Chesapeake VA County Homes under $500,000

Welcome to Chesapeake, Virginia – a hidden gem nestled in the heart of Hampton Roads, where charm meets convenience! With its picturesque landscapes, rich history, and vibrant community, Chesapeake is an ideal place to call home. Known for its expansive parks, serene waterways, and friendly neighborhoods, this city offers a unique blend of suburban tranquility and urban accessibility.

Chesapeake boasts a diverse range of homes, making it an attractive destination for families, young professionals, and retirees alike. For those seeking affordable options, you’ll be delighted to discover a variety of homes under $500,000. From charming single-family residences to modern townhomes, there’s something for everyone without breaking the bank. Many of these properties feature spacious yards, contemporary designs, and are located in family-friendly communities with easy access to schools, shopping, and recreational activities.

The city is also known for its excellent educational institutions and a strong sense of community, making it a desirable location for families looking to settle down. With an array of outdoor activities, including parks, trails, and waterways, residents can enjoy an active lifestyle while soaking in the natural beauty that Chesapeake has to offer.

Whether you’re a first-time homebuyer or looking to downsize, Chesapeake’s real estate market presents a wealth of opportunities. Explore the charming neighborhoods and discover the perfect home that suits your lifestyle and budget. Embrace the warmth of Chesapeake – where your dream home awaits!

Newest Chesapeake VA County Homes under $500,000

1329 George Washington Highway N, South Chesapeake

$315,000

3 Beds ⋅ 2 Baths ⋅ 10657422 MLS

This 3-bedroom, 2-bath Chesapeake home sits on nearly half an acre with a large detached garage, ample parking, and an easy-access driveway. Inside, enjoy brand-new carpet, renovated bathrooms, and updated appliances. With plenty of room for vehicles, hobbies, storage, and outdoor living, this property offers space and flexibility that can be hard to find.

1329 George Washington Highway N, South Chesapeake

$365,000

2 Beds ⋅ 2.1 Baths ⋅ 10658068 MLS

Beautiful, well-maintained end-unit townhome in the Fairways neighborhood behind Greenbrier Country Club. Features include 2-bedroom, 2.5 baths, great room with fireplace and open floor plan with loft area that can be used for additional living space, office, playroom, etc. Spacious bedroom with master ensuite. Two-car garage and back patio for relaxing & entertaining with community-maintained lawns. Short drive to shopping, restaurants and access to interstate.

801 Shoal Creek Trail, South Chesapeake

$419,900

5 Beds ⋅ 2.1 Baths ⋅ 10658338 MLS

One of a Kind in Geneva Shores! Prepare to be surprised by just how much space this unique home has to offer! The owner added a custom-designed second floor, creating additional living space and flexible options to accommodate your needs through the years and generations to come. Full of character and nostalgic charm, this cozy home is tucked alongside a canal that leads to deep-water access on the Elizabeth River. Whether you dream of kayaking, cruising in your Jon boat, fishing close to home, or simply enjoying the peaceful waterfront surroundings, this property offers a wonderful opportunity to embrace life on the water. And there’s even more to love! Just one street away, you’ll find the Elizabeth River Park VDWR Boat Ramp, providing convenient access for your boating adventures. The home has central vacuum. A unique home, a waterfront setting, and endless possibilities! This is an estate sale....All of the furniture and accessories will be removed by November. Property is being sold AS IS HOME INSPECTION IS FOR INFORMATIONAL PURPOSES ONLY

2013 Athens Court, South Chesapeake

$425,000

4 Beds ⋅ 3 Baths ⋅ 10658268 MLS

Welcome home to this spacious brick ranch in a desirable Chesapeake neighborhood! Set on a corner lot with great curb appeal, this 4-bedroom, 3-bath home offers approximately 2,100 sq ft of living space-larger than most homes in the neighborhood. Enjoy a spacious living room with high ceilings, newer LVP flooring, and a gas fireplace framed by a beautiful exposed brick wall. Need extra space for hobbies, projects, or storage? The oversized 672 sq ft detached 2-car garage, carport, and storage shed deliver! A large covered porch is perfect for relaxing and entertaining. Many updates, including a newer roof with LeafGuard gutters, replacement windows, and HVAC replaced in 2019. Seller to provide a clear termite letter. Convenient to Chesapeake Square Mall, shopping, and interstate access, this home offers space, character, and convenience all in one! Make your appointment for a private tour today!

