South Chesapeake Real Estate

Welcome to South Chesapeake, Virginia – a hidden gem nestled in the heart of Chesapeake County. This vibrant community seamlessly blends suburban charm with easy access to urban amenities, making it an ideal place for families, professionals, and retirees alike.

South Chesapeake is known for its picturesque landscapes and friendly neighborhoods. The area boasts a rich tapestry of parks, recreational facilities, and scenic waterways, providing ample opportunities for outdoor enthusiasts. Whether you enjoy hiking, biking, or a leisurely stroll along the Elizabeth River, South Chesapeake offers a variety of natural spaces to explore and unwind.

The community is well-connected, with convenient access to major highways and interstates, allowing residents to commute effortlessly to nearby cities like Norfolk and Virginia Beach. This accessibility means you can enjoy the tranquility of suburban life while still being close to the bustling energy of urban living.

Education is a cornerstone of South Chesapeake, with highly-rated public and private schools that prioritize student success. Families will appreciate the commitment to nurturing young minds and fostering a sense of community.

Culturally rich, South Chesapeake also offers a delightful array of dining, shopping, and entertainment options. From cozy cafes and family-owned restaurants to vibrant shopping centers, there’s something for everyone to enjoy.

In South Chesapeake, you’ll find a welcoming atmosphere, a strong sense of community, and a quality of life that’s hard to beat. Discover your dream home in this charming city and experience the perfect blend of comfort and convenience in one of Virginia’s most beloved locales.

Newest Listings in South Chesapeake

$464,900

3 Beds ⋅ 2.1 Baths ⋅ 10648866 MLS

Experience low-maintenance living at its finest in this beautifully appointed home in the heart of Chesapeake. Built in 2019, this 3-bed, 2.5-bath residence offers a modern, open-concept design w/stylish finishes and thoughtful details throughout. The spacious main living area flows seamlessly into a well-designed kitchen. A first-floor primary suite provides comfort and convenience, while additional bedrooms offer flexibility for guests, a home office, or hobbies. Enjoy the ease of a low-maintenance lifestyle with community amenities that elevate everyday living, all in a sought-after location near shopping, dining, and top conveniences. This is the perfect blend of comfort, style, and simplicity, great for those ready to enjoy more and maintain less.

419 Heartfield Drive, South Chesapeake

$452,000

4 Beds ⋅ 2.1 Baths ⋅ 10649115 MLS

Beautifully updated 4 bedroom, 2.5 bath colonial on a quiet cul-de-sac in desirable Elmwood Landing! Features LVP flooring, fresh carpet and paint, updated lighting, remodeled kitchen with granite counters and stainless appliances, plus updated baths. Spacious primary suite with walk in closet and renovated bath with step in shower. Flexible front room for dining, office, or sitting area. Additional improvements include replacement windows, sliding glass door, wood burning fireplace, two zone HVAC, and low maintenance exterior trim. Relax on the new deck overlooking a private wooded backyard with no rear neighbors. Situated on a one third acre lot with a two car garage and separate utility room. Convenient to I 64 and I 664.

3407 Wisecamp Court, South Chesapeake

$599,500

4 Beds ⋅ 2.1 Baths ⋅ 10649324 MLS

Beautifully maintained 4 bedroom, 2.5 bathroom colonial home located in the desirable Albemarle West neighborhood and the sought-after Hickory school district. This home is great for both families and entertaining, with a formal living and dining room, spacious eat-in kitchen, and a large family room with a wood burning fireplace and built-in shelving. There are dual staircases with one in the kitchen leading up to the versatile, finished room over the garage which can be used as a 4th bedroom, playroom, guest space or an additional entertaining area. There is even extra room for an office or study area. All the bedrooms are spacious and there is ample storage throughout the home, including 2 pantries in the kitchen and 2 walk-in bedroom closets. The expansive screened porch adds extra usable space to the home and would be great for dining in the warmer months or just relaxing with a cup of morning coffee. The deck leads to a gorgeous, landscaped yard and is a peaceful retreat. Major updates already done in 2026 to include all new: HVAC and air handler, deck, quartz countertops in the kitchen, and garage door opener. The kitchen and bathrooms have all been freshly painted. Convenient to shopping, restaurants and the 168 bypass. Make this one your first stop!

