2,844

Saint Michaels, MD Homes

Section Image
    • 402 Railroad Ave, Saint Michaels, MD 21663
      402 Railroad Ave, Saint Michaels, MD 21663
      402 Railroad Ave, Saint Michaels, MD 21663
      /50

      Est $854,539 Not Listed For Sale

      402 Railroad Ave, Saint Michaels, MD 21663

      • 3 Beds
      • 3 Baths
      • 2,450 Sq Ft
      • Built 1900
      402 Railroad Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 2% Below List Price
      • $357/SF
      • Last Sold Price $875,000
      • Mar 28, 2025

      Last Listing Agent Cornelia Heckenbach Long & Foster

  • 24700 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
    24700 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
    24700 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
    /47

    $369,000

    • 2 Beds
    • 2.5 Baths
    • 1,486 Sq Ft

    24700 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663

    Price improvement! Inviting townhouse in the St. Michaels Martingham community with views across the Links at Perry Cabin fairway, offering easy Eastern Shore living. From the upstairs living areas, enjoy lovely, elevated views, abundant natural light, and a sense of openness that enhances the home’s warm, inviting feel. The upper-level living area features shining hardwood floors, and the home

    Maureen McHugh Chesapeake Bay Real Estate Plus, LLC

    24700 Deepwater Point Dr Unit 1, 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

    Current Estimated Value $787,092

    Last Listing Agent Larry Brennan TTR Sotheby's International Realty

    207 Seymour Ave, 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 $1,837,392 Not Listed For Sale

      1015 Riverview Terrace, Saint Michaels, MD 21663

      • 5 Beds
      • 4 Baths
      • 3,301 Sq Ft
      • Built 1958
      1015 Riverview Terrace, Saint Michaels, MD 21663

      Last Sold Summary

      • 2% Below List Price
      • $568/SF
      • 24 Days On Market
      • Last Sold Price $1,875,000
      • Nov 13, 2024

      Last Listing Agent Laura Carney TTR Sotheby's International Realty

  • 24390 Oakwood Park Rd, Saint Michaels, MD 21663
    24390 Oakwood Park Rd, Saint Michaels, MD 21663
    24390 Oakwood Park Rd, Saint Michaels, MD 21663
    /68

    $1,679,000

    • 4 Beds
    • 3.5 Baths
    • 2,839 Sq Ft

    24390 Oakwood Park Rd, Saint Michaels, MD 21663

    Significant price improvement! Welcome to your private waterfront retreat just minutes from the charming, historic town of St. Michaels, Maryland. Tucked away on a quiet cul-de-sac in the serene Oakwood Park community along San Domingo Creek, this one-story residence offers four bedrooms, three and a half baths, and a harmonious blend of space and comfort. With approximately 2,839 finished square

    Janet Larson Benson & Mangold, LLC

    24390 Oakwood Park 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 $810,365

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

    24312 Oakwood Park Rd, 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 $1,589,445 Not Listed For Sale

      8288 Bozman Neavitt Rd, Saint Michaels, MD 21663

      • 3 Beds
      • 2.5 Baths
      • 3,282 Sq Ft
      • Built 1998
      8288 Bozman Neavitt Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 3% Above List Price
      • $472/SF
      • 189 Days On Market
      • Last Sold Price $1,550,000
      • Dec 20, 2024

      Last Listing Agent Debra Crouch Benson & Mangold, LLC

  • 9545 Quail Hollow Dr Unit 205, Saint Michaels, MD 21663
    9545 Quail Hollow Dr Unit 205, Saint Michaels, MD 21663
    9545 Quail Hollow Dr Unit 205, Saint Michaels, MD 21663
    /32

    $385,000

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

    9545 Quail Hollow Dr Unit 205, Saint Michaels, MD 21663

    Desirable Martingham Community is the location of this fabulous Quail Hollow unit nestled within the famous "links at Perry Cabin " , one of the few units with a screened porch . Enjoy the beautiful golf course views from the second floor, the first floor is private with its landscaping. Bathroom and kitchen countertops are granite, the kitchen has a space for a breakfast table, Living and dining

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    9545 Quail Hollow Dr Unit 205, 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

    Current Estimated Value $362,881

    Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    9539 Quail Hollow Dr Unit 303, 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 $271,880 Not Listed For Sale

