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Chesapeake, VA Homes for Sale under $300,000

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  • /2

    $260,000

    • Land
    • 5.33 Acres
    • $48,808 per Acre

    B Taft Rd, Chesapeake, VA 23322

    Vacant cleared lot, road access via access easement via lot 1 adjacent to Taft road

    Tom Thrasher Greenbrier Real Estate & Appr.

    B Taft Rd, Chesapeake, VA 23322
  • /38

    $255,000

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    720 Inlet Quay Unit H, Chesapeake, VA 23320

    Come check out this well-maintained condo in the highly sought-after Riverwalk community, it’s truly a must-see! The home features a bedroom on each level and two private balconies, offering great flexibility and space. Conveniently located near restaurants, entertainment, and major interstates. Amenities included are pool, playground, tennis courts, pickleball, boat ramp, a charming gazebo and

    Sulaimy Munoz Renters Warehouse

    720 Inlet Quay Unit H, Chesapeake, VA 23320
  • /3

    $279,900

    • Land
    • 3.77 Acres
    • $74,323 per Acre

    743 Bedford St, Chesapeake, VA 23322

    This is a 3+ acre lot zoned A1 for agriculture use and barns. Build your own barn for your personal equipment or animals. Potential for commercial office/warehouse use with a conditional use variance from the Chesapeake City Council and Navy. Septic and well approvals are available. This lot cannot be used for a residential building site and air rights have been sold off. Owner will consider

    Robert Wadsworth Pungo Realty LLC

    743 Bedford St, Chesapeake, VA 23322
  • /27

    $299,990

    • 2 Beds
    • 2.5 Baths
    • 1,462 Sq Ft

    149 Horse Run Dr, Chesapeake, VA 23322

    Welcome to the cul-de-sac in the charming, no-fee community of Johnstown Square! This lovingly maintained 2-bedroom, 2.5-bath home offers the perfect blend of comfort and style. Each bedroom features its own full private ensuite, including a spacious primary retreat with vaulted ceilings. A bright loft upstairs makes a great home office, reading nook, or flex space. The sunny kitchen with pantry

    Thais Sebastia Atlantic Sothebys Int'l Realty

    149 Horse Run Dr, Chesapeake, VA 23322
  • /32

    $299,900

    • 2 Beds
    • 2 Baths
    • 1,380 Sq Ft

    1309 Quail Creek Hollow Unit B, Chesapeake, VA 23320

    Move-in ready condo just in time for Spring! Located in the charming Club Villas neighborhood of Greenbrier, you won't want to miss this adorable condo that just feels like home. Downstairs has a great open layout, perfect for entertaining guests. Tons of natural light! Bonus space makes a great office, workout space, or reading room. New carpet and freshly painted. Fenced in patio area offers

    Cait Dunleavy Bayview Realty

    1309 Quail Creek Hollow Unit B, Chesapeake, VA 23320
  • /19

    $250,000

    • 3 Beds
    • 1 Bath
    • 1,005 Sq Ft

    1004 Mayfield Ave, Chesapeake, VA 23324

    Seize this rare chance to own a one-of-a-kind home, where luxury and practicality come together in a peaceful, welcoming neighborhood. Imagine waking up to a peaceful morning on your charming front porch, where every detail invites you to pause and take in the beauty of your surroundings. By night, the secluded backyard patio deck becomes your private retreat, perfect for entertaining guests or

    Deborah Reynolds Keller Williams Richmond West

    1004 Mayfield Ave, Chesapeake, VA 23324
  • /3

    $279,900

    • Land
    • 4.05 Acres
    • $69,077 per Acre

    749 Bedford St, Chesapeake, VA 23322

    This is a 4 acre lot zoned A1 for agriculture use and barns. Build your own barn for your personal equipment or animals. Potential for commercial office/warehouse use with a conditional use variance from the Chesapeake City Council and Navy. Septic and well approvals are available. This lot cannot be used for a residential building site and air rights have been sold off. Owner will consider Build

    Robert Wadsworth Pungo Realty LLC

    749 Bedford St, Chesapeake, VA 23322
  • /2

    $200,000

    • Land
    • 3 Acres
    • $66,667 per Acre

    parcel Seven Eleven Rd, Chesapeake, VA 23322

    If you missed your opportunity to grab this beautiful Pleasant Grove parcel, you're in luck. Back on the market due to no fault of the seller. Site has been Health Department approved for a three bedroom home.

