15,385

Homes in ZIP Code 23321

Section Image Section Image
    • LOT 22 Eley St, Chesapeake, VA 23321
      LOT 22 Eley St, Chesapeake, VA 23321
      /2

      Not Listed For Sale

      LOT 22 Eley St, Chesapeake, VA 23321

      LOT 22 Eley St, Chesapeake, VA 23321

  • 5106 Annapolis Dr, Chesapeake, VA 23321
    5106 Annapolis Dr, Chesapeake, VA 23321
    5106 Annapolis Dr, Chesapeake, VA 23321
    /5

    $594,900

    New Construction Pending
    • 5 Beds
    • 3.5 Baths
    • 2,611 Sq Ft

    5106 Annapolis Dr, Chesapeake, VA 23321

    PRE-SOLD TO BE BUILT: CALL LA1/LA2 FOR AVAILABLE LOTS & INVENTORY. A versatile floor plan with ample space for entertaining! Tha Palm offers 5 Bedrooms , 2.5 Baths, a large Family room, open to the kitchen, all BR's on 2nd floor, large patio space for outdoor living. A desirable Primary Suite bath & walk-in closet.The Estates at Jolliff Landing is a charming neighborhood boasting single-family

    Christian Ramirez RHOAD & CO.

    5106 Annapolis Dr, Chesapeake, VA 23321
  • 2231 Captiva Ln, Chesapeake, VA 23321

    $564,690

    Sold Apr 17, 2026

    2231 Captiva Ln, Chesapeake, VA 23321

    • 4 Beds
    • 2 Baths
    • 2,335 Sq Ft
    • Built 2025

    Last Sold Summary

    • $242/SF
    • 167 Days On Market

    Current Estimated Value $568,154

    Last Listing Agent Steve Freeman RHOAD & CO.

    2231 Captiva Ln, Chesapeake, VA 23321
    • 3335 Reserve Trail, Chesapeake, VA 23321
      3335 Reserve Trail, Chesapeake, VA 23321
      /2

      Est $611,218

      Not Listed For Sale

      3335 Reserve Trail, Chesapeake, VA 23321

      • 4 Beds
      • 3 Baths
      • 3,109 Sq Ft
      • Built 2017
      3335 Reserve Trail, Chesapeake, VA 23321

  • 3241 Yellow Pine Crescent, Chesapeake, VA 23321
    3241 Yellow Pine Crescent, Chesapeake, VA 23321
    3241 Yellow Pine Crescent, Chesapeake, VA 23321
    /34

    $220,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,020 Sq Ft

    3241 Yellow Pine Crescent, Chesapeake, VA 23321

    Welcome to 3241 Yellow Pine Crescent in Chesapeake! This well maintained home sits on a desirable corner lot and features a private driveway, offering added convenience. The home has been freshly painted and features newer carpet, creating a clean and inviting feel throughout. Major updates include a roof that is approximately 2 years old and an HVAC system approximately 6 years old. Enjoy a

    Christian Hair Better Homes & Gdns Ntv Am Grp

    3241 Yellow Pine Crescent, Chesapeake, VA 23321
  • 1624 Emerald Woods Dr, Chesapeake, VA 23321

    $575,000

    Sold Jan 14, 2026

    1624 Emerald Woods Dr, Chesapeake, VA 23321

    • 4 Beds
    • 2.5 Baths
    • 2,483 Sq Ft
    • Built 2002

    Last Sold Summary

    • $232/SF
    • 21 Days On Market

    Current Estimated Value $585,415

    Last Listing Agent Dina Grandy BHHS RW Towne Realty

    1624 Emerald Woods Dr, Chesapeake, VA 23321
    • 4229 White Cap Crescent, Chesapeake, VA 23321
      4229 White Cap Crescent, Chesapeake, VA 23321
      /2

      Est $364,405

      Not Listed For Sale

      4229 White Cap Crescent, Chesapeake, VA 23321

      • 4 Beds
      • 3 Baths
      • 2,235 Sq Ft
      • Built 2010
      4229 White Cap Crescent, Chesapeake, VA 23321

  • 4902 Apricot Way, Chesapeake, VA 23321
    4902 Apricot Way, Chesapeake, VA 23321
    4902 Apricot Way, Chesapeake, VA 23321
    /16

