2,826

Saint Michaels, MD Homes

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  • 23336 Tunis Ln, Claiborne, MD 21624
    23336 Tunis Ln, Claiborne, MD 21624
    23336 Tunis Ln, Claiborne, MD 21624
    /58

    $549,000

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

    23336 Tunis Ln, Claiborne, MD 21624

    The charming Eastern Shore Waterman’s Cottage, located at 23336 Tunis Lane in Claiborne, MD, was originally built in 1900 and fully renovated in 2017. Additional features include a modern kitchen with stainless steel appliances and a propane stove, as well as a bathroom with Carrera marble, heated floors, and a towel warmer. The home has been rebuilt with durable IPE hardwood, and the crawl space

    Agent Photo

    Maureen McHugh

    Chesapeake Bay Real Estate Plus, LLC

    (667) 771-4585

    23336 Tunis Ln, Claiborne, MD 21624
  • 111 Mitchell St, Saint Michaels, MD 21663
    111 Mitchell St, Saint Michaels, MD 21663
    111 Mitchell St, Saint Michaels, MD 21663
    /7

    Call for Price

    Riverwoods at Saint Michaels

    1-2 Beds

    111 Mitchell St, Saint Michaels, MD 21663

    111 Mitchell St, Saint Michaels, MD 21663
  • 9531 Quail Hollow Dr Unit 403, Saint Michaels, MD 21663
    9531 Quail Hollow Dr Unit 403, Saint Michaels, MD 21663
    9531 Quail Hollow Dr Unit 403, Saint Michaels, MD 21663
    /65

    $335,000 Sold Jun 20, 2025

    • 1,800 Sq Ft
    • $186/SF
    • 221 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1973

    9531 Quail Hollow Dr Unit 403, Saint Michaels, MD 21663

    Nestled amongst the prestigious ‘Links at Perry Cabin Golf Course,’ this desirable Martingham condo features 2 bedrooms and 2.5 baths. The home opens to a foyer and flows into a spacious living and dining area, complete with laminate wood floors and a wood-burning fireplace. The sunroom offers versatile living space, perfect as an office, sitting room or additional relaxation area and opens to a

    Kim Crouch Ozman Benson & Mangold, LLC

    9531 Quail Hollow Dr Unit 403, Saint Michaels, MD 21663
    • 312 N Talbot St, Saint Michaels, MD 21663
      312 N Talbot St, Saint Michaels, MD 21663
      312 N Talbot St, Saint Michaels, MD 21663
      /42

      Est $940,663 Not Listed For Sale

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

      312 N Talbot St, Saint Michaels, MD 21663

      312 N Talbot St, Saint Michaels, MD 21663
  • 9191 Deepwater Point Rd, Saint Michaels, MD 21663
    9191 Deepwater Point Rd, Saint Michaels, MD 21663
    9191 Deepwater Point Rd, Saint Michaels, MD 21663
    /103

    $2,995,000 Under Contract

    • 5 Beds
    • 4 Baths
    • 5,088 Sq Ft

    9191 Deepwater Point Rd, Saint Michaels, MD 21663

    Welcome to this inviting estate set on over 12 acres along the Miles River and Long-Haul Creek. This 5-bedroom and 4-bathroom home offers breathtaking views, premium amenities, and a private deep-water dock with 8 ft. MLW and a new boat lift (2022) perfect for boating enthusiasts.The seller is committed to county sewer and fees, ensuring future utility access is in place. Additionally the

    Agent Photo

    Maureen McHugh

    Chesapeake Bay Real Estate Plus, LLC

    (866) 528-7062

    9191 Deepwater Point Rd, Saint Michaels, MD 21663
  • 10412 Claiborne Rd, Claiborne, MD 21624
    10412 Claiborne Rd, Claiborne, MD 21624
    10412 Claiborne Rd, Claiborne, MD 21624
    /33

