Chesapeake, VA Homes for Sale under $500,000

• 

  

  

  /22

  $435,000

  • 3 Beds
  • 2.5 Baths
  • 2,294 Sq Ft

  436 Blue Beech Way, Chesapeake, VA 23320

  Welcome to this inviting 3-bedroom, 2.5-bath home located in the sought-after North Trail community. Featuring an open floor plan perfect for modern living, this home is receiving beautiful new hardwood flooring throughout. The spacious living area offers a cozy gas fireplace, while the fenced backyard with a back patio is ideal for relaxing or entertaining. Enjoy community amenities including a

  Marcus Hills KW Coastal Chesapeake Virginia LLC

  436 Blue Beech Way, Chesapeake, VA 23320
• 

  

  

  /23

  $484,900

  • 4 Beds
  • 2.5 Baths
  • 2,116 Sq Ft

  743 Arbuckle St, Chesapeake, VA 23323

  Welcome to this beautiful 4 bedroom, 2.5 bath single-family home in the heart of Chesapeake offering over 2,100 sq. ft. of comfortable living space. The inviting layout features bright, open living areas wonderful for both relaxing or entertaining. A well-appointed kitchen flows seamlessly into the dining and family rooms, while generously sized bedrooms provide plenty of personal space. The

  Jonathan Melvin Benham Real Estate LLC

  743 Arbuckle St, Chesapeake, VA 23323
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  /8

  $434,900

  • 4 Beds
  • 2.5 Baths
  • 2,040 Sq Ft

  1616 Eugenia Ave, Chesapeake, VA 23324

  New Construction in Chesapeake! Why wait to build when you can have it all now? This brand-new 4-bedroom, 2.5-bath home offers 2,040 sq ft of modern comfort and style. The open-concept design flows effortlessly from the spacious family room—complete with an electric fireplace—to the stunning kitchen featuring granite countertops, stainless steel appliances, and a large island perfect for

  Brenda Williams Howard Hanna Real Estate Services

  1616 Eugenia Ave, Chesapeake, VA 23324
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  /41

  $455,000

  • 4 Beds
  • 2 Baths
  • 1,720 Sq Ft

  1513 Percheron Ct, Chesapeake, VA 23322

  Quiet cul-de-sac living in highly desired school district! This 3 bedrooms, 2 bathrooms home featuring updated LVP flooring, fireplace, and spacious lot. Plenty of space with formal living and dining rooms, master suite with dual closets and 4-piece bathroom with tiled shower surround. Luxury vinyl flooring installed in 2022. FROG provides additional living space above the garage. HVAC replaced

  Aaron Grant EXP Realty LLC

  1513 Percheron Ct, Chesapeake, VA 23322
• 

  

  

  /31

  $409,900

  • 4 Beds
  • 3.5 Baths
  • 1,836 Sq Ft

  708 Glen Oak Crossing, Chesapeake, VA 23323

  Discover this 4-bedroom, 3.5-bath lakefront home in sought-after Woodlake Forest. Enjoy peaceful water views, a private pool, and a layout great for everyday living or entertaining. Granite countertops & kitchen sink (2014) Bathtub & toilets (2015)Pool & gutters (2016) Water heater (2018) Kitchen backsplash (2020) New windows (2023) Deck railing (2024) fence & guest-room HVAC (2025)The

  Dakota Bush LPT Realty LLC

  708 Glen Oak Crossing, Chesapeake, VA 23323
• 

  

  /39

  $455,000

  • 4 Beds
  • 2.5 Baths
  • 2,130 Sq Ft

  813 Hardwood Dr, Chesapeake, VA 23320

  This spacious 4-bedroom, 2.5-bath home with over 2,100 sq ft is located in a sought-after neighborhood in Chesapeake. Inside, enjoy a bright, convenient layout with large rooms, a functional kitchen, and a private primary suite with walk-in closet. The 2-car garage adds extra storage and convenience and the backyard offers room for entertainment. Located in an HOA community with amazing perks;

