96,933

Chesapeake, VA Homes

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  • /18

    $579,900

    New Construction
    • 5 Beds
    • 2.5 Baths
    • 2,522 Sq Ft

    Swan Plan, Chesapeake, VA

    Builder Photo

    Classic Design Builders

    Builder

    0 Shell Place St Unit 37905457, Chesapeake, VA
  • /33

    Starting at $1,303 Plus Fees

    • 2 - 3 Beds

    908 Lake Village Dr, Chesapeake, VA 23323

    Our apartment homes offer comfortable living with thoughtful floor plans to fit your lifestyle. Choose from our classic or newly renovated 2 & 3-bedroom homes. Each apartment home combines scenic views with modern amenities. Enjoy the convenience of nearby shopping, dining, and entertainment in a welcoming community just minutes from some of Chesapeake's famous waterways.

    Lake Village

    (757) 821-5923

    908 Lake Village Dr, Chesapeake, VA 23323
  • 1108 Santeetlah Ave, Chesapeake, VA 23325

    $295,000

    Sold Aug 27, 2025

    1108 Santeetlah Ave, Chesapeake, VA 23325

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft
    • Built 1959

    Last Sold Summary

    • $236/SF
    • 21 Days On Market

    Current Estimated Value $308,034

    Last Listing Agent Jason Winger Swell Realty Co

    1108 Santeetlah Ave, Chesapeake, VA 23325
    • /2

      Est $433,163

      Not Listed For Sale

      4757 Sunray Ave, Chesapeake, VA 23321

      • 4 Beds
      • 2 Baths
      • 1,516 Sq Ft
      • Built 1952
      4757 Sunray Ave, Chesapeake, VA 23321

  • /25

    $263,000

    $2K PRICE DROP Under Contract
    • 2 Beds
    • 2.5 Baths
    • 1,144 Sq Ft

    1614 Willow Point Arch, Chesapeake, VA 23320

    Move in ready home in Chesapeake featuring fresh interior paint, new carpet, new laminate flooring, and a new electric fireplace that adds a modern touch to the main living area. Kitchen offers new countertops along with ample cabinet and prep space. Functional floor plan provides comfortable everyday living with easy access to shopping, dining, parks, and major interstates. A great opportunity

    Agent Photo

    Jacob Bronk

    Own Real Estate LLC

    (757) 347-8127

    1614 Willow Point Arch, Chesapeake, VA 23320
  • /29

    Starting at $1,665 Plus Fees

    • 1 - 3 Beds

    1314 Kingston Way, Chesapeake, VA 23320

    Offering 1, 2, and 3 bedrooms floorplans to suit every lifestyle and perfectly located in Chesapeake, Greenbrier Woods on the Lake is steps away from a variety of dining and shopping options and easy interstate access. Gorgeously appointed floorplans amid graceful landscaping blends the convenience of this prime location with the scenic views of a park setting. Community amenities include a

    Greenbrier Woods Apartments

    (757) 432-3615

    1314 Kingston Way, Chesapeake, VA 23320
  • 904 Will Scarlet Way, Chesapeake, VA 23322

    $532,500

    Sold Sep 24, 2025

    904 Will Scarlet Way, Chesapeake, VA 23322

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Built 1996

    Last Sold Summary

    • $242/SF
    • 33 Days On Market

    Current Estimated Value $525,318

    Last Listing Agent Brian Wurst A Better Way Realty Inc.

    904 Will Scarlet Way, Chesapeake, VA 23322
    • /2

      Est $635,587

      Not Listed For Sale

      302 Wildlife Trace, Chesapeake, VA 23320

      • 4 Beds
      • 3 Baths
      • 3,010 Sq Ft
      • Built 2005
      302 Wildlife Trace, Chesapeake, VA 23320

  • /45

    $644,900

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,460 Sq Ft

    941 Painted Lady Place, Chesapeake, VA 23323

    This home shows pride of ownership located in sought after Grassfield area! This spacious 4 bedroom, 2.5 bath home offers an open & inviting layout filled w/ natural light. The first floor features an eat in kitchen open to the living room, formal dining area, guest half bath, & a flexible sitting room can be used for a home office, playroom, or study. Upstairs you'll find a large primary suite

    Agent Photo

    Mary Barclay

    Swell Realty Co.

