108

Homes for Sale near St. Michaels Middle/High School

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  • 23336 Tunis Ln, Claiborne, MD 21624
    23336 Tunis Ln, Claiborne, MD 21624
    23336 Tunis Ln, Claiborne, MD 21624
    /58

    $599,000

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

    23336 Tunis Ln, Claiborne, MD 21624

    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 rebuilt with durable IPE hardwood, and the crawl space

    Agent Photo

    Maureen McHugh

    Chesapeake Bay Real Estate Plus, LLC

    (667) 771-4585

    23336 Tunis Ln, Claiborne, MD 21624
  • 7392 Back St, Newcomb, MD 21653
    7392 Back St, Newcomb, MD 21653
    7392 Back St, Newcomb, MD 21653
    /57

    $750,000

    • 5 Beds
    • 3.5 Baths
    • 2,254 Sq Ft

    7392 Back St, Newcomb, MD 21653

    *Seller to include a 1 year American Home Shield Warranty "Complete" package which covers everything inside your home plus roof coverage!Coastal meets Victorian in this exquisitely renovated home in the quaint waterfront village of Newcomb! The open floor plan exudes a peaceful vibe in every room--airy, light color palette, incredible indoor-outdoor living spaces. This home is all about enjoying

    Agent Photo

    Tiffany Cloud

    Meredith Fine Properties

    (410) 304-7796

    7392 Back St, Newcomb, MD 21653
  • 5379 Anchor Rd, Tilghman, MD 21671
    5379 Anchor Rd, Tilghman, MD 21671
    5379 Anchor Rd, Tilghman, MD 21671
    /56

    $610,000

    • 2 Beds
    • 2.5 Baths
    • 1,232 Sq Ft

    5379 Anchor Rd, Tilghman, MD 21671

    Bay Breezes & Beautiful Views: Your Tilghman Island HavenWaterview Living with Room to Breathe on Maryland's Eastern ShoreStep into the good life at 5379 Anchor Road, where Chesapeake Bay magic meets everydaycomfort. This charming home in Tilghman's friendly beach neighborhood sits just ashort stroll from the community beach where neighbors gather and memories are made.Picture yourself unwinding

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (667) 206-6165

    5379 Anchor Rd, Tilghman, MD 21671
  • 0 Holly Woods Rd, 5, Bay Hundred, MD 21665
    0 Holly Woods Rd, 5, Bay Hundred, MD 21665
    0 Holly Woods Rd, 5, Bay Hundred, MD 21665
    /24

    $189,000

    • Land
    • 2.49 Acres
    • $75,904 per Acre

    0 Holly Woods Rd, 5, Bay Hundred, MD 21665

    Deep Harbour Farm Sherwood 2.49. Acre Building Lot.This is one of the last remaining building lots available in this wonderful water privileged community.Located at the end of a cul-de-sac on Holly Woods Road just steps away from the community waterfront pier & boat dock. Great opportunity to build the home of your own design now or in the future.

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (667) 222-5571

    0 Holly Woods Rd, 5, Bay Hundred, MD 21665
  • 21472 Willey Rd, Tilghman, MD 21671
    21472 Willey Rd, Tilghman, MD 21671
    21472 Willey Rd, Tilghman, MD 21671
    /10

    $80,000

    • Land
    • 0.30 Acre
    • $266,667 per Acre

    21472 Willey Rd, Tilghman, MD 21671

    Tilghman Island. Clear level building lot with public sewer available. The perfect spot for your new vacation / retirement home. Excellent opportunity to make your island dream come true.

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (667) 382-8747

    21472 Willey Rd, Tilghman, MD 21671
  • 0 Sinclair Rd, Tilghman Island, MD 21671
    0 Sinclair Rd, Tilghman Island, MD 21671
    0 Sinclair Rd, Tilghman Island, MD 21671
    /12

    $89,000

    • Land
    • 0.30 Acre
    • $296,667 per Acre

    0 Sinclair Rd, Tilghman Island, MD 21671

    Sinclair Ave. Tilghman Island. Clear level building lot with public sewer. This lot is ready for you to make your dream of island life come true.Enjoy the best sunsets at the end of the street at Sinclair Community Park .