  Elizabeth Zetlin BHHS RW Towne Realty

  813 Hardwood Dr, Chesapeake, VA 23320
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  /44

  $479,000

  • 3 Beds
  • 2.5 Baths
  • 2,315 Sq Ft

  816 Great Marsh Ave, Chesapeake, VA 23320

  Here's your chance to move into well sought after community w/serene tree-lined views, private patio area & covered front porch. This beautiful huge corner lot townhome is move-in ready! It's all brick, 3 bed, 2.5 bath w/1 car garage, open-concept layout w/9" ceilings, crown molding, granite countertops, stainless appliances, primary bedroom features a tray ceiling, walk-in closet, ensuite

  Kimberly Bedsole BHHS RW Towne Realty

  816 Great Marsh Ave, Chesapeake, VA 23320
• 

  

  /39

  $475,000

  • 4 Beds
  • 2 Baths
  • 1,796 Sq Ft

  701 Wild Cherry Ct, Chesapeake, VA 23322

  Great home in the most sought-after Hickory school district. 4 beds/2 baths with potential 5th bedroom/dining room. Dehumidifier in crawl that is maintained by Priority Pest. Roof installed in 2006. NEW White Shaker KITCHEN cabinets & Bath vanities w/quartz counters. NEW kitchen appliances.

  Kim Mills Kirkby The Real Estate Group

  701 Wild Cherry Ct, Chesapeake, VA 23322
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  /46

  $440,000

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

  809 Mason Ct, Chesapeake, VA 23320

  Beautifully Maintained Condo in Sought After Chesapeake Location! Welcome to this spacious, move in ready condo nestled in one of Chesapeake’s most desirable communities. Perfectly positioned just minutes from major interstates, premier shopping, dining, and Greenbrier Country Club, this home offers both comfort and convenience. The open concept main level features a spacious primary suite

  Bethany White Keller Williams Coastal Virginia Chesapeake

  809 Mason Ct, Chesapeake, VA 23320
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  /50

  $455,000

  • 3 Beds
  • 2.5 Baths
  • 2,555 Sq Ft

  4639 Longleaf Place, Chesapeake, VA 23321

  Welcome to the Retreat at Western Branch! This beautifully maintained corner-lot home offers an open layout with rich flooring, vaulted ceilings, and a bright family room featuring a gas fireplace. The chefs kitchen boasts granite countertops, upgraded appliances, a breakfast bar, and a pantry ideal for cooking and entertaining. The first-floor primary suite includes a walk-in closet, large

  Catherine Underwood BHHS RW Towne Realty

  4639 Longleaf Place, Chesapeake, VA 23321
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  /29

  $460,000

  • 3 Beds
  • 2.5 Baths
  • 2,573 Sq Ft

  907 Adventure Way, Chesapeake, VA 23323

  Located in the heart of Grassfield, this like-new Chesapeake townhome is a must see! Situated on a desirable corner lot, this beautifully maintained home features an open-concept design with a spacious living room, dining area and gourmet kitchen. The kitchen boasts granite countertops, a stylish backsplash, gas cooking, stainless steel appliances and a walk-in pantry. Enjoy the ease of a

  Tammy Busche Long & Foster Real Estate Inc.

  907 Adventure Way, Chesapeake, VA 23323
• 

  

  /20

  $480,000

  • 5 Beds
  • 3.5 Baths
  • 2,354 Sq Ft

  1415 Gust Ln, Chesapeake, VA 23323

  Explore the many possibilities of this unique property. It is comprised of 2 houses, 2 garages, 2 sheds, 2 electric meters, a deck, a patio & plenty of parking. House #1 has 3 bedrooms and 2.1 baths. House #2 has 2 bedrooms and 1 bath. Qualified buyers call to make an appointment for a private showing.

