Grassfield Real Estate

Welcome to Grassfield, a charming neighborhood nestled in the heart of South Chesapeake, Virginia. This picturesque community is known for its friendly atmosphere, beautiful landscapes, and a strong sense of belonging. Grassfield combines the tranquility of suburban living with the convenience of urban amenities, making it an ideal place for families, professionals, and retirees alike.

One of the standout features of Grassfield is its lush green spaces and well-maintained parks, perfect for outdoor enthusiasts. Residents enjoy easy access to walking trails, playgrounds, and picnic areas, fostering a sense of community and encouraging an active lifestyle. The neighborhood is also home to several highly-rated schools, ensuring that families have access to quality education right at their doorstep.

Grassfield's location in South Chesapeake offers residents a unique blend of suburban serenity and urban convenience. With quick access to major highways, commuting to nearby cities like Norfolk or Virginia Beach is a breeze. Shopping, dining, and entertainment options abound, from charming local boutiques to popular chain restaurants, ensuring that all your needs are just a short drive away.

The sense of community in Grassfield is palpable, with regular neighborhood events, farmers' markets, and social gatherings that bring residents together. Whether you're enjoying a leisurely stroll through the tree-lined streets or participating in local festivities, you'll quickly feel at home in this welcoming neighborhood.

In Grassfield, you’re not just buying a home; you’re investing in a vibrant lifestyle. Discover the perfect blend of comfort, convenience, and community in this beautiful Chesapeake neighborhood!

Newest Listings in Grassfield

$549,500

3 Beds ⋅ 2 Baths ⋅ 10642197 MLS

Calling all homesteaders! Looking for space to work, build, or spread out in the Grassfield school district? This 5-acre Chesapeake property is built for it. The 720 sq. ft. detached garage runs on full electric — great for a contractor, tradesman, hobbyist, or anyone needing a real workshop, equipment storage, or room for the toys. Easy road frontage means simple access for trucks, trailers, and equipment. The move-in-ready 3-bed, 2-bath home means no work waiting on you: 2023 heat pump, 2024 whole-house professional paint, and new 2025 carpet. Inside you'll find an open kitchen with wood cabinets and breakfast nook, a spacious sunroom, and a large mudroom. Outside: fenced backyard, mature fruit and fig trees, and wildlife right off the Dismal Swamp Canal Trail. minutes from Deep Creek Park. Rare acreage, real workspace, and a home that's ready now. Seller facing unexpected military move. Highly motivated seller. Recently sold comparable properties have sold for $645k. Contact an agent today for a private showig!

317 George Washington Highway S, Chesapeake

$125,000

10617958 MLS

Seller would prefer to sell adjacent lot- (In MLS) together. Great opportunity to build 2 homes one on each lot. Very Private but easily accessible, as property is surrounded by protected land and unbuildable for long term security. Property is adjacent to the biking path on The Great Dismal Swamp. Great Hunting and outdoors enthusiast dream in your backyard, property backs to Dismal Swamp Tract of Cavalier Wildlife Management Area. Each lot is ~2.5 acres. Drive by to view. Wetlands study and Topo Survey in Docs. City confirmed both lots buildable and legally accessible. Also, good opportunity for tree farm lease and harvesting, never logged before. Utilities are starting to go in on new road in front of property. These properties do not come up for sale often. Call for more information and a private showing! Take George Washington HWY to Cornland Rd, Cornland dead ends to Dismal Swamp Trail, turn right and lots are on the right hand side.

2.5 Ac Dismal Swamp Canal Trail, Chesapeake

$125,000

10617956 MLS

Seller would prefer to sell adjacent lot- (In MLS) together. Great opportunity to build 2 homes one on each lot.Very Private but easily accessible, as property is surrounded by protected land and unbuildable for long term security. Property is adjacent to the biking path on The Great Dismal Swamp. Great Hunting and outdoors enthusiast dream in your backyard, property backs to Dismal Swamp Tract of Cavalier Wildlife Management Area. Each lot is ~2.5 acres. Drive by to view. Wetlands study and Topo Survey in Docs. City confirmed both lots buildable and legally accessible. Also, good opportunity for tree farm lease and harvesting, never logged before. Utilities are starting to go in on new road in front of property. These properties do not come up for sale often. Call for more information and a private showing! Take George Washington HWY to Cornland Rd, Cornland dead ends to Dismal Swamp Trail, turn right and lots are on the right hand side.

2.5 Ac Dismal Swamp Canal Trail, 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.