2,828

Saint Michaels, MD Homes

Section Image
  • 510 Tenant Cir, Saint Michaels, MD 21663
    510 Tenant Cir, Saint Michaels, MD 21663
    510 Tenant Cir, Saint Michaels, MD 21663
    /56

    $620,000

    Sold Oct 23, 2025

    510 Tenant Cir, Saint Michaels, MD 21663

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft
    • Built 1956

    Last Sold Summary

    • $334/SF
    • 53 Days On Market

    Current Estimated Value $596,218

    Last Listing Agent Larry Brennan TTR Sotheby's International Realty

    510 Tenant Cir, Saint Michaels, MD 21663
    • 111 W Maple Ave, Saint Michaels, MD 21663
      111 W Maple Ave, Saint Michaels, MD 21663
      111 W Maple Ave, Saint Michaels, MD 21663
      /48

      Est $638,589

      Not Listed For Sale

      111 W Maple Ave, Saint Michaels, MD 21663

      • 2 Beds
      • 1 Bath
      • 912 Sq Ft
      • Built 1952
      111 W Maple Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 1 Day On Market

  • 228 Tyler Ave, Saint Michaels, MD 21663
    228 Tyler Ave, Saint Michaels, MD 21663
    228 Tyler Ave, Saint Michaels, MD 21663
    /44

    $528,000

    Sold Apr 21, 2026

    228 Tyler Ave, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 1,922 Sq Ft
    • Built 2001

    Last Sold Summary

    • $275/SF
    • 160 Days On Market

    Current Estimated Value $559,020

    Last Listing Agent Debra Crouch Benson & Mangold, LLC

    228 Tyler Ave, Saint Michaels, MD 21663
    • 9816 Martingham Cir, Saint Michaels, MD 21663
      9816 Martingham Cir, Saint Michaels, MD 21663
      9816 Martingham Cir, Saint Michaels, MD 21663
      /42

      Est $1,871,016

      Not Listed For Sale

      9816 Martingham Cir, Saint Michaels, MD 21663

      • 3 Beds
      • 2.5 Baths
      • 3,489 Sq Ft
      • Built 1992
      9816 Martingham Cir, Saint Michaels, MD 21663

      Last Sold Summary

      • 17 Days On Market

  • 926 Calvert Ave, Saint Michaels, MD 21663
    926 Calvert Ave, Saint Michaels, MD 21663
    926 Calvert Ave, Saint Michaels, MD 21663
    /39

    $426,000

    Sold Mar 31, 2026

    926 Calvert Ave, Saint Michaels, MD 21663

    • 3 Beds
    • 1.5 Baths
    • 1,365 Sq Ft
    • Built 2001

    Last Sold Summary

    • 3% Below List Price
    • $312/SF
    • 6 Days On Market

    Current Estimated Value $419,238

    Last Listing Agent Dawn Baxter Berkshire Hathaway HomeServices PenFed Realty

    926 Calvert Ave, Saint Michaels, MD 21663
    • 230 Tyler Ave, Saint Michaels, MD 21663
      230 Tyler Ave, Saint Michaels, MD 21663
      230 Tyler Ave, Saint Michaels, MD 21663
      /20

      Est $584,562

      Not Listed For Sale

      230 Tyler Ave, Saint Michaels, MD 21663

      • 4 Beds
      • 2.5 Baths
      • 2,279 Sq Ft
      • Built 2002
      230 Tyler Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 4 Days On Market

  • 9171 Deepwater Point Rd, Saint Michaels, MD 21663
    9171 Deepwater Point Rd, Saint Michaels, MD 21663
    9171 Deepwater Point Rd, Saint Michaels, MD 21663
    /40

    $1,500,000

    Sold Jan 08, 2026

    9171 Deepwater Point Rd, Saint Michaels, MD 21663

    • 4 Beds
    • 3.5 Baths
    • 4,102 Sq Ft
    • Built 1992

    Last Sold Summary

    • $366/SF
    • 65 Days On Market

    Current Estimated Value $1,426,068

    Last Listing Agent Laura Carney TTR Sotheby's International Realty

    9171 Deepwater Point Rd, Saint Michaels, MD 21663
    • 515 Tenant Cir, Saint Michaels, MD 21663
      515 Tenant Cir, Saint Michaels, MD 21663
      515 Tenant Cir, Saint Michaels, MD 21663
      /92

      Est $1,395,528

      Not Listed For Sale

      515 Tenant Cir, Saint Michaels, MD 21663

      • 4 Beds
      • 3 Baths
      • 2,485 Sq Ft
      • Built 1972
      515 Tenant Cir, Saint Michaels, MD 21663

