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Homes Under $2M in Annapolis, MD
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3 beds

Homes Under $2M in Annapolis, MD

Homes Under $2M in Annapolis, MD

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24 of 263 Listings
Map

Homes Under $2M in Annapolis, MD

24 of 263 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas
  1. 19 Dean St — photoNew34Active

    $739,000

    2 bd · 1 ba · 1,112 sqft

    19 Dean St, Annapolis, MD

    Rachel Gontkovic · EXP Realty, LLC

  2. 624 Second St — photoNew36Active

    $1,150,000

    2 bd · 4 ba · 1,700 sqft

    624 Second St, Annapolis, MD

    Bradley R Kappel · TTR Sotheby's International Realty

  3. 827 Bay Ridge Ave — photo44Active

    $869,000

    3 bd · 3 ba · 1,920 sqft

    827 Bay Ridge Ave, Annapolis, MD

    Caitlin E Prossner · Long & Foster Real Estate, Inc.

  4. 1607 Cedar Park Rd — photo28Active

    $850,000

    5 bd · 4 ba · 1,983 sqft

    1607 Cedar Park Rd, Annapolis, MD

    Kevin Brown · Samson Properties

  5. 903 Yardarm Ln — photo45Active

    $525,000

    2 bd · 2 ba · 1,514 sqft

    903 Yardarm Ln, Annapolis, MD

    Kristi L Krankowski · RE/MAX One

  6. 1230 Hilltop Dr — photo80Active

    $550,000

    5 bd · 2 ba · 2,387 sqft

    1230 Hilltop Dr, Annapolis, MD

    Christopher L Fuller · Long & Foster Real Estate, Inc.

  7. 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.

  8. 854 Woodmont Rd — photo24Active

    $675,000

    3 bd · 2 ba · 1,814 sqft

    854 Woodmont Rd, Annapolis, MD

    Amelia Whitman · Long & Foster Real Estate, Inc.

  9. 801 Midship Ct — photo51Active

    $500,000

    2 bd · 2 ba · 1,514 sqft

    801 Midship Ct, Annapolis, MD

    Joe L Smith III · Next Step Realty, LLC.

  10. 1739 Vineyard Trl — photo77Active

    $1,650,000

    4 bd · 3 ba · 2,890 sqft

    1739 Vineyard Trl, Annapolis, MD

    Christine L Bishop · Berkshire Hathaway HomeServices PenFed Realty

  11. 3458 Newport Ave — photo36Active

    $489,909

    3 bd · 2 ba · 1,242 sqft

    3458 Newport Ave, Annapolis, MD

    Iftikhar Khan · RE/MAX Galaxy

  12. 9 Hull Ave — photo47Active

    $1,200,000

    3 bd · 3 ba · 2,016 sqft

    9 Hull Ave, Annapolis, MD

    Stephen L Asper · Coldwell Banker Realty

  13. 21 Woodlawn Ave — photo29Active

    $859,000

    3 bd · 2 ba · 1,670 sqft

    21 Woodlawn Ave, Annapolis, MD

    Elizabeth Leighty · Real Broker, LLC - Annapolis

  14. 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.

  15. 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

  16. 123 Chesapeake Ave — photo37Active

    $1,595,000

    4 bd · 5 ba · 3,020 sqft

    123 Chesapeake Ave, Annapolis, MD

    Sarah Greenlee Morse · TTR Sotheby's International Realty

  17. 10 President Point Dr #a3 — photo57Active

    $649,900

    1 bd · 1 ba · 923 sqft

    10 President Point Dr #a3, Annapolis, MD

    Scott Cleary · RE/MAX One

  18. 982 Riversedge Cir — photo29Active

    $429,900

    2 bd · 2 ba · 1,218 sqft

    982 Riversedge Cir, Annapolis, MD

    Gary Hart · TCB Realtor, LLC.

  19. 2123 Quay Village Ct #202 — photo43Active

    $850,000

    2 bd · 2 ba · 1,553 sqft

    2123 Quay Village Ct #202, Annapolis, MD

    Valerie A Novelo · Keller Williams Flagship

  20. 327 Beach Dr — photo50Active

    $850,000

    4 bd · 3 ba · 2,450 sqft

    327 Beach Dr, Annapolis, MD

    Katie Neighoff · RE/MAX United Real Estate

  21. 1323 Magnolia Ave — photo46Active

    $1,700,000

    4 bd · 3 ba · 3,142 sqft

    1323 Magnolia Ave, Annapolis, MD

    Brandi Bradshaw · Keller Williams Select Realtors of Annapolis

  22. 128 Market St — photo39Active

    $799,900

    2 bd · 2 ba · 1,246 sqft

    128 Market St, Annapolis, MD

    Elizabeth C Dooner · Coldwell Banker Realty

  23. 626 Edwards Rd — photo40Active

    $599,000

    4 bd · 2 ba · 1,754 sqft

    626 Edwards Rd, Annapolis, MD

    Carol Snyder · Monument Sotheby's International Realty

  24. 2700 Windswept Ln — photo89Active

    $1,085,000

    4 bd · 6 ba · 5,854 sqft

    2700 Windswept Ln, Annapolis, MD

    Betty W Jans · Berkshire Hathaway HomeServices PenFed Realty

12…11

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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 · This period is still settling

    Annapolis 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 81 sales · as of Sep 29, 2026

    Homes that sold · County records, as of Sep 10, 2026

    Median sale price
    $689,500$493,750–$1,031,875 typical range
    Price per sq. ft.
    $376
    Sales
    40
    Paid in cash
    30.0%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

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

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

    Year-over-year
    14.9%

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

    Median home size
    1,920 sq. ft.