2,706

Saint Michaels, MD Homes

Section Image
  • 8090 Bozman Neavitt Rd, Bozman, MD 21612
    8090 Bozman Neavitt Rd, Bozman, MD 21612
    8090 Bozman Neavitt Rd, Bozman, MD 21612
    /73

    $939,000

    $54K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,362 Sq Ft

    8090 Bozman Neavitt Rd, Bozman, MD 21612

    Nestled in the serene enclave of Bozman, on Harris Creek this exquisite 1940s style bungalow seamlessly blends coastal charm with modern luxury, offering an unparalleled lifestyle for discerning buyers along with fantastic sunset views and a sheltered cove. Spanning 1,362+/- square feet, this detached residence boasts three spacious bedrooms and two elegantly appointed bathrooms, each designed

    Bill Wieland Benson & Mangold, LLC

    8090 Bozman Neavitt Rd, Bozman, MD 21612
  • 602 S Talbot St, Saint Michaels, MD 21663
    602 S Talbot St, Saint Michaels, MD 21663
    602 S Talbot St, Saint Michaels, MD 21663
    /46

    $740,000

    Sold Oct 02, 2025

    602 S Talbot St, Saint Michaels, MD 21663

    • 4 Beds
    • 2.5 Baths
    • 2,433 Sq Ft
    • Built 1890

    Last Sold Summary

    • 33% Below List Price
    • $304/SF
    • 844 Days On Market

    Current Estimated Value $794,773

    Last Listing Agent Cheri Bruce-Phipps TTR Sotheby's International Realty

    602 S Talbot St, Saint Michaels, MD 21663
    • 402 Railroad Ave, Saint Michaels, MD 21663
      402 Railroad Ave, Saint Michaels, MD 21663
      402 Railroad Ave, Saint Michaels, MD 21663
      /50

      Est $868,452

      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

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

  • 7963 Pond Haven Ct, Saint Michaels, MD 21663
    7963 Pond Haven Ct, Saint Michaels, MD 21663
    7963 Pond Haven Ct, Saint Michaels, MD 21663
    /65

    $655,000

    • 3 Beds
    • 2.5 Baths
    • 3,010 Sq Ft

    7963 Pond Haven Ct, Saint Michaels, MD 21663

    Charming Coastal Retreat with Endless Potential in Backcreek LandingWelcome to this beautiful two-story home in the highly sought-after Backcreek Landing neighborhood, just minutes from historic St. Michaels. Blending coastal elegance with incredible value, this property features a brand-new roof with lifetime shingles and is attractively priced, leaving you budget flexibility to update the

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    7963 Pond Haven Ct, Saint Michaels, MD 21663
  • 9262 Macks Ln, McDaniel, MD 21647
    9262 Macks Ln, McDaniel, MD 21647
    9262 Macks Ln, McDaniel, MD 21647
    /89

    $2,680,000

    Sold Apr 10, 2026

    9262 Macks Ln, McDaniel, MD 21647

    • 4 Beds
    • 6 Baths
    • 5,400 Sq Ft
    • Built 2000

    Last Sold Summary

    • $496/SF
    • 151 Days On Market

    Current Estimated Value $2,602,841

    Last Listing Agent Tom Crouch Benson & Mangold, LLC

    9262 Macks Ln, McDaniel, MD 21647
    • 1015 Riverview Terrace, Saint Michaels, MD 21663
      1015 Riverview Terrace, Saint Michaels, MD 21663
      1015 Riverview Terrace, Saint Michaels, MD 21663
      /43

      Est $1,821,337

      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

      • 24 Days On Market

      Last Listing Agent Laura Carney TTR Sotheby's International Realty

  • 407 Seymour Ave, Saint Michaels, MD 21663
    407 Seymour Ave, Saint Michaels, MD 21663
    407 Seymour Ave, Saint Michaels, MD 21663
    /31