    $975 per month

    • 1 Bed
    • 1 Bath
    • 370 Sq Ft
    • House for Rent

    10412 Claiborne Rd, Claiborne, MD 21624

    Neat and tidy, tiny cottage that's perfect for one person, two if you're really, really close!The owner will share the use of the yard and tenant is welcome to bring a lawn chair.Owner pays for water, sewer, trash pickup and lawn maintenance.Located a short walk from Claiborne Beach and Public Landing.There is a rental application fee. The applicant should have a credit score of 620 or better

    Deborah Dawkins Coldwell Banker Realty

    10412 Claiborne Rd, Claiborne, MD 21624
  • 9529 Quail Hollow Dr Unit 503, Saint Michaels, MD 21663
    9529 Quail Hollow Dr Unit 503, Saint Michaels, MD 21663
    9529 Quail Hollow Dr Unit 503, Saint Michaels, MD 21663
    /60

    $480,000 Sold Jun 19, 2025

    • 1,800 Sq Ft
    • $267/SF
    • 9 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1996

    9529 Quail Hollow Dr Unit 503, Saint Michaels, MD 21663

    This stunning three-bedroom, three-bath home is, without question, the nicest townhome in the very desirable Martingham Quail Hollow community. The home has been extensively upgraded with exquisite finishes, and it enjoys a beautiful, landscaped setting that backs onto the Links at Perry Cabin Golf Course. The spacious great room opens to the charming, landscaped patio with an automatic awning

    Eugene Smith TTR Sotheby's International Realty

    9529 Quail Hollow Dr Unit 503, Saint Michaels, MD 21663
    • 8130 Bozman Neavitt Rd, Bozman, MD 21612
      8130 Bozman Neavitt Rd, Bozman, MD 21612
      8130 Bozman Neavitt Rd, Bozman, MD 21612
      /69

      Est $1,093,690 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,772 Sq Ft

      8130 Bozman Neavitt Rd, Bozman, MD 21612

      8130 Bozman Neavitt Rd, Bozman, MD 21612
  • 0 Radcliff Ave Unit MDTA2007626, Saint Michaels, MD 21663
    0 Radcliff Ave Unit MDTA2007626, Saint Michaels, MD 21663
    0 Radcliff Ave Unit MDTA2007626, Saint Michaels, MD 21663
    /10

    $182,500 Under Contract

    • Land
    • 0.13 Acre
    • $1,403,846 per Acre

    0 Radcliff Ave Unit MDTA2007626, Saint Michaels, MD 21663

    Build your dream home in Saint Michaels! Only steps away from the YMCA and Saint Michaels school, this lot (approx 75 x 75 ft), situated on the corner of Parsonage and Radcliffe in Bentley Hay, is perfectly located for convenience. Within minutes by foot, you are in the heart of town enjoying the local cuisine and quaint shops. Or take a stroll down the road to enjoy the expansive views of the

    Agent Photo

    Tiffany Cloud

    Meredith Fine Properties

    (833) 611-1504

    0 Radcliff Ave Unit MDTA2007626, Saint Michaels, MD 21663
  • 921 E S Talbot, Saint Michaels, MD 21663
    921 E S Talbot, Saint Michaels, MD 21663
    921 E S Talbot, Saint Michaels, MD 21663
    /18

    $2,800 per month

    • 4 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • House for Rent

    921 E S Talbot, Saint Michaels, MD 21663

    Great location!! Walk to town, trail, schools and pool! Huge primary suite with vaulted ceilings and sitting room, breezy front porch and rear deck. 3 additional bedrooms, living room and separate dining room, and one car attached garage. Lawn maintenance included pets on case by case. Credit report and references required.

