15,385

Homes in ZIP Code 23321

Section Image Section Image
    • 3910 River Breeze Cir, Chesapeake, VA 23321
      3910 River Breeze Cir, Chesapeake, VA 23321
      /2

      Est $336,335

      Not Listed For Sale

      3910 River Breeze Cir, Chesapeake, VA 23321

      • 4 Beds
      • 3 Baths
      • 1,880 Sq Ft
      • Built 2004
      3910 River Breeze Cir, Chesapeake, VA 23321

  • 2257 Captiva Ln, Chesapeake, VA 23321
    2257 Captiva Ln, Chesapeake, VA 23321
    2257 Captiva Ln, Chesapeake, VA 23321
    /50

    $555,900

    New Construction Pending
    • 4 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    2257 Captiva Ln, Chesapeake, VA 23321

    This traditional floor plan offers 4 Bedrooms, 2.5 Baths, and 2420 sq ft. Enjoy the grand design of the Primary Suite with a spacious Walk-In Closet from the Primary Bath. The dining room, kitchen & family room on the first floor allow for many entertaining evenings at home. The open floor plan provides ample space with room to stretch out. 2nd floor is spacious with 4 bedrooms & utility room.

    Christian Ramirez RHOAD & CO.

    2257 Captiva Ln, Chesapeake, VA 23321
  • 5007 Annapolis Dr, Chesapeake, VA 23321

    $616,793

    Sold Sep 30, 2025

    5007 Annapolis Dr, Chesapeake, VA 23321

    • 6 Beds
    • 3.5 Baths
    • 2,916 Sq Ft
    • Built 2025

    Last Sold Summary

    • $212/SF
    • 34 Days On Market

    Current Estimated Value $600,431

    Last Listing Agent Steve Freeman RHOAD & CO.

    5007 Annapolis Dr, Chesapeake, VA 23321
    • 3912 River Breeze Cir, Chesapeake, VA 23321
      3912 River Breeze Cir, Chesapeake, VA 23321
      /2

      Est $328,183

      Not Listed For Sale

      3912 River Breeze Cir, Chesapeake, VA 23321

      • 4 Beds
      • 3 Baths
      • 1,915 Sq Ft
      • Built 2004
      3912 River Breeze Cir, Chesapeake, VA 23321

  • 3901 Wedgewood Dr, Chesapeake, VA 23321
    3901 Wedgewood Dr, Chesapeake, VA 23321
    3901 Wedgewood Dr, Chesapeake, VA 23321
    /46

    $489,000

    $21K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,641 Sq Ft

    3901 Wedgewood Dr, Chesapeake, VA 23321

    Waterfront opportunity! Well-maintained home situated on a scenic waterfront lot in the desirable Western Branch area of Chesapeake. Enjoy peaceful water views from an enclosed porch, and a spacious backyard ideal for relaxing, entertaining, fishing, kayaking, or simply taking in the surroundings. Walk in basement and Attic with plenty of storage.Recent improvements and updates help make

    William Dean The Bryant Group

    3901 Wedgewood Dr, Chesapeake, VA 23321
  • 4008 Sloop Trail, Chesapeake, VA 23321

    $190,000

    Sold Apr 06, 2026

    4008 Sloop Trail, Chesapeake, VA 23321

    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Above List Price
    • $170/SF
    • 22 Days On Market

    Current Estimated Value $185,386

    Last Listing Agent Tiffany Crocker REsurge Realty Collective Inc

    4008 Sloop Trail, Chesapeake, VA 23321
    • 3713 Farnsworth Dr, Chesapeake, VA 23321
      3713 Farnsworth Dr, Chesapeake, VA 23321
      /2

      Est $569,872

      Not Listed For Sale

      3713 Farnsworth Dr, Chesapeake, VA 23321

      • 4 Beds
      • 3 Baths
      • 2,706 Sq Ft
      • Built 1987
      3713 Farnsworth Dr, Chesapeake, VA 23321

