South Chesapeake Real Estate

South Chesapeake Real Estate

Welcome to South Chesapeake, Virginia – a hidden gem nestled within the vibrant city of Chesapeake. Known for its rich history, lush landscapes, and family-friendly atmosphere, South Chesapeake offers a unique blend of suburban charm and urban convenience.

As part of the larger Chesapeake area, South Chesapeake boasts easy access to the stunning waterways of the Elizabeth River and the scenic beauty of the Great Dismal Swamp National Wildlife Refuge. This region is perfect for outdoor enthusiasts, with ample opportunities for hiking, fishing, and boating. The picturesque parks and green spaces provide the perfect backdrop for family picnics or leisurely strolls.

South Chesapeake is renowned for its strong sense of community, where neighbors become friends and local businesses thrive. The area is home to excellent schools, making it a desirable destination for families looking to settle down. With a variety of shopping, dining, and entertainment options nearby, residents enjoy the convenience of having everything they need right at their fingertips.

Cultural attractions, such as the Chesapeake Planetarium and the nearby Virginia Aquarium, offer enriching experiences for residents and visitors alike. Additionally, South Chesapeake is conveniently located near major highways, making commutes to neighboring cities like Norfolk and Virginia Beach a breeze.

Whether you’re seeking a peaceful retreat or an active lifestyle, South Chesapeake welcomes you with open arms. Discover your dream home in this vibrant community, where every day feels like a new adventure!

Newest Listings in South Chesapeake

1432 Scoonie Pointe Drive, South Chesapeake
$449,900
3 Beds ⋅ 2 Baths ⋅ 10658513 MLS
Welcome to 1432 Scoonie Pointe Drive in Chesapeake! Enjoy comfortable, low-maintenance living in this desirable 55+ community. This inviting home features an open floor plan, cathedral ceilings, and convenient one-level living. Handicap-accessible features add comfort and ease, while the sunroom provides the perfect spot to relax, enjoy your morning coffee, or entertain guests. Residents can take advantage of wonderful community amenities, including a swimming pool and clubhouse. With ground maintenance included, you can spend more time enjoying life and less time worrying about upkeep. Conveniently located near shopping, restaurants, and everyday essentials, this home offers a wonderful combination of comfort, convenience, and community living. If you're looking to simplify your lifestyle without sacrificing comfort or amenities, this home is a must-see! Please verify the community's 55+ age requirements and 80/20 homeowner eligibility guidelines.

1432 Scoonie Pointe Drive, South Chesapeake
126 Lenas Way, South Chesapeake
$525,900
3 Beds ⋅ 3.1 Baths ⋅ 10658620 MLS
$15,000 to use towards as you wish ~ permanent rate by down, closing cost or options with use of builder trusted lender/attorney! Ready for NEW YEAR! Minutes to Greenbrier - Joseph’s Meadow Site: 369 Scotland Lane or TOUR MODEL HOME: 910 Bernard Ln. - Award-winning builder - Sophisticated Row homes with upgraded building package - Airy 10’ ceilings with 9’ lower and upper floors - Oversized windows - Extensive hardwood - First-floor bedroom w/ensuite bath - 10x20 Covered and Full Front PORCHES - Dreamy kitchen: 10’ island, quartz counters, Custom hood, GE Cafe appliance package - Luxurious primary retreat w/two custom closets - Spa bath oversized tiled shower, dual heads, large niche and Dual vanities - Large laundry room - Secondary petite suite w/huge closet and ensuite bath - Nat. Gas Tankless water heater - Finished insulated 2-car garage - Professional ground maintenance.

126 Lenas Way, South Chesapeake
1325 Debbs Lane, South Chesapeake
$420,000
4 Beds ⋅ 2.1 Baths ⋅ 10658609 MLS
Welcome to this beautifully updated 4-bedroom, 2.5-bath home in the heart of Chesapeake's Greenbrier area. Enjoy fresh paint, new LVP flooring, and new carpet throughout. The spacious, open floor plain is great for entertaining, hosting gatherings, and everyday living. The generous kitchen features granite countertops and stainless-steel appliances, making meal preparation a pleasure. Head outdoors to your large paver patio and enjoy the privacy of a fenced backyard, desirable for relaxing or entertaining outdoors. The attached garage offers added convenience with a new garage door opener. Centrally located near military bases, beaches, medical facilities, shopping, restaurants, and major interstates, this home combines modern updates, comfortable living, and a convenient location! Don't miss the opportunity to make this wonderful home yours!

