2,827

Saint Michaels, MD Homes

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    • /32

      Est $2,331,206 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 4,271 Sq Ft

      900 Riverview Terrace, Saint Michaels, MD 21663

      900 Riverview Terrace, Saint Michaels, MD 21663
  • /40

    $649,900

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    204 E Marengo St, Saint Michaels, MD 21663

    Coastal charm meets small-town living in this beautifully updated cottage, just one block from the Historic District and 1.5 blocks from water access, including a marina and boat ramp, and downtown Saint Michaels! This home exudes a true vacation vibe, offering main-level living with sun-filled spaces designed for relaxation. The completely remodeled full bathroom adds modern comfort, while the

    Jennifer Chino Compass

    204 E Marengo St, Saint Michaels, MD 21663
  • /39

    $688,350 Sold Jan 10, 2025

    • 1,498 Sq Ft
    • $460/SF
    • 273 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    9205 Mallard Point Ct, McDaniel, MD 21647

    Welcome to your Eastern Shore waterfront oasis! This stunning property boasts a 4-foot MLW water at the dock with electricity and water. The waterfront offers access, perfect for all your boating needs. Nestled in a prime location, this private and secluded home provides serenity, allowing you to escape the hustle and bustle of everyday life.Relax and unwind in the inviting atmosphere of

    Glory Bee Costa Keller Williams Select Realtors of Easton

    9205 Mallard Point Ct, McDaniel, MD 21647
    • /29

      Est $458,437 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,552 Sq Ft

      924 Calvert Ave, Saint Michaels, MD 21663

      924 Calvert Ave, Saint Michaels, MD 21663
  • /19

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,368 Sq Ft

    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
  • /30

    $820,000 Sold Jan 02, 2025

    • 1,228 Sq Ft
    • $668/SF
    • 2 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1900

    107 Carpenter St, Saint Michaels, MD 21663

    Don't miss this St. Michaels gem! The perfect Captain's house in the ideal location. Situated in the heart of historic St. Michaels, it is in easy walking distance to the waterfront, shopping, dining, and the beloved Carpenter Street Saloon. The property is an active short term rental (airbnb). New owners will need to renew the rental license should they wish to continue to operate the

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    107 Carpenter St, Saint Michaels, MD 21663
    • /4

      Est $447,942 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,328 Sq Ft

      7941 Pea Neck Rd, Saint Michaels, MD 21663

      7941 Pea Neck Rd, Saint Michaels, MD 21663
  • /48

    $369,000

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft

    24560 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663

    Two bedroom, two bath home overlooking the Links at Perry Cabin. The spacious unit offers a living room with brick hearth fireplace, kitchen with table space and separate dining area. Relax on the rear patio overlooking a scenic community area and golf course. Minutes from downtown St. Michaels with boutique shops and restaurants.

    Jane Baker Benson & Mangold, LLC

    24560 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
  • /64

    $400,000 Sold Dec 30, 2024

    • 1,600 Sq Ft
    • $250/SF
    • 175 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1984

    1110 Jefferson Ave, Saint Michaels, MD 21663

    Welcome to this updated ranch-style home in the water-privileged community of Rio Vista. Nestled near downtown St. Michaels, this charming residence offers access to a community marina and boat ramp on Spencer Creek and park with picnic area on the scenic Miles River. Enjoy the convenience of local shops and waterfront dining just moments away. The home’s exterior boasts a covered front porch and

    Christie Bishop Northrop Realty

    1110 Jefferson Ave, Saint Michaels, MD 21663
    • /50

      Est $510,936 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,880 Sq Ft

      10434 Claiborne Rd, Claiborne, MD 21624

      10434 Claiborne Rd, Claiborne, MD 21624
  • /28

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 1,505 Sq Ft

    25070 Hurley Ln, Saint Michaels, MD 21663

    Welcome to this stunning 3-Bedroom, 2.5 Bath home nestled in a tranquil, private cul-de-sac in a charming St. Michaels neighborhood. Be dazzled by the 30 foot vaulted ceiling, loft overlook and wood burning Fireplace. This beautifully maintained residence boasts an inviting open floor plan, the perfect ambiance for relaxation. The modern kitchen has been expertly remodeled with upgrades and

    Stephany Barrett Long & Foster Real Estate, Inc.

