2,833

Saint Michaels, MD Homes

Section Image
  • /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 $6,747,199

    Last Listing Agent Clifford Meredith Meredith Fine Properties

    24629 Beverly Rd, Saint Michaels, MD 21663
    • /66

      Est $3,490,077 Not Listed For Sale

      24564 New Post Rd, Saint Michaels, MD 21663

      • 5 Beds
      • 3.5 Baths
      • 3,674 Sq Ft
      • Built 2002
      24564 New Post Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 14% Below List Price
      • $1,103/SF
      • 3 Days On Market

      Last Sold Price $4,052,706

      Last Listing Agent Kara Chaffin Donofrio Long & Foster

  • /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
  • /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 $2,177,306

    Last Listing Agent Laura Carney TTR Sotheby's International Realty

    25500 Chance Farm Rd, Royal Oak, MD 21662
    • /61

      Est $735,276 Not Listed For Sale

      9510 Martingham Cir, Saint Michaels, MD 21663

      • 3 Beds
      • 2.5 Baths
      • 2,868 Sq Ft
      • Built 1992
      9510 Martingham Cir, Saint Michaels, MD 21663

      Last Sold Summary

      • 1% Below List Price
      • $258/SF
      • 2 Days On Market

      Last Sold Price $739,000

      Last Listing Agent Dennis Medlock Coldwell Banker Realty

  • /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
  • /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 $1,328,883

    Last Listing Agent datacorrect BrightMLS Non Subscribing Office

    104 W Chew Ave, Saint Michaels, MD 21663
    • /70

      Est $1,011,171 Not Listed For Sale

      107 W Maple Ave, Saint Michaels, MD 21663

      • 3 Beds
      • 3.5 Baths
      • 2,600 Sq Ft
      • Built 1965
      107 W Maple Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 4% Above List Price
      • $375/SF
      • 17 Days On Market

      Last Sold Price $975,000

      Last Listing Agent Tom Crouch Benson & Mangold, LLC

  • /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
  • /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 $442,087

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

    25070 Hurley Ln, Saint Michaels, MD 21663
    • /66

      Est $806,660 Not Listed For Sale

      502 Seymour Ave, Saint Michaels, MD 21663

      • 3 Beds
      • 2.5 Baths
      • 1,774 Sq Ft
      • Built 2003
      502 Seymour Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 10% Below List Price
      • $507/SF
      • 54 Days On Market

      Last Sold Price $900,000

      Last Listing Agent Jana Meredith Meredith Fine Properties

  • /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 $686,269

    Last Listing Agent Barbara Watkins Benson & Mangold, LLC

    109 W Chew Ave, Saint Michaels, MD 21663
    • /65

      Est $771,095 Not Listed For Sale

      201 E Marengo St, Saint Michaels, MD 21663

      • 3 Beds
      • 2.5 Baths
      • 2,294 Sq Ft
      • Built 1990
      201 E Marengo St, Saint Michaels, MD 21663

      Last Sold Summary

      • 2% Below List Price
      • $342/SF
      • 95 Days On Market

      Last Sold Price $785,000

      Last Listing Agent Wink Cowee Benson & Mangold, LLC

  • /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 $141,570

    Last Listing Agent Jennifer Pogoda Redfin Corp

    226 North St, Saint Michaels, MD 21663
    • /54

      Est $845,728 Not Listed For Sale

      305 E Chew Ave, Saint Michaels, MD 21663

      • 3 Beds
      • 2 Baths
      • 1,536 Sq Ft
      • Built 1950
      305 E Chew Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 23% Below List Price
      • $716/SF
      • 6 Days On Market

