2,795

Talbot, MD Homes in ZIP Code 21663

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  • 23336 Tunis Ln, Claiborne, MD 21624
    23336 Tunis Ln, Claiborne, MD 21624
    23336 Tunis Ln, Claiborne, MD 21624
    /70

    $499,000 Under Contract

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

    23336 Tunis Ln, Claiborne, MD 21624

    *NEW AERIAL PHOTOS OF BOAT RAMP/LANDING/BEACH* 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

    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
  • 9240 Martingham Dr, Saint Michaels, MD 21663
    9240 Martingham Dr, Saint Michaels, MD 21663
    9240 Martingham Dr, Saint Michaels, MD 21663
    /59

    $830,000 Sold Aug 01, 2025

    • 2,910 Sq Ft
    • $285/SF
    • 3 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1998

    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
    • 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 $775,554 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
  • 100 Mulberry St, St. Michaels, MD 21663
    100 Mulberry St, St. Michaels, MD 21663
    100 Mulberry St, St. Michaels, MD 21663
    /5

    $985,000

    • Studio
    • 4,172 Sq Ft

    100 Mulberry St, St. Michaels, MD 21663

    Exceptional location with ample off-street parking—this spacious and well-maintained triplex is an ideal investment in the highly desirable St. Michaels community. The first floor features a spacious 3-bedroom, 3.5-bath unit with a large kitchen, a formal dining room with a cozy wood-burning fireplace, a generous living room, and a private laundry room.Upstairs, the second floor features two

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    (877) 846-5106

    100 Mulberry St, St. 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, separate dining room, family room with fireplace, 2 zone heat pumps, 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
  • 24989 Back Creek Dr, Saint Michaels, MD 21663
    24989 Back Creek Dr, Saint Michaels, MD 21663
    24989 Back Creek Dr, Saint Michaels, MD 21663
    /40

    $795,000 Sold Jul 31, 2025

    • 3,098 Sq Ft
    • $257/SF
    • 0 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2006

    24989 Back Creek Dr, Saint Michaels, MD 21663

    Set in the welcoming Back Creek Landing neighborhood, this bright and beautifully updated home offers the best of Eastern Shore living—just moments from the shops, restaurants, and waterfront of downtown St. Michaels.A classic front porch invites you into a thoughtfully designed interior, where natural light and an easy floor plan make everyday living effortless. The open-concept kitchen

    Kathleen Coale Benson & Mangold, LLC

    24989 Back Creek Dr, 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 $1,205,007 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
  • 9217 Martingham Dr, Saint Michaels, MD 21663
    9217 Martingham Dr, Saint Michaels, MD 21663
    9217 Martingham Dr, Saint Michaels, MD 21663
    /63

    $625,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,945 Sq Ft

    9217 Martingham Dr, Saint Michaels, MD 21663

    *NEW AERIAL PHOTOS ADDED* Welcome to 9217 Martingham Drive, St Michaels - A beautifully maintained 3-bedroom, 2.5-bath rancher nestled in the sought-after Martingham community. This inviting home sits on a wooded lot offering privacy and serene natural surroundings, while enjoying a prime location off the 10th fairway of The Links at Perry Cabin golf course. Inside you'll find a thoughtfully

    Agent Photo

    Maureen McHugh

    Chesapeake Bay Real Estate Plus, LLC

    (877) 692-0840

    9217 Martingham Dr, 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
  • 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

    • 2,072 Sq Ft
    • $410/SF
    • 76 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1900

    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
    • 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 $546,536 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
  • 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
  • 112 Mitchell St, Saint Michaels, MD 21663
    112 Mitchell St, Saint Michaels, MD 21663
    112 Mitchell St, Saint Michaels, MD 21663
    /19

    $275,000 Sold Jul 31, 2025

    • 1,368 Sq Ft
    • $201/SF
    • 126 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1984

    112 Mitchell St, Saint Michaels, MD 21663

    Located in Saint Michaels Maryland. Within close proximity to everything fun this local town has to offer. Great seafood, boating, at a price that allows you to make it your own. Currently 3 bedrooms and 1 bath. With a very easy remodel, you could make it a 4 bedroom 2 bath. Large rear yard and paved driveway. Full time, weekend home, or rental. OWNER IS READY TO SELL... Let’s see your offer...

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    112 Mitchell St, 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 $510,547 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
  • 222 E Chestnut St, Saint Michaels, MD 21663
    222 E Chestnut St, Saint Michaels, MD 21663
    222 E Chestnut St, Saint Michaels, MD 21663
    /38

    $2,395,000

    • 3 Beds
    • 2.5 Baths
    • 2,284 Sq Ft

    222 E Chestnut St, Saint Michaels, MD 21663

    A unique opportunity to own a completely renovated home in the heart of town featuring four deep-water, dedicated boat slips. Located at the end of one of the most coveted, tree-lined streets in St. Michaels, this home is surrounded by beautifully restored historic properties and offers incredible views of St. Michaels Harbor. The current owners have thoughtfully renovated this 3-bedroom,

    Brian Gearhart Benson & Mangold, LLC

    222 E Chestnut St, Saint Michaels, MD 21663
  • 111 Gloria Ave, Saint Michaels, MD 21663
    111 Gloria Ave, Saint Michaels, MD 21663
    111 Gloria Ave, Saint Michaels, MD 21663
    /5

    $165,000 Sold Jul 30, 2025

    • 1,125 Sq Ft
    • $147/SF
    • 2 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1965

    111 Gloria Ave, Saint Michaels, MD 21663

    3BR 1 bath home in St Michaels just blocks from downtown. Property needs updating / renovation or tear down and build new. Value is in the lot, location, public water/sewer, and multiple possibilities with existing structure. Call for more details or to schedule a showing.

