116

Homes for Sale near St. Michaels Middle/High School

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  • 4957 Bar Neck Rd, Tilghman, MD 21671
    4957 Bar Neck Rd, Tilghman, MD 21671
    4957 Bar Neck Rd, Tilghman, MD 21671
    /45

    $750,000

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

    4957 Bar Neck Rd, Tilghman, MD 21671

    Secure and Secluded Luxury Living with Bay Views & Resort-Style BackyardProperty is located in FEMA Zone X, has never had water on the property and seller is not required to have flood insuranceTucked away at the end of a private Crepe Myrtle-lined drive, this well-maintained luxury retreat offers the perfect blend of tranquility, style, and function—without the constraints of an HOA.

    Danny Martin Keller Williams Flagship

    4957 Bar Neck Rd, Tilghman, MD 21671
  • 10770 Rich Neck Rd, Claiborne, MD 21624
    10770 Rich Neck Rd, Claiborne, MD 21624
    10770 Rich Neck Rd, Claiborne, MD 21624
    /109

    $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
  • 8629 Unionville Rd, Easton, MD 21601
    8629 Unionville Rd, Easton, MD 21601
    8629 Unionville Rd, Easton, MD 21601
    /51

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 2,246 Sq Ft

    8629 Unionville Rd, Easton, MD 21601

    BRAND NEW AND READY FOR IMMEDIATE OCCUPANCY! Property will be Active and ready for showings on Wednesday, July 16. This spacious 2200+ square foot new build features a main level owners suite and is clad with high end appointments throughout. Step into the main level and enjoy an open concept layout including a spacious family room with gas fireplace, formal office with cathedral ceiling,

    Adam Ellison Long & Foster Real Estate, Inc.

    8629 Unionville Rd, Easton, MD 21601
  • 7090 Cooper Point Rd, Bozman, MD 21612
    7090 Cooper Point Rd, Bozman, MD 21612
    7090 Cooper Point Rd, Bozman, MD 21612
    /86

    $7,500,000

    • 5 Beds
    • 6 Baths
    • 10,000 Sq Ft

    7090 Cooper Point Rd, Bozman, MD 21612

    Welcome to this extraordinary waterfront estate, gracefully sited on 6.92 lush, landscaped acres with sweeping views of Leadenham Creek. Designed by architect Alan Meyers, constructed by Ilex Construction, and masterfully styled by interior designer Skip Sroka, this 10,000+/-sq. ft. residence is a showcase of timeless craftsmanship and elevated design.The custom brick exterior is crowned

    Laura Carney TTR Sotheby's International Realty

    7090 Cooper Point Rd, Bozman, MD 21612
  • 26546 Presquile Dr N, Easton, MD 21601
    26546 Presquile Dr N, Easton, MD 21601
    26546 Presquile Dr N, Easton, MD 21601
    /138

    $8,400,000

    • 7 Beds
    • 8 Baths
    • 8,001 Sq Ft

    26546 Presquile Dr N, Easton, MD 21601

    Presquile Manor House, originally built by the Lloyd Family circa 1800 as one of their three Plantation Houses, sits up high on the Wye River with due West Exposure. The Main House has recently gone through a two-year renovation process from top to bottom by West & Callahan Construction and Peter Zimmerman Architects Inc, with much thought and care to keep all of the historic attributes that

    Henry Gibbons-Neff Meredith Fine Properties

    26546 Presquile Dr N, Easton, MD 21601
  • 26648 Arcadia Shores Rd, Easton, MD 21601
    26648 Arcadia Shores Rd, Easton, MD 21601
    26648 Arcadia Shores Rd, Easton, MD 21601
    /25

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,522 Sq Ft

    26648 Arcadia Shores Rd, Easton, MD 21601

    Arcadia Shores – Easy Living in a Prime Location! Set on 4 serene acres in one of Talbot County’s most desirable communities, this 3BR/2BA rancher offers effortless one-level living just minutes from Easton and St. Michaels. Highlights include hardwood floors, a spacious kitchen/dining area, living room with fireplace and built-ins and a bright sunroom that opens to a rear deck—perfect for

    Kathy Christensen TTR Sotheby's International Realty

    26648 Arcadia Shores Rd, Easton, MD 21601
  • 27772 Sharp Rd, Easton, MD 21601
    27772 Sharp Rd, Easton, MD 21601
    27772 Sharp Rd, Easton, MD 21601
    /50

    $13,750,000

    • 5 Beds
    • 9 Baths
    • 13,228 Sq Ft

    27772 Sharp Rd, Easton, MD 21601

    Stock Range Farm spans 350 acres of prime waterfront and is available for purchase in its entirety or with reduced acreage including the main residence, if the buyer so chooses. The property is free of easements and includes development rights, subject to all applicable Talbot County zoning regulations.With vast working farmland and resort-style amenities, this rare gem truly combines

