Rosebriar Square Homes for Sale

Welcome to Rosebriar Square, an enchanting subdivision nestled in the heart of Winston-Salem, North Carolina. This charming community offers a perfect blend of modern living and serene surroundings, making it an ideal place for families, young professionals, and retirees alike. With its tree-lined streets and friendly atmosphere, Rosebriar Square invites you to experience the best of suburban life.

The homes for sale in Rosebriar Square are a testament to thoughtful design and quality craftsmanship. Ranging from cozy single-family residences to spacious, contemporary designs, each property boasts unique features that cater to a variety of lifestyles. Many homes come equipped with modern amenities, open floor plans, and beautifully landscaped yards, providing an inviting space for both relaxation and entertainment.

Living in Rosebriar Square means you’re just a stone’s throw away from the vibrant culture of Winston-Salem. Enjoy the proximity to local parks, shopping centers, and a myriad of dining options that showcase the region’s culinary delights. For those who appreciate the arts, the city is home to galleries, theaters, and music venues, ensuring there’s always something exciting happening nearby.

Families will appreciate the excellent educational opportunities available, with top-rated schools and community resources dedicated to fostering learning and growth.

Don’t miss your chance to be part of this thriving community. Explore the homes for sale in Rosebriar Square today and discover the perfect place to call home in Winston-Salem, NC!

Newest Rosebriar Square Homes for Sale

$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 .