2,828

Saint Michaels, MD Homes

Section Image
    • 24700 Deepwater Point Dr Unit 21, Saint Michaels, MD 21663
      24700 Deepwater Point Dr Unit 21, Saint Michaels, MD 21663
      24700 Deepwater Point Dr Unit 21, Saint Michaels, MD 21663
      /34

      Not Listed For Sale

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

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

      24700 Deepwater Point Dr Unit 21, Saint Michaels, MD 21663
    • 24700 Deepwater Point Dr Unit 5, Saint Michaels, MD 21663
      24700 Deepwater Point Dr Unit 5, Saint Michaels, MD 21663
      24700 Deepwater Point Dr Unit 5, Saint Michaels, MD 21663
      /47

      Not Listed For Sale

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

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

      24700 Deepwater Point Dr Unit 5, Saint Michaels, MD 21663
    • 106 Douglass Ln, Saint Michaels, MD 21663
      106 Douglass Ln, Saint Michaels, MD 21663
      106 Douglass Ln, Saint Michaels, MD 21663
      /22

      Est $1,194,339 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,885 Sq Ft

      106 Douglass Ln, Saint Michaels, MD 21663

      106 Douglass Ln, Saint Michaels, MD 21663
    • 0 Deepwater Point Rd, Saint Michaels, MD 21663
      0 Deepwater Point Rd, Saint Michaels, MD 21663
      0 Deepwater Point Rd, Saint Michaels, MD 21663
      /24

      Not Listed For Sale

      0 Deepwater Point Rd, Saint Michaels, MD 21663

      0 Deepwater Point Rd, Saint Michaels, MD 21663
    • 921 B S Talbot St, Saint Michaels, MD 21663
      921 B S Talbot St, Saint Michaels, MD 21663
      921 B S Talbot St, Saint Michaels, MD 21663
      /17

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,764 Sq Ft

      921 B S Talbot St, Saint Michaels, MD 21663

      921 B S Talbot St, Saint Michaels, MD 21663
    • 24659 Long Haul Rd, Saint Michaels, MD 21663
      24659 Long Haul Rd, Saint Michaels, MD 21663
      24659 Long Haul Rd, Saint Michaels, MD 21663
      /87

      Est $2,133,284 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,069 Sq Ft

      24659 Long Haul Rd, Saint Michaels, MD 21663

      24659 Long Haul Rd, Saint Michaels, MD 21663
    • 24700 Deepwater Point Dr Unit 9, Saint Michaels, MD 21663
      24700 Deepwater Point Dr Unit 9, Saint Michaels, MD 21663
      24700 Deepwater Point Dr Unit 9, Saint Michaels, MD 21663
      /30

      Est $373,605 Not Listed For Sale

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

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

      24700 Deepwater Point Dr Unit 9, Saint Michaels, MD 21663
    • 0 New Post Rd Unit MDTA2002548, Saint Michaels, MD 21663
      0 New Post Rd Unit MDTA2002548, Saint Michaels, MD 21663
      0 New Post Rd Unit MDTA2002548, Saint Michaels, MD 21663
      /12

      Not Listed For Sale

      0 New Post Rd Unit MDTA2002548, Saint Michaels, MD 21663

      0 New Post Rd Unit MDTA2002548, Saint Michaels, MD 21663
    • 218 E Chestnut St, Saint Michaels, MD 21663
      218 E Chestnut St, Saint Michaels, MD 21663
      218 E Chestnut St, Saint Michaels, MD 21663
      /79

      Est $1,607,694 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,639 Sq Ft

      218 E Chestnut St, Saint Michaels, MD 21663

      218 E Chestnut St, Saint Michaels, MD 21663
    • 24700 Deepwater Point Dr, Saint Michaels, MD 21663
      24700 Deepwater Point Dr, Saint Michaels, MD 21663
      24700 Deepwater Point Dr, Saint Michaels, MD 21663
      /31

