South Chesapeake Real Estate

Welcome to South Chesapeake, a hidden gem nestled in the heart of Virginia's Chesapeake County. This vibrant community is a perfect blend of suburban charm and urban convenience, making it an ideal place for families, professionals, and retirees alike.

South Chesapeake boasts a rich tapestry of history and culture, with its roots deeply embedded in the lush landscapes and waterways that define the area. Residents enjoy a peaceful, family-friendly atmosphere, complemented by a myriad of parks, recreational facilities, and nature trails that invite outdoor enthusiasts to explore the great Virginia outdoors. The nearby Great Dismal Swamp National Wildlife Refuge offers a unique opportunity for hiking, birdwatching, and immersing oneself in the tranquility of nature.

Convenience is key in South Chesapeake, with easy access to major highways and interstates, allowing for seamless commutes to nearby cities like Norfolk and Virginia Beach. The area is also home to a variety of shopping centers, dining options, and local businesses that cater to every taste and need. Whether you're in the mood for a cozy café or a bustling restaurant, South Chesapeake has something for everyone.

Education is a top priority in this community, with highly-rated public and private schools that provide excellent educational opportunities for children. Families can take comfort in knowing that their children are receiving a quality education in a supportive environment.

In South Chesapeake, you’ll find a welcoming community that celebrates diversity and fosters connections. With its beautiful neighborhoods, rich history, and vibrant lifestyle, South Chesapeake is not just a place to live, but a place to call home. Come discover the charm of South Chesapeake—your new adventure awaits!

Newest Listings in South Chesapeake

$285,000

3 Beds ⋅ 1.1 Baths ⋅ 10647127 MLS

Super convenient Greenbrier location. Three bedrooms 1.5 baths plus a dressing are in master bedroom includes a 3rd sink. Spacious kitchen with nice counter space, all appliances, and a bay window. Schedule an easy showing today. 2-private parking spaces and a cul-de-sac location with no through traffic. NEW COSTCO is locating to Greenbrier Mall.

1218 Cedar Mill Square Unit SQ, Chesapeake

$525,000

5 Beds ⋅ 3 Baths ⋅ 10646864 MLS

Charming & lovingly updated farmhouse in heart of Deep Creek on 1.2 acres includes all modern conveniences while respecting historic heritage w/features like original hardwood floors, crown molding, chair railing w/both welcoming front porch & screen porch. Beautiful kitchen w/SS appliances, granite counters, peninsula w/gas range, prep sink, SS wine fridge, oversized breakfast bar & pendent lighting. Bright & airy upstairs w/3 beds 2 w/walk-in closets, linen closet & updated hall bath w/beaded board wainscoting. 4th bed downstairs w/ensuite bath. Fantastic laundry room w/cabinetry, counter space, shelving & utility sink. Updates include: newer HVAC, ductwork & insulation, hardy plank siding & vinyl replacement windows. Spacious backyard 2 sheds & irrigation. Detached garage boasts almost 1500 sq feet split between the 2 levels. Upstairs living area has a full bedroom, bathroom and bonus closet/storage area. Great for your guests!

3248 Galberry Road, Chesapeake

$355,000

3 Beds ⋅ 2.1 Baths ⋅ 10647123 MLS

Welcome home to this charming 3 bedroom, 2.5 bath condo in the heart of Greenbrier, offering the perfect blend of comfort, convenience, and low maintenance living. The thoughtfully designed floor plan features a first floor bedroom and half bath, ideal for guests, a home office, or flexible living. The spacious kitchen is equipped with granite countertops, rich cherry wood cabinetry, abundant counter space, and a breakfast bar that's perfect for everyday living or entertaining. Upstairs, both bedrooms offer private en suites and walk in closets. The primary suite features a relaxing Jacuzzi style soaking tub, a separate shower, and plenty of space to unwind. An upstairs laundry room, complete with the washer and dryer, adds everyday convenience. Step outside to your private patio with an attached storage unit, providing additional space for your outdoor essentials. The condo association covers water, trash, landscaping, access to the community pool, and individual roof maintenance, making homeownership even easier. Conveniently located just minutes from Greenbrier Mall, golf courses, shopping, dining, schools, and major interstates, this move in ready home offers the ideal combination of location, comfort, and carefree living. Schedule your private tour today! This version is well under the MLS limit and reads naturally for buyers.

1555 Rollesby Way Unit 5, Chesapeake

$660,000

5 Beds ⋅ 2.1 Baths ⋅ 10647099 MLS

Welcome to 2317 Angler Lane, a well-maintained home in a sought-after Chesapeake area with convenient access to shopping, dining, and major roadways. Recent updates include new vinyl front stairs (2026), an extended driveway (2024), vinyl fencing (2024), pool house (2022), water heater (2020), roof (2019), and HVAC systems (2018). The outdoor setup is a standout with a screened-in porch, in-ground pool, and approximately 250 sq. ft. detached pool house with heating and air conditioning and a full bathroom. Speakers are located in both the living room and pool house. With plenty of space to relax, entertain, and enjoy the backyard, this home offers a hard-to-find combination of indoor and outdoor living. Make sure to check out the virtual tour.

