Winmore Homes for Sale

Welcome to Winmore, a charming subdivision nestled in the heart of Chapel Hill, North Carolina. This vibrant community offers a perfect blend of modern living and natural beauty, making it an ideal place for families, young professionals, and retirees alike. With its tree-lined streets and meticulously landscaped yards, Winmore exudes a welcoming atmosphere that invites you to explore and settle in.

Winmore features a diverse selection of homes for sale, ranging from contemporary townhouses to spacious single-family residences. Each home is thoughtfully designed, showcasing open floor plans, high-end finishes, and energy-efficient features that cater to today’s discerning buyers. Whether you’re looking for a cozy retreat or a larger family abode, you’ll find something that meets your needs in this delightful community.

One of the standout features of Winmore is its commitment to outdoor living. Residents can enjoy an array of amenities, including scenic walking trails, parks, and playgrounds, all designed to promote an active and engaged lifestyle. The community also fosters a strong sense of camaraderie, with regular events and activities that encourage neighbors to connect and build lasting friendships.

Located in the highly sought-after Orange County, Winmore offers easy access to top-rated schools, shopping, dining, and cultural attractions that Chapel Hill is famous for. With its rich history and vibrant arts scene, you’ll never run out of things to do.

If you’re ready to find your dream home in a community that truly feels like family, explore the homes for sale in Winmore today and discover the perfect place to call home!

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

Start Your Search

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 .