it's located in a vibrant community: summer movie nights on the Central Green, weekly food trucks, an extended-season community pool shaded by mature magnolia trees, playgrounds, tree-lined sidewalks, nearby hiking trails, and easy access to the Bolin Creek Greenway. Easy walk to the schools without having to cross any major road. Conveniently located near downtown Carrboro, UNC-Chapel Hill, and the best of the Triangle. A rare opportunity to own a home where thoughtful craftsmanship meets an extraordinary setting.

130 S Camellia St, Chapel Hill

$1,075,000

5 Beds ⋅ 5 Baths ⋅ 10190983 MLS ⋅ ACTIVE Status

This stunning 5-bedroom, 5-bath home in Winmore offers beautifully designed living spaces across three levels, blending timeless architecture with exceptional functionality. Custom millwork throughout reflects elevated finishes. The floorplan is thoughtfully versatile, adapting to your needs. The main-level office connects to a full bath, so it can moonlight as a first-floor sixth bedroom or guest suite as needed. The chef's kitchen is a social hub, with a massive island, cozy custom banquette seating, and a butler's pantry standing by for holiday hosting duty. Grab your coffee and head to the Southern front porch, one of two screened back porches, or the paver patio framed by a raised garden bed including fig and pomegranate trees. Outdoor living is basically a fourth floor here. Upstairs, the primary suite features dual walk-in closets (no more closet negotiations) and a spa-like bath made for soaking away the day. Its own private porch is shared with the bonus room next door, perfect for unwinding with an evening glass of wine and a book. Speaking of flexible spaces, the secondary bedrooms, bonus room, and third-floor rec/media room (complete with its own full bath) mean there's room for guests, a home gym, an additional office, game night headquarters, or all four on rotation. Storage abounds throughout, including custom built-ins, pantry pull-outs, attic space, a large IT closet with bookshelves, and overhead garage racks. And the best part? The sellers already did the hard work: recent interior and exterior painting, updated lighting and fixtures, deep-cleaned carpets, and freshened landscaping, all to get things move-in ready for its next owner. All that's left for you to do is unpack. Life in Winmore comes with its own perks, too: a pool with cabana, two playgrounds, miles of walking trails, a community garden, and an orchard, plus a coveted spot in the Seawell Elementary, Smith Middle, and Chapel Hill High School walk zone. Come fall in love in person!

305 E Winmore Ave, Chapel Hill

$990,000

5 Beds ⋅ 6 Baths ⋅ 10188337 MLS ⋅ ACTIVE Status

Elegant luxury defines this custom built home that backs to the woods but offers neighborhood amenities (pool, pocket parks, commercial area) with easy access to shopping, major highways, downtown Chapel Hill/UNC. If quality and peace of mind are of value, both can be found here: the charming courtyard will welcome you and your guests, and once inside, the 10' ceilings, open flow and abundance of natural light simply generate a relaxing feeling. Timeless designer touches, that oh-so-nice to have main floor bedroom/bath, full primary suite with two walk in closets and huge laundry room plus a finished third floor for any needed extra space; is there anything else on your wish list? Maybe a gourmet kitchen and spacious pantry? Screened porch? Private fenced yard? Its all here, and the HOA takes care of the landscaping so you have plenty of time to enjoy life. Welcome home.

121 Ruskin Dr, Chapel Hill

$680,000

4 Beds ⋅ 4 Baths ⋅ 10186432 MLS ⋅ ACTIVE Status

Della Delivers... with a fabulous open floor plan, 4 bedrooms, 3.5 baths, and an amazing kitchen! Custom cabinets, granite counters, a gas cooktop, wall oven, tile backsplash, and a wine fridge make this a space you'll actually want to cook in. Della Delights... with hardwood floors throughout the main level, an enormous kitchen island, and soaring 10 ft ceilings that make the main floor feel bright and open. Upstairs you'll find 3 bedrooms plus a versatile bonus/flex room with its own ensuite bath, ideal as a 4th bedroom, guest suite, home office, or playroom. This one is truly move-in ready (new paint and carpet July 2026) Step outside to a custom stone patio out back, perfect for morning coffee or entertaining under the stars. A 2-car detached garage adds even more storage and convenience and the fenced yard is a huge bonus. The Winmore neighborhood features a community pool, playground, and access to miles of trails. In the walk zone for Seawell Elementary, Smith Middle and Chapel Hill High School. This home truly does deliver! Come see what Della has to offer... you won't want to leave once you do!

312 Della St, Chapel Hill

$349,000

2 Beds ⋅ 3 Baths ⋅ 10181884 MLS ⋅ ACTIVE Status

Price Adjustment! Now listed under $350k, this end-unit townhome nestled in Winmore offers great value for buyers looking for a turn-key package in an established community in an incredible location. Includes lifestyle amenities such as neighborhood pool, park/playgrounds, and nature trails for walking/biking. Chapel Hill/Carrboro City Schools. - This beautifully maintained 2-bedroom, 2.5-bath home offers effortless living and convenience in a great location. The main floor features an open-concept design connecting the spacious kitchen, dining area, inviting living room, and convenient half bath. Upstairs, you will find two generous bedrooms—each with its own full bath—plus a versatile loft space ideal for a home office, secondary lounge, or exercise nook, along with a dedicated laundry area. High-speed fiber internet available. An integrated full-home dehumidifier system provides additional home comfort. Winmore offers an unparalleled community feel with a neighborhood pool, playground, green spaces, sidewalks, and direct access to gorgeous natural walking and running trails alongside Bolin Creek. The Bolin Creek trail system not only offers walkability to Chapel Hill High School, Smith Middle School, and Seawell Elementary School, but also connect you to the extensive trail system at Carolina North Forest. The location is hard to beat: Just minutes to UNC Campus, UNC Hospitals, local dining, groceries, and transit lines. Enjoy quick access to I-40 for effortless commutes throughout Durham, Raleigh, and the broader Triangle. Perfect for any buyer seeking convenient living in a premier location with phenomenal amenities, as well as investors seeking strong income-producing potential. Pro forma financials and continued management details available upon request. Furniture and personal property negotiable for a turn-key purchase.

106 Kiley St, 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 .