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Winmore Homes for Sale

Located in Chapel Hill, North Carolina, Winmore is a pedestrian-friendly community that harmoniously blends residential living with natural surroundings. The neighborhood features interconnected streets, ample green spaces, and a variety of housing options, catering to diverse lifestyle preferences.

Key Features: Winmore emphasizes environmental consciousness with its extensive green spaces and walking trails, promoting an active and eco‑friendly lifestyle. The community offers a range of residences, including single‑family homes, townhomes, and condos—all designed with modern amenities to meet varying needs. Residents enjoy access to playgrounds, village greens, and a commercial center within the neighborhood, enhancing convenience and fostering a sense of community.

Real Estate Snapshot: As of recent data, Winmore has several homes available for sale, with prices ranging from $395,000 to $1.2 million. This range reflects the community's diverse housing options and commitment to quality living.

Conclusion: Winmore offers a unique living experience that combines modern conveniences with a strong sense of community and environmental stewardship. Its strategic location and diverse housing options make it an attractive choice for prospective homeowners in Chapel Hill.

Winmore Homes for Sale

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305 E Winmore Ave, 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

106 Kiley 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 .

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