    $395,900

    New Construction Pending
    • 3 Beds
    • 2.5 Baths
    • 1,642 Sq Ft

    4902 Apricot Way, Chesapeake, VA 23321

    Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake

    Angela McCaskill Corinth Realty LLC

    4902 Apricot Way, Chesapeake, VA 23321
  • 2959 Drum Point Crescent, Chesapeake, VA 23321

    $440,000

    Sold Feb 17, 2026

    2959 Drum Point Crescent, Chesapeake, VA 23321

    • 6 Beds
    • 3.5 Baths
    • 2,590 Sq Ft
    • Built 1997

    Last Sold Summary

    • 2% Below List Price
    • $170/SF
    • 28 Days On Market

    Current Estimated Value $464,635

    Last Listing Agent Exiquio Mora Atlantic Sothebys Int'l Realty

    2959 Drum Point Crescent, Chesapeake, VA 23321
    • 3970 Rex Cir, Chesapeake, VA 23321
      3970 Rex Cir, Chesapeake, VA 23321
      /2

      Est $278,362

      Not Listed For Sale

      3970 Rex Cir, Chesapeake, VA 23321

      • 2 Beds
      • 2 Baths
      • 1,650 Sq Ft
      • Built 2010
      3970 Rex Cir, Chesapeake, VA 23321

  • 3916 Port Rd, Chesapeake, VA 23321
    3916 Port Rd, Chesapeake, VA 23321
    3916 Port Rd, Chesapeake, VA 23321
    /33

    $352,000

    $13K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    3916 Port Rd, Chesapeake, VA 23321

    Welcome home to this beautifully maintained property featuring a spacious, well appointed kitchen complete with granite countertops, stainless steel appliances, abundant cabinet storage, and generous counter space-perfect for everyday living and entertaining. The inviting living area boast soaring vaulted ceilings and an expansive open feel, creating the perfect space to relax or gather with

    Deborah Woolford The Real Estate Group

    3916 Port Rd, Chesapeake, VA 23321
  • 2114 Steiner St, Chesapeake, VA 23321

    $399,900

    Sold Jun 15, 2026

    2114 Steiner St, Chesapeake, VA 23321

    • 3 Beds
    • 3.5 Baths
    • 1,950 Sq Ft
    • Built 2019

    Last Sold Summary

    • 6% Below List Price
    • $205/SF
    • 33 Days On Market

    Current Estimated Value $398,277

    Last Listing Agent George Lopez Wainwright Real Estate

    2114 Steiner St, Chesapeake, VA 23321
    • 4416 Woodland Dr, Chesapeake, VA 23321
      4416 Woodland Dr, Chesapeake, VA 23321
      /2

      Est $613,650

      Not Listed For Sale

      4416 Woodland Dr, Chesapeake, VA 23321

      • 4 Beds
      • 3 Baths
      • 2,725 Sq Ft
      • Built 2010
      4416 Woodland Dr, Chesapeake, VA 23321

  • 2871 Lilley Cove Dr, Chesapeake, VA 23321
    2871 Lilley Cove Dr, Chesapeake, VA 23321
    2871 Lilley Cove Dr, Chesapeake, VA 23321
    /38

    $499,990

    $45K PRICE DROP Pending
    • 3 Beds
    • 1.5 Baths
    • 2,356 Sq Ft

    2871 Lilley Cove Dr, Chesapeake, VA 23321

    Great opportunity in this all brick Ranch in the heart of Western Branch with a brand new roof and a huge attic for future expansion! The Family room with vaulted ceiling and gas log fireplace has built in casing and is open to the Kitchen, that offers dual ovens and large center island. The Dining Room also features built in shelving, perfect for the fine china or family keepsakes.2 large

    Christopher Prince BHHS RW Towne Realty

    2871 Lilley Cove Dr, Chesapeake, VA 23321
  • 3943 Rex Cir, Chesapeake, VA 23321

    $279,900

    Sold Mar 25, 2026

    3943 Rex Cir, Chesapeake, VA 23321

    • 2 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • Built 2010

    Last Sold Summary

    • $170/SF
    • 38 Days On Market

    Current Estimated Value $276,356

    Last Listing Agent John McLaren Iron Valley Real Est Norfolk

    3943 Rex Cir, Chesapeake, VA 23321
    • 5236 Norfolk St, Chesapeake, VA 23321
      5236 Norfolk St, Chesapeake, VA 23321
      /2

      Est $397,584

      Not Listed For Sale

      5236 Norfolk St, Chesapeake, VA 23321

      • 3 Beds
      • 3 Baths
      • 1,739 Sq Ft
      • Built 2010
      5236 Norfolk St, Chesapeake, VA 23321

  • 3619 Mardean Dr, Chesapeake, VA 23321
    3619 Mardean Dr, Chesapeake, VA 23321
    3619 Mardean Dr, Chesapeake, VA 23321
    /50

