2,798

Homes in ZIP Code 21663

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  • 24989 Back Creek Dr, Saint Michaels, MD 21663
    24989 Back Creek Dr, Saint Michaels, MD 21663
    24989 Back Creek Dr, Saint Michaels, MD 21663
    /40

    $795,000 Sold Jul 31, 2025

    24989 Back Creek Dr, Saint Michaels, MD 21663

    • 4 Beds
    • 2.5 Baths
    • 3,098 Sq Ft
    • Built 2006

    Last Sold Summary

    • $257/SF
    • 0 Days On Market

    Current Estimated Value $782,963

    Last Listing Agent Kathleen Coale Benson & Mangold, LLC

    24989 Back Creek Dr, Saint Michaels, MD 21663
    • 24362 Widgeon Place Unit 6, Saint Michaels, MD 21663
      24362 Widgeon Place Unit 6, Saint Michaels, MD 21663
      24362 Widgeon Place Unit 6, Saint Michaels, MD 21663
      /35

      Est $440,215 Not Listed For Sale

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

      24362 Widgeon Place Unit 6, Saint Michaels, MD 21663

      24362 Widgeon Place Unit 6, Saint Michaels, MD 21663
  • 8620 Bozman Neavitt Rd, Saint Michaels, MD 21663
    8620 Bozman Neavitt Rd, Saint Michaels, MD 21663
    8620 Bozman Neavitt Rd, Saint Michaels, MD 21663
    /60

    $8,495,000

    • 6 Beds
    • 11 Baths
    • 17,402 Sq Ft

    8620 Bozman Neavitt Rd, Saint Michaels, MD 21663

    NEW PRICE! Located minutes from downtown St. Michaels, “Aqua Vitae” the waters of life, sits on 8.6 private acres on Harris Creek, a Chesapeake Bay tributary. This custom-built offering w/ over 400’ of direct water frontage is comprised of 3 magnificent structures: a grand main residence, guest cottage, & “party barn” all highlighted by a waterside pool, pier w/ 4’ MLW, pine grove, putting green,

    Doc Keane Washington Fine Properties, LLC

    8620 Bozman Neavitt Rd, Saint Michaels, MD 21663
  • 9235 Martingham Dr, Saint Michaels, MD 21663
    9235 Martingham Dr, Saint Michaels, MD 21663
    9235 Martingham 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

    Last Listing Agent Alicia Gannon Dulin Benson & Mangold, LLC

    9235 Martingham Dr, Saint Michaels, MD 21663
    • 24360 Widgeon Place Unit 11, Saint Michaels, MD 21663
      24360 Widgeon Place Unit 11, Saint Michaels, MD 21663
      24360 Widgeon Place Unit 11, Saint Michaels, MD 21663
      /75

      Est $385,993 Not Listed For Sale

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

      24360 Widgeon Place Unit 11, Saint Michaels, MD 21663

      24360 Widgeon Place Unit 11, Saint Michaels, MD 21663
  • 24977 Back Creek Dr, Saint Michaels, MD 21663
    24977 Back Creek Dr, Saint Michaels, MD 21663
    24977 Back Creek Dr, Saint Michaels, MD 21663
    /70

    $749,999

    • 4 Beds
    • 3.5 Baths
    • 3,010 Sq Ft

    24977 Back Creek Dr, Saint Michaels, MD 21663

    Discover a beautifully crafted custom home tucked within the peaceful St. Michaels community, where refined design meets everyday comfort. This exceptional residence offers 4 generously sized bedrooms and 3.5 thoughtfully designed bathrooms, filled with premium details throughout. The versatile gas fireplace anchors the inviting main living space, complemented by custom built-ins that add both

    Eddie Mangold Benson & Mangold, LLC

    24977 Back Creek Dr, Saint Michaels, MD 21663
  • 402 Railroad Ave, Saint Michaels, MD 21663
    402 Railroad Ave, Saint Michaels, MD 21663
    402 Railroad Ave, Saint Michaels, MD 21663
    /50

    $875,000 Sold Mar 28, 2025

    402 Railroad Ave, Saint Michaels, MD 21663

    • 3 Beds
    • 3 Baths
    • 2,450 Sq Ft
    • Built 1900

    Last Sold Summary

    • $357/SF

    Current Estimated Value $881,154

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

    402 Railroad Ave, Saint Michaels, MD 21663
    • 24375 Widgeon Place Unit 38, Saint Michaels, MD 21663
      24375 Widgeon Place Unit 38, Saint Michaels, MD 21663
      24375 Widgeon Place Unit 38, Saint Michaels, MD 21663
      /34

