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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 $417,943

    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 $507,527

    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 $1,319,715

    Last Listing Agent Laura Carney TTR Sotheby's International Realty

    204 Mulberry St, Saint Michaels, MD 21663
  • /64

    $680,000

    Sold Sep 15, 2026

    24965 Back Creek Dr, Saint Michaels, MD 21663

    • 4 Beds
    • 2.5 Baths
    • 2,798 Sq Ft
    • Built 2006

    Last Sold Summary

    • 8% Below List Price
    • $243/SF
    • 129 Days On Market

    Current Estimated Value $727,600

    Last Listing Agent Kathleen Coale Benson & Mangold, LLC

    24965 Back Creek Dr, 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 $787,887

    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 $1,821,739

    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 $1,129,761

    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 $1,234,934

    Last Listing Agent Justin Pokrywka Taylor Properties

    106 E Chestnut St, 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 $2,032,285

    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 $1,159,062

    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 $594,566

    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
  • /93

    $2,125,000

    Sold Aug 05, 2026

    203 E Chew Ave, Saint Michaels, MD 21663

    • 5 Beds
    • 5.5 Baths
    • 4,673 Sq Ft
    • Built 2008

    Last Sold Summary

    • 16% Below List Price
    • $455/SF
    • 79 Days On Market

    Current Estimated Value $1,993,181

    Last Listing Agent Richard Minchik Benson & Mangold, LLC

    203 E Chew Ave, 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
  • /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 $3,533,050

    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 $1,155,956

    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
  • /2

    $1,825,000

    Sold Aug 10, 2026

    222 E Chestnut St, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 2,284 Sq Ft
    • Built 1996

    Last Sold Summary

    • 3% Below List Price
    • $799/SF
    • 110 Days On Market

    Current Estimated Value $1,858,095

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

    222 E Chestnut St, Saint Michaels, MD 21663
  • /64

    $1,187,500

    Sold Aug 25, 2026

    344 Perry Cabin Dr, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 1,836 Sq Ft
    • Built 1988

    Last Sold Summary

    • 9% Below List Price
    • $647/SF
    • 43 Days On Market

    Current Estimated Value $1,232,560

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

    344 Perry Cabin Dr, 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 $1,917,934

    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 $229,749

    Last Listing Agent Harry Kaiser Coldwell Banker Realty

    209 Webb Ln, Saint Michaels, MD 21663
  • /43

    $600,000

    Sold Sep 18, 2026

    9206 Martingham Dr, Saint Michaels, MD 21663

    • 4 Beds
    • 2.5 Baths
    • 2,841 Sq Ft
    • Built 1980

    Last Sold Summary

    • 5% Below List Price
    • $211/SF
    • 41 Days On Market

    Current Estimated Value $733,162

    Last Listing Agent Salar Hakimi Samson Properties

    9206 Martingham Dr, 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 $784,915

    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
  • /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 $773,211

    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 $693,224

    Last Listing Agent Lish 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 $331,237

    Last Listing Agent Amy Berry Meredith Fine Properties

    24362 Widgeon Place Unit 4, Saint Michaels, MD 21663
  • /89

    $969,000

    Sold Sep 09, 2026

    504 Seymour Ave, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Built 1990

    Last Sold Summary

    • 19% Below List Price
    • $440/SF
    • 101 Days On Market

    Current Estimated Value $1,032,988

    Last Listing Agent Barbara Watkins Benson & Mangold, LLC

    504 Seymour Ave, 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 $977,003

    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 $1,367,522

    Last Listing Agent Carolina Barksdale Benson & Mangold, LLC

    121 W Chestnut St, St. Michaels, MD 21663
  • /29

    $335,000

    Sold Sep 21, 2026

    24700 Deepwater Unit 23, Saint Michaels, MD 21663

    • 2 Beds
    • 2.5 Baths
    • 1,487 Sq Ft
    • Built 1979

    Last Sold Summary

    • 11% Below List Price
    • $225/SF
    • 121 Days On Market

    Last Listing Agent Tracy Higgs-Wagner Meredith Fine Properties

    24700 Deepwater Unit 23, 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 $794,773

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

    602 S Talbot 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 $777,623

    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 $841,389

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

    24312 Oakwood Park Rd, Saint Michaels, MD 21663
  • /135

    $1,522,000

    Sold Aug 28, 2026

    216 E Chew Ave, Saint Michaels, MD 21663

    • 4 Beds
    • 3.5 Baths
    • 3,575 Sq Ft
    • Built 1997

    Last Sold Summary

    • 15% Below List Price
    • $426/SF
    • 221 Days On Market

    Current Estimated Value $1,752,258

    Last Listing Agent Christopher Clinton Coldwell Banker Chesapeake Real Estate Company

    216 E Chew Ave, Saint Michaels, MD 21663

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