1325 Debbs Lane, South Chesapeake
2304 Swinson Landing, South Chesapeake
$430,000
4 Beds ⋅ 2 Baths ⋅ 10658594 MLS
Welcome to 2304 Swinson Landing! Tucked away on a cul-de-sac with no HOA, this charming 4-bedroom, 2-bath ranch offers approximately 1,800 square feet of comfortable living space and a peaceful wooded backdrop. Inside, you'll find a bright, inviting kitchen featuring a beautiful bay window overlooking the backyard, bringing the outdoors right into your everyday routine. Enjoy slow mornings with coffee on the screened-in porch, host friends on the spacious back deck, or simply unwind while taking in the wooded views. The versatile finished room over the garage (FROG) provides additional space to fit your needs, along with plenty of storage. An attached garage offers even more room for parking, hobbies, or organization. With a roof, HVAC system, and appliances updated in 2017, this home combines practical features with inviting spaces to enjoy. Conveniently located in Chesapeake, this is one you won't want to miss!

2304 Swinson Landing, South Chesapeake
124 Lenas Way, South Chesapeake
$537,900
3 Beds ⋅ 3.1 Baths ⋅ 10658564 MLS
3 Porches! Permanent Rate Buy Down*! Minutes to Greenbrier - GPS Joseph’s Meadow: 369 Scotland Lane or TOUR model home: 910 Bernard Ln - Award-winning builder - Row home with upgraded building package - Airy 10’ ceilings with 9’ lower and upper floors - Oversized windows - Extensive hardwood - First-floor bedroom w/ensuite bath - 10x20 Covered porch and front porch - Chef’s kitchen: 10’ island, quartz counters, Custom hood, GE Cafe appliance package - Luxurious primary retreat w/two custom closets - Spa bath oversized tiled shower, dual heads, large niche and Dual vanities - Large laundry room - Secondary petite suite w/huge closet and ensuite bath - Nat. Gas Tankless water heater - Massive storage in finished insulated 2-car garage - Professional ground maintenance! Easy living! *with use of trusted lender/attorney

124 Lenas Way, South Chesapeake
2213 Wildwood Road, South Chesapeake
$418,899
4 Beds ⋅ 2 Baths ⋅ 10658565 MLS
Charming brick home with plenty of character, versatile living spaces, and a backyard made for entertaining! Offering 4 bedrooms and 2 full baths, this home features hardwood floors, a cozy gas fireplace, and a first-floor bedroom for added flexibility. The upper level provides additional bedrooms with their own unique character. Enjoy outdoor living on the screened porch or deck overlooking the fenced backyard and in-ground swimming pool. A detached brick building with its own kitchenette and full bathroom offers additional possibilities for a hobby space, workshop, or poolside entertaining. Situated on approximately a quarter-acre lot with no HOA, this property offers a wonderful combination of indoor and outdoor space, distinctive features, and the opportunity to make it your own! Opportunity for up to $3500 lender credit with use of preferred lender.

2213 Wildwood Road, South Chesapeake
822 Wickford Drive, South Chesapeake
$258,500
3 Beds ⋅ 2 Baths ⋅ 10658490 MLS
Stop and look at this Beautiful Townhome located in the Heart of Chesapeake. Roof less than 5 years old!!!, Updated interior, Granite Counters Tops, Spacious Vaulted Great Room opens to the Kitchen. Premium Laminate Wood Floors, 2nd Floor Master w/Bath. Priced to sell! Call today to schedule to view before this Great Home is SOLD!

822 Wickford Drive, South Chesapeake
303 Diamond Avenue, South Chesapeake
$350,000
3 Beds ⋅ 2 Baths ⋅ 10658571 MLS
Welcome to this beautifully updated 3-bedroom, 2-bathroom home located in a sought-after Chesapeake neighborhood! Offering peace of mind and modern comfort, this home features a brand-new roof, siding, HVAC system, water heater, and windows—giving you the major updates you want without the worry of costly replacements.Inside, you’ll find a comfortable and inviting layout with plenty of natural light and space for everyday living and entertaining. The spacious bedrooms and two full bathrooms provide flexibility.Situated in a desirable Chesapeake location close to shopping, dining, schools, parks, and major roadways, this move-in-ready home is an excellent opportunity for buyers looking for convenience, updates, and value. Don’t miss your chance to make this beautifully refreshed home yours!

