2,677

Homes in ZIP Code 21663

Section Image
    • /27

      Est $477,986

      Not Listed For Sale

      316 Cove View Dr, Saint Michaels, MD 21663

      • 3 Beds
      • 2 Baths
      • 1,540 Sq Ft
      • Built 1985
      316 Cove View Dr, Saint Michaels, MD 21663

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Tracy Higgs-Wagner Meredith Fine Properties

  • /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 $2,381,084

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

    24830 Deepwater Point Dr, Saint Michaels, MD 21663
    • /39

      Est $613,671

      Not Listed For Sale

      7898 Pea Neck Rd, Saint Michaels, MD 21663

      • 3 Beds
      • 2.5 Baths
      • 2,346 Sq Ft
      • Built 1989
      7898 Pea Neck Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Justin Pokrywka Taylor Properties

  • /64

    $2,500,000

    Sold Aug 20, 2026

    205 Cherry St, St. Michaels, MD 21663

    • 5 Beds
    • 8.5 Baths
    • 4,394 Sq Ft
    • Built 1875

    Last Sold Summary

    • 3% Below List Price
    • $569/SF
    • 64 Days On Market

    Current Estimated Value $2,364,189

    Last Listing Agent Robert Lacaze TTR Sotheby's International Realty

    205 Cherry St, St. Michaels, MD 21663
    • /50

      Est $481,868

      Not Listed For Sale

      411 Seymour Ave, Saint Michaels, MD 21663

      • 4 Beds
      • 2 Baths
      • 1,816 Sq Ft
      • Built 1984
      411 Seymour Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Dale Hunter Bayside Realty

  • /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
    • /36

      Est $535,258

      Not Listed For Sale

      409 Seymour Ave, Saint Michaels, MD 21663

      • 3 Beds
      • 2.5 Baths
      • 2,016 Sq Ft
      • Built 1986
      409 Seymour Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Karen Hubble Bisbee Hubble Bisbee Christie's International Real Estate

  • /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 $727,679

    Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    23869 Mount Misery Rd, Saint Michaels, MD 21663
    • /24

      Est $696,119

      Not Listed For Sale

      23848 Mount Pleasant Landing Cir, Saint Michaels, MD 21663

      • 3 Beds
      • 3 Baths
      • 1,968 Sq Ft
      • Built 1987
      23848 Mount Pleasant Landing Cir, Saint Michaels, MD 21663

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Chuck Mangold Benson & Mangold, LLC

  • /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
    • /15

      Est $541,874

      Not Listed For Sale

      219 Tyler Ave, Saint Michaels, MD 21663

      • 3 Beds
      • 2 Baths
      • 1,547 Sq Ft
      • Built 1998
      219 Tyler Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Debra Crouch Benson & Mangold, LLC

  • /37

    $480,000

    Sold Feb 16, 2026

    216 Brooks Ln, Saint Michaels, MD 21663

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

    Last Sold Summary

    • $320/SF
    • 53 Days On Market

    Current Estimated Value $456,980

    Last Listing Agent Chance Stem LPT Realty, LLC

    216 Brooks Ln, Saint Michaels, MD 21663
    • /15

      Est $976,903

      Not Listed For Sale

      500 Railroad Ave, Saint Michaels, MD 21663

      • 3 Beds
      • 3 Baths
      • 1,785 Sq Ft
      • Built 1956
      500 Railroad Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 52 Days On Market

      Last Listing Agent Steve Bealefeld Benson & Mangold, LLC

    • /48

      Est $437,415

      Not Listed For Sale

      1113 Jefferson Ave, Saint Michaels, MD 21663

      • 3 Beds
      • 2 Baths
      • 2,016 Sq Ft
      • Built 1971
      1113 Jefferson Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Connie Loveland Benson & Mangold, LLC

    • /103

      Est $2,671,028

      Not Listed For Sale

      9191 Deepwater Point Rd, Saint Michaels, MD 21663

      • 5 Beds
      • 4 Baths
      • 5,088 Sq Ft
      • Built 1988
      9191 Deepwater Point Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 187 Days On Market