    Laura Carney TTR Sotheby's International Realty

    27772 Sharp Rd, Easton, MD 21601
  • 9560 Martingham Cir, Saint Michaels, MD 21663
    9560 Martingham Cir, Saint Michaels, MD 21663
    9560 Martingham Cir, Saint Michaels, MD 21663
    /42

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 2,350 Sq Ft

    9560 Martingham Cir, Saint Michaels, MD 21663

    Located in the popular Martingham community just beyond historic St. Michaels, this well-built one-level home has a prime location, with The Links at Perry Cabin golf course right behind it. The open, spacious floor plan features a large primary suite at one end and two bedrooms and bath at the other for maximum privacy. The owners added a sunroom with a grilling deck off the side. The kitchen

    Debra Crouch Benson & Mangold, LLC

    9560 Martingham Cir, Saint Michaels, MD 21663
  • 900 Riverview Terrace, Saint Michaels, MD 21663
    900 Riverview Terrace, Saint Michaels, MD 21663
    900 Riverview Terrace, Saint Michaels, MD 21663
    /38

    $2,845,000

    • 3 Beds
    • 2.5 Baths
    • 3,393 Sq Ft

    900 Riverview Terrace, Saint Michaels, MD 21663

    Welcome to this stunning brick one -story house on Riverview Terrace that you've always admired. From the moment that the front door opens, you will be captivated by the breathtaking views of the Miles River. This home offers an open floor-plan with a large great-room, dining room; kitchen, a primary bedroom suite , 2 guest rooms sharing a full bathroom,, an office and a powder room. Lovely

    Robert Lacaze TTR Sotheby's International Realty

    900 Riverview Terrace, Saint Michaels, MD 21663
  • 8000 Bozman Neavitt Rd, Bozman, MD 21612
    8000 Bozman Neavitt Rd, Bozman, MD 21612
    8000 Bozman Neavitt Rd, Bozman, MD 21612
    /56

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,761 Sq Ft

    8000 Bozman Neavitt Rd, Bozman, MD 21612

    Nestled along the peaceful waters of Swan Cove with access to Harris Creek, this circa 1890 farmhouse is full of Eastern Shore character and charm. Set on 1.38 private acres, the property offers the peace and serenity you’re seeking. The spacious enclosed front porch is accented with wood floors and a wood ceiling setting the tone of this charming home. The inviting foyer features original

    Kim Crouch Ozman Benson & Mangold, LLC

    8000 Bozman Neavitt Rd, Bozman, MD 21612
  • 24362 Widgeon Place Unit 4, Saint Michaels, MD 21663
    24362 Widgeon Place Unit 4, Saint Michaels, MD 21663
    24362 Widgeon Place Unit 4, Saint Michaels, MD 21663
    /53

    $368,500 Open Sat 11AM - 2PM

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

    24362 Widgeon Place Unit 4, Saint Michaels, MD 21663

    Martingham, a golf course and waterfront community just a mile outside of Historic St. Michaels with all of its amenities. This Widgeon Place condo is a two-story condo with two en-suite bedrooms and a half bath on the first floor. Living room and dining room are an open floor plan with hardwood floors and fireplace. From the sunroom you can step onto a brick patio which looks out to treed

    Jane Baker Benson & Mangold, LLC

    24362 Widgeon Place Unit 4, Saint Michaels, MD 21663
  • 22540 Hardcastle Ln, Bozman, MD 21612
    22540 Hardcastle Ln, Bozman, MD 21612
    22540 Hardcastle Ln, Bozman, MD 21612
    /85

    $3,595,000

    • 5 Beds
    • 6.5 Baths
    • 4,711 Sq Ft

    22540 Hardcastle Ln, Bozman, MD 21612

    The Ultimate Harris Creek Retreat—Unrivaled Views. Room to Spread Out. Sunsets You’ll Never Forget. FYI - Silt fence has been removed that appears in some photos)Welcome to your family’s forever getaway: a fully renovated waterfront estate on 2.4 acres with 240+ feet of direct water frontage. Perfectly positioned for stunning western views over Harris Creek, this exceptional property

    Mark Meyerdirk Urban Brokers, LLC

    22540 Hardcastle Ln, Bozman, MD 21612
  • 26698 Arcadia Shores Rd, Easton, MD 21601
    26698 Arcadia Shores Rd, Easton, MD 21601
    26698 Arcadia Shores Rd, Easton, MD 21601
    /61

