Grassfield Homes for Sale

Welcome to Grassfield, a picturesque neighborhood nestled in the heart of South Chesapeake, Virginia. Known for its serene suburban charm, Grassfield offers a perfect blend of tranquility and convenience, making it an ideal place for families, professionals, and retirees alike.

As you stroll through the tree-lined streets, you’ll be captivated by the well-maintained homes that showcase a variety of architectural styles, from traditional to contemporary. Many properties in Grassfield feature spacious backyards, perfect for outdoor gatherings or simply enjoying the natural beauty that surrounds you. With homes for sale in this sought-after community, you can find your dream residence that suits your lifestyle and needs.

Grassfield is not just about beautiful homes; it’s also about community. Residents enjoy access to top-rated schools, local parks, and recreational facilities, fostering a sense of belonging and camaraderie. The neighborhood is conveniently located near major highways, making commuting to nearby cities or enjoying a weekend getaway a breeze.

For those who appreciate shopping and dining, Grassfield is a stone's throw away from vibrant commercial hubs, offering everything from boutique shops to popular restaurants. Whether you’re looking for a cozy café or a family-friendly eatery, you’ll find plenty of options to satisfy your cravings.

Explore the homes for sale in Grassfield today and discover a community that perfectly balances comfort, convenience, and charm. Your dream home awaits in this delightful neighborhood, where every day feels like a retreat. Welcome to Grassfield—your new home is just around the corner!

Newest Grassfield Homes for Sale

$524,900

3 Beds ⋅ 2 Baths ⋅ 10642197 MLS

Situated on 5 acres in Chesapeake's Grassfield High School district, this move-in-ready 3-bed, 2-bath home features a 720 sq. ft. detached, fully powered workshop—great for a contractor or hobbyist. Located near Deep Creek Park and the Dismal Swamp Canal Trail, enjoy peaceful surroundings, deer sightings, and views of sailboats on the Intracoastal Waterway. A 2012 renovation opened the layout, updated the kitchen and baths, and added central duct HVAC. Recent improvements include a new 3-ton heat pump (2023), whole-house paint (2024), new carpet (2025), and new utility room vinyl flooring, plus upgraded electrical, plumbing, and replacement windows. Outdoors features a fenced yard with mature fruit and fig trees throughout the property. Motivated seller facing an unexpected military relocation (PCS). Contact agent for more information!

317 George Washington Highway S, South 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.