Cloister Oaks Homes for Sale

Welcome to Cloister Oaks, a delightful subdivision nestled in the heart of Winston-Salem, North Carolina. This charming community is a hidden gem in Forsyth County, offering a perfect blend of suburban tranquility and urban convenience. Cloister Oaks is renowned for its picturesque tree-lined streets, well-maintained homes, and a friendly atmosphere that fosters a true sense of belonging.

Cloister Oaks features a variety of homes for sale, catering to diverse tastes and lifestyles. Whether you are a growing family looking for spacious living or a couple seeking a cozy retreat, you'll find homes that suit your needs perfectly. With modern designs and classic architectural styles, each property boasts unique features that make them stand out. Many homes come equipped with spacious backyards, perfect for entertaining or enjoying quiet evenings under the stars.

The community is conveniently located near top-rated schools, shopping centers, and recreational parks, making it an ideal place to raise a family or settle down. Residents can enjoy easy access to local amenities while still relishing the peaceful ambiance of suburban life.

With homes for sale in Cloister Oaks, now is the perfect time to explore this inviting neighborhood. Discover the charm and warmth of this community, where neighbors become friends and the spirit of home truly thrives. Don't miss your chance to be a part of this wonderful enclave in Winston-Salem—your dream home awaits!

Newest Cloister Oaks Homes for Sale

$289,000

4 Beds ⋅ 3 Baths ⋅ 1229500 MLS

Welcome home to this spacious property offering room to spread out, both inside and out! The inviting eat-in kitchen provides the perfect gathering space for everyday living and entertaining. Downstairs, you'll find an expansive unfinished basement currently being used as additional living space, offering incredible flexibility for a recreation room, home gym, office, or hobby area (not included in the heated square footage). Car enthusiasts, hobbyists, or those needing extra storage will appreciate the two garages, while the beautiful 1+ acre lot provides plenty of outdoor space for gardening, play, or simply enjoying the peaceful surroundings. Conveniently located with no HOA, this home offers endless possibilities to make it your own. Schedule your private showing today!

4365 Wakeman Drive, Winston-Salem

Start Your Search

“The data relating to real estate on this website derive in part from the Internet Data Exchange program. Brokers make an effort to deliver accurate information, but buyers should independently verify any information on which they will rely in a transaction. All properties are subject to prior sale, change or withdrawal. Neither The M Homes Group nor any listing broker shall be responsible for any typographical errors, misinformation, or misprints, and they shall be held totally harmless from any damages arising from reliance upon this data. This data is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing. © 2026 Carolina Multiple Listing Services, Inc.”

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 .