4,035

Recently Sold Chesapeake, VA Homes

Section Image Section Image Section Image
  • 183 Hessian Loop, Chesapeake, VA 23322

    $1,003,214 Sold Jul 07, 2025

    183 Hessian Loop, Chesapeake, VA 23322

    • 6 Beds
    • 5 Baths
    • 3,892 Sq Ft
    • Built 2025

    Last Sold Summary

    • $258/SF
    • 1 Day On Market

    Last Listing Agent Judy Duke Wainwright Real Estate

    183 Hessian Loop, Chesapeake, VA 23322
  • 925 Saddleback Trail Rd, Chesapeake, VA 23322

    $594,000 Sold May 16, 2025

    925 Saddleback Trail Rd, Chesapeake, VA 23322

    • 4 Beds
    • 2.5 Baths
    • 2,317 Sq Ft
    • Built 1991

    Last Sold Summary

    • $256/SF
    • 23 Days On Market

    Current Estimated Value $590,324

    Last Listing Agent Diane Keeley BHHS RW Towne Realty

    925 Saddleback Trail Rd, Chesapeake, VA 23322
  • 4309 Hillingdon Bend Unit 303, Chesapeake, VA 23321

    $218,000 Sold Mar 12, 2026

    4309 Hillingdon Bend Unit 303, Chesapeake, VA 23321

    • 2 Beds
    • 2 Baths
    • 1,367 Sq Ft
    • Built 2017

    Last Sold Summary

    • 5% Below List Price
    • $159/SF
    • 18 Days On Market

    Current Estimated Value $221,844

    Last Listing Agent Judy Reed Judy Reed Realty

    4309 Hillingdon Bend Unit 303, Chesapeake, VA 23321
  • 808 Pleasant Way, Chesapeake, VA 23322

    $497,000 Sold Jun 05, 2025

    808 Pleasant Way, Chesapeake, VA 23322

    • 4 Beds
    • 2.5 Baths
    • 2,085 Sq Ft
    • Built 1988

    Last Sold Summary

    • $238/SF
    • 19 Days On Market

    Current Estimated Value $501,306

    Last Listing Agent Loretta Killen Howard Hanna Real Estate Svcs.

