Windsor Oaks Homes with Wake - Penny Road Elementary Elementary School

Welcome to Windsor Oaks, a picturesque subdivision nestled in the heart of Cary, North Carolina, within the vibrant Wake County. This charming community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families and individuals alike.

Windsor Oaks boasts a variety of beautifully designed homes that cater to diverse tastes and lifestyles. From modern two-story residences to cozy single-level homes, there is something for everyone in this welcoming neighborhood. Each property is thoughtfully constructed, featuring spacious layouts, contemporary finishes, and lush landscaping that enhances the overall appeal of the community.

One of the standout features of Windsor Oaks is its proximity to Wake - Penny Road Elementary School. This highly-rated institution is just a stone's throw away, making it an excellent choice for families with young children. The school is known for its dedicated faculty, engaging curriculum, and strong sense of community, ensuring that your little ones receive a quality education in a nurturing environment.

In addition to its educational advantages, Windsor Oaks is conveniently located near a plethora of shopping, dining, and recreational options. Residents can enjoy easy access to local parks, walking trails, and community events, fostering a strong sense of connection among neighbors.

Whether you are looking to settle down or invest in a thriving area, Windsor Oaks offers an inviting atmosphere, excellent schools, and a vibrant lifestyle. Come discover the charm of this exceptional subdivision and envision your future in this delightful community!

Newest Windsor Oaks Homes with Wake - Penny Road Elementary Elementary School

$774,900

4 Beds ⋅ 3 Baths ⋅ 10190542 MLS ⋅ ACTIVE Status

Welcome to 9701 Kingsford Drive, a warm, well-cared-for home tucked among mature trees in Cary's established Windsor Oaks neighborhood. The care shows where it counts most: a new roof and gutters with gutter guards (2025), two high-efficiency, filter-free HVAC systems with updated ductwork (2024), tankless water heater (2023), Tesla Universal Wall Connector EV charging station (2026), and backyard French drain system. Inside, more than 3,200 square feet offers plenty of room to spread out. Hardwood floors, a spacious kitchen with breakfast nook, a main-level bonus room ready to serve as an office, playroom or den, and multiple living and dining spaces create an easy flow for everyday life and entertaining. Upstairs you'll find four bedrooms, including the primary suite, along with a large bonus room, while the finished third-floor flex space offers even more room to make your own. Outside, a custom stone patio featuring the same materials and stonework found throughout Downtown Cary Park overlooks the wooded, fenced-in .27-acre backyard. A designated fire pit area adds another spot to gather and enjoy the outdoors, while an established vegetable and herb garden is ready for its next gardener. Approximately .50 acres of HOA-owned buffer along the front creates an added sense of space and privacy. With many of the big-ticket improvements already taken care of, 9701 Kingsford Drive is ready for its next chapter. Come see what makes this home so special!

9701 Kingsford Dr, Cary

$599,900

4 Beds ⋅ 3 Baths ⋅ 10186248 MLS ⋅ ACTIVE Status

Welcome to a Cary home where timeless character meets thoughtful updates and comfortable, spacious living. Imagine friends and family gathering around the handsome brick fireplace in the generous family room, or wandering into the kitchen designed with an abundance of cabinetry, counterspace, and convenience - including a breakfast island. The upstairs bedrooms include an exceptionally spacious flex bedroom that works equally well as a bonus room, home office or guest retreat. In the Primary Bedroom you'll relish your retreat to the beautifully updated Primary Bath, where distinctive marble mosaic flooring creates a zen-like escape with its wonderfully luxurious shower. Downstairs, hardwood floors, handsome millwork and wainscoting add warmth and distinction, with thoughtful details extending all the way to the graceful turnout of the balustrade staircase. Outside, the cul-de-sac setting offers something increasingly hard to find in Cary—a wonderful sense of openness and privacy. Unique common areas beyond the property create extra breathing room both front and back, giving this quarter-acre homesite a remarkably open feel The spacious kitchen overlooks an oversized (27' x 21') deck and private backyard complete with a charming custom playhouse/outbuilding. It's an inviting setting for morning coffee, weekend gatherings, playtime and evenings outdoors. The brick and fiber cement exterior pairs timeless curb appeal with low-maintenance durability, while upgraded windows and a sealed crawlspace enhance comfort, energy efficiency and quiet. A spacious 26' x 21' walk-up attic with permanent adds versatility for storage and future needs. Lastly, consider the location's convenience, which can only be expressed as exceptional. The neighborhood entrance is just three turns from anywhere on the Beltline, making this one of those rare locations that feels tucked away without feeling far away. Koka Booth Amphitheatre is just minutes from home, along with the shopping, dining, parks, greenways and recreation that give Cary its vibrant lifestyle. Cary continues to earn national recognition for its exceptional quality of life, and highly rated area schools, including an elementary school just a short drive away. It's a compelling combination of character, privacy, convenience and location in one of the Triangle's most sought-after communities. Schedule a showing at your convenience.

9712 Astor Ct, Cary

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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 .