      313 Dodson Ave, Saint Michaels, MD 21663

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1981
      313 Dodson Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 21% Below List Price
      • $327/SF
      • 84 Days On Market
      • Last Sold Price $345,000
      • Aug 02, 2024

      Last Listing Agent Chuck Mangold Benson & Mangold, LLC

  • 24354 Widgeon Place Unit 20, Saint Michaels, MD 21663
    24354 Widgeon Place Unit 20, Saint Michaels, MD 21663
    24354 Widgeon Place Unit 20, Saint Michaels, MD 21663
    /57

    $350,000 Under Contract

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

    24354 Widgeon Place Unit 20, Saint Michaels, MD 21663

    Widgeon Place is a charming townhome enclave within the desirable Martingham community, offering effortless comfort and nearly maintenance-free living. Just minutes from the historic waterfront town of St. Michaels, this home is ideally suited for year-round living, a relaxing weekend retreat, or a smart investment opportunity. Martingham overlooks the renowned Links at Perry Cabin Golf

    Monica Penwell TTR Sotheby's International Realty

    24354 Widgeon Place Unit 20, Saint Michaels, MD 21663
  • 102 Gloria Ave, Saint Michaels, MD 21663
    102 Gloria Ave, Saint Michaels, MD 21663
    102 Gloria Ave, Saint Michaels, MD 21663
    /13

    $99,500 Sold Feb 20, 2026

    102 Gloria Ave, Saint Michaels, MD 21663

    • Land
    • 6,534 Sq Ft
    • $663,333 per Acre

    Last Sold Summary

    • 19 Days On Market

    Current Estimated Value $231,574

    Last Listing Agent Monica Penwell TTR Sotheby's International Realty

    102 Gloria Ave, 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 $754,275 Not Listed For Sale

      909 Riverview Terrace, Saint Michaels, MD 21663

      • 3 Beds
      • 2.5 Baths
      • 2,069 Sq Ft
      • Built 1956
      909 Riverview Terrace, Saint Michaels, MD 21663

      Last Sold Summary

      • 21% Above List Price
      • $302/SF
      • 68 Days On Market
      • Last Sold Price $625,000
      • May 02, 2024

      Last Listing Agent Kathleen Coale Benson & Mangold, LLC

  • 10554 Miracle House Cir, Claiborne, MD 21624
    10554 Miracle House Cir, Claiborne, MD 21624
    10554 Miracle House Cir, Claiborne, MD 21624
    /25

    $825,000

    • 3 Beds
    • 2.5 Baths
    • 2,170 Sq Ft

    10554 Miracle House Cir, Claiborne, MD 21624

    Quality construction throughout. This Custom Coastal Home has all the bells and whistles ..... hardwood cherry floors, masonry fireplace, 1st floor primary suite, double porches to enjoy the sunsets over Eastern Bay. Gourmet kitchen with stainless steel appliances. Two screened in porches for dining or sleeping. Very private with professional landscaping. Easy walk to Claiborne boat ramp, beach

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    10554 Miracle House Cir, Claiborne, MD 21624
  • 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 $837,043

    Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    504 S Talbot St, 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

      Est $1,067,365 Not Listed For Sale

      8080 Bozman Neavitt Rd, Saint Michaels, MD 21663

      • 3 Beds
      • 3 Baths
      • 5,869 Sq Ft
      • Built 1960
      8080 Bozman Neavitt Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 19% Above List Price
      • $153/SF
      • 9 Days On Market
      • Last Sold Price $900,000
      • Feb 28, 2025

      Last Listing Agent Mary Lapides Cummings & Co Realtors

  • 100 Bush Terrace, Saint Michaels, MD 21663
    100 Bush Terrace, Saint Michaels, MD 21663
    100 Bush Terrace, Saint Michaels, MD 21663
    /40

    $470,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    100 Bush Terrace, Saint Michaels, MD 21663

    This home allows for a 3.12% FHA Assumable Loan! Welcome to easy Eastern Shore living in the charming waterfront town of St. Michaels! This 3-bedroom, 2 bath, 1,232 sq. ft. home is located in the desirable community of Rio Vista offering direct access to the Miles River, complete with a community dock, boat slips, and boat ramp — perfect for boating, crabbing, paddleboarding, or sunset cruises.