    $750,000

    • 5 Beds
    • 3.5 Baths
    • 2,306 Sq Ft

    26698 Arcadia Shores Rd, Easton, MD 21601

    Charming 4-Bedroom Cape Cod on 4 Private Acres with Pool & Sunroom!Welcome to your dream retreat! This beautifully maintained Cape Cod offers 4 spacious bedrooms and 3.5 baths, set on a serene 4-acre lot. Enjoy summer days by the in-ground pool, or unwind in the sunny, four-season sunroom. The inviting living room features a cozy wood stove—perfect for cool evenings. The expansive primary

    Becky Wibberley Coldwell Banker Realty

    26698 Arcadia Shores Rd, Easton, MD 21601
  • 5624 Gates St, Royal Oak, MD 21662
    5624 Gates St, Royal Oak, MD 21662
    5624 Gates St, Royal Oak, MD 21662
    /37

    $444,000

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

    5624 Gates St, Royal Oak, MD 21662

    Elegant Eastern Shore bungalow in the water access village of Bellevue. This refined 3-bedroom, 1.5-bath residence features a chef’s kitchen with premium finishes, a gas fireplace, and recent high-end upgrades including a new roof, siding, and windows, updated sunroom with gas fireplace(2023). Just two blocks from the public boat ramp and moments from Bellevue Beach and the historic

    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

    $444,000

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

    26310 Tunis Mills Rd, Easton, MD 21601

    Great Investment property! 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

    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
  • 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

    $799,000

    • 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
  • 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
  • 9681 Macks Ln, McDaniel, MD 21647
    9681 Macks Ln, McDaniel, MD 21647
    9681 Macks Ln, McDaniel, MD 21647
    /3

    $102,000

    • 2 Beds
    • 1 Bath
    • 920 Sq Ft

    9681 Macks Ln, McDaniel, MD 21647

    Please don’t enter the home. The value is in the land.

    Lesley Jackson EXIT Sunshine Realty

    9681 Macks Ln, McDaniel, MD 21647
  • 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
  • 25826 Orchard Terrace, Royal Oak, MD 21662
    25826 Orchard Terrace, Royal Oak, MD 21662
    /2

    $950,000

    • Land
    • 1.60 Acres
    • $593,750 per Acre

    25826 Orchard Terrace, Royal Oak, MD 21662

    Buildable 1.6 +/- acre lot ready for your vision and a builder ready to help you make it a reality! Over 500 ft of shoreline on the Tred Avon River. Close to the public park/playground and just a short boat ride or ferry ride to Oxford. Centrally located between Easton and St Michaels. Just minutes to Talbot County's favorite waterfront towns by car, bike, or boat.

    Chuck Mangold Benson & Mangold, LLC

    25826 Orchard Terrace, Royal Oak, MD 21662
  • 24749 Swan Rd, Saint Michaels, MD 21663
    24749 Swan Rd, Saint Michaels, MD 21663
    24749 Swan Rd, Saint Michaels, MD 21663
    /43

    $695,000

    • 3 Beds
    • 2.5 Baths
    • 2,496 Sq Ft

    24749 Swan Rd, Saint Michaels, MD 21663

    Located in Martingham, home of the newly redesigned Pete Dye golf course, The Links at Perry Cabin. This 3BR/2.5BA Colonial style home is situated on an open 1.13ac lot with a tree lined backyard for privacy. Inside you will enjoy a spacious floor plan, and updated island kitchen, and a large family room highlighted by a wood burning fireplace and a beam ceiling. Upstairs you will find the

    Steve Bealefeld Benson & Mangold, LLC

    24749 Swan Rd, Saint Michaels, MD 21663
  • 26090 Royal Oak Rd, Easton, MD 21601
    26090 Royal Oak Rd, Easton, MD 21601
    26090 Royal Oak Rd, Easton, MD 21601
    /109

    $2,850,000

    • 4 Beds
    • 5 Baths
    • 5,207 Sq Ft

    26090 Royal Oak Rd, Easton, MD 21601

    This house is a showstopper! A work of art that feels part castle, part cathedral! Pictures don't do it justice! It's a unique, historic, waterfront estate that combines privacy & nature & excellent location on Oak Creek between St. Michaels & Easton. The treelined drive welcomes you to this one of a kind home built in 1890 and situated on 11.59 acres. Featuring stained glass transoms, the

    Kate Koeppen Chesapeake Bay Real Estate Plus, LLC

    26090 Royal Oak Rd, Easton, MD 21601
  • 6403 Bozman Neavitt Rd, Neavitt, MD 21652
    6403 Bozman Neavitt Rd, Neavitt, MD 21652
    6403 Bozman Neavitt Rd, Neavitt, MD 21652
    /31