  • 1905 Paw Place Unit 41447390, Chesapeake, VA 23321
    1905 Paw Place Unit 41447390, Chesapeake, VA 23321
    1905 Paw Place Unit 41447390, Chesapeake, VA 23321
    /38

    $579,900

    New Construction
    • 3 Beds
    • 3 Baths
    • 2,703 Sq Ft

    The Marigold Plan at Walker Grove, Chesapeake, VA 23321

    The Marigold is a thoughtfully designed rear-load home that blends convenience, elegance, and flexible living. With 2,703 square feet, this plan offers three to four bedrooms to fit your needs. Upon entry, a dining area with optional coffered ceilings leads you into the open kitchen and great room with tray ceilings. Elevate your kitchen with a upgraded gourmet island. Enjoy a first floor owner’s

    Chesapeake Homes Builder
    1905 Paw Place Unit 41447390, Chesapeake, VA 23321
  • 2801 Ashwood Dr, Chesapeake, VA 23321

    $345,000

    Sold Apr 14, 2026

    2801 Ashwood Dr, Chesapeake, VA 23321

    • 3 Beds
    • 2 Baths
    • 2,315 Sq Ft
    • Built 1972

    Last Sold Summary

    • 4% Below List Price
    • $149/SF
    • 0 Days On Market

    Current Estimated Value $490,255

    Last Listing Agent Nikki Walker Iron Valley Real Est Norfolk

    2801 Ashwood Dr, Chesapeake, VA 23321
    • 4303 Manchester Ln, Chesapeake, VA 23321
      4303 Manchester Ln, Chesapeake, VA 23321
      /2

      Est $276,866

      Not Listed For Sale

      4303 Manchester Ln, Chesapeake, VA 23321

      • 3 Beds
      • 3 Baths
      • 1,508 Sq Ft
      • Built 1985
      4303 Manchester Ln, Chesapeake, VA 23321

  • 4122 Riverside Dr, Chesapeake, VA 23321
    4122 Riverside Dr, Chesapeake, VA 23321
    4122 Riverside Dr, Chesapeake, VA 23321
    /48

    $369,000

    $1K PRICE DROP Pending
    • 3 Beds
    • 4 Baths
    • 1,916 Sq Ft

    4122 Riverside Dr, Chesapeake, VA 23321

    Welcome to this well-maintained, like-new townhome in the desirable Fairview Towns community! Enjoy low-maintenance living in this newer gated community, conveniently located in Western Branch. This spacious tri-level townhome features 3 bedrooms, 2 full bathrooms, and 2 half bathrooms, along with two family rooms providing plenty of space for entertaining, relaxing, or creating a home office or

    Melissa Gibbs Howard Hanna Real Estate Svcs.

    4122 Riverside Dr, Chesapeake, VA 23321
  • 3360 Brandywine Dr, Chesapeake, VA 23321

    $310,000

    Sold Oct 02, 2025

    3360 Brandywine Dr, Chesapeake, VA 23321

    • 4 Beds
    • 2 Baths
    • 1,713 Sq Ft
    • Built 1970

    Last Sold Summary

    • $181/SF
    • 27 Days On Market

    Current Estimated Value $337,633

    Last Listing Agent Jarrett Caldwell Keller Williams Coastal Virginia Chesapeake

    3360 Brandywine Dr, Chesapeake, VA 23321
    • 3523 Sugar Run, Chesapeake, VA 23321
      3523 Sugar Run, Chesapeake, VA 23321
      /2

      Est $206,264

      Not Listed For Sale

      3523 Sugar Run, Chesapeake, VA 23321

      • 2 Beds
      • 2 Baths
      • 1,084 Sq Ft
      • Built 1993
      3523 Sugar Run, Chesapeake, VA 23321

  • 2312 Meadows Landing, Chesapeake, VA 23321
    2312 Meadows Landing, Chesapeake, VA 23321
    2312 Meadows Landing, Chesapeake, VA 23321
    /25