    $799,950

    • 4 Beds
    • 3.5 Baths
    • 2,154 Sq Ft

    407 Seymour Ave, Saint Michaels, MD 21663

    Enjoy the best of St. Michaels with convenient access to recreation, waterfront activities, schools and downtown. The newly renovated split-foyer home is truly move-in ready. The nicely landscaped grounds feature a fenced rear yard with mature trees, large patio and an in-ground swimming pool, creating a wonderful setting for outdoor enjoyment. Inside, the main level is filled with natural light

    Barbara Watkins Benson & Mangold, LLC

    407 Seymour Ave, Saint Michaels, MD 21663
  • 320 Perry Cabin Dr, Saint Michaels, MD 21663
    320 Perry Cabin Dr, Saint Michaels, MD 21663
    320 Perry Cabin Dr, Saint Michaels, MD 21663
    /16

    $1,000,000

    Sold Oct 08, 2025

    320 Perry Cabin Dr, Saint Michaels, MD 21663

    • 2 Beds
    • 2.5 Baths
    • 1,557 Sq Ft
    • Built 1988

    Last Sold Summary

    • $642/SF
    • 1 Day On Market

    Current Estimated Value $1,066,643

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

    320 Perry Cabin Dr, 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 $1,467,487

      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

      • 189 Days On Market

      Last Listing Agent Debra Crouch Benson & Mangold, LLC

  • 101 Mulberry St, Saint Michaels, MD 21663
    101 Mulberry St, Saint Michaels, MD 21663
    101 Mulberry St, Saint Michaels, MD 21663
    /38

    $1,129,000

    $155K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    101 Mulberry St, Saint Michaels, MD 21663

    Dramatic Price Drop!!! Seller ready to sell this beautifully restored Historic Victorian in the heart of Saint Michaels. This charming home has a strong rental history, last tenant was paying $4,500 a month. From the wide, welcoming front porch to the gated, manicured yard—complete with a hammock ideal for long afternoon naps—every space is designed for comfort and relaxation. A brick walkway

    Jana Meredith Meredith Fine Properties

    101 Mulberry St, 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 $777,623

    Last Listing Agent Larry Brennan TTR Sotheby's International Realty

    207 Seymour Ave, Saint Michaels, MD 21663
    • 9217 Martingham Dr, Saint Michaels, MD 21663
      9217 Martingham Dr, Saint Michaels, MD 21663
      9217 Martingham Dr, Saint Michaels, MD 21663
      /63

      Est $603,695

      Not Listed For Sale

      9217 Martingham Dr, Saint Michaels, MD 21663

      • 3 Beds
      • 2.5 Baths
      • 1,945 Sq Ft
      • Built 1988
      9217 Martingham Dr, Saint Michaels, MD 21663

      Last Sold Summary

      • 3 Days On Market

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

  • 301 Lincoln Ave, Saint Michaels, MD 21663
    301 Lincoln Ave, Saint Michaels, MD 21663
    301 Lincoln Ave, Saint Michaels, MD 21663
    /16

    $474,900

    Open House 10/03 Coming Soon Oct 3
    • 3 Beds
    • 2 Baths
    • 1,472 Sq Ft

    301 Lincoln Ave, Saint Michaels, MD 21663

    Coming soon in St. Michaels! **OPEN HOUSE Saturday October 3rd 11AM-1PM** This charming cottage-styled home is beautifully maintained and truly pristine inside and out. Hardwood floors, a cozy wood-burning fireplace, spacious bedrooms, updated bathrooms and a bright and airy sunroom create a home that feels warm and inviting from the moment you step inside. Outside, enjoy a large private backyard

    Crystal Smith RE/MAX Executive

    301 Lincoln Ave, 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 $841,389

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

    24312 Oakwood Park Rd, Saint Michaels, MD 21663
    • 106 Boundary Ln, Saint Michaels, MD 21663
      106 Boundary Ln, Saint Michaels, MD 21663
      106 Boundary Ln, Saint Michaels, MD 21663
      /58

      Est $545,406

      Not Listed For Sale

      106 Boundary Ln, Saint Michaels, MD 21663

      • 3 Beds
      • 2 Baths
      • 1,490 Sq Ft
      • Built 1997
      106 Boundary Ln, Saint Michaels, MD 21663