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    100 Bush Terrace, 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

    Current Estimated Value $1,421,279

    Last Listing Agent Laura Carney TTR Sotheby's International Realty

    8095 Church Neck Rd, Saint Michaels, MD 21663
    • 1110 Jefferson Ave, Saint Michaels, MD 21663
      1110 Jefferson Ave, Saint Michaels, MD 21663
      1110 Jefferson Ave, Saint Michaels, MD 21663
      /64

      Est $463,883 Not Listed For Sale

      1110 Jefferson Ave, Saint Michaels, MD 21663

      • 4 Beds
      • 3 Baths
      • 1,600 Sq Ft
      • Built 1984
      1110 Jefferson Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 16% Above List Price
      • $250/SF
      • 175 Days On Market
      • Last Sold Price $400,000
      • Dec 30, 2024

      Last Listing Agent Christie Bishop Creig Northrop Team of Long & Foster

  • 113 Gloria Ave, Saint Michaels, MD 21663
    113 Gloria Ave, Saint Michaels, MD 21663
    113 Gloria Ave, Saint Michaels, MD 21663
    /36

    $539,500

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    113 Gloria Ave, Saint Michaels, MD 21663

    Situated on a corner lot just minutes from downtown St. Michaels, this 3-bedroom, 2-bath home offers easy access to local shops, restaurants, and the Maritime Museum. Inside, the living room is filled with natural light from a large bay window and features LVP flooring, recessed lighting, and updated fixtures throughout. The kitchen and dining area provide an open, functional layout with direct

    Peter Stark Benson & Mangold, LLC

    113 Gloria Ave, 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 $424,040

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

    9545 Quail Hollow Dr Unit 206, Saint Michaels, MD 21663
    • 115 W Chew Ave, Saint Michaels, MD 21663
      115 W Chew Ave, Saint Michaels, MD 21663
      115 W Chew Ave, Saint Michaels, MD 21663
      /38

      Est $829,519 Not Listed For Sale

      115 W Chew Ave, Saint Michaels, MD 21663

      • 4 Beds
      • 2.5 Baths
      • 1,781 Sq Ft
      • Built 1890
      115 W Chew Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 9% Below List Price
      • $514/SF
      • 28 Days On Market
      • Last Sold Price $915,000
      • Aug 28, 2023

      Last Listing Agent Tracy Higgs-Wagner Meredith Fine Properties

  • 101 Brooks Ln, Saint Michaels, MD 21663
    101 Brooks Ln, Saint Michaels, MD 21663
    101 Brooks Ln, Saint Michaels, MD 21663
    /28

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    101 Brooks Ln, Saint Michaels, MD 21663

    Welcome to this beautifully updated cottage in the heart of St. Michaels—where modern comfort meets Eastern Shore charm. Perfectly situated within walking distance to the town’s shops, restaurants, Rails to Trails, and the renowned Maritime Museum, this single‐level home offers both convenience and a peaceful, private setting. Sitting on nearly a quarter acre, the property features a fully fenced

    Stacie Luhrman Benson & Mangold, LLC

    101 Brooks Ln, Saint Michaels, MD 21663
  • 24749 Swan Rd, Saint Michaels, MD 21663
    24749 Swan Rd, Saint Michaels, MD 21663
    24749 Swan Rd, 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 $703,620

    Last Listing Agent Steve Bealefeld Benson & Mangold, LLC

    24749 Swan Rd, Saint Michaels, MD 21663
    • 220 Tyler Ave, Saint Michaels, MD 21663
      220 Tyler Ave, Saint Michaels, MD 21663
      220 Tyler Ave, Saint Michaels, MD 21663
      /46

      Est $703,640 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

      • 13% Above List Price
      • $250/SF
      • 115 Days On Market
      • Last Sold Price $624,900
      • Sep 06, 2024

      Last Listing Agent Gary Marquardt Coldwell Banker (NRT-Southeast-MidAtlantic)

  • 24645 Long Haul Rd, Saint Michaels, MD 21663
    24645 Long Haul Rd, Saint Michaels, MD 21663
    24645 Long Haul Rd, Saint Michaels, MD 21663
    /112