    808 Pleasant Way, Chesapeake, VA 23322
  • 1344 Deep Creek Blvd, Chesapeake, VA 23323

    $435,000 Sold Sep 12, 2025

    1344 Deep Creek Blvd, Chesapeake, VA 23323

    • 4 Beds
    • 2.5 Baths
    • 2,520 Sq Ft
    • Built 2021

    Last Sold Summary

    • $173/SF
    • 21 Days On Market

    Current Estimated Value $451,126

    Last Listing Agent Crystal Salazar Own Real Estate LLC

    1344 Deep Creek Blvd, Chesapeake, VA 23323
  • 1316 Mill Lake Quarter, Chesapeake, VA 23320

    $265,000 Sold May 19, 2025

    1316 Mill Lake Quarter, Chesapeake, VA 23320

    • 2 Beds
    • 2.5 Baths
    • 1,301 Sq Ft
    • Built 1983

    Last Sold Summary

    • $204/SF
    • 42 Days On Market

    Current Estimated Value $265,281

    Last Listing Agent Andrea London Triumph Realty

    1316 Mill Lake Quarter, Chesapeake, VA 23320
  • 2014 Millville Rd, Chesapeake, VA 23323

    $745,000 Sold Apr 24, 2026

    2014 Millville Rd, Chesapeake, VA 23323

    • 5 Beds
    • 4 Baths
    • 2,700 Sq Ft
    • Built 2023

    Last Sold Summary

    • $276/SF
    • 179 Days On Market

    Last Listing Agent David Drogus G Daniels & Company

    2014 Millville Rd, Chesapeake, VA 23323
  • 805 Calvert Ct, Chesapeake, VA 23320

    $399,000 Sold Dec 11, 2025

    805 Calvert Ct, Chesapeake, VA 23320

    • 3 Beds
    • 2.5 Baths
    • 2,225 Sq Ft
    • Built 2004

    Last Sold Summary

    • $179/SF
    • 41 Days On Market

    Current Estimated Value $399,818

    Last Listing Agent Taylor Lennox Keller Williams Town Center

    805 Calvert Ct, Chesapeake, VA 23320
  • 1444 Culpepper Ave, Chesapeake, VA 23323

    $364,000 Sold Nov 12, 2025

    1444 Culpepper Ave, Chesapeake, VA 23323

    • 3 Beds
    • 2 Baths
    • 1,360 Sq Ft
    • Built 1978

    Last Sold Summary

    • $268/SF
    • 108 Days On Market

    Current Estimated Value $358,993

    Last Listing Agent Jay Kotchka BHHS RW Towne Realty

    1444 Culpepper Ave, Chesapeake, VA 23323
  • 1214 Mabry Mill Place, Chesapeake, VA 23320

    $290,000 Sold Sep 05, 2025

    1214 Mabry Mill Place, Chesapeake, VA 23320

    • 3 Beds
    • 1.5 Baths
    • 1,301 Sq Ft
    • Built 1984

    Last Sold Summary

    • $223/SF
    • 13 Days On Market

    Current Estimated Value $286,448

    Last Listing Agent Sally Payne LPT Realty LLC

    1214 Mabry Mill Place, Chesapeake, VA 23320
  • 921 Helmsdale Ct, Chesapeake, VA 23320

    $325,000 Sold Jun 13, 2025

    921 Helmsdale Ct, Chesapeake, VA 23320

    • 3 Beds
    • 2 Baths
    • 1,487 Sq Ft
    • Built 1988

    Last Sold Summary

    • $219/SF
    • 52 Days On Market

    Current Estimated Value $334,842

    Last Listing Agent Kimberly Pritchard Wainwright Real Estate

    921 Helmsdale Ct, Chesapeake, VA 23320
  • 4933 Apricot Way, Chesapeake, VA 23321

    $427,900 Sold Aug 28, 2025

    4933 Apricot Way, Chesapeake, VA 23321

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

    Last Sold Summary

    • $209/SF
    • 5 Days On Market

    Last Listing Agent Angela McCaskill Corinth Realty LLC

    4933 Apricot Way, Chesapeake, VA 23321
  • 2017 Munro Ln, Chesapeake, VA 23322

    $554,990 Sold Nov 25, 2025

    2017 Munro Ln, Chesapeake, VA 23322

    • 4 Beds
    • 3 Baths
    • 2,781 Sq Ft
    • Built 2025

    Last Sold Summary

    • $200/SF
    • 62 Days On Market

    Last Listing Agent Victoria Clark D R Horton Realty of Virginia

    2017 Munro Ln, Chesapeake, VA 23322
  • 708 Spice Quay, Chesapeake, VA 23320

    $585,000 Sold Aug 13, 2025

    708 Spice Quay, Chesapeake, VA 23320

    • 4 Beds
    • 2.5 Baths
    • 2,808 Sq Ft
    • Built 1991

    Last Sold Summary

    • $208/SF
    • 13 Days On Market

    Current Estimated Value $590,577

    Last Listing Agent Steven & Heather Heishman Keller Williams Capital Props.