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Kim Crouch Ozman 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
  • 216 E Chew Ave, Saint Michaels, MD 21663
    216 E Chew Ave, Saint Michaels, MD 21663
    216 E Chew Ave, Saint Michaels, MD 21663
    /135

    $1,522,000

    Sold Aug 28, 2026

    216 E Chew Ave, Saint Michaels, MD 21663

    • 4 Beds
    • 3.5 Baths
    • 3,575 Sq Ft
    • Built 1997

    Last Sold Summary

    • 15% Below List Price
    • $426/SF
    • 221 Days On Market

    Current Estimated Value $1,752,258

    Last Listing Agent Christopher Clinton Coldwell Banker Chesapeake Real Estate Company

    216 E Chew Ave, Saint Michaels, MD 21663
    • 7841 Pea Neck Rd, Saint Michaels, MD 21663
      7841 Pea Neck Rd, Saint Michaels, MD 21663
      7841 Pea Neck Rd, Saint Michaels, MD 21663
      /41

      Est $933,685

      Not Listed For Sale

      7841 Pea Neck Rd, Saint Michaels, MD 21663

      • 3 Beds
      • 3.5 Baths
      • 3,069 Sq Ft
      • Built 2008
      7841 Pea Neck Rd, Saint Michaels, MD 21663

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Dennis Covey Meredith Fine Properties

  • 965 San Domingo Ct, Saint Michaels, MD 21663
    965 San Domingo Ct, Saint Michaels, MD 21663
    965 San Domingo Ct, Saint Michaels, MD 21663
    /68

    $2,395,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 4,116 Sq Ft

    965 San Domingo Ct, Saint Michaels, MD 21663

    Waterfront Living Reimagined in San Domingo Cove! Coastal influences, exceptional craftsmanship and meticulous attention to detail define this immaculate custom waterfront home. Dramatic two-story family room, soaring ceilings, walls of windows and an open staircase with stainless steel cable railings create a striking architectural statement. The second-story catwalk and loft overlook the main

    Kathy Christensen TTR Sotheby's International Realty

    965 San Domingo Ct, Saint Michaels, MD 21663
  • 23961 Lynnewood Dr, Saint Michaels, MD 21663
    23961 Lynnewood Dr, Saint Michaels, MD 21663
    23961 Lynnewood Dr, Saint Michaels, MD 21663
    /22

    $2,975,000

    Sold Sep 03, 2026

    23961 Lynnewood Dr, Saint Michaels, MD 21663

    • 4 Beds
    • 3.5 Baths
    • 4,035 Sq Ft
    • Built 1994

    Last Sold Summary

    • $737/SF
    • 261 Days On Market

    Current Estimated Value $2,974,407

    Last Listing Agent Barbara Watkins Benson & Mangold, LLC

    23961 Lynnewood Dr, 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 $93,087

      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

      • 84 Days On Market

      Last Listing Agent Chuck Mangold Benson & Mangold, LLC

  • 104 Cherry St, Saint Michaels, MD 21663
    104 Cherry St, Saint Michaels, MD 21663
    /2

    $795,000

    $200K PRICE DROP Pending
    • 4 Beds
    • 3 Baths
    • 2,718 Sq Ft

    104 Cherry St, Saint Michaels, MD 21663

    AUCTION POSTPONED! Historic St. Michaels Opportunity! Priced to Sell Quickly! Property sold strictly "as-is", inspections for informational purposes only. Built circa 1860, this spacious 4-bedroom, 3-full-bath historic home offers 2,718 square feet and an exceptional in-town location just half a block from the harbor, restaurants, shops, the Chesapeake Bay Maritime Museum, and all that makes St.

