116

Homes for Sale near St. Michaels Middle/High School

Section Image
  • 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

    $895,000

    • 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
  • 5559 Trafalgar Cir, Tilghman, MD 21671
    5559 Trafalgar Cir, Tilghman, MD 21671
    5559 Trafalgar Cir, Tilghman, MD 21671
    /62

    $600,000

    • 5 Beds
    • 3.5 Baths
    • 3,404 Sq Ft

    5559 Trafalgar Cir, Tilghman, MD 21671

    Welcome to this beautiful, spacious 5-bedroom, 3 1/2-bathroom single-family home located in the sought-after Tilghman on Chesapeake community. This property offers the perfect blend of modern comfort and serene island living, featuring an open-concept floor plan with plenty of natural light and elegant finishes. Each bedroom offers ample space and comfort with the Primary Suite offering 2

    Becky Wibberley Coldwell Banker Realty

    5559 Trafalgar Cir, Tilghman, MD 21671
  • 6824 Hopkins Neck Rd, Easton, MD 21601
    6824 Hopkins Neck Rd, Easton, MD 21601
    6824 Hopkins Neck Rd, Easton, MD 21601
    /46

    $474,500

    • 3 Beds
    • 2.5 Baths
    • 1,602 Sq Ft

    6824 Hopkins Neck Rd, Easton, MD 21601

    Back on The Market after a Winter Break. New Price. Welcome to 6824 Hopkins Neck Rd. Situated on 1-1/3 acre lot , this property has a lot to offer for your Forever Home or Your Weekend Getaway. 1600+/- sq. ft. of living space on one level offers a great homefor a Family or Retiree. This home has been recently updated with new flooring in most of the rooms as well as an updated Gourmet Kitchen.

    Gary Marquardt Long & Foster Real Estate, Inc.

    6824 Hopkins Neck Rd, Easton, MD 21601
  • 7375 Station Rd, Newcomb, MD 21653
    7375 Station Rd, Newcomb, MD 21653
    7375 Station Rd, Newcomb, MD 21653
    /16

    $789,000

    • 2 Beds
    • 1 Bath
    • 1,468 Sq Ft

    7375 Station Rd, Newcomb, MD 21653

    WOULD YOU LOVE TO MAKE THIS YOUR JEWEL IN CHARMING VILLAGE JUST MINUTES TO HISTORIC ST MICHAELS ? WHAT A FABULOUS OPPORTUNITY ! ARE YOU LOOKING FOR AN INVESTMENT ? THE PROPERTY WOULD NOT ONLY MAKE A WONDERFUL WEEKEND GETAWAY BUT ALSO A GREAT VACATION RENTAL . THIS 1890 BUILD HOME FEATURES REPLACEMENT WINDOWS, CARPORT,WOOD FLOORS UNDER THE CARPET, BOATHOUSE AND 2 SHEDS AND IS

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    7375 Station Rd, Newcomb, MD 21653
  • 7705 Quaker Neck Rd, Bozman, MD 21612
    7705 Quaker Neck Rd, Bozman, MD 21612
    7705 Quaker Neck Rd, Bozman, MD 21612
    /50

    $2,195,000

    • 4 Beds
    • 3 Baths
    • 2,628 Sq Ft

    7705 Quaker Neck Rd, Bozman, MD 21612

    This architecturally charming waterfront home sits on 5.6-acres of well-elevated land that offers an exceptional secluded setting and panoramic, wide views of Broad Creek. Located just minutes from Historic St. Michaels, this lovely home was thoughtfully expanded by the Easton architectural firm, Atelier 11 in a way that honors its distinctive New England “Bow House” architectural style while

    Eugene Smith TTR Sotheby's International Realty

    7705 Quaker Neck Rd, Bozman, MD 21612
  • 28092 Glebe Rd, Easton, MD 21601
    28092 Glebe Rd, Easton, MD 21601
    28092 Glebe Rd, Easton, MD 21601
    /35

    $3,400,000

    • 7 Beds
    • 10 Baths
    • 7,077 Sq Ft

    28092 Glebe Rd, Easton, MD 21601

    Miles Away on Murphy’s Point – Discover an unparalleled waterfront retreat at 28092 Glebe Rd, Easton, MD, nestled on approximately ±2.7 picturesque acres. Thoughtfully designed for entertaining, relaxation, and convenient living, this luxurious estate offers expansive indoor and outdoor spaces, exceptional waterfront amenities, and easy access to nearby towns, beaches, and metropolitan

