88

Recently Sold Homes in 21663

Section Image
  • /36

    $418,000

    Sold Apr 07, 2026

    24345 Widgeon Place Unit 25, Saint Michaels, MD 21663

    • 3 Beds
    • 3 Baths
    • 1,752 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Below List Price
    • $239/SF
    • 17 Days On Market

    Current Estimated Value $417,856

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

    24345 Widgeon Place Unit 25, Saint Michaels, MD 21663
  • /56

    $525,000

    Sold Sep 26, 2025

    109 Bush Terrace, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft
    • Built 1998

    Last Sold Summary

    • $284/SF
    • 4 Days On Market

    Current Estimated Value $506,356

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

    109 Bush Terrace, Saint Michaels, MD 21663
  • /40

    $1,350,000

    Sold Oct 27, 2025

    204 Mulberry St, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 2,320 Sq Ft
    • Built 1860

    Last Sold Summary

    • $582/SF
    • 2 Days On Market

    Current Estimated Value $1,304,843

    Last Listing Agent Laura Carney TTR Sotheby's International Realty

    204 Mulberry St, Saint Michaels, MD 21663
  • /33

    $787,500

    Sold Jan 15, 2026

    24420 Mallard Place, Saint Michaels, MD 21663

    • 4 Beds
    • 2.5 Baths
    • 2,493 Sq Ft
    • Built 1988

    Last Sold Summary

    • $316/SF
    • 97 Days On Market

    Current Estimated Value $775,330

    Last Listing Agent Robert Lacaze TTR Sotheby's International Realty

    24420 Mallard Place, Saint Michaels, MD 21663
  • /43

    $1,800,000

    Sold Oct 09, 2025

    7312 Solitude Rd, Saint Michaels, MD 21663

    • 4 Beds
    • 3 Baths
    • 3,308 Sq Ft
    • Built 1920

    Last Sold Summary

    • $544/SF
    • 1 Day On Market

    Current Estimated Value $1,782,684

    Last Listing Agent Larry Brennan TTR Sotheby's International Realty

    7312 Solitude Rd, Saint Michaels, MD 21663
  • /44

    $1,130,000

    Sold Feb 06, 2026

    24318 Oakwood Park Rd, Saint Michaels, MD 21663

    • 3 Beds
    • 3 Baths
    • 2,085 Sq Ft
    • Built 1968

    Last Sold Summary

    • $542/SF
    • 73 Days On Market

    Current Estimated Value $1,101,169

    Last Listing Agent Kathleen Eder Compass

    24318 Oakwood Park Rd, Saint Michaels, MD 21663
  • /39

    $1,225,000

    Sold Jun 05, 2026

    106 E Chestnut St, Saint Michaels, MD 21663

    • 2 Beds
    • 2.5 Baths
    • 2,282 Sq Ft
    • Built 1830

    Last Sold Summary

    • 8% Below List Price
    • $537/SF
    • 49 Days On Market

    Current Estimated Value $1,319,165

    Last Listing Agent Justin Pokrywka Taylor Properties

    106 E Chestnut St, Saint Michaels, MD 21663
  • /63

    $625,000

    Sold Aug 07, 2025

    9217 Martingham Dr, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 1,945 Sq Ft
    • Built 1988

    Last Sold Summary

    • $321/SF
    • 3 Days On Market

    Current Estimated Value $597,320

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

    9217 Martingham Dr, Saint Michaels, MD 21663
  • /2

    $499,000

    Sold Jul 20, 2026

    934 Calvert Ave, Saint Michaels, MD 21663

    • 3 Beds
    • 2 Baths
    • 1,574 Sq Ft
    • Built 2001

    Last Sold Summary

    • $317/SF
    • 14 Days On Market

    Current Estimated Value $496,104

    Last Listing Agent Will Stone Benson & Mangold, LLC

    934 Calvert Ave, Saint Michaels, MD 21663
  • /2

    $2,000,000

    Sold Jun 18, 2026

    938 Marea Terrace, Saint Michaels, MD 21663

    • 4 Beds
    • 5.5 Baths
    • 3,000 Sq Ft
    • Built 2020

    Last Sold Summary

    • 16% Below List Price
    • $667/SF
    • 83 Days On Market

    Current Estimated Value $1,996,581

    Last Listing Agent Carolina Barksdale Benson & Mangold, LLC