    Jennifer Pogoda Redfin Corp

    104 Cherry St, 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 $360,899

    Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    9539 Quail Hollow Dr Unit 303, 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 $736,958

      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

      • 68 Days On Market

      Last Listing Agent Kathleen Coale Benson & Mangold, LLC

  • 24678 New Post Rd, Saint Michaels, MD 21663
    24678 New Post Rd, Saint Michaels, MD 21663
    /2

    $3,495,000

    $300K PRICE DROP Pending
    • 4 Beds
    • 5 Baths
    • 6,404 Sq Ft

    24678 New Post Rd, Saint Michaels, MD 21663

    Rare opportunity to acquire a well-appointed home with immense views and convenient proximity to St Michaels. Ideally located by land and sea in Chance Hope Farm on the Miles River at the confluence of Eastern Bay, this stunning, classic eastern shore brick colonial has everything the most decerning buyer needs. This Daffin custom-built home features a generous, main-level primary suite featuring

    Chuck Mangold Benson & Mangold, LLC

    24678 New Post Rd, 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
    /59

    $1,950,000

    Sold Jul 17, 2026

    8670 Bozman Neavitt Rd, Saint Michaels, MD 21663

    • 3 Beds
    • 3 Baths
    • 2,365 Sq Ft
    • Built 1956

    Last Sold Summary

    • 2% Below List Price
    • $825/SF
    • 10 Days On Market

    Current Estimated Value $1,928,179

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

    8670 Bozman Neavitt Rd, 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 $1,066,357

      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

      • 9 Days On Market

      Last Listing Agent Mary Lapides Cummings & Co. Realtors

  • 24575 Deepwater Point Dr, Saint Michaels, MD 21663
    24575 Deepwater Point Dr, Saint Michaels, MD 21663
    24575 Deepwater Point Dr, Saint Michaels, MD 21663
    /30

    $660,000

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

    24575 Deepwater Point Dr, Saint Michaels, MD 21663

    Sprawling, 3 bedroom, 2 full bath, 1 half bath contemporary ranch home with an oversized 2-car attached garage, rear sunroom overlooking a rear patio, fish pond and gazebo. All of this on a 1.28 +/- acre parcel that backs to a pond/green of the Links at Perry Cabin Golf Course. This home has access to said golf club (membership required), scenic walking and biking trails, a nearby waterfront

    John Fifer Brokers Realty Group, LLC

    24575 Deepwater Point Dr, 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 $194,230

    Last Listing Agent Monica Penwell TTR Sotheby's International Realty

    102 Gloria Ave, 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 $473,414

      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

      • 175 Days On Market

      Last Listing Agent Christie Bishop Northrop Realty

  • 228 Perry Cabin Dr Unit 228 / 226, Saint Michaels, MD 21663
    228 Perry Cabin Dr Unit 228 / 226, Saint Michaels, MD 21663
    228 Perry Cabin Dr Unit 228 / 226, Saint Michaels, MD 21663
    /119

    $1,945,000

    $50K PRICE DROP
    • 6 Beds
    • 6 Baths
    • 4,089 Sq Ft

    228 Perry Cabin Dr Unit 228 / 226, Saint Michaels, MD 21663

    Check out the NEW aerial photos! An exceptional opportunity in The Homes at Perry Cabin -- a rare double residence offering approximately 4,000 square feet, six bedrooms, and six full baths in a premier Saint Michaels waterfront community. adjacent to the renowned Inn at Perry Cabin and overlooking Fogg Cove just off the Miles River. This turnkey home features expansive living areas and a

    Maureen McHugh Chesapeake Bay Real Estate Plus, LLC

    228 Perry Cabin Dr Unit 228 / 226, Saint Michaels, MD 21663
  • 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

    $350,000

    Sold Jun 26, 2026

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

    • 2 Beds
    • 2.5 Baths
    • 1,486 Sq Ft
    • Built 1979

    Last Sold Summary

    • 10% Below List Price
    • $236/SF
    • 132 Days On Market

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

    24700 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
    • 7896 Hart Glen Ct, Saint Michaels, MD 21663
      7896 Hart Glen Ct, Saint Michaels, MD 21663
      7896 Hart Glen Ct, Saint Michaels, MD 21663
      /70

      Est $756,714

      Not Listed For Sale

      7896 Hart Glen Ct, Saint Michaels, MD 21663

      • 4 Beds
      • 2.5 Baths
      • 3,038 Sq Ft
      • Built 2005
      7896 Hart Glen Ct, Saint Michaels, MD 21663

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Kathleen Coale Benson & Mangold, LLC

