South Chesapeake Homes under $500,000

Welcome to South Chesapeake, Virginia—a hidden gem nestled in the heart of Chesapeake County. This vibrant community perfectly blends suburban tranquility with easy access to urban amenities, making it an ideal place for families, young professionals, and retirees alike. With its picturesque landscapes, friendly neighborhoods, and rich history, South Chesapeake offers a welcoming atmosphere that you’ll be proud to call home.

One of the standout features of South Chesapeake is its diverse real estate market, particularly for those seeking homes under $500,000. Here, you’ll discover a variety of charming properties that cater to different lifestyles and preferences. From cozy single-family homes with spacious yards to modern townhouses with contemporary finishes, there’s something for everyone. Many of these homes boast attractive features such as open floor plans, updated kitchens, and outdoor spaces perfect for entertaining.

In addition to affordable housing options, South Chesapeake is conveniently located near excellent schools, parks, and recreational facilities. The city is also known for its vibrant local dining scene, shopping centers, and cultural attractions, ensuring that residents have everything they need right at their fingertips.

With its strong sense of community, beautiful surroundings, and affordable real estate options, South Chesapeake truly stands out as a desirable place to live. If you’re looking for a place where you can plant your roots without breaking the bank, this charming city is ready to welcome you home. Discover your dream property today and experience the best of South Chesapeake living!

Newest South Chesapeake Homes under $500,000

$425,000

3 Beds ⋅ 1.1 Baths ⋅ 10659765 MLS

Two homes, one opportunity at 1672 & 1674 Benefit Road! These two neighboring properties are being sold together, giving you three separate living spaces on adjoining lots. The main home at 1674 is a charming 3-bedroom, 1.5-bath home with a welcoming covered front porch, a spacious yard, and a long driveway. Inside, you’ll find luxury vinyl plank flooring, bright bedrooms with ceiling fans, and an updated kitchen with white cabinetry, granite-look counter tops, and modern appliances. Out back, the garage has been fully converted into a code-compliant 2-bedroom, 2-bath apartment with its own entrance. It features a stylish galley kitchen with stainless appliances, in-unit laundry, durable LVP flooring, and a subway-tile walk-in shower with a built-in bench and pebble floor. Next door, 1672 is a 3-bedroom, 2-bath brick ranch that’s ready for your personal touch and adds even more space and income potential. This property can work for you in several ways. For multi generational living, keep loved ones close while everyone has their own kitchen, entrance, and privacy. Aging parents, adult children, and long-term guests can each have a place of their own, just steps away. To house hack, live in one home and let the other two help cover your mortgage, building equity and wealth while you live there. As an investor, hold all three as long-term rentals for three income streams in one purchase and one location. Best of all, the property can change with you: start as a family property today and convert it to rental income later, or the other way around. Opportunities like this rarely come to market. So bring your vision and schedule your showing today!

1674 Benefit Road, South Chesapeake

$225,000

3 Beds ⋅ 2 Baths ⋅ 10659764 MLS

Two homes, one opportunity at 1672 & 1674 Benefit Road! These two neighboring properties are being sold together, giving you three separate living spaces on adjoining lots. The main home at 1674 is a charming 3-bedroom, 1.5-bath home with a welcoming covered front porch, a spacious yard, and a long driveway. Inside, you’ll find luxury vinyl plank flooring, bright bedrooms with ceiling fans, and an updated kitchen with white cabinetry, granite-look counter tops, and modern appliances. Out back, the garage has been fully converted into a code-compliant 2-bedroom, 2-bath apartment with its own entrance. It features a stylish galley kitchen with stainless appliances, in-unit laundry, durable LVP flooring, and a subway-tile walk-in shower with a built-in bench and pebble floor. Next door, 1672 is a 3-bedroom, 2-bath brick ranch that’s ready for your personal touch and adds even more space and income potential. This property can work for you in several ways. For multi generational living, keep loved ones close while everyone has their own kitchen, entrance, and privacy. Aging parents, adult children, and long-term guests can each have a place of their own, just steps away. To house hack, live in one home and let the other two help cover your mortgage, building equity and wealth while you live there. As an investor, hold all three as long-term rentals for three income streams in one purchase and one location. Best of all, the property can change with you: start as a family property today and convert it to rental income later, or the other way around. Opportunities like this rarely come to market. Properties must be purchased together, so bring your vision and schedule your showing today!

