South Chesapeake Homes with City View

Welcome to South Chesapeake, Virginia—a vibrant community where the charm of suburban living meets the scenic beauty of nature. Nestled within the larger city of Chesapeake, this area is known for its friendly neighborhoods, top-notch schools, and a wealth of recreational opportunities. With its rich history, diverse culture, and a blend of modern amenities, South Chesapeake offers an inviting atmosphere for families, young professionals, and retirees alike.

One of the standout features of South Chesapeake is its stunning homes with breathtaking city views. Imagine waking up each morning to panoramic vistas that stretch across the skyline, painting a picturesque backdrop to your daily life. These homes provide not only a comfortable living space but also a lifestyle enriched by the beauty of nature and urban landscapes. Whether you prefer a contemporary townhome or a spacious single-family residence, South Chesapeake has a variety of options that cater to diverse tastes and budgets.

In addition to its appealing residences, South Chesapeake boasts an array of parks, trails, and recreational facilities, making it easy for residents to enjoy the great outdoors. The community is well-connected, offering convenient access to shopping, dining, and entertainment, ensuring that everything you need is just a stone’s throw away.

If you're seeking a place that combines the tranquility of suburban life with the excitement of city views, South Chesapeake is the perfect destination. Come explore the homes and experience the vibrant lifestyle that awaits you in this charming Virginia community!

Newest South Chesapeake Homes with City View

$575,000

4 Beds ⋅ 3.1 Baths ⋅ 10654917 MLS

This Home is a must to see this beautiful cape style with fruit trees in your own backyard, all sitting on an extra large corner lot, located at Kemp Meadow Dr & Kemp Meadow Way . This home has a downstairs converted garage with a full bathroom. And, both up-down stairs, has great spaces for offices, homeschooling, media room, or whatever your space needs are. The kitchen has attractive counters and many cabinets with upgraded cabinetry, stainless steel appliances. All flooring is either wood, LVP or ceramic tile.

835 Kemp Meadow Drive, South Chesapeake

$300,000

3 Beds ⋅ 2.1 Baths ⋅ 10654893 MLS

Largest floor plan in the neighborhood! Lovingly maintained and thoughtfully updated, this spacious brick townhome is tucked away on a quiet cul-de-sac in the heart of Chesapeake. Enjoy a private, fully fenced backyard with no homes directly behind you and no HOA. Inside, you’ll find fresh paint, new carpet and flooring, updated bathrooms, new fixtures and hardware, and gleaming hardwood floors. The brand-new kitchen features granite countertops, stainless-steel appliances, a gas range, and full-size refrigerator. A wood-burning fireplace adds warmth and character, while abundant natural light fills the home. Plenty of indoor and outdoor storage provides added convenience. With a low-maintenance brick exterior, spacious floor plan, thoughtful updates, and a private backyard, this home is truly move-in ready. Pride of ownership is evident throughout—come see it today!

302 Fairfax Terrace, South Chesapeake

$1,100,000

5 Beds ⋅ 4.1 Baths ⋅ 10654932 MLS

Welcome to an exceptional 4,800 sq. ft. all-brick home in Chesapeake's sought-after Grassfield area! Offering 5 bedrooms and 4.5 baths, this spacious home features a private primary wing designed as its own retreat, complete with an incredible oversized walk-in shower that truly has to be seen. Each additional bedroom is a suite with access to its own bath, providing privacy and comfort for family and guests. Enjoy outdoor living on the screened porch overlooking the inground pool with a fountain perfect for relaxing or entertaining. The community offers its own boat ramp and marina area with water access to the Elizabeth River. Conveniently located near shopping, dining, and interstate access, this home combines space, privacy, recreation, and an outstanding Chesapeake location.

1824 Lancing Crest Lane, South Chesapeake

$674,900

5 Beds ⋅ 4 Baths ⋅ 10654517 MLS

Welcome to this exceptional 5-bedroom, 4-bathroom, 3,250-square-foot Craftsman-style home, custom built by Summit Construction and ideally situated in the heart of Great Bridge on a quiet cul-de-sac. From the moment you step inside, you’ll appreciate the thoughtful design, quality craftsmanship, and extensive upgrades throughout. The spacious open-concept floor plan is perfect for both everyday living and entertaining, featuring beautiful true hardwood floors, a stunning stone fireplace with custom mantel, and an abundance of natural light. At the heart of the home is the impressive designer kitchen, complete with quartz countertops and backsplash, stainless steel appliances, and a convenient butler’s pantry featuring a wet bar and wine cabinet. The luxurious primary suite offers a gorgeous custom closet and a spa-inspired bathroom with a large tiled shower and relaxing soaking tub. A first-floor bedroom with its own ensuite bath provides an ideal space for guests, multigenerational living, or a private home office. Upstairs, you'll find additional generously sized bedrooms and thoughtfully designed living spaces. Step outside and enjoy your own private retreat with a large screened-in porch and an outdoor gas fire pit—perfect for relaxing, entertaining, and enjoying the outdoors throughout the year. There's also space designated for a future hot tub with reinforced concrete slab. Energy efficiency was also a priority, with upgraded spray-foam insulation helping enhance the home's overall efficiency and comfort. With its desirable Great Bridge location, spacious floor plan, exceptional finishes, and inviting indoor and outdoor living spaces, this beautifully crafted home offers the perfect combination of style, comfort, and functionality. Don’t miss the opportunity to make this remarkable home your own!

