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210 E Winmore Ave, Chapel Hill

Charming End-Unit Condo with a Spacious Private Covered Terrace in Winmore! Enjoy your own outdoor retreat overlooking community green space—perfect for morning coffee, dining outdoors, or unwinding at the end of the day. Inside, 2 bedrooms, 2 full baths, and a separate office offer flexibility for working from home, hobbies, or occasional guest space. High ceilings and abundant windows create an airy, light-filled interior, complemented by fresh interior paint and a new water heater installed in 2026. A residential entrance shared by just two residences adds a sense of privacy, with convenient parking nearby. Winmore's varied architecture, charming streetscapes, and inviting green spaces create a distinctive village atmosphere. Enjoy the community pool, walking trails, and ease of low-maintenance condo living, with elementary, middle, and high schools all within walking distance. Convenient to UNC, downtown Chapel Hill and Carrboro, shopping, and dining.

2 Beds ⋅ 2 Baths ⋅ 10199209 MLS ⋅ ACTIVE Status

Charming End-Unit Condo with a Spacious Private Covered Terrace in Winmore! Enjoy your own outdoor retreat overlooking community green space—perfect for morning coffee, dining outdoors, or unwinding at the end of the day. Inside, 2 bedrooms, 2 full baths, and a separate office offer flexibility for working from home, hobbies, or occasional guest space. High ceilings and abundant windows create an airy, light-filled interior, complemented by fresh interior paint and a new water heater installed in 2026. A residential entrance shared by just two residences adds a sense of privacy, with convenient parking nearby. Winmore's varied architecture, charming streetscapes, and inviting green spaces create a distinctive village atmosphere. Enjoy the community pool, walking trails, and ease of low-maintenance condo living, with elementary, middle, and high schools all within walking distance. Convenient to UNC, downtown Chapel Hill and Carrboro, shopping, and dining.

210 E Winmore Ave, Chapel Hill

305 E Winmore Ave, Chapel Hill

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!

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

121 Ruskin Dr, Chapel Hill

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.

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

106 Kiley St, Chapel Hill

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.

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

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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