2,823

Saint Michaels, MD Homes

Section Image
    • 8060 Bozman Neavitt Rd, Bozman, MD 21612
      8060 Bozman Neavitt Rd, Bozman, MD 21612
      8060 Bozman Neavitt Rd, Bozman, MD 21612
      /80

      Est $1,043,078 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,407 Sq Ft

      8060 Bozman Neavitt Rd, Bozman, MD 21612

      8060 Bozman Neavitt Rd, Bozman, MD 21612
  • 0 Brooks Ln Unit MDTA2008410, Saint Michaels, MD 21663
    0 Brooks Ln Unit MDTA2008410, Saint Michaels, MD 21663
    0 Brooks Ln Unit MDTA2008410, Saint Michaels, MD 21663
    /8

    $55,000 Sold Oct 28, 2024

    • Land
    • 0.17 Acre
    • $323,529 per Acre
    • 87 Days On Market

    0 Brooks Ln Unit MDTA2008410, Saint Michaels, MD 21663

    Nice buildable lot in an up & coming neighborhood in St. Michaels! Town services, public water & sewer hookup available. Walk to Rails & Trails, ballpark, library, town center, waterfront. Close to Community Center, daycare & schools. Build your custom home in this beautiful, waterfront, historic town! Builder must conduct their own due diligence, verification, research, and inspections of lot to

    Andrew Becker Coldwell Banker Realty

    0 Brooks Ln Unit MDTA2008410, Saint Michaels, MD 21663
    • 603 Railroad Ave, Saint Michaels, MD 21663
      603 Railroad Ave, Saint Michaels, MD 21663
      603 Railroad Ave, Saint Michaels, MD 21663
      /32

      Est $448,379 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,280 Sq Ft

      603 Railroad Ave, Saint Michaels, MD 21663

      603 Railroad Ave, Saint Michaels, MD 21663
  • 109 Chesapeake Ave, Saint Michaels, MD 21663
    109 Chesapeake Ave, Saint Michaels, MD 21663
    /2

    $865,000 Sold Aug 12, 2025

    • 2,168 Sq Ft
    • $399/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2022

    109 Chesapeake Ave, Saint Michaels, MD 21663

    Welcome to 109 Chesapeake Ave, a remarkable single-family home nestled in the heart of St. Michaels, MD. This newly constructed residence, completed in 2023, offers a harmonious blend of modern design and classic Colonial charm. Spanning 2,166 square feet, the home features four well-appointed bedrooms and 2.5 pristine bathrooms. The main level hosts the primary suite, providing a private

    Christopher Coppola Compass

    109 Chesapeake Ave, Saint Michaels, MD 21663
    • 24700 Rays Point Rd, Saint Michaels, MD 21663
      24700 Rays Point Rd, Saint Michaels, MD 21663
      24700 Rays Point Rd, Saint Michaels, MD 21663
      /50

      Est $1,447,434 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,484 Sq Ft

      24700 Rays Point Rd, Saint Michaels, MD 21663

      24700 Rays Point Rd, Saint Michaels, MD 21663
  • 109 W Chew Ave, Saint Michaels, MD 21663
    109 W Chew Ave, Saint Michaels, MD 21663
    /2

    $662,500 Sold Jul 18, 2025

    • 1,824 Sq Ft
    • $363/SF
    • 21 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1920

    109 W Chew Ave, Saint Michaels, MD 21663

    Located in a prime location this 3-bedroom home is full of potential. Featuring a spacious yard, detached garage/workshop, and a breezy screened porch, it’s ready for your vision. Inside, you’ll find hardwood flooring, a beautiful formal dining room, den / office at the rear, and a eat-in kitchen with character-rich beamed ceilings. The second floor offers a large primary bedroom with private

    Barbara Watkins Benson & Mangold, LLC

    109 W Chew Ave, Saint Michaels, MD 21663
    • 9802 Martingham Cir, Saint Michaels, MD 21663
      9802 Martingham Cir, Saint Michaels, MD 21663
      9802 Martingham Cir, Saint Michaels, MD 21663
      /49

      Est $2,013,136 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,698 Sq Ft

      9802 Martingham Cir, Saint Michaels, MD 21663

      9802 Martingham Cir, Saint Michaels, MD 21663
  • 9704 Tilghman Island Rd, McDaniel, MD 21647
    9704 Tilghman Island Rd, McDaniel, MD 21647
    /2

    $141,000 Sold Jun 26, 2025

    • 1,152 Sq Ft
    • $122/SF
    • 2 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1970

    9704 Tilghman Island Rd, McDaniel, MD 21647

    Investor ALERT! Sold As-Is - Just 4 miles from St. Michaels. Rancher on .45 +/- acre, 3 bedrooms 1 bath, wood floors, no appliances except for water heater and range. Nice level lot that backs to the woods. Large detached shed. The home needs TLC and new roof. Great investment opportunity!

