Central Chesapeake Homes under $500,000

Welcome to Central Chesapeake, Virginia—a vibrant community that perfectly blends suburban charm with urban convenience. Nestled in the heart of Chesapeake County, this area is known for its picturesque landscapes, friendly neighborhoods, and a strong sense of community. With its rich history and diverse culture, Central Chesapeake offers residents a unique lifestyle that is both relaxed and engaging.

One of the most appealing aspects of Central Chesapeake is its affordability, especially for homebuyers seeking properties under $500,000. Here, you’ll find a variety of homes that cater to different tastes and lifestyles, from cozy single-family residences to modern townhomes. These homes often feature spacious layouts, updated amenities, and beautiful outdoor spaces—ideal for families, first-time buyers, or anyone looking to settle down in a welcoming environment.

Central Chesapeake is not just about homes; it’s about a lifestyle. Residents enjoy easy access to parks, recreational facilities, and shopping centers, making it a perfect place for families and young professionals alike. The area is also known for its excellent schools and community programs, ensuring that all residents can thrive.

Whether you’re drawn to the charm of tree-lined streets or the convenience of nearby amenities, Central Chesapeake is a fantastic place to call home. With homes available under $500,000, this thriving community offers an excellent opportunity for those looking to invest in their future. Explore the possibilities in Central Chesapeake today and discover the perfect home for you and your family!

Newest Central Chesapeake Homes under $500,000

$350,000

3 Beds ⋅ 2 Baths ⋅ 10656240 MLS

Welcome home to this inviting 3 bdrm, 2 full bath plus a bonus room that can be used as an office, nursery, craft room or guest room. This ranch offers comfortable and spacious one-level living. Beautiful wood floors add warmth and character throughout the home. The kitchen features attractive granite countertops with a large breakfast bar, providing both style and functionality for everyday living and entertaining.The thoughtfully designed floor plan offers comfortable living spaces, well-proportioned bedrooms, extra large primary bedroom and the convenience of single story living. Enjoy the large yard and detached garage with carport. Whether you are a first-time homebuyer, downsizing, or simply looking for the convenience of ranch-style living, this home is ready to welcome you. Conveniently located near major military installations, naval shipyards, and employment centers throughout Hampton Roads, making it an excellent location for military personnel, contractors, and commuters.

3210 Indigo Road, Central Chesapeake

$289,900

3 Beds ⋅ 1.1 Baths ⋅ 10656065 MLS

Don’t miss this charming brick starter home offering 3 bedrooms, 1.5 baths, and just under 1,200 sq. ft. The updated kitchen, newer roof, HVAC, and windows (all under 5 years old) provide peace of mind, while the fully fenced backyard offers plenty of space to relax or play. Conveniently located near interstates, military bases, shopping, and restaurants, and zoned for Indian River schools. A great opportunity to add your personal touches and make it your own!

718 Osborn Avenue, Central Chesapeake

111 Goldcrest Drive Drive, Central Chesapeake

$465,000

3 Beds ⋅ 2 Baths ⋅ 10655863 MLS

Nestled off two quiet cul-de-sacs, this beautiful riverside ranch is the ultimate canvas for your custom dream home. Boasting exceptional bones and incredible profit potential, the spacious interior features original hardwood floors waiting to be restored. The layout offers a large front den centered around a classic wood-burning fireplace, three sizable bedrooms with generous closets, a formal dining area, and a secondary rear den that opens to a large, screened-in porch. Off the kitchen, a sun-flooded breezeway provides ideal flexible square footage for a home office or gym.The true highlight is the outdoor oasis. Framed by palm trees, the backyard features an in-ground pool with a diving board, fully fenced on the sides for privacy while leaving the rear wide open to serene water views. The waterfront infrastructure is already complete, including a concrete seawall and an existing dock. Schedule your showing today to unlock this property's full potential!

111 Goldcrest Drive Drive, Central Chesapeake

1809 Hearthside Court, Central Chesapeake

$249,900

3 Beds ⋅ 1.1 Baths ⋅ 10655854 MLS

Charming 3-bedroom, 1.5-bath townhome on Hearthside Court in Chesapeake, offering approximately 1,291 square feet across two stories. Features include beautiful wood-pattern LVP floors, stainless steel appliances, and abundant natural light. Conveniently located near shopping, dining, entertainment, and interstate access. Contact the listing office today!

1809 Hearthside Court, Central Chesapeake

$229,900

1 Beds ⋅ 1 Baths ⋅ 10655691 MLS

Welcome home to this move-in ready Chesapeake gem! This bright and inviting one-bedroom, one-bath home offers an open-concept layout with the kitchen overlooking the living area, creating a functional space for everyday living and entertaining. Enjoy your own private patio, perfect for relaxing outdoors. A brand-new HVAC system. Conveniently located near Greenbrier, Kempsville, shopping, dining, parks, and major interstates, this home offers easy access to everything Chesapeake and the surrounding area have to offer. Whether you're purchasing your first home, looking to downsize, or searching for an investment property, this is an opportunity you won't want to miss.

