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Homes Under $500K in Annapolis, MD
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3 bedsNew construction

Homes Under $500K in Annapolis, MD

Homes Under $500K in Annapolis, MD

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24 of 78 Listings
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Homes Under $500K in Annapolis, MD

24 of 78 Listings

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TO

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas
  1. 300 Hilltop Ln #300B — photoNew24Active

    $274,900

    2 bd · 2 ba · 1,078 sqft

    300 Hilltop Ln #300B, Annapolis, MD

    Kristen L Swartz · Taylor Properties

  2. 795 Fairview Ave #795 C — photoNew28Active

    $365,000

    2 bd · 2 ba · 1,058 sqft

    795 Fairview Ave #795 C, Annapolis, MD

    Ann Englehart · Coldwell Banker Realty

  3. 1105 Little Magothy Vw — photo30Active

    $299,900

    2 bd · 1 ba · 925 sqft

    1105 Little Magothy Vw, Annapolis, MD

    James F. Hanes · Providence Realty

  4. 931 Forest Hills Ave — photo32Active

    $440,000

    3 bd · 3 ba · 1,796 sqft

    931 Forest Hills Ave, Annapolis, MD

    Ryan Briggs · Anne Arundel Properties, Inc.

  5. 20 Greystone Ct #E — photo38Active

    $299,999

    2 bd · 2 ba · 1,229 sqft

    20 Greystone Ct #E, Annapolis, MD

    Sheena Saydam · Keller Williams Capital Properties

  6. 2704 Summerview Way #304 — photo57Active

    $405,000

    2 bd · 3 ba · 1,934 sqft

    2704 Summerview Way #304, Annapolis, MD

    Tracy Showalter · Deep Roots Real Estate

  7. 5 Park Pl #531 — photo35Active

    $399,900

    1 bd · 1 ba · 839 sqft

    5 Park Pl #531, Annapolis, MD

    David Orso · Berkshire Hathaway HomeServices PenFed Realty

  8. 50-H Hearthstone Ct #H — photo36Active

    $315,000

    3 bd · 3 ba · 1,620 sqft

    50-H Hearthstone Ct #H, Annapolis, MD

    Michele T Cordle · Long & Foster Real Estate, Inc.

  9. Active

    $469,932

    3 bd · 3 ba · 1,728 sqft

    2006 Puritan Ter, Annapolis, MD

    Bill E Burris · Keller Williams Select Realtors of Annapolis

  10. 19 Belvedere Ct — photo54Active

    $375,000

    3 bd · 3 ba · 1,384 sqft

    19 Belvedere Ct, Annapolis, MD

    Elizabeth Robb Janney · Coldwell Banker Realty

  11. 2556 N North Haven CV — photo52Active

    $499,900

    2 bd · 2 ba · 1,461 sqft

    2556 N North Haven CV, Annapolis, MD

    Martin W Lanzino · Douglas Realty LLC

  12. 1952 Forest Dr — photo37Active

    $435,000

    3 bd · 2 ba · 1,676 sqft

    1952 Forest Dr, Annapolis, MD

    Thang D Nguyen · Blufin Realty, LLC.

  13. 1961 Marconi Cir — photo31Active

    $475,000

    2 bd · 2 ba · 1,032 sqft

    1961 Marconi Cir, Annapolis, MD

    Crystal Sullivan · Berkshire Hathaway HomeServices PenFed Realty

  14. 303 Dreams Landing Way #303 — photo39Active

    $424,900

    2 bd · 1 ba · 981 sqft

    303 Dreams Landing Way #303, Annapolis, MD

    Bradley R Kappel · TTR Sotheby's International Realty

  15. 208 Admiral Dr — photo21Active

    $325,000

    2 bd · 1 ba · 594 sqft

    208 Admiral Dr, Annapolis, MD

    Danielle L Biegner · RE/MAX One

  16. 303 Wood Hollow Ct — photo20Active

    $360,000

    3 bd · 2 ba · 1,540 sqft

    303 Wood Hollow Ct, Annapolis, MD

    Cindy M Jacobs · Maryland Residential Management Co

  17. 765 Fairview Ave #765 C — photo38Active

    $399,900

    2 bd · 2 ba · 1,058 sqft

    765 Fairview Ave #765 C, Annapolis, MD

    James E Bordewisch · Blackwell Real Estate, LLC

  18. 1503 Lodge Pole Ct — photo23Active

    $350,000

    3 bd · 2 ba · 1,120 sqft

    1503 Lodge Pole Ct, Annapolis, MD

    MacKenzie R Hoffer · CENTURY 21 New Millennium

  19. 211 Garden Gate Ln — photo27Active

    $375,000

    3 bd · 1 ba · 1,500 sqft

    211 Garden Gate Ln, Annapolis, MD

    Arlene A Jackson · Bennett Realty Solutions

  20. 907 Windwhisper Ln — photoPrice Reduced32Active

    $405,000

    2 bd · 2 ba · 1,354 sqft

    907 Windwhisper Ln, Annapolis, MD

    Christopher Craddock · EXP Realty, LLC

  21. 940 Astern Way #304 — photo56Active

    $484,900

    2 bd · 2 ba · 1,272 sqft

    940 Astern Way #304, Annapolis, MD

    Kyriacos P. Papaleonti · Academy Realty Inc.

  22. 3458 Newport Ave — photo36Active

    $489,909

    3 bd · 2 ba · 1,242 sqft

    3458 Newport Ave, Annapolis, MD

    Iftikhar Khan · RE/MAX Galaxy

  23. 1045 Cedar Ridge Ct — photo45Active

    $399,900

    3 bd · 3 ba · 1,320 sqft

    1045 Cedar Ridge Ct, Annapolis, MD

    Kyriacos P. Papaleonti · Academy Realty Inc.

  24. 2711 Summerview Way #203 — photo30Active

    $385,000

    2 bd · 2 ba · 1,266 sqft

    2711 Summerview Way #203, Annapolis, MD

    Carol Snyder · Monument Sotheby's International Realty

12…4

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    Thomas O'Leary

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    Annapolis, MD community profile

    Population
    42,070
    Median income
    $97,319
    Housing units
    18,886
    People per sq. mi.
    704.7
    Area
    59.7 sq. mi.

    Source: HJN community data

    Annapolis housing market

    September 2026

    Annapolis 12-month median sale price trend

    Selling at 99.8% of asking price

    Sales here are closing essentially at asking. MLS · 104 sales · as of Sep 30, 2026

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

    Median sale price
    $727,500$479,000–$996,249 typical range
    Price per sq. ft.
    $327
    Sales
    122
    Paid in cash
    27.9%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $699,990
    Homes for sale
    295
    Median days on market
    16 days

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

    Year-over-year
    20.8%

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

    Median home size
    1,920 sq. ft.