2220 Capri Circle, West Chesapeake

$435,000

5 Beds ⋅ 2 Baths ⋅ 10658234 MLS

Welcome home to this beautifully renovated 5-bedroom, 2-bath ranch offering nearly 2,000 sq.ft. of thoughtfully designed living space! The stunning eat-in kitchen is the heart of the home,featuring new cabinetry, quartz countertops, an oversized island, stainless steel appliances & acozy fireplace. Fresh paint, luxury vinyl plank flooring, plush carpeting & tastefully updatedbathrooms add style and comfort throughout. Enjoy relaxing on the charming front porch orentertaining on the spacious rear deck. An attached one-car garage adds everydayconvenience, while all major home systems have been serviced & maintained. Ideally situatedin a desirable neighborhood with convenient access to shopping, dining, entertainment & majorinterstates. This beautifully refreshed home is ready to welcome its new owners. Schedule yourprivate tour today!

4116 Emberhill Lane, West Chesapeake

$500,000

4 Beds ⋅ 2.1 Baths ⋅ 10658246 MLS

Set in a peaceful, rural-feeling setting while still centrally located in Chesapeake, this home has been restored from top to bottom, keeping its character while nearly everything around it has been thoughtfully updated. The result is a house that feels established without feeling dated, with two fireplaces, generous living spaces and updates that go well beyond what you can see. LVP carries through the main level, new carpet finishes the upstairs, and the two fireplaces give the home completely different personalities: one wood-burning, one with gas logs. The kitchen has its own presence with cream cabinetry extending to the ceiling, granite countertops and GE appliances, while the bathrooms have also been updated to continue the refreshed finish throughout the house. Behind the cosmetic work is an equally strong list of improvements. All-new windows, a new dual-zone HVAC system, a new water heater and an updated electrical panel have already been handled, while the roof is approximately five years old. Outside, the newly extended concrete driveway and patio create even more usable space. And then this property gets fun. There is an attached garage, a separate detached garage, an oversized workshop/shed, another storage shed and a treehouse/playhouse tucked into the property. Add the neighboring horses, chickens and goats, and the setting has a little unexpected country character without leaving Chesapeake. It is the combination that makes this one memorable: a peaceful setting with convenient access, two fireplaces, multiple garages and outbuildings, substantial system updates, refreshed interiors and outdoor space with personality. A house with some history left in it, but very little left untouched.

4337 Sunray Avenue, West Chesapeake

$449,900

3 Beds ⋅ 2.1 Baths ⋅ 10658185 MLS

Step into unparalleled luxury at 518 Silk Tree Lane, nestled in the quaint, village-like community of North Trail in the highly sought-after Greenbrier area. This 2,366 square-foot masterpiece is completely turn-key. Absolutely no upgrades are needed here. Every high-end detail has already been meticulously curated for you. The stunning gourmet kitchen is a true showstopper, featuring custom cabinetry and countertops, stainless steel appliances from the Frigidaire Professional Series - double wall ovens, a gas range, microwave, wine refrigerator, and built-in ice maker. Porcelain flooring flows throughout the living room, dining area, and kitchen, while well-maintained carpeting adds warmth and comfort to the upstairs and bedrooms. The commitment to high-end living extends into the bathrooms, which have been transformed into private, spa-like retreats featuring breathtaking custom walk-in showers with artisan tile work and built-in bench seating. A cleverly crafted bonus office space is perfectly situated just at the top right of the staircase, offering an ideal, quiet sanctuary for remote work. Storage abounds with custom built-ins and a walk-in attic. Enjoy the spacious custom paver patio with views of the serene community pond and fountains. Additional highlights include three-zone HVAC, Rinnai tankless water heater, custom trim and moldings, Bose surround sound, Cox security wiring, and an EV charging station. Embrace the ultimate low-maintenance lifestyle. The comprehensive condo fee covers all exterior grounds maintenance and trash pickup. Conveniently located in the heart of Chesapeake. Truly a must-see!

