2,821

Saint Michaels, MD Homes

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  • /60

    $480,000

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

    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
  • /28

    $395,000 Sold Feb 03, 2025

    • 1,800 Sq Ft
    • $219/SF
    • 119 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1973

    9539 Quail Hollow Dr Unit 302, Saint Michaels, MD 21663

    Nestled in the desirable Martingham community and backing to the scenic 2nd hole at the Links of Perry Cabin, this charming 2-bedroom, 2.5-bathroom condo offers a perfect retreat for low-maintenance living. The open living and dining area, featuring a cozy wood-burning fireplace, flows seamlessly into the inviting sunroom, creating the ideal space for relaxation. The primary bedroom boasts a

    Chuck Mangold Benson & Mangold, LLC

    9539 Quail Hollow Dr Unit 302, Saint Michaels, MD 21663
    • /23

      Est $1,685,297 Not Listed For Sale

      968 San Domingo Ct, Saint Michaels, MD 21663

      968 San Domingo Ct, Saint Michaels, MD 21663
  • /70

    $795,000

    • 4 Beds
    • 2.5 Baths
    • 3,038 Sq Ft

    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
  • /50

    $2,600,000 Sold Jan 30, 2025

    • 4,320 Sq Ft
    • $602/SF
    • 3 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2006

    1003 Riverview Terrace, Saint Michaels, MD 21663

    Experience tranquil waterfront living in this stunning 4BR/4.5 BA home sited on .67 acres overlooking the Miles River. Built in 2006, this Craftsman-style home was thoughtfully designed by Lars Erickson and built by Don Foster to blend effortlessly with the beauty of the landscape. The exquisite architectural details are evident throughout and include vaulted ceilings, Australian Cypress

    Laura Carney TTR Sotheby's International Realty

    1003 Riverview Terrace, Saint Michaels, MD 21663
    • /60

      Est $1,861,454 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,644 Sq Ft

      10536 Miracle House Cir, Claiborne, MD 21624

      10536 Miracle House Cir, Claiborne, MD 21624
  • /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
  • /51

    $1,196,000 Sold Jan 21, 2025

    • 2,703 Sq Ft
    • $442/SF
    • 8 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1890

    202 Mulberry St, Saint Michaels, MD 21663

    Discover this charming historic home in the heart of St. Michaels, built circa 1890, where classic craftsmanship and timeless elegance come together. Starting with the expansive wrap-around porch, you can see this home is a traditional gem. Highlights of the home include 9ft. ceilings, hardwood floors throughout and original architectural details that define the craftsmanship. and charm. The

    Monica Penwell TTR Sotheby's International Realty

    202 Mulberry St, Saint Michaels, MD 21663
    • /27

      Est $929,411 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
  • /10

    $600,000

    • 2 Beds
    • 1.5 Baths
    • 1,209 Sq Ft

    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
  • /37

    $250,000 Sold Jan 14, 2025

    • Land
    • 6 Acres
    • $44,326 per Acre
    • 480 Days On Market

    0 Oakwood Park Rd, Saint Michaels, MD 21663

    Indulge in the allure of Eastern Shore living with this exquisite premium building site, situated in the esteemed Estate area of Oakwood Park. Just a stone's throw from the historic charm of downtown St. Michaels, this parcel offers a serene escape surrounded by nature's beauty. Picture-perfect views of San Domingo Creek adorn this tranquil lot, dotted with mature trees. Anticipate the

    Connie Loveland Benson & Mangold, LLC

    0 Oakwood Park Rd, Saint Michaels, MD 21663
    • /54

      Est $452,604 Not Listed For Sale

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

      9521 Quail Hollow Dr Unit 602, Saint Michaels, MD 21663

      9521 Quail Hollow Dr Unit 602, Saint Michaels, MD 21663
  • /35

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,674 Sq Ft

    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
  • /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
    • /57