    708 Spice Quay, Chesapeake, VA 23320
  • 529 Graphite Trail, Chesapeake, VA 23320

    $625,000 Sold Aug 22, 2025

    529 Graphite Trail, Chesapeake, VA 23320

    • 5 Beds
    • 2.5 Baths
    • 2,600 Sq Ft
    • Built 2018

    Last Sold Summary

    • $240/SF
    • 35 Days On Market

    Current Estimated Value $635,629

    Last Listing Agent Diane Keeley BHHS RW Towne Realty

    529 Graphite Trail, Chesapeake, VA 23320
  • 4869 Sondej Ave, Chesapeake, VA 23321

    $51,250 Sold Dec 04, 2025

    4869 Sondej Ave, Chesapeake, VA 23321

    • Land
    • 23,086 Sq Ft
    • $96,698 per Acre

    Last Sold Summary

    • 43 Days On Market

    Current Estimated Value $252,333

    Last Listing Agent Gregory Chaplain The Real Estate Group

    4869 Sondej Ave, Chesapeake, VA 23321
  • 834 Huntly Ct, Chesapeake, VA 23320

    $300,000 Sold Apr 30, 2026

    834 Huntly Ct, Chesapeake, VA 23320

    • 3 Beds
    • 2.5 Baths
    • 1,272 Sq Ft
    • Built 1990

    Last Sold Summary

    • $236/SF
    • 4 Days On Market

    Current Estimated Value $215,119

    Last Listing Agent Bridget Combs COVA Home Realty

    834 Huntly Ct, Chesapeake, VA 23320
  • 1758 Watershed Ct, Chesapeake, VA 23323

    $560,000 Sold Oct 29, 2025

    1758 Watershed Ct, Chesapeake, VA 23323

    • 4 Beds
    • 2.5 Baths
    • 2,114 Sq Ft
    • Built 2021

    Last Sold Summary

    • $265/SF
    • 61 Days On Market

    Current Estimated Value $562,105

    Last Listing Agent Allison Samson Broadsight Realty

    1758 Watershed Ct, Chesapeake, VA 23323
  • 2449 Fieldsway Dr, Chesapeake, VA 23320

    $388,500 Sold Mar 02, 2026

    2449 Fieldsway Dr, Chesapeake, VA 23320

    • 3 Beds
    • 2.5 Baths
    • 1,750 Sq Ft
    • Built 2020

    Last Sold Summary

    • $222/SF
    • 22 Days On Market

    Current Estimated Value $386,593

    Last Listing Agent Tianna Davis Empire Real Estate

    2449 Fieldsway Dr, Chesapeake, VA 23320
  • 3210 Hornsea Rd, Chesapeake, VA 23325

    $325,000 Sold Sep 17, 2025

    3210 Hornsea Rd, Chesapeake, VA 23325

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Built 1958

    Last Sold Summary

    • $260/SF
    • 47 Days On Market

    Current Estimated Value $321,627

    Last Listing Agent Reagan Feuerhahn Prodigy Realty

    3210 Hornsea Rd, Chesapeake, VA 23325
  • 603 Sail Fish Quay, Chesapeake, VA 23320

    $290,000 Sold Nov 26, 2025

    603 Sail Fish Quay, Chesapeake, VA 23320

    • 2 Beds
    • 2.5 Baths
    • 1,613 Sq Ft
    • Built 1995

    Last Sold Summary

    • $180/SF
    • 95 Days On Market

    Current Estimated Value $286,405

    Last Listing Agent Rhonda Shelton BHHS RW Towne Realty

    603 Sail Fish Quay, Chesapeake, VA 23320
  • 3424 Brandywine Dr, Chesapeake, VA 23321
    3424 Brandywine Dr, Chesapeake, VA 23321
    3424 Brandywine Dr, Chesapeake, VA 23321
    /31

    $299,900 Pending

    • 4 Beds
    • 2 Baths
    • 1,276 Sq Ft

    3424 Brandywine Dr, Chesapeake, VA 23321

    Don't miss this beautiful 4-bedroom, 2-bath home in Western Branch school district. Renovated approximately 5 years ago, it features soft-close cabinets, granite countertops, SS appliances, and a stylish subway tile backsplash. The open floor plan enhances living and entertaining, while the large fenced backyard and a storage shed offer great outdoor space and storage. Schedule a tour today!

    Agent Photo

    Andy Nelson

    Iron Valley Real Estate HR

    (757) 585-4860

    3424 Brandywine Dr, Chesapeake, VA 23321
  • 223 Wildlife Trace, Chesapeake, VA 23320

    $650,000 Sold Dec 12, 2025

    223 Wildlife Trace, Chesapeake, VA 23320

    • 5 Beds
    • 2.5 Baths
    • 3,029 Sq Ft
    • Built 2006

    Last Sold Summary

    • $215/SF
    • 90 Days On Market

    Current Estimated Value $642,545

    Last Listing Agent Jill Svete Miller Howard Hanna Real Estate Svcs.

