Chesapeake VA Homes with Grassfield High school

Welcome to South Chesapeake, Virginia, a vibrant community that perfectly blends suburban charm with the conveniences of urban living. Nestled in the heart of Chesapeake, this area is known for its family-friendly atmosphere, excellent schools, and lush green spaces. One of the standout features of South Chesapeake is its proximity to Grassfield High School, a highly regarded institution that offers a top-notch education and a variety of extracurricular activities for students of all ages.

Homes in this desirable neighborhood provide a perfect backdrop for families looking to settle down in a nurturing environment. With a range of architectural styles, from charming single-family homes to modern townhouses, there’s something for everyone. Many properties boast spacious yards, perfect for children to play, pets to roam, or for hosting delightful summer barbecues with friends and family.

Life in South Chesapeake means easy access to parks, shopping, and dining options, making everyday errands a breeze. The community is also conveniently located near major highways, allowing for quick commutes to nearby cities like Norfolk and Virginia Beach.

As you explore the homes in South Chesapeake, you’ll discover a welcoming community that values education, recreation, and a strong sense of belonging. Whether you’re a first-time homebuyer or looking to upgrade, the homes near Grassfield High School offer not just a place to live, but a lifestyle enriched by a supportive community and excellent educational opportunities for your children. Come find your dream home in South Chesapeake, where comfort and convenience await!

Newest Chesapeake VA Homes with Grassfield High school

317 George Washington Highway S, Chesapeake

$524,900

3 Beds ⋅ 2 Baths ⋅ 10655769 MLS

Five acres. A powered detached workshop. Room to breathe, space to make your own. This updated Cape Cod offers the flexibility of acreage living in Chesapeake’s Grassfield area. The home features 3 bedrooms, 2 full baths and a first-floor bedroom and full bath. MLS square footage reflects 1,869 sq. ft. per tax records; a recent appraisal measured approximately 2,067 sq. ft.Updates include a renovated kitchen and baths, replacement windows, updated electrical and plumbing, a 2023 heat pump, 2024 whole-house paint and newer flooring. Beautiful hardwood floors, a fireplace, and generous mud/laundry space add function and character. The approx. 736 sq. ft. powered detached garage/workshop offers room for tools, projects, and storage. Gorgeous outdoors boast a fenced yard area, wooded acreage, mature fruit and fig trees, enclosed porch, deck and patio. City water/sewer add convenience. Recent appraisal at $600,000! Existing VA loan may be assumable, reach out to listing agent for more details.

317 George Washington Highway S, Chesapeake

$575,000

4 Beds ⋅ 3 Baths ⋅ 10656015 MLS

Welcome to 423 Las Gaviotas Blvd., located in the desirable Las Gaviotas golf course community. Situated directly on the golf course, this 4-bedroom, 3-bath home offers approximately 2,585 square feet of living space and a spacious, versatile floor plan, with crown molding throughout. In-ground sprinkler system. Enjoy golf course views and the opportunity to personalize the home with your own finishes and style. Generous living areas provide plenty of space for everyday living and entertaining. Conveniently located in an established Chesapeake community, this property offers a wonderful combination of space, location, and possibilities. Motivated seller—schedule your private showing today!

423 Las Gaviotas Boulevard, Chesapeake

$499,999

3 Beds ⋅ 3 Baths ⋅ 10656063 MLS

Welcome home to Chesapeake’s premier 55+ community! This move-in-ready home offers a fantastic and flexible floor plan featuring TWO spacious primary suites—one on each level—providing plenty of room for guests. The beautiful family room features soaring vaulted ceilings, luxury vinyl plank flooring, and a cozy gas fireplace. Just off the main living area is an additional first-floor flex space, perfect for a home office, reading room, or a relaxing spot to enjoy your morning coffee. The spacious eat-in kitchen features new stainless steel appliances and recessed lighting, while the formal dining room provides the perfect space for entertaining. The large first-floor primary suite offers a private bath with double vanity, separate shower, and oversized jetted tub. At the heart of the community is the Bay Club, featuring indoor and outdoor pools, hot tub, fitness center, billiards, library, game rooms, and so much more. Come experience resort-style living at Eagle Pointe!

