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3 bedsNew constructionWith a pool
Homes Under $300K in Chesapeake, VA
140 listings

Homes Under $300K in Chesapeake, VA

Homes Under $300K in Chesapeake, VA

Show Map
24 of 140 Listings
Map

Homes Under $300K in Chesapeake, VA

24 of 140 Listings

  1. 708 Sail Fish Quay — photoNew1Active

Your Chesapeake agent

TG

Tiffany Gelzinis

The Gelzinis Group/REAL

Lic. #0225217891

Call Tiffany

$239,900

2 bd · 2 ba · 1,236 sqft

708 Sail Fish Quay, Chesapeake, VA

EXIT Realty Central

  • 2901 Bainbridge Boulevard — photoNew47Active

    $300,000

    3 bd · 1 ba · 1,492 sqft

    2901 Bainbridge Boulevard, Chesapeake, VA

    1st Class Real Estate Integrity

  • 401 Henley Court — photoNew12Active

    $229,900

    2 bd · 3 ba · 1,275 sqft

    401 Henley Court, Chesapeake, VA

    Creed Realty

  • 500 Judah Way — photoNew27Active

    $270,000

    2 bd · 2 ba · 1,215 sqft

    500 Judah Way, Chesapeake, VA

    Compass Rose Realty

  • 2312 Campostella Road — photo3Active

    $161,000

    2 bd · 1 ba · 612 sqft

    2312 Campostella Road, Chesapeake, VA

    JDK Ventures LLC

  • 1313 Willow Avenue — photo25Active

    $299,900

    3 bd · 1 ba · 1,380 sqft

    1313 Willow Avenue, Chesapeake, VA

    Vylla Home

  • 3004 Kilbride Drive — photo21Active

    $290,000

    3 bd · 1 ba · 950 sqft

    3004 Kilbride Drive, Chesapeake, VA

    Own Real Estate LLC

  • 3616 Clover Meadows Drive — photo18Active

    $155,000

    2 bd · 1 ba · 851 sqft

    3616 Clover Meadows Drive, Chesapeake, VA

    Keller Williams Coastal Virginia Chesapeake

  • 708 Nottaway Drive — photo31Active

    $289,900

    2 bd · 3 ba · 1,404 sqft

    708 Nottaway Drive, Chesapeake, VA

    1st Class Real Estate Integrity

  • 1940 Candlelight Drive — photo28Active

    $240,000

    2 bd · 3 ba · 1,257 sqft

    1940 Candlelight Drive, Chesapeake, VA

    RE/MAX Alliance

  • 3212 Clover Road E — photo14Active

    $185,000

    2 bd · 2 ba · 1,020 sqft

    3212 Clover Road E, Chesapeake, VA

    Royal Emerald Realty Group

  • 701 New River Court — photo31Active

    $235,000

    2 bd · 2 ba · 1,100 sqft

    701 New River Court, Chesapeake, VA

    BHHS RW Towne Realty

  • 733 Wickford Drive — photo1Active

    $225,000

    3 bd · 2 ba · 1,280 sqft

    733 Wickford Drive, Chesapeake, VA

    LPT Realty LLC

  • 540 Fernwood Farms Road — photo1Active

    $99,000

    2 bd · 1 ba · 740 sqft

    540 Fernwood Farms Road, Chesapeake, VA

    EXIT Realty Central

  • 1528 Hambledon Loop — photo43Active

    $300,000

    3 bd · 3 ba · 1,350 sqft

    1528 Hambledon Loop, Chesapeake, VA

    AMW Real Estate Inc

  • 4402 Dartmoor Court — photo39Active

    $249,000

    2 bd · 2 ba · 1,178 sqft

    4402 Dartmoor Court, Chesapeake, VA

    1st Class Real Estate Flagship

  • 1311 Perry Street — photo45Active

    $299,900

    3 bd · 2 ba · 1,272 sqft

    1311 Perry Street, Chesapeake, VA

    Own Real Estate LLC

  • 449 E Lake Circle — photo17Active

    $252,000

    2 bd · 1 ba · 1,025 sqft

    449 E Lake Circle, Chesapeake, VA

    COVA Home Realty

  • 1318 18th Street — photo24Active

    $267,700

    3 bd · 2 ba · 1,336 sqft

    1318 18th Street, Chesapeake, VA

    Iron Valley Real Estate HR

  • 713 Rapidan River Court — photo22Active

    $230,000

    2 bd · 2 ba · 989 sqft

    713 Rapidan River Court, Chesapeake, VA

    Axiom Property Group LLC

  • 718 Osborn Avenue — photo39Active

    $289,900

    3 bd · 2 ba · 1,112 sqft

    718 Osborn Avenue, Chesapeake, VA

    Triumph Realty

  • 1809 Hearthside Court — photo29Active

    $249,900

    3 bd · 2 ba · 1,291 sqft

    1809 Hearthside Court, Chesapeake, VA

    Keffer Realty

  • 300 San Roman Drive — photo30Active

    $289,900

    2 bd · 2 ba · 1,136 sqft

    300 San Roman Drive, Chesapeake, VA

    The Real Estate Group

  • 1225 Jackson Avenue — photo25Active

    $225,000

    3 bd · 1 ba · 996 sqft

    1225 Jackson Avenue, Chesapeake, VA

    ONYX Realty Professionals

  • 12…6

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    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

    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.