    $545,000

    Pending
    • 5 Beds
    • 3 Baths
    • 3,108 Sq Ft

    3619 Mardean Dr, Chesapeake, VA 23321

    You will love this graceful, all brick 2 story transitional Home tucked away on a quiet, double cul de sac street in the Wellington neighborhood in the Western Branch community of Chesapeake. Meticulously maintained and lovingly cared for by original owners, this Gem boasts many details including a large and spacious floorplan, renovated granite Kitchen opening to the vaulted Great Room, 2 story

    Rachael Kraft Turner GreenTree Realty Inc

    3619 Mardean Dr, Chesapeake, VA 23321
  • 4132 Taughtline Loop, Chesapeake, VA 23321

    $380,000

    Sold Dec 11, 2025

    4132 Taughtline Loop, Chesapeake, VA 23321

    • 4 Beds
    • 2.5 Baths
    • 2,160 Sq Ft
    • Built 2008

    Last Sold Summary

    • $176/SF
    • 61 Days On Market

    Current Estimated Value $379,506

    Last Listing Agent Shannon Wright Howard Hanna Real Estate Svcs.

    4132 Taughtline Loop, Chesapeake, VA 23321
    • 4308 Schooner Trail, Chesapeake, VA 23321
      4308 Schooner Trail, Chesapeake, VA 23321
      /2

      Est $392,938

      Not Listed For Sale

      4308 Schooner Trail, Chesapeake, VA 23321

      • 5 Beds
      • 4 Baths
      • 2,517 Sq Ft
      • Built 2009
      4308 Schooner Trail, Chesapeake, VA 23321

  • 5036 Queen St, Chesapeake, VA 23321
    5036 Queen St, Chesapeake, VA 23321
    5036 Queen St, Chesapeake, VA 23321
    /35

    $525,000

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 2,302 Sq Ft

    5036 Queen St, Chesapeake, VA 23321

    Tucked away on a quiet end street shared by only three other homes, this brand new construction offers a rare sense of privacy while still being close to everything Western Branch has to offer. With minimal traffic and a park-like setting, it’s the kind of place where evenings are quiet, kids can play outside, and home truly feels like a retreat. Inside, this thoughtfully designed 5 bed, 3.5 bath

    Cavelle Mollineaux ONYX Realty Professionals LLC

    5036 Queen St, Chesapeake, VA 23321
  • 5110 Annapolis Dr, Chesapeake, VA 23321

    $539,900

    Sold Jul 09, 2026

    5110 Annapolis Dr, Chesapeake, VA 23321

    • 4 Beds
    • 2 Baths
    • 2,183 Sq Ft
    • Built 2026

    Last Sold Summary

    • $247/SF
    • 100 Days On Market

    Current Estimated Value $554,157

    Last Listing Agent Steve Freeman RHOAD & CO.

    5110 Annapolis Dr, Chesapeake, VA 23321
    • 5233 Winery Dr, Chesapeake, VA 23321
      5233 Winery Dr, Chesapeake, VA 23321
      /2

      Not Listed For Sale

      5233 Winery Dr, Chesapeake, VA 23321

      • 3 Beds
      • 3 Baths
      • 1,927 Sq Ft
      • Built 2009
      5233 Winery Dr, Chesapeake, VA 23321

  • 3527 Radford Cir, Chesapeake, VA 23321
    3527 Radford Cir, Chesapeake, VA 23321
    3527 Radford Cir, Chesapeake, VA 23321
    /48

    $230,000

    • 2 Beds
    • 1.5 Baths
    • 1,178 Sq Ft

    3527 Radford Cir, Chesapeake, VA 23321

    Welcome to this spacious 2-bedroom townhome in sought-after Western Branch with no HOA! The main level features a comfortable living area with a wood-burning fireplace, convenient half bath, and sliding glass doors leading to the back deck. The kitchen offers an eat-in dining area and includes a stainless steel appliances, disposal, and dishwasher. The washer and dryer are conveniently located on

    Imad Rayanne 1st Class Real Estate Integrity

    3527 Radford Cir, Chesapeake, VA 23321
  • 2313 Alcott Way, Chesapeake, VA 23321

    $250,000

    Sold Dec 26, 2025

    2313 Alcott Way, Chesapeake, VA 23321

    • 3 Beds
    • 3 Baths
    • 1,314 Sq Ft
    • Built 2021

    Last Sold Summary

    • $190/SF
    • 94 Days On Market

    Current Estimated Value $267,215

    Last Listing Agent Kevin Pall Brooke Madison & Associates

    2313 Alcott Way, Chesapeake, VA 23321
    • 5009 John St, Chesapeake, VA 23321
      5009 John St, Chesapeake, VA 23321
      /2