    $310,000

    $5K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,472 Sq Ft

    2312 Meadows Landing, Chesapeake, VA 23321

    Welcome to 2312 Meadows Landing in the heart of Western Branch! This beautifully maintained home offers the perfect blend of comfort, space, and convenience in one of Chesapeake’s most desirable communities. Step inside to discover an inviting layout featuring spacious living areas, abundant natural light, and tasteful finishes throughout. The kitchen is thoughtfully designed with functional

    Mattia Douglass Keller Williams Realty Twn Ctr

    2312 Meadows Landing, Chesapeake, VA 23321
  • 2219 Sanibel Ln, Chesapeake, VA 23321

    $507,565

    Sold Oct 16, 2025

    2219 Sanibel Ln, Chesapeake, VA 23321

    • 4 Beds
    • 2.5 Baths
    • 2,194 Sq Ft
    • Built 2025

    Last Sold Summary

    • $231/SF
    • 0 Days On Market

    Current Estimated Value $482,888

    Last Listing Agent Kathy Nelms Corinth Realty LLC

    2219 Sanibel Ln, Chesapeake, VA 23321
    • 3308 Wisteria Ct, Chesapeake, VA 23321
      3308 Wisteria Ct, Chesapeake, VA 23321
      /2

      Est $499,087

      Not Listed For Sale

      3308 Wisteria Ct, Chesapeake, VA 23321

      • 4 Beds
      • 3 Baths
      • 2,348 Sq Ft
      • Built 1977
      3308 Wisteria Ct, Chesapeake, VA 23321

  • 4208 Nina Dr, Chesapeake, VA 23321
    4208 Nina Dr, Chesapeake, VA 23321
    4208 Nina Dr, Chesapeake, VA 23321
    /16

    $389,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,407 Sq Ft

    4208 Nina Dr, Chesapeake, VA 23321

    Charming and updated 3-bedroom, 1.5-bath ranch in the heart of Western Branch, just minutes from Chittum Elementary! The spacious, updated kitchen is designed for gathering, with plenty of room to cook, connect, and entertain. Relax on the screened-in porch overlooking the fenced backyard. A large detached garage and extra-wide driveway provide exceptional space for multiple vehicles, a boat, RV,

    Michael Amory BHHS RW Towne Realty

    4208 Nina Dr, Chesapeake, VA 23321
  • 2521 Drum Creek Rd, Chesapeake, VA 23321

    $420,000

    Sold Apr 03, 2026

    2521 Drum Creek Rd, Chesapeake, VA 23321

    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft
    • Built 1963

    Last Sold Summary

    • 11% Below List Price
    • $175/SF
    • 61 Days On Market

    Current Estimated Value $458,098

    Last Listing Agent Kameron Scott Iron Valley Real Estate Prestige

    2521 Drum Creek Rd, Chesapeake, VA 23321
    • 4316 Taylor Rd, Chesapeake, VA 23321
      4316 Taylor Rd, Chesapeake, VA 23321
      4316 Taylor Rd, Chesapeake, VA 23321
      /32

      Not Listed For Sale

      4316 Taylor Rd, Chesapeake, VA 23321

      • 3 Beds
      • 1 Bath
      • 1,040 Sq Ft
      • Built 1968
      4316 Taylor Rd, Chesapeake, VA 23321

      Last Sold Summary

      Last Listing Agent Kelly Liedtke AMW Real Estate Inc

  • 1887 Paw Paw Place, Chesapeake, VA 23321
    1887 Paw Paw Place, Chesapeake, VA 23321
    1887 Paw Paw Place, Chesapeake, VA 23321
    /50

    $614,785

    New Construction Pending
    • 5 Beds
    • 3.5 Baths
    • 3,081 Sq Ft

    1887 Paw Paw Place, Chesapeake, VA 23321

    The "Azalea" welcomes you w/ covered front porch. Formal Dining/Study in the Front & Drop Zone. L shaped Kitchen w/ custom cabinets, your choice of counters & Energy Star Appliances. Island offers extra storage & a great spot for meal prep. Breakfast Nook w/ sliding glass door access to rear patio looks into Great Room w/ Gas Fireplace if added. 1st flr boasts 4 beds, spacious Loft & Laundry Rm.

