Jolliff Woods Real Estate

Welcome to Jolliff Woods, a charming neighborhood nestled in the heart of West Chesapeake, Virginia. This serene community 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 known for its lush, tree-lined streets and beautifully maintained homes, which reflect a variety of architectural styles. The neighborhood exudes a warm and inviting atmosphere, with friendly neighbors who take pride in their community. Residents enjoy spacious yards and well-kept gardens, creating a picturesque environment perfect for outdoor activities and family gatherings.

One of the standout features of Jolliff Woods is its proximity to nature. The area boasts several parks and recreational facilities, providing ample opportunities for hiking, biking, and picnicking. The nearby Chesapeake City Park and Great Dismal Swamp National Wildlife Refuge offer stunning natural landscapes and a chance to connect with the great outdoors.

Families in Jolliff Woods benefit from access to quality schools within the Chesapeake Public School District, renowned for its commitment to academic excellence and diverse extracurricular programs. Additionally, the neighborhood’s location provides easy access to major highways, making commutes to Norfolk, Virginia Beach, and beyond a breeze.

Shopping, dining, and entertainment options are just a stone's throw away, with local boutiques, restaurants, and larger retail centers nearby. Whether you’re savoring a meal at a cozy café or exploring unique shops, Jolliff Woods ensures you’re never far from the action.

Embrace the charm and convenience of Jolliff Woods, where community spirit and natural beauty come together to create a truly special place to call home.

Newest Listings in Jolliff Woods

$570,000

4 Beds ⋅ 2.1 Baths ⋅ 10649934 MLS

Wonderful home located in the desirable Joliff Woods neighborhood. This 4 bedroom, 2.5 bath offers approx. 2,710 square feet of living space. Situated on a generous size corner lot. Screen Porch and rear yard is completely fenced. Seller took care of all the big ticket items. Downstairs hardwood floors have just been refinished. New Windows & Slider Doors 2020, Brand New Upstairs HVAC systems, All Exterior Composite Trim, Leaf Filter Gutter Guards, & more. Conveniently located with easy access to the Southside & Peninsula, military bases, shipyards, dining, and shopping.

4700 Harlequin Way, West Chesapeake

$565,000

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, West 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, West 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.