    223 Wildlife Trace, Chesapeake, VA 23320
  • 4311 Alvah Martin Way, Chesapeake, VA 23324

    $310,000 Sold Apr 23, 2026

    4311 Alvah Martin Way, Chesapeake, VA 23324

    • 3 Beds
    • 3 Baths
    • 1,780 Sq Ft
    • Built 2019

    Last Sold Summary

    • $174/SF
    • 45 Days On Market

    Current Estimated Value $310,289

    Last Listing Agent Shaquanna Parris Iron Valley Real Est Norfolk

    4311 Alvah Martin Way, Chesapeake, VA 23324
  • 2024 Finchley Dr Unit 385, Chesapeake, VA 23321

    $325,000 Sold Nov 21, 2025

    2024 Finchley Dr Unit 385, Chesapeake, VA 23321

    • 3 Beds
    • 2.5 Baths
    • 1,776 Sq Ft
    • Built 2017

    Last Sold Summary

    • $183/SF
    • 27 Days On Market

    Current Estimated Value $315,099

    Last Listing Agent Benjamin Fitzer Keller Williams Town Center

    2024 Finchley Dr Unit 385, Chesapeake, VA 23321
  • 2033 Tyersal Dr, Chesapeake, VA 23320
    2033 Tyersal Dr, Chesapeake, VA 23320
    2033 Tyersal Dr, Chesapeake, VA 23320
    /36

    $758,910 Sold Feb 27, 2026

    2033 Tyersal Dr, Chesapeake, VA 23320

    • 4 Beds
    • 3.5 Baths
    • 3,403 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 1% Above List Price
    • $223/SF
    • 20 Days On Market

    Dragas Companies Crestfield at Centerville

    2033 Tyersal Dr, Chesapeake, VA 23320
  • 3009 Mattox Dr, Chesapeake, VA 23325

    $322,000 Sold Jan 09, 2026

    3009 Mattox Dr, Chesapeake, VA 23325

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1958

    Last Sold Summary

    • $215/SF
    • 30 Days On Market

    Current Estimated Value $281,818

    Last Listing Agent Steffanie Battles 1st Class Real Estate Flagship

    3009 Mattox Dr, Chesapeake, VA 23325
  • 2044 Iowa St, Chesapeake, VA 23323

    $415,000 Sold Dec 22, 2025

    2044 Iowa St, Chesapeake, VA 23323

    • 2,146 Sq Ft
    • Built 1984

    Last Sold Summary

    • $193/SF
    • 37 Days On Market

    Current Estimated Value $401,805

    Last Listing Agent Karen Powell Iron Valley Real Estate HR

    2044 Iowa St, Chesapeake, VA 23323
  • 1107 Kings Mill Ct, Chesapeake, VA 23320

    $390,000 Sold Nov 03, 2025

    1107 Kings Mill Ct, Chesapeake, VA 23320

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 1983

    Last Sold Summary

    • $295/SF
    • 18 Days On Market

    Current Estimated Value $383,752

    Last Listing Agent Mike Zimmerman RE/MAX Ultra

    1107 Kings Mill Ct, Chesapeake, VA 23320
  • 2811 Halsey St, Chesapeake, VA 23324

    $303,000 Sold Jun 17, 2025

    2811 Halsey St, Chesapeake, VA 23324

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1964

    Last Sold Summary

    • $252/SF
    • 19 Days On Market

    Current Estimated Value $289,887

    Last Listing Agent Ryan Fleming COVA Home Realty

    2811 Halsey St, Chesapeake, VA 23324
  • 2220 Miller Ave, Chesapeake, VA 23320

    $202,000 Sold Apr 13, 2026

    2220 Miller Ave, Chesapeake, VA 23320

    • 2 Beds
    • 2 Baths
    • 1,077 Sq Ft
    • Built 1940

    Last Sold Summary

    • 12% Above List Price
    • $188/SF
    • 1 Day On Market

    Current Estimated Value $258,675

    Last Listing Agent Rhonda Shelton BHHS RW Towne Realty

    2220 Miller Ave, Chesapeake, VA 23320
  • 1057 Hillwell Rd, Chesapeake, VA 23322

    $720,000 Sold Sep 15, 2025

    1057 Hillwell Rd, Chesapeake, VA 23322

    • 4 Beds
    • 3.5 Baths
    • 3,300 Sq Ft
    • Built 2004

    Last Sold Summary

    • $218/SF
    • 25 Days On Market

    Current Estimated Value $714,571

    Last Listing Agent Angie Pelley The Real Estate Group

    1057 Hillwell Rd, Chesapeake, VA 23322
  • 713 Rue Marseille, Chesapeake, VA 23320

    $222,000 Sold Mar 17, 2026

    713 Rue Marseille, Chesapeake, VA 23320

    • 2 Beds
    • 2 Baths
    • 919 Sq Ft
    • Built 1996

    Last Sold Summary

    • $242/SF
    • 27 Days On Market

    Current Estimated Value $213,849

    Last Listing Agent Annalisa Previte Howard Hanna Real Estate Svcs.