    Ramona Weber BHHS RW Towne Realty

    1887 Paw Paw Place, Chesapeake, VA 23321
  • 2804 Lilley Cove Dr, Chesapeake, VA 23321

    $1,300,000

    Sold Apr 11, 2026

    2804 Lilley Cove Dr, Chesapeake, VA 23321

    • 5 Beds
    • 4 Baths
    • 5,099 Sq Ft
    • Built 2004

    Last Sold Summary

    • $255/SF
    • 18 Days On Market

    Current Estimated Value $1,285,220

    Last Listing Agent Nicholas Becerra Atlantic Sothebys Int'l Realty

    2804 Lilley Cove Dr, Chesapeake, VA 23321
    • 3608 Dock Point Arch, Chesapeake, VA 23321
      3608 Dock Point Arch, Chesapeake, VA 23321
      /2

      Est $336,415

      Not Listed For Sale

      3608 Dock Point Arch, Chesapeake, VA 23321

      • 3 Beds
      • 3 Baths
      • 2,140 Sq Ft
      • Built 2004
      3608 Dock Point Arch, Chesapeake, VA 23321

  • 5112 Annapolis Dr, Chesapeake, VA 23321
    5112 Annapolis Dr, Chesapeake, VA 23321
    5112 Annapolis Dr, Chesapeake, VA 23321
    /46

    $578,645

    New Construction Pending
    • 4 Beds
    • 2.5 Baths
    • 2,420 Sq Ft

    5112 Annapolis Dr, Chesapeake, VA 23321

    Home is 100% complete. 30 Day close is available. This traditional floor plan that offers 4 Bedrooms, 2.5 Baths, and 2400+ sq ft. Enjoy the grand design of the Primary Suite with a spacious Walk-In Closet from the Primary Bath. The dining room, kitchen & family room on the first floor allow for many entertaining evenings at home. The open floor plan provides ample space with room to stretch out.

    Christian Ramirez RHOAD & CO.

    5112 Annapolis Dr, Chesapeake, VA 23321
  • 2424 Chancery Ln Unit 104, Chesapeake, VA 23321

    $229,000

    Sold Oct 15, 2025

    2424 Chancery Ln Unit 104, Chesapeake, VA 23321

    • 2 Beds
    • 2 Baths
    • 1,367 Sq Ft
    • Built 2012

    Last Sold Summary

    • $168/SF
    • 23 Days On Market

    Current Estimated Value $229,679

    Last Listing Agent Kandy Fullilove Proactive Real Estate Services

    2424 Chancery Ln Unit 104, Chesapeake, VA 23321
    • 3013 Big Bend Dr, Chesapeake, VA 23321
      3013 Big Bend Dr, Chesapeake, VA 23321
      /2

      Est $346,578

      Not Listed For Sale

      3013 Big Bend Dr, Chesapeake, VA 23321

      • 4 Beds
      • 3 Baths
      • 1,842 Sq Ft
      • Built 1998
      3013 Big Bend Dr, Chesapeake, VA 23321

  • 3528 Sugar Run, Chesapeake, VA 23321
    3528 Sugar Run, Chesapeake, VA 23321
    3528 Sugar Run, Chesapeake, VA 23321
    /27

    $225,000

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,098 Sq Ft

    3528 Sugar Run, Chesapeake, VA 23321

    Welcome to this beautifully maintained 2 bedroom, 2 full bathroom, first floor condo. Freshly painted throughout, this home gives a bright, welcoming feel. Seamlessly flowing from the living area into the kitchen, the open floor plan makes daily living and entertaining a delight. Enjoy the convenience of first-floor access with no stairs. Additional highlights include close proximity to highways,

