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Homes for Sale near St. Michaels Elementary School

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  • 0 I-Way Court Lot #10, Easton, MD 21601
    0 I-Way Court Lot #10, Easton, MD 21601
    0 I-Way Court Lot #10, Easton, MD 21601
    /6

    $945,000

    $50K PRICE DROP
    • Land
    • 2.18 Acres
    • $433,486 per Acre

    0 I-Way Court Lot #10, Easton, MD 21601

    A prime commercial opportunity awaits at Easton Technology Park. This fully cleared 2.185-acre lot comes with all utilities — water, sewer, electric, and gas — already brought to the curb, making it truly move-in ready for your business. Zoned BC (Business Commercial), the property offers exceptional visibility and accessibility with direct access from Route 50. Situated directly across from

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    0 I-Way Court Lot #10, Easton, MD 21601
  • 24700 Deepwater Unit 23, Saint Michaels, MD 21663
    24700 Deepwater Unit 23, Saint Michaels, MD 21663
    24700 Deepwater Unit 23, Saint Michaels, MD 21663
    /29

    $359,000

    $16K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,487 Sq Ft

    24700 Deepwater Unit 23, Saint Michaels, MD 21663

    Escape to the sought-after Swan Road Villa Townhomes, where low-maintenance living meets comfort, convenience, and lifestyle. This bright and inviting reverse-living townhome offers 2 bedrooms, 2.5 baths, and a thoughtfully designed floor plan that appeals to both full-time residents and weekend retreat seekers alike. The upper level serves as the heart of the home, featuring an open-concept

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    24700 Deepwater Unit 23, Saint Michaels, MD 21663
  • 803 New Ln, Saint Michaels, MD 21663
    803 New Ln, Saint Michaels, MD 21663
    803 New Ln, Saint Michaels, MD 21663
    /39

    $849,000

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    803 New Ln, Saint Michaels, MD 21663

    Thoughtfully reimagined from the studs out, this exceptional residence offers the character of an in-town cottage with the quality, comfort, and finishes of a newly constructed home. Every detail has been carefully considered, creating a seamless blend of timeless charm and modern design. A welcoming front porch with a classic porch swing sets the tone before stepping inside to a light-filled

    Agent Photo

    Larry Brennan

    TTR Sotheby's International Realty

    803 New Ln, Saint Michaels, MD 21663
  • 26383 Royal Oak Rd, Easton, MD 21601
    26383 Royal Oak Rd, Easton, MD 21601
    /2

    $599,000

    • Land
    • 19.82 Acres
    • $30,222 per Acre

    26383 Royal Oak Rd, Easton, MD 21601

    Discover the perfect blend of privacy, space, and location with this exceptional 20± acre parcel ideally situated between Easton and St. Michaels. Offering a peaceful rural setting while remaining just minutes from shopping, dining, and waterfront attractions, this property presents a rare opportunity to build your dream home or invest in future development potential. With approximately 20 acres

    Agent Photo

    BJ Kilby

    Eastern Shore Real Estate, LLC

    26383 Royal Oak Rd, Easton, MD 21601
  • 0 I Way Court Lot #9 Unit MDTA2013178, Easton, MD 21601
    0 I Way Court Lot #9 Unit MDTA2013178, Easton, MD 21601
    0 I Way Court Lot #9 Unit MDTA2013178, Easton, MD 21601
    /6

    $845,000

    $50K PRICE DROP
    • Land
    • 2 Acres
    • $422,500 per Acre

    0 I Way Court Lot #9 Unit MDTA2013178, Easton, MD 21601

    A prime commercial opportunity awaits at Easton Technology Park. This fully cleared 2-acre lot comes with all utilities — water, sewer, electric, and gas — already brought to the curb, making it truly move-in ready for your business. Zoned BC (Business Commercial), the property offers exceptional visibility and accessibility with direct access from Route 50. Situated directly across from Easton

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    0 I Way Court Lot #9 Unit MDTA2013178, Easton, MD 21601
  • 204 E Marengo St, Saint Michaels, MD 21663
    204 E Marengo St, Saint Michaels, MD 21663
    204 E Marengo St, Saint Michaels, MD 21663
    /72

