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

Homes with a Pool in Chesapeake, VA

Homes with a Pool in Chesapeake, VA

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24 of 42 Listings
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Homes with a Pool in Chesapeake, VA

24 of 42 Listings

  1. 1703 Cheslie Arch — photo34Active

Your Chesapeake agent

TG

Tiffany Gelzinis

The Gelzinis Group/REAL

Lic. #0225217891

Call Tiffany

$629,000

4 bd · 3 ba · 2,506 sqft

1703 Cheslie Arch, Chesapeake, VA

NextHome Tidewater Realty

  • 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

  • 1300 Oregon Crossing — photo50Active

    $549,900

    4 bd · 2 ba · 2,242 sqft

    1300 Oregon Crossing, Chesapeake, VA

    BHHS RW Towne Realty

  • 1340 Danielle Court — photo21Active

    $550,000

    5 bd · 4 ba · 3,524 sqft

    1340 Danielle Court, Chesapeake, VA

    Keller Williams Coastal Virginia Chesapeake

  • 1128 Sir Galahad Drive — photo23Active

    $357,000

    3 bd · 3 ba · 1,366 sqft

    1128 Sir Galahad Drive, Chesapeake, VA

    Real Broker LLC

  • 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

  • 302 Honey Locust Way — photo50Active

    $650,000

    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

  • 4117 Hawksley Drive — photo34Active

    $409,900

    4 bd · 2 ba · 1,864 sqft

    4117 Hawksley Drive, Chesapeake, VA

    The Real Estate Group

  • 1505 Hilltop Drive — photo29Active

    $539,900

    4 bd · 3 ba · 2,020 sqft

    1505 Hilltop Drive, Chesapeake, VA

    The Real Estate Group

  • 412 Harper Court — photo46Active

    $575,000

    5 bd · 4 ba · 2,853 sqft

    412 Harper Court, Chesapeake, VA

    Keller Williams Realty Twn Ctr

  • 3004 Tyre Neck Road — photo42Active

    $429,900

    4 bd · 2 ba · 1,820 sqft

    3004 Tyre Neck Road, Chesapeake, VA

    Own Real Estate LLC

  • 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

    $599,000

    4 bd · 3 ba · 2,478 sqft

    505 Sandy Hill Way, Chesapeake, VA

    Own Real Estate LLC

  • 2209 Beeblossom Lane — photo46Active

    $695,000

    5 bd · 3 ba · 3,200 sqft

    2209 Beeblossom Lane, Chesapeake, VA

    Howard Hanna Real Estate Svcs.

  • 924 Whisper Hollow Drive — photo20Active

    $585,000

    4 bd · 3 ba · 2,149 sqft

    924 Whisper Hollow Drive, Chesapeake, VA

    HomeZu.com of Virginia

  • 909 Sydenham Boulevard — photo49Active

    $700,000

    6 bd · 3 ba · 3,204 sqft

    909 Sydenham Boulevard, Chesapeake, VA

    Own Real Estate LLC

  • 1129 Hazel Avenue — photo49Active

    $394,999

    4 bd · 4 ba · 2,000 sqft

    1129 Hazel Avenue, Chesapeake, VA

    1st Class Real Estate Integrity

  • 801 Aston Place — photo45Active

    $699,900

    4 bd · 3 ba · 3,640 sqft

    801 Aston Place, Chesapeake, VA

    Broadsight Realty

  • 2213 Wildwood Road — photo38Active

    $429,900

    4 bd · 2 ba · 2,188 sqft

    2213 Wildwood Road, Chesapeake, VA

    The Real Estate Group

  • 3120 Deans Court — photo43Active

    $580,000

    4 bd · 3 ba · 3,444 sqft

    3120 Deans Court, Chesapeake, VA

    Proactive Real Estate Services

  • 12

    Explore Chesapeake homes

    By price

    • Homes Under $300K
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    By bedrooms

    • 2 Bedroom Homes
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    By type

    • Single-Family Homes
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    By feature

    • New Construction Homes
    • Homes with a Pool
    • Waterfront Homes
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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: 2026-09-30 00:10:29 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 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.