Windsor Oaks Homes with Wake - Penny Road Elementary Elementary School

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

Windsor Oaks boasts a variety of well-designed homes that cater to diverse lifestyles and preferences. From cozy single-family residences to spacious two-story homes, each property is thoughtfully crafted with quality materials and contemporary finishes. Many homes feature lush backyards, perfect for entertaining or enjoying a peaceful afternoon in the sun. The tree-lined streets and beautifully landscaped common areas create a warm and inviting atmosphere, fostering a strong sense of community among residents.

Families with children will appreciate the proximity to Wake - Penny Road Elementary School, which is known for its dedicated staff and nurturing environment. This highly-rated school offers a solid foundation for young learners, making Windsor Oaks an excellent choice for families seeking a supportive educational experience for their children.

In addition to its family-friendly appeal, Windsor Oaks is conveniently located near a variety of shopping, dining, and recreational options. With easy access to major highways, commuting to nearby cities or exploring the beautiful North Carolina countryside is a breeze.

Discover the charm and convenience of Windsor Oaks, where you can enjoy a fulfilling lifestyle in a welcoming community that feels like home. Come and explore the possibilities that await you in this picturesque Cary 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 .