Jolliff Woods Real Estate

Welcome to Jolliff Woods, a hidden gem nestled in the heart of West Chesapeake, Virginia. This charming neighborhood offers a perfect blend of suburban tranquility and convenient access to urban amenities, making it an ideal place for families, professionals, and retirees alike.

Jolliff Woods is characterized by its picturesque tree-lined streets and beautifully maintained homes, creating an inviting atmosphere that fosters a strong sense of community. Residents take pride in their neighborhood, often gathering for seasonal block parties or enjoying leisurely strolls through the area’s scenic parks. The lush landscapes and well-kept gardens provide a serene backdrop, making it a delightful place to call home.

One of the standout features of Jolliff Woods is its proximity to excellent schools, making it a popular choice for families with children. With highly-rated public and private educational institutions nearby, parents can feel confident that their kids are receiving a top-notch education. Additionally, the neighborhood is conveniently located near shopping centers, restaurants, and recreational facilities, ensuring that everything you need is just a short drive away.

For those who enjoy the great outdoors, Jolliff Woods offers easy access to local parks and nature trails, perfect for hiking, biking, or simply enjoying a peaceful afternoon in nature. Plus, with Chesapeake’s rich history and vibrant culture, residents can explore nearby attractions, including museums, theaters, and local festivals.

In Jolliff Woods, you’ll find not just a house, but a home in a community that embraces the charm and warmth of Virginia living. Discover the allure of this delightful neighborhood and make it your own!

Newest Listings in Jolliff Woods

$575,000

4 Beds ⋅ 2.1 Baths ⋅ 10647147 MLS

Welcome to this beautifully updated home featuring a spacious yard and a sparkling saltwater pool, for relaxing or entertaining. Inside, you'll find freshly refinished hardwood floors, fresh interior paint, and a stunning new light fixture that adds a modern touch. The kitchen boasts custom cabinetry, while the bathrooms have been updated with new vanities. Major improvements include a new HVAC system (2025), a new fence (2024), and a tankless water heater for added efficiency. Additional features include a whole-house water filtration system, offering comfort and peace of mind. This move-in-ready home combines timeless charm with thoughtful upgrades inside and out.

4712 White Owl Crescent, Chesapeake

$599,900

4 Beds ⋅ 2.1 Baths ⋅ 10613272 MLS

Start building your custom dream home today! Exceptional new construction opportunity on a spacious half-acre lot in the heart of Western Branch. Design your own floor plan to match your lifestyle or choose from one of the builder's stunning models. This featured plan offers a modern open-concept layout. The chef's kitchen features granite countertops, custom cabinetry, stainless steel appliances, and designer lighting. A formal dining room can easily serve as a home office. Enjoy luxury vinyl plank flooring throughout the first floor and baths, plus a covered front porch and rear patio for outdoor living. Experience quality craftsmanship, thoughtful design, and the freedom to create the home you've always imagined. Ready in Spring 2026. Contact us today to start designing your custom dream home!

1530 Jolliff Road, Chesapeake

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Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.