      Last Sold Summary

      • 35 Days On Market

  • 0 Bozman Neavitt Rd Unit MDTA2011976, Saint Michaels, MD 21663
    0 Bozman Neavitt Rd Unit MDTA2011976, Saint Michaels, MD 21663
    0 Bozman Neavitt Rd Unit MDTA2011976, Saint Michaels, MD 21663
    /4

    $800,000

    Sold Jan 09, 2026

    0 Bozman Neavitt Rd Unit MDTA2011976, Saint Michaels, MD 21663

    • Land
    • 2.73 Acres
    • $293,040 per Acre

    Last Sold Summary

    • 45 Days On Market

    Last Listing Agent Chuck Mangold Benson & Mangold, LLC

    0 Bozman Neavitt Rd Unit MDTA2011976, Saint Michaels, MD 21663
    • 407 Seymour Ave, Saint Michaels, MD 21663
      407 Seymour Ave, Saint Michaels, MD 21663
      407 Seymour Ave, Saint Michaels, MD 21663
      /37

      Est $481,201

      Not Listed For Sale

      407 Seymour Ave, Saint Michaels, MD 21663

      • 3 Beds
      • 1.5 Baths
      • 1,918 Sq Ft
      • Built 1980
      407 Seymour Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 1 Day On Market

  • 9529 Quail Hollow Dr Unit 504, Saint Michaels, MD 21663
    9529 Quail Hollow Dr Unit 504, Saint Michaels, MD 21663
    9529 Quail Hollow Dr Unit 504, Saint Michaels, MD 21663
    /57

    $470,000

    Sold Mar 11, 2026

    9529 Quail Hollow Dr Unit 504, Saint Michaels, MD 21663

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft
    • Built 1996

    Last Sold Summary

    • $261/SF
    • 2 Days On Market

    Current Estimated Value $456,993

    Last Listing Agent Kate Koeppen Chesapeake Bay Real Estate Plus, LLC

    9529 Quail Hollow Dr Unit 504, Saint Michaels, MD 21663
    • 913 Riverview Terrace, Saint Michaels, MD 21663
      913 Riverview Terrace, Saint Michaels, MD 21663
      913 Riverview Terrace, Saint Michaels, MD 21663
      /41

      Est $762,514

      Not Listed For Sale

      913 Riverview Terrace, Saint Michaels, MD 21663

      • 3 Beds
      • 2.5 Baths
      • 1,977 Sq Ft
      • Built 1997
      913 Riverview Terrace, Saint Michaels, MD 21663

      Last Sold Summary

      • 0 Days On Market

  • 300 Perry St, Saint Michaels, MD 21663
    300 Perry St, Saint Michaels, MD 21663
    300 Perry St, Saint Michaels, MD 21663
    /10

    $135,000

    Sold Feb 11, 2026

    300 Perry St, Saint Michaels, MD 21663

    • Land
    • 6,098 Sq Ft
    • $964,286 per Acre

    Last Sold Summary

    • 16% Below List Price
    • 154 Days On Market

    Last Listing Agent Tammy Durbin Long & Foster Real Estate, Inc.

    300 Perry St, Saint Michaels, MD 21663
    • 103 W Marengo St, Saint Michaels, MD 21663
      103 W Marengo St, Saint Michaels, MD 21663
      103 W Marengo St, Saint Michaels, MD 21663
      /39

      Est $510,519

      Not Listed For Sale

      103 W Marengo St, Saint Michaels, MD 21663

      • 2 Beds
      • 1.5 Baths
      • 1,209 Sq Ft
      • Built 1940
      103 W Marengo St, Saint Michaels, MD 21663

      Last Sold Summary

      • 51 Days On Market

  • 24561 Deepwater Point Dr, Saint Michaels, MD 21663
    24561 Deepwater Point Dr, Saint Michaels, MD 21663
    24561 Deepwater Point Dr, Saint Michaels, MD 21663
    /57

    $620,000

    Sold Jul 29, 2026

    24561 Deepwater Point Dr, Saint Michaels, MD 21663

    • 3 Beds
    • 3 Baths
    • 2,144 Sq Ft
    • Built 1978

    Last Sold Summary

    • 11% Below List Price
    • $289/SF
    • 65 Days On Market

    Current Estimated Value $691,989

    Last Listing Agent Maureen McHugh Chesapeake Bay Real Estate Plus, LLC

    24561 Deepwater Point Dr, Saint Michaels, MD 21663
    • 7284 Solitude Rd, Saint Michaels, MD 21663
      7284 Solitude Rd, Saint Michaels, MD 21663
      7284 Solitude Rd, Saint Michaels, MD 21663
      /56

