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  • Get pre-approved

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  • Closing costs, itemized
  • Find a buyer's agent
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3 bedsNew constructionWith a pool
Homes Under $500K in Chesapeake, VA
14 listings

Homes Under $500K in Chesapeake, VA

Homes Under $500K in Chesapeake, VA

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14 Listings
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Homes Under $500K in Chesapeake, VA

14 Listings

  1. 2025 Battery Park Rd — photoPrice Reduced11Active

Your Chesapeake agent

TG

Tiffany Gelzinis

The Gelzinis Group/REAL

Lic. #0225217891

Call Tiffany

$280,000

3 bd · 2 ba · 1,791 sqft

2025 Battery Park Rd, Chesapeake, VA

Derek Greene · The Greene Realty Group

  • 1128 Sir Galahad Drive — photo23Active

    $357,000

    3 bd · 3 ba · 1,366 sqft

    1128 Sir Galahad Drive, Chesapeake, VA

    Real Broker LLC

  • 1547 Orchard Grove Dr — photo37Active

    $290,000

    2 bd · 2 ba · 1,383 sqft

    1547 Orchard Grove Dr, Chesapeake, VA

    Kelly Liedtke · AMW Real Estate

  • 4504 Greendell Road — photo42Active

    $335,000

    3 bd · 2 ba · 1,524 sqft

    4504 Greendell Road, Chesapeake, VA

    Iron Valley Real Estate HR

  • 3004 Tyre Neck Road — photo42Active

    $429,900

    4 bd · 2 ba · 1,820 sqft

    3004 Tyre Neck Road, Chesapeake, VA

    Own Real Estate LLC

  • 2213 Wildwood Road — photo38Active

    $429,900

    4 bd · 2 ba · 2,188 sqft

    2213 Wildwood Road, Chesapeake, VA

    The Real Estate Group

  • 1601 Lilac Avenue — photo34Active

    $418,000

    4 bd · 2 ba · 1,853 sqft

    1601 Lilac Avenue, Chesapeake, VA

    Signature Homes

  • 1028 Ramsgate Lane — photo10Active

    $431,000

    4 bd · 3 ba · 2,200 sqft

    1028 Ramsgate Lane, Chesapeake, VA

    BHHS RW Towne Realty

  • 2701 Bainbridge Boulevard — photo28Active

    $335,000

    4 bd · 3 ba · 1,600 sqft

    2701 Bainbridge Boulevard, Chesapeake, VA

    Real Broker LLC

  • 224 Springbrook Lane — photo21Active

    $495,000

    4 bd · 3 ba · 2,204 sqft

    224 Springbrook Lane, Chesapeake, VA

    Investment Realty Corporation

  • 401 Bracknell Arch. Arch F — photo3Active

    $225,000

    2 bd · 2 ba · 962 sqft

    401 Bracknell Arch. Arch F, Chesapeake, VA

    Swell Realty Co

  • 601 Hopewell Drive — photo47Active

    $410,000

    4 bd · 3 ba · 1,830 sqft

    601 Hopewell Drive, Chesapeake, VA

    AMW Real Estate Inc

  • 747 Ridge Cir — photoPrice Reduced38Active

    $180,000

    2 bd · 3 ba · 1,254 sqft

    747 Ridge Cir, Chesapeake, VA

    Charles Cornwell · EXP Realty, LLC

  • 2806 Baldwin Dr — photo1Active

    $284,000

    2 bd · 3 ba · 1,314 sqft

    2806 Baldwin Dr, Chesapeake, VA

    Michelle Helmsderfer · BHHS RW Towne Realty

  • Explore Chesapeake homes

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    L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

    Equal Housing OpportunityEqual Housing Lender

    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. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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    Your Chesapeake agent

    TG

    Tiffany Gelzinis

    The Gelzinis Group/REAL

    Lic. #0225217891

    Call Tiffany

    Listing data & MLS disclosures

    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: 2026-10-14 21:48:00 UTC
    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.
    Williamsburg Multiple Listing Service
    The data relating to real estate for sale on this website comes in part from the Internet Data Exchange Program of the WMLS. Real estate listings held by brokerage firms other than Realty.com, Inc. are marked with the Internet Data Exchange logo or the Internet Data Exchange brief/thumbnail logo and detailed information about them includes the name of the listing firms.
    ©2026 WMLS. All rights reserved. Last Updated: 2026-07-13 04:30:44 UTC

    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 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

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

    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.