    $549,999

    $25K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    204 E Marengo St, Saint Michaels, MD 21663

    Priced to sell! The perfect weekend getaway does exist—and it's more attainable than you might think. Escape the city and discover the charm of St. Michaels, one of the Eastern Shore's most beloved waterfront towns. Known for its picturesque streets, waterfront dining, boutique shopping, wineries, marinas, and laid-back coastal lifestyle, St. Michaels offers the perfect place to relax, recharge,

    Agent Photo

    Gretchen Wichlinski

    Compass

    204 E Marengo St, Saint Michaels, MD 21663
  • 8050 Easton Village Dr, Easton, MD 21601
    8050 Easton Village Dr, Easton, MD 21601
    8050 Easton Village Dr, Easton, MD 21601
    /77

    $799,000

    $26K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,648 Sq Ft

    8050 Easton Village Dr, Easton, MD 21601

    Luxury resort-style living in the prestigious waterfront community of Easton Village! This spacious 4-bedroom, 3.5-bath home features a rare dual primary suite layout—with options on both the first and second floors—complemented by a $5,000 seller allowance to choose your own brand-new flooring.The light-filled interior has been freshly painted throughout and features a versatile

    Agent Photo

    Annie Witte Raymond

    Coldwell Banker Realty

    8050 Easton Village Dr, Easton, MD 21601
  • 8051 Leehaven Rd, Easton, MD 21601
    8051 Leehaven Rd, Easton, MD 21601
    8051 Leehaven Rd, Easton, MD 21601
    /73

    $5,045,000

    $200K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,172 Sq Ft

    8051 Leehaven Rd, Easton, MD 21601

    8051 Leehaven Road is the only property of its kind on the Eastern Shore right now — a custom-built waterfront estate move-in ready, and available today. This is not a project. It is not a renovation waiting to happen. It is +/-4,800 square feet of considered, uncompromising construction sitting on a private waterfront lot with direct access to the Chesapeake Bay, a Gunite saltwater pool with

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    8051 Leehaven Rd, Easton, MD 21601
  • 26282 Deep Water Harbor Rd, Easton, MD 21601
    26282 Deep Water Harbor Rd, Easton, MD 21601
    26282 Deep Water Harbor Rd, Easton, MD 21601
    /53

    $2,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,472 Sq Ft

    26282 Deep Water Harbor Rd, Easton, MD 21601

    Tucked away on approximately 3 private acres along Plaindealing Creek just off the Tred Avon River, this striking waterfront retreat offers the perfect blend of Mid-Century Modern style, open-concept living, and exceptional Eastern Shore lifestyle amenities. With approximately 5’ MLW, a private dock with boat lift and floating dock, and sweeping water views from nearly every room, this property

    Chuck Mangold Benson & Mangold, LLC

    26282 Deep Water Harbor Rd, Easton, MD 21601
  • 109 W Marengo St, Saint Michaels, MD 21663
    109 W Marengo St, Saint Michaels, MD 21663
    109 W Marengo St, Saint Michaels, MD 21663
    /32

    $1,049,000

    • 4 Beds
    • 3 Baths
    • 2,250 Sq Ft

    109 W Marengo St, Saint Michaels, MD 21663

    This thoughtfully designed 4-bedroom, 3-bathroom home features an open-concept floor plan ideal for both everyday living and entertaining. The main-level primary suite provides a private retreat with a spacious walk-in closet and an en-suite bath complete with a double vanity and glass-enclosed shower. The living room is anchored by a cozy gas fireplace and flows seamlessly into the dining area

    Chuck Mangold Benson & Mangold, LLC

    109 W Marengo St, Saint Michaels, MD 21663
  • 24678 New Post Rd, Saint Michaels, MD 21663
    24678 New Post Rd, Saint Michaels, MD 21663
    24678 New Post Rd, Saint Michaels, MD 21663
    /41

    $3,495,000

    $300K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 6,404 Sq Ft

    24678 New Post Rd, Saint Michaels, MD 21663

    Rare opportunity to acquire a well-appointed home with immense views and convenient proximity to St Michaels. Ideally located by land and sea in Chance Hope Farm on the Miles River at the confluence of Eastern Bay, this stunning, classic eastern shore brick colonial has everything the most decerning buyer needs. This Daffin custom-built home features a generous, main-level primary suite featuring

