Grassfield Real Estate

Welcome to Grassfield, a charming neighborhood nestled in the heart of South Chesapeake, Virginia. Known for its picturesque landscapes and family-friendly atmosphere, Grassfield offers a perfect blend of suburban tranquility and modern conveniences.

As you stroll through the tree-lined streets, you'll be greeted by beautifully maintained homes, each showcasing unique architectural styles that reflect the warmth of the community. Grassfield is renowned for its top-rated schools, making it an ideal place for families seeking a nurturing environment for their children. The local schools consistently receive high marks, ensuring that education is a top priority in this vibrant neighborhood.

Outdoor enthusiasts will find plenty to love about Grassfield. The area is dotted with parks and recreational spaces, providing ample opportunities for hiking, biking, and family picnics. The nearby Chesapeake City Park features scenic walking trails, playgrounds, and sports facilities, perfect for spending quality time with loved ones.

Convenience is key in Grassfield, with easy access to major highways and local amenities. Just a short drive away, you’ll find shopping centers, restaurants, and entertainment options that cater to all tastes. Whether you're in the mood for a cozy café or a night out at a local eatery, Grassfield has something for everyone.

With its welcoming community spirit, excellent schools, and beautiful surroundings, Grassfield is not just a place to live—it's a place to thrive. Discover your new home in this delightful neighborhood and experience the best of South Chesapeake living!

Newest Listings in Grassfield

$524,900

3 Beds ⋅ 2 Baths ⋅ 10642197 MLS

Recently appraised at $600k, opportunities for instant equity like this are rare. 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.