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (667) 297-6839

    0 Sinclair Rd, Tilghman Island, MD 21671
  • 5820 Tilghman Beach Dr, Tilghman, MD 21671
    5820 Tilghman Beach Dr, Tilghman, MD 21671
    5820 Tilghman Beach Dr, Tilghman, MD 21671
    /31

    $889,000

    • 2 Beds
    • 1 Bath
    • 1,776 Sq Ft

    5820 Tilghman Beach Dr, Tilghman, MD 21671

    Welcome to 5820 Tilghman Beach Drive. Come experience the most beautiful sunsets the Chesapeake Bay has to offer. Centrally located on Tilghman Island this little slice of paradise is ready for its new owners to make their dream of waterfront living come true.Home offers two bedrooms and one full bath, hardwood floors, recently remodeled kitchen, encapsuled crawl space, Central heat and air, two

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (410) 927-1165

    5820 Tilghman Beach Dr, Tilghman, MD 21671
  • 5934 Tilghman Island Rd, Tilghman, MD 21671
    5934 Tilghman Island Rd, Tilghman, MD 21671
    5934 Tilghman Island Rd, Tilghman, MD 21671
    /41

    $365,000

    • 2 Beds
    • 1.5 Baths
    • 892 Sq Ft

    5934 Tilghman Island Rd, Tilghman, MD 21671

    Simple Pleasures & Smart Living : Tilghman Island Cottage RetreatCharming Eastern Shore Cottage with Endless PossibilitiesDiscover the perfect blend of simplicity and comfort at 5934 Tilghman Island Road, wherethoughtful upgrades meet cozy cottage charm. This delightful 2-bedroom, 1 and one half bathroom homeoffers a smartly designed living space that maximizes every corner for comfortable

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (667) 222-3534

    5934 Tilghman Island Rd, Tilghman, MD 21671
  • 9361 Woodstock Ln, Easton, MD 21601
    9361 Woodstock Ln, Easton, MD 21601
    /2

    $995,000

    • Land
    • 5 Acres
    • $181,569 per Acre

    9361 Woodstock Ln, Easton, MD 21601

    Quiet country setting can be yours with this 5.5 +/- acre waterfront lot located in the Woodstock Farm community on Goldsborough Creek is perc approved for 6 bedrooms! Located just minutes to downtown Easton and all of the amenities Easton has to offer from shopping to dining, entertainment at the Avalon Theatre, and the convenience of Easton's Jetport.

    Chuck Jr. Benson and Mangold

    9361 Woodstock Ln, Easton, MD 21601
  • 5520 Leeward Ln, Tilghman, MD 21671
    5520 Leeward Ln, Tilghman, MD 21671
    5520 Leeward Ln, Tilghman, MD 21671
    /83

    $2,200,000

    • 5 Beds
    • 2.5 Baths
    • 4,214 Sq Ft

    5520 Leeward Ln, Tilghman, MD 21671

    Welcome to 5520 Leeward Lane, a private waterfront estate tucked away at the end of a quiet, tree-lined drive on Tilghman Island—a rare opportunity to own a stunning piece of Maryland’s Eastern Shore. This expansive home features panoramic water views from almost every room and delivers the ultimate blend of luxury, comfort, and natural beauty. The grand foyer sets a graceful tone, leading into a

    Samantha Jackson Keller Williams Realty

    5520 Leeward Ln, Tilghman, MD 21671
  • 7285 Quaker Neck Rd, Bozman, MD 21612
    7285 Quaker Neck Rd, Bozman, MD 21612
    7285 Quaker Neck Rd, Bozman, MD 21612
    /50

    $1,795,000

    • 3 Beds
    • 2 Baths
    • 2,775 Sq Ft

    7285 Quaker Neck Rd, Bozman, MD 21612

    Welcome to this serene 3BR/2BA/2625 sq ft waterfront home perfectly sited on 4.52 private acres in Bozman, MD. With panoramic views of Broad Creek from nearly every room, this custom-built residence is the perfect blend of rustic charm and modern comfort. The home's chalet-like architecture features vaulted and two-story ceilings, three cozy fireplaces, a generous array of windows and skylights,

    Laura Carney TTR Sotheby's International Realty

    7285 Quaker Neck Rd, Bozman, MD 21612
  • 5850 Irish Creek Rd, Royal Oak, MD 21662
    5850 Irish Creek Rd, Royal Oak, MD 21662
    5850 Irish Creek Rd, Royal Oak, MD 21662
    /7

