2,706

Saint Michaels, MD Homes

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  • /3

    $877,000

    Sold Sep 08, 2026

    24896 Back Creek Dr, Saint Michaels, MD 21663

    • 5 Beds
    • 4.5 Baths
    • 3,452 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Above List Price
    • $254/SF
    • 0 Days On Market

    Current Estimated Value $847,116

    Last Listing Agent Tiffany Cloud Meredith Fine Properties

    24896 Back Creek Dr, Saint Michaels, MD 21663
    • /53

      Est $629,197

      Not Listed For Sale

      23203 Stewart Way, McDaniel, MD 21647

      • 3 Beds
      • 2.5 Baths
      • 2,652 Sq Ft
      • Built 2005
      23203 Stewart Way, McDaniel, MD 21647

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Becky Wibberley TTR Sotheby's International Realty

  • /36

    $455,000

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft

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

    Set within the sought-after Martingham community of Quail Hollow, backing to the top rated golf course The Links at Perry Cabin, this fully updated 3-bedroom, 3-bath townhome offers stylish, low-maintenance living just minutes from downtown St. Michaels. Extensive renovations completed between 2022 and 2024 make this home truly turnkey.The main level welcomes you with beautiful wood

    Barbara Watkins Benson & Mangold, LLC

    9518 Quail Hollow Dr Unit 702, 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 $676,075

    Last Listing Agent Steve Bealefeld Benson & Mangold, LLC

    24749 Swan Rd, Saint Michaels, MD 21663
    • /46

      Est $622,439

      Not Listed For Sale

      220 Tyler Ave, Saint Michaels, MD 21663

      • 5 Beds
      • 2.5 Baths
      • 2,496 Sq Ft
      • Built 1998
      220 Tyler Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 115 Days On Market

      Last Listing Agent Gary Marquardt Coldwell Banker Realty

  • /41

    $249,000

    Pending
    • Land
    • 1.12 Acres
    • $222,321 per Acre

    0 Deepwater Point Dr, Saint Michaels, MD 21663

    ONE OF THE LAST LOTS IN MARTINGHAM ON DEEP WATER POINT DRIVE. LOCATED VERY CLOSE TO THE COMMUNITY WATERFRONT PARK WITH GAZEBO AND CHAIRS FOR PICKNICKS OR JUST RELAXING IN THE BREEZE WATCHING THE BOATS GO BY ; DROP YOUR KAYAK OR ENJOY THE SUNSETS, WALK OR BIKE THERE.THIS LOT IS CLEANED, HAS A BEAUTIFUL ENTRANCE , WATER METER, AND IS READY FOR YOU TO BUILT YOUR MAIN RESIDENCE OR WEEKEND GET

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    0 Deepwater Point Dr, 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 $936,695

    Last Listing Agent Brian Gearhart Benson & Mangold, LLC

    203 Mulberry St, Saint Michaels, MD 21663
    • /40

      Est $715,285

      Not Listed For Sale

      919 Riverview Terrace, Saint Michaels, MD 21663

      • 3 Beds
      • 2.5 Baths
      • 2,948 Sq Ft
      • Built 2005
      919 Riverview Terrace, Saint Michaels, MD 21663

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Tom Crouch Benson & Mangold, LLC

  • /50

    $1,950,000

    $35K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,622 Sq Ft

    303 Manor St, Saint Michaels, MD 21663

    Welcome to "Mostly Porches" an exceptional coastal retreat with captivating views of the harbor, perfectly situated on a spacious .41 acre corner lot just around the corner from the shops and restaurants of St. Michaels. Built in 2018 with virtually maintenance-free construction, this beautifully designed home offers the ideal blend of comfort, style, and convenience in a rare St. Michaels

    Monica Penwell TTR Sotheby's International Realty

    303 Manor 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 $347,282

    Last Listing Agent Monica Penwell TTR Sotheby's International Realty

    24354 Widgeon Place Unit 20, Saint Michaels, MD 21663
    • /10

      Est $394,407

      Not Listed For Sale

      209 E Maple Ave, Saint Michaels, MD 21663

      • 2 Beds
      • 1 Bath
      • 920 Sq Ft
      • Built 1958
      209 E Maple Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Robert Lacaze TTR Sotheby's International Realty

  • /52

    $1,295,000

    $155K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,816 Sq Ft

    9251 Mallard Point Ct, McDaniel, MD 21647

    Harris Creek Waterfront. This 3 bedroom, 2 bath well maintained brick one story house is the perfect getaway. Nestled on 1.63+/- acres it is the perfect blend of privacy and community. This home features a large kitchen with several entertaining areas including a cozy living room complete with a fireplace and a large living room that overlooks the huge screen porch and Harris Creek and a gracious

    Jim Corson Benson & Mangold, LLC

    9251 Mallard Point Ct, McDaniel, MD 21647
  • /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
    • /74

      Est $3,325,520

      Not Listed For Sale

      9789 Pintail Place, Saint Michaels, MD 21663

      • 6 Beds
      • 4.5 Baths
      • 5,146 Sq Ft
      • Built 2001
      9789 Pintail Place, Saint Michaels, MD 21663

      Last Sold Summary

      • 97 Days On Market

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

  • /8

    $329,000

    • 3 Beds
    • 1.5 Baths
    • 1,312 Sq Ft

    409 Railroad Ave, Saint Michaels, MD 21663

    This property has been gutted and the floor joists replaced, new Advantac subfloor installed, drywall removed, new interior framing, new roof, insulation, new electric and a new sewer line to the street.. The hard work has been done. It's ready for you to make it your own. Off street parking and large rear yard. Please be careful showing as there is still building materials on the property.