    Alma Fitzgerald Long & Foster Real Estate, Inc.

    9704 Tilghman Island Rd, McDaniel, MD 21647
    • 1104 Harrison Ave, Saint Michaels, MD 21663
      1104 Harrison Ave, Saint Michaels, MD 21663
      1104 Harrison Ave, Saint Michaels, MD 21663
      /42

      Est $485,425 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft

      1104 Harrison Ave, Saint Michaels, MD 21663

      1104 Harrison Ave, Saint Michaels, MD 21663
  • 24481 Rolles Range Rd, Saint Michaels, MD 21663
    24481 Rolles Range Rd, Saint Michaels, MD 21663
    /2

    $439,000 Sold Nov 15, 2024

    • 1,568 Sq Ft
    • $280/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    24481 Rolles Range Rd, Saint Michaels, MD 21663

    Maureen McHugh Chesapeake Bay Real Estate Plus, LLC

    24481 Rolles Range Rd, Saint Michaels, MD 21663
    • 601 Cove Rd, Saint Michaels, MD 21663
      601 Cove Rd, Saint Michaels, MD 21663
      601 Cove Rd, Saint Michaels, MD 21663
      /64

      Est $2,017,761 Not Listed For Sale

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

      601 Cove Rd, Saint Michaels, MD 21663

      601 Cove Rd, Saint Michaels, MD 21663
    • 216 Madison Ave, Saint Michaels, MD 21663
      216 Madison Ave, Saint Michaels, MD 21663
      216 Madison Ave, Saint Michaels, MD 21663
      /48

      Est $402,283 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,196 Sq Ft

      216 Madison Ave, Saint Michaels, MD 21663

      216 Madison Ave, Saint Michaels, MD 21663
    • 7332 Pea Neck Rd, Saint Michaels, MD 21663
      7332 Pea Neck Rd, Saint Michaels, MD 21663
      7332 Pea Neck Rd, Saint Michaels, MD 21663
      /61

      Est $2,427,159 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 3,200 Sq Ft

      7332 Pea Neck Rd, Saint Michaels, MD 21663

      7332 Pea Neck Rd, Saint Michaels, MD 21663
    • 6975 Pea Neck Rd, Saint Michaels, MD 21663
      6975 Pea Neck Rd, Saint Michaels, MD 21663
      6975 Pea Neck Rd, Saint Michaels, MD 21663
      /22

      Est $1,809,337 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,488 Sq Ft

      6975 Pea Neck Rd, Saint Michaels, MD 21663

      6975 Pea Neck Rd, Saint Michaels, MD 21663
    • 705 Long Ln, Saint Michaels, MD 21663
      705 Long Ln, Saint Michaels, MD 21663
      705 Long Ln, Saint Michaels, MD 21663
      /31

      Est $484,927 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft

      705 Long Ln, Saint Michaels, MD 21663

      705 Long Ln, Saint Michaels, MD 21663
    • 7214 Solitude Rd, Saint Michaels, MD 21663
      7214 Solitude Rd, Saint Michaels, MD 21663
      7214 Solitude Rd, Saint Michaels, MD 21663
      /86

      Est $2,061,889 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,252 Sq Ft

      7214 Solitude Rd, Saint Michaels, MD 21663

      7214 Solitude Rd, Saint Michaels, MD 21663
    • 9380 Pennywhistle Dr, McDaniel, MD 21647
      9380 Pennywhistle Dr, McDaniel, MD 21647
      9380 Pennywhistle Dr, McDaniel, MD 21647
      /77

      Est $1,735,932 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,982 Sq Ft

      9380 Pennywhistle Dr, McDaniel, MD 21647

      9380 Pennywhistle Dr, McDaniel, MD 21647
    • 24545 New Post Rd, Saint Michaels, MD 21663
      24545 New Post Rd, Saint Michaels, MD 21663
      24545 New Post Rd, Saint Michaels, MD 21663
      /58