    Chuck Mangold Benson & Mangold, LLC

    24678 New Post Rd, Saint Michaels, MD 21663
  • 9531 Quail Hollow Dr Unit 402, Saint Michaels, MD 21663
    9531 Quail Hollow Dr Unit 402, Saint Michaels, MD 21663
    9531 Quail Hollow Dr Unit 402, Saint Michaels, MD 21663
    /20

    $359,900

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

    9531 Quail Hollow Dr Unit 402, Saint Michaels, MD 21663

    Located in the desirable Martingham community, this two-bedroom, two-and-a-half-bath condominium offers comfortable living just minutes from historic downtown St. Michaels. The main level features a spacious living room with hardwood flooring and a wood-burning fireplace, a convenient half bath, and a full-season sunroom overlooking the backyard with direct access to the outdoor space. A detached

    Chuck Mangold Benson & Mangold, LLC

    9531 Quail Hollow Dr Unit 402, Saint Michaels, MD 21663
  • 26698 Arcadia Shores Rd, Easton, MD 21601
    26698 Arcadia Shores Rd, Easton, MD 21601
    26698 Arcadia Shores Rd, Easton, MD 21601
    /30

    $439,000

    • 4 Beds
    • 4 Baths

    26698 Arcadia Shores Rd, Easton, MD 21601

    Enjoy your own 4+/- park-like setting while relaxing by the pool! A private lot in a prime location close to Easton & St. Michaels. Florida room and Master bedroom deck overlook the landscaped fenced inground pool. Oversized 2 car garage with separate workshop. Step down family room, cherry wood floors on main floor, crown molding throughout ! Fourth bedroom is set up as a "second master suite".

    Vincent Payne Realty Navigator

    26698 Arcadia Shores Rd, Easton, MD 21601
  • 0 Orchard Terrace Unit 2153376, Royal Oak, MD 21662
    0 Orchard Terrace Unit 2153376, Royal Oak, MD 21662
    0 Orchard Terrace Unit 2153376, Royal Oak, MD 21662
    /18

    $174,900

    • Land
    • 18,295 Sq Ft
    • $416,429 per Acre

    0 Orchard Terrace Unit 2153376, Royal Oak, MD 21662

    Waterview lot located at the end of Orchard Terrace in Bellevue. Four partial lots (63,64,65,66) totaling .42+/- acres adjacent to the community park and a short walk to the community boat ramp. Waterviews overlooking the Tred Avon River and the Oxford / Bellevue Ferry. Public sewer allocation and developable lot letter on file from the county. Additional land available!

    Vincent Payne Realty Navigator

    0 Orchard Terrace Unit 2153376, Royal Oak, MD 21662
  • 1211 Washington Dr, Saint Michaels, MD 21663
    1211 Washington Dr, Saint Michaels, MD 21663
    1211 Washington Dr, Saint Michaels, MD 21663
    /14

    $499,000

    $26K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,420 Sq Ft

    1211 Washington Dr, Saint Michaels, MD 21663

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

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    1211 Washington Dr, Saint Michaels, MD 21663
  • 5499 Anderby Hall Rd, Royal Oak, MD 21662
    5499 Anderby Hall Rd, Royal Oak, MD 21662
    5499 Anderby Hall Rd, Royal Oak, MD 21662
    /87

    $5,000,000

    • 3 Beds
    • 4 Baths
    • 5,921 Sq Ft

    5499 Anderby Hall Rd, Royal Oak, MD 21662

    Now offered at an improved price of $5,000,000. Excellent opportunity to own your own private Eastern Shore estate in Royal Oak. Anderby Hall, part of an original 1680 land grant, spans a breathtaking 12+/- acre parcel featuring 3,260’+/- of rip-rapped shoreline. This exceptional property includes a tidal pond, a private cove, and an exclusive island peninsula accessed by bridge. Pass through the