      Est $1,087,715

      Not Listed For Sale

      7284 Solitude Rd, Saint Michaels, MD 21663

      • 5 Beds
      • 4 Baths
      • 3,200 Sq Ft
      • Built 1983
      7284 Solitude Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 25 Days On Market

  • 117 Chesapeake Ave, Saint Michaels, MD 21663
    117 Chesapeake Ave, Saint Michaels, MD 21663
    /2

    $165,000

    Sold Mar 31, 2026

    117 Chesapeake Ave, Saint Michaels, MD 21663

    • Land
    • 7,405 Sq Ft
    • $970,588 per Acre

    Last Sold Summary

    • 4 Days On Market

    Current Estimated Value $158,624

    Last Listing Agent Richard Covell Meredith Fine Properties

    117 Chesapeake Ave, Saint Michaels, MD 21663
    • 402 N Talbot St, Saint Michaels, MD 21663
      402 N Talbot St, Saint Michaels, MD 21663
      402 N Talbot St, Saint Michaels, MD 21663
      /25

      Est $256,433

      Not Listed For Sale

      402 N Talbot St, Saint Michaels, MD 21663

      • 2 Beds
      • 2 Baths
      • 1,608 Sq Ft
      • Built 1850
      402 N Talbot St, Saint Michaels, MD 21663

      Last Sold Summary

      • 9 Days On Market

  • 105 Seymour Ave, Saint Michaels, MD 21663
    105 Seymour Ave, Saint Michaels, MD 21663
    105 Seymour Ave, Saint Michaels, MD 21663
    /39

    $410,000

    Sold Jul 14, 2026

    105 Seymour Ave, Saint Michaels, MD 21663

    • 2 Beds
    • 1 Bath
    • 1,080 Sq Ft
    • Built 1947

    Last Sold Summary

    • $380/SF
    • 201 Days On Market

    Current Estimated Value $453,655

    Last Listing Agent Pamela Ackermann-Doll RE/MAX Executive

    105 Seymour Ave, Saint Michaels, MD 21663
    • 7930 Church Neck Rd, Saint Michaels, MD 21663
      7930 Church Neck Rd, Saint Michaels, MD 21663
      7930 Church Neck Rd, Saint Michaels, MD 21663
      /44

      Est $1,856,494

      Not Listed For Sale

      7930 Church Neck Rd, Saint Michaels, MD 21663

      • 3 Beds
      • 3.5 Baths
      • 2,670 Sq Ft
      • Built 1982
      7930 Church Neck Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 1 Day On Market

  • 0 Pea Neck Rd Map 32 Parcel 76 Lot 2, Saint Michaels, MD 21663
    0 Pea Neck Rd Map 32 Parcel 76 Lot 2, Saint Michaels, MD 21663
    0 Pea Neck Rd Map 32 Parcel 76 Lot 2, Saint Michaels, MD 21663
    /3

    $250,000

    Sold Dec 05, 2025

    0 Pea Neck Rd Map 32 Parcel 76 Lot 2, Saint Michaels, MD 21663

    • Land
    • 2 Acres
    • $125,000 per Acre

    Last Sold Summary

    • 5 Days On Market

    Last Listing Agent Dennis Covey Meredith Fine Properties

    0 Pea Neck Rd Map 32 Parcel 76 Lot 2, Saint Michaels, MD 21663
    • 103 N Harbor Rd, Saint Michaels, MD 21663
      103 N Harbor Rd, Saint Michaels, MD 21663
      103 N Harbor Rd, Saint Michaels, MD 21663
      /72

      Est $2,310,686

      Not Listed For Sale

      103 N Harbor Rd, Saint Michaels, MD 21663

      • 4 Beds
      • 4.5 Baths
      • 3,732 Sq Ft
      • Built 1954
      103 N Harbor Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 6 Days On Market

  • 24977 Back Creek Dr, Saint Michaels, MD 21663
    24977 Back Creek Dr, Saint Michaels, MD 21663
    24977 Back Creek Dr, Saint Michaels, MD 21663
    /70

    $685,000

    Sold Jun 10, 2026

    24977 Back Creek Dr, Saint Michaels, MD 21663

    • 4 Beds
    • 3.5 Baths
    • 3,010 Sq Ft
    • Built 2006

    Last Sold Summary

    • 14% Below List Price
    • $228/SF
    • 120 Days On Market

    Current Estimated Value $723,514

    Last Listing Agent Eddie Mangold Benson & Mangold, LLC

    24977 Back Creek Dr, Saint Michaels, MD 21663
    • 24756 Rays Point Rd, Saint Michaels, MD 21663
      24756 Rays Point Rd, Saint Michaels, MD 21663
      24756 Rays Point Rd, Saint Michaels, MD 21663
      /45