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    409 Railroad Ave, 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 $464,535

    Last Listing Agent Monica Penwell TTR Sotheby's International Realty

    25028 Maplewood Dr, Saint Michaels, MD 21663
    • /76

      Est $733,414

      Not Listed For Sale

      24997 Back Creek Dr, Saint Michaels, MD 21663

      • 4 Beds
      • 2.5 Baths
      • 3,010 Sq Ft
      • Built 2003
      24997 Back Creek Dr, Saint Michaels, MD 21663

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Barbara McCaffrey Redfin Corp

  • /50

    $2,000,000

    Open Sun 11AM - 1PM $600K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 4,492 Sq Ft

    7909 Church Neck Rd, Saint Michaels, MD 21663

    PRICE IMPROVEMENT.... PRIVATE Estate Living Minutes from Historic St. Michaels... Escape to nearly twenty acres of unspoiled countryside just moments from the charm and waterfront allure of historic St. Michaels. This 4,492-square-foot home offers refined comfort with four bedrooms, two and a half baths, and a gourmet kitchen designed for both everyday living and effortless entertaining. A

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    7909 Church Neck Rd, Saint Michaels, MD 21663
  • /46

    $1,595,000

    Sold Sep 11, 2026

    6905 Pea Neck Rd, Saint Michaels, MD 21663

    • 4 Beds
    • 2.5 Baths
    • 1,983 Sq Ft
    • Built 1955

    Last Sold Summary

    • $804/SF
    • 6 Days On Market

    Current Estimated Value $1,125,312

    Last Listing Agent Eddie Mangold Benson & Mangold, LLC

    6905 Pea Neck Rd, Saint Michaels, MD 21663
    • /66

      Est $3,271,363

      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

      • 3 Days On Market

      Last Listing Agent Kara Chaffin Donofrio Long & Foster Real Estate, Inc.

  • /25

    $999,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    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
  • /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 $2,178,100

    Last Listing Agent Laura Carney TTR Sotheby's International Realty

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

      Est $725,311

      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

      • 2 Days On Market

      Last Listing Agent Dennis Medlock Coldwell Banker Realty

  • /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 $530,382

    Last Listing Agent Peter Stark Benson & Mangold, LLC

    113 Gloria Ave, Saint Michaels, MD 21663
    • /70

      Est $981,624

      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

      • 17 Days On Market

      Last Listing Agent Tom Crouch Benson & Mangold, LLC

  • /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 $438,822

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

    25070 Hurley Ln, Saint Michaels, MD 21663
    • /53

      Est $698,183

      Not Listed For Sale

      24393 Widgeon Place, Saint Michaels, MD 21663

      • 3 Beds
      • 2.5 Baths
      • 2,459 Sq Ft
      • Built 1973
      24393 Widgeon Place, Saint Michaels, MD 21663

      Last Sold Summary

      • 11 Days On Market

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

  • /112

    $2,200,000

    Sold Sep 04, 2026

    24645 Long Haul Rd, Saint Michaels, MD 21663

    • 4 Beds
    • 4.5 Baths
    • 3,677 Sq Ft
    • Built 1977

    Last Sold Summary

    • 24% Below List Price
    • $598/SF
    • 131 Days On Market

    Current Estimated Value $2,518,948

    Last Listing Agent Donna Dickinson Coldwell Banker Realty

    24645 Long Haul Rd, Saint Michaels, MD 21663
    • /66

      Est $798,316

      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

      • 54 Days On Market

      Last Listing Agent Jana Meredith Meredith Fine Properties

  • /2

    $600,000

    Sold May 15, 2026

    23201 Stewart Way, McDaniel, MD 21647

    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Above List Price
    • $288/SF
    • 9 Days On Market

    Current Estimated Value $598,429

    Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    23201 Stewart Way, McDaniel, MD 21647
    • /65

      Est $726,523

      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

      • 95 Days On Market

      Last Listing Agent Wink Cowee Benson & Mangold, LLC

  • /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 $677,133

    Last Listing Agent Christie Bishop Northrop Realty

    408 Spinnaker Ln, Saint Michaels, MD 21663
    • /48

      Est $583,537

      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

      • 1 Day On Market

      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 $778,150

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

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

      Est $1,681,474

      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

      • 17 Days On Market

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

  • /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
    • /92

      Est $1,396,736

      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

      • 35 Days On Market

      Last Listing Agent Connie Loveland Benson & Mangold, LLC

  • /2

    $620,000

    Sold Sep 07, 2026

    24895 Back Creek Dr, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 2,902 Sq Ft
    • Built 2004

    Last Sold Summary

    • 5% Below List Price
    • $214/SF
    • 5 Days On Market

    Current Estimated Value $738,523

    Last Listing Agent Chuck Mangold Benson & Mangold, LLC

    24895 Back Creek Dr, Saint Michaels, MD 21663
    • /41

      Est $713,377

      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

      • 0 Days On Market

      Last Listing Agent Tom Crouch Benson & Mangold, LLC

  • /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

Showing Results 161 - 200, Page 5 of 18

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