    Christy Young Own Real Estate LLC

    parcel Seven Eleven Rd, Chesapeake, VA 23322
  • /27

    $230,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,512 Sq Ft

    924 Deep Branch Way, Chesapeake, VA 23323

    Located at the back of the development this well-maintained 3-bedroom, 2-bath end unit condo offers space, and strong value. Open plan living with LVP throughout both levels.The kitchen features stainless steel appliances, generous counter space, and a pantry for extra storage. Upstairs you will find three good size bedrooms and laundry, a primary bedroom with walk-in closet and nice ensuite End

    Angela Stafilidis Iron Valley Real Estate HR

    924 Deep Branch Way, Chesapeake, VA 23323
  • /30

    $259,900

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft

    1232 Stewart St, Chesapeake, VA 23324

    Unique opportunity to own this centrally located single family home with first floor bedroom and full bathroom. With accessibility via exterior ramp you will have the option to age in place or bring in family or friends in need of less stairs for access. Updated and very well maintained. Easy access to 464 for commuting and travel. Schedule your showing today!

    Hannah Forsberg Swell Realty Co

    1232 Stewart St, Chesapeake, VA 23324
  • /36

    $289,000

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    400 S Lake Cir, Chesapeake, VA 23322

    Beautiful 1-story end-unit townhome in Cedar Lakes, located in the heart of Great Bridge! Situated on a large corner lot at the front of the neighborhood, this 2 bedroom, 2 bath home offers cathedral ceilings, a gas fireplace, and abundant natural light through oversized windows. The designated dining area sits just off the kitchen, great for everyday living and entertaining. The spacious primary

    Adrienne Parker Own Real Estate LLC

    400 S Lake Cir, Chesapeake, VA 23322
  • /2

    $275,000

    • 4 Beds
    • 2 Baths
    • 2,170 Sq Ft

    604 Amick Rd, Chesapeake, VA 23325

    Beautiful property offering both investment and owner-occupant potential. Located in a desirable area and currently tenant occupied with solid cash flow. Lease expires soon, with the possibility of delivering the property vacant. Sold As-Is. Seller will not make repairs.

    Norman Domingo XRealty.NET LLC

    604 Amick Rd, Chesapeake, VA 23325
  • /22

    $270,000

    • 2 Beds
    • 2 Baths
    • 1,405 Sq Ft

    500 Judah Way Unit 121, Chesapeake, VA 23320

    Beautiful 2-bedroom and two full bathroom condo in the centrally located Greenbriar neighborhood. This gated community includes an elevator, fitness center, ground maintenance, security, and trash pickup. This condo features beautiful cherry cabinets with granite countertops and stainless steel appliances, a custom television entertainment unit with a gas fireplace, and assigned covered parking,

    Angela Jernigan Realty One Group Unified

    500 Judah Way Unit 121, Chesapeake, VA 23320
  • /29

    $220,000

    • 2 Beds
    • 1 Bath
    • 650 Sq Ft

    639 Partridge Ave, Chesapeake, VA 23324

    Charm of yesteryear meets high-tech living of today in this 2 Bedroom, 1 Bath home near downtown Norfolk. New Samsung Bespoke appliances "talk" to each other and will simplify cooking, cleaning and even shopping. Relax on your backyard deck that overlooks a large backyard that's ideal for a vegetable garden, fruit trees, backyard cookouts and multiple recreational features. Yes, the shed is also

    Regina Mobley EXIT Realty Central

    639 Partridge Ave, Chesapeake, VA 23324
  • /38

    $289,900

    • 3 Beds
    • 2 Baths
    • 1,508 Sq Ft

    1620 Elm Ave, Chesapeake, VA 23325

    Welcome to 1620 Elm Avenue in Chesapeake, Virginia. This charming 3-bedroom, 2 bath home offers 1,508 square feet of living space and sits on an 8,843 square foot lot. The home is full of potential but does need some TLC and is being sold as-is. With a spacious layout, mature landscaping, and a great location in a quiet neighborhood, this property is a fantastic opportunity for the right buyer.