    Coard Benson Benson & Mangold, LLC

    28092 Glebe Rd, Easton, MD 21601
  • 8000 Bozman Neavitt Rd, Bozman, MD 21612
    8000 Bozman Neavitt Rd, Bozman, MD 21612
    8000 Bozman Neavitt Rd, Bozman, MD 21612
    /83

    $629,000

    • 3 Beds
    • 2 Baths
    • 2,091 Sq Ft

    8000 Bozman Neavitt Rd, Bozman, MD 21612

    WELCOME TO BLUE MOON! Your Hideaway Vacation Retreat! Minutes From Historic Waterfront Town of St. Michaels! Tucked Away in The Unique Village of Bozman! Privacy and Seclusion! Fronts Picturesque Cove of Harris Creek! Leisure Crabbing, Fishing, Kayaking and Shallow-Draft Boating Experience! 12 Foot Boat without Motor and 4 Kayaks Included! TO GET A BETTER IDEA OF HIGH TIDE CONDITIIONS BE SURE TO

    Stanley Dill Maranatha Realty

    8000 Bozman Neavitt Rd, Bozman, MD 21612
  • 11977 Billys Point Ln, Easton, MD 21601
    11977 Billys Point Ln, Easton, MD 21601
    11977 Billys Point Ln, Easton, MD 21601
    /50

    $6,800,000

    • 6 Beds
    • 8 Baths
    • 9,595 Sq Ft

    11977 Billys Point Ln, Easton, MD 21601

    Welcome to Henry’s Retreat, an extraordinary 37-acre waterfront estate overlooking Quarter Cove off the Wye River. Offering over 2,700 feet of shoreline, this stunning property ensures ultimate privacy, breathtaking views, and unforgettable sunsets.Built in 2016, the 8,835 sq. ft. main residence is designed for luxurious living and seamless entertaining, featuring five bedrooms, six full

    Laura Carney TTR Sotheby's International Realty

    11977 Billys Point Ln, Easton, MD 21601
  • 6906 Travelers Rest Cir, Easton, MD 21601
    6906 Travelers Rest Cir, Easton, MD 21601
    6906 Travelers Rest Cir, Easton, MD 21601
    /45

    $3,500,000

    • 3 Beds
    • 5 Baths
    • 4,305 Sq Ft

    6906 Travelers Rest Cir, Easton, MD 21601

    This expansive 3-bedroom, 5-bathroom contemporary home is nestled on over 4 acres along the picturesque Tred Avon River. Ideally situated between Easton and St. Michaels, this property offers the perfect blend of privacy and convenience. Featuring an open floorplan with soaring cathedral ceilings, it’s designed for both comfort and style. Additional features include a spacious primary suite

    Clifford Meredith Meredith Fine Properties

    6906 Travelers Rest Cir, Easton, MD 21601
  • 6868 Travelers Rest Cir, Easton, MD 21601
    6868 Travelers Rest Cir, Easton, MD 21601
    6868 Travelers Rest Cir, Easton, MD 21601
    /59

    $1,595,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 3,219 Sq Ft

    6868 Travelers Rest Cir, Easton, MD 21601

    This Lovely property known as "Sunnyside" as written and listed in "Where Land and Water Intertwine" An Architectural History of Talbot County, Md. This home has been lovingly updated and improved with a collection of 19th C furnishings and artwork. The home retains many features that show the history yet lends itself to modern living. The previous owner improved the property with a spacious

    Gary Marquardt Long & Foster Real Estate, Inc.

    6868 Travelers Rest Cir, Easton, MD 21601
  • 9783 Unionville Rd, Easton, MD 21601
    9783 Unionville Rd, Easton, MD 21601
    9783 Unionville Rd, Easton, MD 21601
    /64

    $2,500,000

    • 3 Beds
    • 1 Bath
    • 2,448 Sq Ft

    9783 Unionville Rd, Easton, MD 21601

    Miles River Pony Farm, first time offered since 1948! 30 acres of prime Talbot County waterfront with deep water, high elevation, 1000 feet of waterfront and great exposure. The property has an indoor riding ring that is 172x72 feet, at least 8 run in sheds, a main barn with 19 stalls and a tack room, a smaller barn with 4 stalls, two residences on the property and tons of fenced in pasture.