613 Corapeake Drive, South Chesapeake

$425,000

4 Beds ⋅ 2.1 Baths ⋅ 10649222 MLS

Located in a wonderful and desired community, this home boasts great curb appeal that you see immediately with exterior vinyl siding and triple-pane windows for lower heating and cooling costs. The curb appeal continues with a new glass front door, new roof (2022), replaced shutters and gutters with downspout to match the color scheme. New Composite Fence in rear (2026). Enter and immediately get drawn into the black stained stairway with wrought iron spindles capped off with a black railing/bannister. Waterproof luxury vinyl flooring throughout completes the updated look. The kitchen features white cabinets, granite countertops and stainless steel appliances that conveys to include a commercial-sized refrigerator.

1215 Brookside Landing, South Chesapeake

$400,000

3 Beds ⋅ 2.1 Baths ⋅ 10649257 MLS

Welcome to 1715 Woodmill Drive, where the front yard takes care of itself. The association maintains the front landscaping, leaving the backyard yours to shape however you like, whether that's a garden, a grill setup, or a quiet spot to unwind.Three bedrooms plus a loft give you room to spread out, with the loft ready to work as an office, a reading nook, with built in cabintes. Recent updates include new flooring throughout, fresh paint, new fixtures, and a new vanity in the primary bath, along with a curbless walk-in shower that brings a clean, modern look and everyday ease. The open flow from kitchen to living makes hosting simple, whether it's a full dinner or a quiet evening at home.Minutes to shopping, dining, and I-264. Schedule your showing today.

1715 Woodmill Street, South Chesapeake

$423,900

3 Beds ⋅ 2.1 Baths ⋅ 10649280 MLS

Welcome to this beautifully maintained home in the highly sought after Cardinal Meadows neighborhood! A bright, open layout designed for comfortable everyday living and effortless entertaining. The kitchen features granite countertops, ample workspace, and flows seamlessly into the main living areas. Natural light throughout creates a warm and inviting atmosphere. Move-in ready and waiting for its new owners, this home offers the perfect combination of comfort, style, and functionality. Schedule your private showing today and see all that this low maintenance home has to offer!

1625 Redwing Arcade, South Chesapeake

$585,000

5 Beds ⋅ 2.1 Baths ⋅ 10648409 MLS

Welcome to 3410 Marla Court, tucked away on a quiet cul-de-sac in the sought-after Millers Run community of Chesapeake. Built in 2004, this beautifully maintained 5-bedroom, 2.5-bath home offers over 3,156 square feet of thoughtfully designed living space, combining generous room sizes with modern updates and a fantastic private setting. Fresh paint with newer luxury vinyl plank flooring, the home features an inviting open floor plan that's for both everyday living and entertaining. The spacious family room flows seamlessly into the updated eat-in kitchen, offering abundant cabinetry, ample counter space, high-end stainless-steel appliances and plenty of room for family gatherings. A first-floor bedroom provides excellent flexibility as a guest room, home office, or playroom. Upstairs, the spacious primary suite features a walk-in closet and a private ensuite bath with dual vanities, while the updated hall bathroom has a new walk-in shower which adds a stylish touch for family and guests alike. A two-zone HVAC system helps keep the home comfortable year-round. Step outside to enjoy the screened-in porch overlooking a huge, fully fenced backyard that backs to peaceful woods, creating a private retreat for relaxing, entertaining, or letting children and pets play. Offering space, privacy, modern updates, and a desirable cul-de-sac location, this exceptional Millers Run home is ready to welcome its next owners.

3410 Marla Court, South Chesapeake

$550,000

4 Beds ⋅ 2.1 Baths ⋅ 10649225 MLS

Welcome to 913 Montebello Circle, a one-of-a-kind custom all-brick home designed for buyers who appreciate true craftsmanship, architectural character, and timeless traditional design. Located in the desirable Great Bridge area of Chesapeake, this home offers distinctive features including a stunning wood spiral staircase, custom millwork, rich hardwood flooring, and three fireplaces. Outside, enjoy your own private backyard retreat featuring a saltwater inground pool, perfect for relaxing or entertaining. Ideally located near local military bases, shopping, dining, and major interstates, this is a rare opportunity to own a home filled with character, quality craftsmanship, and lasting value.

