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

5 Bedroom Homes in Chesapeake, VA

5 Bedroom Homes in Chesapeake, VA

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24 of 124 Listings
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5 Bedroom Homes in Chesapeake, VA

24 of 124 Listings

  1. 4215 Surf Avenue — photo40Active

Your Chesapeake agent

TG

Tiffany Gelzinis

The Gelzinis Group/REAL

Lic. #0225217891

Call Tiffany

$489,900

5 bd · 3 ba · 2,550 sqft

4215 Surf Avenue, Chesapeake, VA

Long & Foster Real Estate Inc.

  • 1617 Banff Court — photo50Active

    $650,000

    5 bd · 3 ba · 3,490 sqft

    1617 Banff Court, Chesapeake, VA

    The Agency

  • 304 Overshot Arch — photo36Active

    $574,900

    5 bd · 3 ba · 2,705 sqft

    304 Overshot Arch, Chesapeake, VA

    Angela Allison · Houwzer Inc

  • 633 Ambrose Street — photo36Active

    $769,900

    5 bd · 3 ba · 3,300 sqft

    633 Ambrose Street, Chesapeake, VA

    BHHS RW Towne Realty

  • 2004 Acentala Quay — photo49Active

    $575,000

    5 bd · 4 ba · 3,076 sqft

    2004 Acentala Quay, Chesapeake, VA

    The Agency

  • 2208 Wilmington Avenue — photo5Active

    $599,900

    5 bd · 3 ba · 2,620 sqft

    2208 Wilmington Avenue, Chesapeake, VA

    RHOAD & CO.

  • The Tillman at Riverview Landing — photo27Active

    $769,990

    5 bd · 4 ba · 3,226 sqft

    The Tillman at Riverview Landing, Chesapeake, VA

    D R Horton Realty of Virginia

  • The Summit at Riverview Landing — photo45Active

    $749,990

    5 bd · 4 ba · 3,147 sqft

    The Summit at Riverview Landing, Chesapeake, VA

    D R Horton Realty of Virginia

  • 1908 Benefit Road — photo50Active

    $935,000

    5 bd · 3 ba · 3,252 sqft

    1908 Benefit Road, Chesapeake, VA

    North End Realty Group

  • 813 Stardale Drive — photo50Active

    $534,900

    5 bd · 4 ba · 2,762 sqft

    813 Stardale Drive, Chesapeake, VA

    LPT Realty LLC

  • 1948 Paw Paw Place — photo50Active

    $655,900

    5 bd · 5 ba · 3,116 sqft

    1948 Paw Paw Place, Chesapeake, VA

    BHHS RW Towne Realty

  • 3909 Bruce Road — photo43Active

    $759,900

    5 bd · 3 ba · 3,125 sqft

    3909 Bruce Road, Chesapeake, VA

    Howard Hanna Real Estate Svcs.

  • 1108 Shell Road — photo39Active

    $563,000

    5 bd · 3 ba · 2,323 sqft

    1108 Shell Road, Chesapeake, VA

    Iron Valley Real Estate HR

  • 3012 Golden Hind Road — photo37Active

    $649,900

    5 bd · 3 ba · 3,304 sqft

    3012 Golden Hind Road, Chesapeake, VA

    RE/MAX Country to Coast

  • 138 Greengable Way — photo49Active

    $909,500

    5 bd · 4 ba · 3,755 sqft

    138 Greengable Way, Chesapeake, VA

    Long & Foster Real Estate Inc.

  • 3017 Lord Bradford Court — photo48Active

    $519,900

    5 bd · 3 ba · 2,755 sqft

    3017 Lord Bradford Court, Chesapeake, VA

    CENTURY 21 Nachman Realty

  • 1307 Channing Way — photo44Active

    $659,900

    5 bd · 4 ba · 3,445 sqft

    1307 Channing Way, Chesapeake, VA

    AtCoastal Realty

  • 321 Riverview Road — photo43Active

    $769,740

    5 bd · 4 ba · 3,165 sqft

    321 Riverview Road, Chesapeake, VA

    D R Horton Realty of Virginia

  • 109 Lilypad Court — photo25Active

    $799,990

    5 bd · 4 ba · 3,226 sqft

    109 Lilypad Court, Chesapeake, VA

    D R Horton Realty of Virginia

  • 112 Grant St — photoPrice Reduced20Active

    $277,000

    5 bd · 3 ba · 2,395 sqft

    112 Grant St, Chesapeake, VA

    Dana L. Rowell · RealHome Services and Solutions, Inc.

  • 913 Hathaway Ct — photo47Active

    $705,000

    5 bd · 3 ba · 3,094 sqft

    913 Hathaway Ct, Chesapeake, VA

    Niyana Yarber · Hope Realty

  • 1833 Shillelagh Road — photo9Active

    $849,900

    5 bd · 5 ba · 2,754 sqft

    1833 Shillelagh Road, Chesapeake, VA

    EXP Realty LLC

  • 3635 Mardean Drive — photo45Active

    $498,000

    5 bd · 3 ba · 2,800 sqft

    3635 Mardean Drive, Chesapeake, VA

    Davis & Reed Realty

  • 325 Riverview Road — photo25Active

    $791,890

    5 bd · 4 ba · 3,226 sqft

    325 Riverview Road, Chesapeake, VA

    D R Horton Realty of Virginia

  • 1…3456

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    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

    Listing data & MLS disclosures

    Bright MLS
    The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
    Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-10-07 19:50:49 UTC
    Central Virginia Regional MLS
    IDX information is provided by the Central Virginia Regional Multiple Listing Service, LLC, from a copyrighted compilation of Listings. All CVR MLS information provided is deemed reliable but is not guaranteed accurate.The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
    The compilation of Listings and each individual Listing are ©2026 Central Virginia Regional Multiple Listing Service, LLC®. All Rights Reserved. Last Updated: 2026-09-29 07:56:29 UTC
    Real Estate Information Network (REIN)

    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 23, 2026

    Median sale price
    $379,900$300,000–$535,000 typical range
    Price per sq. ft.
    $217
    Sales
    297
    Paid in cash
    19.5%

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

    Median list price
    $367,500
    Homes for sale
    14

    · Assessor repeat sales, as of Sep 30, 2026

    © 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.
    Price trend
    Year-over-year
    -1.8%

    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.