9

5-Bedroom Houses in Chesapeake County VA under $500,000

Section Image Section Image
  • /48

    $419,900

    • 5 Beds
    • 3 Baths
    • 2,433 Sq Ft

    948 Hollywood Dr, Chesapeake, VA 23320

    This five bedroom, three full bath brick ranch with covered front porch sits on a little over half an acre. There is a separate In-laws suite with two bedrooms, living room and full bath with walk-in shower. There is also a separate exterior entrance through a set of French doors. Hardwood floors through out the house along with the In-laws suite. Primary bedroom in main house has its own

    Agent Photo

    David Cacace

    BHHS RW Towne Realty

    (757) 378-0799

    948 Hollywood Dr, Chesapeake, VA 23320
  • /50

    $440,000

    • 5 Beds
    • 3.5 Baths
    • 2,771 Sq Ft

    1516 Chesapeake Ave, Chesapeake, VA 23324

    Experience refined living in this beautifully updated home featuring two primary suites—one conveniently located downstairs with an en suite bath, and another upstairs, perfect for guests or multigenerational living. The heart of the home is an open-concept kitchen with oversized island, farmhouse sink, granite counters, and modern pendant lighting, flowing seamlessly into spacious dining and

    Heidi Oglesby The Real Estate Group

    1516 Chesapeake Ave, Chesapeake, VA 23324
  • /47

    $475,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 2 Baths
    • 3,119 Sq Ft

    4032 Georgia Rd, Chesapeake, VA 23321

    Western Branch beauty ready for its next chapter! This 2-story gem offers over 3,100 sq. ft., 5 bedrooms, and 2 full baths—made for multigenerational living with a separate upstairs 2/1 setup. The house has new windows, newly wrapped trim, vinyl privacy fence, fresh LVP downstairs, new carpet upstairs, updated bath, and a downstairs kitchen with granite and brand-new stainless steel appliances.

    Betsy Thompson The Agency

    4032 Georgia Rd, Chesapeake, VA 23321
  • /6

    $415,000

    • 5 Beds
    • 5 Baths
    • 3,514 Sq Ft

    1127 Willow Ave Unit A, Chesapeake, VA 23325

    Welcome to one of the largest homes in Norfolk Highlands—over 3,500 sq ft of beautifully space! This 5-bed, 3.5-bath stunner offers a first-floor en-suite for guests, a spacious kitchen with granite, oversized island, and breakfast nook, plus a formal dining room flowing into a huge family room. The primary suite boasts skylights, a seating area, extra-large walk-in closet, double vanities,

    Ashley Van Es EXP Realty LLC

    1127 Willow Ave Unit A, Chesapeake, VA 23325
  • /42

    $475,000

    • 5 Beds
    • 4.5 Baths
    • 3,006 Sq Ft

    2329 Drum Creek Rd, Chesapeake, VA 23321

    Welcome to 2329 Drum Creek Rd in sought-after Drum Creek Estates! This spacious ranch-style home offers two primary suites plus two additional bedrooms, cathedral ceilings in the rear living room, a formal dining room, breakfast nook, large front sitting room/foyer, oversized laundry/utility room, and a bonus office off the garage. The primary suite in the main home offers vaulted ceilings, a

    Samantha Janisch Own Real Estate LLC

    2329 Drum Creek Rd, Chesapeake, VA 23321
  • /42

    $499,900

    • 6 Beds
    • 4 Baths
    • 3,320 Sq Ft

    424 Rutgers Ave, Chesapeake, VA 23324

    Welcome to this 6-bedroom, 4-bathroom home offering 3,320 square feet of modern comfort and smart functionality. Fullyrenovated from top to bottom, this spacious residence features two full kitchens, each equipped with gleaming granite countertopsand stainless steel appliances, making it ideal for households seeking flexible living arrangements or potential rental income. Thelayout

    Clare Furfaro Atkinson Realty

    424 Rutgers Ave, Chesapeake, VA 23324
  • /40

    $486,000

    • 5 Beds
    • 2.5 Baths
    • 2,346 Sq Ft

    416 Woodberry Dr, Chesapeake, VA 23322

    Location, location, location! Welcome to this well-maintained traditional home in the highly sought-after Wilson Heights neighborhood in Great Bridge. This spacious residence features a formal living room, formal dining room, and a large family room with a cozy wood-burning fireplace. The kitchen offers granite countertops, a breakfast nook, and brand-new flooring. Upstairs are four generous

    Shirley Wang BHHS RW Towne Realty

    416 Woodberry Dr, Chesapeake, VA 23322
  • /23

    $465,000

    • 5 Beds
    • 3 Baths
    • 2,541 Sq Ft

    4901 Lake Shore Dr, Chesapeake, VA 23321

    Brick ranch with open floor plan fresh paint ready for your family. Fireplace with built -ins. Living and dining room open to the large gourmet kitchen. Granite counters stainless appliances and lots of storage space. Large island. Bay windows overlook the fenced back yard. Finished room over the converted garage gives additional space . Converted garage with 2 large rooms,bath and separate

    Maria Smoot The Real Estate Group

    4901 Lake Shore Dr, Chesapeake, VA 23321
  • /19

    $410,000

    • 5 Beds
    • 2 Baths
    • 3,333 Sq Ft

    3861 Ahoy Dr, Chesapeake, VA 23321

    Take a look at this beautifully updated 3,333 sq. ft. home features 5 spacious bedrooms, 2 stylish bathrooms, and a modern kitchen with granite countertops, dark cabinetry, and updated appliances. Relax or entertain on the deck outside. Move-in ready with elegant upgrades throughout—schedule your showing today!

    Patrick Olds Long & Foster Real Estate Inc.

    3861 Ahoy Dr, Chesapeake, VA 23321
How to Buy a Home How to Finance a Home How to Sell a Home