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Single-Family Homes in Chesapeake Beach, MD
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Single-Family Homes in Chesapeake Beach, MD

Single-Family Homes in Chesapeake Beach, MD

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24 of 25 Listings
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Single-Family Homes in Chesapeake Beach, MD

24 of 25 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas
  1. 3912 17th St — photo41Active

    $879,900

    4 bd · 4 ba · 4,386 sqft

    3912 17th St, Chesapeake Beach, MD

    Chrystal Dove · CENTURY 21 New Millennium

  2. 5900 Shirl Ct — photo39Active

    $775,000

    5 bd · 3 ba · 2,851 sqft

    5900 Shirl Ct, Chesapeake Beach, MD

    Arnold C Marcum · Long & Foster Real Estate, Inc.

  3. 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

  4. 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

  5. 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

  6. 4006 Chesapeake Ave — photo30Active

    $499,000

    4 bd · 3 ba · 1,785 sqft

    4006 Chesapeake Ave, Chesapeake Beach, MD

    Bonnie B O'Donnell · RE/MAX One

  7. 6230 9th St — photo47Active

    $514,900

    3 bd · 3 ba · 2,512 sqft

    6230 9th St, Chesapeake Beach, MD

    Terri S McClain · RE/MAX One

  8. 4883 Ridge Rd — photo58Active

    $400,000

    3 bd · 3 ba · 2,425 sqft

    4883 Ridge Rd, Chesapeake Beach, MD

    Jennifer L Anderson · Samson Properties

  9. 8320 Harrison Blvd — photo58Active

    $624,900

    4 bd · 3 ba · 2,676 sqft

    8320 Harrison Blvd, Chesapeake Beach, MD

    Robert J Chew · Samson Properties

  10. 4525 Camp Roosevelt Dr — photo50Active

    $2,795,000

    5 bd · 6 ba · 7,627 sqft

    4525 Camp Roosevelt Dr, Chesapeake Beach, MD

    Bradley R Kappel · TTR Sotheby's International Realty

  11. 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

  12. 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

  13. 4325 Willows Rd — photoPrice Reduced64Active

    $574,700

    4 bd · 5 ba · 3,240 sqft

    4325 Willows Rd, Chesapeake Beach, MD

    Michael William Benton · Home Towne Real Estate

  14. 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

  15. 3800 28th St — photoPrice Reduced19Active

    $539,900

    3 bd · 2 ba · 1,657 sqft

    3800 28th St, Chesapeake Beach, MD

    Christopher Underwood · Curtis Real Estate Company

  16. 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

  17. 3555 Christiana Ct — photoPrice Reduced59Active

    $599,000

    5 bd · 4 ba · 3,837 sqft

    3555 Christiana Ct, Chesapeake Beach, MD

    Terri S McClain · RE/MAX One

  18. 3955 Breezy Point Rd — photoPrice Reduced50Active

    $565,000

    4 bd · 3 ba · 2,464 sqft

    3955 Breezy Point Rd, Chesapeake Beach, MD

    Christine M. McNelis · Berkshire Hathaway HomeServices PenFed Realty

  19. 4485 Bristol Dr — photoPrice Reduced53Active

    $1,289,000

    6 bd · 5 ba · 6,037 sqft

    4485 Bristol Dr, Chesapeake Beach, MD

    Chrystal Dove · CENTURY 21 New Millennium

  20. 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.

  21. 3671 Middle Ground Ct — photoPrice Reduced68Active

    $670,000

    5 bd · 4 ba · 3,819 sqft

    3671 Middle Ground Ct, Chesapeake Beach, MD

    Eugene Summers · Real Broker, LLC - Severna Park

  22. 8308 Legacy Cir — photoPrice Reduced70Active

    $695,000

    4 bd · 4 ba · 3,298 sqft

    8308 Legacy Cir, Chesapeake Beach, MD

    Melanie F Wood · Berkshire Hathaway HomeServices PenFed Realty

  23. 3693 Brookeside Dr — photoPrice Reduced26Active

    $519,000

    5 bd · 4 ba · 2,600 sqft

    3693 Brookeside Dr, Chesapeake Beach, MD

    Haley L Taylor · Real Broker, LLC - Dunkirk

  24. 4010 Beach Dr — photoPrice Reduced31Active

    $515,000

    3 bd · 3 ba · 2,296 sqft

    4010 Beach Dr, Chesapeake Beach, MD

    DeAnna W Miller · Paul Wesley Real Estate

12

About Single-Family Homes in Chesapeake Beach, MD

Single-Family Homes in Chesapeake Beach, MD: 25 active listings as of October 5, 2026, 16:39 UTC.

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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: 2026-10-05 13:30:30 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

    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 18, 2026

    Median sale price
    $449,995$330,000–$651,250 typical range
    Price per sq. ft.
    $296
    Sales
    16
    Paid in cash
    18.8%

    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
    -1.9%

    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.