      Est $405,599 Not Listed For Sale

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

      24375 Widgeon Place Unit 38, Saint Michaels, MD 21663

      24375 Widgeon Place Unit 38, Saint Michaels, MD 21663
  • 23869 Mount Misery Rd, Saint Michaels, MD 21663
    23869 Mount Misery Rd, Saint Michaels, MD 21663
    23869 Mount Misery Rd, Saint Michaels, MD 21663
    /34

    $749,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,518 Sq Ft

    23869 Mount Misery Rd, Saint Michaels, MD 21663

    Enjoy water-privileged living just minutes from downtown St. Michaels. This beautifully maintained one-level home sits on a well manicured lot directly across from the community’s waterfront parcel, offering water views and easy water access. A welcoming front porch leads into a bright foyer and on to the living room, featuring vaulted ceilings, hardwood floors and a gas fireplace. The kitchen

    Kim Crouch Ozman Benson & Mangold, LLC

    23869 Mount Misery Rd, Saint Michaels, MD 21663
  • 9539 Quail Hollow Dr Unit 302, Saint Michaels, MD 21663
    9539 Quail Hollow Dr Unit 302, Saint Michaels, MD 21663
    9539 Quail Hollow Dr Unit 302, Saint Michaels, MD 21663
    /28

    $395,000 Sold Feb 03, 2025

    9539 Quail Hollow Dr Unit 302, Saint Michaels, MD 21663

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

    Last Sold Summary

    • $219/SF
    • 119 Days On Market

    Current Estimated Value $403,467

    Last Listing Agent Chuck Mangold Benson & Mangold, LLC

    9539 Quail Hollow Dr Unit 302, Saint Michaels, MD 21663
    • 526 Tenant Cir, Saint Michaels, MD 21663
      526 Tenant Cir, Saint Michaels, MD 21663
      526 Tenant Cir, Saint Michaels, MD 21663
      /22

      Est $513,569 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,216 Sq Ft

      526 Tenant Cir, Saint Michaels, MD 21663

      526 Tenant Cir, Saint Michaels, MD 21663
  • 108 Miles, Saint Michaels, MD 21663
    108 Miles, Saint Michaels, MD 21663
    108 Miles, Saint Michaels, MD 21663
    /25

    $999,000 New Construction

    • 3 Beds
    • 2.5 Baths

    108 Miles, Saint Michaels, MD 21663

    A rare opportunity to combine a half-acre+ wooded in-town setting with a classic Cape Cod–style home concept in the heart of St. Michaels. Concept B illustrates a two-story design featuring 3 bedrooms, 2 full baths, and 1 half bath, along with an attached two-car garage. The proposed layout offers a timeless architectural style with flexible living spaces that can be customized to suit individual

    Chuck Mangold Benson & Mangold, LLC

    108 Miles, Saint Michaels, MD 21663
  • 106C Conner St, Saint Michaels, MD 21663
    106C Conner St, Saint Michaels, MD 21663
    106C Conner St, Saint Michaels, MD 21663
    /31

    $399,000 Sold Jul 18, 2025

    106C Conner St, Saint Michaels, MD 21663

    • 3 Beds
    • 1 Bath
    • 1,080 Sq Ft
    • Built 1998

    Last Sold Summary

    • $369/SF
    • 157 Days On Market

    Last Listing Agent Carolina Barksdale Benson & Mangold, LLC

    106C Conner St, Saint Michaels, MD 21663
    • 924 Calvert Ave, Saint Michaels, MD 21663
      924 Calvert Ave, Saint Michaels, MD 21663
      924 Calvert Ave, Saint Michaels, MD 21663
      /29

      Est $480,602 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,552 Sq Ft

      924 Calvert Ave, Saint Michaels, MD 21663

      924 Calvert Ave, Saint Michaels, MD 21663
  • 216 Brooks Ln, Saint Michaels, MD 21663
    216 Brooks Ln, Saint Michaels, MD 21663
    216 Brooks Ln, Saint Michaels, MD 21663
    /37

    $479,999 Pending

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

    216 Brooks Ln, Saint Michaels, MD 21663

    Welcome to your future home in the heart of St. Michaels! Currently under construction, this brand-new rancher will showcase modern design and quality craftsmanship throughout. Featuring 3 spacious bedrooms and 2 full bathrooms, this single-level home is designed for comfort and convenience. Step inside to find beautiful LVP flooring, a large trim package, and a bright open layout. The kitchen

    Chance Stem LPT Realty, LLC

    216 Brooks Ln, Saint Michaels, MD 21663
  • 204 W Chew Ave, Saint Michaels, MD 21663
    204 W Chew Ave, Saint Michaels, MD 21663
    204 W Chew Ave, Saint 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 $660,577