    (757) 699-4583

    941 Painted Lady Place, Chesapeake, VA 23323
  • /43

    Starting at $1,505 Plus Fees

    • 1 - 2 Beds

    200 Red Cedar Ct, Chesapeake, VA 23320

    Welcome to The Cedars at Greenbrier. Our convenient location puts you exactly where you want to be. We offer our residents the finest in modern amenities, including a luxury pool, fitness center, playground with picnic areas, clubhouse, and waterfront living! Our location offers you living in the city, but away from the hustle and bustle of everyday life. With several floor plans, The Cedars at

    The Cedars at Greenbrier

    (757) 432-3461

    200 Red Cedar Ct, Chesapeake, VA 23320
  • 4044 Devon Dr, Chesapeake, VA 23321

    $625,000

    Sold Jan 30, 2026

    4044 Devon Dr, Chesapeake, VA 23321

    • 4 Beds
    • 2.5 Baths
    • 3,072 Sq Ft
    • Built 1994

    Last Sold Summary

    • $203/SF
    • 21 Days On Market

    Current Estimated Value $623,984

    Last Listing Agent Debbie Gutekunst Iron Valley Real Estate HR

    4044 Devon Dr, Chesapeake, VA 23321
    • /32

      Est $447,646

      Not Listed For Sale

      2449 Locks Landing, Chesapeake, VA 23323

      • 4 Beds
      • 2.5 Baths
      • 2,064 Sq Ft
      • Built 1989
      2449 Locks Landing, Chesapeake, VA 23323

      Last Sold Summary

      • 3 Days On Market

  • /33

    $674,900

    $30K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,000 Sq Ft

    3618 Point Elizabeth Dr, Chesapeake, VA 23321

    Experience refined living in this exceptional Western Branch residence. Boasting over 3,000 sq ft, this fully turnkey home blends elegance and comfort at every turn. The heart of the home is a breathtaking 10x5 imported quartz island—an unforgettable centerpiece designed for elevated entertaining and everyday luxury. The open-concept design flows seamlessly into a custom fireplace with built-ins,

    Agent Photo

    Kayleigh Jo St. Clair

    Swell Realty Co.

    (757) 909-6106

    3618 Point Elizabeth Dr, Chesapeake, VA 23321
  • /88

    Starting at $1,830 Plus Fees

    • 1 - 3 Beds

    2540 Holly Point Blvd, Chesapeake, VA 23325

    Visit Us Today!Holly Point Apartments in Chesapeake, Virginia was planned for inspired living. Every effort has been made to provide you with the best: the best environment, the best amenities the best in all things that make life more pleasurable.Seize your chance to live in one of the premier apartment communities in Chesapeake, VA. Picture coming home every day to the warm embrace of

    Holly Point

    (757) 384-1890

    2540 Holly Point Blvd, Chesapeake, VA 23325
  • 1101 Fairway Dr, Chesapeake, VA 23320

    $703,000

    Sold Apr 22, 2026

    1101 Fairway Dr, Chesapeake, VA 23320

    • 4 Beds
    • 4 Baths
    • 3,630 Sq Ft
    • Built 1989

    Last Sold Summary

    • 5% Above List Price
    • $194/SF
    • 23 Days On Market

    Current Estimated Value $676,868

    Last Listing Agent Gayle Upchurch BHHS RW Towne Realty

    1101 Fairway Dr, Chesapeake, VA 23320
    • /11

      Est $330,173

      Not Listed For Sale

      3404 Port Chambers Ct, Chesapeake, VA 23321

      • 3 Beds
      • 1.5 Baths
      • 1,442 Sq Ft
      • Built 1969
      3404 Port Chambers Ct, Chesapeake, VA 23321

      Last Sold Summary

      • 42 Days On Market

  • /25

    $239,000

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    2005 Lockard Ave, Chesapeake, VA 23320

    Discover this charming one bedroom home perfectly situated just minutes from Greenbrier mall and Kempsville areas of Virginia Beach. Enjoy a rare blend of comfort, style and convenience - whether you're a first time buyer, downsizing, or searching for a great investment opportunity!! Step inside to find bright open living spaces, modern finishes and a cozy atmosphere, that instantly feels like

    Agent Photo

    Katie Burke

    Long & Foster Real Estate Inc.