    713 Rue Marseille, Chesapeake, VA 23320
  • 1412 Debbs Ln, Chesapeake, VA 23320

    $380,000 Sold Jul 17, 2025

    1412 Debbs Ln, Chesapeake, VA 23320

    • 3 Beds
    • 2 Baths
    • 1,431 Sq Ft
    • Built 1986

    Last Sold Summary

    • $266/SF
    • 33 Days On Market

    Current Estimated Value $378,603

    Last Listing Agent Sarah Carr Own Real Estate LLC

    1412 Debbs Ln, Chesapeake, VA 23320
  • 828 Cranston Dr, Chesapeake, VA 23320

    $290,000 Sold Dec 16, 2025

    828 Cranston Dr, Chesapeake, VA 23320

    • 3 Beds
    • 1.5 Baths
    • 1,664 Sq Ft
    • Built 1984

    Last Sold Summary

    • $174/SF
    • 14 Days On Market

    Current Estimated Value $295,201

    Last Listing Agent Katie Holloway Own Real Estate LLC

    828 Cranston Dr, Chesapeake, VA 23320
  • 328 Croft Crossing, Chesapeake, VA 23320

    $749,900 Sold Jul 11, 2025

    328 Croft Crossing, Chesapeake, VA 23320

    • 4 Beds
    • 3.5 Baths
    • 4,105 Sq Ft
    • Built 2005

    Last Sold Summary

    • $183/SF
    • 29 Days On Market

    Current Estimated Value $751,151

    Last Listing Agent Christy Guth BHHS RW Towne Realty

    328 Croft Crossing, Chesapeake, VA 23320
  • 402 Stalham Rd Unit A, Chesapeake, VA 23325

    $315,000 Sold Jan 06, 2026

    402 Stalham Rd Unit A, Chesapeake, VA 23325

    • 4 Beds
    • 2 Baths
    • 1,385 Sq Ft
    • Built 1984

    Last Sold Summary

    • $227/SF
    • 170 Days On Market

    Current Estimated Value $339,817

    Last Listing Agent Drew Miller 1st Class RE Mid-Atlantic

    402 Stalham Rd Unit A, Chesapeake, VA 23325
  • 404 Guynn Ave, Chesapeake, VA 23323

    $408,000 Sold Jun 10, 2025

    404 Guynn Ave, Chesapeake, VA 23323

    • 4 Beds
    • 2 Baths
    • 1,925 Sq Ft
    • Built 1962

    Last Sold Summary

    • $212/SF
    • 11 Days On Market

    Current Estimated Value $398,274

    Last Listing Agent Caroline Stroyeck Real Broker LLC

    404 Guynn Ave, Chesapeake, VA 23323
  • 1008 Mains Creek Rd, Chesapeake, VA 23320

    $345,000 Sold Dec 30, 2025

    1008 Mains Creek Rd, Chesapeake, VA 23320

    • 3 Beds
    • 2.5 Baths
    • 1,716 Sq Ft
    • Built 1965

    Last Sold Summary

    • $201/SF
    • 10 Days On Market

    Current Estimated Value $339,574

    Last Listing Agent Vanessa Sawyer BHHS RW Towne Realty

    1008 Mains Creek Rd, Chesapeake, VA 23320
  • 1007 Holly Ave, Chesapeake, VA 23324

    $282,000 Sold Mar 30, 2026

    1007 Holly Ave, Chesapeake, VA 23324

    • 3 Beds
    • 2 Baths
    • 1,586 Sq Ft
    • Built 1945

    Last Sold Summary

    • $178/SF
    • 64 Days On Market

    Current Estimated Value $279,903

    Last Listing Agent Douglas Livermon Atlantic Sothebys Int'l Realty

    1007 Holly Ave, Chesapeake, VA 23324

Showing Results 81 - 120, Page 3 of 18

Virginia Chesapeake County Chesapeake

Recently Sold Real Estate & Homes in Chesapeake, VA

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group