    Last Listing Agent Ani Gonzalez-Brunet Coldwell Banker Realty

    204 W Chew Ave, Saint Michaels, MD 21663
    • 24640 Yacht Club Rd, Saint Michaels, MD 21663
      24640 Yacht Club Rd, Saint Michaels, MD 21663
      24640 Yacht Club Rd, Saint Michaels, MD 21663
      /94

      Est $2,214,981 Not Listed For Sale

      • 10 Beds
      • 9.5 Baths
      • 6,433 Sq Ft

      24640 Yacht Club Rd, Saint Michaels, MD 21663

      24640 Yacht Club Rd, Saint Michaels, MD 21663
  • 24256 Oakwood Park Rd, Saint Michaels, MD 21663
    24256 Oakwood Park Rd, Saint Michaels, MD 21663
    /2

    $1,500,000 Sold Apr 29, 2025

    24256 Oakwood Park Rd, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 2,702 Sq Ft
    • Built 1954

    Last Sold Summary

    • $555/SF
    • 18 Days On Market

    Current Estimated Value $1,490,202

    Last Listing Agent Barbara Watkins Benson & Mangold, LLC

    24256 Oakwood Park Rd, Saint Michaels, MD 21663
    • 506 Railroad Ave, Saint Michaels, MD 21663
      506 Railroad Ave, Saint Michaels, MD 21663
      506 Railroad Ave, Saint Michaels, MD 21663
      /44

      Est $466,150 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft

      506 Railroad Ave, Saint Michaels, MD 21663

      506 Railroad Ave, Saint Michaels, MD 21663
  • 602 S Talbot St, Saint Michaels, MD 21663
    602 S Talbot St, Saint Michaels, MD 21663
    602 S Talbot St, 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 $757,770

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

    602 S Talbot St, Saint Michaels, MD 21663
    • 705 Riverview Terrace, Saint Michaels, MD 21663
      705 Riverview Terrace, Saint Michaels, MD 21663
      705 Riverview Terrace, Saint Michaels, MD 21663
      /72

      Est $2,781,145 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 4,000 Sq Ft

      705 Riverview Terrace, Saint Michaels, MD 21663

      705 Riverview Terrace, Saint Michaels, MD 21663
  • 103 Mulberry St, Saint Michaels, MD 21663
    103 Mulberry St, Saint Michaels, MD 21663
    103 Mulberry 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 $782,499

    Last Listing Agent Tom Crouch Benson & Mangold, LLC

    103 Mulberry St, Saint Michaels, MD 21663
    • 7920 Church Neck Rd, Saint Michaels, MD 21663
      7920 Church Neck Rd, Saint Michaels, MD 21663
      7920 Church Neck Rd, Saint Michaels, MD 21663
      /49

      Est $2,429,368 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 4,825 Sq Ft

      7920 Church Neck Rd, Saint Michaels, MD 21663

      7920 Church Neck Rd, Saint Michaels, MD 21663
  • 207 Seymour Ave, Saint Michaels, MD 21663
    207 Seymour Ave, Saint Michaels, MD 21663
    207 Seymour Ave, 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

    Last Listing Agent Larry Brennan TTR Sotheby's International Realty

    207 Seymour Ave, Saint Michaels, MD 21663
    • 7135 Solitude Rd, Saint Michaels, MD 21663
      7135 Solitude Rd, Saint Michaels, MD 21663
      7135 Solitude Rd, Saint Michaels, MD 21663
      /79

      Est $2,092,041 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,200 Sq Ft

      7135 Solitude Rd, Saint Michaels, MD 21663

      7135 Solitude Rd, Saint Michaels, MD 21663
  • 24312 Oakwood Park Rd, Saint Michaels, MD 21663
    24312 Oakwood Park Rd, Saint Michaels, MD 21663
    24312 Oakwood Park Rd, 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 $822,630

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

    24312 Oakwood Park Rd, Saint Michaels, MD 21663
    • 24519 New Post Rd, Saint Michaels, MD 21663
      24519 New Post Rd, Saint Michaels, MD 21663
      24519 New Post Rd, Saint Michaels, MD 21663
      /3

      Est $2,146,785 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,881 Sq Ft

      24519 New Post Rd, Saint Michaels, MD 21663

      24519 New Post Rd, Saint Michaels, MD 21663
  • 24393 Widgeon Place, Saint Michaels, MD 21663
    24393 Widgeon Place, Saint Michaels, MD 21663
    24393 Widgeon Place, Saint Michaels, MD 21663
    /53

