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Chesapeake, VA Homes for Sale — Page 27 | Realty.com
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3 bedsNew constructionWith a pool

Homes for Sale in Chesapeake, VA

Homes for Sale in Chesapeake, VA

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24 of 918 Listings
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Homes for Sale in Chesapeake, VA

24 of 918 Listings

Your Chesapeake agent

TG

Tiffany Gelzinis

The Gelzinis Group/REAL

Lic. #0225217891

Call Tiffany
  1. 1486 Otterbourne Circle — photo38Active

    $360,000

    3 bd · 3 ba · 1,804 sqft

    1486 Otterbourne Circle, Chesapeake, VA

    The Real Estate Group

  2. 815 Rutledge Road — photo33Active

    $345,000

    3 bd · 2 ba · 1,224 sqft

    815 Rutledge Road, Chesapeake, VA

    1st Class Real Estate Integrity

  3. 620 Estates Way — photo32Active

    $375,000

    3 bd · 3 ba · 1,831 sqft

    620 Estates Way, Chesapeake, VA

    BHHS RW Towne Realty

  4. 1914 Keeter Run — photo42Active

    $437,500

    4 bd · 3 ba · 1,932 sqft

    1914 Keeter Run, Chesapeake, VA

    Keller Williams Realty Twn Ctr

  5. 923 Ketch Court — photo23Active

    $264,700

    2 bd · 2 ba · 1,026 sqft

    923 Ketch Court, Chesapeake, VA

    Wainwright Real Estate

  6. 906 Bernard Lane — photo33Active

    $539,900

    3 bd · 4 ba · 2,228 sqft

    906 Bernard Lane, Chesapeake, VA

    Iron Valley Real Estate HR

  7. 904 Koonce Lane — photo39Active

    $595,900

    3 bd · 4 ba · 2,500 sqft

    904 Koonce Lane, Chesapeake, VA

    BHHS RW Towne Realty

  8. 1505 Sparrow Road — photo22Active

    $327,000

    4 bd · 1 ba · 1,264 sqft

    1505 Sparrow Road, Chesapeake, VA

    Family First Realty Inc

  9. 400 Las Gaviotas Boulevard — photo50Active

    $499,450

    4 bd · 3 ba · 2,200 sqft

    400 Las Gaviotas Boulevard, Chesapeake, VA

    Iron Valley Real Est Norfolk

  10. 1104 Copper Stone Circle — photo24Active

    $599,000

    4 bd · 3 ba · 2,900 sqft

    1104 Copper Stone Circle, Chesapeake, VA

    RE/MAX Ultra

  11. 3132 Benefit Road — photo50Active

    $995,000

    6 bd · 3 ba · 3,600 sqft

    3132 Benefit Road, Chesapeake, VA

    Howard Hanna Real Estate Svcs.

  12. 5 Harbor Watch Drive — photo46Active

    $310,000

    3 bd · 2 ba · 1,762 sqft

    5 Harbor Watch Drive, Chesapeake, VA

    Iron Valley Real Estate HR

  13. 2100 Millville Road — photo50Active

    $619,000

    5 bd · 3 ba · 2,714 sqft

    2100 Millville Road, Chesapeake, VA

    The Real Estate Group

  14. 900 Jennings Lane — photo27Active

    $539,900

    3 bd · 4 ba · 2,200 sqft

    900 Jennings Lane, Chesapeake, VA

    BHHS RW Towne Realty

  15. 2429 Fieldsway Drive — photo40Active

    $350,000

    3 bd · 3 ba · 1,669 sqft

    2429 Fieldsway Drive, Chesapeake, VA

    Iron Valley Real Estate Prestige

  16. 4020 Tucker Lane — photo45Active

    $989,900

    4 bd · 4 ba · 3,000 sqft

    4020 Tucker Lane, Chesapeake, VA

    World Class Realty

  17. 1333 Boxwood Drive — photo23Active

    $349,000

    3 bd · 2 ba · 1,600 sqft

    1333 Boxwood Drive, Chesapeake, VA

    BHHS RW Towne Realty

  18. 3435 Bruin Drive — photo29Active

    $223,500

    2 bd · 2 ba · 1,186 sqft

    3435 Bruin Drive, Chesapeake, VA

    EXIT Realty Central

  19. 1808 Ashlar Lane — photo36Active

    $599,900

    4 bd · 3 ba · 2,559 sqft

    1808 Ashlar Lane, Chesapeake, VA

    Bunch Real Estate Inc.

  20. Madison 2 — photo24Active

    $695,000

    4 bd · 3 ba · 2,552 sqft

    Madison 2, Chesapeake, VA

    BHHS RW Towne Realty

  21. 2052 Charwood Drive — photo11Active

    $720,760

    4 bd · 4 ba · 2,803 sqft

    2052 Charwood Drive, Chesapeake, VA

    Dragas Companies Realty Inc

  22. 213 Maggie Bell Lane — photo14Active

    $608,900

    3 bd · 3 ba · 2,500 sqft

    213 Maggie Bell Lane, Chesapeake, VA

    BHHS RW Towne Realty

  23. 909 Portland Street — photo37Active

    $365,000

    4 bd · 3 ba · 2,196 sqft

    909 Portland Street, Chesapeake, VA

    Iron Valley Real Estate HR

  24. 152 Mann Drive — photo35Active

    $460,000

    3 bd · 2 ba · 1,719 sqft

    152 Mann Drive, Chesapeake, VA

    The Real Estate Group

1…262728…39

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© 2026 REIN Inc. Information Deemed Reliable but Not Guaranteed. The listings data displayed on this medium comes in part from the Real Estate Information Network, Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent. © 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW. REIN updates its listings on a daily basis. Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions. Some or all of the listings (or listings Data) represented in this application have been enhanced with Data not provided by REIN. This application does not include information on all of the properties available for sale at this time.
  • Your Chesapeake agent

    TG

    Tiffany Gelzinis

    The Gelzinis Group/REAL

    Lic. #0225217891

    Call Tiffany

    Chesapeake, VA community profile

    Population
    256,189
    Median income
    $93,979
    Housing units
    94,442
    People per sq. mi.
    718.2
    Area
    356.7 sq. mi.

    Source: HJN community data

    Chesapeake housing market

    October 2026 · This period is still settling

    Chesapeake 12-month median sale price trend

    Homes that sold · County records, as of Oct 15, 2026

    Median sale price
    $397,000$279,500–$577,500 typical range
    Price per sq. ft.
    $208
    Sales
    157
    Paid in cash
    20.4%

    Homes on the market · MLS, as of Oct 25, 2026

    Median list price
    $475,000
    Homes for sale
    893

    Price trend · Assessor repeat sales, as of Oct 31, 2026

    Year-over-year
    -4.3%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    1,938 sq. ft.

    Nearby areas

    ZIP codes

    • 23434 (322)
    • 23322 (284)
    • 23451 (246)
    • 23456 (223)
    • 23435 (215)
    • 23320 (210)
    • 23464 (179)
    • 23669 (161)

    Cities

    • Virginia Beach (1,327)
    • Norfolk (737)
    • Suffolk (583)
    • Hampton (499)
    • Newport News (433)
    • Portsmouth (338)
    • Smithfield (121)
    • Carrollton (62)