      Est $2,215,608 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,146 Sq Ft

      24545 New Post Rd, Saint Michaels, MD 21663

      24545 New Post Rd, Saint Michaels, MD 21663
    • 102 Boundary Ln, Saint Michaels, MD 21663
      102 Boundary Ln, Saint Michaels, MD 21663
      102 Boundary Ln, Saint Michaels, MD 21663
      /23

      Est $522,569 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,116 Sq Ft

      102 Boundary Ln, Saint Michaels, MD 21663

      102 Boundary Ln, Saint Michaels, MD 21663
    • 110 W Marengo St, Saint Michaels, MD 21663
      110 W Marengo St, Saint Michaels, MD 21663
      110 W Marengo St, Saint Michaels, MD 21663
      /44

      Est $645,843 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,540 Sq Ft

      110 W Marengo St, Saint Michaels, MD 21663

      110 W Marengo St, Saint Michaels, MD 21663
    • 24362 Widgeon Place Unit 2, Saint Michaels, MD 21663
      24362 Widgeon Place Unit 2, Saint Michaels, MD 21663
      24362 Widgeon Place Unit 2, Saint Michaels, MD 21663
      /32

      Est $374,358 Not Listed For Sale

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

      24362 Widgeon Place Unit 2, Saint Michaels, MD 21663

      24362 Widgeon Place Unit 2, Saint Michaels, MD 21663
    • 100 W Marengo St, Saint Michaels, MD 21663
      100 W Marengo St, Saint Michaels, MD 21663
      100 W Marengo St, Saint Michaels, MD 21663
      /34

      Est $646,419 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,680 Sq Ft

      100 W Marengo St, Saint Michaels, MD 21663

      100 W Marengo St, Saint Michaels, MD 21663
    • 304 Cove View Dr, Saint Michaels, MD 21663
      304 Cove View Dr, Saint Michaels, MD 21663
      304 Cove View Dr, Saint Michaels, MD 21663
      /15

      Est $509,749 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,540 Sq Ft

      304 Cove View Dr, Saint Michaels, MD 21663

      304 Cove View Dr, Saint Michaels, MD 21663
    • 316 Cove View Dr, Saint Michaels, MD 21663
      316 Cove View Dr, Saint Michaels, MD 21663
      316 Cove View Dr, Saint Michaels, MD 21663
      /27

      Est $534,770 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,540 Sq Ft

      316 Cove View Dr, Saint Michaels, MD 21663

      316 Cove View Dr, Saint Michaels, MD 21663
    • 7898 Pea Neck Rd, Saint Michaels, MD 21663
      7898 Pea Neck Rd, Saint Michaels, MD 21663
      7898 Pea Neck Rd, Saint Michaels, MD 21663
      /39

      Est $660,392 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,346 Sq Ft

      7898 Pea Neck Rd, Saint Michaels, MD 21663

      7898 Pea Neck Rd, Saint Michaels, MD 21663
    • 411 Seymour Ave, Saint Michaels, MD 21663
      411 Seymour Ave, Saint Michaels, MD 21663
      411 Seymour Ave, Saint Michaels, MD 21663
      /50

      Est $544,513 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,816 Sq Ft

      411 Seymour Ave, Saint Michaels, MD 21663

      411 Seymour Ave, Saint Michaels, MD 21663
    • 410 Bentley Ave, Saint Michaels, MD 21663
      410 Bentley Ave, Saint Michaels, MD 21663
      410 Bentley Ave, Saint Michaels, MD 21663
      /8

      Est $843,478 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,386 Sq Ft

      410 Bentley Ave, Saint Michaels, MD 21663

      410 Bentley Ave, Saint Michaels, MD 21663
    • 23848 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
      23848 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
      23848 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
      /24

      Est $726,731 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,968 Sq Ft

      23848 Mount Pleasant Landing Cir, Saint Michaels, MD 21663

      23848 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    • 219 Tyler Ave, Saint Michaels, MD 21663
      219 Tyler Ave, Saint Michaels, MD 21663
      219 Tyler Ave, Saint Michaels, MD 21663
      /15

      Est $543,352 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,547 Sq Ft

      219 Tyler Ave, Saint Michaels, MD 21663

      219 Tyler Ave, Saint Michaels, MD 21663
    • 500 Railroad Ave, Saint Michaels, MD 21663
      500 Railroad Ave, Saint Michaels, MD 21663
      500 Railroad Ave, Saint Michaels, MD 21663
      /15

