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Homes with a Pool in Chesapeake, VA
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21 listings
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3 bedsNew constructionWith a pool

Homes with a Pool in Chesapeake, VA

Homes with a Pool in Chesapeake, VA

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21 Listings
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Homes with a Pool in Chesapeake, VA

21 Listings

Your Chesapeake agent

TG

Tiffany Gelzinis

The Gelzinis Group/REAL

Lic. #0225217891

Call Tiffany
  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

  2. 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

  3. 1128 Sir Galahad Drive — photo23Active

    $357,000

    3 bd · 3 ba · 1,366 sqft

    1128 Sir Galahad Drive, Chesapeake, VA

    Real Broker LLC

  4. 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

  5. 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

  6. 3421 Anita Circle — photo45Active

    $547,150

    4 bd · 4 ba · 2,510 sqft

    3421 Anita Circle, Chesapeake, VA

    1st Class Real Estate Integrity

  7. 1505 Hilltop Drive — photo29Active

    $539,900

    4 bd · 3 ba · 2,020 sqft

    1505 Hilltop Drive, Chesapeake, VA

    The Real Estate Group

  8. 228 Country Club Boulevard — photo46Active

    $619,000

    4 bd · 3 ba · 3,086 sqft

    228 Country Club Boulevard, Chesapeake, VA

    World Class Realty

  9. 505 Sandy Hill Way — photo49Active

    $575,000

    4 bd · 3 ba · 2,478 sqft

    505 Sandy Hill Way, Chesapeake, VA

    Own Real Estate LLC

  10. 909 Sydenham Boulevard — photo49Active

    $700,000

    6 bd · 3 ba · 3,204 sqft

    909 Sydenham Boulevard, Chesapeake, VA

    Own Real Estate LLC

  11. 3120 Deans Court — photo43Active

    $575,000

    4 bd · 3 ba · 3,444 sqft

    3120 Deans Court, Chesapeake, VA

    Proactive Real Estate Services

  12. 1601 Lilac Avenue — photo34Active

    $418,000

    4 bd · 2 ba · 1,853 sqft

    1601 Lilac Avenue, Chesapeake, VA

    Signature Homes

  13. 1617 Banff Court — photo50Active

    $650,000

    5 bd · 3 ba · 3,490 sqft

    1617 Banff Court, Chesapeake, VA

    The Agency

  14. 608 Archer Court — photo50Active

    $698,000

    4 bd · 3 ba · 2,980 sqft

    608 Archer Court, Chesapeake, VA

    Broadsight Realty

  15. 1928 Rockwood Drive — photo42Active

    $625,000

    4 bd · 3 ba · 3,146 sqft

    1928 Rockwood Drive, Chesapeake, VA

    The Real Estate Group

  16. 813 Stardale Drive — photo50Active

    $534,900

    5 bd · 4 ba · 2,762 sqft

    813 Stardale Drive, Chesapeake, VA

    LPT Realty LLC

  17. 2701 Bainbridge Boulevard — photo28Active

    $335,000

    4 bd · 3 ba · 1,600 sqft

    2701 Bainbridge Boulevard, Chesapeake, VA

    Real Broker LLC

  18. 224 Springbrook Lane — photo42Active

    $480,000

    4 bd · 3 ba · 2,204 sqft

    224 Springbrook Lane, Chesapeake, VA

    Investment Realty Corporation

  19. 401 Bracknell Arch. Arch F — photo3Active

    $225,000

    2 bd · 2 ba · 962 sqft

    401 Bracknell Arch. Arch F, Chesapeake, VA

    Swell Realty Co

  20. 601 Hopewell Drive — photo47Active

    $400,000

    4 bd · 3 ba · 1,830 sqft

    601 Hopewell Drive, Chesapeake, VA

    AMW Real Estate Inc

  21. 4500 McRae Close — photo21Active

    $649,900

    3 bd · 3 ba · 3,072 sqft

    4500 McRae Close, Chesapeake, VA

    CENTURY 21 Nachman Realty

Explore Chesapeake homes

By price

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  • New Construction Homes
  • Homes with a Pool
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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.
  • Waterfront Homes
  • 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

    Chesapeake housing market

    September 2026

    Chesapeake 12-month median sale price trend

    Homes that sold · County records, as of Sep 30, 2026

    Median sale price
    $389,900$300,000–$540,000 typical range
    Price per sq. ft.
    $217
    Sales
    385
    Paid in cash
    20.5%

    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
    0.4%

    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.