    Drew Buniski Benson & Mangold, LLC

    921 E S Talbot, Saint Michaels, MD 21663
  • 23686 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    23686 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    23686 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    /50

    $3,300,000 Sold Jun 06, 2025

    • 4,090 Sq Ft
    • $807/SF
    • 4 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1998

    23686 Mount Pleasant Landing Cir, Saint Michaels, MD 21663

    You'll feel like you're on a continuous vacation in this spectacular 4-bedroom, 4.5 bath coastal style home that features breathtaking, panoramic views of Broad Creek and only 2.5 miles from charming historic St. Michaels. A setting that is truly "vacation like" with a stunning waterside pool/spa complex, outdoor fireplace, outdoor room with automatic screens, a large hardscaped patio, 300 feet

    Eugene Smith TTR Sotheby's International Realty

    23686 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    • 214 E Chestnut St, Saint Michaels, MD 21663
      214 E Chestnut St, Saint Michaels, MD 21663
      214 E Chestnut St, Saint Michaels, MD 21663
      /32

      Est $1,224,472 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,823 Sq Ft

      214 E Chestnut St, Saint Michaels, MD 21663

      214 E Chestnut St, Saint Michaels, MD 21663
  • 1221 Washington Dr, Saint Michaels, MD 21663
    1221 Washington Dr, Saint Michaels, MD 21663
    1221 Washington Dr, Saint Michaels, MD 21663
    /51

    $515,000

    • 4 Beds
    • 3 Baths
    • 1,848 Sq Ft

    1221 Washington Dr, Saint Michaels, MD 21663

    ASSUMABLE USDA LOAN AT 3.25%! Charm meets modern luxury in this beautifully appointed Cape Cod nestled in the desirable Rio Vista community of historic Saint Michaels. This thoughtfully designed 4 bedroom, 3 full bath two-story home is situated on a .34 acre setting and seamlessly blends traditional architecture with contemporary amenities, creating an inviting space perfect for both everyday

    Barbara McCaffrey Redfin Corp

    1221 Washington Dr, Saint Michaels, MD 21663
  • 701 New Ln, Saint Michaels, MD 21663
    701 New Ln, Saint Michaels, MD 21663
    701 New Ln, Saint Michaels, MD 21663
    /23

    $2,300 per month

    • 2 Beds
    • 1 Bath
    • 2,592 Sq Ft
    • House for Rent

    701 New Ln, Saint Michaels, MD 21663

    (Rear duplex) Recently remodeled and in move-in condition. Loads of storage space, pergo flooring, kitchen island countertop (all new). Conveniently located to all the amenities St. Michaels has to offer such as shops, restaurants, museum, community pool, public landings. Furnished and ready for your move-in date.

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    701 New Ln, Saint Michaels, MD 21663
  • 24580 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663
    24580 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663
    24580 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663
    /55

    $389,900 Sold May 28, 2025

    • 1,296 Sq Ft
    • $301/SF
    • 14 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1978

    24580 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663

    Bright, open, and beautifully updated, this one-level condo offers spectacular views of the prestigious Links at Perry Cabin golf course. Featuring 2 bedrooms and 2 baths, this home boasts an inviting living room with wood floors, a cozy gas fireplace, crown molding and plantation shutters. The updated kitchen features white cabinetry, matte granite countertops, a stylish tile backsplash, a

    Kim Crouch Ozman Benson & Mangold, LLC

    24580 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663
    • 24114 Mount Pleasant Rd, Saint Michaels, MD 21663
      24114 Mount Pleasant Rd, Saint Michaels, MD 21663
      24114 Mount Pleasant Rd, Saint Michaels, MD 21663
      /44

      Est $563,750 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,036 Sq Ft

      24114 Mount Pleasant Rd, Saint Michaels, MD 21663

      24114 Mount Pleasant Rd, Saint Michaels, MD 21663
  • 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

    $1,349,000

    • 2 Beds
    • 1.5 Baths
    • 1,780 Sq Ft

    205 E Chew Ave, Saint Michaels, MD 21663

    The Arthur K. Easter House, St. Michaels, MarylandFrom the moment you arrive, it is clear: this is no ordinary house. Located on one of St. Michaels’ most sought-after streets, the circa 1889 Arthur K. Easter House seems to have stepped from the pages of a storybook—one filled with golden light, quiet elegance, and a sense of belonging. This stylish historic home was relocated to its current site