    Henry Gibbons-Neff Meredith Fine Properties

    9783 Unionville Rd, Easton, MD 21601
  • 26362 Westerly Rd, Easton, MD 21601
    26362 Westerly Rd, Easton, MD 21601
    26362 Westerly Rd, Easton, MD 21601
    /71

    $2,695,000

    • 4 Beds
    • 4.5 Baths
    • 3,272 Sq Ft

    26362 Westerly Rd, Easton, MD 21601

    This exceptional waterfront estate, nestled on approximately 4.25 private acres with sunset views of Plaindealing Creek, features a custom pier equipped with electric, water, along with a rip-rapped shoreline. Positioned just off the Tred Avon River, the property includes a fully irrigated lawn, a year round porch with brick flooring and separate HVAC. There is also a waterside composite deck.

    Barbara Watkins Benson & Mangold, LLC

    26362 Westerly Rd, Easton, MD 21601
  • 27232 Hayward Trail, Easton, MD 21601
    27232 Hayward Trail, Easton, MD 21601
    27232 Hayward Trail, Easton, MD 21601
    /32

    $745,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    27232 Hayward Trail, Easton, MD 21601

    First time offered in 50 years! Discover this hidden gem nestled along 200' of waterfrontage on Hayward Cove, opening onto the scenic Miles River. Located on at the end of the street ,between Easton and St. Michaels this colonial style home is situated on a 1+ acre lot with mature trees, offering three bedrooms, two bathrooms, beautiful wood flooring, a cozy dining area accentuated by a free

    Barbara Watkins Benson & Mangold, LLC

    27232 Hayward Trail, Easton, MD 21601
  • 21825 Langdon Farm Rd, Sherwood, MD 21665
    21825 Langdon Farm Rd, Sherwood, MD 21665
    21825 Langdon Farm Rd, Sherwood, MD 21665
    /47

    $2,695,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 3.5 Baths
    • 3,847 Sq Ft

    21825 Langdon Farm Rd, Sherwood, MD 21665

    It doesn't get any better than this ! Stunning brand-new ,one-story coastal residence with a contemporary flair! As soon as you enter this magnificent home, you will be captivated by 20'+ ceilings, superb craftsmanship , an extremely well-designed open floor-plan; breathtaking water-views on Dun Cove and a luxurious yet inviting kitchen. There are a total of 3 en-suite bedrooms as well as an

    Robert Lacaze TTR Sotheby's International Realty

    21825 Langdon Farm Rd, Sherwood, MD 21665
  • 204 E Marengo St, Saint Michaels, MD 21663
    204 E Marengo St, Saint Michaels, MD 21663
    204 E Marengo St, 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
  • 27029 Miles River Rd, Easton, MD 21601
    27029 Miles River Rd, Easton, MD 21601
    27029 Miles River Rd, Easton, MD 21601
    /42

    $4,995,000

    • 4 Beds
    • 5.5 Baths
    • 5,062 Sq Ft

    27029 Miles River Rd, Easton, MD 21601

    Irish Tides offers a quintessential Eastern Shore retreat with luxury and style. This beautifully crafted4-bedroom, 5.5-bath main house provides captivating views of the Miles River from almost every room. The main level has been enhanced with a new HVAC system and ductwork, ensuring comfort andefficiency throughout. Exquisite crown moldings, hardwood floors, and custom built-ins add an

    Chuck Mangold Benson & Mangold, LLC

    27029 Miles River Rd, Easton, MD 21601
  • 112 Mitchell St, Saint Michaels, MD 21663
    112 Mitchell St, Saint Michaels, MD 21663
    112 Mitchell St, 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
  • 6815 Bellevue Rd, Royal Oak, MD 21662
    6815 Bellevue Rd, Royal Oak, MD 21662
    6815 Bellevue Rd, Royal Oak, MD 21662
    /20

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,238 Sq Ft

    6815 Bellevue Rd, Royal Oak, MD 21662

    This is the one you’ve been waiting for. Tucked away on a one-acre expanse of lush greenery, just a short drive to serene water access in all directions, this dream cottage is the perfect blend of timeless charm and modern elegance. Renovated down to the studs with impeccable attention to detail, this home exudes warmth while offering high-end finishes that elevate every space. Every inch of this