303 Diamond Avenue, South Chesapeake
518 Eldridge Lane, South Chesapeake
$469,900
3 Beds ⋅ 2.1 Baths ⋅ 10658549 MLS
Built in 2023, this modern home has it all. From the 2-story foyer, the great room awaits with cathedral ceilings and abundant natural light. The kitchen features quartz countertops, stainless energy-efficient appliances, 42-inch cabinets, and modern black fixtures. Just off the kitchen, you'll find the half bath and mudroom/ laundroom leading to the attached 2-car garage, complete with epoxy floors and storage racks. A prime first-floor primary suite features tray ceilings, a dual-vanity bath, a tiled shower, and a walk-in closet. Upstairs, you will find a versatile loft, open to the living room below, a full bath, and two additional bedrooms, each with its own walk-in closet. Enjoy top-tier community amenities including a pavilion, splash pad, dog park, playground, and walking trails, all conveniently located near Cahoon Parkway, schools, shopping, and major interstates for an easy commute.

518 Eldridge Lane, South Chesapeake
1328 Waycroft Reach Reach, South Chesapeake
$719,900
4 Beds ⋅ 3 Baths ⋅ 10658550 MLS
Prepare to fall in love with this stunning ranch home! Nice touches throughout! Lovely kitchen with upgraded cabinets, countertops, appliances, breakfast bar, and backsplash. Open formal dining room and family room. Cozy study/den with built-in bookshelves and a second fireplace. Generously sized bedrooms. Lots of wonderful closet space. Primary includes dual sinks, a jetted tub, and a separate shower. Huge bedroom and closet upstairs with a full bath. Perfect for mother-in-law suite. Plenty of attic space with easy access. Fenced-in backyard includes a screened-in porch and a large storage shed with two separate sides. Muilty car driveway and so much more! Convenient location!

1328 Waycroft Reach Reach, South Chesapeake
3057 Kenelm Drive, South Chesapeake
$329,900
3 Beds ⋅ 1.1 Baths ⋅ 10658506 MLS
Welcome home to this inviting 3-bedroom, 1.5-bath ranch nestled in an established neighborhood! This home offers a functional layout and features designed for comfortable everyday living. The eat-in kitchen boasts stainless steel appliances, ample cabinetry, and plenty of counter space. Enjoy the spacious backyard with a privacy fence. Additional features include architectural roof shingles, updated windows, a heat pump HVAC system, a newer electric water heater, and off-street parking. The seller is inspecting the roof and complete any necessary repairs or replacement. Some photos have been virtually staged. Don’t miss the opportunity to make this home your own!

3057 Kenelm Drive, South Chesapeake
514 Trellis Trail, South Chesapeake
$329,000
2 Beds ⋅ 2.1 Baths ⋅ 10658445 MLS
Come check out this Spacious 1,870-square-foot, 2-bedroom +1 bonus room townhome in a four-unit building. Peacefully set among trees, the home offers a feeling of privacy. The Grove at the Arboretum neighborhood (situated around Green Tree Road) sits directly adjacent to the arboretum grounds, making it a very short walk or a distance of less than a half-mile away. A public nature site featuring shaded hardwood forest trails, demo gardens, an 18th-century farmhouse, and Camellia Cove. BRAND NEW air conditioning unit will keep you cool on hot summer days. The versatile first-floor office can easily serve as a third bedroom, guest room, or flex space. Beautiful wood floors throughout the lower level offer aesthetic appeal and simplify cleaning and maintenance. An oversized kitchen features a generous pantry, breakfast area, and plenty of cabinet space & counter seating. Sliding glass doors open to a private, fenced in patio, wonderful for relaxing or entertaining. Upstairs, you'll find two generously sized primary suites, each with its own private full bathroom, providing comfort and privacy for residents and guests alike. A spacious second floor laundry room includes washer and dryer hookups and a utility sink for added convenience. Community amenities include a sparkling swimming pool, grounds maintenance, trash pickup, and sewer, all included with the HOA. Ideally located in the sought-after Greenbrier area, with easy access to interstates 64/264/664/17, shopping centers/mall, and fantastic local dining. Quick move-in available, come see this beauty today! Also for rent $2500/Month, available now.

514 Trellis Trail, South Chesapeake
Start Your Search

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.

How much is your home worth?

Get instant property value now!