      Not Listed For Sale

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

      24700 Deepwater Point Dr, Saint Michaels, MD 21663

      24700 Deepwater Point Dr, Saint Michaels, MD 21663
    • 110 Grace St, Saint Michaels, MD 21663
      110 Grace St, Saint Michaels, MD 21663
      110 Grace St, Saint Michaels, MD 21663
      /38

      Est $634,725 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,358 Sq Ft

      110 Grace St, Saint Michaels, MD 21663

      110 Grace St, Saint Michaels, MD 21663
    • 105 Thompson St, Saint Michaels, MD 21663
      105 Thompson St, Saint Michaels, MD 21663
      105 Thompson St, Saint Michaels, MD 21663
      /24

      Est $747,246 Not Listed For Sale

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

      105 Thompson St, Saint Michaels, MD 21663

      105 Thompson St, Saint Michaels, MD 21663
    • 700 N Talbot St, Saint Michaels, MD 21663
      700 N Talbot St, Saint Michaels, MD 21663
      700 N Talbot St, Saint Michaels, MD 21663
      /7

      Est $321,483 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 648 Sq Ft

      700 N Talbot St, Saint Michaels, MD 21663

      700 N Talbot St, Saint Michaels, MD 21663
    • 7751 Rollyston Dr, Saint Michaels, MD 21663
      7751 Rollyston Dr, Saint Michaels, MD 21663
      7751 Rollyston Dr, Saint Michaels, MD 21663
      /103

      Est $5,687,654 Not Listed For Sale

      • 9 Beds
      • 13 Baths
      • 13,617 Sq Ft

      7751 Rollyston Dr, Saint Michaels, MD 21663

      7751 Rollyston Dr, Saint Michaels, MD 21663
    • 109 W Marengo St, Saint Michaels, MD 21663
      109 W Marengo St, Saint Michaels, MD 21663
      109 W Marengo St, Saint Michaels, MD 21663
      /61

      Est $896,966 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,250 Sq Ft

      109 W Marengo St, Saint Michaels, MD 21663

      109 W Marengo St, Saint Michaels, MD 21663
    • 107 E Maple Ave, Saint Michaels, MD 21663
      107 E Maple Ave, Saint Michaels, MD 21663
      107 E Maple Ave, Saint Michaels, MD 21663
      /21

      Est $486,708 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,508 Sq Ft

      107 E Maple Ave, Saint Michaels, MD 21663

      107 E Maple Ave, Saint Michaels, MD 21663
    • 106 Douglas Ln, Saint Michaels, MD 21663
      106 Douglas Ln, Saint Michaels, MD 21663
      106 Douglas Ln, Saint Michaels, MD 21663
      /50

      Est $1,194,339 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,885 Sq Ft

      106 Douglas Ln, Saint Michaels, MD 21663

      106 Douglas Ln, Saint Michaels, MD 21663
    • 204 E Chestnut St, Saint Michaels, MD 21663
      204 E Chestnut St, Saint Michaels, MD 21663
      204 E Chestnut St, Saint Michaels, MD 21663
      /43

      Est $729,686 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,732 Sq Ft

      204 E Chestnut St, Saint Michaels, MD 21663

      204 E Chestnut St, Saint Michaels, MD 21663
    • 119 W Chestnut St, Saint Michaels, MD 21663
      119 W Chestnut St, Saint Michaels, MD 21663
      119 W Chestnut St, Saint Michaels, MD 21663
      /55

      Est $1,031,571 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,256 Sq Ft

      119 W Chestnut St, Saint Michaels, MD 21663

      119 W Chestnut St, Saint Michaels, MD 21663
    • 117 W Chestnut St, Saint Michaels, MD 21663
      117 W Chestnut St, Saint Michaels, MD 21663
      117 W Chestnut St, Saint Michaels, MD 21663
      /36