    25070 Hurley Ln, Saint Michaels, MD 21663
  • /29

    $360,000 Sold Dec 20, 2024

    • 1,472 Sq Ft
    • $245/SF
    • 9 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1980

    9656 Macks Ln, McDaniel, MD 21647

    Come check out this renovated rancher in McDaniel, MD! The new gleaming LVP floors and new large windows make the living area feel spacious, bright, and welcoming. The space flows into the kitchen, which has been renovated top to bottom with all new stainless steel appliances, custom soft-close cabinetry, and custom tiling Inside, you will find 4 generously sized bedrooms, all with ample closet

    Megan Carpenter Tesla Realty Group, LLC

    9656 Macks Ln, McDaniel, MD 21647
    • /44

      Est $469,709 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft

      506 Railroad Ave, Saint Michaels, MD 21663

      506 Railroad Ave, Saint Michaels, MD 21663
  • /57

    $264,900

    • 3 Beds
    • 1 Bath
    • 1,282 Sq Ft

    10376 Claiborne Rd, Claiborne, MD 21624

    Looking for a sweet little cottage in a waterfront town minutes from Saint Michaels? The cottage has a brand-new septic system, just installed new toilet, vanity, stove, and refrigerator, hardwood floors, fireplace, large porch off the back, and short walk to Eastern Bay or Tilghman Creek. This home is ready to be loved by its next owner. This property is being sold "as is." Call today for

    Jana Meredith Meredith Fine Properties

    10376 Claiborne Rd, Claiborne, MD 21624
  • /64

    $1,550,000 Sold Dec 20, 2024

    • 3,282 Sq Ft
    • $472/SF
    • 189 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1998

    8288 Bozman Neavitt Rd, Saint Michaels, MD 21663

    This substantial brick home with gorgeous sunset views across Harris Creek is a private retreat just five miles from St. Michaels' shops and restaurants. Sited on 4.7 mostly-wooded acres, the home features a first floor primary suite with waterside sitting area, a family room with woodburning fireplace and a striking stone accent wall, dining room, spacious eat-in kitchen, den and screened porch.

    Debra Crouch Benson & Mangold, LLC

    8288 Bozman Neavitt Rd, Saint Michaels, MD 21663
    • /15

      Est $557,495 Not Listed For Sale

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

      1215 Jefferson Ave, Saint Michaels, MD 21663

      1215 Jefferson Ave, Saint Michaels, MD 21663
  • /9

    $200,000

    • Land
    • 8 Acres
    • $24,907 per Acre

    00 New Rd, McDaniel, MD 21647

    8.037 Acres located just west of St. Michaels, MD. All wooded and has been used primarily for hunting and fire wood. There is one and possibly two approved perc sites though they may need to be updated. Access off of New Road and Walkers Turn road, there may be an opportunity to subdivide but would need to be discussed with County Planning and Zoning. Opportunity to build your home with a lot of

    James Bent Benson & Mangold, LLC

    00 New Rd, McDaniel, MD 21647
  • /36

    $485,000 Sold Dec 18, 2024

    • 2,016 Sq Ft
    • $241/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1986

    409 Seymour Ave, Saint Michaels, MD 21663

    We are in receipt of multiple offers on 409 Seymour Avenue, St Michaels. An offer deadline of Monday, December 2 at 4p.m has been set. Great St Michaels location just a short stroll to Sam Shore Park on the Miles River and downtown St. Michaels. Perfectly charming, impeccably maintained 3 Bedroom, 2/1 Bath Cape Cod home. Main level Primary Suite. Formal Living Room with French doors to formal

    Karen Hubble Bisbee Hubble Bisbee Christie's International Real Estate

    409 Seymour Ave, Saint Michaels, MD 21663
    • /72

      Est $2,829,166 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 4,000 Sq Ft

      705 Riverview Terrace, Saint Michaels, MD 21663

      705 Riverview Terrace, Saint Michaels, MD 21663
  • /2

    $140,000

    • Land
    • 0.05 Acre
    • $2,800,000 per Acre

    402 N Talbot St, Saint Michaels, MD 21663

    A rare opportunity to own a residential lot in the heart of St. Michaels! Located at 402 Talbot St, this prime homesite offers the perfect blend of small-town charm and modern convenience. Just steps from shops, restaurants, and the waterfront, this property provides the ideal setting to build your dream home in one of Maryland’s most sought-after coastal communities.

