Windsor Oaks Homes with Wake - Penny Road Elementary Elementary School

Welcome to Windsor Oaks, a delightful subdivision nestled in the heart of Cary, North Carolina, within the vibrant Wake County. This charming community is perfect for families and individuals looking to enjoy the serene beauty of suburban living, all while being just a stone’s throw away from the bustling life of the Triangle area.

Windsor Oaks boasts a variety of beautifully designed homes, each offering unique architectural styles and modern amenities. With spacious layouts, well-manicured lawns, and inviting outdoor spaces, these residences provide the perfect backdrop for creating lasting memories. Whether you’re a first-time homebuyer or looking to upgrade, Windsor Oaks has something for everyone.

One of the standout features of this community is its proximity to top-rated schools, including the highly regarded Wake - Penny Road Elementary School. Families in Windsor Oaks can take pride in knowing their children have access to quality education in a nurturing environment. The school’s commitment to academic excellence and community involvement makes it a cornerstone of this vibrant neighborhood.

Beyond the homes and schools, Windsor Oaks offers a wealth of recreational opportunities. Residents can enjoy nearby parks, walking trails, and local amenities that cater to an active lifestyle. Additionally, the charming downtown Cary area, with its shops, restaurants, and cultural activities, is just a short drive away.

Discover the allure of Windsor Oaks, where community spirit and modern living come together to create an exceptional place to call home. Embrace the lifestyle you’ve always dreamed of in this picturesque neighborhood!

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 and inviting home tucked among mature trees in the established Windsor Oaks neighborhood in Cary! With more than 3,200 square feet, this home offers plenty of room to spread out while still feeling comfortable and connected. The main level features beautiful hardwood floors, a spacious kitchen, breakfast nook, dedicated office and multiple living and dining spaces that make everyday life and entertaining easy. Upstairs you'll find four bedrooms, including the primary suite, along with a large bonus room, while the finished third-floor flex room offers even more space to make your own. Outside, the wooded .27-acre lot is complemented by approximately .50 acres of HOA-owned buffer along the front, creating an added sense of space and privacy. The peaceful backyard features a generous patio, mature trees and an established vegetable and herb garden ready for its next gardener. With a two-car garage, flexible spaces throughout and a location convenient to all that Cary has to offer, 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 .