    (757) 655-7895

    2005 Lockard Ave, Chesapeake, VA 23320
  • /31

    Starting at $1,873 Plus Fees

    • 1 - 3 Beds

    111 Gateway Ct, Chesapeake, VA 23320

    Dream big with a stylishly modern apartment home at the The Morgan. Here, you'll find resort-inspired amenities that beg you to rest and relax and interiors that create easy, everyday joys. Surrounded by everything you love to do in Chesapeake, Virginia, near Greenbrier Mall, you'll feel inspired to keep life colorful. Lean into luxury and choose from a variety of pet-friendly 1, 2 & 3 bedroom

    The Morgan

    (757) 982-9598

    111 Gateway Ct, Chesapeake, VA 23320
  • 4938 Breck Ln, Chesapeake, VA 23321

    $421,900

    Sold Aug 28, 2025

    4938 Breck Ln, Chesapeake, VA 23321

    • 3 Beds
    • 3.5 Baths
    • 2,044 Sq Ft
    • Built 2025

    Last Sold Summary

    • $206/SF
    • 60 Days On Market

    Last Listing Agent Angela McCaskill Corinth Realty LLC

    4938 Breck Ln, Chesapeake, VA 23321
    • /39

      Est $875,919

      Not Listed For Sale

      326 Greens Edge Dr, Chesapeake, VA 23322

      • 5 Beds
      • 3.5 Baths
      • 3,994 Sq Ft
      • Built 2003
      326 Greens Edge Dr, Chesapeake, VA 23322

      Last Sold Summary

      • 11 Days On Market

  • /28

    $220,000

    Under Contract
    • 3 Beds
    • 1 Bath
    • 1,050 Sq Ft

    416 Keith Ct, Chesapeake, VA 23325

    Welcome home to this adorable 3-bedroom brick ranch offering classic charm and everyday comfort! Inside, you’ll find timeless hardwood floors and a cozy eat-in kitchen perfect for casual dining and gathering. Conveniently located with quick access to the interstate, Greenbrier, shopping, dining, and area highlights, this home makes commuting and everyday errands a breeze. Whether you’re searching

    Agent Photo

    Davina Hughes

    Iron Valley Real Est Norfolk

    (757) 384-1733

    416 Keith Ct, Chesapeake, VA 23325
  • /55

    Starting at $2,112

    Total Monthly Price

    • 1 - 3 Beds

    745 Eden Way N, Chesapeake, VA 23320

    Welcome to the best of resort-style living. Aspire at Towne Place boasts an ideal Chesapeake, Virginia, location, spacious and modern one, two, and three-bedroom apartments, and high-end features and amenities to make every day easier. From gourmet kitchens and plank flooring to a zero-entry swimming pool and sports pub, the homes and community at Aspire at Towne Place have everything you need in

    Aspire at Towne Place

    (757) 979-2589

    745 Eden Way N, Chesapeake, VA 23320
  • 412 Prince Phillip Ct, Chesapeake, VA 23320

    $390,000

    Sold Nov 13, 2025

    412 Prince Phillip Ct, Chesapeake, VA 23320

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft
    • Built 1998

    Last Sold Summary

    • $200/SF
    • 35 Days On Market

    Current Estimated Value $395,335

    Last Listing Agent Steffanie Battles 1st Class Real Estate Flagship

    412 Prince Phillip Ct, Chesapeake, VA 23320
    • /27

      Est $251,335

      Not Listed For Sale

      1800 Westgate St, Chesapeake, VA 23324

      • 4 Beds
      • 1 Bath
      • 1,308 Sq Ft
      • Built 1952
      1800 Westgate St, Chesapeake, VA 23324