    Sarah Reynolds Keller Williams Chantilly Ventures, LLC

    6815 Bellevue Rd, Royal Oak, MD 21662
  • 6394 Bozman Neavitt Rd, Neavitt, MD 21652
    6394 Bozman Neavitt Rd, Neavitt, MD 21652
    6394 Bozman Neavitt Rd, Neavitt, MD 21652
    /35

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,570 Sq Ft

    6394 Bozman Neavitt Rd, Neavitt, MD 21652

    Neavitt is an unusually charming Eastern Shore village. Located at the end of a peninsula, it has abundant views of the surrounding water and a public landing as well as a much-loved public park. This very special house was long the property of the Neavitt family, for whom the village was named. Enlarged over time, the first-floor interiors now include a living room with original chimney,

    Joan Wetmore TTR Sotheby's International Realty

    6394 Bozman Neavitt Rd, Neavitt, MD 21652
  • 5582 Trafalgar Cir, Tilghman, MD 21671
    5582 Trafalgar Cir, Tilghman, MD 21671
    5582 Trafalgar Cir, Tilghman, MD 21671
    /58

    $569,000

    • 3 Beds
    • 2.5 Baths
    • 2,110 Sq Ft

    5582 Trafalgar Cir, Tilghman, MD 21671

    The Nottingham, (elevation Z) is a modern ranch-style home with 3 bedrooms, 2.5 baths, and a 2-car garage with entry through a mudroom that leads to an expansive Great Room area that opens to the Kitchen. The Kitchen is ready for entertaining and cooking comforting meals for family and friends. An open dinette and large kitchen island offer a plethora of space for informal dining. You can take

    Stacie Luhrman Benson & Mangold, LLC

    5582 Trafalgar Cir, Tilghman, MD 21671
  • 8034 Bozman Neavitt Rd, Bozman, MD 21612
    8034 Bozman Neavitt Rd, Bozman, MD 21612
    8034 Bozman Neavitt Rd, Bozman, MD 21612
    /22

    $189,900

    • 2 Beds
    • 1 Bath
    • 1,160 Sq Ft

    8034 Bozman Neavitt Rd, Bozman, MD 21612

    Great opportunity to buy below market value. House needs work, but opportunity is endless. Sold strictly AS IS. Seller and listing agent do not guarantee accuracy in this listing. Buyer must do their own due diligence before submitting an offer. Cash or Hard Money only. Seller prefers New World Title Company.

    Alex Fox Allfirst Realty, Inc.

    8034 Bozman Neavitt Rd, Bozman, MD 21612
  • 26515 Presquile Dr S, Easton, MD 21601
    26515 Presquile Dr S, Easton, MD 21601
    26515 Presquile Dr S, Easton, MD 21601
    /50

    $1,495,000

    • 3 Beds
    • 2 Baths
    • 2,833 Sq Ft

    26515 Presquile Dr S, Easton, MD 21601

    Look no further. This private waterfront retreat is the perfect little getaway. An all one level home with 3 bedrooms and 2 full baths and an open floor plan with plenty of windows to capture the nature and Water views throughout. This turn-key Home was built in 2004 and has been tastefully updated. Features include an open floor plan with the Living/Dining area and views from every room

    Daphne Cawley TTR Sotheby's International Realty

    26515 Presquile Dr S, Easton, MD 21601
  • 6343 Bozman Neavitt Rd, Neavitt, MD 21652
    6343 Bozman Neavitt Rd, Neavitt, MD 21652
    6343 Bozman Neavitt Rd, Neavitt, MD 21652
    /17

    $575,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    6343 Bozman Neavitt Rd, Neavitt, MD 21652

    Rustic Charm on Balls Creek - Wake up to sunrise views over Balls Creek from this charming 2-bedroom waterfront cottage. With nearly 200 feet of water frontage and a private pier, this serene retreat is perfect for weekend escapes filled with fishing, kayaking, or simply unwinding by the water’s edge. The cozy, nostalgic layout features a living room with wood floors, a dining area, and an

    Kathy Christensen TTR Sotheby's International Realty

    6343 Bozman Neavitt Rd, Neavitt, MD 21652
  • 27447 Rest Cir, Easton, MD 21601
    27447 Rest Cir, Easton, MD 21601
    27447 Rest Cir, Easton, MD 21601
    /48