    Valerie Brown Coldwell Banker Realty

    5499 Anderby Hall Rd, Royal Oak, MD 21662
  • 1215 Washington Dr, Saint Michaels, MD 21663
    1215 Washington Dr, Saint Michaels, MD 21663
    1215 Washington Dr, Saint Michaels, MD 21663
    /30

    $499,000

    $26K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,420 Sq Ft

    1215 Washington Dr, Saint Michaels, MD 21663

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

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    1215 Washington Dr, Saint Michaels, MD 21663
  • 26546 Presquile Dr N, Easton, MD 21601
    26546 Presquile Dr N, Easton, MD 21601
    26546 Presquile Dr N, Easton, MD 21601
    /97

    $7,950,000

    $450K PRICE DROP
    • 7 Beds
    • 9 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 this

    Henry Gibbons-Neff Meredith Fine Properties

    26546 Presquile Dr N, Easton, MD 21601
  • 204 Lincoln Ave, Saint Michaels, MD 21663
    204 Lincoln Ave, Saint Michaels, MD 21663
    204 Lincoln Ave, Saint Michaels, MD 21663
    /27

    $598,000

    • 3 Beds
    • 2 Baths
    • 2,348 Sq Ft

    204 Lincoln Ave, Saint Michaels, MD 21663

    Rio Vista Community – No Town Taxes! Enjoy life in the desirable Rio Vista community, featuring exclusive resident access to a waterfront park on the Miles River. Located just outside historic St. Michaels, this home offers exceptional convenience with a grocery store, hardware store, restaurants, beauty salon, Pilates studio, YMCA, and garden center all just minutes away. This solid ranch-style

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    204 Lincoln Ave, Saint Michaels, MD 21663
  • 0 Ocean Gateway Unit MDTA2008568, Easton, MD 21601
    0 Ocean Gateway Unit MDTA2008568, Easton, MD 21601
    0 Ocean Gateway Unit MDTA2008568, Easton, MD 21601
    /29

    $8,000,000

    • Land
    • 56.62 Acres
    • $141,293 per Acre

    0 Ocean Gateway Unit MDTA2008568, Easton, MD 21601

    Don’t miss out on this rare opportunity to transform this 56+/ -acre parcel into a premier development project. This expansive property offers a blend of zoning options and fantastic exposure on Route 50, making it an ideal investment for developers. The property is well-suited for high-visibility projects including home improvement stores, pad sites, restaurants, and so much more. All utilities

    Barbara Watkins Benson & Mangold, LLC

    0 Ocean Gateway Unit MDTA2008568, Easton, MD 21601
  • 114 W Chestnut St, St. Michaels, MD 21663
    114 W Chestnut St, St. Michaels, MD 21663
    114 W Chestnut St, St. Michaels, MD 21663
    /75

    $1,195,000

    $155K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,528 Sq Ft

    114 W Chestnut St, St. Michaels, MD 21663

    Enjoy historic in-town living in the heart of St. Michaels, where this beautifully maintained residence offers a rare combination of timeless architecture, a sought-after waterfront-adjacent location, and convenient access to the harbor, parks, trails, shops, and restaurants. Ideally located near the waterfront, scenic trails, park, kayak launch, and the town’s many amenities, the home provides

    Wink Cowee Benson & Mangold, LLC

    114 W Chestnut St, St. Michaels, MD 21663
  • 9170 Hunting Creek Ln, Easton, MD 21601
    9170 Hunting Creek Ln, Easton, MD 21601
    9170 Hunting Creek Ln, Easton, MD 21601
    /76

    $6,250,000

    • 5 Beds
    • 5.5 Baths
    • 7,287 Sq Ft

    9170 Hunting Creek Ln, Easton, MD 21601

    Set on 31 private acres along the peaceful waters of Hunting Creek, this exceptional Eastern Shore estate combines timeless architecture with modern sophistication. With over 1,000 feet of waterfront and approximately 6 feet of mean low water, the property offers deep-water access, stunning views, and an unmatched sense of privacy. The five-bedroom, five-and-a-half-bath residence has been