      Est $934,735 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,785 Sq Ft

      500 Railroad Ave, Saint Michaels, MD 21663

      500 Railroad Ave, Saint Michaels, MD 21663
    • 24828 Deepwater Point Dr, Saint Michaels, MD 21663
      24828 Deepwater Point Dr, Saint Michaels, MD 21663
      24828 Deepwater Point Dr, Saint Michaels, MD 21663
      /5

      Est $1,169,751 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 9,317 Sq Ft

      24828 Deepwater Point Dr, Saint Michaels, MD 21663

      24828 Deepwater Point Dr, Saint Michaels, MD 21663
    • 8670 Bozman Neavitt Rd, Saint Michaels, MD 21663
      8670 Bozman Neavitt Rd, Saint Michaels, MD 21663
      8670 Bozman Neavitt Rd, Saint Michaels, MD 21663
      /34

      Est $1,216,424 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,365 Sq Ft

      8670 Bozman Neavitt Rd, Saint Michaels, MD 21663

      8670 Bozman Neavitt Rd, Saint Michaels, MD 21663
    • 1113 Jefferson Ave, Saint Michaels, MD 21663
      1113 Jefferson Ave, Saint Michaels, MD 21663
      1113 Jefferson Ave, Saint Michaels, MD 21663
      /48

      Est $510,463 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,016 Sq Ft

      1113 Jefferson Ave, Saint Michaels, MD 21663

      1113 Jefferson Ave, Saint Michaels, MD 21663
    • 24425 Rolles Range Rd, Saint Michaels, MD 21663
      24425 Rolles Range Rd, Saint Michaels, MD 21663
      24425 Rolles Range Rd, Saint Michaels, MD 21663
      /51

      Est $267,037 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,443 Sq Ft

      24425 Rolles Range Rd, Saint Michaels, MD 21663

      24425 Rolles Range Rd, Saint Michaels, MD 21663
    • 402 Seymour Ave, Saint Michaels, MD 21663
      402 Seymour Ave, Saint Michaels, MD 21663
      402 Seymour Ave, Saint Michaels, MD 21663
      /32

      Est $629,272 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,488 Sq Ft

      402 Seymour Ave, Saint Michaels, MD 21663

      402 Seymour Ave, Saint Michaels, MD 21663
    • 319 Dodson Ave, Saint Michaels, MD 21663
      319 Dodson Ave, Saint Michaels, MD 21663
      319 Dodson Ave, Saint Michaels, MD 21663
      /17

      Est $380,935 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft

      319 Dodson Ave, Saint Michaels, MD 21663

      319 Dodson Ave, Saint Michaels, MD 21663
    • 24700 Deepwater Point Dr Unit 10, Saint Michaels, MD 21663
      24700 Deepwater Point Dr Unit 10, Saint Michaels, MD 21663
      24700 Deepwater Point Dr Unit 10, Saint Michaels, MD 21663
      /47

      Est $383,809 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,652 Sq Ft

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

      24700 Deepwater Point Dr Unit 10, Saint Michaels, MD 21663
    • 219 Webb Ln, Saint Michaels, MD 21663
      219 Webb Ln, Saint Michaels, MD 21663
      219 Webb Ln, Saint Michaels, MD 21663
      /23

      Est $237,149 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 932 Sq Ft

      219 Webb Ln, Saint Michaels, MD 21663

      219 Webb Ln, Saint Michaels, MD 21663
    • 209 Webb Ln, Saint Michaels, MD 21663
      209 Webb Ln, Saint Michaels, MD 21663
      209 Webb Ln, Saint Michaels, MD 21663
      /18

      Est $218,358 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 932 Sq Ft

      209 Webb Ln, Saint Michaels, MD 21663

      209 Webb Ln, Saint Michaels, MD 21663
    • 24700 Deepwater Point Dr Unit 16, Saint Michaels, MD 21663
      24700 Deepwater Point Dr Unit 16, Saint Michaels, MD 21663
      24700 Deepwater Point Dr Unit 16, Saint Michaels, MD 21663
      /28

      Est $348,865 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,796 Sq Ft

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

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

Showing Results 201 - 240, Page 6 of 18

Maryland Talbot County Saint Michaels

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