    938 Marea Terrace, Saint Michaels, MD 21663
  • /23

    $1,202,000

    Sold Feb 19, 2026

    7361 Solitude Rd, Saint Michaels, MD 21663

    • 3 Beds
    • 2 Baths
    • 2,012 Sq Ft
    • Built 1967

    Last Sold Summary

    • 1% Above List Price
    • $597/SF
    • 4 Days On Market

    Current Estimated Value $1,146,429

    Last Listing Agent Brian Gearhart Benson & Mangold, LLC

    7361 Solitude Rd, Saint Michaels, MD 21663
  • /61

    $580,000

    Sold Oct 31, 2025

    113 Thompson St, Saint Michaels, MD 21663

    • 3 Beds
    • 2 Baths
    • 1,566 Sq Ft
    • Built 1900

    Last Sold Summary

    • $370/SF
    • 69 Days On Market

    Current Estimated Value $586,547

    Last Listing Agent Kim Lally EXP Realty, LLC

    113 Thompson St, Saint Michaels, MD 21663
  • /18

    $425,000

    Sold Jun 15, 2026

    1206 Washington Dr, Saint Michaels, MD 21663

    • 4 Beds
    • 4 Baths
    • 2,420 Sq Ft
    • Built 1986

    Last Sold Summary

    • 15% Below List Price
    • $176/SF
    • 20 Days On Market

    Last Listing Agent Chuck Mangold Benson & Mangold, LLC

    1206 Washington Dr, Saint Michaels, MD 21663
  • /2

    $2,100,000

    Sold Jul 27, 2026

    8240 Tricefield Rd, Saint Michaels, MD 21663

    • 5 Beds
    • 6 Baths
    • 5,611 Sq Ft
    • Built 1989

    Last Sold Summary

    • 14% Below List Price
    • $374/SF

    Current Estimated Value $2,433,584

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

    8240 Tricefield Rd, Saint Michaels, MD 21663
  • /2

    $865,000

    Sold Aug 12, 2025

    109 Chesapeake Ave, Saint Michaels, MD 21663

    • 4 Beds
    • 2.5 Baths
    • 2,168 Sq Ft
    • Built 2022

    Last Sold Summary

    • $399/SF
    • 2 Days On Market

    Current Estimated Value $823,450

    Last Listing Agent Christopher Coppola Compass

    109 Chesapeake Ave, Saint Michaels, MD 21663
  • /80

    $3,200,000

    Sold Jul 15, 2026

    9791 Pintail Place, Saint Michaels, MD 21663

    • 5 Beds
    • 6 Baths
    • 7,300 Sq Ft
    • Built 1978

    Last Sold Summary

    • 8% Below List Price
    • $438/SF
    • 55 Days On Market

    Current Estimated Value $3,735,696

    Last Listing Agent Kathleen Eder Compass

    9791 Pintail Place, Saint Michaels, MD 21663
  • /57

    $1,152,500

    Sold Jun 10, 2026

    114 E Chew Ave, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 2,336 Sq Ft
    • Built 1890

    Last Sold Summary

    • 16% Below List Price
    • $493/SF
    • 76 Days On Market

    Current Estimated Value $1,227,146

    Last Listing Agent Wink Cowee Benson & Mangold, LLC

    114 E Chew Ave, Saint Michaels, MD 21663
  • /17

    $465,000

    Sold Jun 12, 2026

    314 Cove View Dr, Saint Michaels, MD 21663

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft
    • Built 1985

    Last Sold Summary

    • 7% Below List Price
    • $302/SF
    • 3 Days On Market

    Current Estimated Value $478,827

    Last Listing Agent Tracy Higgs-Wagner Meredith Fine Properties

    314 Cove View Dr, Saint Michaels, MD 21663
  • /77

    $1,135,000

    Sold Jul 27, 2026

    107 E Chestnut St, Saint Michaels, MD 21663

    • 2 Beds
    • 2 Baths
    • 2,024 Sq Ft
    • Built 1880

    Last Sold Summary

    • 3% Below List Price
    • $561/SF
    • 19 Days On Market

    Current Estimated Value $1,148,306

    Last Listing Agent Monica Penwell TTR Sotheby's International Realty

    107 E Chestnut St, Saint Michaels, MD 21663
  • /34

    $525,000

    Sold Apr 24, 2026

    25913 Royal Oak Rd, Royal Oak, MD 21662

    • 4 Beds
    • 2 Baths
    • 2,023 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Above List Price
    • $260/SF
    • 4 Days On Market