    $1,250,000

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft

    5850 Irish Creek Rd, Royal Oak, MD 21662

    Nestled on scenic Haskins Cove with direct access to Irish Creek and beyond, this charming 3-bedroom, 1-bath split-level home offers private waterfront living. Featuring gleaming hardwood floors on the main level, the home opens to an elevated deck with sweeping views of the tranquil water—ideal for relaxing or entertaining. A private pier provides easy access for boating, fishing, or simply

    Chuck Mangold Benson & Mangold, LLC

    5850 Irish Creek Rd, Royal Oak, MD 21662
  • 8320 Ingleton Cir, Easton, MD 21601
    8320 Ingleton Cir, Easton, MD 21601
    8320 Ingleton Cir, Easton, MD 21601
    /57

    $2,395,000

    • 3 Beds
    • 5 Baths
    • 3,099 Sq Ft

    8320 Ingleton Cir, Easton, MD 21601

    Nestled along the Miles River, this exceptional house offers a blend of modern comfort and classic Eastern Shore charm. Boasting sweeping views of St. Michaels, this home features an expansive open floor plan designed for seamless indoor-outdoor living. Step inside to find a sun-drenched great room creating the perfect setting for both quiet relaxation and lively gatherings. The gourmet kitchen,

    Jim Corson Benson & Mangold, LLC

    8320 Ingleton Cir, Easton, MD 21601
  • 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
  • 9190 Pennywhistle Dr, McDaniel, MD 21647
    9190 Pennywhistle Dr, McDaniel, MD 21647
    9190 Pennywhistle Dr, McDaniel, MD 21647
    /74

    $1,300,000

    • 4 Beds
    • 3 Baths
    • 3,315 Sq Ft

    9190 Pennywhistle Dr, McDaniel, MD 21647

    PARADISE FOUND! 3.5 Acres surrounded on 3 sides by water at the end of a private Cul-de-sac teeming with wildlife and immersed in the scenic beauty of mature trees and wetland grasses.  Enjoy morning coffee and watch the eagles, osprey and turtles nest in your backyard from your kitchen table!  The two-slip pier offers opportunities to fish and crab and serves as a gateway to time on the water

    George Howard George Howard Real Estate Inc.

    9190 Pennywhistle Dr, McDaniel, MD 21647
  • 22860 Middle Point Rd, Neavitt, MD 21652
    22860 Middle Point Rd, Neavitt, MD 21652
    22860 Middle Point Rd, Neavitt, MD 21652
    /57

    $1,150,000

    • 3 Beds
    • 2 Baths
    • 2,642 Sq Ft

    22860 Middle Point Rd, Neavitt, MD 21652

    Welcome to this architecturally designed waterfront retreat, thoughtfully created to capture broad, breathtaking views and harmonize with its natural surroundings. Set in a quiet village near historic St. Michaels, this home offers a rare blend of tranquility, comfort, and convenience—just minutes from a public park and landing. Inside, the home features 3 spacious bedrooms, an office, and

    Wink Cowee Benson & Mangold, LLC

    22860 Middle Point Rd, Neavitt, MD 21652
  • 23468 Berry Rd, Bozman, MD 21612
    23468 Berry Rd, Bozman, MD 21612
    23468 Berry Rd, Bozman, MD 21612
    /29

    $1,295,000

    • 3 Beds
    • 1.5 Baths
    • 1,272 Sq Ft

    23468 Berry Rd, Bozman, MD 21612

    Picturesque Waterfront Cottage minutes from St. Michaels! This craftsman is the perfect “Get-Away” nestled on Grace Creek with plenty of privacy and surrounded by nature. Home has been beautifully maintained and updated featuring all of the amenties you would expect including knotty pine flooring throughout, kitchen with center island, granite tops, huge 6-burner Viking Stove and oven, Subzero

    Brian Gearhart Benson & Mangold, LLC

    23468 Berry Rd, Bozman, MD 21612
  • 6379 Cedar Cove Rd, Royal Oak, MD 21662
    6379 Cedar Cove Rd, Royal Oak, MD 21662
    6379 Cedar Cove Rd, Royal Oak, MD 21662
    /32