      Est $2,156,586

      Not Listed For Sale

      24756 Rays Point Rd, Saint Michaels, MD 21663

      • 7 Beds
      • 5.5 Baths
      • 4,861 Sq Ft
      • Built 2009
      24756 Rays Point Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 43 Days On Market

  • 10376 Claiborne Rd, Claiborne, MD 21624
    10376 Claiborne Rd, Claiborne, MD 21624
    10376 Claiborne Rd, Claiborne, MD 21624
    /56

    $220,000

    Sold Sep 01, 2025

    10376 Claiborne Rd, Claiborne, MD 21624

    • 3 Beds
    • 1 Bath
    • 1,282 Sq Ft
    • Built 1960

    Last Sold Summary

    • $172/SF
    • 358 Days On Market

    Current Estimated Value $231,520

    Last Listing Agent Jana Meredith Meredith Fine Properties

    10376 Claiborne Rd, Claiborne, MD 21624
    • 8060 Bozman Neavitt Rd, Bozman, MD 21612
      8060 Bozman Neavitt Rd, Bozman, MD 21612
      8060 Bozman Neavitt Rd, Bozman, MD 21612
      /80

      Est $1,063,347

      Not Listed For Sale

      8060 Bozman Neavitt Rd, Bozman, MD 21612

      • 4 Beds
      • 3 Baths
      • 2,407 Sq Ft
      • Built 1930
      8060 Bozman Neavitt Rd, Bozman, MD 21612

      Last Sold Summary

      • 187 Days On Market

  • 23869 New Land Dr, St. Michaels, MD 21663
    23869 New Land Dr, St. Michaels, MD 21663
    23869 New Land Dr, St. Michaels, MD 21663
    /69

    $1,600,000

    Sold Dec 12, 2025

    23869 New Land Dr, St. Michaels, MD 21663

    • 3 Beds
    • 2 Baths
    • 2,717 Sq Ft
    • Built 1970

    Last Sold Summary

    • $589/SF
    • 31 Days On Market

    Current Estimated Value $1,564,843

    Last Listing Agent Keith Hensley Meredith Fine Properties

    23869 New Land Dr, St. Michaels, MD 21663
    • 24700 Rays Point Rd, Saint Michaels, MD 21663
      24700 Rays Point Rd, Saint Michaels, MD 21663
      24700 Rays Point Rd, Saint Michaels, MD 21663
      /50

      Est $1,419,758

      Not Listed For Sale

      24700 Rays Point Rd, Saint Michaels, MD 21663

      • 3 Beds
      • 1.5 Baths
      • 1,484 Sq Ft
      • Built 1967
      24700 Rays Point Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 2 Days On Market

  • 0 Radcliff Ave Unit MDTA2007626, Saint Michaels, MD 21663
    0 Radcliff Ave Unit MDTA2007626, Saint Michaels, MD 21663
    0 Radcliff Ave Unit MDTA2007626, Saint Michaels, MD 21663
    /10

    $182,500

    Sold Aug 26, 2025

    0 Radcliff Ave Unit MDTA2007626, Saint Michaels, MD 21663

    • Land
    • 5,662 Sq Ft
    • $1,403,846 per Acre

    Last Sold Summary

    • 178 Days On Market

    Last Listing Agent Tiffany Cloud Meredith Fine Properties

    0 Radcliff Ave Unit MDTA2007626, Saint Michaels, MD 21663
    • 9802 Martingham Cir, Saint Michaels, MD 21663
      9802 Martingham Cir, Saint Michaels, MD 21663
      9802 Martingham Cir, Saint Michaels, MD 21663
      /49

      Est $1,763,748

      Not Listed For Sale

      9802 Martingham Cir, Saint Michaels, MD 21663

      • 4 Beds
      • 3.5 Baths
      • 3,698 Sq Ft
      • Built 1982
      9802 Martingham Cir, Saint Michaels, MD 21663

      Last Sold Summary

  • 24830 Deepwater Point Dr, Saint Michaels, MD 21663
    24830 Deepwater Point Dr, Saint Michaels, MD 21663
    /2

    $2,435,000

    Sold May 22, 2026

    24830 Deepwater Point Dr, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 2,875 Sq Ft
    • Built 1978

    Last Sold Summary

    • $847/SF
    • 1 Day On Market

    Current Estimated Value $2,403,209

    Last Listing Agent Cornelia Heckenbach Long & Foster Real Estate, Inc.

