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Smith Island, MD Homes for Sale

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  • 3419 Marsh Rd, Ewell, MD 21824
    3419 Marsh Rd, Ewell, MD 21824
    3419 Marsh Rd, Ewell, MD 21824
    /34

    $279,000

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    3419 Marsh Rd, Ewell, MD 21824

    Island living at its best!This beautifully custom-built three-story home offers stunning panoramic views of the Chesapeake Bay. The recently updated two-bedroom, two-bathroom home has a lot to offer. It comes fully furnished with everything you need to move right in. HVAC system is only two years old and just serviced this year. The first level bedroom has its own private bathroom and is located

    Laura Evans Wilson Realty

    3419 Marsh Rd, Ewell, MD 21824
  • 20947 Caleb Jones Rd, Ewell, MD 21824
    20947 Caleb Jones Rd, Ewell, MD 21824
    20947 Caleb Jones Rd, Ewell, MD 21824
    /60

    $279,000

    • 3 Beds
    • 3.5 Baths
    • 1,304 Sq Ft

    20947 Caleb Jones Rd, Ewell, MD 21824

    Welcome to the enchanting Smith Island Inn! This one-of-a-kind listing is a well-maintained, established turnkey bed and breakfast business that is ready for new ownership. Located in the center of idyllic Ewell, Smith Island, Maryland, it offers quaint, simplistic charm with high quality service. Proudly featured in many top publications; Baltimore Sun, New York Times, Washington Post, Coastal

    Laura Evans Wilson Realty

    20947 Caleb Jones Rd, Ewell, MD 21824
  • 20809 Severn Rd, Ewell, MD 21824
    20809 Severn Rd, Ewell, MD 21824
    20809 Severn Rd, Ewell, MD 21824
    /40

    $179,000

    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft

    20809 Severn Rd, Ewell, MD 21824

    This charming three-bedroom, two-bathroom Cape Cod is located on a quiet street in the village of Ewell on historic Smith Island, Maryland. Fully renovated with new wood flooring it boasts a shady lot with beautiful landscaping. A handy 12X18 storage shed is conveniently located in the backyard. The home is mobility-friendly, featuring a ramp connecting to the back deck complete with trex

    Laura Evans Wilson Realty

    20809 Severn Rd, Ewell, MD 21824
  • 3019 Union Church Rd, Tylerton, MD 21866
    3019 Union Church Rd, Tylerton, MD 21866
    3019 Union Church Rd, Tylerton, MD 21866
    /41

    $199,900

    • 2 Beds
    • 2 Baths
    • 1,887 Sq Ft

    3019 Union Church Rd, Tylerton, MD 21866

    Tylerton one-room schoolhouse, which closed in 1996, underwent a complete renovation into a unique living space. The completely renovated schoolhouse boasts remarkable architectural features. The high ceilings adorned with wooden beams serve as the main focal point in this contemporary dwelling. This unique listing has two bedrooms, two full bathrooms with a large storage room which could be an

    Laura Evans Wilson Realty

    3019 Union Church Rd, Tylerton, MD 21866
  • 20949 Somers Rd, Ewell, MD 21824
    20949 Somers Rd, Ewell, MD 21824
    20949 Somers Rd, Ewell, MD 21824
    /55

    $315,000

    • 4 Beds
    • 2.5 Baths
    • 2,650 Sq Ft

    20949 Somers Rd, Ewell, MD 21824

    Welcome to your very own slice of paradise on Smith Island, Maryland! This rare offering is a water and nature enthusiast’s delight. This fine property is an ideal weekend/vacation retreat or full-time island home for the most discerning buyer. Enjoy convenient one floor living, situated on almost a full acre of land, including a 20x20 outdoor storage shed, the property boasts one of the largest

    Laura Evans Wilson Realty

    20949 Somers Rd, Ewell, MD 21824
  • 21125 Bay Berry Rd, Smith Island, MD 21824
    21125 Bay Berry Rd, Smith Island, MD 21824
    21125 Bay Berry Rd, Smith Island, MD 21824
    /20

    $120,000

    • 3 Beds
    • 2 Baths
    • 1,704 Sq Ft

    21125 Bay Berry Rd, Smith Island, MD 21824

    Escape the bustle of the mainland and step into the serene rhythm of island life with this charming 3-bedroom, 2-bathroom home nestled in the tight-knit waterman’s island village of Tylerton Maryland.This open floor plan home offers a large kitchen with upgraded cabinetry, dining room, spacious living room, sizable laundry area, and more. Surrounded by wildlife, marshes, and the

    Chris Thomas Berkshire Hathaway HomeServices PenFed Realty - OP

    21125 Bay Berry Rd, Smith Island, MD 21824
  • 3411 Marsh Rd, Ewell, MD 21824
    3411 Marsh Rd, Ewell, MD 21824
    3411 Marsh Rd, Ewell, MD 21824
    /24