    $1,249,000

    • 3 Beds
    • 3 Baths
    • 2,586 Sq Ft

    6379 Cedar Cove Rd, Royal Oak, MD 21662

    Tucked away on Elbert’s Cove, this one-level waterfront home offers a peaceful retreat on approximately 3 acres. With 3 bedrooms and 3 full bathrooms, the layout is thoughtfully designed for comfort and easy living. Multiple living spaces include a large recreation room with pool table, a living room with a cozy brick fireplace, and a waterside family room with built-ins and an adjacent dining

    Chuck Mangold Benson & Mangold, LLC

    6379 Cedar Cove Rd, Royal Oak, MD 21662
  • 6020 Sunset Ln, Tilghman, MD 21671
    6020 Sunset Ln, Tilghman, MD 21671
    6020 Sunset Ln, Tilghman, MD 21671
    /50

    $2,795,000

    • 7 Beds
    • 7 Baths
    • 6,377 Sq Ft

    6020 Sunset Ln, Tilghman, MD 21671

    Welcome to Tilghman Landing on the Chesapeake Bay! This unique waterfront property offers an incredible opportunity, featuring three separate homes, two of which include garages, as well as a charming crab shack and private dock, all situated on .625 acres of Chesapeake Bay shoreline.Home #1: 6020 Sunset LaneThis spacious residence offers breathtaking, unobstructed views of the Bay. It includes 3

    Melissa Tippett TTR Sotheby's International Realty

    6020 Sunset Ln, Tilghman, MD 21671
  • 25686 Edgeview Rd, Royal Oak, MD 21662
    25686 Edgeview Rd, Royal Oak, MD 21662
    25686 Edgeview Rd, Royal Oak, MD 21662
    /64

    $1,300,000

    • 4 Beds
    • 3.5 Baths
    • 4,124 Sq Ft

    25686 Edgeview Rd, Royal Oak, MD 21662

    MAJOR PRICE REDUCTION Lovely waterfront home between Easton and St. Michaels (Royal Oak). Fantastic waterfront views. Nestled along the peaceful shores of Edge Creek. Fantastic Winter and summer sunsets. This beautifully maintained waterfront property offers timeless charm and unmatched tranquility. Due west exposure with fantastic sunsets both winter an summer. Long private pier with

    Mark Lappen Meredith Fine Properties

    25686 Edgeview Rd, Royal Oak, MD 21662
  • 22769 Almost Neavitt Rd, Bozman, MD 21612
    22769 Almost Neavitt Rd, Bozman, MD 21612
    22769 Almost Neavitt Rd, Bozman, MD 21612
    /65

    $950,000

    • 4 Beds
    • 2 Baths
    • 1,724 Sq Ft

    22769 Almost Neavitt Rd, Bozman, MD 21612

    PUBLIC SEWER COMING THIS YEAR! Immerse yourself in luxurious Eastern Shore living at this breathtaking waterfront retreat! Expertly designed by renowned local architect Pam Gardener, this four-bedroom, two-bath sanctuary rests at the end of a private road on a .92-acre lot, perfectly balancing tranquil seclusion with panoramic beauty. Showcasing 78 feet of riprap-protected shoreline along

    Barbara McCaffrey Redfin Corp

    22769 Almost Neavitt Rd, Bozman, MD 21612
  • 4957 Bar Neck Rd, Tilghman, MD 21671
    4957 Bar Neck Rd, Tilghman, MD 21671
    4957 Bar Neck Rd, Tilghman, MD 21671
    /45

    $895,000

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

    4957 Bar Neck Rd, Tilghman, MD 21671

    Don't miss out on this beautifully landscaped yard with a deck and pool, perfect for entertaining and enjoying the serene water views. This gorgeous two-story traditional home features three bedrooms and three baths, offering the perfect location to enjoy the picturesque views of Black Walnut Creek and the Chesapeake Bay.The current owners have meticulously maintained the property and spent a

    Lori Neske Coldwell Banker Realty

    4957 Bar Neck Rd, Tilghman, MD 21671
  • 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
  • 25832 Turner Ave, Royal Oak, MD 21662
    25832 Turner Ave, Royal Oak, MD 21662
    25832 Turner Ave, Royal Oak, MD 21662
    /11

