88

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

    Current Estimated Value $357,631

    Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    9539 Quail Hollow Dr Unit 303, Saint Michaels, MD 21663
  • /59

    $1,950,000

    Sold Jul 17, 2026

    8670 Bozman Neavitt Rd, Saint Michaels, MD 21663

    • 3 Beds
    • 3 Baths
    • 2,365 Sq Ft
    • Built 1956

    Last Sold Summary

    • 2% Below List Price
    • $825/SF
    • 10 Days On Market

    Current Estimated Value $1,356,903

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

    8670 Bozman Neavitt Rd, Saint Michaels, MD 21663
  • /50

    $1,118,892

    Sold Mar 13, 2026

    320 Perry Cabin Dr, Saint Michaels, MD 21663

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

    Last Sold Summary

    • 3% Below List Price
    • $719/SF
    • 21 Days On Market

    Current Estimated Value $1,066,643

    Last Listing Agent Kathy Christensen TTR Sotheby's International Realty

    320 Perry Cabin Dr, Saint Michaels, MD 21663
  • /13

    $99,500

    Sold Feb 20, 2026

    102 Gloria Ave, Saint Michaels, MD 21663

    • Land
    • 6,534 Sq Ft
    • $663,333 per Acre

    Last Sold Summary

    • 19 Days On Market

    Current Estimated Value $188,456

    Last Listing Agent Monica Penwell TTR Sotheby's International Realty

    102 Gloria Ave, Saint Michaels, MD 21663
  • /47

    $350,000

    Sold Jun 26, 2026

    24700 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663

    • 2 Beds
    • 2.5 Baths
    • 1,486 Sq Ft
    • Built 1979

    Last Sold Summary

    • 10% Below List Price
    • $236/SF
    • 132 Days On Market

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

    24700 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
  • /2

    $1,840,000

    Sold Jul 30, 2026

    9788 Pintail Place, Saint Michaels, MD 21663

    • 4 Beds
    • 2.5 Baths
    • 2,320 Sq Ft
    • Built 1998

    Last Sold Summary

    • 3% Below List Price
    • $793/SF
    • 3 Days On Market

    Current Estimated Value $1,882,747

    Last Listing Agent Barbara Watkins Benson & Mangold, LLC

    9788 Pintail Place, 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

    Current Estimated Value $1,421,765

    Last Listing Agent Laura Carney TTR Sotheby's International Realty

    8095 Church Neck Rd, Saint Michaels, MD 21663
  • /43

    $610,000

    Sold Apr 10, 2026

    24749 Swan Rd, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 2,496 Sq Ft
    • Built 1989

    Last Sold Summary

    • $244/SF
    • 264 Days On Market

    Current Estimated Value $682,442

    Last Listing Agent Steve Bealefeld Benson & Mangold, LLC

    24749 Swan Rd, Saint Michaels, MD 21663
  • /36

    $926,000

    Sold Jan 15, 2026

    203 Mulberry St, Saint Michaels, MD 21663

    • 3 Beds
    • 2 Baths
    • 1,740 Sq Ft
    • Built 1970

    Last Sold Summary

    • 3% Above List Price
    • $532/SF
    • 0 Days On Market

    Current Estimated Value $909,111

    Last Listing Agent Brian Gearhart Benson & Mangold, LLC

    203 Mulberry St, Saint Michaels, MD 21663
  • /57

    $345,000

    Sold May 29, 2026

    24354 Widgeon Place Unit 20, Saint Michaels, MD 21663

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

    Last Sold Summary

    • 1% Below List Price
    • $192/SF
    • 27 Days On Market

    Current Estimated Value $355,636

    Last Listing Agent Monica Penwell TTR Sotheby's International Realty

    24354 Widgeon Place Unit 20, Saint Michaels, MD 21663
  • /70

    $465,000

    Sold Sep 18, 2025

    23336 Tunis Ln, Claiborne, MD 21624

    • 2 Beds
    • 1 Bath
    • 1,190 Sq Ft
    • Built 1900

    Last Sold Summary

    • $391/SF
    • 67 Days On Market

    Current Estimated Value $467,369

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

    23336 Tunis Ln, Claiborne, MD 21624
  • /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

    Current Estimated Value $1,140,376

    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
  • /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

    Current Estimated Value $462,444

    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 $6,729,740

    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

    Current Estimated Value $2,157,485

    Last Listing Agent Laura Carney TTR Sotheby's International Realty

    25500 Chance Farm Rd, Royal Oak, MD 21662
  • /36

    $539,500

    Sold Jun 30, 2026

    113 Gloria Ave, Saint Michaels, MD 21663

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Built 1994

    Last Sold Summary

    • 12% Below List Price
    • $371/SF
    • 76 Days On Market

    Current Estimated Value $533,596

    Last Listing Agent Peter Stark Benson & Mangold, LLC

    113 Gloria 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

    Current Estimated Value $441,539

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

    25070 Hurley Ln, Saint Michaels, MD 21663
  • /82

    $675,000

    Sold May 21, 2026

    408 Spinnaker Ln, Saint Michaels, MD 21663

    • 4 Beds
    • 2.5 Baths
    • 1,957 Sq Ft
    • Built 2022

    Last Sold Summary

    • $345/SF
    • 204 Days On Market

    Current Estimated Value $684,580

    Last Listing Agent Christie Bishop Northrop Realty

    408 Spinnaker Ln, 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

    Current Estimated Value $761,640

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

    106 Grace St, Saint Michaels, MD 21663
  • /30

    $425,000

    Sold May 18, 2026

    111 Gloria Ave, Saint Michaels, MD 21663

    • 2 Beds
    • 1.5 Baths
    • 1,125 Sq Ft
    • Built 1965

    Last Sold Summary

    • 6% Below List Price
    • $378/SF
    • 83 Days On Market

    Current Estimated Value $404,468

    Last Listing Agent Tom Crouch Benson & Mangold, LLC

    111 Gloria Ave, Saint Michaels, MD 21663
  • /10

    $240,000

    Sold Dec 15, 2025

    0 Grace St Unit MDTA2012346, Saint Michaels, MD 21663

    • Land
    • 7,405 Sq Ft
    • $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 $957,450

    Last Listing Agent Laura Carney TTR Sotheby's International Realty

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

    $947,000

    Sold May 13, 2026

    360 Perry Cabin Dr Unit 48, Saint Michaels, MD 21663

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

    Last Sold Summary

    • 2% Below List Price
    • $516/SF
    • 3 Days On Market

    Current Estimated Value $954,220

    Last Listing Agent Meg Moran Long & Foster Real Estate, Inc.

    360 Perry Cabin Dr Unit 48, 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 $746,233

    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 $2,595,363

    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 $913,464

    Last Listing Agent Dennis Covey Meredith Fine Properties

    7841 Pea Neck Rd, 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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 $719,277

    Last Listing Agent Eddie Mangold Benson & Mangold, LLC

    24977 Back Creek Dr, 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 $231,520

    Last Listing Agent Jana Meredith Meredith Fine Properties

    10376 Claiborne Rd, Claiborne, MD 21624

Showing Results 41 - 80, Page 2 of 3

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