    Brian Gearhart Benson & Mangold, LLC

    205 E Chew Ave, Saint Michaels, MD 21663
  • 24700 Deepwater Unit 7-7446, Saint Michaels, MD 21663
    24700 Deepwater Unit 7-7446, Saint Michaels, MD 21663
    24700 Deepwater Unit 7-7446, Saint Michaels, MD 21663
    /10

    $2,400 per month

    • 2 Beds
    • 2.5 Baths
    • 1,652 Sq Ft
    • Townhouse for Rent

    24700 Deepwater Unit 7-7446, Saint Michaels, MD 21663

    Beautiful 2 bedroom townhouse located just outside St Michaels. Two levels, this home has two en suite bedrooms on the first floor, and an open concept living room/kitchen on the second floor. Half bath upstairs, along with a wood burning fire place and private outdoor balcony. This is a waterfront neighborhood that provides access to a community park right on the Miles River. Looking for a one

    Jimmy Higgins Benson & Mangold, LLC

    24700 Deepwater Unit 7-7446, Saint Michaels, MD 21663
  • 24981 Back Creek Dr, Saint Michaels, MD 21663
    24981 Back Creek Dr, Saint Michaels, MD 21663
    24981 Back Creek Dr, Saint Michaels, MD 21663
    /47

    $765,000 Sold May 19, 2025

    • 3,166 Sq Ft
    • $242/SF
    • 4 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2006

    24981 Back Creek Dr, Saint Michaels, MD 21663

    Fabulous 5 bedrooms, 3.5 bath home with sought after floorplan, a spacious screened porch and deck located in the desirable Back Creek Landing neighborhood on the Easton side of St. Michaels with 40 acres of community areas, trails, ponds, and water access to San Domingo Creek. The wooded rear yard offers privacy with easy access to trails, community areas, and water access kayak pier. The

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    24981 Back Creek Dr, Saint Michaels, MD 21663
    • 123 Grace St, St. Michaels, MD 21663
      123 Grace St, St. Michaels, MD 21663
      123 Grace St, St. Michaels, MD 21663
      /33

      Est $544,516 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 720 Sq Ft

      123 Grace St, St. Michaels, MD 21663

      123 Grace St, St. Michaels, MD 21663
  • 9171 Deepwater Point Rd, Saint Michaels, MD 21663
    9171 Deepwater Point Rd, Saint Michaels, MD 21663
    9171 Deepwater Point Rd, Saint Michaels, MD 21663
    /41

    $1,695,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 4,102 Sq Ft

    9171 Deepwater Point Rd, Saint Michaels, MD 21663

    Welcome to Deepwater Retreat, an extraordinary 6+/- acre waterfront property overlooking the Links at Perry Cabin Golf Course with direct access to the Long Haul Creek and Miles River. Just moments to downtown Saint Michaels, fine dining, shopping, and entertainment, this stunning makeover offers 4,100 +/- sq. ft. of single-story living designed for endless indoor/outdoor entertainment. This

    Craig Linthicum Benson & Mangold, LLC

    9171 Deepwater Point Rd, Saint Michaels, MD 21663
  • 24700 Deepwater Point Dr Unit 27, Saint Michaels, MD 21663
    24700 Deepwater Point Dr Unit 27, Saint Michaels, MD 21663
    24700 Deepwater Point Dr Unit 27, Saint Michaels, MD 21663
    /29

    $2,200 per month

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Townhouse for Rent

    24700 Deepwater Point Dr Unit 27, Saint Michaels, MD 21663

    Move-in ready !!!! This cozy Swan Cove Villa condo overlooks The Links Golf Course in Martingham. Minutes to downtown St. Michaels, Fine Dining, Boating and everything that makes the Eastern Shore Special.... Community waterfront lot to enjoy the Miles River.

