Chesapeake, VA Homes for Sale under $500,000

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  $440,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 1,682 Sq Ft

  1000 York Dr, Chesapeake, VA 23320

  Here is the cutest 4-bedroom ranch you’ll find in Greenbrier, tucked on a quiet cul-de-sac. Welcome to 1000 York Drive, offering easy single-level living with a flexible layout that fits a variety of needs. The fully fenced backyard is great for pets, play, or relaxing evenings. The finished room over the garage includes its own full bath, creating a private en suite for guests, a home office, or

  Jean Johnson Serhant

  1000 York Dr, Chesapeake, VA 23320
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  $405,000

  • 3 Beds
  • 1.5 Baths
  • 1,409 Sq Ft

  224 Hickory Rd E, Chesapeake, VA 23322

  Welcome to this stunning, move-in-ready masterpiece located in the heart of Hickory. This home has been meticulously renovated, boasting new siding for exceptional curb appeal and energy efficiency. Step inside to discover a bright, open interior featuring stylish new flooring throughout and a renovated kitchen complete with modern cabinetry and high-end finishes. Combining the charm of an

  Brian Mansfield Wainwright Real Estate

  224 Hickory Rd E, Chesapeake, VA 23322
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  $500,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 3 Baths
  • 2,314 Sq Ft

  2136 Edwin Dr, Chesapeake, VA 23322

  Welcome to The Retreat at Edinburgh, a sought-after 55+ community offering low-maintenance living with exceptional amenities. This beautifully upgraded home features soaring ceilings, abundant natural light, and a spacious open-concept layout. The kitchen is a showstopper with quartz countertops, soft-close shaker cabinetry, stainless steel appliances, and a gas range, flowing seamlessly into a

  Anna Paduhovich Keller Williams Capital Props.

  2136 Edwin Dr, Chesapeake, VA 23322
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  $464,900 New Construction

  • 4 Beds
  • 3 Baths
  • 2,842 Sq Ft

  4605 Longleaf Place, Chesapeake, VA 23321

  Move-in ready Lafayette floor plan in the 55+ active adult community of The Retreat at Western Branch. The open-concept layout features a spacious kitchen with a large island and two pantries for storage. The first floor includes a primary suite and a flexible office or guest bedroom with full bath. Upstairs offers a loft or sitting area and two additional bedrooms with a shared full bath.

  Monique McClellan BHHS RW Towne Realty

  4605 Longleaf Place, Chesapeake, VA 23321
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  $425,000 Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,225 Sq Ft

  1949 Shipyard Rd, Chesapeake, VA 23323

  Enjoy the best of both worlds—PEACEFUL COUNTRY LIVING JUST MINUTES FROM CITY CONVENIENCES! This beautifully updated home sits on nearly 2 ACRES, offering space, privacy, and modern comfort. Step inside to find fresh paint, brand-new LVP flooring, and plush carpet throughout the bedrooms. The stunning open kitchen is a chef’s dream, equipped with gleaming quartz countertops, stainless steel

  Joseph Igana Iron Valley Real Est Norfolk

  1949 Shipyard Rd, Chesapeake, VA 23323
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  $495,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,791 Sq Ft

  711 Waterstock Ct, Chesapeake, VA 23322

  Hickory School District – Prime Location!!! Conveniently located near the bypass and shopping, this brick ranch in Etheridge Manor offers comfort, convenience, and easy one-level living in a desirable neighborhood.The home features a functional kitchen with granite countertops and a spacious primary suite with his-and-her walk-in closets and a private bath layout designed for everyday ease.Enjoy

  Rachel Lewis Realty Source

  711 Waterstock Ct, Chesapeake, VA 23322
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  $459,999

  • 3 Beds
  • 2.5 Baths
  • 2,216 Sq Ft

  502 Eldridge Ln, Chesapeake, VA 23323

  VA assumable loan at 4.85% available. This modern 3-bedroom, 2.5-bath townhome blends turnkey features with modern and everyday comfort. The first-floor primary, master suite offers convenience with an en suite bath and dual vanities, and with two additional bedrooms upstairs. Enjoy an open-concept layout throughout with higher ceilings and a spacious upstairs loft—great for a home office,

  Adey Clanton Samson Properties

  502 Eldridge Ln, Chesapeake, VA 23323
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  $489,500

  • 4 Beds
  • 2.5 Baths
  • 2,653 Sq Ft

  4743 Mahogany Run, Chesapeake, VA 23321

  Imagine yourself going across the street and enjoying the Clubhouse and Pool on a sunny summer day! Relaxing and knowing that all the outside lawn maintenance at your home is included in the condominium amenities. It is nice not mowing and using a lawn mower! This 55+ community offers you time for those activities that you love to do. There is even a dog park and a Community Garden for you to

  Bill Anderson BHHS RW Towne Realty

  4743 Mahogany Run, Chesapeake, VA 23321
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  $439,900

  • Land
  • 27.23 Acres
  • $16,154 per Acre

  Lot D Buskey Rd, Chesapeake, VA 23322

  Your going to want to see this listing! Available acreage in the highly sought after Hickory and Grassfield school districts. This recently platted 27.232 acres of raw farm land is a rare find in southern Chesapeake. The property is not currently leased, but can be an option if desired. This parcel is the largest of four and is Lot D on the plat. Buyer to do their due diligence on well, septic,

  Gilbert Falk III EXP Realty LLC

  Lot D Buskey Rd, Chesapeake, VA 23322
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  $430,000

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  1112 Sir Gawaine Dr, Chesapeake, VA 23323

  Spacious 4 bedroom, 2.5 bath home built in 2014. Welcoming front porch leads into a bright interior featuring an open flow between the main living spaces and a large eat-in kitchen with ample cabinetry and counter space. Separate dining area provides flexibility for everyday living or entertaining. Upstairs offers well-sized bedrooms, including a comfortable primary suite with private bath.

