Chesapeake VA Real Estate Search

Chesapeake VA Single Family Properties for Sale

Our website features the best real estate search for single family properties available in Chesapeake VA and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Chesapeake VA Single Family Homes for Sale

$564,757
4 Beds 3.1 Baths 10650738 MLS
**More space. More flexibility. More to love in Culpepper Landing!** If you're looking for a home that gives everyone room to spread out while still bringing people together, this one is worth a look. This 3-story home offers 4 bedrooms, 3.5 baths, and a layout that gives you room to live, work, entertain, and relax. The main level features an open kitchen and living area designed for cooking and entertaining, along with a wonderful sunroom that adds even more space to gather or simply enjoy a little quiet time. Upstairs, you'll find three bedrooms plus a spacious second living area that could be a media room, playroom, office, or whatever your lifestyle needs. The private third-floor suite includes its own full bath and offers even more flexibility for guests or a peaceful retreat. A 2-car garage, generous driveway parking, and fenced backyard round out the home. And outside your front door, Culpepper Landing offers an incredible community lifestyle with the largest community pool in Hampton Roads, clubhouse, fitness center, playgrounds, walking trails, stocked fishing ponds, dog park, and events throughout the year. Convenience matters too. Shopping, dining, major highways, and military installations are all within easy reach, making this a great location for enjoying everything Hampton Roads has to offer. **Come walk through this home and see how much space, flexibility, and opportunity it offers. You may be surprised by just how much this home has to offer.**

708 Canoe St, South Chesapeake

$1,500,000
5 Beds 3.1 Baths 10650552 MLS
A builder's own estate — private, impeccable, and set on approximately eight wooded acres at the end of a quiet Chesapeake cul-de-sac. Custom-built by the builder for his own family, this brick-and-stone home reflects a level of care you rarely find. Nothing here has been left untouched; it lives like new construction. A long gravel drive winds past mature trees to the home, where a sweeping front porch offers multiple entries and room to linger. Deer, turkey, and other wildlife are frequent visitors. Inside, a grand open floor plan rises to cathedral ceilings, finished with updated tile flooring, crown molding, and Hunter ceiling fans. The living area anchors around a dramatic stone fireplace and flows into an eat-in kitchen with rustic cabinetry, updated KitchenAid appliances, an electric cooktop, and a large center island with bar seating. The first floor holds a spacious primary suite, generously sized baths, and a well-placed Jack-and-Jill. Upstairs, brand-new carpet runs through bedrooms of exceptional size, and the primary closet is fitted with extensive custom built-ins. The two-story garage apartment is a standout, two bedrooms, 1.5 baths, multiple living areas, and a full eat-in kitchen, great for guests, multigenerational living, or income potential. The garages themselves have been freshly painted white, bright and spotless. Recent improvements include fresh paint throughout, LED lighting, updated kitchen and bath fixtures, two new HVAC units, a mini-split serving the room over the garage, smoke detectors, smart locks, and an on-demand propane water heater. Estate infrastructure is equally serious: 600-amp electrical service, a four-inch private well with pump house, a new water-softening system, hard-ducted HVAC, an illuminated crawl space, and a septic system serviced in 2026. A concrete parking pad completes the property. Privacy, craftsmanship, and acreage — a genuinely distinctive Chesapeake estate.

1120 Kathleen Lane, 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.