      Last Sold Summary

      • 14 Days On Market

  • /36

    $269,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,313 Sq Ft

    1414 Loose Strife Place, Chesapeake, VA 23320

    Beautifully remodeled 3BR/2BA home is ready for its new owner! Bright, open, spacious, this two-story home offers the kind of layout that feels impressive the moment you walk in. Two-story foyer, high ceilings, skylights, large windows, and open living/dining area create a light and airy feel throughout. Home was refreshed in 2026 with new water heater, new flooring on both levels, finished walls

    Agent Photo

    Val Milan

    Swell Real Estate Co

    (757) 792-8814

    1414 Loose Strife Place, Chesapeake, VA 23320
  • /24

    Starting at $1,769 Plus Fees

    • 1 - 2 Beds

    301 Oak Lake Way, Chesapeake, VA 23320

    A premier apartment community in the Greenbrier West neighborhood, ReNew Chesapeake welcomes residents home with views of the community lake and mature trees. Our spacious 1 and 2-bedroom apartment homes offer chef-inspired kitchens, cozy fireplaces, vaulted ceilings, skylights, spa-like bathrooms, and oversized closets.Come home to a fully remodeled apartment featuring wood-like

    ReNew Chesapeake

    (757) 972-7719

    301 Oak Lake Way, Chesapeake, VA 23320
  • 1816 Long Ridge Rd, Chesapeake, VA 23322

    $215,000

    Sold Jul 15, 2025

    1816 Long Ridge Rd, Chesapeake, VA 23322

    • 4 Beds
    • 1 Bath
    • 1,368 Sq Ft
    • Built 1956

    Last Sold Summary

    • $157/SF
    • 31 Days On Market

    Current Estimated Value $225,650

    Last Listing Agent Rodney Williams True Realty Inc.

    1816 Long Ridge Rd, Chesapeake, VA 23322
    • /2

      Est $372,799

      Not Listed For Sale

      1346 Cypress Place, Chesapeake, VA 23320

      • 3 Beds
      • 2 Baths
      • 1,495 Sq Ft
      • Built 1979
      1346 Cypress Place, Chesapeake, VA 23320

  • /48

    $699,000

    $16K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,466 Sq Ft

    3932 Colony Pointe Dr, Chesapeake, VA 23321

    All-brick 5BR home with 3,466 SF on a cul-de-sac - no HOA. Rich hardwood floors flow through the main level and into the primary suite on the second, anchoring a home that balances timeless character with everyday livability. The Large Living areas open up to the expansive backyard featuring a covered outdoor kitchen, screened gazebo, and sprawling composite deck. Lovingly maintained by one owner

    Agent Photo

    Michael Rowland

    Rowland RE

    (757) 997-7888

    3932 Colony Pointe Dr, Chesapeake, VA 23321
  • /50

    Starting at $1,469 Plus Fees

    • 1 - 3 Beds

    13A Johnstown Crescent, Chesapeake, VA 23322

    Kingsbridge Apartments is a charming community offering one, two, and three-bedroom floor plans nestled in a calm residential neighborhood in the Great Bridge district of Chesapeake, VA.Our pet-friendly community offers residents an array of classic and renovated floor plan selections to choose from. Kingsbridge’s freshly renovated floor plans feature modern colors and finishes with

    Kingsbridge

    (833) 370-4815

    13A Johnstown Crescent, Chesapeake, VA 23322
  • 923 Oklahoma Dr, Chesapeake, VA 23323

    $305,000

    Sold Jul 01, 2025

    923 Oklahoma Dr, Chesapeake, VA 23323

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft
    • Built 2004

    Last Sold Summary

    • $259/SF
    • 18 Days On Market

    Current Estimated Value $311,053

    Last Listing Agent Charles Barco Keller Williams Realty Twn Ctr

    923 Oklahoma Dr, Chesapeake, VA 23323
    • /18

      Est $282,418

      Not Listed For Sale

      1218 Mill Stream Way, Chesapeake, VA 23320

      • 3 Beds
      • 1.5 Baths
      • 1,240 Sq Ft
      • Built 1984
      1218 Mill Stream Way, Chesapeake, VA 23320