    Stephen Do Iron Valley Real Est Norfolk

    3528 Sugar Run, Chesapeake, VA 23321
  • 3136 Woodbaugh Dr, Chesapeake, VA 23321

    $345,000

    Sold Jun 23, 2026

    3136 Woodbaugh Dr, Chesapeake, VA 23321

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft
    • Built 1972

    Last Sold Summary

    • 3% Above List Price
    • $230/SF
    • 21 Days On Market

    Current Estimated Value $344,986

    Last Listing Agent Anita L Cox NextHome Coastal Luxury Realty

    3136 Woodbaugh Dr, Chesapeake, VA 23321
    • 4330 Oneford Place, Chesapeake, VA 23321
      4330 Oneford Place, Chesapeake, VA 23321
      /2

      Est $298,067

      Not Listed For Sale

      4330 Oneford Place, Chesapeake, VA 23321

      • 3 Beds
      • 3 Baths
      • 1,875 Sq Ft
      • Built 2006
      4330 Oneford Place, Chesapeake, VA 23321

  • 1824 Citrus Rd, Chesapeake, VA 23321
    1824 Citrus Rd, Chesapeake, VA 23321
    1824 Citrus Rd, Chesapeake, VA 23321
    /33

    $590,920

    New Construction Pending
    • 4 Beds
    • 2.5 Baths
    • 2,619 Sq Ft

    1824 Citrus Rd, Chesapeake, VA 23321

    The Persimmon is a stunning two story floor plan featuring a first floor bedroom and optional full bath, great for guests or multi-generational living. A welcoming foyer opens into an open-concept design showcasing a well-appointed kitchen with eat-in are and a large center island for gatherings and everyday living. The kitchen flows seamlessly into the family room creating an inviting space for

    Ramona Weber BHHS RW Towne Realty

    1824 Citrus Rd, Chesapeake, VA 23321
  • 1217 Willow Lakes Ct, Chesapeake, VA 23321

    $565,000

    Sold Aug 19, 2026

    1217 Willow Lakes Ct, Chesapeake, VA 23321

    • 4 Beds
    • 3 Baths
    • 2,300 Sq Ft
    • Built 2013

    Last Sold Summary

    • $246/SF
    • 14 Days On Market

    Current Estimated Value $571,148

    Last Listing Agent Tommy Holland The Real Estate Group

    1217 Willow Lakes Ct, Chesapeake, VA 23321
    • 3831 Whitechapel Arch, Chesapeake, VA 23321
      3831 Whitechapel Arch, Chesapeake, VA 23321
      /2

      Est $294,937

      Not Listed For Sale

      3831 Whitechapel Arch, Chesapeake, VA 23321

      • 2 Beds
      • 3 Baths
      • 1,544 Sq Ft
      • Built 1988
      3831 Whitechapel Arch, Chesapeake, VA 23321

  • 5207 Pughsville Rd, Chesapeake, VA 23321
    5207 Pughsville Rd, Chesapeake, VA 23321
    5207 Pughsville Rd, Chesapeake, VA 23321
    /46

    $435,000

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

    5207 Pughsville Rd, Chesapeake, VA 23321

    Welcome to this charming 4 bedroom, 2.5 bathroom home nestled in the sought after Western Branch area of Chesapeake! As you step inside, you'll be greeted by luxurious LVP flooring that flows gracefully throughout majority of the first floor. The kitchen has been tastefully upgraded with brand new tile and features convenient bar seating, perfect for casual meals and entertaining. With sliding

    Melissa Guevara ONYX Realty Professionals

    5207 Pughsville Rd, Chesapeake, VA 23321
  • 4910 Breck Ln, Chesapeake, VA 23321

    $446,711

    Sold Feb 19, 2026

    4910 Breck Ln, Chesapeake, VA 23321

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

    Last Sold Summary

    • $219/SF
    • 0 Days On Market

    Last Listing Agent Angela McCaskill Corinth Realty LLC

    4910 Breck Ln, Chesapeake, VA 23321
    • 3945 Port Rd, Chesapeake, VA 23321
      3945 Port Rd, Chesapeake, VA 23321
      /2