      Last Sold Price $1,100,000

      Last Listing Agent Jana Meredith Meredith Fine Properties

  • /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 $800,996

    Last Listing Agent Kathleen Coale Benson & Mangold, LLC

    7896 Hart Glen Ct, Saint Michaels, MD 21663
    • /48

      Est $643,867 Not Listed For Sale

      111 W Maple Ave, Saint Michaels, MD 21663

      • 2 Beds
      • 1 Bath
      • 912 Sq Ft
      • Built 1952
      111 W Maple Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 5% Above List Price
      • $674/SF
      • 1 Day On Market

      Last Sold Price $615,000

      Last Listing Agent Kathleen Coale Benson & Mangold, LLC

  • /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 $768,454

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

    106 Grace St, Saint Michaels, MD 21663
    • /42

      Est $1,919,197 Not Listed For Sale

      9816 Martingham Cir, Saint Michaels, MD 21663

      • 3 Beds
      • 2.5 Baths
      • 3,489 Sq Ft
      • Built 1992
      9816 Martingham Cir, Saint Michaels, MD 21663

      Last Sold Summary

      • 2% Below List Price
      • $559/SF
      • 17 Days On Market

      Last Sold Price $1,950,000

      Last Listing Agent Cornelia Heckenbach Long & Foster

  • /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 $569,540

    Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    106 Boundary Ln, Saint Michaels, MD 21663
    • /20

      Est $616,066 Not Listed For Sale

      230 Tyler Ave, Saint Michaels, MD 21663

      • 4 Beds
      • 2.5 Baths
      • 2,279 Sq Ft
      • Built 2002
      230 Tyler Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 9% Above List Price
      • $248/SF
      • 4 Days On Market

      Last Sold Price $565,000

      Last Listing Agent Elizabeth Tryon Coldwell Banker Realty

  • /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
    • /92

      Est $1,385,082 Not Listed For Sale

      515 Tenant Cir, Saint Michaels, MD 21663

      • 4 Beds
      • 3 Baths
      • 2,485 Sq Ft
      • Built 1972
      515 Tenant Cir, Saint Michaels, MD 21663

      Last Sold Summary

      • 1% Below List Price
      • $563/SF
      • 35 Days On Market

      Last Sold Price $1,400,000

      Last Listing Agent Connie Loveland Benson & Mangold, LLC

  • /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 $982,058

    Last Listing Agent Laura Carney TTR Sotheby's International Realty

    408 Water St, Saint Michaels, MD 21663
    • /37

      Est $461,297 Not Listed For Sale

      407 Seymour Ave, Saint Michaels, MD 21663

      • 3 Beds
      • 1.5 Baths
      • 1,918 Sq Ft
      • Built 1980
      407 Seymour Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 2% Below List Price
      • $245/SF
      • 1 Day On Market

      Last Sold Price $469,999

      Last Listing Agent Jamie Taraila Keller Williams Realty Central-Delaware

  • /117

    $1,402,000 Sold Oct 15, 2025

    9998 Wades Farm Ln, McDaniel, MD 21647

    • 6 Beds
    • 4 Baths
    • 3,623 Sq Ft
    • Built 1909

    Last Sold Summary

    • $387/SF
    • 3 Days On Market

    Current Estimated Value $1,356,490

    Last Listing Agent Kelly Showell Benson & Mangold, LLC

    9998 Wades Farm Ln, McDaniel, MD 21647
    • /41

      Est $757,154 Not Listed For Sale

      913 Riverview Terrace, Saint Michaels, MD 21663

      • 3 Beds
      • 2.5 Baths
      • 1,977 Sq Ft
      • Built 1997
      913 Riverview Terrace, Saint Michaels, MD 21663

      Last Sold Summary

      • 5% Below List Price
      • $405/SF
      • 0 Days On Market

      Last Sold Price $800,000

      Last Listing Agent Tom Crouch Benson & Mangold, LLC

  • /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 $779,377

    Last Listing Agent Wink Cowee Benson & Mangold, LLC

    304 N Talbot St, Saint Michaels, MD 21663
    • /56

      Est $1,048,185 Not Listed For Sale

      7284 Solitude Rd, Saint Michaels, MD 21663

      • 5 Beds
      • 4 Baths
      • 3,200 Sq Ft
      • Built 1983
      7284 Solitude Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 22% Above List Price
      • $269/SF
      • 25 Days On Market