  Sandy Nance BHHS RW Towne Realty

  1415 Gust Ln, Chesapeake, VA 23323
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  /17

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  5533 Willow Lake Rd, Chesapeake, VA 23321

  Unique Opportunity in Western Branch, Chesapeake, Discover a rare opportunity to own a piece of land in the tranquil setting of Western Branch, Chesapeake. Nestled on a quiet dead-end street, this property is surrounded by beautiful wildlife, providing a serene atmosphere for nature lovers. The lot features a detached garage next to the house and a spacious barn in the back, complete with large

  Kelly Ayers Keller Williams Realty Town Center

  5533 Willow Lake Rd, Chesapeake, VA 23321
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  /19

  $405,000

  • 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
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  /23

  $412,900 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,044 Sq Ft

  4921 Apricot Way, Chesapeake, VA 23321

  Unbelievable Incentives! Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This tri-level Ashbury plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ granite countertops & subway tile backsplash. Easily maintained & durable LVP

  Angela McCaskill Corinth Realty LLC

  4921 Apricot Way, Chesapeake, VA 23321
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  /19

  $435,900 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,044 Sq Ft

  4905 Apricot Way, Chesapeake, VA 23321

  Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This tri-level Ashbury plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ quartz countertops & glass subway tile backsplash. Easily maintained & durable LVP flooring. Lighted tray

  Angela McCaskill Corinth Realty LLC

  4905 Apricot Way, Chesapeake, VA 23321
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  /4

  $424,900 New Construction

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

  2236 Vicker Ave, Chesapeake, VA 23324

  Stunning New Construction Home! 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, and a large center island ideal for gatherings. Bathrooms are also appointed with granite

  Laura Rowe BHHS RW Towne Realty

  2236 Vicker Ave, Chesapeake, VA 23324
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  /40

  $440,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,040 Sq Ft

  1425 Myrtle Ave, Chesapeake, VA 23325

  New Construction in Chesapeake, This brand-new 4-bedroom, 2.5-bath home offers 2,040 sq ft of modern comfort and style. The open-concept design flows effortlessly from the spacious family room—complete with an electric fireplace—to the stunning kitchen featuring granite countertops, stainless steel appliances, and a large island perfect for gatherings. Luxury vinyl plank floors shine throughout

  Brenda Williams Howard Hanna Real Estate Services

  1425 Myrtle Ave, Chesapeake, VA 23325
• 

  

  /20

  $493,248 New Construction

  • 4 Beds
  • 3 Baths
  • 2,880 Sq Ft

  4723 Mahogany Run, Chesapeake, VA 23321

  Ready for your next act of carefree home ownership? This beautiful Lafayette home located in Weldenfield & Rowe's premier 55+community is easy living with your Primary Bedroom, Bath and Laundry along with dedicated office space all on the first floor. Your double car garage, natural gas fireplace, covered porch, modern gorgeous countertops and finishes round out this spacious home featuring 9

  Monique McClellan BHHS RW Towne Realty

  4723 Mahogany Run, Chesapeake, VA 23321
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  /2

  $420,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,100 Sq Ft

  1116 Rodgers St, Chesapeake, VA 23324

  New Construction in Historic South Norfolk! Beautifully crafted 4-bedroom, 3.5-bath, 2 story home featuring 9-ft ceilings on both floors, an inviting large front porch, & two primary suites. Kitchen includes solid wood soft-close cabinetry, granite countertops, SS appliances, & breakfast bar. Large living room w/electric fireplace, dining room, & half bathroom all on the first floor. Upstairs,

  Danielle Bulla Isenhour Wainwright Real Estate

  1116 Rodgers St, Chesapeake, VA 23324
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  /31

  $469,576 Open Sat 12PM - 4:30PM

  • 4 Beds
  • 3.5 Baths
  • 1,930 Sq Ft

  1065 Messa Loop, Chesapeake, VA 23320

  Townhome w/2-car garage, fenced front yard w/gate to multi trail, covered entry, deck off kitchen, Luxury LVP floors select areas. 2nd floor living area: Kitchen center island w/shiplap, GE Cafe Matt Black appliances w/ refrigerator, linear fireplace in large great rm with built ins, 3rd flr: Primary, tile shower 2- shower heads, dual sinks, 2 closets, 2 bedrooms, full bath, linen closet,

