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3 bedsNew constructionWith a pool
54 listings

Homes with a Pool in Chesapeake, VA

Homes with a Pool in Chesapeake, VA

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24 of 54 Listings
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Homes with a Pool in Chesapeake, VA

24 of 54 Listings

  1. 549 Dunning Ln — photo2Active

$510,000

3 bd · 2 ba · 1,936 sqft

549 Dunning Ln, Chesapeake, VA

Derek Greene · The Greene Realty Group

  • 2025 Battery Park Rd — photoPrice Reduced11Active

    $280,000

    3 bd · 2 ba · 1,791 sqft

    2025 Battery Park Rd, Chesapeake, VA

    Derek Greene · The Greene Realty Group

  • 1733 Head of River Road — photo50Active

    $839,900

    4 bd · 3 ba · 2,912 sqft

    1733 Head of River Road, Chesapeake, VA

    RE/MAX Alliance

  • 609 Fairfield Drive — photo30Active

    $849,900

    4 bd · 3 ba · 2,850 sqft

    609 Fairfield Drive, Chesapeake, VA

    Keller Williams Realty Twn Ctr

  • 1824 Lancing Crest Lane — photo50Active

    $1,100,000

    5 bd · 5 ba · 4,800 sqft

    1824 Lancing Crest Lane, Chesapeake, VA

    Atlantic Sothebys Int'l Realty

  • 1128 Sir Galahad Drive — photo23Active

    $357,000

    3 bd · 3 ba · 1,366 sqft

    1128 Sir Galahad Drive, Chesapeake, VA

    Real Broker LLC

  • 728 Angel Wing Drive — photo50Active

    $715,000

    6 bd · 3 ba · 3,121 sqft

    728 Angel Wing Drive, Chesapeake, VA

    Iron Valley Real Est Norfolk

  • 4413 Liam Close Drive — photo50Active

    $749,818

    4 bd · 4 ba · 3,658 sqft

    4413 Liam Close Drive, Chesapeake, VA

    Broadsight Realty

  • 1120 Beaver Dam Road — photo46Active

    $795,000

    4 bd · 3 ba · 2,434 sqft

    1120 Beaver Dam Road, Chesapeake, VA

    Keller Williams Town Center

  • 311 Lancing Way — photo39Active

    $619,000

    4 bd · 3 ba · 2,515 sqft

    311 Lancing Way, Chesapeake, VA

    Bowman Realty

  • 803 Gresham Way — photo28Active

    $615,000

    5 bd · 4 ba · 3,670 sqft

    803 Gresham Way, Chesapeake, VA

    CENTURY 21 Nachman Realty

  • 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

  • 1741 Taft Road — photo50Active

    $999,999

    4 bd · 3 ba · 3,700 sqft

    1741 Taft Road, Chesapeake, VA

    Own Real Estate LLC

  • 302 Honey Locust Way — photo50Active

    $635,000

    4 bd · 4 ba · 3,100 sqft

    302 Honey Locust Way, Chesapeake, VA

    Keller Williams Realty Twn Ctr

  • 3421 Anita Circle — photo45Active

    $547,400

    4 bd · 4 ba · 2,510 sqft

    3421 Anita Circle, Chesapeake, VA

    1st Class Real Estate Integrity

  • 3708 Riverwood Crescent — photo33Active

    $775,000

    5 bd · 3 ba · 2,978 sqft

    3708 Riverwood Crescent, Chesapeake, VA

    1st Class Real Estate Elevate

  • 1505 Hilltop Drive — photo29Active

    $539,900

    4 bd · 3 ba · 2,020 sqft

    1505 Hilltop Drive, Chesapeake, VA

    The Real Estate Group

  • 1052 Stockleybridge Drive — photo50Active

    $725,000

    5 bd · 3 ba · 3,126 sqft

    1052 Stockleybridge Drive, Chesapeake, VA

    GreenTree Realty Inc

  • 905 Washington Drive — photo50Active

    $725,000

    5 bd · 3 ba · 3,600 sqft

    905 Washington Drive, Chesapeake, VA

    BHHS RW Towne Realty

  • 228 Country Club Boulevard — photo46Active

    $619,000

    4 bd · 3 ba · 3,086 sqft

    228 Country Club Boulevard, Chesapeake, VA

    World Class Realty

  • 505 Sandy Hill Way — photo49Active

    $575,000

    4 bd · 3 ba · 2,478 sqft

    505 Sandy Hill Way, Chesapeake, VA

    Own Real Estate LLC

  • 2517 Number Ten Lane — photo50Active

    $860,000

    4 bd · 4 ba · 2,941 sqft

    2517 Number Ten Lane, Chesapeake, VA

    BHHS RW Towne Realty

  • 641 Ravenwoods Drive — photo48Active

    $1,519,000

    5 bd · 5 ba · 6,848 sqft

    641 Ravenwoods Drive, Chesapeake, VA

    Aweigh Real Estate

  • 123

    About Homes with a Pool in Chesapeake, VA

    Homes with a Pool in Chesapeake, VA: 54 active listings as of October 17, 2026, 00:59 UTC.

    Explore Chesapeake homes

    By price

    • Homes Under $300K
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    By bedrooms

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    By type

    • Single-Family Homes
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    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

    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: 2026-10-13 11:00:33 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.

    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

    · Assessor repeat sales, as of Sep 30, 2026

    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.
    Homes with a Pool in Chesapeake, VA