Rosebriar Square Real Estate

Welcome to Rosebriar Square, an enchanting subdivision nestled in the heart of Winston-Salem, Forsyth County, North Carolina. This charming community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

Rosebriar Square is characterized by its beautifully landscaped streets, featuring a mix of modern homes and classic architecture that exude warmth and charm. Each residence is thoughtfully designed, providing spacious interiors and inviting outdoor spaces, perfect for gatherings with family and friends. The community is known for its friendly atmosphere, where neighbors become friends and every day feels like a warm welcome.

One of the standout features of Rosebriar Square is its proximity to a variety of amenities. Residents enjoy easy access to top-rated schools, shopping centers, and recreational parks, ensuring that everything you need is just a stone's throw away. Whether you're looking to indulge in local cuisine, explore nature trails, or enjoy a day of shopping, Rosebriar Square puts you in the center of it all.

For those who appreciate a vibrant lifestyle, Winston-Salem offers a rich cultural scene, including art galleries, theaters, and music festivals. The city is also known for its historical significance and beautiful parks, providing endless opportunities for exploration and relaxation.

In Rosebriar Square, you’ll find more than just a home; you’ll discover a vibrant community that embraces the best of North Carolina living. Come and experience the charm of Rosebriar Square, where your dream home awaits!

Newest Listings in Rosebriar Square

$597,700

4 Beds ⋅ 4 Baths ⋅ 1215255 MLS

Nestled in a small, well-maintained community, this beautiful all-brick home offers the perfect blend of comfort and design. With over 3500sqft, this 4bd/3.5ba home welcomes you with an open entry featuring site-finished hardwood floors and a striking staircase with iron balusters. The chef’s kitchen features granite countertops, abundant cabinetry, 5-burner gas range, and a convection oven. The sunroom offers a stunning stone fireplace providing the perfect space to retreat and relax. The main-level primary with a luxury ensuite features a soaking tub and separate tiled shower, while upstairs includes a spacious loft, arched doorways and a dedicated office nook, ideal for flexible living. Each bedroom is generously sized and includes walk-in closets. Step outside to a low-maintenance composite deck, perfect for entertaining. Highlights include a new heat pump on the lower level (2025), main-level laundry and 2 car garage.

4420 Rosebriar Square Drive, Winston-Salem

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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 .