Newest Homes for Sale in Saint Michaels, MD

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  /38

  $1,194,000

  $90K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  101 Mulberry St, Saint Michaels, MD 21663

  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 leads to the custom beveled‐glass entry door and

  Jana Meredith Meredith Fine Properties

  101 Mulberry St, Saint Michaels, MD 21663
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  /119

  $1,995,000

  • 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
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  /14

  $499,000

  $26K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,420 Sq Ft

  1211 Washington Dr, Saint Michaels, MD 21663

  Desirable Rio Vista Duplex – Live in One Unit and Rent the Other! Rare opportunity to own a duplex in the sought-after Rio Vista community. Move into one unit and generate rental income from the other to help offset your mortgage payments. Properties like this seldom come on the market. Located in a water-access community, residents may enjoy dock access upon approval of the owner's application

  Cornelia Heckenbach Long & Foster Real Estate, Inc.

  1211 Washington Dr, Saint Michaels, MD 21663
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  /30

  $499,000

  $26K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,420 Sq Ft

  1215 Washington Dr, Saint Michaels, MD 21663

  RDesirable Rio Vista Duplex – Live in One Unit and Let Rental Income Help Pay Your Mortgage! Opportunities to own one of these sought-after duplexes are rare. Located in the desirable Rio Vista water-access community, this property offers potential dock access (subject to owner approval, application, and applicable fees). The building features two mirror-image units, each offering: A kitchen with

  Cornelia Heckenbach Long & Foster Real Estate, Inc.

  1215 Washington Dr, Saint Michaels, MD 21663
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  /28

  $425,000

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

  101 Brooks Ln, Saint Michaels, MD 21663

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

  Stacie Luhrman Benson & Mangold, LLC

  101 Brooks Ln, Saint Michaels, MD 21663
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  /144

  $1,795,000

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

  216 E Chew Ave, Saint Michaels, MD 21663

  Don't miss this rare opportunity. This special home offers spectacular and picturesque views of the Saint Michaels Harbor in addition to its prime location on one of Saint Michaels most desirable streets. Conveniently located near all of the in-town amenities and walkable to great restaurants, shops, brewery, winery, gallery, seasonal farmer's market, museums and more. This home has received a

  

  Christopher Clinton

  Coldwell Banker Chesapeake Real Estate Company

  (855) 940-3395

  216 E Chew Ave, Saint Michaels, MD 21663
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  /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
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  /25

  $999,000

  New Construction

  • 3 Beds
  • 2.5 Baths

  108 Miles, Saint Michaels, MD 21663

  A rare opportunity to combine a half-acre+ wooded in-town setting with a classic Cape Cod–style home concept in the heart of St. Michaels. Concept B illustrates a two-story design featuring 3 bedrooms, 2 full baths, and 1 half bath, along with an attached two-car garage. The proposed layout offers a timeless architectural style with flexible living spaces that can be customized to suit individual

  Chuck Mangold Benson & Mangold, LLC

  108 Miles, Saint Michaels, MD 21663
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  /27

  $295,000

  • Land
  • 23,958 Sq Ft
  • $536,364 per Acre

  108 Miles, Saint Michaels, MD 21663

  A rare opportunity in the heart of St. Michaels: this half-acre+ wooded parcel offers the privacy of a tucked-away retreat with the everyday convenience of an in-town location. Restaurants, shops, seasonal events, waterfront parks, and the character of the historic district are all close at hand, yet the setting feels quiet and natural. Approximately three times the size of a typical in-town lot,

  Chuck Mangold Benson & Mangold, LLC

  108 Miles, Saint Michaels, MD 21663
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  /68

  $3,100,000

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

  23961 Lynnewood Dr, Saint Michaels, MD 21663

  Located within 2 miles of historic St. Michaels this exceptional waterfront estate blends timeless elegance with a resort-style setting. This 4,200± sq. ft. custom, single-level all brick residence showcases soaring ceilings, an abundance of natural light, and panoramic views of Broad Creek from almost every room. A huge great room featuring a large brick fireplace and open living / dining

  Barbara Watkins Benson & Mangold, LLC

  23961 Lynnewood Dr, Saint Michaels, MD 21663
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  /68

  $1,679,000

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

  24390 Oakwood Park Rd, Saint Michaels, MD 21663

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

  Janet Larson Benson & Mangold, LLC

  24390 Oakwood Park Rd, Saint Michaels, MD 21663
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  /40

  $374,000

  $11K PRICE DROP

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

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

  REDUCED CLEAN UNIT ...CASUAL LIVING IN SOUTH AFTER "THE LINK AT PERRY CABIN " MARTINGHAM COMMUNITY Nestled within the prestigious Quail Hollow community in desirable Martingham, this exceptional residence enjoys a prime setting overlooking the renowned Links at Perry Cabin golf course. One of the few units featuring a screened porch, this home offers the perfect blend of elegance, comfort,

  Cornelia Heckenbach Long & Foster Real Estate, Inc.

  9545 Quail Hollow Dr Unit 205, Saint Michaels, MD 21663
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  /11

  $219,000

  $10K PRICE DROP

  • Land
  • 10,890 Sq Ft
  • $876,000 per Acre

  912 Calvert Ave, Saint Michaels, MD 21663

  One of the few remaining building lots in the St. Michaels area. This is a prime building lot, 75' x 150', ready for someone to design and construct a new home. Public water/sewer and high-speed internet available for hookup. Calvert Avenue is a convenient address, near schools, banks, grocery stores, boat ramps and St. Michaels' many fine shops, museums and restaurants. A public waterfront park

  Tom Crouch Benson & Mangold, LLC

  912 Calvert Ave, Saint Michaels, MD 21663
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  /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
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  /25

  $799,000

  New Construction

  • 4 Beds
  • 2.5 Baths

  Lot 16A Meadow St, Saint Michaels, MD 21163

  Welcome to the quaint town of St. Michaels. Waterfront dining, history and small town feel are combined to give you a perfect home for full time or vacation home.Lacrosse homes is proud to present The Pointe.Time to make your personal selections. Make this home your personal statement.Pick the exterior colors, interior feature such as flooring, cabinets, countertops and more.Make this

  George Bailey Keller Williams Flagship

  Lot 16A Meadow St, Saint Michaels, MD 21163

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