    Catina Fair Northrop Realty

    402 N Talbot St, Saint Michaels, MD 21663
  • /15

    $277,500 Sold Dec 18, 2024

    • 1,288 Sq Ft
    • $215/SF
    • 3 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1952

    803 New Ln, Saint Michaels, MD 21663

    Cute Bungalow in the town of Saint Michaels and just a few blocks to the town center and waterfront. House needs some work and is offered for sale " as is ". Great opportunity for a fun remodel and refresh. SELLER WILL BE REVIEWING OFFERS MONDAY, PLEASE SUBMIT BY NOVEMBER 11 , 12 NOON. THANK YOU

    Kelly Showell Benson & Mangold, LLC

    803 New Ln, Saint Michaels, MD 21663
    • /10

      Est $1,420,123 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,215 Sq Ft

      211 E Chew Ave, Saint Michaels, MD 21663

      211 E Chew Ave, Saint Michaels, MD 21663
  • /49

    $495,000 New Construction

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

    110 Lee St, Saint Michaels, MD 21663

    Welcome to 110 Lee Street, a brand-new single-level home tucked away in the heart of charming St. Michaels, Maryland. Thoughtfully designed and just completed in 2024, this home captures the perfect balance of modern elegance and small-town warmth, offering a lifestyle that’s as relaxed as it is refined.Step inside and experience an open-concept floor plan that effortlessly connects the living,

    Chance Stem LPT Realty, LLC

    110 Lee St, Saint Michaels, MD 21663
  • /34

    $935,000 Sold Nov 19, 2024

    • 2,135 Sq Ft
    • $438/SF
    • 10 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1990

    9794 Martingham Cir, Saint Michaels, MD 21663

    Waterfront Townhouse in St Michaels. Highly sought-after community of Martingham, minutes to historic downtown St. Michaels. Home features an entry level Bedroom with en-Suite bathroom, open floorplan featuring living and dining room, a wood burning fireplace (can be converted to gas), open kitchen with breakfast bar and table space. The second floor Guest Bedroom with private bath and an Large

    Brian Gearhart Benson & Mangold, LLC

    9794 Martingham Cir, Saint Michaels, MD 21663
    • /49

      Est $2,628,756 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 4,825 Sq Ft

      7920 Church Neck Rd, Saint Michaels, MD 21663

      7920 Church Neck Rd, Saint Michaels, MD 21663
  • /137

    $2,995,000 Pending

    • 4 Beds
    • 4.5 Baths
    • 2,649 Sq Ft

    23762 Mount Pleasant Landing Cir, Saint Michaels, MD 21663

    Coastal Point Perfection – A re-imagined, fully furnished, and turn-key, short-term rental, second home, or primary residence waterfront retreat opportunity within walking and biking distance of the Town of Saint Michael's. Tucked at the end of a private, tree-lined lane and wrapped in over 700 feet of panoramic waterfront, this exceptional property has been completely transformed from its 1965

    Kimberly Kepnes Monument Sotheby's International Realty

    23762 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
  • /56

    $635,000 Sold Nov 18, 2024

    • 2,026 Sq Ft
    • $313/SF
    • 103 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2022

    107 Chesapeake Ave, Saint Michaels, MD 21663

    Welcome to your dream home in the charming town of St. Michaels! This stunning single-family residence with a 1ST FLOOR MASTER BEDROOM SUITE, crafted by the reputable Beracah builder, offers over 2000 square feet of luxury living space, featuring three bedrooms, two and a half baths, and a one-car garage with plenty of room for storage. Epitomizing modern comfort and convenience, this home boasts

    Jennifer Pogoda Chesapeake Bay Real Estate Plus, LLC

    107 Chesapeake Ave, Saint Michaels, MD 21663
    • /79

      Est $1,837,843 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,200 Sq Ft

      7135 Solitude Rd, Saint Michaels, MD 21663

      7135 Solitude Rd, Saint Michaels, MD 21663
  • /31

    $399,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,080 Sq Ft

    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
  • /74

    $3,800,000 Sold Nov 18, 2024

    • 5,146 Sq Ft
    • $738/SF
    • 97 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2001

    9789 Pintail Place, Saint Michaels, MD 21663

    This property on a quiet three house cul-de-sac in the desirable Martingham neighborhood offers both close proximity to St. Michaels and breathtaking, panoramic and endless vistas of Porters Creek, Miles River, Wye River and the Eastern Bay by day and the sparkling lights of Kent Island Bridge at night. Sited high above a rip-rapped shoreline, the house’s rear wall is infilled with long windows