    $750,000 Sold Mar 28, 2025

    24393 Widgeon Place, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 2,459 Sq Ft
    • Built 1973

    Last Sold Summary

    • $305/SF
    • 11 Days On Market

    Current Estimated Value $753,490

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

    24393 Widgeon Place, Saint Michaels, MD 21663
    • 8726 Mount Pleasant Ct, Saint Michaels, MD 21663
      8726 Mount Pleasant Ct, Saint Michaels, MD 21663
      8726 Mount Pleasant Ct, Saint Michaels, MD 21663
      /32

      Est $1,663,980 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,152 Sq Ft

      8726 Mount Pleasant Ct, Saint Michaels, MD 21663

      8726 Mount Pleasant Ct, Saint Michaels, MD 21663
  • 9518 Quail Hollow Dr Unit 702, Saint Michaels, MD 21663
    9518 Quail Hollow Dr Unit 702, Saint Michaels, MD 21663
    9518 Quail Hollow Dr Unit 702, Saint Michaels, MD 21663
    /37

    $472,500 Sold Mar 18, 2025

    9518 Quail Hollow Dr Unit 702, Saint Michaels, MD 21663

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft
    • Built 1995

    Last Sold Summary

    • $262/SF
    • 18 Days On Market

    Current Estimated Value $473,712

    Last Listing Agent Barbara Watkins Benson & Mangold, LLC

    9518 Quail Hollow Dr Unit 702, Saint Michaels, MD 21663
    • 1015 Riverview Terrace, Saint Michaels, MD 21663
      1015 Riverview Terrace, Saint Michaels, MD 21663
      1015 Riverview Terrace, Saint Michaels, MD 21663
      /43

      Est $1,819,488 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,301 Sq Ft

      1015 Riverview Terrace, Saint Michaels, MD 21663

      1015 Riverview Terrace, Saint Michaels, MD 21663
  • 9539 Quail Hollow Dr Unit 303, Saint Michaels, MD 21663
    9539 Quail Hollow Dr Unit 303, Saint Michaels, MD 21663
    9539 Quail Hollow Dr Unit 303, Saint Michaels, MD 21663
    /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
    • 8288 Bozman Neavitt Rd, Saint Michaels, MD 21663
      8288 Bozman Neavitt Rd, Saint Michaels, MD 21663
      8288 Bozman Neavitt Rd, Saint Michaels, MD 21663
      /64

      Est $1,590,309 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,282 Sq Ft

      8288 Bozman Neavitt Rd, Saint Michaels, MD 21663

      8288 Bozman Neavitt Rd, Saint Michaels, MD 21663
  • 504 S Talbot St, Saint Michaels, MD 21663
    504 S Talbot St, Saint Michaels, MD 21663
    504 S Talbot St, 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
    • 313 Dodson Ave, Saint Michaels, MD 21663
      313 Dodson Ave, Saint Michaels, MD 21663
      313 Dodson Ave, Saint Michaels, MD 21663
      /14

      Est $288,017 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft

      313 Dodson Ave, Saint Michaels, MD 21663

      313 Dodson Ave, Saint Michaels, MD 21663
  • 8095 Church Neck Rd, Saint Michaels, MD 21663
    8095 Church Neck Rd, Saint Michaels, MD 21663
    8095 Church Neck Rd, 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
    • 909 Riverview Terrace, Saint Michaels, MD 21663
      909 Riverview Terrace, Saint Michaels, MD 21663
      909 Riverview Terrace, Saint Michaels, MD 21663
      /57

      Est $709,873 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,069 Sq Ft

      909 Riverview Terrace, Saint Michaels, MD 21663

      909 Riverview Terrace, Saint Michaels, MD 21663
  • 9545 Quail Hollow Dr Unit 206, Saint Michaels, MD 21663
    9545 Quail Hollow Dr Unit 206, Saint Michaels, MD 21663
    9545 Quail Hollow Dr Unit 206, 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
    • 24993 Back Creek Dr, Saint Michaels, MD 21663
      24993 Back Creek Dr, Saint Michaels, MD 21663
      24993 Back Creek Dr, Saint Michaels, MD 21663
      /106

      Est $831,449 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,289 Sq Ft

      24993 Back Creek Dr, Saint Michaels, MD 21663

      24993 Back Creek Dr, Saint Michaels, MD 21663
  • 8080 Bozman Neavitt Rd, Saint Michaels, MD 21663
    8080 Bozman Neavitt Rd, Saint Michaels, MD 21663
    8080 Bozman Neavitt Rd, 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

Showing Results 81 - 120, Page 3 of 18

Maryland Talbot County Saint Michaels 21663

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