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    24700 Deepwater Point Dr Unit 27, Saint Michaels, MD 21663
  • 104 W Chew Ave, Saint Michaels, MD 21663
    104 W Chew Ave, Saint Michaels, MD 21663
    104 W Chew Ave, Saint Michaels, MD 21663
    /18

    $1,310,000 Sold May 16, 2025

    • 2,654 Sq Ft
    • $494/SF
    • 2 Beds
    • 2 Baths
    • Built 1900

    104 W Chew Ave, Saint Michaels, MD 21663

    Sited on an unusually spacious 9000 square foot lot, this beautifully-restored c. 1900 home combines the best of historic charm with a modern, open floor plan. With heart pine floors throughout, three fireplaces, and lots of light, the home is warm and welcoming. During renovation, the house was raised and a new foundation was put in place. The yard is extensively landscaped and there is a large

    datacorrect BrightMLS Non Subscribing Office

    104 W Chew Ave, Saint Michaels, MD 21663
    • 111 Dodson Ave, Saint Michaels, MD 21663
      111 Dodson Ave, Saint Michaels, MD 21663
      111 Dodson Ave, Saint Michaels, MD 21663
      /50

      Est $663,240 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,015 Sq Ft

      111 Dodson Ave, Saint Michaels, MD 21663

      111 Dodson Ave, Saint Michaels, MD 21663
  • 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

    $875,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,072 Sq Ft

    504 S Talbot St, Saint Michaels, MD 21663

    Nestled in the heart of Historic St. Michaels, this beautifully renovated 1900’s home features, multiple fireplaces, hardwood floors and beams with natural light. This 3-bedroom, 2.5-bathroom residence is a perfect Eastern Shore retreat. A charming covered front porch welcomes you into the cozy living room highlighted by a wood-burning fireplace. The spacious, open-concept kitchen boasts granite

    Kim Crouch Ozman Benson & Mangold, LLC

    504 S Talbot St, Saint Michaels, MD 21663
  • 103 N Harbor Rd, Saint Michaels, MD 21663
    103 N Harbor Rd, Saint Michaels, MD 21663
    103 N Harbor Rd, Saint Michaels, MD 21663
    /72

    $2,325,000 Sold May 09, 2025

    • 3,732 Sq Ft
    • $623/SF
    • 6 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1954

    103 N Harbor Rd, Saint Michaels, MD 21663

    Breathtaking views of the Miles River and Chesapeake Bay Maritime Museum. Once in a lifetime opportunity to buy a solidly built home on almost an acre, within a few short blocks of downtown historic St. Michaels. Located on the harbor and close to restaurants and shopping. This 4 bedroom home is currently undergoing renovations. The kitchen has cherry cabinets, Wolf appliances, Fisher&

    Barbara Watkins Benson & Mangold, LLC

    103 N Harbor Rd, 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
  • 9240 Martingham Dr, Saint Michaels, MD 21663
    9240 Martingham Dr, Saint Michaels, MD 21663
    9240 Martingham Dr, Saint Michaels, MD 21663
    /59

    $799,000 Open Sat 10:30AM - 12:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,910 Sq Ft

    9240 Martingham Dr, Saint Michaels, MD 21663

    ST MICHAELS LIVING AT ITS BEST! MOVE IN READY STUNNING HOME ON GORGEOUS LANDSCAPED AND IRRIGATED LOT WITH ALL THE NEEDED AMENETIES. HIGH CEILING, THE FIREPLACE IN THE LIVING ROOM FRAMED BY LARGE WINDOWS DISPLAYING THE PARK LIKE YARD. THE GOURMET KITCHEN WITH WINE COOLER, ICE MAKER, SIX BURNER GOURMET STOVE WITH HOOD, SUB ZERO FRIDGE, KITCHEN ISLAND AND A VIEW FROM THE KITCHEN SINK. STEP FROM

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    9240 Martingham Dr, Saint Michaels, MD 21663
  • 23203 Stewart Way, McDaniel, MD 21647
    23203 Stewart Way, McDaniel, MD 21647
    23203 Stewart Way, McDaniel, MD 21647
    /53