    $1,235,000 New Construction

    • 4 Beds
    • 2.5 Baths

    25832 Turner Ave, Royal Oak, MD 21662

    Centrally located between Easton and St Michaels and just a stone’s throw from the Oxford Bellevue Ferry on the Tred Avon, one of Talbot County’s premier waterfront communities with 13 half acre to 1.5 acre home sites. The community features its own private beach and kayak launch with nearby public park with playground and marina. Just minutes to Talbot County's favorite waterfront towns by car,

    Chuck Mangold Benson & Mangold, LLC

    25832 Turner Ave, Royal Oak, MD 21662
  • Lot 2 Meadow St, Saint Michaels, MD 21663
    Lot 2 Meadow St, Saint Michaels, MD 21663
    Lot 2 Meadow St, Saint Michaels, MD 21663
    /17

    $889,800 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,100 Sq Ft

    Lot 2 Meadow St, Saint Michaels, MD 21663

    Welcome to Saint Michaels. Located near the historic district, close to the harbor and 2 waterfront parks,and the numerous quaint shops and eating establishments as well as the museums. Lacrosse homes is proud to present The Midshore. This 4 bedroom 4.5 bath home with open floor plan is designed for everyday enjoyment or the perfect second home. Every bedroom has its own private bathroom. The

    George Bailey Keller Williams Flagship

    Lot 2 Meadow St, Saint Michaels, MD 21663
  • 5624 Gates St, Royal Oak, MD 21662
    5624 Gates St, Royal Oak, MD 21662
    5624 Gates St, Royal Oak, MD 21662
    /43

    $469,000

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    5624 Gates St, Royal Oak, MD 21662

    Beautifully updated and maintained home in the village of Bellevue in Royal Oak. This three bedroom, 1.5 bath home has undergone many upgrades in the past two years, including an updated kitchen complete with new appliances, hardwood floors, windows, siding, roof, HVAC system, washer and dryer, updated mudroom and sunroom, interior painting, light fixtures, and widened stone driveway. Enjoy

    Dennis Covey Meredith Fine Properties

    5624 Gates St, Royal Oak, MD 21662
  • 26310 Tunis Mills Rd, Easton, MD 21601
    26310 Tunis Mills Rd, Easton, MD 21601
    26310 Tunis Mills Rd, Easton, MD 21601
    /40

    $465,000

    • 3 Beds
    • 1.5 Baths
    • 1,912 Sq Ft

    26310 Tunis Mills Rd, Easton, MD 21601

    This charming 3-bedroom home is located in the sought-after Tunis Mills Village where the community boat ramp is only a short walk. It sits on a double lot, almost a full acre, and has a shaded stone patio, garden shed, and detached 2-car garage with an entire finished upper level previously used as an office, storage room, and teenager hang-out. Inside the home you will find hardwood floors,

    Meg Moran Long & Foster Real Estate, Inc.

    26310 Tunis Mills Rd, Easton, MD 21601
  • 7651 Main St, Sherwood, MD 21665
    7651 Main St, Sherwood, MD 21665
    7651 Main St, Sherwood, MD 21665
    /35

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,776 Sq Ft

    7651 Main St, Sherwood, MD 21665

    CHARMING SHERWOOD VILLAGE WITH ITS RICH HISTORY. ONE OF THE BEST KEPT SECRETS.STEP BACK IN TIME, WONDER PAST BEAUTIFUL GARDENS UNDER SHADE TREES, GET GREETED BY THE PEACEFUL SETTING . THE COMMUNITY DOCK WITH MULTIPLE SLIPS AND FLOATING DOCK , THE KAYAK LANDING, IS A NEIGHBORHOOD HANG OUT, VERY POPULAR AT SUNSET TIME TO ENJOY GLORIOUS SUNSETS WITH WIDE OPEN VIEWS OVER HARRIS CREEK.THIS HOME HAS

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    7651 Main St, Sherwood, MD 21665
  • 6365 Thamert Rd, Neavitt, MD 21652
    6365 Thamert Rd, Neavitt, MD 21652
    6365 Thamert Rd, Neavitt, MD 21652
    /40

    $699,000

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

    6365 Thamert Rd, Neavitt, MD 21652

    This beautifully renovated waterfront rancher is nestled in the quaint village of Neavitt. Perfectly sited on Duck Cove with views extending to the Creek. A newly constructed front porch with a vaulted ceiling creates a welcoming focal point—an ideal space to unwind while taking in the serene water views. Inside, the open floor plan beams with natural light and features luxury vinyl plank