518 Silk Tree Lane, South Chesapeake

$459,900

4 Beds ⋅ 2 Baths ⋅ 10658238 MLS

Welcome to your waterfront Home! Nestled along a peaceful canal with deep water access, this beautifully updated 4-bedroom, 2-bath home offers the perfect blend of comfort & style. Inside, you'll find modern finishes throughout, including updated flooring and a kitchen equipped with granite countertops, stainless steel appliances, and ample cabinetry. The formal dining room features elegant custom-built cabinetry. The bathrooms have been tastefully remodeled with high-end finishes, creating spa-like retreats. Step outside to enjoy a large backyard overlooking the canal, perfect for relaxing, entertaining, or fishing. A garage, work shed, and generous outdoor space provide plenty of room for hobbies and storage.

216 Stubbs Drive, South Chesapeake

$474,900

4 Beds ⋅ 2.1 Baths ⋅ 10658133 MLS

Welcome to this beautiful, well-maintained 4-bedroom, 2.5-bathroom home featuring fantastic waterfront. The private backyard features a large deck and a screened-in pergola, perfect for relaxing and entertaining. Key features of the property include Solid wood floors and fresh interior paint throughout. Quality Mr. Rogers windows, Granite countertops and custom tile work in the bathrooms, including a jetted bathtub. Ceiling fans and wall-mounted TVs in every bedroom, option to purchase high-quality bedroom furniture at a discounted price. Back-up generator and well sprinkler system. This home is conveniently located near shopping, dining, and everything Chesapeake has to offer. let me know if you would like to schedule a viewing or if you have any questions.

416 Mishannock Way, South Chesapeake

$474,900

4 Beds ⋅ 2.1 Baths ⋅ 10657960 MLS

This beautiful property sits on a huge, fully fenced corner lot in a quiet neighborhood within the highly desirable Grassfield School District! This open and bright home features a spacious primary bedroom with multiple closets, separate dining room, a good-sized kitchen with a gas stove, and two beautifully updated bathrooms. Enjoy outdoor living on the large deck overlooking the expansive yard. The oversized room over the garage offers endless possibilities as a fourth bedroom, second family room, game room, or media room. Located in an amazing neighborhood, this home offers convenient access to shopping, major highways, and military bases. Space, comfort, and location make this home a must-see!

2630 Cecilia Terrace, South Chesapeake

$330,000

4 Beds ⋅ 2 Baths ⋅ 10658243 MLS

A wonderful opportunity to own a well-built, four bedroom, two-bath home that has been in the same family since 1960. This traditional stick-built home features beautiful hardwood floors, tiled bathrooms, generous living space, and plenty of storage. The detached garage sits behind the home, with the backyard fully fenced between the house and garage. The spacious primary bedroom includes an adjoining dressing room, full private bath, and walk-in closet. Two additional bedrooms and another full bath are located on the main living level. Upstairs, a large bonus room offers flexible space for a fourth bedroom, home office, hobby room, or family room, along with additional storage. The home also features a charming 1960 vintage eat-in kitchen, a mudroom, and a large utility/laundry room. Don't miss this home with great living space and a nice fenced back yard.

2900 Rodgers Street, Central Chesapeake

$399,900

3 Beds ⋅ 2.1 Baths ⋅ 10658249 MLS

Seller will pay up to $12,000 for closing cost assistance or to be used at buyer's discretion using our preferred lender and our attorney; 16 Stunning New Construction! Welcome to this beautiful 3-bedroom, 2.5 bath home offering 1,436 square feet of modern living space. Designed with a spacious open floor plan, it's perfect for entertaining and everyday living. Inside, the kitchen shines with soft-close cabinets, granite countertops. Bathrooms are also appointed with granite countertops and soft-close cabinetry for a cohesive, upscale look. Throughout the home, you'll find a blend of durable LVP flooring and plush carpet. Tray ceiling in the primary bedroom and walk in closet. This home features a 1-car garage. This brand-new home is the perfect blend of comfort, style, and convenience. Don't miss your chance to own it in the heart of Chesapeake!

930 Railroad Avenue, Central 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.

Chesapeake VA County Homes under $500,000

Newest Chesapeake VA County Homes under $500,000

How much is your home worth?

How much is your home worth?