    $547,000 Sold May 09, 2025

    • 2,652 Sq Ft
    • $206/SF
    • 12 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2005

    23203 Stewart Way, McDaniel, MD 21647

    Don't miss this charming, light filled 3BR, 2 1/2 BA spacious Cape Cod situated in its own wooded wonderland on more than 3 acres down a private road. Nestled in the trees on a quiet lane, this welcoming home greets you with a gorgeous front porch. The Large Living room with fireplace opens to the spacious kitchen with large island with granite countertops leading to a screened porch and deck

    Becky Wibberley Coldwell Banker Realty

    23203 Stewart Way, McDaniel, MD 21647
    • 109 Chesapeake Ave, Saint Michaels, MD 21663
      109 Chesapeake Ave, Saint Michaels, MD 21663
      109 Chesapeake Ave, Saint Michaels, MD 21663
      /26

      Est $828,668 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,166 Sq Ft

      109 Chesapeake Ave, Saint Michaels, MD 21663

      109 Chesapeake Ave, Saint Michaels, MD 21663
  • 24977 Back Creek Dr, Saint Michaels, MD 21663
    24977 Back Creek Dr, Saint Michaels, MD 21663
    24977 Back Creek Dr, Saint Michaels, MD 21663
    /70

    $779,500

    • 4 Beds
    • 3.5 Baths
    • 3,010 Sq Ft

    24977 Back Creek Dr, Saint Michaels, MD 21663

    Discover this exquisite custom-built retreat in the serene St. Michaels community, a perfect blend of luxury and comfort with 4 spacious bedrooms and 3.5 well-appointed bathrooms, packed with premium features for an elevated lifestyle. Cozy up to the versatile gas fireplace, while enjoying a spacious layout enhanced with numerous built-ins for style and function. The expansive primary suite

    Eddie Mangold Benson & Mangold, LLC

    24977 Back Creek Dr, 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

    $140,000 Sold May 09, 2025

    • Land
    • 0.21 Acre
    • $666,667 per Acre
    • 247 Days On Market

    226 North St, Saint Michaels, MD 21663

    40K PRICE REDUCTION! New Survey and Setback Requirements in document section of listing! Ready to build your custom home in the beautiful town of St. Michaels! PROPERTY IS UNDER R-1 and ALLOWS FOR A DUPLEX IF DESIRED. This is a larger lot, over 1/5 of an acre. Enjoy all the benefits of living in town, walk to the harbor, shops, restaurants, nature trail, library, ball park, community center

    Jennifer Pogoda Chesapeake Bay Real Estate Plus, LLC

    226 North St, Saint Michaels, MD 21663
    • 107 E Chestnut St, Saint Michaels, MD 21663
      107 E Chestnut St, Saint Michaels, MD 21663
      107 E Chestnut St, Saint Michaels, MD 21663
      /72

      Est $908,817 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,024 Sq Ft

      107 E Chestnut St, Saint Michaels, MD 21663

      107 E Chestnut St, Saint Michaels, MD 21663
  • 1026 Riverview Terrace, Saint Michaels, MD 21663
    1026 Riverview Terrace, Saint Michaels, MD 21663
    1026 Riverview Terrace, Saint Michaels, MD 21663
    /75

    $1,350,000

    • 4 Beds
    • 4 Baths
    • 2,535 Sq Ft

    1026 Riverview Terrace, Saint Michaels, MD 21663

    Experience luxury living in this newly renovated coastal-style home in St. Michaels. Situated on a double lot, this is an exceptional and rare offering, combining water views and water access with a high quality home, redone with incredible attention to detail and livability. The exterior is tastefully appointed with painted brick and shingle-style siding, and an inviting covered front porch

    Carolina Barksdale Benson & Mangold, LLC

    1026 Riverview Terrace, Saint Michaels, MD 21663
  • 919 Riverview Terrace, Saint Michaels, MD 21663
    919 Riverview Terrace, Saint Michaels, MD 21663
    919 Riverview Terrace, Saint Michaels, MD 21663
    /40

