Winmore Real Estate

Welcome to Winmore, a picturesque subdivision nestled in the heart of Chapel Hill, North Carolina. Known for its vibrant community and stunning landscapes, Winmore offers a unique blend of suburban tranquility and urban convenience, making it one of the most sought-after neighborhoods in Orange County.

Winmore is designed with families and outdoor enthusiasts in mind. The neighborhood features beautifully crafted homes that reflect a range of architectural styles, ensuring that every resident can find their perfect sanctuary. With meticulously manicured lawns and tree-lined streets, the aesthetic appeal of Winmore is second to none.

One of the standout features of Winmore is its commitment to community and connectivity. Residents enjoy access to an array of amenities, including walking trails, parks, and playgrounds, fostering a sense of belonging and camaraderie among neighbors. The community's central park is a favorite gathering spot, hosting seasonal events and providing a space for children to play and families to relax.

Location is key, and Winmore excels in this regard. Situated just minutes from the vibrant downtown area of Chapel Hill, residents have easy access to a plethora of dining, shopping, and entertainment options. The renowned University of North Carolina is also nearby, enriching the community with cultural events and educational opportunities.

In Winmore, you’re not just buying a home; you’re investing in a lifestyle. Experience the charm of this exceptional neighborhood, where community spirit and natural beauty come together in perfect harmony. Welcome home to Winmore, where your dream lifestyle awaits!

Newest Listings in Winmore

$356,000

2 Beds ⋅ 3 Baths ⋅ 10181884 MLS ⋅ ACTIVE Status

Light-filled end-unit townhome nestled in Winmore, one of the area's most sought-after neighborhoods. This beautifully maintained 2-bedroom, 2.5-bath home offers high-end comfort and effortless living. The main floor features a seamless 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 both Chapel Hill High School and Smith Middle School, but also connect you to the extensive trail system at Carolina North Forest. The location is hard to beat: designated for highly rated Chapel Hill-Carrboro City Schools and 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

$899,950

4 Beds ⋅ 4 Baths ⋅ 10181306 MLS ⋅ ACTIVE Status

Now Offered at a Compelling New Price. A rare opportunity to own one of the final new-construction residences in Winmore, one of Chapel Hill's most sought-after neighborhoods. Built by Hammer & Nails General Contractors, a respected Carrboro custom builder, this home reflects a thoughtful balance of modern design, exceptional craftsmanship, and effortless livability. Clean architectural lines, expansive windows, and an airy open floor plan create interiors filled with natural light and a quiet sense of sophistication. Designed for both intimate daily living and gracious entertaining, the residence offers four spacious bedrooms, a generous bonus room, and beautifully proportioned gathering spaces. At the heart of the home, the kitchen is appointed with Thermador appliances, custom cabinetry, an oversized quartz island, and carefully selected finishes that blend timeless elegance with everyday functionality. Wide-plank hardwood floors lend warmth throughout, while a conditioned crawlspace and meticulously constructed building envelope provide lasting comfort and efficiency. An attached two-car garage completes the home's considered design. Walk in the well preserved green spaces and scenic trails. The Winmore community is moments from downtown Chapel Hill and offers convenient access to Seawell Elementary, Smith Middle School, Chapel Hill High School, and Legacy Academy Preschool. Beautifully crafted and thoughtfully designed, 201 E. Winmore presents a rare offering, where contemporary luxury, enduring quality, and one of Chapel Hill's most desirable settings come together in perfect harmony.

201 E Winmore Ave, Chapel Hill

$505,000

3 Beds ⋅ 4 Baths ⋅ 10179648 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

$1,150,000

5 Beds ⋅ 5 Baths ⋅ 10175093 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. The main level features an expansive open-concept family room with a fireplace and built-ins, a private office with custom built-ins, and a formal dining room with classic moldings. The chef's kitchen is designed for gathering, with a massive center island, oversized banquette seating, abundant storage, and an adjoining butler's pantry. A spacious mudroom with a copper sink adds everyday convenience. A stunning Southern front porch and two screened back porches extend the living space outdoors. The landscaped front yard, oversized paver patio in back, and rear-entry two-car garage complete this exceptional property. Upstairs, the luxurious primary suite features dual walk-in closets and a spa-like bath with a soaking tub, separate shower, and dual vanities. An upstairs porch shared by the primary suite and bonus room offer another opportunity to enjoy the outdoors. Generously sized secondary bedrooms, a large bonus room with window seat, and an expansive third-floor recreation/media room with a full bath provide exceptional flexibility for entertaining, guests, fitness, or play. Adding to its appeal, this incredible home is in the eco-friendly Winmore community—where timeless architecture, exceptional living spaces, and an unbeatable location come together. Perfectly situated in the highly desirable walk zone for Seawell Elementary, Smith Middle, and Chapel Hill High School, Winmore offers its residents a stunning environment and ample amenities including a swimming pool with a cabana, a children's playground, over two miles of paved walking trails, a community garden, an orchard, and true community connection. Come see it today!

305 E Winmore Ave, Chapel Hill

$309,988

10168361 MLS ⋅ ACTIVE Status ⋅ Winmore Live Work BLDG.

240 E Winmore is not just a well hidden gem of an opportunity for a new business to thrive. The vibrant energy in the space is a warm and beautiful welcome to anyone that enters the space. Located in one of Chapel Hill's interactive and growing neighborhoods. This opportunity is perfect for that business idea you been looking to bring to live. Can be used for a office or retail space.

240 E Winmore Ave Unit C2, 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 .