    $495,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft

    6403 Bozman Neavitt Rd, Neavitt, MD 21652

    Located in the historic village of Neavitt, this charming house was built in 1890. It was thoroughly renovated in 2011 and the layout adapted for modern living, with light-filled rooms and a cleverly updated floor plan. The first-floor public spaces include a sitting room/office/entry, a generous living/dining room combination, and a handsome kitchen with water views, terrific storage, and

    Joan Wetmore TTR Sotheby's International Realty

    6403 Bozman Neavitt Rd, Neavitt, MD 21652
  • 8620 Bozman Neavitt Rd, Saint Michaels, MD 21663
    8620 Bozman Neavitt Rd, Saint Michaels, MD 21663
    8620 Bozman Neavitt Rd, Saint Michaels, MD 21663
    /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
  • 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
  • 6375 Bozman Neavitt Rd, Neavitt, MD 21652
    6375 Bozman Neavitt Rd, Neavitt, MD 21652
    6375 Bozman Neavitt Rd, Neavitt, MD 21652
    /31

    $350,000

    • 1 Bed
    • 2 Baths
    • 1,100 Sq Ft

    6375 Bozman Neavitt Rd, Neavitt, MD 21652

    Enjoy peaceful water views and classic Eastern Shore charm in this well-maintained home in the village of Neavitt, just minutes from St. Michaels. Step into the open-concept great room, where hardwood floors, soaring ceilings, and a pellet stove create a warm and inviting living space. Floor-to-ceiling windows capture stunning views of Duck Cove and lead directly to a large deck—ideal for

    Wink Cowee Benson & Mangold, LLC

    6375 Bozman Neavitt Rd, Neavitt, MD 21652
  • 6976 Travelers Rest Cir, Easton, MD 21601
    6976 Travelers Rest Cir, Easton, MD 21601
    6976 Travelers Rest Cir, Easton, MD 21601
    /52

    $2,700,000

    • 3 Beds
    • 3 Baths
    • 7,949 Sq Ft

    6976 Travelers Rest Cir, Easton, MD 21601

    Welcome to Soleil on the Bay! Nestled on nearly 7 acres along the scenic Maxmore Creek—just off the Tred Avon River—this exceptional west-facing waterfront property offers the most gorgeous sunsets providing the perfect blend of privacy, natural beauty, and endless potential. Ideally located between Easton and St. Michaels, it provides easy access to the best of Maryland’s Eastern Shore.Enter

    Clifford Meredith Meredith Fine Properties

    6976 Travelers Rest Cir, Easton, MD 21601
  • 1026 Riverview Terrace, Saint Michaels, MD 21663
    1026 Riverview Terrace, Saint Michaels, MD 21663
    1026 Riverview Terrace, Saint Michaels, MD 21663
    /79

    $1,295,000

    • 4 Beds
    • 4 Baths
    • 2,535 Sq Ft

    1026 Riverview Terrace, Saint Michaels, MD 21663

    Experience luxury living in this newly renovated coastal-style home in St. Michaels. Situated on a double lot, this is an exceptional and rare offering, combining water views and water access with a high quality home, redone with incredible attention to detail and livability. The exterior is tastefully appointed with painted brick and shingle-style siding, and an inviting covered front porch

    Carolina Barksdale Benson & Mangold, LLC

    1026 Riverview Terrace, Saint Michaels, MD 21663
  • 9501 Unionville Rd, Easton, MD 21601
    9501 Unionville Rd, Easton, MD 21601
    9501 Unionville Rd, Easton, MD 21601
    /31

    $215,000

    • 2 Beds
    • 1 Bath
    • 640 Sq Ft

    9501 Unionville Rd, Easton, MD 21601

    Nestled in a serene country setting, this charming 2 bedroom /1 bathroom rancher offers the perfect blend of privacy and comfort. A beautifully stoned, long driveway leads you to the home, surrounded by a sprawling yard that offers plenty of space to enjoy the outdoors. The private driveway ensures seclusion, creating an intimate retreat from the hustle and bustle of daily life. A delightful

    Dana Miller Chesapeake Bay Real Estate Plus, LLC

    9501 Unionville Rd, Easton, MD 21601
  • 108 Miles, Saint Michaels, MD 21663
    108 Miles, Saint Michaels, MD 21663
    108 Miles, Saint Michaels, MD 21663
    /18

    $350,000

    • Land
    • 0.55 Acre
    • $636,364 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 average lot size

    Jana Meredith Meredith Fine Properties

    108 Miles, 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
  • 11977 Billys Point Ln, Easton, MD 21601
    11977 Billys Point Ln, Easton, MD 21601
    11977 Billys Point Ln, Easton, MD 21601
    /53

    $6,450,000

    • 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 Open Sat 12PM - 2PM

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

    $2,695,000 Open Sat 11AM - 1PM

    • 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

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