81

Recently Sold Homes in 21663

Section Image
  • /89

    $360,000 Sold Dec 05, 2025

    9539 Quail Hollow Dr Unit 303, Saint Michaels, MD 21663

    • 2 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Built 1973

    Last Sold Summary

    • $200/SF
    • 52 Days On Market

    Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    9539 Quail Hollow Dr Unit 303, Saint Michaels, MD 21663
  • /52

    $850,000 Sold Jul 31, 2025

    504 S Talbot St, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 2,072 Sq Ft
    • Built 1900

    Last Sold Summary

    • $410/SF
    • 76 Days On Market

    Current Estimated Value $846,861

    Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    504 S Talbot St, Saint Michaels, MD 21663
  • /48

    $1,400,000 Sold Nov 21, 2025

    8095 Church Neck Rd, Saint Michaels, MD 21663

    • 4 Beds
    • 2.5 Baths
    • 3,340 Sq Ft
    • Built 1991

    Last Sold Summary

    • $419/SF
    • 26 Days On Market

    Last Listing Agent Laura Carney TTR Sotheby's International Realty

    8095 Church Neck Rd, Saint Michaels, MD 21663
  • /41

    $435,000 Sold Jun 23, 2025

    9545 Quail Hollow Dr Unit 206, Saint Michaels, MD 21663

    • 3 Beds
    • 2 Baths
    • 1,752 Sq Ft
    • Built 1973

    Last Sold Summary

    • $248/SF
    • 33 Days On Market

    Current Estimated Value $426,394

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

    9545 Quail Hollow Dr Unit 206, Saint Michaels, MD 21663
  • /80

    $900,000 Sold Feb 28, 2025

    8080 Bozman Neavitt Rd, Saint Michaels, MD 21663

    • 3 Beds
    • 3 Baths
    • 5,869 Sq Ft
    • Built 1960

    Last Sold Summary

    • $153/SF
    • 9 Days On Market

    Current Estimated Value $1,072,709

    Last Listing Agent Mary Lapides Cummings & Co. Realtors

    8080 Bozman Neavitt Rd, Saint Michaels, MD 21663
  • /28

    $1,175,000 Sold Nov 14, 2025

    205 E Chew Ave, Saint Michaels, MD 21663

    • 2 Beds
    • 1.5 Baths
    • 1,780 Sq Ft
    • Built 1889

    Last Sold Summary

    • $660/SF
    • 153 Days On Market

    Last Listing Agent Brian Gearhart Benson & Mangold, LLC

    205 E Chew Ave, Saint Michaels, MD 21663
  • /49

    $475,000 Sold Sep 18, 2025

    110 Lee St, Saint Michaels, MD 21663

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 2024

    Last Sold Summary

    • $317/SF
    • 79 Days On Market

    Last Listing Agent Chance Stem LPT Realty, LLC

    110 Lee St, Saint Michaels, MD 21663
  • /6

    $685,000 Sold Feb 07, 2025

    0 Pea Neck Rd Unit MDTA2008994, Saint Michaels, MD 21663

    • Land
    • 16.06 Acres
    • $42,653 per Acre

    Last Sold Summary

    • 16 Days On Market

    Last Listing Agent Coard Benson Benson & Mangold, LLC

    0 Pea Neck Rd Unit MDTA2008994, Saint Michaels, MD 21663
  • /41

    $475,000 Sold Nov 21, 2025

    25028 Maplewood Dr, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft
    • Built 1999

    Last Sold Summary

    • $330/SF
    • 3 Days On Market

    Last Listing Agent Monica Penwell TTR Sotheby's International Realty

    25028 Maplewood Dr, Saint Michaels, MD 21663