    Janel Hall REsurge Realty Collective Inc

    1620 Elm Ave, Chesapeake, VA 23325
  • /14

    $245,000

    • 3 Beds
    • 1 Bath
    • 925 Sq Ft

    2507 Sunset Dr, Chesapeake, VA 23323

    Charming, clean ranch style home nestled in a well established Chesapeake neighborhood, situated on a spacious lot. This delightful single family home features 3 bedrooms, 1 full bath, and a cozy, inviting layout. The large, fully fenced backyard offers privacy and plenty of space for entertaining, relaxing outdoors, or parking your boat or RV. The detached garage has a giant workbench with tons

    Kirk Nelson Wainwright Real Estate

    2507 Sunset Dr, Chesapeake, VA 23323
  • /8

    $250,000

    • Land
    • 6 Acres
    • $41,667 per Acre

    4809 Sondej Ave Unit D, Chesapeake, VA 23321

    Western Branch School Zoned 6 acre parcel ready to build. No HOA fees or rules. Seller will provide survey and perc test for approved offers. Enjoy privacy while minutes to interstate. Lot was appraised in January 2026.

    LeAnn Amory BHHS RW Towne Realty

    4809 Sondej Ave Unit D, Chesapeake, VA 23321
  • /30

    $295,000

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    3932 Pierce Ln, Chesapeake, VA 23321

    Elizabeth Abrams Abrams Realty

    3932 Pierce Ln, Chesapeake, VA 23321
  • /5

    $290,000

    • Land
    • 4.61 Acres
    • $62,907 per Acre

    1916 Land of Promise Rd, Chesapeake, VA 23322

    Come build your dream home! This 4.61-acre parcel is partially cleared, providing a balance of usable space and natural privacy, and offers road frontage in Chesapeake’s desirable Hickory school district. Zoned R-15S. Soil testing supports an in-ground alternative septic system. Per the survey, a canal is shown at the rear of the property; no representation is made regarding access or use. Survey

    Elizabeth Precise LPT Realty LLC

    1916 Land of Promise Rd, Chesapeake, VA 23322
  • /21

    $230,000

    • 3 Beds
    • 1 Bath
    • 912 Sq Ft

    1105 Kay Ave, Chesapeake, VA 23324

    Welcome to 1105 Kay Avenue in Chesapeake. This 3 bedroom 1 bathroom home has 912 square feet of living space inside and plenty of yard space outside. The sale of this home includes all the essentials you need to move right in including washer, dryer, stove, refrigerator, microwave, and a huge 100 inch projector screen with projector. To keep the heating and cooling costs down new energy efficient

    Roger McCann Atlantic Connection Real Est.

    1105 Kay Ave, Chesapeake, VA 23324
  • /23

    $286,500

    • 4 Beds
    • 2 Baths
    • 1,580 Sq Ft

    1905 Chesapeake Ave, Chesapeake, VA 23324

    Welcome home to this 4 bedroom, 2 bathroom single family home in the heart of Chesapeake! With nearly 1,600 square feet, there's so much space to make this home your own! The yard offers space for outdoor gatherings, gardening, or anything you'd like! Conveniently located near the interstate and more! Don't miss this one! Call today for more information and to schedule your tour!

    Jonathan Melvin Benham Real Estate LLC

    1905 Chesapeake Ave, Chesapeake, VA 23324
  • /14

    $220,000

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    1819 Martin Ave, Chesapeake, VA 23324

    THIS IS A PLACE YOU CAN CALL HOME. Solid brick home in a cul-de-sac offering durability, timeless curb appeal, and long-term value. The property is priced to sell and offers an excellent opportunity for buyers and investors seeking a well-built home at a competitive price point, sold as is. With strong fundamentals and classic brick construction, this property offers immediate appeal and

    Darrell Moore CENTURY 21 Top Producers

    1819 Martin Ave, Chesapeake, VA 23324
  • /24

    $259,000

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    611 Lafayette Ave, Chesapeake, VA 23324

    Newly renovated 3 bedroom home with flex room that can be used as a 4th bedroom. This home is move in ready and features new carpet, updated bathrooms, and a modern kitchen with stylish finishes. freshly updated throughout, offering both comfort and functionality.

    Kellie Montie COVA Home Realty

    611 Lafayette Ave, Chesapeake, VA 23324
  • /23

    $245,000

    • 3 Beds
    • 1 Bath
    • 966 Sq Ft

    2607 Berkley Ave, Chesapeake, VA 23325

    Charming 3-bedroom home in the heart of Plymouth Park with space to live, relax, and grow. Enjoy a large backyard perfect for gatherings, gardening, or quiet evenings, plus a detached garage for added convenience. Major systems have been updated for peace of mind. Ideally located near highways, shopping, dining, and military bases, making daily living and commuting a breeze. Surrounded by ongoing

    Kandey Wilson EXIT Realty Central

    2607 Berkley Ave, Chesapeake, VA 23325
  • /3

    $279,500

    • Land
    • 7.69 Acres
    • $36,346 per Acre

    416 Centerville Turnpike N, Chesapeake, VA 23320

    Unique opportunity to build on wooded acreage , but close to the city. Lot is 7 acres, primarily wooded. It is primarily wetlands but has an "Uplands Area" in the rear that can be built on. A lot of legwork has already been done so your questions can be answered. Site plan has been designed and submitted to City of Chesapeake w comments being addressed. Application for wetlands also has begun.