      Est $831,708 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,724 Sq Ft

      117 W Chestnut St, Saint Michaels, MD 21663

      117 W Chestnut St, Saint Michaels, MD 21663
    • 23722 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
      23722 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
      23722 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
      /69

      Est $3,165,008 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 5,252 Sq Ft

      23722 Mount Pleasant Landing Cir, Saint Michaels, MD 21663

      23722 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    • 24700 Deepwater Point Dr Unit 2, Saint Michaels, MD 21663
      24700 Deepwater Point Dr Unit 2, Saint Michaels, MD 21663
      24700 Deepwater Point Dr Unit 2, Saint Michaels, MD 21663
      /46

      Est $364,051 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,865 Sq Ft

      24700 Deepwater Point Dr Unit 2, Saint Michaels, MD 21663

      24700 Deepwater Point Dr Unit 2, Saint Michaels, MD 21663
    • 202 Cherry St, St. Michaels, MD 21663
      202 Cherry St, St. Michaels, MD 21663
      202 Cherry St, St. Michaels, MD 21663
      /25

      Est $2,486,373 Not Listed For Sale

      • 7 Beds
      • 7.5 Baths
      • 3,392 Sq Ft

      202 Cherry St, St. Michaels, MD 21663

      202 Cherry St, St. Michaels, MD 21663
    • 105 Chesapeake Ave, Saint Michaels, MD 21663
      105 Chesapeake Ave, Saint Michaels, MD 21663
      105 Chesapeake Ave, Saint Michaels, MD 21663
      /5

      Est $130,268 Not Listed For Sale

      105 Chesapeake Ave, Saint Michaels, MD 21663

      105 Chesapeake Ave, Saint Michaels, MD 21663
    • 203 Cherry St, Saint Michaels, MD 21663
      203 Cherry St, Saint Michaels, MD 21663
      203 Cherry St, Saint Michaels, MD 21663
      /63

      Est $1,368,851 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,090 Sq Ft

      203 Cherry St, Saint Michaels, MD 21663

      203 Cherry St, Saint Michaels, MD 21663
    • 103 W Chestnut St, Saint Michaels, MD 21663
      103 W Chestnut St, Saint Michaels, MD 21663
      103 W Chestnut St, Saint Michaels, MD 21663
      /60

      Est $1,011,865 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,296 Sq Ft

      103 W Chestnut St, Saint Michaels, MD 21663

      103 W Chestnut St, Saint Michaels, MD 21663
    • 8120 Ruby Harrison Rd, Bozman, MD 21612
      8120 Ruby Harrison Rd, Bozman, MD 21612
      8120 Ruby Harrison Rd, Bozman, MD 21612
      /48

      Est $1,068,823 Not Listed For Sale

      • Studio
      • 6,187 Sq Ft

      8120 Ruby Harrison Rd, Bozman, MD 21612

      8120 Ruby Harrison Rd, Bozman, MD 21612
    • 23746 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
      23746 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
      23746 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
      /47

      Est $2,471,898 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,870 Sq Ft

      23746 Mount Pleasant Landing Cir, Saint Michaels, MD 21663

      23746 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    • 202 E Chestnut St, Saint Michaels, MD 21663
      202 E Chestnut St, Saint Michaels, MD 21663
      202 E Chestnut St, Saint Michaels, MD 21663
      /25

      Est $854,855 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,052 Sq Ft

      202 E Chestnut St, Saint Michaels, MD 21663

      202 E Chestnut St, Saint Michaels, MD 21663
    • 100 Mulberry St, St. Michaels, MD 21663
      100 Mulberry St, St. Michaels, MD 21663
      100 Mulberry St, St. Michaels, MD 21663
      /6

      Est $1,066,634 Not Listed For Sale

      • 7 Beds
      • 7 Baths
      • 4,172 Sq Ft

      100 Mulberry St, St. Michaels, MD 21663

      100 Mulberry St, St. Michaels, MD 21663
    • 205 Cherry St, St. Michaels, MD 21663
      205 Cherry St, St. Michaels, MD 21663
      205 Cherry St, St. Michaels, MD 21663
      /77