  • 7964 Pond Haven Ct, Saint Michaels, MD 21663
    7964 Pond Haven Ct, Saint Michaels, MD 21663
    7964 Pond Haven Ct, Saint Michaels, MD 21663
    /23

    $795,000

    • 4 Beds
    • 3.5 Baths
    • 2,955 Sq Ft

    7964 Pond Haven Ct, Saint Michaels, MD 21663

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    7964 Pond Haven Ct, Saint Michaels, MD 21663
  • 9788 Pintail Place, Saint Michaels, MD 21663
    9788 Pintail Place, Saint Michaels, MD 21663
    /2

    $1,840,000

    Sold Jul 30, 2026

    9788 Pintail Place, Saint Michaels, MD 21663

    • 4 Beds
    • 2.5 Baths
    • 2,320 Sq Ft
    • Built 1998

    Last Sold Summary

    • 3% Below List Price
    • $793/SF
    • 3 Days On Market

    Current Estimated Value $1,882,747

    Last Listing Agent Barbara Watkins Benson & Mangold, LLC

    9788 Pintail Place, Saint Michaels, MD 21663
    • 112 Mitchell St, Saint Michaels, MD 21663
      112 Mitchell St, Saint Michaels, MD 21663
      112 Mitchell St, Saint Michaels, MD 21663
      /19

      Est $304,250

      Not Listed For Sale

      112 Mitchell St, Saint Michaels, MD 21663

      • 3 Beds
      • 1 Bath
      • 1,368 Sq Ft
      • Built 1984
      112 Mitchell St, Saint Michaels, MD 21663

      Last Sold Summary

      • 126 Days On Market

      Last Listing Agent Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

  • 7865 Pea Neck Rd, Saint Michaels, MD 21663
    7865 Pea Neck Rd, Saint Michaels, MD 21663
    7865 Pea Neck Rd, Saint Michaels, MD 21663
    /61

    $1,379,800

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,332 Sq Ft

    7865 Pea Neck Rd, Saint Michaels, MD 21663

    Under construction by Laine Street Homes, this exceptional property offers over 3,300 sq ft of finished living space plus an additional 480 sq ft of covered outdoor living. Set on approximately 2 acres with mature trees and located just minutes from the heart of historic St. Michaels, the home blends privacy, luxury, and convenience. Designed with a main-level primary suite, the floor plan

    Jana Meredith Meredith Fine Properties

    7865 Pea Neck Rd, 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 $1,429,050

    Last Listing Agent Laura Carney TTR Sotheby's International Realty

    8095 Church Neck Rd, Saint Michaels, MD 21663
    • 226 North St, Saint Michaels, MD 21663
      226 North St, Saint Michaels, MD 21663
      226 North St, Saint Michaels, MD 21663
      /12

      Est $224,780

      Not Listed For Sale

      226 North St, Saint Michaels, MD 21663

      • Built 1969
      226 North St, Saint Michaels, MD 21663

      Last Sold Summary

      • 247 Days On Market

      Last Listing Agent Jennifer Pogoda Redfin Corp

  • 8620 Bozman Neavitt Rd, Saint Michaels, MD 21663
    8620 Bozman Neavitt Rd, Saint Michaels, MD 21663
    8620 Bozman Neavitt Rd, Saint Michaels, MD 21663
    /60

    $8,495,000

    • 6 Beds
    • 11 Baths
    • 17,402 Sq Ft

    8620 Bozman Neavitt Rd, Saint Michaels, MD 21663

    NEW PRICE! Located minutes from downtown St. Michaels, “Aqua Vitae” the waters of life, sits on 8.6 private acres on Harris Creek, a Chesapeake Bay tributary. This custom-built offering w/ over 400’ of direct water frontage is comprised of 3 magnificent structures: a grand main residence, guest cottage, & “party barn” all highlighted by a waterside pool, pier w/ 4’ MLW, pine grove, putting green,

    Doc Keane Washington Fine Properties, LLC

    8620 Bozman Neavitt Rd, Saint Michaels, MD 21663

Showing Results 121 - 160, Page 4 of 18

Maryland Talbot County

Real Estate & Homes

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

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 © 2026 CoStar Group