Castleshire Woods Real Estate

Welcome to Castleshire Woods, a hidden gem nestled in the heart of Winston-Salem, North Carolina. This charming subdivision offers a perfect blend of serene suburban living and modern conveniences, making it an ideal choice for families, young professionals, and retirees alike.

As you enter Castleshire Woods, you’ll be greeted by beautifully landscaped streets lined with mature trees and vibrant gardens, creating a picturesque setting that feels like home. The community is designed with a focus on comfort and connection, featuring spacious homes that cater to a variety of lifestyles. Whether you’re looking for a cozy single-family residence or a more expansive property, Castleshire Woods has something to suit your needs.

One of the standout features of this community is its proximity to excellent schools, parks, and recreational facilities. Families will appreciate the highly-rated educational institutions in the area, ensuring a quality education for their children. Outdoor enthusiasts will love the nearby parks, offering trails for walking, jogging, and cycling, as well as playgrounds and picnic areas for family gatherings.

Castleshire Woods is also conveniently located just minutes from the vibrant downtown Winston-Salem, where you can explore an array of dining, shopping, and entertainment options. With easy access to major highways, commuting to nearby cities is a breeze.

Experience the charm and warmth of Castleshire Woods, where community spirit thrives and every day feels like a retreat. Discover your dream home in this enchanting neighborhood today!

Newest Listings in Castleshire Woods

$380,000

3 Beds ⋅ 3 Baths ⋅ 1220151 MLS

Welcome Home to this beautiful and spacious property with full basement featuring a large in-law suite, conveniently Located Between Greensboro and Winston-Salem! This home is perfect for entertaining with multiple decks and generous living space. The main level features a spacious living room and dining room with vaulted ceiling, a den with fireplace (leading to private deck), and an updated kitchen. There are three spacious bedrooms including an oversized primary suite with skylight. The basement is HUGE with second partial kitchen, second fireplace in the great room, an office with two closets, a bonus space (perfect for pool table), and a third full bathroom. The basement walks out to a covered patio and peaceful back yard. The setting is quite private while being convenient to downtown Winston-Salem and Kernersville. The basement could easily be separate apartment. Schedule your showing today!

3255 Parrish Road, 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 .