1672 Benefit Road, South Chesapeake

$499,900

4 Beds ⋅ 2 Baths ⋅ 10659700 MLS

Nestled in the heart of Greenbrier, this move-in-ready 4-bedroom home offers a bright and welcoming atmosphere from the moment you step inside. Soaring cathedral ceilings and skylights fill the main living space with natural light, creating a balance of open-concept entertaining areas and comfortable, cozy corners. Adapt the versatile room off the kitchen to suit your lifestyle, whether as a formal dining room, quiet home office, or vibrant playroom. Thoughtfully updated with modern kitchens, bathrooms, and flooring, plus peace-of-mind upgrades from 2023 including a new HVAC, air ducts, insulation, and water heater. Retreat to the primary suite featuring a walk-in closet and a spacious updated bathroom. All of this is located just minutes away from Greenbrier shopping and Greenbrier Country Club.

744 Norcova Drive, South Chesapeake

$235,500

2 Beds ⋅ 2 Baths ⋅ 10659589 MLS

Charming 2-bedroom, 2-bath condo offering a comfortable layout and great potential. The unit allows for great opportunity for cosmetic improvements to really make it your own. Conveniently located near dining, shopping, and more! Call today for more information and to schedule your tour!

501 Seahorse Run, South Chesapeake

$395,000

4 Beds ⋅ 2 Baths ⋅ 10659664 MLS

Deep Creek - Just off Route 17/George Washington Highway exit - Beautifully renovated - move-in ready brick ranch with large private lot. White shaker style kitchen cabinetry with granite countertops, LVP flooring throughout - 4 bedrooms, 2 full baths - freshly painted, nice floor plan - large new deck off rear of home with French doors to deck and huge backyard - room for anything you enjoy! Large shed in backyard plus 1 car attached garage. Conveniently located, feels like country living, though close to everything. Great opportunity to live in Deep Creek and enjoy all this area has to offer!

2868 Flag Road, South Chesapeake

$310,000

2 Beds ⋅ 2.1 Baths ⋅ 10659701 MLS

Rare opportunity to own a well-maintained brick end unit townhome nestled on a quiet cul-de-sac with nearly an acre of land, no HOA fees, private dock and water access rights. This home features new roof, fresh paint, new gas logs, and countertops. New AC unit with 10 year warranty and updated furnace. This newly fenced back yard has a small shed and larger detached workshop with power! This private yard and large deck are great for relaxing and entertaining. Inside, you'll find 2 spacious bedrooms with ensuite bathrooms making it great for comfort and privacy. Large walk-in attic and utility closet with storage. With no HOA fees and a rare setting that allows for waterfront enjoyment and lots of outdoor space, you won't want to miss this one-of-a-kind opportunity! Inground sprinkler, shed, dock, Primary decorative fireplace, and well-As is! Schedule your showing today! Can close quickly.

314 Sussex Court, South Chesapeake

847 Sommerville Crescent, South Chesapeake

$280,000

2 Beds ⋅ 2.1 Baths ⋅ 10659671 MLS

NEWLY RENOVATED BRICK FRONT TOWNHOUSE. 2 ENSUITE BEDROOMS, EACH WITH THEIR OWN BATHROOM. MOVE-IN READY. COMPLETLY RENOVATED KITCHEN, BRAND NEW CABINETS AND APPLIANCES, FRESH PAINT, INSTALLED 5 NEW GFCI OUTLETS TO MEET CURRENT ELECTRICAL SAFETY CODE, AND MORE... CENTRALLY LOCATED NEAR INTERSTATES, CHESAPEAKE GENERAL HOSPITAL, SCHOOLS AND SHOPPING CENTERS, AND NO HOA FEES!