  • /93

    $7,000,000 Sold Aug 28, 2025

    24629 Beverly Rd, Saint Michaels, MD 21663

    • 5 Beds
    • 7 Baths
    • 10,309 Sq Ft
    • Built 2002

    Last Sold Summary

    • $679/SF
    • 472 Days On Market

    Current Estimated Value $7,340,433

    Last Listing Agent Clifford Meredith Meredith Fine Properties

    24629 Beverly Rd, Saint Michaels, MD 21663
  • /43

    $2,190,000 Sold Dec 19, 2025

    25500 Chance Farm Rd, Royal Oak, MD 21662

    • 4 Beds
    • 3.5 Baths
    • 3,248 Sq Ft
    • Built 1989

    Last Sold Summary

    • $674/SF
    • 65 Days On Market

    Last Listing Agent Laura Carney TTR Sotheby's International Realty

    25500 Chance Farm Rd, Royal Oak, MD 21662
  • /18

    $1,310,000 Sold May 16, 2025

    104 W Chew Ave, Saint Michaels, MD 21663

    • 2 Beds
    • 2 Baths
    • 2,654 Sq Ft
    • Built 1900

    Last Sold Summary

    • $494/SF

    Current Estimated Value $1,290,469

    Last Listing Agent datacorrect BrightMLS Non Subscribing Office

    104 W Chew Ave, Saint Michaels, MD 21663
  • /28

    $439,999 Sold Nov 06, 2025

    25070 Hurley Ln, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 1,505 Sq Ft
    • Built 2003

    Last Sold Summary

    • $292/SF
    • 402 Days On Market

    Last Listing Agent Stephany Barrett Long & Foster Real Estate, Inc.

    25070 Hurley Ln, Saint Michaels, MD 21663
  • /2

    $662,500 Sold Jul 18, 2025

    109 W Chew Ave, Saint Michaels, MD 21663

    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft
    • Built 1920

    Last Sold Summary

    • $363/SF
    • 21 Days On Market

    Current Estimated Value $697,924

    Last Listing Agent Barbara Watkins Benson & Mangold, LLC

    109 W Chew Ave, Saint Michaels, MD 21663
  • /12

    $140,000 Sold May 09, 2025

    226 North St, Saint Michaels, MD 21663

    • Land
    • 0.21 Acre
    • $666,667 per Acre

    Last Sold Summary

    • 247 Days On Market

    Current Estimated Value $151,387

    Last Listing Agent Jennifer Pogoda Redfin Corp

    226 North St, Saint Michaels, MD 21663
  • /70

    $795,000 Sold Jun 30, 2025

    7896 Hart Glen Ct, Saint Michaels, MD 21663

    • 4 Beds
    • 2.5 Baths
    • 3,038 Sq Ft
    • Built 2005

    Last Sold Summary

    • $262/SF
    • 14 Days On Market

    Current Estimated Value $821,465

    Last Listing Agent Kathleen Coale Benson & Mangold, LLC

    7896 Hart Glen Ct, Saint Michaels, MD 21663
  • /57

    $775,000 Sold Dec 02, 2025

    106 Grace St, Saint Michaels, MD 21663

    • 3 Beds
    • 1.5 Baths
    • 2,068 Sq Ft
    • Built 1890

    Last Sold Summary

    • $375/SF
    • 3 Days On Market

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

    106 Grace St, Saint Michaels, MD 21663
  • /58

    $575,000 Sold Jun 27, 2025

    106 Boundary Ln, Saint Michaels, MD 21663

    • 3 Beds
    • 2 Baths
    • 1,490 Sq Ft
    • Built 1997

    Last Sold Summary

    • $386/SF
    • 32 Days On Market

    Current Estimated Value $572,144

    Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    106 Boundary Ln, Saint Michaels, MD 21663
  • /10