    $2,550,000

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

    24645 Long Haul Rd, Saint Michaels, MD 21663

    Experience waterfront living at its finest in this remarkable St. Michaels retreat, where breathtaking water views define every moment. The beautifully remodeled main level was designed to maximize the scenery, seamlessly blending indoor comfort with the natural beauty beyond. A chef-inspired kitchen with Monogram stainless steel appliances anchors the open-concept living space, perfect for

    Donna Dickinson Coldwell Banker Realty

    24645 Long Haul Rd, Saint Michaels, MD 21663
  • 203 Mulberry St, Saint Michaels, MD 21663
    203 Mulberry St, Saint Michaels, MD 21663
    203 Mulberry St, 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 $918,609

    Last Listing Agent Brian Gearhart Benson & Mangold, LLC

    203 Mulberry St, Saint Michaels, MD 21663
    • 209 E Maple Ave, Saint Michaels, MD 21663
      209 E Maple Ave, Saint Michaels, MD 21663
      209 E Maple Ave, Saint Michaels, MD 21663
      /10

      Est $429,955 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

      • 7% Above List Price
      • $435/SF
      • 34 Days On Market
      • Last Sold Price $400,000
      • Sep 20, 2023

      Last Listing Agent Robert Lacaze TTR Sotheby's International Realty

  • 8090 Bozman Neavitt Rd, Bozman, MD 21612
    8090 Bozman Neavitt Rd, Bozman, MD 21612
    8090 Bozman Neavitt Rd, Bozman, MD 21612
    /33

    $993,000

    • 3 Beds
    • 2 Baths
    • 1,362 Sq Ft

    8090 Bozman Neavitt Rd, Bozman, MD 21612

    Nestled behind spectacular Japanese Red Maples is a cozy 3 bedroom, 2 bath cottage overlooking Harris Creek with panoramic sunsets! Along with a large family room, dining room enjoy spectacular water views from the screened porch. Property is in excellent condition with a new roof, heat pump and well pump. Offered as a “turn key” investment with all furniture and fixtures. Located in historic St.

    Bill Wieland Benson & Mangold, LLC

    8090 Bozman Neavitt Rd, Bozman, MD 21612
  • 23336 Tunis Ln, Claiborne, MD 21624
    23336 Tunis Ln, Claiborne, MD 21624
    23336 Tunis Ln, Claiborne, MD 21624
    /70

    $465,000 Sold Sep 18, 2025

    23336 Tunis Ln, Claiborne, MD 21624

    • 2 Beds
    • 1 Bath
    • 1,190 Sq Ft
    • Built 1900

    Last Sold Summary

    • $391/SF
    • 67 Days On Market

    Current Estimated Value $449,172

    Last Listing Agent Maureen McHugh Chesapeake Bay Real Estate Plus, LLC

    23336 Tunis Ln, Claiborne, MD 21624
    • 9789 Pintail Place, Saint Michaels, MD 21663
      9789 Pintail Place, Saint Michaels, MD 21663
      9789 Pintail Place, Saint Michaels, MD 21663
      /74

      Est $3,518,020 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

      • 7% Below List Price
      • $738/SF
      • 97 Days On Market
      • Last Sold Price $3,800,000
      • Nov 18, 2024

      Last Listing Agent Cornelia Heckenbach Long & Foster

  • 23201 Stewart Way, McDaniel, MD 21647
    23201 Stewart Way, McDaniel, MD 21647
    23201 Stewart Way, McDaniel, MD 21647
    /48

    $595,000 Pending

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

    23201 Stewart Way, McDaniel, MD 21647

    Tucked away down a private lane, this stunning and fully renovated 3-bedroom, 2.5-bath Cape Cod sits on a serene 3.43± acre parcel, offering exceptional privacy and a truly remarkable setting. A covered front porch welcomes you home and provides the perfect place to relax while overlooking the tranquil setting that the property offers. Inside, luxury vinyl plank flooring flows throughout the

    Kim Crouch Ozman Benson & Mangold, LLC

    23201 Stewart Way, McDaniel, MD 21647
  • 205 E Chew Ave, Saint Michaels, MD 21663
    205 E Chew Ave, Saint Michaels, MD 21663
    205 E Chew Ave, Saint Michaels, MD 21663
    /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 $1,145,748