    Brad Kappel TTR Sotheby's International Realty

    9170 Hunting Creek Ln, Easton, MD 21601
  • 9180 Saint Michaels Rd, Saint Michaels, MD 21663
    9180 Saint Michaels Rd, Saint Michaels, MD 21663
    9180 Saint Michaels Rd, Saint Michaels, MD 21663
    /66

    $1,685,000

    • 5 Beds
    • 5 Baths
    • 4,728 Sq Ft

    9180 Saint Michaels Rd, Saint Michaels, MD 21663

    UNIQUE PROPERTY RIGHT OUTSIDE OF HISTORIC ST MICHAELS TOWN LIMITS ACROSS THE LINK AT PERRY CABIN. THIS FABULOUS HOME OFFERS SPACE FOR GATHERINGS WITH FAMILY OR FRIENDS BUT ALSO FEELS COZY FOR EMPTY NESTERS THAT LOVE TO ENTERTAIN. THERE ARE NO RESTRICTIONS THAT PROHIBIT VACATION RENTAL, THERE SHOULD BE SPACE FOR AN INGROUND POOL .ORIGINALLY BUILD IN 1973 THE CURRENT OWNER GUTTED THE HOME, ALL

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    9180 Saint Michaels Rd, Saint Michaels, MD 21663
  • Lot 16A Meadow St, Saint Michaels, MD 21163
    Lot 16A Meadow St, Saint Michaels, MD 21163
    Lot 16A Meadow St, Saint Michaels, MD 21163
    /25

    $799,000

    New Construction
    • 4 Beds
    • 2.5 Baths

    Lot 16A Meadow St, Saint Michaels, MD 21163

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

    George Bailey Keller Williams Flagship

    Lot 16A Meadow St, Saint Michaels, MD 21163
  • 0 Ocean Gateway Unit MDTA2009628, Easton, MD 21601
    0 Ocean Gateway Unit MDTA2009628, Easton, MD 21601
    /2

    $1,250,000

    $430K PRICE DROP
    • Land
    • 18.86 Acres
    • $66,278 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
  • 6394 Bozman Neavitt Rd, Neavitt, MD 21652
    6394 Bozman Neavitt Rd, Neavitt, MD 21652
    6394 Bozman Neavitt Rd, Neavitt, MD 21652
    /29

    $515,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,570 Sq Ft

    6394 Bozman Neavitt Rd, Neavitt, MD 21652

    Just 12 miles from St Michaels, this house is in a quiet community of 60+ homes at the end of a lovely peninsula. A public landing is at the end of Bozman Neavitt Road, and a community center and park are in the heart of the village.This property has been renovated and updated from the studs out. Features now include 2-3 Bedrooms 2 Full baths Living room with built-ins Light-filled kitchen

    Joan Wetmore TTR Sotheby's International Realty

    6394 Bozman Neavitt Rd, Neavitt, MD 21652
  • 25831 Turner Ave, Royal Oak, MD 21662
    25831 Turner Ave, Royal Oak, MD 21662
    25831 Turner Ave, Royal Oak, MD 21662
    /11

    $100,800

    $25K PRICE DROP
    • Land
    • 21,780 Sq Ft
    • $201,600 per Acre

    25831 Turner Ave, Royal Oak, MD 21662

    Buildable 1/2 +/- 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

    25831 Turner Ave, Royal Oak, MD 21662
  • 6403 Bozman Neavitt Rd, Neavitt, MD 21652
    6403 Bozman Neavitt Rd, Neavitt, MD 21652
    6403 Bozman Neavitt Rd, Neavitt, MD 21652
    /30

    $435,500

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

    6403 Bozman Neavitt Rd, Neavitt, MD 21652

    Located about 12 miles from St Michaels, this home is in Neavitt, a charming village of 60+ houses at the end of a peninsula. It's in another, quieter world. The village has its own park and playground, a public landing with a launch for canoes, and an active community association. 6403 was renovated and expanded in 2011 and the layout adapted for modern living, with light-filled rooms, a

    Joan Wetmore TTR Sotheby's International Realty

    6403 Bozman Neavitt Rd, Neavitt, MD 21652
  • 7090 Cooper Point Rd, Bozman, MD 21612
    7090 Cooper Point Rd, Bozman, MD 21612
    7090 Cooper Point Rd, Bozman, MD 21612
    /86