    $134,900

    • 4 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    3411 Marsh Rd, Ewell, MD 21824

    This lovely four-bedroom, one and a half bathroom island home is situated directly across from the water in the picturesque village of Rhodes Point, nestled on Smith Island, Maryland. The property boasts a large backyard, adorned with shade trees, two sheds, and a former historical post office. Upon entering the home through the side entrance, you’re immediately greeted by a sunny breakfast

    Laura Evans Wilson Realty

    3411 Marsh Rd, Ewell, MD 21824
  • 20771 Caleb Jones Rd, Ewell, MD 21824
    20771 Caleb Jones Rd, Ewell, MD 21824
    20771 Caleb Jones Rd, Ewell, MD 21824
    /19

    $146,800

    • 2 Beds
    • 1 Bath
    • 1,474 Sq Ft

    20771 Caleb Jones Rd, Ewell, MD 21824

    This charming two bedroom, one-bathroom Federal Style waterfront home is nestled in the picturesque village of Ewell, on historic Smith Island, Maryland. With stunning views of the Chesapeake Bay and the surrounding marshes, it’s a true gem. Located close to the Ewell boat harbor, where local watermen proudly bring in their daily catch. This historic 100-year-old Federal Style/National Folk home

    Laura Evans Wilson Realty

    20771 Caleb Jones Rd, Ewell, MD 21824
  • 0 Marsh Rd, Ewell, MD 21824
    0 Marsh Rd, Ewell, MD 21824
    0 Marsh Rd, Ewell, MD 21824
    /12

    $19,900

    • Land
    • 0.2 Acre
    • $99,500 per Acre

    0 Marsh Rd, Ewell, MD 21824

    A newly cleared vacant lot nestled in the tranquil village of Rhodes Point, Smith Island, Maryland, is now available at a reduced listing price! This property once had a house on it and should have water and sewer hookups available. It offers breathtaking views of the Chesapeake Bay and its surrounding marshes and canals. The buyer is responsible for conducting thorough due diligence to ensure

    Laura Evans Wilson Realty

    0 Marsh Rd, Ewell, MD 21824
  • 20915 Caleb Jones Rd, Ewell, MD 21824
    20915 Caleb Jones Rd, Ewell, MD 21824
    20915 Caleb Jones Rd, Ewell, MD 21824
    /24

    $139,900

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

    20915 Caleb Jones Rd, Ewell, MD 21824

    This three-bedroom, three-bathroom island cottage has a lot of appeal. The main floor features a beautiful, spacious kitchen, a formal dining room, a formal living room, den or possibly an addition downstairs bedroom, primary bedroom, and two full bathrooms. Upstairs there is an additional space including a bedroom and bathroom with shower stall. The house requires some cosmetic/interior

    Laura Evans Wilson Realty

    20915 Caleb Jones Rd, Ewell, MD 21824
  • 2997 Tylerton Rd, Tylerton, MD 21866
    2997 Tylerton Rd, Tylerton, MD 21866
    2997 Tylerton Rd, Tylerton, MD 21866
    /52

    $154,900

    • 3 Beds
    • 2 Baths
    • 1,848 Sq Ft

    2997 Tylerton Rd, Tylerton, MD 21866

    This desirable waterfront three-bedroom, two-bathroom property is situated on approximately a third of an acre in the charming village of Tylerton, Smith Island, Maryland. There's a 140 foot long pier across from the property that offers breathtaking views of the water and surrounding marshes. The roof was replaced in 2012, and the home features a wood-burning fireplace, a whirlpool tub, freshly

    Laura Evans Wilson Realty

    2997 Tylerton Rd, Tylerton, MD 21866
  • 21129 Bugeye Rd, Smith Island, MD 21866
    21129 Bugeye Rd, Smith Island, MD 21866
    21129 Bugeye Rd, Smith Island, MD 21866
    /11

    $29,500

    • Land
    • 0.25 Acre
    • $118,000 per Acre

    21129 Bugeye Rd, Smith Island, MD 21866

    Cleared quarter-acre lot with expansive water views in the village of Tylerton, on historic Smith Island., Maryland. The property had a house on it in the past, the imprint/footprint is clearly visible. Water and public sewer hookups are available. Buyer must do due diligence on permits. It is conveniently located near the water, dock, market, and church.