  Cavelle Mollineaux ONYX Realty Professionals LLC

  1112 Sir Gawaine Dr, Chesapeake, VA 23323
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  $424,999

  • 4 Beds
  • 2 Baths
  • 1,377 Sq Ft

  708 Colony Dr, Chesapeake, VA 23322

  Welcome to this 4-bedroom home located in the highly sought-after Hickory School District. Situated on a nice sized lot, this property offers the perfect balance of indoor comfort and outdoor space. Inside, you’ll find durable and stylish LVP flooring that flows throughout the main living areas. The spacious layout provides flexibility for both everyday living and entertaining. Step outside onto

  Shawn Burr Iron Valley Real Estate HR

  708 Colony Dr, Chesapeake, VA 23322
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  $474,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,762 Sq Ft

  MM Railroad Ave (Trestle), Chesapeake, VA 23324

  New Construction Home neighborhood of 19 homes! Welcome to this beautiful 4-bedroom, 2.5-bath home offering 1,762 square feet of modern living space. Designed with a spacious open floor plan, it's perfect for entertaining and everyday family living. Inside, the kitchen shines with soft-close cabinets, granite countertops. First floor bedroom/Office. Bathrooms are also appointed with granite

  Laura Rowe BHHS RW Towne Realty

  MM Railroad Ave (Trestle), Chesapeake, VA 23324
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  $429,000

  • 5 Beds
  • 2.5 Baths
  • 2,324 Sq Ft

  616 Lord Nelson Ct, Chesapeake, VA 23320

  Welcome to this beautifully updated 5-bedroom, 2.5-bath home located in the highly sought-after Greenbrier area. This move-in ready residence features a spacious and functional floor plan with tasteful updates throughout. Ideally situated near shopping, dining, and major interstates for easy commuting. The expansive backyard is perfect for entertaining and outdoor enjoyment. A must-see!

  Carrie Hamilton Atlantic Sothebys Int'l Realty

  616 Lord Nelson Ct, Chesapeake, VA 23320
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  $425,000

  • 4 Beds
  • 2.5 Baths
  • 2,196 Sq Ft

  909 Portland St, Chesapeake, VA 23324

  Welcome Home to 909 Portland Street in Chesapeake! This spacious and beautifully maintained brick ranch offers a blend of comfort, updates, and location. Featuring 4 bedrooms and 2.5 bathrooms, this home boasts large bedrooms and a functional layout designed for everyday living.Recent improvements include new hardwood flooring, new carpet, a new HVAC system, fresh paint throughout, and all new

  Melissa Boyce EXP Realty LLC

  909 Portland St, Chesapeake, VA 23324
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  $414,900

  • 3 Beds
  • 2.5 Baths
  • 1,744 Sq Ft

  1605 Redwing Arcade, Chesapeake, VA 23323

  Welcome home to this stunning two-story townhome featuring modern finishes and a functional open layout. This 3-bedroom, 2.5-bath home offers style, comfort, and convenience all in one package. The spacious kitchen is a chef’s dream with quartz countertops, stainless steel appliances, and ample cabinetry for storage. Enjoy the look and durability of luxury vinyl plank (LVP) flooring throughout

  Joel Dinse A Better Way Realty Inc.

  1605 Redwing Arcade, Chesapeake, VA 23323
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  $435,000

  1300 Bainbridge Blvd, Chesapeake, VA 23324

  Hurry to see a LUCRATIVE Mixed Use Property that is FULLY RENTED and generating exceptional income right now! The very attentive owner of 50 YEARS has skillfully maintained and improved this premium property that features TWO Commercial Spaces + THREE Residential Apartments. The Gross Monthly Rents total $3,825 and there are 5 SEPARATE METERS for the Electricity. The Owner occupies an additional

  George Trotman BHHS RW Towne Realty

  1300 Bainbridge Blvd, Chesapeake, VA 23324
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  $480,000

  • 3 Beds
  • 2 Baths
  • 1,857 Sq Ft

  824 E Sparrow Rd, Virginia Beach, VA 23464

  Put this first on your list! Fully rehabbed in 2024, this eco conscious Craftsman type ranch's upgrades feature fully remodeled kitchen with quartz counter tops and stainless-steel appliances (Chef's 5 burner gas range with electric oven). Remodeled bathrooms. Other upgrades include LVP flooring in sunken den & primary bedroom and refinished hardwood in the other areas, new windows throughout,

  Paul Bauer The Bauer Group-RE Solutions

  824 E Sparrow Rd, Virginia Beach, VA 23464

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