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

    • /51

      Est $319,405

      Not Listed For Sale

      24425 Rolles Range Rd, Saint Michaels, MD 21663

      • 4 Beds
      • 1.5 Baths
      • 1,443 Sq Ft
      • Built 1920
      24425 Rolles Range Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Angelo Cooper Keller Williams Legacy

    • /32

      Est $583,110

      Not Listed For Sale

      402 Seymour Ave, Saint Michaels, MD 21663

      • 3 Beds
      • 2 Baths
      • 1,488 Sq Ft
      • Built 1958
      402 Seymour Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 175 Days On Market

      Last Listing Agent Jana Meredith Meredith Fine Properties

    • /18

      Est $1,200,103

      Not Listed For Sale

      104 W Chew Ave, Saint Michaels, MD 21663

      • 2 Beds
      • 2 Baths
      • 2,654 Sq Ft
      • Built 1900
      104 W Chew Ave, Saint Michaels, MD 21663

      Last Sold Summary

      Last Listing Agent datacorrect BrightMLS Non Subscribing Office

    • /72

      Est $803,879

      Not Listed For Sale

      109 E Maple Ave, Saint Michaels, MD 21663

      • 4 Beds
      • 3 Baths
      • 2,400 Sq Ft
      • Built 1950
      109 E Maple Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 178 Days On Market

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

    • /60

      Not Listed For Sale

      9529 Quail Hollow Dr Unit 503, Saint Michaels, MD 21663

      • 3 Beds
      • 3 Baths
      • 1,800 Sq Ft
      • Built 1996
      9529 Quail Hollow Dr Unit 503, Saint Michaels, MD 21663

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Eugene Smith TTR Sotheby's International Realty

    • /30

      Est $351,861

      Not Listed For Sale

      24560 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663

      • 2 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 1978
      24560 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663

      Last Sold Summary

      • 58 Days On Market

      Last Listing Agent Skipper Marquess Coldwell Banker Realty

    • /47

      Est $374,105

      Not Listed For Sale

      24700 Deepwater Point Dr Unit 10, Saint Michaels, MD 21663

      • 2 Beds
      • 2.5 Baths
      • 1,652 Sq Ft
      • Built 1979
      24700 Deepwater Point Dr Unit 10, Saint Michaels, MD 21663

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Coard Benson Benson & Mangold, LLC

    • /8

      Not Listed For Sale

      0 Brooks Ln Unit MDTA2008410, Saint Michaels, MD 21663

      0 Brooks Ln Unit MDTA2008410, Saint Michaels, MD 21663

      Last Sold Summary

      • 87 Days On Market

      Last Listing Agent Andrew Becker Coldwell Banker Realty

    • /10

      Not Listed For Sale

      0 Radcliff Ave Unit MDTA2007626, Saint Michaels, MD 21663

      0 Radcliff Ave Unit MDTA2007626, Saint Michaels, MD 21663

      Last Sold Summary

      • 178 Days On Market

      Last Listing Agent Tiffany Cloud Meredith Fine Properties

    • /28

      Est $348,398

      Not Listed For Sale

      24700 Deepwater Point Dr Unit 16, Saint Michaels, MD 21663

      • 2 Beds
      • 2.5 Baths
      • 1,796 Sq Ft
      • Built 1979
      24700 Deepwater Point Dr Unit 16, Saint Michaels, MD 21663

      Last Sold Summary

      • 83 Days On Market

      Last Listing Agent Julie Stevenson Shore Living Real Estate

    • /54

      Est $3,056,781

      Not Listed For Sale

      974 San Domingo Ct, Saint Michaels, MD 21663

      • 5 Beds
      • 6 Baths
      • 4,700 Sq Ft
      • Built 2023
      974 San Domingo Ct, Saint Michaels, MD 21663

      Last Sold Summary

      • 81 Days On Market

      Last Listing Agent Brian Gearhart Benson & Mangold, LLC

    • /16

      Not Listed For Sale

      0 Grace St Unit MDTA2007590, Saint Michaels, MD 21663

      0 Grace St Unit MDTA2007590, Saint Michaels, MD 21663

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Connie Loveland Benson & Mangold, LLC