    Current Estimated Value $523,402

    Last Listing Agent Pamela Ackermann-Doll RE/MAX Executive

    25913 Royal Oak Rd, Royal Oak, MD 21662
  • /137

    $3,105,000

    Sold Aug 28, 2025

    23762 Mount Pleasant Landing Cir, Saint Michaels, MD 21663

    • 4 Beds
    • 4.5 Baths
    • 2,649 Sq Ft
    • Built 1965

    Last Sold Summary

    • $1,172/SF
    • 5 Days On Market

    Current Estimated Value $2,891,007

    Last Listing Agent Kimberly Kepnes Monument Sotheby's International Realty

    23762 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
  • /2

    $600,000

    Sold Aug 08, 2025

    901 S Talbot St, Saint Michaels, MD 21663

    • 3 Beds
    • 2 Baths
    • 1,660 Sq Ft
    • Built 1930

    Last Sold Summary

    • $361/SF
    • 82 Days On Market

    Current Estimated Value $568,394

    Last Listing Agent Barbara Watkins Benson & Mangold, LLC

    901 S Talbot St, Saint Michaels, MD 21663
  • /52

    $1,800,000

    Sold Nov 14, 2025

    23854 Mount Misery Rd, Saint Michaels, MD 21663

    • 3 Beds
    • 3.5 Baths
    • 4,012 Sq Ft
    • Built 1996

    Last Sold Summary

    • $449/SF
    • 1 Day On Market

    Current Estimated Value $1,803,591

    Last Listing Agent Brian Petzold Benson & Mangold, LLC

    23854 Mount Misery Rd, Saint Michaels, MD 21663
  • /33

    $236,000

    Sold Mar 31, 2026

    209 Webb Ln, Saint Michaels, MD 21663

    • 2 Beds
    • 1 Bath
    • 932 Sq Ft
    • Built 1981

    Last Sold Summary

    • 3% Above List Price
    • $253/SF
    • 44 Days On Market

    Current Estimated Value $227,832

    Last Listing Agent Harry Kaiser Coldwell Banker Realty

    209 Webb Ln, Saint Michaels, MD 21663
  • /39

    $630,000

    Sold Oct 10, 2025

    9560 Martingham Cir, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 2,350 Sq Ft
    • Built 2000

    Last Sold Summary

    • $268/SF
    • 61 Days On Market

    Current Estimated Value $629,705

    Last Listing Agent Debra Crouch Benson & Mangold, LLC

    9560 Martingham Cir, Saint Michaels, MD 21663
  • /37

    $785,000

    Sold Apr 30, 2026

    24822 Swan Rd, Saint Michaels, MD 21663

    • 3 Beds
    • 3 Baths
    • 2,439 Sq Ft
    • Built 1982

    Last Sold Summary

    • 5% Below List Price
    • $322/SF
    • 9 Days On Market

    Current Estimated Value $798,867

    Last Listing Agent Brian Gearhart Benson & Mangold, LLC

    24822 Swan Rd, Saint Michaels, MD 21663
  • /47

    $619,000

    Sold Oct 20, 2025

    231 Madison Ave, Saint Michaels, MD 21663

    • 2 Beds
    • 2 Baths
    • 1,702 Sq Ft
    • Built 1972

    Last Sold Summary

    • $364/SF
    • 18 Days On Market

    Current Estimated Value $592,287

    Last Listing Agent Monica Penwell TTR Sotheby's International Realty

    231 Madison Ave, Saint Michaels, MD 21663
  • /39

    $965,000

    Sold Jan 30, 2026

    9792 Martingham Cir, Saint Michaels, MD 21663

    • 3 Beds
    • 3 Baths
    • 2,135 Sq Ft
    • Built 1990

    Last Sold Summary

    • 1% Below List Price
    • $452/SF
    • 12 Days On Market

    Current Estimated Value $963,962

    Last Listing Agent Keith Hensley Meredith Fine Properties

    9792 Martingham Cir, Saint Michaels, MD 21663
  • /66

    $765,000

    Sold Jun 03, 2026

    24912 Back Creek Dr, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 3,166 Sq Ft
    • Built 2004

    Last Sold Summary

    • $242/SF
    • 162 Days On Market

    Current Estimated Value $784,022

    Last Listing Agent Kathleen Coale Benson & Mangold, LLC

    24912 Back Creek Dr, Saint Michaels, MD 21663
  • /30

    $699,000

    Sold Nov 13, 2025

    9235 Martingham Dr, Saint Michaels, MD 21663

    • 3 Beds
    • 3 Baths
    • 2,646 Sq Ft
    • Built 1995

    Last Sold Summary

    • $264/SF
    • 6 Days On Market

    Current Estimated Value $691,677