    $739,000 Sold May 02, 2025

    • 2,948 Sq Ft
    • $251/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2005

    919 Riverview Terrace, Saint Michaels, MD 21663

    Located just outside the Town limits of St. Michaels on a very popular street (Riverview Terrace), this attractive 2,948 sq. ft. home was constructed in 2005. Outstanding floor plan is a combination of open and traditional, with a large kitchen/breakfast room/family room combination w/vaulted ceiling and lots of glass to capture the views across the private, landscaped back yard. The downstairs

    Tom Crouch Benson & Mangold, LLC

    919 Riverview Terrace, Saint Michaels, MD 21663
    • 120 W Chestnut St, Saint Michaels, MD 21663
      120 W Chestnut St, Saint Michaels, MD 21663
      120 W Chestnut St, Saint Michaels, MD 21663
      /30

      Est $895,254 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,218 Sq Ft

      120 W Chestnut St, Saint Michaels, MD 21663

      120 W Chestnut St, Saint Michaels, MD 21663
  • 103 Mulberry St, Saint Michaels, MD 21663
    103 Mulberry St, Saint Michaels, MD 21663
    103 Mulberry St, Saint Michaels, MD 21663
    /69

    $875,000

    • 4 Beds
    • 1.5 Baths
    • 1,596 Sq Ft

    103 Mulberry St, Saint Michaels, MD 21663

    Known as, "The Mary Thomas House," circa 1860, this beautifully maintained and tastefully updated home is absolutely charming, inside and out...A very comfortable home! Centrally located in St. Michaels' Historic District, mid-way between the Harbor, two waterfront parks and Talbot Street (the town's main street), with it's many fine shops and restaurants. All the main attractions, including

    Tom Crouch Benson & Mangold, LLC

    103 Mulberry St, Saint Michaels, MD 21663
  • 315 Dodson Ave, Saint Michaels, MD 21663
    315 Dodson Ave, Saint Michaels, MD 21663
    315 Dodson Ave, Saint Michaels, MD 21663
    /14

    $226,000 Sold Apr 30, 2025

    • 1,000 Sq Ft
    • $226/SF
    • 9 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1981

    315 Dodson Ave, Saint Michaels, MD 21663

    Do not miss this rancher style home in the town of St Michaels. This home offers over 1000 sq ft of living space and has an abundance of natural light. Featuring spacious living room that leads to the kitchen-dining combo and appliances, 3 bedrooms that provide privacy and relaxation, and a full bathroom. The outdoor space displays practical features such as a storage shed, driveway and widefront

    Gina Gargeu Century 21 Downtown

    315 Dodson Ave, Saint Michaels, MD 21663
    • 106 W Chestnut St, Saint Michaels, MD 21663
      106 W Chestnut St, Saint Michaels, MD 21663
      106 W Chestnut St, Saint Michaels, MD 21663
      /46

      Est $1,284,012 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,522 Sq Ft

      106 W Chestnut St, Saint Michaels, MD 21663

      106 W Chestnut St, Saint Michaels, MD 21663
  • 7369 Drum Point Rd, Saint Michaels, MD 21663
    7369 Drum Point Rd, Saint Michaels, MD 21663
    7369 Drum Point Rd, Saint Michaels, MD 21663
    /41

    $1,995,000 Open Sun 11AM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 3,562 Sq Ft

    7369 Drum Point Rd, Saint Michaels, MD 21663

    This brick, French Provincial home is ideally situated minutes from downtown St. Michaels and rests on 4.8 acres along Barrett Cove off Edge Creek and the scenic Choptank River. This serene retreat boasts over 500 feet of riprapped shoreline, a kayak launch, and dock with 2.5'+ MLW and an electric boat lift.The bright and airy main house offers the ease of one-level living. The primary suite

    Clifford Meredith Meredith Fine Properties

    7369 Drum Point Rd, Saint Michaels, MD 21663

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