    $6,800,000

    $700K PRICE DROP
    • 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 by a

    Laura Carney TTR Sotheby's International Realty

    7090 Cooper Point Rd, Bozman, MD 21612
  • 9338 Bantry Rd, Easton, MD 21601
    9338 Bantry Rd, Easton, MD 21601
    9338 Bantry Rd, Easton, MD 21601
    /43

    $2,995,000

    Open Sat 12PM - 12PM
    • 3 Beds
    • 3.5 Baths
    • 3,814 Sq Ft

    9338 Bantry Rd, Easton, MD 21601

    Welcome to Holly House – A Rare Waterfront Legacy Estate on the Miles River Holly House presents an extraordinary opportunity to own one of the Upper Miles River’s most captivating waterfront estates. Set gracefully on five spectacular, beautifully landscaped acres, this contemporary French-inspired residence offers approximately 150 feet of private shoreline, panoramic water views, and

    Tom Williams TTR Sotheby's International Realty

    9338 Bantry Rd, Easton, MD 21601
  • 28288 Hemmersley St, Easton, MD 21601
    28288 Hemmersley St, Easton, MD 21601
    28288 Hemmersley St, Easton, MD 21601
    /58

    $715,000

    $27K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,495 Sq Ft

    28288 Hemmersley St, Easton, MD 21601

    This beautifully appointed three-bedroom, two-and-a-half-bath home offers refined comfort, thoughtful design, and effortless Eastern Shore living in the waterfront access community of Easton Village. Built in 2009 and designed for easy everyday living, the home features spacious, light-filled interiors with an open floor plan, formal dining area, and inviting living spaces ideal for both

    Coard Benson Benson & Mangold, LLC

    28288 Hemmersley St, Easton, MD 21601
  • 7543 Bozman Neavitt Rd, Bozman, MD 21612
    7543 Bozman Neavitt Rd, Bozman, MD 21612
    7543 Bozman Neavitt Rd, Bozman, MD 21612
    /104

    $2,750,000

    • 4 Beds
    • 3 Baths
    • 6,361 Sq Ft

    7543 Bozman Neavitt Rd, Bozman, MD 21612

    This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. The property combines a beautifully renovated main residence, guest house, private dock, waterside pool and expansive open land in one exceptional Eastern Shore offering. Renovated in 2017, the 3,500± sqft brick residence features an open floor plan

    Kim Crouch Ozman Benson & Mangold, LLC

    7543 Bozman Neavitt Rd, Bozman, MD 21612
  • 8992 Mistletoe Dr, Easton, MD 21601
    8992 Mistletoe Dr, Easton, MD 21601
    8992 Mistletoe Dr, Easton, MD 21601
    /7

    $699,000

    • Land
    • 5.9 Acres
    • $118,475 per Acre

    8992 Mistletoe Dr, Easton, MD 21601

    Priced to Sell!! Positioned within the popular Talbot Commerce Park in Easton, this ±5.90-acre commercial/industrial lot presents an opportunity to secure a development-ready site in one of the Eastern Shore’s premier business hubs (approvals and permits required). Strategically located just off the Easton Bypass and U.S. Route 50, the Property offers exceptional regional connectivity, allowing

    Wesley Cox, CCIM SVN |Miller Commercial Real Estate

    8992 Mistletoe Dr, Easton, MD 21601
  • 0 Quaker Neck Rd, Bozman, MD 21612
    0 Quaker Neck Rd, Bozman, MD 21612
    0 Quaker Neck Rd, Bozman, MD 21612
    /6

    $800,000

    • Land
    • 10.48 Acres
    • $76,336 per Acre

    0 Quaker Neck Rd, Bozman, MD 21612

    This exceptional 10.48 acre parcel of land offers a rare opportunity to embrace an exclusive lifestyle. With an impressive 461+/- feet of waterfront along the picturesque Sandy Point Cove leading to Broad Creek, this property is a haven for privacy. Enjoy private access to the water, ideal for fishing, canoeing, and kayaking. The expansive lot offers ample space for the creation of a luxurious