    Last Listing Agent Alicia Gannon Dulin Benson & Mangold, LLC

    9235 Martingham Dr, Saint Michaels, MD 21663
  • /41

    $330,000

    Sold Mar 17, 2026

    24362 Widgeon Place Unit 4, Saint Michaels, MD 21663

    • 2 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Built 1986

    Last Sold Summary

    • $183/SF
    • 136 Days On Market

    Current Estimated Value $329,128

    Last Listing Agent Amy Berry Meredith Fine Properties

    24362 Widgeon Place Unit 4, Saint Michaels, MD 21663
  • /46

    $1,000,000

    Sold Feb 13, 2026

    100 Grace St, St. Michaels, MD 21663

    • 2 Beds
    • 2.5 Baths
    • 1,445 Sq Ft
    • Built 1890

    Last Sold Summary

    • $692/SF
    • 28 Days On Market

    Current Estimated Value $949,337

    Last Listing Agent Debra Crouch Benson & Mangold, LLC

    100 Grace St, St. Michaels, MD 21663
  • /57

    $1,395,000

    Sold Jun 22, 2026

    121 W Chestnut St, St. Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 2,540 Sq Ft
    • Built 1890

    Last Sold Summary

    • $549/SF
    • 1 Day On Market

    Current Estimated Value $1,379,326

    Last Listing Agent Carolina Barksdale Benson & Mangold, LLC

    121 W Chestnut St, St. Michaels, MD 21663
  • /76

    $660,000

    Sold Sep 16, 2025

    204 W Chew Ave, Saint Michaels, MD 21663

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1890

    Last Sold Summary

    • $440/SF
    • 4 Days On Market

    Current Estimated Value $629,092

    Last Listing Agent Ani Gonzalez-Brunet Coldwell Banker Realty

    204 W Chew Ave, Saint Michaels, MD 21663
  • /46

    $740,000

    Sold Oct 02, 2025

    602 S Talbot St, Saint Michaels, MD 21663

    • 4 Beds
    • 2.5 Baths
    • 2,433 Sq Ft
    • Built 1890

    Last Sold Summary

    • 33% Below List Price
    • $304/SF
    • 844 Days On Market

    Current Estimated Value $742,205

    Last Listing Agent Cheri Bruce-Phipps TTR Sotheby's International Realty

    602 S Talbot St, Saint Michaels, MD 21663
  • /69

    $800,000

    Sold Aug 15, 2025

    103 Mulberry St, Saint Michaels, MD 21663

    • 4 Beds
    • 1.5 Baths
    • 1,596 Sq Ft
    • Built 1860

    Last Sold Summary

    • $501/SF
    • 149 Days On Market

    Current Estimated Value $755,803

    Last Listing Agent Tom Crouch Benson & Mangold, LLC

    103 Mulberry St, Saint Michaels, MD 21663
  • /16

    $1,000,000

    Sold Oct 08, 2025

    320 Perry Cabin Dr, Saint Michaels, MD 21663

    • 2 Beds
    • 2.5 Baths
    • 1,557 Sq Ft
    • Built 1988

    Last Sold Summary

    • $642/SF
    • 1 Day On Market

    Current Estimated Value $1,066,643

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

    320 Perry Cabin Dr, Saint Michaels, MD 21663
  • /38

    $800,000

    Sold Nov 17, 2025

    207 Seymour Ave, Saint Michaels, MD 21663

    • 4 Beds
    • 3.5 Baths
    • 1,983 Sq Ft
    • Built 1949

    Last Sold Summary

    • $403/SF
    • 17 Days On Market

    Current Estimated Value $761,936

    Last Listing Agent Larry Brennan TTR Sotheby's International Realty

    207 Seymour Ave, Saint Michaels, MD 21663
  • /54

    $825,000

    Sold Oct 28, 2025

    24312 Oakwood Park Rd, Saint Michaels, MD 21663

    • 2 Beds
    • 1 Bath
    • 836 Sq Ft
    • Built 1952

    Last Sold Summary

    • $987/SF
    • 25 Days On Market

    Current Estimated Value $814,050

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

    24312 Oakwood Park Rd, Saint Michaels, MD 21663
  • /88

    $1,780,000

    Sold May 28, 2026

    23857 Ebb Point Rd, Bozman, MD 21612

    • 4 Beds
    • 3.5 Baths
    • 2,250 Sq Ft
    • Built 1986

    Last Sold Summary

    • $791/SF
    • 294 Days On Market

    Current Estimated Value $1,719,292

    Last Listing Agent Tiffany Cloud Meredith Fine Properties

    23857 Ebb Point Rd, Bozman, MD 21612

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