    Debbie Crevier Kent Cottage Street Realty LLC

    416 Centerville Turnpike N, Chesapeake, VA 23320
  • /23

    $229,000

    • 3 Beds
    • 1.5 Baths
    • 1,227 Sq Ft

    705 Harbour North Dr, Chesapeake, VA 23320

    Welcome to this well-maintained brick home offering comfort, convenience, and thoughtful updates throughout! Enjoy peace of mind with a newer roof (2023), new water heater, and a 5-year-old HVAC system with central air. The kitchen features newer cabinetry and a brand-new stove. Upstairs showcases new flooring, adding a fresh, modern touch, as well as a renovated bathroom with marble sink. This

    Andy Zheng Swell Realty Co

    705 Harbour North Dr, Chesapeake, VA 23320
  • /23

    $267,000

    • 3 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    4501 Clipperton St, Chesapeake, VA 23320

    This adorable ranch is in search of a new owner! Located on a corner lot with a small fenced in private back area for entertaining and safety for the little ones. It also has a huge side yard for the older kiddos. Brand new architectural roof, new exterior paint, new porches, seller enlarged the driveway for additional parking, windows have been replaced too. The attic is easy to get to and has

    Angela Oliver BHHS RW Towne Realty

    4501 Clipperton St, Chesapeake, VA 23320
  • /21

    $295,900

    • 5 Beds
    • 3 Baths
    • 3,152 Sq Ft

    3608 Bainbridge Blvd, Chesapeake, VA 23324

    This spacious 5-bedroom, 3-bath home with over 3,000 square feet of living space is waiting for your personal touch! With some updating and TLC, this home has incredible potential to truly shine. Featuring a generous floor plan with large living spaces. Situated on a spacious lot, there’s plenty of room to create your own outdoor oasis! Conveniently located near dining, shopping, the Interstate,

    Jonathan Melvin Benham Real Estate LLC

    3608 Bainbridge Blvd, Chesapeake, VA 23324
  • /19

    $264,500

    • 4 Beds
    • 2 Baths
    • 1,868 Sq Ft

    1308 Chesapeake Ave, Chesapeake, VA 23324

    Cash or Renovation Loan Preferred, Seller to make no repairs. Lots of potential and space but in need of repair. Fenced yard, tankless water heater, Investors come bring your vision!

    Elaina Kirk KW Coastal Virginia Chesapeake

    1308 Chesapeake Ave, Chesapeake, VA 23324
  • /7

    $209,000

    • 2 Beds
    • 1 Bath
    • 702 Sq Ft

    101 Dahlgren Ave, Portsmouth, VA 23702

    CUTE LITTLE CORNER LOT HOME LOCATED IN CRADOCK SUBDIVISION PORTSMOUTH PLENTY OF PARKING , NEW ROOF, WINDOWS, LPV FLOORING, VANITES, SS APPLIANCES, CARPET IN BEDRMS, WITH FULL PRICE OFFER SELLER WILL BUYERS CLOSING COST UP TO $7,000, COMPLETELY REHABED, WOODEN 6FT FENCE IN BACK, SELLER TO PROVIDE CLEAR LETTER, LOTS OF YARD FOR COOK OUTS COMING SOON NICE NEW STORAGE BUILDING IN BACK

    Iris Cauldwell Coldwell Banker Premier

    101 Dahlgren Ave, Portsmouth, VA 23702
  • /6

    $299,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft

    1622 Berkley Ave, Norfolk, VA 23523

    Jonathan Minerick homecoin.com

    1622 Berkley Ave, Norfolk, VA 23523
  • /13

    $290,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    3328 Justis St, Virginia Beach, VA 23464

    Welcome to 3328 Justis St. This 1200 sq ft home offers 3 bedrooms, 2 bathrooms, an open area that is not only comfortable it’s functional. The easy flow of space makes it perfect for everyday living. Outside, you’ll find a spacious backyard with plenty of room to enjoy activities. Property is being strictly sold “AS-IS” seller will not make repairs. Offers are subject to court approval.

    Angela Wales Thrive Realty

    3328 Justis St, Virginia Beach, VA 23464

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