913 Montebello Circle, South Chesapeake

$524,900

4 Beds ⋅ 2.1 Baths ⋅ 10649243 MLS

2% ($10,500) Closing Cost Assistance Being Offered. Welcome to this beautifully maintained 4 bedroom, 2 and a half bath, all-brick ranch in the Grassfield School District of Chesapeake. This home features updated eat-in kitchen to include granite counter tops, stainless steel appliances (KitchenAid Refrigerator), gas range, shaker cabinets, and fresh paint. Enjoy an open layout with a very spacious great room, vaulted ceilings and a gas fireplace. French doors offer privacy to the formal dining, living room/office. Stunning bamboo floors throughout the kitchen and living areas. The large finished bedroom over the garage offers new LVP flooring, lighting, shelving, built in reading nook or can be used as a bed. Major system upgrades include TRANE HVAC system installed in 2021 with duct work replaced and system zoned in 2025. RainSoft reverse osmosis, enclosed crawl space with dehumidifier, insulated garage doors, updated vents and a newer gas water heater. Half bath located next to the mudroom/laundry room, washer & dryer to convey. New carpet in all main floor bedrooms. Enjoy outdoor living on your covered front porch or in your private fenced in backyard and deck. Expansive attic space for storage and extended driveway for additional parking. A truly move-in-ready Chesapeake home, minutes to shopping, dining, and interstate access. Please ask for the detailed upgrade list of extensive repairs and improvements. The home has been meticulously maintained with major system updates throughout.

817 Doe Run Drive, South Chesapeake

$604,900

3 Beds ⋅ 2.1 Baths ⋅ 10649232 MLS

To Be Built - Financing 5.75 rate, low down, NO PMI! Sales center: GPS 369 Scotland Ln. Chesapeake OPEN S/S 12-4. Nestled in Greenbrier come visit the newest community by renowned local builder. Primrose Cottage welcomes you with a charming full front porch, soaring two-story foyer and family room, and beautiful hardwood flooring throughout the main living areas. Designed for easy living and entertaining with open layout connects the family room, dining area, and HGTV-inspired chef’s kitchen featuring oversized quartz island, custom hood & floating shelves, designer finishes, and mudroom. The first-floor primary suite offers a custom walk-in closet, spa-like bath with quartz dual vanity, tiled shower, and private laundry. Upstairs two spacious bedrooms, tons of storage and 2nd laundry room and Opt. for 4th BR or Loft. Professionally managed grounds for a low-maintenance lifestyle, giving you more time to enjoy the comfort, quality, and craftsmanship of your Primrose haven.

205 Maggie Bell Ln., South Chesapeake

$699,000

4 Beds ⋅ 2.1 Baths ⋅ 10649166 MLS

Country living, 1+ acre, and a beautiful lush landscaping will make you say “honey stop the car”. Welcome to 3332 Country Mill in sought-after Hickory in Southern Chesapeake. This 4-bedroom, 2.5-bath home gives you 2,775 square feet of well-maintained living space with updates throughout. Enjoy cool evenings on the screened porch in your own private spa! Hardwood floors, newly updated kitchen and bath make this one a stunner! Large primary suite with adjoining office for those that work from home! Outside is where this property earns its price tag: covered front porch, sunroom, deck, and on on a beautifully landscaped over an acre of land. Not too much, but just enough to feel that country feel without the hours and hours of grass cutting. This one is designed to be easy maintenance. Enjoy a stroll thru the back yard and watch the koi in the pond and enjoy the perennials that are coming back every year. Acreage and updates most buyers only dream about. This one won't sit long.

3332 Country Mill Road, South Chesapeake

$628,900

4 Beds ⋅ 2.1 Baths ⋅ 10649233 MLS

To Be Built - Financing 5.75 rate, low down, NO PMI! Sales center: GPS 369 Scotland Ln. Chesapeake OPEN S/S 12-4. Nestled in Greenbrier come visit the newest community by renowned local builder. Primrose Cottage welcomes you with a charming full front porch, soaring two-story foyer and family room, and beautiful hardwood flooring throughout the main living areas. Designed for easy living and entertaining with open layout connects the family room, dining area, and HGTV-inspired chef’s kitchen featuring oversized quartz island, custom hood & floating shelves, designer finishes, and mudroom. The first-floor primary suite offers a custom walk-in closet, spa-like bath with quartz dual vanity, tiled shower, and private laundry. Upstairs two spacious bedrooms, tons of storage & 2nd laundry room & 4th BR and Opt Full Bath. Professionally managed grounds for a low-maintenance lifestyle, giving you more time to enjoy the comfort, quality, and craftsmanship of your Primrose haven.

217 Maggie Bell Ln., 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.