    $1,495,000

    • 3 Beds
    • 3 Baths
    • 1,836 Sq Ft

    27447 Rest Cir, Easton, MD 21601

    COVENIENTLY LOCATED JUST 3 MILES DISTANCE FROM THE TOWN OF EASTON. THIS COMFORTABLE 3 BEDROOM 3 BATH WATERFRONT HOME IS CONNECTED TO PUBLIC SEWER AND THERE IS SPACE FOR A WATERSIDE POOL.RENOVATED BATHROOMS AND NEW KITCHEN , HUGE WATERSIDE DECK FOR COMFORTABLE OUTDOOR LIVING. THERE IS A ONE CAR GARAGE, A SHED , GRAVEL DRIVE WITH ADDITIONAL PARKING. THE DOCK FEATURES A FLOATING DOCK FOR THE

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    27447 Rest Cir, Easton, MD 21601
  • 8013 Ruby Harrison Rd, Bozman, MD 21612
    8013 Ruby Harrison Rd, Bozman, MD 21612
    8013 Ruby Harrison Rd, Bozman, MD 21612
    /46

    $495,000

    • 3 Beds
    • 3.5 Baths
    • 1,504 Sq Ft

    8013 Ruby Harrison Rd, Bozman, MD 21612

    What a transformation this Victorian beauty has undergone! With high ceilings, new windows, and gorgeous engineered wide plank wood floors, the downstairs is open and light. A stylish kitchen with island overlooks the dining area and large sliders open to a private side yard, where glimpses of nearby Harris Creek may be seen. The front room provides a comfortable seating area. Upstairs are

    Debra Crouch Benson & Mangold, LLC

    8013 Ruby Harrison Rd, Bozman, MD 21612
  • 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
  • 5084 Ferry Neck Rd, Royal Oak, MD 21662
    5084 Ferry Neck Rd, Royal Oak, MD 21662
    5084 Ferry Neck Rd, Royal Oak, MD 21662
    /122

    $4,800,000

    • 4 Beds
    • 4 Baths
    • 7,903 Sq Ft

    5084 Ferry Neck Rd, Royal Oak, MD 21662

    State of the art composition of nature and architecture. Set on the banks of the Choptank River this extremely private, 6000+ square foot, contemporary home on approximately 80 acres offers expansive southwest views of the Chesapeake Bay. Personal beach, protected shoreline, 1800 feet of waterfrontage and room for waterfront pool. Included in the sale is a 33.6 +/- acre sub-dividable waterfront

    Brian Petzold Benson & Mangold, LLC

    5084 Ferry Neck Rd, Royal Oak, MD 21662
  • 106C Conner St, Saint Michaels, MD 21663
    106C Conner St, Saint Michaels, MD 21663
    106C Conner St, Saint Michaels, MD 21663
    /33

    $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
  • 0 Ocean Gateway Unit MDTA2009628, Easton, MD 21601
    0 Ocean Gateway Unit MDTA2009628, Easton, MD 21601
    /2

    $1,500,000

    • Land
    • 19 Acres
    • $79,533 per Acre

    0 Ocean Gateway Unit MDTA2009628, Easton, MD 21601

    Final section of Lakelands subdivision! Previously approved for up to 48 lots, road cut thru, some water & sewer installed. PUD approved by Town in 2010. See agent for plats, engineering and current status. Unique opportunity! Wetlands needs to be updated with possible additional land becoming available. Road needs completion. Some Capital fees already paid. Water lines partially installed along

    Bill Wieland Benson & Mangold, LLC

    0 Ocean Gateway Unit MDTA2009628, Easton, MD 21601
  • 9175 Mallard Point Ct, McDaniel, MD 21647
    9175 Mallard Point Ct, McDaniel, MD 21647
    9175 Mallard Point Ct, McDaniel, MD 21647
    /134

    $1,749,000

    • 4 Beds
    • 3 Baths
    • 2,731 Sq Ft

    9175 Mallard Point Ct, McDaniel, MD 21647

    PROFESSIONAL PHOTOS TO COME!Experience luxury at its finest on Harris Creek with this stunning newly remodeled 4 bedroom, 3 bathroom custom home designed and meticulously remodeled by RBCI, Inc., an award-winning custom home builder. No expense was spared in creating this 2,731 sq. ft. masterpiece on over 1.5 acres of magnificent waterfront living. New flooring, counter tops,