      Last Sold Summary

      • 5 Days On Market

  • /36

    $389,000

    Pending
    • 4 Beds
    • 2 Baths
    • 1,685 Sq Ft

    428 Rock Dr, Chesapeake, VA 23323

    Welcome to this 4-bedroom, 2-bathroom classic brick ranch in the Deep Creek part of Chesapeake. Inside, you'll find new laminate flooring throughout and a functional layout featuring a formal dining room and comfortable living space with a wood burning fireplace. Major upgrades include a brand-new HVAC system and ductwork, an updated hall bathroom, and a new refrigerator, making this home truly

    Agent Photo

    Kevin Keogh

    BHHS RW Towne Realty

    (757) 835-3702

    428 Rock Dr, Chesapeake, VA 23323
  • /45

    Starting at $1,278

    Total Monthly Price

    • 1 - 2 Beds

    100-110 Williamsburg Dr, Chesapeake, VA 23322

    We have exactly what you are looking for at Great Bridge Apartments. With a central location, your new home is conveniently located near AWARD-WINNING SCHOOLS, shopping and entertainment. The Department of Energy conducted a multi-million dollar weatherization rehab on this property to include new roofs, HVAC systems and generous additions to insulation to ensure the lowest utility bills possible

    Great Bridge Apartments

    (757) 337-6693

    100-110 Williamsburg Dr, Chesapeake, VA 23322
  • 211 Diamond Ave, Chesapeake, VA 23323

    $417,000

    Sold Apr 24, 2026

    211 Diamond Ave, Chesapeake, VA 23323

    • 3 Beds
    • 2.5 Baths
    • 1,850 Sq Ft
    • Built 2023

    Last Sold Summary

    • $225/SF
    • 14 Days On Market

    Current Estimated Value $402,232

    Last Listing Agent Taylor Dirk Iron Valley Real Estate Prestige

    211 Diamond Ave, Chesapeake, VA 23323
    • /2

      Est $580,988

      Not Listed For Sale

      1556 Pine Grove Ln, Chesapeake, VA 23321

      • 5 Beds
      • 3 Baths
      • 3,050 Sq Ft
      • Built 1990
      1556 Pine Grove Ln, Chesapeake, VA 23321

  • /50

    $525,000

    $5K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 2,683 Sq Ft

    2900 Tyre Neck Rd, Chesapeake, VA 23321

    Welcome home to this spacious 6-bedroom property situated on a large corner lot in Western Branch! This versatile layout includes a first-floor bedroom and full bath, ideal for guests, a home office, or a hobby space. Outside, you’ll find extra driveway space for storing an RV, boat, trailer, or additional vehicles — all with no HOA restrictions. Conveniently located near shopping, dining,

    Agent Photo

    Kristen Boyd

    Next Chapter VA Realty Inc

    (757) 704-4880

    2900 Tyre Neck Rd, Chesapeake, VA 23321
  • /25

    Starting at $1,150 Plus Fees

    • 1 - 2 Beds

    408 Trotman Way, Chesapeake, VA 23320

    Nestled in a Wooded Setting off Great Bridge Blvd - Find your haven in Chesapeake’s sought-after Greenbrier West locale at Oak Grove Apartments. Nestled against a wooded setting off Great Bridge Blvd, Oak Grove Apartments brings you closer to the best of the city with a quiet retreat to call home. Each one- or two-bedroom apartment home offers a fully equipped kitchen, ample closet space, and

    Oak Grove

    (877) 873-9792

    408 Trotman Way, Chesapeake, VA 23320
  • 505 Woodbridge Ct, Chesapeake, VA 23322

    $490,000

    Sold Jun 01, 2026

    505 Woodbridge Ct, Chesapeake, VA 23322

    • 4 Beds
    • 2 Baths
    • 1,925 Sq Ft
    • Built 1972

    Last Sold Summary

    • 1% Above List Price
    • $255/SF
    • 28 Days On Market

    Current Estimated Value $476,943

    Last Listing Agent Dakota Bush LPT Realty LLC

    505 Woodbridge Ct, Chesapeake, VA 23322
    • /2

      Est $258,291

      Not Listed For Sale

      920 Ketch Ct, Chesapeake, VA 23320

      • 2 Beds
      • 2 Baths
      • 1,026 Sq Ft
      • Built 1983
      920 Ketch Ct, Chesapeake, VA 23320

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