Winmore Homes for Sale

Welcome to Winmore, a charming subdivision nestled in the heart of Chapel Hill, North Carolina. Known for its picturesque landscapes and vibrant community spirit, Winmore offers the perfect blend of suburban tranquility and urban convenience. This delightful neighborhood is characterized by its tree-lined streets, beautifully designed homes, and a strong sense of camaraderie among residents.

Winmore stands out with its commitment to sustainability and outdoor living. The community features an array of parks, walking trails, and green spaces, making it an ideal setting for families, outdoor enthusiasts, and anyone looking to enjoy a healthy, active lifestyle. The nearby amenities include top-rated schools, shopping centers, and dining options, ensuring that everything you need is just a stone's throw away.

For those considering a move, Winmore boasts a variety of homes for sale, each offering unique architectural styles and modern conveniences. From cozy single-family homes perfect for first-time buyers to spacious residences ideal for growing families, there’s something for everyone in this welcoming community. Many properties feature open floor plans, gourmet kitchens, and lush backyards, providing the perfect canvas for creating lasting memories.

Living in Winmore means being part of a dynamic community that values connection and collaboration. With regular neighborhood events and a strong homeowners association, residents are encouraged to engage and foster relationships. If you’re looking for a place that combines comfort, community, and convenience, Winmore in Chapel Hill is the perfect destination to call home. Explore the available homes for sale today and discover your dream residence in this enchanting neighborhood!

Newest Winmore Homes for Sale

$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

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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 .