    24830 Deepwater Point Dr, Saint Michaels, MD 21663
    • 1104 Harrison Ave, Saint Michaels, MD 21663
      1104 Harrison Ave, Saint Michaels, MD 21663
      1104 Harrison Ave, Saint Michaels, MD 21663
      /42

      Est $455,751

      Not Listed For Sale

      1104 Harrison Ave, Saint Michaels, MD 21663

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1983
      1104 Harrison Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 43 Days On Market

  • 24580 #2 Deepwater Point, Saint Michaels, MD 21663
    24580 #2 Deepwater Point, Saint Michaels, MD 21663
    24580 #2 Deepwater Point, Saint Michaels, MD 21663
    /38

    $399,000

    Sold Jul 09, 2026

    24580 #2 Deepwater Point, Saint Michaels, MD 21663

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1978

    Last Sold Summary

    • 3% Below List Price
    • $308/SF
    • 32 Days On Market

    Last Listing Agent Larry Brennan TTR Sotheby's International Realty

    24580 #2 Deepwater Point, Saint Michaels, MD 21663
    • 9539 Quail Hollow Dr Unit 302, Saint Michaels, MD 21663
      9539 Quail Hollow Dr Unit 302, Saint Michaels, MD 21663
      9539 Quail Hollow Dr Unit 302, Saint Michaels, MD 21663
      /28

      Est $398,592

      Not Listed For Sale

      9539 Quail Hollow Dr Unit 302, Saint Michaels, MD 21663

      • 2 Beds
      • 2.5 Baths
      • 1,800 Sq Ft
      • Built 1973
      9539 Quail Hollow Dr Unit 302, Saint Michaels, MD 21663

      Last Sold Summary

      • 119 Days On Market

  • 23869 Mount Misery Rd, Saint Michaels, MD 21663
    23869 Mount Misery Rd, Saint Michaels, MD 21663
    23869 Mount Misery Rd, Saint Michaels, MD 21663
    /34

    $740,000

    Sold May 01, 2026

    23869 Mount Misery Rd, Saint Michaels, MD 21663

    • 3 Beds
    • 2 Baths
    • 1,518 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Below List Price
    • $487/SF
    • 2 Days On Market

    Current Estimated Value $735,444

    Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    23869 Mount Misery Rd, Saint Michaels, MD 21663
    • 216 Madison Ave, Saint Michaels, MD 21663
      216 Madison Ave, Saint Michaels, MD 21663
      216 Madison Ave, Saint Michaels, MD 21663
      /48

      Est $424,991

      Not Listed For Sale

      216 Madison Ave, Saint Michaels, MD 21663

      • 3 Beds
      • 2 Baths
      • 1,196 Sq Ft
      • Built 1970
      216 Madison Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 37 Days On Market

  • 24560 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
    24560 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
    24560 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
    /57

    $339,000

    Sold Nov 14, 2025

    24560 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1978

    Last Sold Summary

    • $262/SF
    • 342 Days On Market

    Last Listing Agent Jane Baker Benson & Mangold, LLC

    24560 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
    • 6975 Pea Neck Rd, Saint Michaels, MD 21663
      6975 Pea Neck Rd, Saint Michaels, MD 21663
      6975 Pea Neck Rd, Saint Michaels, MD 21663
      /22

      Est $1,752,720

      Not Listed For Sale

      6975 Pea Neck Rd, Saint Michaels, MD 21663

      • 3 Beds
      • 3.5 Baths
      • 3,488 Sq Ft
      • Built 1986
      6975 Pea Neck Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 1 Day On Market

  • 1026 Riverview Terrace, Saint Michaels, MD 21663
    1026 Riverview Terrace, Saint Michaels, MD 21663
    1026 Riverview Terrace, Saint Michaels, MD 21663
    /79

    $1,210,000

    Sold Sep 12, 2025

    1026 Riverview Terrace, Saint Michaels, MD 21663

    • 4 Beds
    • 4 Baths
    • 2,535 Sq Ft
    • Built 1954

    Last Sold Summary

    • $477/SF
    • 123 Days On Market

    Current Estimated Value $1,130,327

    Last Listing Agent Carolina Barksdale Benson & Mangold, LLC

    1026 Riverview Terrace, Saint Michaels, MD 21663
    • 705 Long Ln, Saint Michaels, MD 21663
      705 Long Ln, Saint Michaels, MD 21663
      705 Long Ln, Saint Michaels, MD 21663
      /31

      Est $499,866

      Not Listed For Sale

      705 Long Ln, Saint Michaels, MD 21663

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1974
      705 Long Ln, Saint Michaels, MD 21663

      Last Sold Summary

      • 0 Days On Market

Showing Results 201 - 240, Page 6 of 18

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