1407 Hawick Terrace, Chesapeake

$475,000

4 Beds ⋅ 2 Baths ⋅ 10655999 MLS

Escape to your own private waterfront retreat on nearly 1/2 acre in the sought-after Inland Colony community, where peaceful wooded surroundings and serene water views create the perfect connection to nature. This 2,494 sq. ft. home offers 4 bedrooms, 2 baths, a first-floor primary suite, detached ADU, 1-car garage, and private dock with access to the Intracoastal Waterway on the Elizabeth River. Enjoy the expansive deck overlooking the backyard and water or unwind on the screened porch off the primary suite. Fresh paint and new carpet enhance the bedrooms, while the spacious kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and generous prep space. French doors open from the dining room to the living area, creating an ideal layout for entertaining. The FROG with new carpet and large walk-in attic provide excellent flexibility and storage. Some photos may be virtually staged. Conveniently located near shopping, dining, top-rated schools, and interstate access while offering a true waterfront escape.

1145 Sunlight Drive, Chesapeake

$684,824

4 Beds ⋅ 2.1 Baths ⋅ 10655903 MLS

Welcome to the popular Campbell model by Kirbor Homes, where thoughtfully designed spaces meet modern luxury. This home features a magnificent primary suite complete with a spacious walk-in closet, a spa-like ensuite featuring a freestanding tub, and a large bedroom designed for ultimate relaxation. The main level offers a dedicated home office, a cozy fireplace, and beautiful LVP flooring flowing throughout all main living areas. At the heart of the home, the extended kitchen provides ample counter space and storage, making entertaining effortless. Practical details like built-in mudroom cubbies keep daily life organized, while the rear covered porch offers the perfect outdoor retreat to unwind. Contact us today to learn more and explore options for your new home!

1011 Cedar Tree Court, Chesapeake

$225,000

10655901 MLS

Great opportunity to build on this .40 acre corner lot in the desirable Grassfield High School district! Conveniently located near Route 17 for an easy commute to Chesapeake, Portsmouth, Suffolk and surrounding areas. Property offers several existing improvements, including an in-ground pool with pumps and heater, greenhouse, chicken run with potential for alternate uses, Purple Martin houses, two 10" thick driveways designed to accommodate heavier vehicles, an existing septic system, underground Dominion Power conduit/lines, and an in-ground 500-gallon propane tank. Property and all existing improvements convey AS-IS. Bring your plans and make this property your own!

1028 Fox Trail, Chesapeake

$425,000

3 Beds ⋅ 2.1 Baths ⋅ 10655498 MLS

Welcome to your next home, where every day feels a little more special. Nestled in the highly sought-after Bryan's Cove community, this beautiful home offers more than just a place to live; it offers a lifestyle defined by comfort, convenience, and connection. Enjoy added privacy with a peaceful wooded backdrop and no rear neighbors. With a low condo fee, no flood insurance requirement, and zoning for the highly desirable Grassfield school district, this home truly checks all the boxes. Bryan's Cove is known for its scenic surroundings and exceptional amenities, offering the perfect blend of tranquility and everyday convenience. Residents enjoy access to a community dock, dog park, fitness center, clubhouse, and swimming pool. Nearby, you will find Publix, lots of other shopping and several restaurants, Tidewater Community College, and quick access to Interstates 64 and 264 makes commuting and daily errands effortless, while parks, recreation, and local attractions are all close by. Inside, you'll find a warm and inviting floor plan designed for both comfortable living and effortless entertaining. The spacious kitchen serves as the heart of the home, featuring a large center island with seating, abundant prep space, and a gas range that will delight home chefs. Every room has been thoughtfully designed to create a welcoming atmosphere where family and friends can gather and lasting memories can be made. Opportunities like this don't come along often. If you've been searching for a home in an exceptional community with outstanding amenities, top-rated schools, and a private, natural setting, this is one you won't want to miss. Schedule your private showing today and experience everything this remarkable home has to offer.