  Donna Melzer The Real Estate Group

  1065 Messa Loop, Chesapeake, VA 23320
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  /32

  $479,422 Open Sat 12PM - 4:30PM

  • 4 Beds
  • 3.5 Baths
  • 1,970 Sq Ft

  1061 Messa Loop, Chesapeake, VA 23320

  End Unit townhome condo w/rear load 2 car garage. Luxury LVP floor in select living areas, kitchen GE Profile Stainless appliances including refrigerator, center island w/shiplap, living room linear fireplace w/shiplap, 2nd floor living area w/Office/flex room, 1st floorbr/flex room, hall bath 1st flr, mudroom. 3rd floor Primary w/ceramic shower-2 shower heads, dual sinks, 2 closets, 2 br's &

  Donna Melzer The Real Estate Group

  1061 Messa Loop, Chesapeake, VA 23320
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  /24

  $455,317 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft

  719 Flatrock Ln, Chesapeake, VA 23320

  Ready Now!! Limited 2 story townhome condo. Don't wait as this will not last long. Front load 1-car garage off Butts Station Rd in the Greenbrier area. Amenities include Luxury LVP, linear fireplace, Kitchen breakfast bar, Ge Cafe Black Matt appliances w/refrigerator, Quartz tops all baths, Primary Tile Shower, fenced back yard, multipurpose trail, guest parking. Close to interstate, shopping.

  Donna Melzer The Real Estate Group

  719 Flatrock Ln, Chesapeake, VA 23320
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  /26

  $450,911 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  721 Flatrock Ln, Chesapeake, VA 23320

  Quick closing 3% closing costs paid, ask for details! Limited 2 story townhome condo new construction floor plan. Don't wait as this will not last long. Front load 1-car garage off Butts Station Rd in the Greenbrier area. Amenities include Luxury LVP, linear fireplace, Kitchen breakfast bar, Ge Profile stainless appliances w/refrigerator, Quartz tops all baths, Primary Tile Shower, fenced back

  Donna Melzer The Real Estate Group

  721 Flatrock Ln, Chesapeake, VA 23320
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  /2

  $498,575 New Construction

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

  4719 Mahogany Run, Chesapeake, VA 23321

  Escape to your private retreat in our 55+ community, this sought-after Shenandoah floor plan is the perfect blend of comfort and sophistication. Enjoy an airy, open layout filled with natural light and thoughtful design touches throughout. The first floor features a spacious Owners Suite, laundry room, home office, cozy hearth, and a gourmet kitchen that's a total showstopper. Upstairs offers

  Monique McClellan BHHS RW Towne Realty

  4719 Mahogany Run, Chesapeake, VA 23321
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  /18

  $443,000 Pre-Foreclosure

  • 3 Beds
  • 2.5 Baths
  • 2,481 Sq Ft

  4644 Longleaf Place, Chesapeake, VA 23321

  Wonderful location next to Highway 664 with easy access to the Peninsula and the Southside. Property features include 1st floor suite, family room with a gas fireplace open to the kitchen, dining room, office/study & convenient 1st floor laundry room. Along with additional secondary bedrooms, and a loft on the 2nd floor.

  Kevin Pall Brooke Madison & Associates LLC

  4644 Longleaf Place, Chesapeake, VA 23321
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  /23

  $404,900

  • 4 Beds
  • 2.5 Baths
  • 2,528 Sq Ft

  317 Shadowlake Dr, Chesapeake, VA 23320

  This spacious 4-bedroom, 2.5-bath home with over 2,500 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! The attached garage allows for the potential of additional

  Jonathan Melvin Benham Real Estate LLC

  317 Shadowlake Dr, Chesapeake, VA 23320

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