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3 bedsNew constructionWith a pool
4 Bedroom Homes in Chesapeake, VA — Page 5
349 listings

4 Bedroom Homes in Chesapeake, VA

4 Bedroom Homes in Chesapeake, VA

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24 of 349 Listings
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4 Bedroom Homes in Chesapeake, VA

24 of 349 Listings

  1. 4327 Taylor Road — photo48Active

Your Chesapeake agent

TG

Tiffany Gelzinis

The Gelzinis Group/REAL

Lic. #0225217891

Call Tiffany

$479,900

4 bd · 3 ba · 2,250 sqft

4327 Taylor Road, Chesapeake, VA

Iron Valley Real Est Norfolk

  • 100 Alice Street — photo32Active

    $369,000

    4 bd · 3 ba · 1,428 sqft

    100 Alice Street, Chesapeake, VA

    Swell Real Estate Co

  • 832 Woodrow Court — photo49Active

    $500,000

    4 bd · 2 ba · 1,660 sqft

    832 Woodrow Court, Chesapeake, VA

    BHHS RW Towne Realty

  • 2804 Meadow Wood Drive W — photo26Active

    $450,000

    4 bd · 3 ba · 2,825 sqft

    2804 Meadow Wood Drive W, Chesapeake, VA

    Keller Williams Richmond West

  • 808 Bay Laurel Court — photo50Active

    $634,000

    4 bd · 4 ba · 3,169 sqft

    808 Bay Laurel Court, Chesapeake, VA

    Green Tree Real Estate Inc

  • 753 Willow Bend Drive — photo28Active

    $399,900

    4 bd · 2 ba · 2,053 sqft

    753 Willow Bend Drive, Chesapeake, VA

    Cape & Coast Real Estate Group LLC

  • 3421 Anita Circle — photo45Active

    $547,400

    4 bd · 4 ba · 2,510 sqft

    3421 Anita Circle, Chesapeake, VA

    1st Class Real Estate Integrity

  • 404 Redbrick Drive — photo29Active

    $465,000

    4 bd · 3 ba · 2,010 sqft

    404 Redbrick Drive, Chesapeake, VA

    Swell Realty Co

  • 1221 Rosebud Lane — photo46Active

    $524,900

    4 bd · 3 ba · 2,068 sqft

    1221 Rosebud Lane, Chesapeake, VA

    Iron Valley Real Estate HR

  • 3106 Lantern Place — photo50Active

    $424,900

    4 bd · 3 ba · 2,513 sqft

    3106 Lantern Place, Chesapeake, VA

    Realty Source

  • 3303 Arboretum Trail — photo37Active

    $585,000

    4 bd · 3 ba · 2,557 sqft

    3303 Arboretum Trail, Chesapeake, VA

    Proactive Real Estate Services

  • 4117 Hawksley Drive — photo34Active

    $409,900

    4 bd · 2 ba · 1,864 sqft

    4117 Hawksley Drive, Chesapeake, VA

    The Real Estate Group

  • 4207 Coffman Boulevard — photo43Active

    $399,000

    4 bd · 2 ba · 1,468 sqft

    4207 Coffman Boulevard, Chesapeake, VA

    BHHS RW Towne Realty

  • 316 Janes Way — photo44Active

    $624,900

    4 bd · 3 ba · 2,772 sqft

    316 Janes Way, Chesapeake, VA

    Focus Realty LLC

  • 1901 Kelly Run — photo46Active

    $435,000

    4 bd · 3 ba · 1,932 sqft

    1901 Kelly Run, Chesapeake, VA

    Flexible Real Estate

  • 1530 Jolliff Road — photo28Active

    $599,900

    4 bd · 3 ba · 2,320 sqft

    1530 Jolliff Road, Chesapeake, VA

    BHHS RW Towne Realty

  • 2205 Hilton Court — photo38Active

    $324,900

    4 bd · 3 ba · 1,920 sqft

    2205 Hilton Court, Chesapeake, VA

    Better Homes & Gdns Ntv Am Grp

  • 4704 Mahogany Run — photo48Active

    $447,340

    4 bd · 3 ba · 2,880 sqft

    4704 Mahogany Run, Chesapeake, VA

    BHHS RW Towne Realty

  • 1307 Perry Street — photo18Active

    $252,000

    4 bd · 2 ba · 1,659 sqft

    1307 Perry Street, Chesapeake, VA

    Benham Real Estate LLC

  • 905 Bernard Lane — photo20Active

    $525,900

    4 bd · 4 ba · 2,200 sqft

    905 Bernard Lane, Chesapeake, VA

    BHHS RW Towne Realty

  • 1604 Myrtle Avenue — photo50Active

    $339,000

    4 bd · 2 ba · 1,584 sqft

    1604 Myrtle Avenue, Chesapeake, VA

    Iron Valley Real Est Norfolk

  • 1431 Oliver Avenue — photo47Active

    $375,000

    4 bd · 3 ba · 1,972 sqft

    1431 Oliver Avenue, Chesapeake, VA

    757 Realty

  • 2329 Centerville Turnpike S — photo30Active

    $850,000

    4 bd · 3 ba · 3,575 sqft

    2329 Centerville Turnpike S, Chesapeake, VA

    BHHS RW Towne Realty

  • 508 Schaefer Avenue — photo38Active

    $509,900

    4 bd · 3 ba · 2,398 sqft

    508 Schaefer Avenue, Chesapeake, VA

    Samson Properties

  • 1…456…15

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    Your Chesapeake agent

    TG

    Tiffany Gelzinis

    The Gelzinis Group/REAL

    Lic. #0225217891

    Call Tiffany

    Listing data & MLS disclosures

    Real Estate Information Network (REIN)
    © 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.

    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

    September 2026 · This period is still settling

    Chesapeake 12-month median sale price trend

    Homes that sold · County records, as of Sep 4, 2026

    Median sale price
    $389,950$305,000–$555,000 typical range
    Price per sq. ft.
    $218
    Sales
    76
    Paid in cash
    13.2%

    Homes on the market · MLS, as of Sep 27, 2026

    Median list price
    $367,500
    Homes for sale
    14

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    0.8%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

    Median home size
    1,938 sq. ft.