Chesapeake Pointe Real Estate

Welcome to Chesapeake Pointe, an enchanting subdivision nestled in the heart of Cary, North Carolina. This charming community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

Chesapeake Pointe is characterized by its picturesque tree-lined streets and beautifully landscaped yards, creating a serene atmosphere that invites you to unwind and enjoy the beauty of nature. The neighborhood features a variety of well-designed homes, each exuding its own unique charm while maintaining cohesive architectural styles that enhance the overall appeal of the community.

Residents of Chesapeake Pointe enjoy easy access to a wealth of amenities, including nearby parks, shopping centers, and dining options. The renowned Bond Park, with its scenic trails and recreational facilities, is just moments away, providing endless opportunities for outdoor activities. Additionally, the vibrant downtown Cary area is a short drive away, offering a delightful mix of local boutiques, cafes, and cultural events that showcase the town's rich heritage.

Education is a top priority in this community, with highly-rated schools serving the area. Families can take comfort in knowing their children will receive an excellent education within a supportive and nurturing environment.

Living in Chesapeake Pointe means embracing a lifestyle that balances relaxation and convenience. Whether you’re strolling through the neighborhood, enjoying a picnic in the park, or exploring the local attractions, you’ll find that this subdivision truly embodies the charm and warmth of Cary, NC. Come discover your dream home in Chesapeake Pointe, where community spirit and natural beauty harmoniously coexist!

Newest Listings in Chesapeake Pointe

$1,524,000

4 Beds ⋅ 6 Baths ⋅ 4380272 MLS

Nestled on the highly sought-after Brawley School Road peninsula within the desirable Chesapeake Pointe community, this exceptional 3-story estate offers the perfect balance of luxury, scale, and privacy. Situated on an expansive 1.59-acre homesite, the property provides a rare sense of sanctuary and tranquil acreage while remaining embedded in one of the area's premier neighborhoods. From the moment you arrive, the estate captivates with its commanding presence, pristine curb appeal, and a spacious 3-car garage that offers ample room for vehicles and storage. Spanning an impressive 5,115 square feet across three beautifully executed levels, the home’s layout is designed to inspire both comfort and grand-scale entertaining. Rich engineered hardwood flooring flows gracefully through the main living spaces, leading you into an inviting great room anchored by a cozy natural gas fireplace. At the heart of the home, the gourmet kitchen impresses with elegant granite countertops, a large center island perfect for meal prep, and a seamless flow into a bright, cheerful sunroom. Wrapped in natural light, this sunroom serves as a peaceful oasis for morning coffee while framing beautiful views of your massive backyard acreage. The thoughtful floor plan is uniquely designed for ultimate convenience and multi-generational living. The main level features a highly desirable guest bedroom complete with a full bathroom—offering privacy for visitors. Upstairs, the private quarters continue the home’s theme of elevated luxury, highlighted by an expansive primary suite designed for rest and relaxation. With four generous bedrooms and an incredible six full bathrooms, every space functions with absolute independence. The flexible third-story level unveils endless possibilities, serving beautifully as a private media lounge or elevated entertainment wing. While the estate serves as your own private oasis, its location delivers an unmatched lifestyle. Residents benefit from being in a highly desirable school zone and enjoy quick, convenient access to the area’s best dining, shopping, and peninsula amenities. Combining timeless elegance, unparalleled versatility, and a premier neighborhood location, this remarkable residence stands ready to welcome its next owner’s home.

125 Leeward Shoals Lane, Mooresville

$1,699,000

4 Beds ⋅ 5 Baths ⋅ 4367993 MLS

Behind the private gates of The Enclaves at Chesapeake Pointe, this exceptional estate redefines refined living with a seamless blend of sophistication, comfort, and resort-inspired design. Nestled on an expansive 1.80-acre homesite, the property offers a rare sense of privacy, enhanced by a fully fenced backyard sanctuary. Step outside to your own curated oasis—an extraordinary outdoor retreat designed for both relaxation and entertaining. The heated, resort-style pool features an elegant tanning ledge with bubblers, complemented by a separate in-ground spa, creating an ambiance reminiscent of a five-star getaway. Inside, every detail has been thoughtfully considered to elevate the living experience. The main level showcases a private executive office, ideal for working in style, along with a versatile fitness studio that can easily adapt to your lifestyle needs. The heart of the home is a luminous, chef-inspired kitchen adorned with pristine white cabinetry, designer countertops, and an expansive island with bar seating, in addition to a charming built-in dining nook, perfect for casual gatherings or morning coffee. Flowing effortlessly from the kitchen, the inviting keeping room features a striking stone fireplace flanked by custom built-ins, offering warmth and architectural elegance. The grand great room impresses with its scale and sweeping views of the outdoor retreat, creating an ideal setting for hosting guests in style. An expansive formal dining room that is currently reimagined as a sophisticated recreation lounge, offers endless possibilities, from an upscale entertaining space to a private retreat tailored to your passions. This remarkable residence is a masterclass in luxury living, where every space has been designed to inspire comfort, connection, and effortless elegance. Ascend to the upper level, where the private quarters continue the home’s theme of elevated luxury and thoughtful design. The primary suite is a true retreat, an expansive sanctuary designed for rest and indulgence: featuring dual walk-in closets, including an extraordinary, boutique-style dressing room the size of a bedroom, curated to showcase even the most discerning wardrobe. The secondary bedrooms are generously proportioned, offering both comfort and privacy. One suite enjoys its own private bath, while two additional bedrooms are connected by a beautifully appointed Jack-and-Jill bath, blending convenience with refined style. The third level unveils a versatile bonus suite complete with its own bathroom, an ideal space for a private guest retreat, media lounge, or elevated entertainment space. Even the everyday essentials are elevated here with the well-appointed laundry room that impresses with abundant cabinetry and expansive counter space, designed to make daily living as seamless as it is stylish. Completing the home is a spacious three-car garage, offering ample room for vehicles, storage, and recreational pursuits. And when it’s time to unwind, the covered rear porch provides a shaded escape that is perfect for enjoying tranquil evenings overlooking your private outdoor haven. This extraordinary residence offers a lifestyle of comfort, elegance, and distinction at every turn. Gallery link: https://sarahbmurphy.pic-time.com/mEQvUENoNz991

121 Leeward Shoals Lane, Mooresville

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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 .