      Last Sold Price $860,000

      Last Listing Agent Kelly Showell Benson & Mangold, LLC

  • /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 $2,631,983

    Last Listing Agent Robert Lacaze TTR Sotheby's International Realty

    900 Riverview Terrace, Saint Michaels, MD 21663
    • /25

      Est $265,777 Not Listed For Sale

      402 N Talbot St, Saint Michaels, MD 21663

      • 2 Beds
      • 2 Baths
      • 1,608 Sq Ft
      • Built 1850
      402 N Talbot St, Saint Michaels, MD 21663

      Last Sold Summary

      • 47% Below List Price
      • $311/SF
      • 9 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Denis Gasper Benson & Mangold, LLC

  • /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 $944,437

    Last Listing Agent Dennis Covey Meredith Fine Properties

    7841 Pea Neck Rd, Saint Michaels, MD 21663
    • /45

      Est $2,335,217 Not Listed For Sale

      24756 Rays Point Rd, Saint Michaels, MD 21663

      • 7 Beds
      • 5.5 Baths
      • 4,861 Sq Ft
      • Built 2009
      24756 Rays Point Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 4% Above List Price
      • $463/SF
      • 43 Days On Market

      Last Sold Price $2,250,000

      Last Listing Agent Chuck Mangold Benson & Mangold, LLC

  • /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 $3,075,087

    Last Listing Agent Eugene Smith TTR Sotheby's International Realty

    23686 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    • /80

      Est $1,093,962 Not Listed For Sale

      8060 Bozman Neavitt Rd, Bozman, MD 21612

      • 4 Beds
      • 3 Baths
      • 2,407 Sq Ft
      • Built 1930
      8060 Bozman Neavitt Rd, Bozman, MD 21612

      Last Sold Summary

      • 9% Above List Price
      • $415/SF
      • 187 Days On Market

      Last Sold Price $1,000,000

      Last Listing Agent Debra Crouch Benson & Mangold, LLC

  • /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 $612,556

    Last Listing Agent Larry Brennan TTR Sotheby's International Realty

    510 Tenant Cir, Saint Michaels, MD 21663
    • /50

      Est $1,386,534 Not Listed For Sale

      24700 Rays Point Rd, Saint Michaels, MD 21663

      • 3 Beds
      • 1.5 Baths
      • 1,484 Sq Ft
      • Built 1967
      24700 Rays Point Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 3% Below List Price
      • $960/SF
      • 2 Days On Market

      Last Sold Price $1,425,000

      Last Listing Agent Robert Lacaze TTR Sotheby's International Realty

  • /2

    $141,000 Sold Jun 26, 2025

    9704 Tilghman Island Rd, McDaniel, MD 21647

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • Built 1970

    Last Sold Summary

    • $122/SF
    • 2 Days On Market

    Current Estimated Value $147,146

    Last Listing Agent Alma Fitzgerald Long & Foster Real Estate, Inc.

    9704 Tilghman Island Rd, McDaniel, MD 21647
    • /49

      Est $1,917,192 Not Listed For Sale

      9802 Martingham Cir, Saint Michaels, MD 21663

      • 4 Beds
      • 3.5 Baths
      • 3,698 Sq Ft
      • Built 1982
      9802 Martingham Cir, Saint Michaels, MD 21663

      Last Sold Summary

      • 4% Above List Price
      • $500/SF

      Last Sold Price $1,850,000

      Last Listing Agent Amy Berry Meredith Fine Properties

  • /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 $1,444,054

    Last Listing Agent Laura Carney TTR Sotheby's International Realty

    9171 Deepwater Point Rd, Saint Michaels, MD 21663

Showing Results 161 - 200, Page 5 of 18

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