South Chesapeake Real Estate

Welcome to South Chesapeake, Virginia – a hidden gem nestled within the vibrant city of Chesapeake. Known for its picturesque landscapes and friendly community, South Chesapeake offers an ideal blend of suburban tranquility and urban convenience.

This charming area is characterized by its lush greenery, serene parks, and scenic waterways, making it a haven for nature lovers and outdoor enthusiasts. Residents can enjoy leisurely strolls along the scenic Elizabeth River, or take advantage of the numerous parks featuring walking trails, playgrounds, and picnic areas. For those who appreciate an active lifestyle, South Chesapeake is home to several sports complexes and recreational facilities, perfect for families and individuals alike.

South Chesapeake boasts a diverse array of housing options, from cozy single-family homes to modern townhouses, catering to a variety of lifestyles and budgets. The strong sense of community is palpable, with friendly neighbors and local events that foster connections and create lasting friendships.

Education is a priority in South Chesapeake, with access to highly-rated public and private schools that provide excellent learning opportunities for children of all ages. The area is also conveniently located near major highways, making commutes to nearby cities like Norfolk and Virginia Beach a breeze.

With its blend of natural beauty, community spirit, and convenient amenities, South Chesapeake is not just a place to live; it’s a place to thrive. Whether you’re looking to settle down or invest in property, South Chesapeake invites you to discover the warmth and charm that make it truly special. Come explore your future in this delightful corner of Virginia!

Newest Listings in South Chesapeake

$220,000

2 Beds ⋅ 1 Baths ⋅ 10655259 MLS

Welcome to this cozy 2 bedroom, 1 bathroom ranch home located in the heart of Deep Creek! This home offers a comfortable layout, an attached 1-car garage, and a spacious backyard with a privacy fence, providing plenty of room for outdoor enjoyment. The large detached shed/workshop offers additional storage and space for hobbies or projects. With its charming touches, great outdoor space, and convenient location near shopping, dining, and major roadways, this home is ready for its next owner to make it their own!

2704 George Dr Drive, South Chesapeake

$609,000

5 Beds ⋅ 3 Baths ⋅ 10655211 MLS

This is the one to see $40K kit. w/waterfall quartz counters, soft close cab. all 2023, ss appliances and new LVT flooring dwn, new carpet up, Quartz FP front & crown dwn, New sliding glass door to SR, $30K in windows 2023, multi use insulated shed with mini split, new HW heater, new light fixtures, new add driveway 2023, garage door, attic stairs, toilet in hall, outlet & light switches to safety, roof 2018, new paint through out, air vents, rear gutters, a must see in cul-de-sac and more...

441 Chandler Drive, South Chesapeake

$577,740

3 Beds ⋅ 3 Baths ⋅ 10655240 MLS

Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more -all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Estimated Completion December 2026. Photos are to be used as an example and do not represent exact listings selections.

2156 Edwin Drive, South Chesapeake

$597,740

3 Beds ⋅ 3 Baths ⋅ 10655238 MLS

Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2180 Edwin Drive, South Chesapeake

$597,740

3 Beds ⋅ 3 Baths ⋅ 10655236 MLS

Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2184 Edwin Drive, South Chesapeake

$597,740

3 Beds ⋅ 3 Baths ⋅ 10655235 MLS

Welcome to The Charleston at Retreat at Edinburgh -a stunning 3-bedroom, 3-bath home. Enjoy an open great room with vaulted ceilings and a cozy fireplace, a gourmet kitchen with quartz countertops and stainless steel appliances, and a versatile Morning Room perfect for relaxing or entertaining. The spacious first-floor primary suite features a tiled shower, double vanity, and two large closets, while an upstairs bonus room with a full bath provides extra flexibility. Nestled in Chesapeake’s premier 55+ low-maintenance community, you’ll have access to a brand-new clubhouse, resort-style pool, walking paths, and more, all just minutes from fine dining, shopping, and beautiful parks. Experience the perfect blend of modern comfort and vibrant, active living in a tranquil coastal neighborhood you’ll love to call home. Photos are to be used as an example and do not represent exact listings selections. Taxes are estimated and will be updated after county assessment.