      Est $2,377,843 Not Listed For Sale

      • 7 Beds
      • 8.5 Baths
      • 4,394 Sq Ft

      205 Cherry St, St. Michaels, MD 21663

      205 Cherry St, St. Michaels, MD 21663
    • 406 Water St, St. Michaels, MD 21663
      406 Water St, St. Michaels, MD 21663
      406 Water St, St. Michaels, MD 21663
      /7

      Est $1,032,015 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,370 Sq Ft

      406 Water St, St. Michaels, MD 21663

      406 Water St, St. Michaels, MD 21663
    • 117 Grace St, Saint Michaels, MD 21663
      117 Grace St, Saint Michaels, MD 21663
      117 Grace St, Saint Michaels, MD 21663
      /40

      Est $756,598 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,454 Sq Ft

      117 Grace St, Saint Michaels, MD 21663

      117 Grace St, Saint Michaels, MD 21663
    • 8204 Bozman Neavitt Rd, Bozman, MD 21612
      8204 Bozman Neavitt Rd, Bozman, MD 21612
      8204 Bozman Neavitt Rd, Bozman, MD 21612
      /41

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,279 Sq Ft

      8204 Bozman Neavitt Rd, Bozman, MD 21612

      8204 Bozman Neavitt Rd, Bozman, MD 21612
    • 108 Chesapeake Ave, Saint Michaels, MD 21663
      108 Chesapeake Ave, Saint Michaels, MD 21663
      108 Chesapeake Ave, Saint Michaels, MD 21663
      /3

      Est $186,983 Not Listed For Sale

      108 Chesapeake Ave, Saint Michaels, MD 21663

      108 Chesapeake Ave, Saint Michaels, MD 21663
    • 117 Chesapeake Ave, Saint Michaels, MD 21663
      117 Chesapeake Ave, Saint Michaels, MD 21663
      117 Chesapeake Ave, Saint Michaels, MD 21663
      /4

      Est $110,756 Not Listed For Sale

      117 Chesapeake Ave, Saint Michaels, MD 21663

      117 Chesapeake Ave, Saint Michaels, MD 21663
    • 8840 Dawson Rd, Saint Michaels, MD 21663
      8840 Dawson Rd, Saint Michaels, MD 21663
      8840 Dawson Rd, Saint Michaels, MD 21663
      /10

      Not Listed For Sale

      8840 Dawson Rd, Saint Michaels, MD 21663

      8840 Dawson Rd, Saint Michaels, MD 21663
    • 105 Trusty Ave, Saint Michaels, MD 21663
      105 Trusty Ave, Saint Michaels, MD 21663
      105 Trusty Ave, Saint Michaels, MD 21663
      /31

      Est $376,313 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 960 Sq Ft

      105 Trusty Ave, Saint Michaels, MD 21663

      105 Trusty Ave, Saint Michaels, MD 21663
    • 104 W Chestnut St, Saint Michaels, MD 21663
      104 W Chestnut St, Saint Michaels, MD 21663
      104 W Chestnut St, Saint Michaels, MD 21663
      /43

      Est $1,325,498 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,958 Sq Ft

      104 W Chestnut St, Saint Michaels, MD 21663

      104 W Chestnut St, Saint Michaels, MD 21663
    • 105 E Chestnut St, Saint Michaels, MD 21663
      105 E Chestnut St, Saint Michaels, MD 21663
      105 E Chestnut St, Saint Michaels, MD 21663
      /39

      Est $1,111,699 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,576 Sq Ft

      105 E Chestnut St, Saint Michaels, MD 21663

      105 E Chestnut St, Saint Michaels, MD 21663

Showing Results 241 - 280, Page 7 of 18

Maryland Talbot County Saint Michaels

Real Estate & Homes

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

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group