      Est $826,794 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
  • /51

    $659,000

    • 3 Beds
    • 2 Baths
    • 1,660 Sq Ft

    901 S Talbot St, Saint Michaels, MD 21663

    St. Michaels English style Cottage – This Adorable 3-bedroom 2 bath home offers a first-floor primary bedroom, updated kitchen and baths, formal dining room, rear sunroom, and a fenced side and rear patio thoughtfully landscaped. The yard is irrigated. Long sweeping gables and roof peaks, prominent front facing chimney and entrance vestibule standout as architectural features of this 1930’s

    Barbara Watkins Benson & Mangold, LLC

    901 S Talbot 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
    • /48

      Est $829,630 Not Listed For Sale

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

      9794 Martingham Cir Unit D5, Saint Michaels, MD 21663

      9794 Martingham Cir Unit D5, Saint Michaels, MD 21663
  • /100

    $8,875,000

    • 7 Beds
    • 7.5 Baths
    • 10,240 Sq Ft

    10770 Rich Neck Rd, Claiborne, MD 21624

    Incredible 300+ acre landmark estate located 5 miles beyond St. Michaels. Over FOUR MILES OF SHORELINE on Eastern Bay, the Miles River and Tilghman Creek. Deep protected anchorage. High land. Sandy beaches. Very livable 10,000+ sq ft home that underwent two-year renovation 2005/2006. 13 ft ceilings on first story and almost10 ft on second story. Formal and informal living areas. Chef's kitchen

    Robert G. Shannahan Shoreline Realty

    10770 Rich Neck Rd, Claiborne, MD 21624
  • /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
    • /56

      Est $448,765 Not Listed For Sale

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

      24360 Widgeon Place Unit 7, Saint Michaels, MD 21663

      24360 Widgeon Place Unit 7, Saint Michaels, MD 21663
  • /41

    $439,000

    • 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

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    9545 Quail Hollow Dr Unit 206, 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
    • /31

      Est $968,821 Not Listed For Sale

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

      9792 Martingham Cir, Saint Michaels, MD 21663

      9792 Martingham Cir, Saint Michaels, MD 21663
  • /18

    $594,000

    • Land
    • 0.55 Acre
    • $1,080,000 per Acre

    108 Miles, Saint Michaels, MD 21663

    Build your dream home on this one-of-a- kind, half+ acre (24,082 sf) wooded lot in the heart ofSaint Michaels. Offering a tranquil, park-like setting, this rare property provides both privacy andconvenience, a five-minute walk to the town’s charming restaurants, coffeeshops, events and shopping. Located just outside the historic district line, this unusuallylarge lot (3 times the

    Jana Meredith Meredith Fine Properties

    108 Miles, Saint Michaels, MD 21663
  • /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
    • /51

      Est $816,148 Not Listed For Sale

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

      9792 Martingham Cir Unit 8, Saint Michaels, MD 21663

      9792 Martingham Cir Unit 8, Saint Michaels, MD 21663
  • /40

    $664,900

    • 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
  • /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
    • /35

      Est $412,666 Not Listed For Sale

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

      24360 Widgeon Place Unit 10, Saint Michaels, MD 21663

      24360 Widgeon Place Unit 10, Saint Michaels, MD 21663
  • /19

    $303,500

    • 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
  • /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
    • /34

      Est $435,150 Not Listed For Sale

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

      24375 Widgeon Place Unit 38, Saint Michaels, MD 21663

      24375 Widgeon Place Unit 38, Saint Michaels, MD 21663
  • /30

    $399,000

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

    106C Conner St, Saint Michaels, MD 21663

    Charming updated cottage in the center of St. Michaels. Move in ready. Modern kitchen with 5-burner gas stove, white 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 enclosed large shower. The house offers bedrooms and a den. Lots of windows on all sides let in light everywhere. The front

    Carolina Barksdale Benson & Mangold, LLC

    106C Conner 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
    • /26

      Est $443,466 Not Listed For Sale

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

      9551 Quail Hollow Dr Unit 102, Saint Michaels, MD 21663

      9551 Quail Hollow Dr Unit 102, Saint Michaels, MD 21663
  • /89

    $525,000

    • 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
  • /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
    • /32

      Est $2,401,305 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
  • /48

    $389,000

    • 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

Showing Results 41 - 80, Page 2 of 18

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