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Homes Under $500K in Chesapeake Beach, MD
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Homes Under $500K in Chesapeake Beach, MD

Homes Under $500K in Chesapeake Beach, MD

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17 Listings
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Homes Under $500K in Chesapeake Beach, MD

17 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas
  1. 8560 St Andrews Dr — photo21Active

    $365,000

    3 bd · 2 ba · 1,056 sqft

    8560 St Andrews Dr, Chesapeake Beach, MD

    Jack C O'Steen II · RE/MAX Realty Group

  2. 5060 Christiana Parran Rd — photo41Active

    $489,900

    4 bd · 3 ba · 1,963 sqft

    5060 Christiana Parran Rd, Chesapeake Beach, MD

    Natalie Moore · Samson Properties

  3. 7513 I St — photoPrice Reduced27Active

    $489,900

    3 bd · 3 ba · 1,830 sqft

    7513 I St, Chesapeake Beach, MD

    Heather Ann Conner · CENTURY 21 New Millennium

  4. 2550 Woodland Pl — photo42Active

    $405,000

    3 bd · 3 ba · 1,806 sqft

    2550 Woodland Pl, Chesapeake Beach, MD

    Berna Kimber · Redfin Corp

  5. 4006 Chesapeake Ave — photo28Active

    $499,000

    4 bd · 3 ba · 1,785 sqft

    4006 Chesapeake Ave, Chesapeake Beach, MD

    Bonnie B O'Donnell · RE/MAX One

  6. 8445 Clear Spring Dr — photoPrice Reduced57Active

    $385,000

    4 bd · 4 ba · 1,824 sqft

    8445 Clear Spring Dr, Chesapeake Beach, MD

    Scott P McInerney · RE/MAX One

  7. 4883 Ridge Rd — photo58Active

    $400,000

    3 bd · 3 ba · 2,425 sqft

    4883 Ridge Rd, Chesapeake Beach, MD

    Jennifer L Anderson · Samson Properties

  8. 3309 Recker Rd — photoPrice Reduced1Active

    $375,000

    3 bd · 2 ba · 1,856 sqft

    3309 Recker Rd, Chesapeake Beach, MD

    Chrystal Dove · CENTURY 21 New Millennium

  9. 8501 Bayside Rd #609 — photo47Active

    $475,000

    2 bd · 2 ba · 971 sqft

    8501 Bayside Rd #609, Chesapeake Beach, MD

    Farrah E Fuchs · Redfin Corp

  10. 6417 Brookeside Ct — photoPrice Reduced51Active

    $399,900

    3 bd · 2 ba · 1,840 sqft

    6417 Brookeside Ct, Chesapeake Beach, MD

    Tracy Odell · EXP Realty, LLC

  11. 4215 Calvert Dr — photo14Active

    $369,000

    3 bd · 1 ba · 920 sqft

    4215 Calvert Dr, Chesapeake Beach, MD

    Deborah Standifer · RE/MAX One

  12. 2221 Ivy Ln #G-9 — photo33Active

    $359,900

    3 bd · 3 ba · 1,600 sqft

    2221 Ivy Ln #G-9, Chesapeake Beach, MD

    Mason L Halsey · ExecuHome Realty

  13. 3905 17th St — photoPrice Reduced41Active

    $365,000

    3 bd · 1 ba · 1,164 sqft

    3905 17th St, Chesapeake Beach, MD

    Delaney I Clarke · RE/MAX United Real Estate

  14. 6114 4th St — photo28Active

    $439,000

    3 bd · 2 ba · 1,876 sqft

    6114 4th St, Chesapeake Beach, MD

    John Kreamer · Taylor Properties

  15. 7567 Old Bayside Rd — photo20Active

    $450,000

    4 bd · 3 ba · 1,028 sqft

    7567 Old Bayside Rd, Chesapeake Beach, MD

    subeom Kim · S & S Asset Management Group LLC

  16. 3932 Summer City Blvd — photoPrice Reduced34Active

    $459,900

    3 bd · 3 ba · 1,978 sqft

    3932 Summer City Blvd, Chesapeake Beach, MD

    Gary Hart · TCB Realtor, LLC.

  17. 6231 8th St — photo1Active

    $190,000

    3 bd · 2 ba · 2,597 sqft

    6231 8th St, Chesapeake Beach, MD

    Teairra Jones · Samson Properties

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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

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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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Listing data & MLS disclosures

Bright MLS
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. 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. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-10-02 04:16:38 UTC
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #01-6355

    Call Thomas

    Chesapeake Beach, MD community profile

    Population
    6,540
    Median income
    $126,194
    Housing units
    2,547
    People per sq. mi.
    488.1
    Area
    13.4 sq. mi.

    Source: HJN community data

    Chesapeake Beach housing market

    September 2026 · This period is still settling

    Chesapeake Beach 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 12 sales · as of Sep 28, 2026

    Homes that sold · County records, as of Sep 16, 2026

    Median sale price
    $520,000$335,000–$655,000 typical range
    Price per sq. ft.
    $286
    Sales
    13
    Paid in cash
    23.1%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 28, 2026

    Median list price
    $520,000
    Homes for sale
    34
    Median days on market
    14 days

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

    Year-over-year
    13.4%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 3, 2026

    Median home size
    1,521 sq. ft.