    Ann Holtz Coldwell Banker Realty

    9175 Mallard Point Ct, McDaniel, MD 21647
  • 1221 Washington Dr, Saint Michaels, MD 21663
    1221 Washington Dr, Saint Michaels, MD 21663
    1221 Washington Dr, 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
  • 5289 Ferry Neck Rd, Royal Oak, MD 21662
    5289 Ferry Neck Rd, Royal Oak, MD 21662
    5289 Ferry Neck Rd, Royal Oak, MD 21662
    /69

    $8,445,000

    • 4 Beds
    • 4.5 Baths
    • 9,117 Sq Ft

    5289 Ferry Neck Rd, Royal Oak, MD 21662

    This one of a kind property has it all-145 acres of farmland, pastures and farmland in sought after Royal Oak with a long view of Fox Hole Creek leading to the Tred Avon River. The stately paved driveway passes through the verdant landscape of broad vistas to three ponds, fields, pastures defined by white fences and a canopy of mature sawtooth oaks, until the Colonial style main house is

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    5289 Ferry Neck Rd, Royal Oak, MD 21662
  • 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 Sat 11AM - 1PM

    • 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
  • 21732 Cabin Ln, Sherwood, MD 21665
    21732 Cabin Ln, Sherwood, MD 21665
    21732 Cabin Ln, Sherwood, MD 21665
    /5

    $25,000

    • Land
    • 0.13 Acre
    • $192,308 per Acre

    21732 Cabin Ln, Sherwood, MD 21665

    .2 +/- acres located off of Cabin Ln in Sherwood, Md. Located 10 minutes from St. Michaels, MD and 5 minutes from Tilghman, MD.BUYER RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND TAXES.

    Shawn Moore Meredith Fine Properties

    21732 Cabin Ln, Sherwood, MD 21665
  • 21748 Cabin Ln, Sherwood, MD 21665
    21748 Cabin Ln, Sherwood, MD 21665
    21748 Cabin Ln, Sherwood, MD 21665
    /5

    $25,000

    • Land
    • 0.80 Acre
    • $31,250 per Acre

    21748 Cabin Ln, Sherwood, MD 21665

    .8 +/- acres located off of Punch Point Rd. Approximately 2.5 miles from Tilghman, Md.BUYER RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND TAXES.

    Shawn Moore Meredith Fine Properties

    21748 Cabin Ln, Sherwood, MD 21665
  • 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
  • 24560 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
    24560 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
    24560 Deepwater Point Dr Unit 1, 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
  • 27772 Sharp Rd, Easton, MD 21601
    27772 Sharp Rd, Easton, MD 21601
    27772 Sharp Rd, Easton, MD 21601
    /50

    $16,750,000

    • 5 Beds
    • 9 Baths
    • 12,638 Sq Ft

    27772 Sharp Rd, Easton, MD 21601

    Stock Range Farm offers a once-in-a-lifetime opportunity to experience the best the Eastern Shore has to offer. With vast working farmland and resort-style amenities, this rare gem truly combines luxury and sophistication with seclusion and tranquility.Sited on 350 acres of prime waterfront, the 12,698 sq. ft. primary residence showcases the breathtaking stylings of acclaimed architect

    Laura Carney TTR Sotheby's International Realty

    27772 Sharp Rd, Easton, MD 21601
  • 7683 Tilghman Island Rd, Sherwood, MD 21665
    7683 Tilghman Island Rd, Sherwood, MD 21665
    7683 Tilghman Island Rd, Sherwood, MD 21665
    /41

    $499,000

    • 3 Beds
    • 1.5 Baths
    • 5,344 Sq Ft

    7683 Tilghman Island Rd, Sherwood, MD 21665

    Welcome to this beautifully updated 3-bedroom, 1.5-bath home, offering both charm and versatility. The home features three spacious bedrooms, including one with an attached area that can serve as a walk-in closet, nursery, or home office—perfect for adapting to your needs. With 1.5 bathrooms, you'll enjoy the convenience of a full bath and an additional half bath, ideal for family living or

    Katie Mister Keller Williams Select Realtors of Cambridge

    7683 Tilghman Island Rd, Sherwood, MD 21665
  • 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

    $379,000

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

    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

Showing Results 41 - 80, Page 2 of 3

Maryland St Michaels St. Michaels Middle/High School

Real Estate & Homes for Sale near St. Michaels Middle/High School

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group