404 Foxgate Court, South Chesapeake

$699,900

5 Beds ⋅ 3 Baths ⋅ 10653763 MLS

1453 Whittamore Road, South Chesapeake

$530,000

5 Beds ⋅ 3 Baths ⋅ 10653895 MLS

Looking for a nice floor plan and space, this is it! 5 bedrooms, 3 full baths, whole house generator, dual zoned HVAC, ceramic tile in baths, kitchen and 2 story foyer, surround sound in the family room, downstairs bedroom. 4 bedrooms have a walk in closet. Ample size rooms. Huge primary jetted tub, home warranty. Brick front, tray ceiling in primary. Seller selling as-is, can close quickly. Home in good condition, with a little TLC this is a jewel. Security system is transferrable.

1432 Rivers Edge Trace, South Chesapeake

$624,900

4 Beds ⋅ 2.1 Baths ⋅ 10653639 MLS

Welcome home to this spacious, beautiful 4-bedroom, 2.5-bath home in sought-after Peyton Estates, offering nearly 2,800 square feet of comfortable living space on a generously sized lot. Inside, you’ll find plenty of room to spread out, including inviting living spaces and a cozy fireplace. A whole-house water filtration system adds an extra level of everyday comfort and convenience. The attached garage provides practical storage and parking, while the rear deck is a great place to relax, entertain, or enjoy the backyard. Tucked into an established Chesapeake neighborhood with convenient access to Greenbrier shopping, dining, interstates, and more, this home offers the space, location, and flexibility today’s buyers are looking for. Come see all it has to offer!

316 Janes Way, South Chesapeake

$450,000

4 Beds ⋅ 2.1 Baths ⋅ 10653149 MLS

Welcome home to Greenbrier! This beautifully maintained, move in ready home is tucked away on a desirable cul-de-sac in the heart of Chesapeake. Featuring numerous recent updates, you can move in with confidence and enjoy! The kitchen was updated in 2023 with new cabinets, countertops, and appliances. All bathrooms were refreshed in 2024 with new vanities, sinks, tubs, toilets, flooring, and paint. Major updates include a roof (2017), fence (2021), HVAC furnace (2025), condenser(2026), and water heater (2026). The first floor offers a spacious foyer, open living and dining areas, plus flexible bonus space great for a home office or playroom. Upstairs features a large primary suite with private bath and walk-in closet, three additional bedrooms, and a spacious shared bath. Conveniently located near Greenbrier shopping, dining, interstates, and local attractions. Don't miss your opportunity to make this home yours!

1914 Keeter Run, South Chesapeake

$369,000

3 Beds ⋅ 1.1 Baths ⋅ 10652758 MLS

Open House - Sunday, Sept 13, 1-3 PM. Have you been searching for a home with a large garage and a no-tree lot? This is it. The kitchen has been completely renovated with a new gas stove, dishwasher, and refrigerator. A new mini-split system keeps the sun-filled Florida room (with its wall of windows) comfortable year-round. The oversized garage is a standout - wired with a 240V outlet, cooled by a window AC unit, and offering plenty of room for whatever organizing system you need. A small outdoor shed keeps lawn equipment tucked away, and the carport is a nice bonus.

1333 Boxwood Drive, South Chesapeake

$619,000

4 Beds ⋅ 2.1 Baths ⋅ 10652797 MLS

Welcome to 311 Lancing Way! This beautiful 4-bedroom, 2.5 bath home in Chesapeake's desirable Grassfield area features a backyard oasis with a large, 33,000-gallon lagoon-style saltwater pool, 8-ft deep end, variable-speed pump, water feature, plumbing for a future waterslide/waterfall, and a buried pool drain line with pump-controlled discharge to the street. The pool is surrounded by a beautiful stamped concrete, complemented by a spacious screened porch with dual variable-speed fans, a poolside bar shed, and a garden shed with front and rear access. Inside, enjoy programmable dual-zone A/C with independently controlled thermostats and an automatic generator transfer switch. Parking for 4 cars, including an oversized 2-car garage, PLUS additional concrete parking for a boat or 2 more vehicles! No HOA fees! Conveniently located near Grassfield schools, shopping, dining, parks, major interstates, and military installations throughout Hampton Roads. Schedule your private showing today!

311 Lancing Way, South Chesapeake

$287,000

2 Beds ⋅ 2.1 Baths ⋅ 10651614 MLS

Come fall in love with this beautiful move-in ready corner unit in sought-after Greenbrier. You will be impressed by this spacious & bright open-concept layout connecting the living & dining areas, the updated kitchen with granite countertops & SS appliances. Kitchen & half bath grouted tile. New flooring downstairs in 2025. Home features 2 large bedrooms with 2 full en-suite baths & 2 large walk-in closets. Enjoy private enclosed patio with additional storage. Appl. working, but convey "as is". Condo fees include inground pool, trails with park benches, water, sewer, trash, grounds maintenance & master insurance policy. Minutes from shopping, dining & entertainment. Easy access to VAB oceanfront. Schedule a tour today!

322 Holyoke Lane, South Chesapeake

$539,900

4 Beds ⋅ 2.1 Baths ⋅ 10651217 MLS

Welcome to 2809 Cistern Circle! This beautifully maintained home offers spacious living areas, abundant natural light and a flexible floor plan for everyday living, entertaining and working from home. Dedicated space offers room for a home office, study, flex room or workspace. Smart Home Ready with Samsung SmartThings potential and compatible lighting, locks, cameras, thermostats, sensors and more. The living room features built-in surround sound, while the garage offers two additional 240V outlets. Enjoy a large fenced backyard, deck, patio and fire pit area. Community amenities include a pool, clubhouse, playground, picnic areas and green space. With a home office option, smart-home features, outdoor living, storage, flexible living space and neighborhood amenities, this move-in ready home is ready for its next owner!

2809 Cistern Circle, 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.