    Melissa Tippett TTR Sotheby's International Realty

    0 Quaker Neck Rd, Bozman, MD 21612
  • 912 Calvert Ave, Saint Michaels, MD 21663
    912 Calvert Ave, Saint Michaels, MD 21663
    912 Calvert Ave, Saint Michaels, MD 21663
    /11

    $219,000

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

    912 Calvert Ave, Saint Michaels, MD 21663

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

    Tom Crouch Benson & Mangold, LLC

    912 Calvert Ave, Saint Michaels, MD 21663
  • 7049 & 7047 Acorn Aly, Royal Oak, MD 21662
    7049 & 7047 Acorn Aly, Royal Oak, MD 21662
    7049 & 7047 Acorn Aly, Royal Oak, MD 21662
    /40

    $2,095,000

    • 6 Beds
    • 3.5 Baths
    • 1,454 Sq Ft

    7049 & 7047 Acorn Aly, Royal Oak, MD 21662

    **Discover Your Waterfront Oasis in Royal Oak** Nestled in the charming town of Royal Oak, these exceptional waterfront properties present breathtaking views of Oak Creek, conveniently located near the Miles River and the renowned Chesapeake Bay. Positioned between the picturesque communities of Saint Michael’s and Easton, this rare gem boasts approximately 541 feet of pristine water frontage,

    Blaine Williamson McClain-Williamson Realty, LLC

    7049 & 7047 Acorn Aly, Royal Oak, MD 21662
  • 7508 Cooper Point Rd, Bozman, MD 21612
    7508 Cooper Point Rd, Bozman, MD 21612
    7508 Cooper Point Rd, Bozman, MD 21612
    /116

    $7,500,000

    • 6 Beds
    • 8 Baths
    • 8,476 Sq Ft

    7508 Cooper Point Rd, Bozman, MD 21612

    Set along the peaceful waters of Caulk Cove, this extraordinary waterfront estate offers luxury, privacy and natural beauty across more than 10 acres. The property features open farm fields and professionally landscaped, park-like grounds, with a tree-lined driveway creating a breathtaking approach to the residence. Built in 2013, the custom-designed home encompasses nearly 8,500 square feet of

    Kim Crouch Ozman Benson & Mangold, LLC

    7508 Cooper Point Rd, Bozman, MD 21612
  • 27625 Parkway Rd, Easton, MD 21601
    27625 Parkway Rd, Easton, MD 21601
    27625 Parkway Rd, Easton, MD 21601
    /57

    $2,995,000

    • 3 Beds
    • 5 Baths
    • 2,785 Sq Ft

    27625 Parkway Rd, Easton, MD 21601

    Nestled on just over 3 picturesque acres along the Miles River, this exceptional waterfront estate is the epitome of Eastern Shore charm. Renovated in 2017, the beautifully appointed residence is designed to maximize its stunning setting, with breathtaking water views from most rooms and an abundance of natural light throughout. The thoughtfully designed kitchen serves as the heart of the home

    Chuck Mangold Benson & Mangold, LLC

    27625 Parkway Rd, Easton, MD 21601
  • 25826 Orchard Terrace, Royal Oak, MD 21662
    25826 Orchard Terrace, Royal Oak, MD 21662
    25826 Orchard Terrace, Royal Oak, MD 21662
    /20

    $3,495,000

    New Construction
    • 4 Beds
    • 4.5 Baths

    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
  • 24700 Deepwater Unit 20, Saint Michaels, MD 21663
    24700 Deepwater Unit 20, Saint Michaels, MD 21663
    24700 Deepwater Unit 20, Saint Michaels, MD 21663
    /58

    $385,000

    $14K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,477 Sq Ft

    24700 Deepwater Unit 20, Saint Michaels, MD 21663

    Situated in the established community of Martingham, and surrounded by the Links at Perry Cabin golf course, this beautifully updated 2-bedroom, 2.5 bath townhome has been thoughtfully renovated with an emphasis on quality craftsmanship, energy efficiency, and long-term durability. The redesigned open floor plan creates a seamless flow throughout the main living areas, complemented by updated

    Monica Penwell TTR Sotheby's International Realty

    24700 Deepwater Unit 20, Saint Michaels, MD 21663

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