    Jamie Latham Benson & Mangold, LLC

    111 Gloria Ave, Saint Michaels, MD 21663
    • 112 Conner St, St. Michaels, MD 21663
      112 Conner St, St. Michaels, MD 21663
      112 Conner St, St. Michaels, MD 21663
      /24

      Est $536,759 Not Listed For Sale

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

      112 Conner St, St. Michaels, MD 21663

      112 Conner St, St. 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
  • 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

    $2,725,000 Sold Jul 28, 2025

    • 5,088 Sq Ft
    • $536/SF
    • 187 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1988

    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

    Maureen McHugh Chesapeake Bay Real Estate Plus, LLC

    9191 Deepwater Point Rd, 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 $665,907 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
  • 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
  • 106C Conner St, Saint Michaels, MD 21663
    106C Conner St, Saint Michaels, MD 21663
    106C Conner St, Saint Michaels, MD 21663
    /31

    $399,000 Sold Jul 18, 2025

    • 1,080 Sq Ft
    • $369/SF
    • 157 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1998

    106C Conner St, Saint Michaels, MD 21663

    Charming move in ready cottage in the center of St. Michaels. Enjoy very low electric bills due to 2 year old solar panels on the roof. This is an exceptional offering with a modern kitchen, equipped with 5-burner gas stove, white upgraded cabinetry and stainless steel appliances. Bright and open living space plus a dining area off the kitchen and an updated bathroom with walk in, custom glass

    Carolina Barksdale Benson & Mangold, LLC

    106C Conner St, 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 $900,830 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
  • 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

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

    9171 Deepwater Point Rd, Saint Michaels, MD 21663

    Welcome to Saint Micheals 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.

    Craig Linthicum Benson & Mangold, LLC

    9171 Deepwater Point Rd, Saint Michaels, MD 21663
  • 103 W Marengo St, Saint Michaels, MD 21663
    103 W Marengo St, Saint Michaels, MD 21663
    103 W Marengo St, Saint Michaels, MD 21663
    /39

    $545,000 Sold Jul 11, 2025

    • 1,209 Sq Ft
    • $451/SF
    • 51 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1940

    103 W Marengo St, Saint Michaels, MD 21663

    Quintessential St. Michaels Charm! Nestled in the heart of this historic and picturesque waterfront town, this adorable cedar shake home is straight out of Nantucket! With two bedrooms, one and a half baths, and classic coastal curb appeal, this home sits on a generous fenced lot backing up to alley way—perfect for outdoor entertaining, gardening, or simply soaking in the Chesapeake breeze.

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    103 W Marengo St, 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 $1,255,513 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
  • 1026 Riverview Terrace, Saint Michaels, MD 21663
    1026 Riverview Terrace, Saint Michaels, MD 21663
    1026 Riverview Terrace, Saint Michaels, MD 21663
    /79

    $1,295,000

    • 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
  • 400 Railroad Ave, Saint Michaels, MD 21663
    400 Railroad Ave, Saint Michaels, MD 21663
    400 Railroad Ave, Saint Michaels, MD 21663
    /35

    $505,000 Sold Jul 09, 2025

    • 1,674 Sq Ft
    • $302/SF
    • 62 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1930

    400 Railroad Ave, Saint Michaels, MD 21663

    Nestled on a desirable corner lot in the historic waterfront town of St. Michaels, this 1930 bungalow blends classic architecture with modern comforts. Ideally located just a short distance from the Chesapeake Bay Maritime Museum, shops, restaurants, and the harbor, this home offers the best of in-town living. A spacious front porch welcomes you - perfect for morning coffee or casual

    Monica Penwell TTR Sotheby's International Realty

    400 Railroad Ave, Saint Michaels, MD 21663
    • 417 Water St, Saint Michaels, MD 21663
      417 Water St, Saint Michaels, MD 21663
      417 Water St, Saint Michaels, MD 21663
      /65

      Est $1,595,073 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,579 Sq Ft

      417 Water St, Saint Michaels, MD 21663

      417 Water 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

    • 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

    Clifford Meredith Meredith Fine Properties

    7369 Drum Point Rd, 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

    $795,000 Sold Jun 30, 2025

    • 3,038 Sq Ft
    • $262/SF
    • 14 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2005

    7896 Hart Glen Ct, Saint Michaels, MD 21663

    Located at the end of a quiet cul-de-sac in the desirable Back Creek Landing neighborhood of St. Michaels, Maryland, this beautifully maintained home offers privacy, quality upgrades, and a fantastic Eastern Shore lifestyle. The large, inviting front porch sets the tone as you arrive. Step inside and you are welcomed by a warm, light-filled interior that immediately feels like home. The floor