      Est $313,478

      Not Listed For Sale

      5009 John St, Chesapeake, VA 23321

      • 3 Beds
      • 2 Baths
      • 1,009 Sq Ft
      • Built 2009
      5009 John St, Chesapeake, VA 23321

  • 1948 Paw Place, Chesapeake, VA 23321
    1948 Paw Place, Chesapeake, VA 23321
    1948 Paw Place, Chesapeake, VA 23321
    /3

    $655,900

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,116 Sq Ft

    1948 Paw Place, Chesapeake, VA 23321

    The Tulip is an inviting home designed for both gathering and retreat, offering 3,116 square feet of beautifully connected living space with five bedrooms. You’re welcomed by a bright dining room that flows effortlessly into the heart of the home. The open-concept gourmet kitchen, great room, and breakfast area come together around an expansive kitchen island, perfect for entertaining. Also on

    Chesapeake Homes Builder
    1948 Paw Place, Chesapeake, VA 23321
  • 1544 Lauren Ashleigh Dr, Chesapeake, VA 23321

    $720,000

    Sold May 28, 2026

    1544 Lauren Ashleigh Dr, Chesapeake, VA 23321

    • 6 Beds
    • 4 Baths
    • 3,991 Sq Ft
    • Built 1994

    Last Sold Summary

    • 9% Above List Price
    • $180/SF
    • 26 Days On Market

    Current Estimated Value $715,998

    Last Listing Agent Teri Carter The Real Estate Group

    1544 Lauren Ashleigh Dr, Chesapeake, VA 23321
    • 3409 Kenley Ct, Chesapeake, VA 23321
      3409 Kenley Ct, Chesapeake, VA 23321
      /2

      Est $578,078

      Not Listed For Sale

      3409 Kenley Ct, Chesapeake, VA 23321

      • 4 Beds
      • 3 Baths
      • 2,954 Sq Ft
      • Built 2009
      3409 Kenley Ct, Chesapeake, VA 23321

  • 4257 Meadow Wood Dr, Chesapeake, VA 23321
    4257 Meadow Wood Dr, Chesapeake, VA 23321
    4257 Meadow Wood Dr, Chesapeake, VA 23321
    /45

    $489,500

    $10K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 2,621 Sq Ft

    4257 Meadow Wood Dr, Chesapeake, VA 23321

    Beautifully renovated and move-in ready, this spacious 4-bedroom, 2.5-bath home offers approximately 2,621 square feet, including an addition that provides extra living space. The open and inviting main level features fresh luxury vinyl plank flooring, updated lighting, and a bright sunroom. The updated kitchen offers granite countertops, stainless steel appliances, and attractive cabinetry.

    Darryl Ward The Real Estate Group

    4257 Meadow Wood Dr, Chesapeake, VA 23321
  • 3924 Port Rd, Chesapeake, VA 23321

    $300,000

    Sold Jun 15, 2026

    3924 Port Rd, Chesapeake, VA 23321

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 1964

    Last Sold Summary

    • $188/SF
    • 38 Days On Market

    Current Estimated Value $298,297

    Last Listing Agent Maria Irineo Better Homes & Gdns Ntv Am Grp

    3924 Port Rd, Chesapeake, VA 23321
    • 244 Plover Dr, Portsmouth, VA 23704
      244 Plover Dr, Portsmouth, VA 23704
      /2

      Est $250,387

      Not Listed For Sale

      244 Plover Dr, Portsmouth, VA 23704

      • 4 Beds
      • 1 Bath
      • 1,409 Sq Ft
      • Built 1943
      244 Plover Dr, Portsmouth, VA 23704

  • 2949 Prince of Wales Dr, Chesapeake, VA 23321
    2949 Prince of Wales Dr, Chesapeake, VA 23321
    2949 Prince of Wales Dr, Chesapeake, VA 23321
    /44

    $539,000

    • 5 Beds
    • 2.5 Baths
    • 3,138 Sq Ft

    2949 Prince of Wales Dr, Chesapeake, VA 23321

    Welcome to this charming 5-bedroom home, perfectly situated in a wonderful, established neighborhood in Chesapeake. If you appreciate a home with character and room to grow, this is the perfect canvas for your vision. The heart of the home features a kitchen designed for those who love to cook, offering an abundance of counter and cabinet space, plus the convenience of a double oven. You’ll love

