Windsor Oaks Homes for Sale

Welcome to Windsor Oaks, a hidden gem nestled in the heart of Cary, North Carolina. This charming subdivision offers a perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, professionals, and retirees alike. With its tree-lined streets, meticulously maintained lawns, and friendly neighbors, Windsor Oaks creates a warm and inviting atmosphere that feels like home from the moment you arrive.

As you explore the homes for sale in Windsor Oaks, you'll discover a diverse selection of properties that cater to a variety of tastes and lifestyles. From spacious single-family homes with modern amenities to cozy townhouses perfect for first-time buyers, there's something for everyone in this delightful community. Many of the homes boast open floor plans, updated kitchens, and generous outdoor spaces, perfect for entertaining or enjoying quiet evenings under the stars.

Windsor Oaks is not just about beautiful homes; it’s also about an exceptional quality of life. Residents enjoy easy access to top-rated schools, lush parks, and a plethora of shopping and dining options in Cary. The community is conveniently located near major highways, providing quick commutes to the vibrant cities of Raleigh and Durham, making it perfect for those who work in the Research Triangle area.

If you’re looking for a place that combines comfort, community, and convenience, Windsor Oaks is the perfect choice. Explore the homes for sale today and discover your dream home in this enchanting subdivision!

Newest Windsor Oaks Homes for Sale

$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 .