    Kathleen Coale Benson & Mangold, LLC

    7896 Hart Glen Ct, Saint Michaels, MD 21663
    • 9792 Martingham Cir Unit B1, Saint Michaels, MD 21663
      9792 Martingham Cir Unit B1, Saint Michaels, MD 21663
      9792 Martingham Cir Unit B1, Saint Michaels, MD 21663
      /27

      Est $961,662 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,213 Sq Ft

      9792 Martingham Cir Unit B1, Saint Michaels, MD 21663

      9792 Martingham Cir Unit B1, 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
    /56

    $1,899,000

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

    216 E Chew Ave, Saint Michaels, MD 21663

    Experience and enjoy captivating views of the St Michaels Harbor from every room in the house. Conveniently situated in the heart of downtown St Michaels within walking distance to casual and fine dining. The floorplan includes 4 bedrooms, 3 full baths and 1 half bath. Total bedroom and bath count includes a separate guest suite with full kitchen. The newer addition is an octagon great room with

    Daphne Cawley TTR Sotheby's International Realty

    216 E Chew Ave, 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

    $575,000 Sold Jun 27, 2025

    • 1,490 Sq Ft
    • $386/SF
    • 32 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1997

    106 Boundary Ln, Saint Michaels, MD 21663

    Nestled in the heart of St. Michaels, this beautifully maintained one-level home offers 2–3 bedrooms and 2 full bathrooms. A welcoming stone front porch leads to a foyer that opens into a bright, airy interior filled with natural light and wide plank wood floors throughout. The updated kitchen features quartz countertops, a farmhouse sink, tile backsplash and stainless steel appliances. Just off

    Kim Crouch Ozman Benson & Mangold, LLC

    106 Boundary Ln, Saint Michaels, MD 21663
    • 24345 Widgeon Place Unit 27, Saint Michaels, MD 21663
      24345 Widgeon Place Unit 27, Saint Michaels, MD 21663
      24345 Widgeon Place Unit 27, Saint Michaels, MD 21663
      /53

      Est $389,282 Not Listed For Sale

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

      24345 Widgeon Place Unit 27, Saint Michaels, MD 21663

      24345 Widgeon Place Unit 27, 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

    $949,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 3,069 Sq Ft

    7841 Pea Neck Rd, Saint Michaels, MD 21663

    Discover refined country living in this impeccably designed modern farmhouse, nestled on 2.34 private acres along prestigious Pea Neck Road in St. Michaels. Offering over 3,000 square feet of thoughtfully curated living space, this property blends high-end finishes with the ease of open-concept living.Step inside to sun-drenched interiors with wide-plank hardwood flooring and soaring

    Dennis Covey Meredith Fine Properties

    7841 Pea Neck Rd, Saint Michaels, MD 21663
  • 7171 Drum Point Rd, Saint Michaels, MD 21663
    7171 Drum Point Rd, Saint Michaels, MD 21663
    7171 Drum Point Rd, Saint Michaels, MD 21663
    /70

    $1,840,000 Sold Jun 25, 2025

    • 3,000 Sq Ft
    • $613/SF
    • 11 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1969

    7171 Drum Point Rd, Saint Michaels, MD 21663

    Your own private resort in St Michael’s Maryland!! This one has it all and then some! Dock with boat lift, swimming pool, tennis court, 4 to 5 bedrooms, beautiful baths, hardwood floors. Within the last five years the owners have put on a new roof and dormers, redone the kitchen, encapsulated the crawlspace, installed a boat lift, replaced the boiler and painted the exterior. Don’t miss your

    Larry Brennan TTR Sotheby's International Realty

    7171 Drum Point Rd, Saint Michaels, MD 21663
    • 9792 Martingham Cir Unit B5, Saint Michaels, MD 21663
      9792 Martingham Cir Unit B5, Saint Michaels, MD 21663
      9792 Martingham Cir Unit B5, Saint Michaels, MD 21663
      /57

      Est $800,227 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,135 Sq Ft

      9792 Martingham Cir Unit B5, Saint Michaels, MD 21663

      9792 Martingham Cir Unit B5, Saint Michaels, MD 21663
  • 24420 Mallard Place, Saint Michaels, MD 21663
    24420 Mallard Place, Saint Michaels, MD 21663
    24420 Mallard Place, Saint Michaels, MD 21663
    /33

    $825,000

    • 4 Beds
    • 2.5 Baths
    • 2,493 Sq Ft

    24420 Mallard Place, Saint Michaels, MD 21663

    This stately and well-constructed brick/wood cape cod majestically sits on a prime corner lot in the extremely desirable community of Martingham. The ideal floor-plan features a main floor primary bedroom and 3 second floor guest bedrooms. Beautiful hardwood flooring, custom built-ins, fireplace, 2 story foyer, screened porch , deck, covered front porch, circular driveway with extra parking

    Robert Lacaze TTR Sotheby's International Realty

    24420 Mallard Place, Saint Michaels, MD 21663

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Maryland Talbot County Saint Michaels 21663

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