2317 Angler Lane, Chesapeake

$1,175,000

5 Beds ⋅ 3 Baths ⋅ 10646791 MLS

Rare opportunity to own a Chesapeake equestrian property offering the perfect blend of refined country living and modern convenience. This exceptional home offers 5 bedrooms, 3 full bathrooms, 3,046 square feet, and an additional 712 square feet of living space in a true in-law suite with private entrance. Equestrian enthusiasts will appreciate three fenced pastures, a riding ring with light, the run-in shed, and a three-stall stable with tack room, while the outdoor enthusiast will love the large garden, the raised garden beds, the blueberry and raspberry bushes, the gazebo, and the picturesque koi pond with fountain. Inside, the living room with beautiful stone mantle and pellet stove is open to the updated kitchen featuring gorgeous, leathered granite countertops, a large island, and an eat-in area with additional cabinetry. The spacious primary suite offers beautiful property views and includes a walk-in closet and luxurious bath with double quartz shower and dual sinks. Additional highlights include wood floors throughout, an office with French doors, a fantastic screened-in porch and a deck, a 2-car attached garage, a 3-car detached garage, a new well, reverse osmosis water system, generator hook-up, and a 400-gallon propane tank. The best of country living without sacrificing modern convenience, this country retreat is designed for both comfortable living and equestrian enjoyment.

2000 Long Ridge Road, Chesapeake

$634,900

4 Beds ⋅ 3.1 Baths ⋅ 10646890 MLS

Beautifully maintained 4 Br 3.5 bath home on 1/2 acre lot located in the Grassfield area of Chesapeake. 2 large primary suites 1 upstairs and 1 downstairs. 2 additional bedrooms upstairs that share a Jack n Jill. Loft overlooks family room-great for office space. Theater room located downstairs that you will absolutely love. Some other upgrades include gourmet kitchen, granite countertops, stainless steel appliances, hard wood/LVP flooring, full privacy fence and beautifully maintained landscaping. The roof was replaced 2018.

2308 Angler Lane, Chesapeake

$380,000

3 Beds ⋅ 2.1 Baths ⋅ 10647070 MLS

Explore the Possibilities with a Traditional Brick Ranch style home in the Washington area of Chesapeake Virginia. This 3 bedroom 2.5 bath, 2,312 sqft has spacious rooms, open floor plan, attached garage, 2 separate parking spaces, private backyard, and original character throughout the home. Come view today, add your special touch and make this house your home. Located aprox 6miles to Greenbriar Mall, shops, Chesapeake City Park, entertainment, interstate, and so much more. Seller to make no repairs. Property is being sold as is, where is.

340 Fernwood Farm Road, Chesapeake

$459,999

4 Beds ⋅ 3 Baths ⋅ 10647060 MLS

Welcome home to this beautifully maintained luxury end unit townhome in the highly sought after Great Bridge School District! Less than seven years old, this move in ready home offers stylish, low-maintenance living with thoughtful upgrades throughout. Enjoy luxury laminate plank flooring throughout the entire home, smart switches compatible with Alexa, and an upgraded custom walk in closet in the spacious primary suite. The gourmet kitchen features granite countertops, a large island, upgraded cabinetry, refrigerator only 6 months old and a flat top stove. Soaring 9-foot ceilings, multiple walk-in closets, a spacious laundry room, garage, driveway, and covered front porch add to the home's appeal. The HOA handles yard maintenance, giving you more time to enjoy nearby shopping, dining, entertainment, and quick highway access. Schedule your private showing today!

300 Sikeston Lane, Chesapeake

$375,000

4 Beds ⋅ 2.1 Baths ⋅ 10646350 MLS

Welcome to this beautiful 4-bedroom, 2.5-bath home nestled in the heart of the Camelot neighborhood! This move-in-ready home features newer luxury vinyl plank flooring, fresh interior paint, granite countertops, and stainless steel appliances. Offering a spacious and functional floor plan, you'll enjoy two separate living areas that provide plenty of room for entertaining, relaxing, or working from home. Situated on nearly a quarter-acre lot, the property also includes a huge two-car garage and a generous backyard with endless possibilities. Conveniently located just moments from Camelot Elementary School, the neighborhood park, shopping, dining, and more, this home truly has it all. Don't miss your opportunity to make this exceptional property your own! **Some photos have been virtually staged.

3329 Guenevere Drive, Chesapeake

$235,000

2 Beds ⋅ 2 Baths ⋅ 10646952 MLS

Beautifully maintained 2 bedroom, 2 bath 1st floor condo is tucked away in Riverwalk, overlooking a peaceful wooded view. The updated kitchen features granite countertops, white cabinetry and stainless steel appliances, and opens seamlessly to the dining and living areas. Laminate flooring extends throughout the living room, dining area and hallway with carpet in both bedrooms. The spacious primary suite offers an updated en-suite bath with a dual vanity and walk-in shower. Relax on your private patio overlooking the trees...a serene setting to start and end your day. Enjoy low-maintenance living with the condo fee covering the roof, siding, water, sewer, trash pickup, landscaping and community pool. Conveniently located just minutes from interstates, shopping, restaurants, bases and River Crest Community Center.

716 Rapidan River Court Unit H, Chesapeake

$684,900

5 Beds ⋅ 3.1 Baths ⋅ 10646804 MLS

Better than new!! Built in 2022 this stunning 5 bedroom, 3.5 bath single-family condo offers modern living with an open-concept design perfect for every day living and entertaining. The first floor features a beautiful & spacious kitchen overlooking the dining area and great room with cozy fireplace, plus a large second primary suite with a private full bath, a convenient guest half bath, and both front and screened rear porches. Relax while enjoying peaceful pond sounds and views with a beautiful fountain from your fenced backyard/large screened porch. Upstairs you'll find the luxurious primary suite with a spa-like bath and oversized walk in closet, three additional bedrooms, another full bath, and a laundry room with utility sink. A two car garage and pre wiring for a hot tub add even more value. Assoc dues include front lawn mowing and flower bed maintenance. Ideally located near shopping, dining, interstate access, and highly sought after schools. Move in ready!

1920 Briton Lane, Chesapeake

$289,000

3 Beds ⋅ 1 Baths ⋅ 10647016 MLS

Fixer Upper In Great Area

3609 Parr Lane, 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.