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    9789 Pintail Place, Saint Michaels, MD 21663
    • /57

      Est $570,147 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,432 Sq Ft

      507 Railroad Ave, Saint Michaels, MD 21663

      507 Railroad Ave, Saint Michaels, MD 21663
  • /58

    $595,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,490 Sq Ft

    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
  • /71

    $5,000,000 Sold Nov 15, 2024

    • 4,459 Sq Ft
    • $1121/SF
    • 0 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2001

    8941 Bozman Neavitt Rd, Saint Michaels, MD 21663

    Welcome to your private oasis tucked away on ??Sadlers Cove, leading to Broad Creek. This exquisite ??French boasts over 700+/- feet of picturesque ??waterfrontage, offering unparalleled water views ??from nearly every point on the estate. The ?heart of ?the home is the fully updated kitchen, ?equipped with ?a 6-burner Wolf stove, two built-in Sub-Zero ?refrigerators, a wine cooler integrated

    Chuck Mangold Benson & Mangold, LLC

    8941 Bozman Neavitt Rd, Saint Michaels, MD 21663
    • /3

      Est $2,032,620 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,881 Sq Ft

      24519 New Post Rd, Saint Michaels, MD 21663

      24519 New Post Rd, Saint Michaels, MD 21663
  • /41

    $439,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,752 Sq Ft

    9545 Quail Hollow Dr Unit 206, Saint Michaels, MD 21663

    DESIRABLE END UNIT TOWNHOME WITH 1ST FLOOR BEDROOM AND BATH, VERY PRIVATE VIEW OF THE GOLF COURSE PLANTINGS AND A SMALL WATER VIEW FROM THE 2ND FLOOR DECK OFF THE PRIMARY BEDROOM.THE KITCHEN HAS BEEN RENOVATED, WHITE CABINETS WITH STONE COUNTERTOPS, A LARGE GLASS DOOR OPENS TO THE TILE FLOORED SUN ROOM FROM THE KITCHEN AND FROM THE DINING ROOM, LETTING THE LIGHT FILL THE UNIT. THE SECOND FLOOR

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    9545 Quail Hollow Dr Unit 206, Saint Michaels, MD 21663
  • /52

    $473,000 Sold Nov 14, 2024

    • 2,100 Sq Ft
    • $225/SF
    • 12 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1986

    24375 Widgeon Place Unit 37, Saint Michaels, MD 21663

    Welcome to 24375 Widgeon Place, your haven of tranquility nestled in the picturesque Martingham Community just outside the historic town of St. Michaels on the Eastern Shore of Maryland. This 2100 square foot End Unit Townhome is the epitome of style and comfort, encapsulating all the charms of coastal living. Featuring 3 stunning bedrooms with 3 full bathrooms, offering generous living spaces

    Jennifer Pogoda Chesapeake Bay Real Estate Plus, LLC

    24375 Widgeon Place Unit 37, Saint Michaels, MD 21663
    • /32

      Est $1,412,675 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,152 Sq Ft

      8726 Mount Pleasant Ct, Saint Michaels, MD 21663

      8726 Mount Pleasant Ct, Saint Michaels, MD 21663
  • /5

    $169,900 Pending

    • 3 Beds
    • 1 Bath
    • 1,125 Sq Ft

    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
  • /43

    $1,875,000 Sold Nov 13, 2024

    • 3,301 Sq Ft
    • $568/SF
    • 24 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1958

    1015 Riverview Terrace, Saint Michaels, MD 21663

    Excellent opportunity to own a charming waterfront house on Riverview Terrace in St. Michaels, Md. This 5BR/ 4BA home is 3300+ SF, has spacious rooms and incredible views of the Miles River. Sited on .95 acres, this property is elevated, has an expansive back yard, and pier with boat lift (being sold as-is). The large waterside deck provides great entertaining and living space. There are 2 main

    Laura Carney TTR Sotheby's International Realty

    1015 Riverview Terrace, Saint Michaels, MD 21663
    • /42

      Est $521,095 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,540 Sq Ft

      310 Cove View Dr, Saint Michaels, MD 21663

      310 Cove View Dr, Saint Michaels, MD 21663

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