2182 Edwin Drive, South Chesapeake

$705,000

4 Beds ⋅ 3 Baths ⋅ 10655182 MLS

Unique custom built home on cul-de-sac with rare 3 car attached garage and extended driveway. This house was made for entertaining - 23' x 14' screened porch off family room for extended living space, along with a 22' x 20' pavilion - both with trek decking, finished wood ceilings, recessed lights and fans. Beautiful extensive landscaping with a stamped concrete walkway winding around house. Impressive 2 story entry has gorgeous chandelier. Dual staircases. Large kitchen includes granite counters, stainless steel appliances with gas stove, tons of cabinets and counterspace as well as deep pantry and eat-in nook. Formal living room and dining room with door leading to large front porch. First floor office in addition to 4 bedrooms upstairs. Full bathroom downstairs. Hardwood floors run through entire 1st floor. Primary bedroom includes corner gas fireplace, 13'x12.5' walk-in closet, and large bathroom with dual sinks and jetted tub . Laundry room has entire wall of cabinets with counter space and fold down ironing board. Lots of built in storage throughout, including a walk in climate controlled attic closet. The rare 3 car garage (owner actually has 4 cars in there!) is decked out for a car aficionado with LED lighting covering the ceiling and rubberized flooring. Additional outside shed. 16 hardwired cameras around exterior convey. Generator hook up in garage. Top of the line outside Charbroil kitchen conveys with acceptable full price offer. Neighborhood dock with boat ramp nearby. Very active River Walk Community Association centers around the beautiful clubhouse (which can be rented) and has a tennis/pickleball court w/pickleball league, garden club, swimming pool w/swim team, concerts in fall, food trucks and more, as well as parks and playgrounds. Tree lined walking paths wind through neighborhood along lakes with gazebos and fountains. Easy to hop on nearby Rt. 168 Chesapeake Expressway to easily get to any area of Hampton Roads.

708 Pebble Quay, South Chesapeake

$797,640

5 Beds ⋅ 3.1 Baths ⋅ 10655214 MLS

The Tillman offers 3,226 sq. ft. of stylish and flexible living - great for multigenerational living! This spacious home includes 5 bedrooms, 3.5 baths, and a 2-car garage. The first-floor primary suite provides the perfect retreat with a massive walk-in closet, dual vanities, and a private water closet. Upstairs, you’ll find a second primary-style bedroom with direct access to a full bath, offering comfort and privacy. Three additional bedrooms (each with walk-in closets), a large loft, and a convenient laundry room complete the second floor. The open-concept main level features a welcoming dining room, expansive kitchen with an oversized island and two pantries, including a Costco pantry, and a bright family room. Photos and renderings are from builder's library, actual finishes and features may vary.

911 Intracoastal Way, South Chesapeake

$535,000

4 Beds ⋅ 2.1 Baths ⋅ 10655185 MLS

Welcome home to lakefront living in the sought-after Hickory school district! Lovingly maintained by the original owners, this home reflects years of care & pride of ownership. The first floor is designed for both everyday living & entertaining, featuring a formal dining rm for hosting holidays & dinner parties, an eat-in kitchen for casual family meals, a welcoming living rm, a convenient half bath & a versatile office or formal living rm. The kitchen & living rm showcase solid wood cabinetry & custom built-ins, quality craftsmanship that adds warmth, character & storage. Retreat to the primary suite w/ its own ensuite bath, while 2 guest rooms offer comfortable space for family or visitors. A large flex space over the garage provides endless options as a 4th bedroom, game rm, media rm, gym or hobby space. Outside, enjoy the lake from your own private dock, plus a 2-car garage for parking & storage. Homes this well cared for rarely come along. Schedule your showing today!

512 Hatteras Crescent, South Chesapeake

$399,900

4 Beds ⋅ 2.1 Baths ⋅ 10652642 MLS

Opportunity knocks in Chesapeake! This property offers a chance to create something truly special in a desirable location. Bring your vision and your renovation plans to unlock the full potential of this home. The expansive lot is a standout feature, providing an abundance of space and endless possibilities for outdoor living, entertaining, gardening, recreation, or future improvements. Whether you're an investor searching for your next project or a buyer looking to build equity and make a home your own, this property is ready for its next chapter. Conveniently located near shopping, dining, schools, parks, major roadways, and everything Chesapeake has to offer. Properties with this much potential and land don't come around every day. Come see the possibilities for yourself! Schedule your showing today!

2609 Mossgate Court, South Chesapeake

$515,000

4 Beds ⋅ 2 Baths ⋅ 10654763 MLS

Welcome to 974 N Haven Circle, tucked away at the end of a quiet cul-de-sac on a spacious, fully fenced nearly half-acre lot in desirable Chesapeake! This well-maintained 4-bedroom, 2-full-bath home offers the perfect blend of comfort, functionality, privacy, and outdoor living. Enjoy peace of mind with whole-house siding and trim replaced in 2022, a tankless water heater, Ring cameras that convey, and a full-house crawlspace dehumidifier with an active Coastal Pest Control contract. The 30x28 detached shop is a dream for car enthusiasts, hobbyists, contractors, or anyone needing serious workspace and storage. Extra plywood flooring has been added in the FROG attic for even more storage. The expansive fenced backyard provides room to play, entertain, garden, or simply enjoy the outdoors. Located in a highly sought-after school district with convenient access to shopping, dining, parks, and everyday amenities. A rare combination of space, privacy, and versatility!

974 N Haven Circle, South Chesapeake

$300,130

2 Beds ⋅ 2 Baths ⋅ 10655131 MLS

Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, listed price reflects $10K incentive taken off price of home, see agent for details. Our Rowen model is a corner location that features an open-concept floorplan, high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms and 2 baths. Owner’s suite includes a private bath and walk-in closet with custom wood shelving. Enjoy a patio or balcony space off living room. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #202, 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.