Cheslyn Real Estate

Welcome to Cheslyn, an idyllic 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.

Cheslyn is characterized by its picturesque tree-lined streets, beautifully landscaped yards, and a warm sense of community. Residents here enjoy a peaceful lifestyle, with an abundance of green spaces and parks nearby, perfect for leisurely strolls, picnics, or playdates with the kids. The subdivision is thoughtfully designed, featuring a variety of modern homes that cater to diverse tastes and lifestyles, from cozy single-family dwellings to more spacious options.

One of the standout features of Cheslyn is its proximity to essential amenities. Just a short drive away, you'll find an array of shopping centers, restaurants, and entertainment options. Whether you're in the mood for a casual dining experience or a day of retail therapy, everything you need is within easy reach. Additionally, the community is served by highly-rated schools, ensuring that educational opportunities are just around the corner.

For those who enjoy outdoor activities, Cheslyn is conveniently located near several recreational facilities and nature trails, offering plenty of opportunities for hiking, biking, and exploring the beautiful North Carolina landscape.

In Cheslyn, you’ll discover not just a home, but a vibrant community that embraces the best of Winston-Salem living. With its charming atmosphere and prime location, this subdivision is truly a hidden gem waiting to be uncovered. Come and experience the warmth and hospitality that Cheslyn has to offer!

Newest Listings in Cheslyn

$379,900

3 Beds ⋅ 3 Baths ⋅ 1231428 MLS

Welcome to Cheslyn! This 3-bedroom, 2.5-bath home is tucked away on a cul-de-sac and offers the perfect combination of space, comfort, and convenience. The open-concept floor plan creates a seamless flow between the living room, dining area, and kitchen, making it ideal for entertaining and everyday living. The kitchen features ample cabinet space, an island with bar seating, and plenty of room to gather. Upstairs, you'll find a spacious primary suite with vaulted ceilings, an ensuite bath, and an oversized walk-in closet. Three additional bedrooms and a versatile loft provide plenty of space for a home office, playroom, media room, or guest space. Step outside to enjoy the private, tree-lined backyard with room for gardening, entertaining, or relaxing around the fire pit. Conveniently located near schools, community pools, parks, and shopping, this home truly has it all.

4530 Deighton Court, 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 .