    Kim Crouch Ozman Benson & Mangold, LLC

    6365 Thamert Rd, Neavitt, MD 21652
  • 24977 Back Creek Dr, Saint Michaels, MD 21663
    24977 Back Creek Dr, Saint Michaels, MD 21663
    24977 Back Creek Dr, Saint Michaels, MD 21663
    /70

    $779,500

    • 4 Beds
    • 3.5 Baths
    • 3,010 Sq Ft

    24977 Back Creek Dr, Saint Michaels, MD 21663

    Discover this exquisite custom-built retreat in the serene St. Michaels community, a perfect blend of luxury and comfort with 4 spacious bedrooms and 3.5 well-appointed bathrooms, packed with premium features for an elevated lifestyle. Cozy up to the versatile gas fireplace, while enjoying a spacious layout enhanced with numerous built-ins for style and function. The expansive primary suite

    Eddie Mangold Benson & Mangold, LLC

    24977 Back Creek Dr, Saint Michaels, MD 21663
  • 9361 Woodstock Ln, Easton, MD 21601
    9361 Woodstock Ln, Easton, MD 21601
    9361 Woodstock Ln, Easton, MD 21601
    /10

    $729,000

    • Land
    • 5 Acres
    • $133,029 per Acre

    9361 Woodstock Ln, Easton, MD 21601

    GORGEOUS WATERFRONT LOT, PRIME LOCATION IN EASTONLook no further....this is the perfect spot on Maryland's beautiful Eastern Shore on which to build your dream home. This 5.5+/- acre, cleared lot enjoys a high elevation, offers lovely water views of Goldsborough Creek, and has been perc approved for 6 bedrooms! Envision living in a quiet, country setting in the Woodstock Farm community of only 7

    Peter Frevel Benson & Mangold, LLC

    9361 Woodstock Ln, Easton, MD 21601
  • 8127 Easton Village Dr, Easton, MD 21601
    8127 Easton Village Dr, Easton, MD 21601
    8127 Easton Village Dr, Easton, MD 21601
    /62

    $825,000

    • 4 Beds
    • 3 Baths
    • 2,792 Sq Ft

    8127 Easton Village Dr, Easton, MD 21601

    Experience nearly 3,000 square feet of refined living in this beautifully appointed four-bedroom home, perfectly positioned on a spacious end lot within a highly desirable waterfront community. From the moment you step onto the tranquil front porch, you’ll appreciate the thoughtful design and upscale finishes that define this exceptional residence. Inside, rich hardwood flooring flows

    Eddie Mangold Benson & Mangold, LLC

    8127 Easton Village Dr, Easton, MD 21601
  • 6153 Long Point Rd, Neavitt, MD 21652
    6153 Long Point Rd, Neavitt, MD 21652
    6153 Long Point Rd, Neavitt, MD 21652
    /48

    $3,795,000

    • 6 Beds
    • 10 Baths
    • 11,700 Sq Ft

    6153 Long Point Rd, Neavitt, MD 21652

    This stunning waterfront retreat sits on over 5 acres just 15 minutes from St. Michaels and is designed with flexibility in mind—perfect for year-round living, hosting guests, or simply spreading out and enjoying the Eastern Shore lifestyle. The property includes both a main residence and a fully renovated guest wing, and each features a ground-floor primary suite.The main home offers panoramic

    Brad Kappel TTR Sotheby's International Realty

    6153 Long Point Rd, Neavitt, MD 21652
  • 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
  • 26372 Westerly Rd, Easton, MD 21601
    26372 Westerly Rd, Easton, MD 21601
    26372 Westerly Rd, Easton, MD 21601
    /110

    $3,795,000

    • 4 Beds
    • 4.5 Baths
    • 5,761 Sq Ft

    26372 Westerly Rd, Easton, MD 21601

    Your own private resort awaits you! This stunning 4-bedroom contemporary estate offers a beautifully landscaped parklike setting on a 7.26 acre point of land with 1,089 feet of frontage and private dock on Plaindealing Creek. This sophisticated home was designed by Alan Meyers, a celebrated Washington DC architect. The one level main house has 3 bedrooms, 2.5 baths and a 2-car garage. Your guests