847 Sommerville Crescent, South Chesapeake

$459,520

3 Beds ⋅ 2.1 Baths ⋅ 10659594 MLS

Tucked away at the end of a quiet cul-de-sac on over a 1/2 acre, this home offers a serene, park-like setting with exceptional privacy and space to enjoy. Inside, you’ll find attractive LVP and Ceramic flooring throughout the main level and a bright, open-concept layout designed for modern living. The spacious living area flows seamlessly into a stylish kitchen featuring quartz countertops—perfect for both everyday living and entertaining.A large two-car attached garage provides ample storage, while the expansive backyard offers endless possibilities, including plenty of room to add a pool or create your own outdoor retreat. Upstairs, the generous primary suite boasts two walk-in closets, complemented by two additional bedrooms for a total of three. A conveniently located upstairs utility room includes a washer and dryer that convey with the home.Ideally situated near shopping, dining, and major interstates, this property combines peaceful living with everyday convenience.

820 Stacey Place, South Chesapeake

321 Wimbledon Chase Unit E, South Chesapeake

$225,000

2 Beds ⋅ 2 Baths ⋅ 10659315 MLS

This 2 bedroom, single story, first floor condo unit is ready for you! Centrally located and nearby to Chesapeake Regional Medical Center, shopping, parks and schools. Schedule your showing today!

321 Wimbledon Chase Unit E, South Chesapeake

948 Shoal Creek Trail Unit A, South Chesapeake

$315,000

2 Beds ⋅ 2 Baths ⋅ 10659510 MLS

Beautiful end-unit condo features an open first-floor layout with tall ceilings and abundant natural light, creating a bright and airy feel. The kitchen is equipped with modern appliances and a well-designed layout for both everyday living and entertaining. The spacious primary suite offers both comfort and style, with an updated attached bath. Additional bedroom provides versatile space for guests, a home office, or hobbies, and are served by a second full bath. All appliances including washer and and dryer convey. Centrally located in the heart of Greenbrier, with easy access to shopping, dining, and major highways.

948 Shoal Creek Trail Unit A, South Chesapeake

$315,000

3 Beds ⋅ 1 Baths ⋅ 10659413 MLS

Investor Special! Brick ranch in Chesapeake featuring 3 bedrooms, 1 bathroom, a detached garage/workshop, and a spacious yard. This property is being sold as-is and offers plenty of potential for renovation and customization. Bring your vision and transform this property into a great investment or personal home!

504 Plummer Drive, South Chesapeake

$369,900

4 Beds ⋅ 2 Baths ⋅ 10659368 MLS

Welcome to 1108 Sword Dr, a beautifully updated 4-bedroom, 2-bath ranch-style home offering approximately 1,800 sqft of comfortable single-level living in Chesapeake, VA. Freshly painted throughout, this move-in-ready home features a bright, open-concept floor plan with LVP flooring throughout the main living areas, carpeted bedrooms, and updated light fixtures. The kitchen features granite countertops, stainless steel appliances, and an open layout that flows seamlessly into the living and dining areas. Both bathrooms have been updated, adding to the home’s fresh, modern feel. Additional improvements include a new roof. Step outside to a large, fully fenced backyard with plenty of space for entertaining, pets, play, gardening, or simply relaxing outdoors. If you’re searching for a move-in-ready 4-bedroom ranch home for sale in Chesapeake, Virginia with approx. 1,800 sqft an open floor plan, modern updates, and a spacious fenced backyard, 1108 Sword Dr is one you’ll want to see!

1108 Sword Drive, South Chesapeake

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South Chesapeake Homes under $500,000

Newest South Chesapeake Homes under $500,000

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