    Last Listing Agent Brian Gearhart Benson & Mangold, LLC

    205 E Chew Ave, Saint Michaels, MD 21663
    • 23863 Mount Misery Rd, Saint Michaels, MD 21663
      23863 Mount Misery Rd, Saint Michaels, MD 21663
      23863 Mount Misery Rd, Saint Michaels, MD 21663
      /34

      Est $982,715 Not Listed For Sale

      23863 Mount Misery Rd, Saint Michaels, MD 21663

      • 3 Beds
      • 5 Baths
      • 2,497 Sq Ft
      • Built 1987
      23863 Mount Misery Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 15% Above List Price
      • $342/SF
      • 7 Days On Market
      • Last Sold Price $855,000
      • Sep 08, 2023

      Last Listing Agent Chuck Mangold Benson & Mangold, LLC

  • 111 Gloria Ave, Saint Michaels, MD 21663
    111 Gloria Ave, Saint Michaels, MD 21663
    111 Gloria Ave, Saint Michaels, MD 21663
    /30

    $435,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,125 Sq Ft

    111 Gloria Ave, Saint Michaels, MD 21663

    Essentially a NEW HOME! Extensively, tastefully and professionally renovated 1965 rancher located on a quiet residential street, just 2 blocks from downtown St. Michaels. Nearly everything is brand new, including roof shingles, siding, windows, HVAC system and new deck. New off-street parking area, sized for 2 vehicles. Inside, everything looks (and is) new, including attractive luxury vinyl

    Tom Crouch Benson & Mangold, LLC

    111 Gloria Ave, Saint Michaels, MD 21663
  • 110 Lee St, Saint Michaels, MD 21663
    110 Lee St, Saint Michaels, MD 21663
    110 Lee St, Saint Michaels, MD 21663
    /49

    $475,000 Sold Sep 18, 2025

    110 Lee St, Saint Michaels, MD 21663

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 2024

    Last Sold Summary

    • $317/SF
    • 79 Days On Market

    Last Listing Agent Chance Stem LPT Realty, LLC

    110 Lee St, Saint Michaels, MD 21663
    • 201 E Chew Ave, Saint Michaels, MD 21663
      201 E Chew Ave, Saint Michaels, MD 21663
      201 E Chew Ave, Saint Michaels, MD 21663
      /48

      Est $1,585,250 Not Listed For Sale

      201 E Chew Ave, Saint Michaels, MD 21663

      • 4 Beds
      • 2.5 Baths
      • 3,694 Sq Ft
      • Built 2017
      201 E Chew Ave, Saint Michaels, MD 21663

      Last Sold Summary

      • 6% Above List Price
      • $406/SF
      • 5 Days On Market
      • Last Sold Price $1,500,000
      • Aug 04, 2023

      Last Listing Agent Chuck Mangold Benson & Mangold, LLC

  • 108 Miles, Saint Michaels, MD 21663
    108 Miles, Saint Michaels, MD 21663
    108 Miles, Saint Michaels, MD 21663
    /25

    $779,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft

    108 Miles, Saint Michaels, MD 21663

    A rare opportunity to pair a half-acre+ wooded in-town parcel with a thoughtfully designed single-level home concept in the heart of St. Michaels. This Concept A plan illustrates a 3-bedroom, 2-bath residence totaling approximately 1,710 square feet, featuring one-level living and an attached one-car garage. Designed to maximize functionality and flow, the concept offers flexible living spaces

    Chuck Mangold Benson & Mangold, LLC

    108 Miles, Saint Michaels, MD 21663
  • 25028 Maplewood Dr, Saint Michaels, MD 21663
    25028 Maplewood Dr, Saint Michaels, MD 21663
    25028 Maplewood Dr, 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 $480,767

    Last Listing Agent Monica Penwell TTR Sotheby's International Realty

    25028 Maplewood Dr, Saint Michaels, MD 21663
    • 24997 Back Creek Dr, Saint Michaels, MD 21663
      24997 Back Creek Dr, Saint Michaels, MD 21663
      24997 Back Creek Dr, Saint Michaels, MD 21663
      /76

      Est $782,969 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

      • 20% Above List Price
      • $218/SF
      • 16 Days On Market
      • Last Sold Price $655,000
      • Dec 08, 2023

      Last Listing Agent Barbara McCaffrey Redfin Corp

Showing Results 121 - 160, Page 4 of 18

Maryland Talbot County Saint Michaels

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