2005 Lockard Avenue, Central Chesapeake

$225,000

3 Beds ⋅ 1 Baths ⋅ 10655557 MLS

Charming 3 bedroom, 1 bath home situated on a deep 42' x 155' lot with plenty of outdoor space to enjoy. Inside, you'll find a comfortable living room with an accent wall, an eat-in kitchen with ample cabinetry and counter space, and a separate laundry area. All three bedrooms offer good natural light, with the primary bedroom featuring generous closet storage. A covered front porch adds a welcoming spot to relax, while the spacious backyard offers room for entertaining, gardening or future outdoor projects. The detached garage/workshop is equipped with electrical service, providing additional storage and a versatile space for hobbies or projects. Unapproved short sale. Property is being sold AS-IS. Seller to make no repairs.

1225 Jackson Avenue, Central Chesapeake

$325,000

3 Beds ⋅ 2 Baths ⋅ 10655463 MLS

Chesapeake Rancher offering Living room, eat in kitchen, bonus/den room, 3 beds 2 full baths, detached garage with power (as is where is). Gas heat and hot water, Central Ac, driveway holds 3 vehicles.

405 Tekoa Road, Central Chesapeake

1321 Seaboard Avenue, Central Chesapeake

$275,000

4 Beds ⋅ 2 Baths ⋅ 10655376 MLS

Beautifully updated 4 bedroom, 2 bath home in Chesapeake! Spacious home that features modern updates throughout and offers easy access to nearby interstates for a quick commute. Don’t miss the amazing blend of style, comfort, and convenience!

1321 Seaboard Avenue, Central Chesapeake

605 Wingfield Avenue, Central Chesapeake

$279,900

4 Beds ⋅ 1 Baths ⋅ 10655177 MLS

Welcome to this charming two-story Cape Cod offering 4 bedrooms and a spacious open floor plan designed for comfortable living. The home's inviting layout provides plenty of room for family gatherings and everyday enjoyment. Living room, dinning room, eat-in kitchen, 2 bedrooms on 1st floor and 2 bedrooms on 2nd floor. A full family bathroom serves the home, while the generous bedroom count offers flexibility for guests, a home office, or growing households. Newer water heater and windows have been replaced. This property is being sold as-is, and presents a great opportunity for homeowners or investors looking to add their personal touches and build equity.

605 Wingfield Avenue, Central Chesapeake

601 Wingfield Avenue, Central Chesapeake

$299,900

3 Beds ⋅ 1 Baths ⋅ 10655176 MLS

Charming Cape Cod-style home situated on a desirable corner lot, offering plenty of character and potential. Features a spacious eat-in kitchen, beautiful hardwood floors, and a large living room highlighted by a cozy fireplace. The main level includes two comfortable bedrooms and a full family bathroom, while the second floor boasts a generously sized bedroom, providing additional privacy and space. An oversized detached garage with large driveway offers ample room for parking, storage, or a workshop. This two-story home is being sold as-is, presenting a great opportunity for homeowners, investors, or those looking to add their personal touch.

601 Wingfield Avenue, Central Chesapeake

$350,000

3 Beds ⋅ 2.1 Baths ⋅ 10654902 MLS

Welcome to 609 Dupree Lane, a spacious 3-story end-unit townhome offering 3 bedrooms, 2.5 baths, and a thoughtfully designed layout. The first floor features a versatile flex room, ideal for a home office, den, fitness space, or additional living area. The main living level showcases new flooring, recessed lighting, and a generously sized kitchen featuring a large center island, pantry, and plenty of space for gathering and entertaining. Step outside to the second-floor balcony for additional outdoor living space. The spacious primary suite offers a walk-in closet and private bath with double bowl sinks. Additional highlights include new ceiling fans and an attached 2-car garage. Enjoy low-maintenance living with grounds upkeep included, along with community amenities featuring a clubhouse, pool, and playgrounds. A wonderful combination of space, style, and convenience in Chesapeake!

609 Dupree Lane, Central Chesapeake

$319,999

3 Beds ⋅ 2.1 Baths ⋅ 10655230 MLS

Beautiful luxury townhouse community. Two story townhouse that has 3 bedrooms and 2.5 baths. 42" cabinets in kitchen with soft close drawers & cabinets. Granite counter tops in the kitchen & baths. 9' ceilings on 1st and 2nd floors with a double pan ceiling in the master bedroom. Crown molding throughout home. Wainscoting and chair rail in powder room. Ceiling fans in the master bedroom, family room and BR3. Elongated, comfort height toilets in all bathrooms. Storage area on back deck. Eat in Kitchen. Amenities include ground maintenance and playground. Your water bill is included in your monthly fee. Won’t last long, make this beauty your home!

2825 Estella Way, Central 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.