    Eric Overmyer Own Real Estate LLC

    2949 Prince of Wales Dr, Chesapeake, VA 23321
  • 2905 Tracker Ln Unit 134, Chesapeake, VA 23321

    $250,000

    Sold Feb 10, 2026

    2905 Tracker Ln Unit 134, Chesapeake, VA 23321

    • 2 Beds
    • 2.5 Baths
    • 1,703 Sq Ft
    • Built 2002

    Last Sold Summary

    • 12% Below List Price
    • $147/SF
    • 59 Days On Market

    Last Listing Agent Devin Lundy Realty Source

    2905 Tracker Ln Unit 134, Chesapeake, VA 23321
    • 4142 River Breeze Cir, Chesapeake, VA 23321
      4142 River Breeze Cir, Chesapeake, VA 23321
      /2

      Est $336,683

      Not Listed For Sale

      4142 River Breeze Cir, Chesapeake, VA 23321

      • 4 Beds
      • 3 Baths
      • 1,913 Sq Ft
      • Built 2005
      4142 River Breeze Cir, Chesapeake, VA 23321

  • 4336 Stafford Dr, Chesapeake, VA 23321
    4336 Stafford Dr, Chesapeake, VA 23321
    4336 Stafford Dr, Chesapeake, VA 23321
    /39

    $229,900

    $9K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,186 Sq Ft

    4336 Stafford Dr, Chesapeake, VA 23321

    Welcome to 4336 StaffordDr! This beautifully updated home offers 1186 sq ft of comfortable living space with 2 bedrooms and1.5 bath. Recent upgrades include brand new HVAC system, kitchen, bathroom vanity, faucet, sliding patio door, light fixtures, 4ceiling fans, stylish LVP flooring runs through downstairs, brand new carpet upstairs, enjoy the convenience of front parking anda

    Patty Bills BHHS RW Towne Realty

    4336 Stafford Dr, Chesapeake, VA 23321
  • 7.7 Sondej Ave, Chesapeake, VA 23321

    $55,000

    Sold Jan 14, 2026

    7.7 Sondej Ave, Chesapeake, VA 23321

    • Land
    • 7.74 Acres
    • $7,109 per Acre

    Last Sold Summary

    • 137 Days On Market

    Last Listing Agent Vincent Macalino Iron Valley Real Est Norfolk

    7.7 Sondej Ave, Chesapeake, VA 23321
    • 4004 Wyant Ct, Chesapeake, VA 23321
      4004 Wyant Ct, Chesapeake, VA 23321
      /2

      Est $352,395

      Not Listed For Sale

      4004 Wyant Ct, Chesapeake, VA 23321

      • 3 Beds
      • 2 Baths
      • 1,504 Sq Ft
      • Built 1989
      4004 Wyant Ct, Chesapeake, VA 23321

  • 4985 Boone Rd, Chesapeake, VA 23321
    4985 Boone Rd, Chesapeake, VA 23321
    4985 Boone Rd, Chesapeake, VA 23321
    /27

    $330,900

    New Construction Open Sun 12PM - 4PM
    • 2 Beds
    • 2.5 Baths
    • 1,464 Sq Ft

    4985 Boone Rd, Chesapeake, VA 23321

    Welcome to Piney Grove, an exquisite community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This 2-level plan beautifully showcases an open floorplan w/ luxurious upgrades. The kitchen stuns guests w/ upgraded granite countertops, subway tile backsplash, & soft-close drawers. Easily maintained & durable LVP flooring & crown molding throughout 1st

    Lisa Kyriakides Corinth Realty LLC

    4985 Boone Rd, Chesapeake, VA 23321
  • 2800 Ashwood Dr, Chesapeake, VA 23321

    $503,500

    Sold Jan 23, 2026

    2800 Ashwood Dr, Chesapeake, VA 23321

    • 4 Beds
    • 2.5 Baths
    • 2,381 Sq Ft
    • Built 1974

    Last Sold Summary

    • 1% Above List Price
    • $211/SF
    • 10 Days On Market

    Current Estimated Value $509,366

    Last Listing Agent Lisa Atkins Iron Valley Real Estate HR

    2800 Ashwood Dr, Chesapeake, VA 23321
    • 2901 Taylor Acres Ct, Chesapeake, VA 23321
      2901 Taylor Acres Ct, Chesapeake, VA 23321
      /2

      Est $459,023

      Not Listed For Sale

      2901 Taylor Acres Ct, Chesapeake, VA 23321

      • 4 Beds
      • 3 Baths
      • 2,221 Sq Ft
      • Built 1998
      2901 Taylor Acres Ct, Chesapeake, VA 23321

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