      Est $309,820

      Not Listed For Sale

      3945 Port Rd, Chesapeake, VA 23321

      • 4 Beds
      • 2 Baths
      • 1,400 Sq Ft
      • Built 1964
      3945 Port Rd, Chesapeake, VA 23321

  • 5108 Annapolis Dr, Chesapeake, VA 23321
    5108 Annapolis Dr, Chesapeake, VA 23321
    5108 Annapolis Dr, Chesapeake, VA 23321
    /32

    $539,900

    New Construction Pending
    • 4 Beds
    • 2 Baths
    • 2,145 Sq Ft

    5108 Annapolis Dr, Chesapeake, VA 23321

    A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch style living with 4 bedrooms including a large finished room over the garage. From the front porch to the Family Room also open to the Kitchen and Breakfast Area. The Estates at Jolliff Landing is a charming neighborhood boasting single family homes with covered porches, tree-lined sidewalks, lush gathering

    Christian Ramirez RHOAD & CO.

    5108 Annapolis Dr, Chesapeake, VA 23321
  • 4512 Moonlight Way, Chesapeake, VA 23321

    $485,000

    Sold Jun 08, 2026

    4512 Moonlight Way, Chesapeake, VA 23321

    • 3 Beds
    • 2.5 Baths
    • 2,112 Sq Ft
    • Built 2017

    Last Sold Summary

    • 3% Below List Price
    • $230/SF
    • 17 Days On Market

    Current Estimated Value $490,572

    Last Listing Agent Kasia Williams Keller Williams Coastal Virginia Chesapeake

    4512 Moonlight Way, Chesapeake, VA 23321
    • 2821 Meadow Wood Dr W, Chesapeake, VA 23321
      2821 Meadow Wood Dr W, Chesapeake, VA 23321
      /2

      Est $398,658

      Not Listed For Sale

      2821 Meadow Wood Dr W, Chesapeake, VA 23321

      • 3 Beds
      • 2 Baths
      • 1,908 Sq Ft
      • Built 1964
      2821 Meadow Wood Dr W, Chesapeake, VA 23321

  • 4225 High Tide Way Unit 111, Chesapeake, VA 23321
    4225 High Tide Way Unit 111, Chesapeake, VA 23321
    4225 High Tide Way Unit 111, Chesapeake, VA 23321
    /31

    $369,999

    $5K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,970 Sq Ft

    4225 High Tide Way Unit 111, Chesapeake, VA 23321

    Welcome to this corner lot, 3 bedroom, 2.5 bath home located in Western Branch. LARGE primary bedroom with 2 walk- in closets & bath with jetted tub & separate shower. Jack & Jill bath for other 2 bedrooms. This home features a two-car garage with finished floor. Spacious, open floorplan with a family room open to the breakfast area & kitchen. Kitchen has ample granite counter space with an

    Carol Gardner Swell Realty Co

    4225 High Tide Way Unit 111, Chesapeake, VA 23321
  • 4625 Jaye Cir, Chesapeake, VA 23321

    $385,000

    Sold Jul 13, 2026

    4625 Jaye Cir, Chesapeake, VA 23321

    • 3 Beds
    • 2 Baths
    • 1,375 Sq Ft
    • Built 1971

    Last Sold Summary

    • $280/SF
    • 17 Days On Market

    Current Estimated Value $384,598

    Last Listing Agent Krystle Tomlin AtCoastal Realty

    4625 Jaye Cir, Chesapeake, VA 23321
    • 3513 Radford Cir, Chesapeake, VA 23321
      3513 Radford Cir, Chesapeake, VA 23321
      /2

      Est $207,570

      Not Listed For Sale

      3513 Radford Cir, Chesapeake, VA 23321

      • 3 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 2001
      3513 Radford Cir, Chesapeake, VA 23321

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