1741 Fortune Terrace, Chesapeake

$347,500

3 Beds ⋅ 1 Baths ⋅ 10655690 MLS

Own a piece of Chesapeake history! This charming Great Bridge Craftsman bungalow is documented by the Virginia DHR as Historic Resource #131-5027, dating to approx. 1915–1925. Full of warmth & character with beautiful wood floors, new LVP in the kitchen & laundry, fresh paint, updated fixtures, refreshed kitchen & bath, plus a versatile bonus room that can easily serve as an additional bedroom. Detached garage, spacious & a.36-acre lot. A rare blend of historic charm, modern touches & timeless character—ready to welcome you home!

944 Bells Mill Road, Chesapeake

$289,900

2 Beds ⋅ 1.1 Baths ⋅ 10655553 MLS

Welcome to this beautifully refreshed 2-bedroom, 1.5-bath townhome tucked away on a quiet cul-de-sac in sought-after Las Gaviotas. Head inside to a spacious living area featuring a cozy brick fireplace and an inviting floor plan perfect for relaxing or entertaining. Recent updates include fresh paint, new flooring and carpet, updated full bath, new rear deck, front porch railing, sliding glass doors, gutters, and water heater. Energy-efficient windows and kitchen appliances were replaced in 2020. Upstairs offers two generously sized bedrooms, a dual-entry full bath, and large hall closet for extra storage. Enjoy a private fenced backyard and new deck, perfect for morning coffee, grilling, or unwinding. Conveniently located near shopping, dining, parks, interstates, Chesapeake City Hall, and Grassfield schools. Move-in ready and waiting for its new owner!

300 San Roman Drive, Chesapeake

$465,900

4 Beds ⋅ 2.1 Baths ⋅ 10655312 MLS

Welcome home to this beautifully maintained condominium in the highly sought-after Cedar Crossing community. This spacious open concept residence offers over 2,000 square feet of comfortable living space. Four bedrooms featuring a large primary bedroom suite on first level, with double vanity and large walk-in closet. Beautiful hardwood floors, and crown molding throughout. Tile in kitchen, bathrooms and mudroom. Enjoy the privacy of a fenced backyard with storage shed for additional equipment. Two car garage and driveway space. Neighborhood has a well-equipped playground, swimming pool, tennis court and clubhouse. Enjoy low-maintenance living in a vibrant community conveniently located near shopping, dining, schools, and major commuter routes.

518 Whisper Walk, Chesapeake

$629,900

4 Beds ⋅ 2 Baths ⋅ 10655393 MLS

Welcome home to this charming 4-bedroom, 2-bath brick ranch nestled on 4.22 wooded acres at the end of a quiet cul-de-sac. Inside, you'll find a warm and inviting layout featuring a family room with a wood-burning fireplace, formal living and dining rooms, granite countertops, and beautifully updated primary and hall bathrooms. Step outside to relax on the new composite deck (2024), gather around the fire pit, or enjoy the peaceful wooded surroundings. The property also includes a detached 2-car garage with a finished studio apartment and full bath, plus a whole-house generator and water softener for added convenience. Offering space, privacy, and versatile living, this property is ready to welcome you home!

1345 Oak Ridge Drive, Chesapeake

$399,000

3 Beds ⋅ 2.1 Baths ⋅ 10654966 MLS

Welcome home to 1710 Defiance Drive! This spacious townhouse-style condo offers 3 bedrooms, 2.5 baths, and 1,577 square feet of comfortable living space. The layout gives you plenty of room to spread out while still offering the easy, low-maintenance lifestyle condo living is known for. Whether you’re enjoying a quiet night at home or taking advantage of the neighborhood amenities, there’s plenty to love here. The community offers a clubhouse, exercise room, playground, pool, and ground maintenance—giving you more time to enjoy your home and less time worrying about exterior upkeep. A great option for anyone looking for space, convenience, and community amenities all wrapped into one!

1710 Defiance Drive, 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.