    • /20

      Not Listed For Sale

      0 New Post Rd Unit MDTA2007202, Saint Michaels, MD 21663

      0 New Post Rd Unit MDTA2007202, Saint Michaels, MD 21663

      Last Sold Summary

      • 83 Days On Market

      Last Listing Agent David Yee Coldwell Banker Realty

    • /4

      Not Listed For Sale

      0 Brooks Ln Unit MDTA2006256, Saint Michaels, MD 21663

      0 Brooks Ln Unit MDTA2006256, Saint Michaels, MD 21663

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Glory Bee Costa Keller Williams Select Realtors of Easton

    • /34

      Not Listed For Sale

      24700 Deepwater Point Dr Unit 21, Saint Michaels, MD 21663

      • 2 Beds
      • 2.5 Baths
      • 1,652 Sq Ft
      • Built 1979
      24700 Deepwater Point Dr Unit 21, Saint Michaels, MD 21663

      Last Sold Summary

      • 79 Days On Market

      Last Listing Agent Monica Penwell TTR Sotheby's International Realty

    • /47

      Not Listed For Sale

      24700 Deepwater Point Dr Unit 5, Saint Michaels, MD 21663

      • 2 Beds
      • 2.5 Baths
      • 1,652 Sq Ft
      • Built 1979
      24700 Deepwater Point Dr Unit 5, Saint Michaels, MD 21663

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Larry Brennan TTR Sotheby's International Realty

    • /24

      Not Listed For Sale

      0 Deepwater Point Rd, Saint Michaels, MD 21663

      0 Deepwater Point Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 241 Days On Market

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

    • /87

      Est $2,454,094

      Not Listed For Sale

      24659 Long Haul Rd, Saint Michaels, MD 21663

      • 4 Beds
      • 4.5 Baths
      • 3,069 Sq Ft
      • Built 1979
      24659 Long Haul Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Tom Crouch Benson & Mangold, LLC

    • /30

      Est $361,238

      Not Listed For Sale

      24700 Deepwater Point Dr Unit 9, Saint Michaels, MD 21663

      • 2 Beds
      • 2.5 Baths
      • 1,652 Sq Ft
      • Built 1979
      24700 Deepwater Point Dr Unit 9, Saint Michaels, MD 21663

      Last Sold Summary

      • 28 Days On Market

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

    • /79

      Est $1,599,473

      Not Listed For Sale

      218 E Chestnut St, Saint Michaels, MD 21663

      • 4 Beds
      • 4 Baths
      • 2,639 Sq Ft
      • Built 1870
      218 E Chestnut St, Saint Michaels, MD 21663

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Keith Hensley Taylor Properties

    • /11

      Est $644,105

      Not Listed For Sale

      411 S Talbot St, Saint Michaels, MD 21663

      • 3 Beds
      • 3 Baths
      • 1,412 Sq Ft
      • Built 1900
      411 S Talbot St, Saint Michaels, MD 21663

      Last Sold Summary

      • 132 Days On Market

      Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    • /7

      Est $308,390

      Not Listed For Sale

      700 N Talbot St, Saint Michaels, MD 21663

      • 2 Beds
      • 1 Bath
      • 648 Sq Ft
      • Built 1997
      700 N Talbot St, Saint Michaels, MD 21663

      Last Sold Summary

      • 93 Days On Market

      Last Listing Agent Chuck Mangold Benson & Mangold, LLC

    • /52

      Est $844,580

      Not Listed For Sale

      504 S Talbot St, Saint Michaels, MD 21663

      • 3 Beds
      • 2.5 Baths
      • 2,072 Sq Ft
      • Built 1900
      504 S Talbot St, Saint Michaels, MD 21663

      Last Sold Summary

      • 76 Days On Market

      Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    • /21

      Est $471,098

      Not Listed For Sale

      107 E Maple Ave, Saint Michaels, MD 21663

      • 3 Beds
      • 1.5 Baths
      • 1,508 Sq Ft
      • Built 1968
      107 E Maple Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 70 Days On Market

      Last Listing Agent Katie Mister Keller Williams Select Realtors of Cambridge

    • /32

      Est $405,034

      Not Listed For Sale

      104 E Maple Ave, Saint Michaels, MD 21663

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1969
      104 E Maple Ave, Saint Michaels, MD 21663

      Last Sold Summary

      Last Listing Agent Jane Baker Benson & Mangold, LLC

Showing Results 241 - 280, Page 7 of 18

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