    $240,000 Sold Dec 15, 2025

    0 Grace St Unit MDTA2012346, Saint Michaels, MD 21663

    • Land
    • 0.17 Acre
    • $1,411,765 per Acre

    Last Sold Summary

    • 3 Days On Market

    Last Listing Agent Connor LeMire Benson & Mangold, LLC

    0 Grace St Unit MDTA2012346, Saint Michaels, MD 21663
  • /34

    $995,000 Sold Oct 08, 2025

    408 Water St, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 1,893 Sq Ft
    • Built 1972

    Last Sold Summary

    • $526/SF
    • 3 Days On Market

    Current Estimated Value $986,301

    Last Listing Agent Laura Carney TTR Sotheby's International Realty

    408 Water St, Saint Michaels, MD 21663
  • /42

    $785,000 Sold Oct 15, 2025

    304 N Talbot St, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 2,028 Sq Ft
    • Built 2021

    Last Sold Summary

    • $387/SF
    • 3 Days On Market

    Current Estimated Value $782,694

    Last Listing Agent Wink Cowee Benson & Mangold, LLC

    304 N Talbot St, Saint Michaels, MD 21663
  • /38

    $2,700,000 Sold Oct 15, 2025

    900 Riverview Terrace, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 3,393 Sq Ft
    • Built 1987

    Last Sold Summary

    • $796/SF
    • 70 Days On Market

    Current Estimated Value $2,695,616

    Last Listing Agent Robert Lacaze TTR Sotheby's International Realty

    900 Riverview Terrace, Saint Michaels, MD 21663
  • /41

    $925,000 Sold Aug 11, 2025

    7841 Pea Neck Rd, Saint Michaels, MD 21663

    • 3 Beds
    • 3.5 Baths
    • 3,069 Sq Ft
    • Built 2008

    Last Sold Summary

    • $301/SF
    • 1 Day On Market

    Current Estimated Value $922,219

    Last Listing Agent Dennis Covey Meredith Fine Properties

    7841 Pea Neck Rd, Saint Michaels, MD 21663
  • /50

    $3,300,000 Sold Jun 06, 2025

    23686 Mount Pleasant Landing Cir, Saint Michaels, MD 21663

    • 4 Beds
    • 4.5 Baths
    • 4,090 Sq Ft
    • Built 1998

    Last Sold Summary

    • $807/SF
    • 4 Days On Market

    Current Estimated Value $3,164,834

    Last Listing Agent Eugene Smith TTR Sotheby's International Realty

    23686 Mount Pleasant Landing 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

    Last Listing Agent Larry Brennan TTR Sotheby's International Realty

    510 Tenant Cir, 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

    Last Listing Agent Laura Carney TTR Sotheby's International Realty

    9171 Deepwater Point Rd, Saint Michaels, MD 21663
  • /14

    $226,000 Sold Apr 30, 2025

    315 Dodson Ave, Saint Michaels, MD 21663

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Built 1981

    Last Sold Summary

    • $226/SF
    • 9 Days On Market

    Current Estimated Value $250,491

    Last Listing Agent Gina Gargeu Century 21 Downtown

    315 Dodson Ave, 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
  • /19

    $275,000 Sold Jul 31, 2025

    112 Mitchell St, Saint Michaels, MD 21663

    • 3 Beds
    • 1 Bath
    • 1,368 Sq Ft
    • Built 1984

    Last Sold Summary

    • $201/SF
    • 126 Days On Market

    Current Estimated Value $302,541

    Last Listing Agent Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    112 Mitchell St, Saint Michaels, MD 21663
  • /50

    $2,600,000 Sold Jan 30, 2025

    1003 Riverview Terrace, Saint Michaels, MD 21663

    • 4 Beds
    • 4.5 Baths
    • 4,320 Sq Ft
    • Built 2006

    Last Sold Summary

    • $602/SF
    • 3 Days On Market

    Current Estimated Value $2,577,826

    Last Listing Agent Laura Carney TTR Sotheby's International Realty

    1003 Riverview Terrace, 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
  • /65

    $335,000 Sold Jun 20, 2025

    9531 Quail Hollow Dr Unit 403, Saint Michaels, MD 21663

    • 2 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Built 1973

    Last Sold Summary

    • $186/SF
    • 221 Days On Market

    Current Estimated Value $347,718

    Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    9531 Quail Hollow Dr Unit 403, Saint Michaels, MD 21663
  • /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 $232,920

    Last Listing Agent Jana Meredith Meredith Fine Properties

    10376 Claiborne Rd, Claiborne, MD 21624
  • /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

    Last Listing Agent Keith Hensley Meredith Fine Properties

    23869 New Land Dr, St. Michaels, MD 21663
  • /10

    $182,500 Sold Aug 26, 2025

    0 Radcliff Ave Unit MDTA2007626, Saint Michaels, MD 21663

    • Land
    • 0.13 Acre
    • $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
  • /70

    $1,840,000 Sold Jun 25, 2025

    7171 Drum Point Rd, Saint Michaels, MD 21663

    • 4 Beds
    • 3 Baths
    • 3,000 Sq Ft
    • Built 1969

    Last Sold Summary

    • $613/SF
    • 11 Days On Market

    Current Estimated Value $1,777,213

    Last Listing Agent Larry Brennan TTR Sotheby's International Realty

    7171 Drum Point Rd, Saint Michaels, MD 21663
  • /5

    $165,000 Sold Jul 30, 2025

    111 Gloria Ave, Saint Michaels, MD 21663

    • 3 Beds
    • 1 Bath
    • 1,125 Sq Ft
    • Built 1965

    Last Sold Summary

    • $147/SF
    • 2 Days On Market

    Current Estimated Value $181,643

    Last Listing Agent Jamie Latham Benson & Mangold, LLC

    111 Gloria Ave, Saint Michaels, MD 21663
  • /25

    $880,000 Sold Feb 06, 2025

    9171 Deepwater Point Rd, Saint Michaels, MD 21663

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

    Last Sold Summary

    • $215/SF
    • 8 Days On Market

    Last Listing Agent Wink Cowee Benson & Mangold, LLC

    9171 Deepwater Point Rd, 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
  • /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 $1,148,231

    Last Listing Agent Carolina Barksdale Benson & Mangold, LLC

    1026 Riverview Terrace, Saint Michaels, MD 21663

Showing Results 41 - 80, Page 2 of 3

How to Buy a Home How to Finance a Home How to Sell a Home