    Eugene Smith TTR Sotheby's International Realty

    26372 Westerly Rd, Easton, MD 21601
  • 11470 Wye Heights Rd, Easton, MD 21601
    11470 Wye Heights Rd, Easton, MD 21601
    11470 Wye Heights Rd, Easton, MD 21601
    /55

    $3,495,000

    • 8 Beds
    • 9 Baths
    • 10,533 Sq Ft

    11470 Wye Heights Rd, Easton, MD 21601

    Nestled on a sprawling 42-acre estate adjacent to the historic Wye Heights Plantation, this stately 8-bedroom mansion offers an unparalleled blend of elegance, comfort, and tranquility. The grand interior is marked by soaring ceilings and meticulous detailing, with an elevator providing convenient access across multiple levels. The heart of the home is designed for both relaxation and

    Chuck Mangold Benson & Mangold, LLC

    11470 Wye Heights Rd, Easton, MD 21601
  • 9791 Pintail Place, Saint Michaels, MD 21663
    9791 Pintail Place, Saint Michaels, MD 21663
    9791 Pintail Place, Saint Michaels, MD 21663
    /80

    $3,475,000

    • 5 Beds
    • 6 Baths
    • 7,300 Sq Ft

    9791 Pintail Place, Saint Michaels, MD 21663

    Welcome to Rivermark - a true waterfront retreat in St. Michaels on the Eastern Shore. This custom-built home is an artistic masterpiece with five octagonal interconnected wings, creating distinct yet flowing spaces and breathtaking panoramic views of Porters Creek, Miles River, Wye River and the Eastern Bay from every room.With architecture inspired by the French West Indies, this home has been

    Kathleen Eder Compass

    9791 Pintail Place, Saint Michaels, MD 21663
  • 27843 Saint Michaels Rd, Easton, MD 21601
    27843 Saint Michaels Rd, Easton, MD 21601
    27843 Saint Michaels Rd, Easton, MD 21601
    /38

    $739,000

    • 3 Beds
    • 1.5 Baths
    • 2,316 Sq Ft

    27843 Saint Michaels Rd, Easton, MD 21601

    Secluded Eastern Shore farmhouse. Just over a mile outside Easton, this rare unknown property has been home to an artist couple for nearly 25 years. Its long tree lined drive opens into an authentic and romantic retreat. Set on 2+/- acres, it is surrounded by mature Willow Oaks, English boxwoods, heirloom plantings and a huge Magnolia tree. Inside, it features original oak floors and whitewashed

    Denis Gasper Benson & Mangold, LLC

    27843 Saint Michaels Rd, Easton, MD 21601
  • 8543 Ingleton Rd, Easton, MD 21601
    8543 Ingleton Rd, Easton, MD 21601
    8543 Ingleton Rd, Easton, MD 21601
    /38

    $749,999

    • 3 Beds
    • 2.5 Baths
    • 2,102 Sq Ft

    8543 Ingleton Rd, Easton, MD 21601

    Welcome to 8543 Ingleton Rd., a beautiful one-level home located in a sought-after water access community! Offering 3 spacious bedrooms, 2.5 baths, and a dedicated office, this home is designed for comfortable living and easy entertaining. Enjoy the cozy charm of a brick wood-burning fireplace, perfect for relaxing evenings. The stylish kitchen features granite countertops and stainless steel

    Gwen Eskridge Coldwell Banker Chesapeake Real Estate Company

    8543 Ingleton Rd, Easton, MD 21601
  • 204 W Chew Ave, Saint Michaels, MD 21663
    204 W Chew Ave, Saint Michaels, MD 21663
    204 W Chew Ave, Saint Michaels, MD 21663
    /58

    $699,000

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

    204 W Chew Ave, Saint Michaels, MD 21663

    Big things come in small packages! A St. Michaels treasure! Absolutely charming, completely renovated historic property only steps to the waterfront park & a block into town. This beautiful home has been renovated from top to bottom & has been designed to offer style & historic charm. Featuring a new, lifetime blue metal roof, gardens, patios, & relaxing, covered front porch to watch the world

    Kate Koeppen Chesapeake Bay Real Estate Plus, LLC

    204 W Chew Ave, Saint Michaels, MD 21663

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