    Laura Evans Wilson Realty

    21129 Bugeye Rd, Smith Island, MD 21866
  • Parcel 7 Tylerton Rd, Tylerton, MD 21866
    Parcel 7 Tylerton Rd, Tylerton, MD 21866
    Parcel 7 Tylerton Rd, Tylerton, MD 21866
    /16

    $14,900

    • Land
    • 0.64 Acre
    • $23,281 per Acre

    Parcel 7 Tylerton Rd, Tylerton, MD 21866

    Just a little over a half acre, this 0.64 vacant lot is located on the waterfront in the village of Tylerton, Maryland. The property has the most amazing sunset views. Water and Sewer hookup should be available. Property is assessed at over 60k. Buyer to use due diligence for permitting and land use. This pie shape lot is just waiting for the right owner! Your chance to own your own slice of

    Laura Evans Wilson Realty

    Parcel 7 Tylerton Rd, Tylerton, MD 21866
  • 0 Bay Berry Rd, Smith Island, MD 21866
    0 Bay Berry Rd, Smith Island, MD 21866
    0 Bay Berry Rd, Smith Island, MD 21866
    /8

    $29,900

    • Land
    • 0.32 Acre
    • $93,438 per Acre

    0 Bay Berry Rd, Smith Island, MD 21866

    Beautiful waterfront vacant lot available in the quaint village of Tylerton, Smith Island, Maryland. It has beautiful views of the surrounding water and wetlands. Property had a house on it at one time, so water and public sewer hookups should be available. Buyer recommended to use due diligence in permitting requirements and land use.

    Laura Evans Wilson Realty

    0 Bay Berry Rd, Smith Island, MD 21866
  • 21132 Tuff St, Smith Island, MD 21866
    21132 Tuff St, Smith Island, MD 21866
    21132 Tuff St, Smith Island, MD 21866
    /11

    $100,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    21132 Tuff St, Smith Island, MD 21866

    Welcome to Tylerton, Maryland, a small, quiet village located on Smith Island, Maryland. If you are looking for a peaceful lifestyle, look no further. gathering family and friends together for a vacation getaway or the perfect retirement home. Come see what the island has to offer! This 3 bedroom 1 bath home sits on a large lot. Home has had some work done but stills needs TLC. Home is sold AS

    Melissa Laird LAIRD & ASSOCIATES

    21132 Tuff St, Smith Island, MD 21866
  • 0 Tylerton Rd Unit MDSO2003212, Tylerton, MD 21866
    0 Tylerton Rd Unit MDSO2003212, Tylerton, MD 21866
    0 Tylerton Rd Unit MDSO2003212, Tylerton, MD 21866
    /16

    $45,000

    • Land
    • 1.02 Acres
    • $44,118 per Acre

    0 Tylerton Rd Unit MDSO2003212, Tylerton, MD 21866

    Here's your chance to own a piece of Eastern Shore waterfront tranquility. This lovely 1 acre+ lot on historic Tylerton Smith Island is ready for you to build your custom sanctuary. Enjoy sunsets and unobstructed bay views. Lot is bulkheaded and public water and sewer are available. Buyer can lease a boat slip at the nearby marina. You can keep your boat there for the nominal yearly fee where is

    Timothy Meadowcroft Long & Foster Real Estate, Inc.

    0 Tylerton Rd Unit MDSO2003212, Tylerton, MD 21866
  • 3336 Marsh Rd, Ewell, MD 21824
    3336 Marsh Rd, Ewell, MD 21824
    3336 Marsh Rd, Ewell, MD 21824
    /43

    $275,000

    • Land
    • 0.1 Acre
    • $2,750,000 per Acre

    3336 Marsh Rd, Ewell, MD 21824

    Escape societal norms and own 300+ acres of breathtaking island property directly on the majestic Chesapeake Bay with great fishing opportunities and a Wildfowl Hunter’s Paradise! With over 2 miles of sublime sandy beaches and marshes, you’ll enjoy panoramic views of the entire Chesapeake Bay and its surrounding marshes. This offer includes three separate parcels: Key Rochelle, Simpkins Isle, and

    Laura Evans Wilson Realty

    3336 Marsh Rd, Ewell, MD 21824
  • 3434 Marsh Rd, Ewell, MD 21824
    3434 Marsh Rd, Ewell, MD 21824
    3434 Marsh Rd, Ewell, MD 21824
    /15

    $19,900

    • Land
    • 0.1 Acre
    • $199,000 per Acre

    3434 Marsh Rd, Ewell, MD 21824

    Nestled amidst panoramic views of the majestic Chesapeake Bay, this property boasts a prime location just off a canal that leads directly to the bay. It’s an ideal spot for a vacation getaway or a rental. The neighboring property with an abandoned house has recently been demolished and cleaned up. However, the buyer should exercise due diligence in obtaining the necessary permits and

    Laura Evans Wilson Realty

    3434 Marsh Rd, Ewell, MD 21824
  • 3424 Marsh Rd, Ewell, MD 21824
    3424 Marsh Rd, Ewell, MD 21824
    3424 Marsh Rd, Ewell, MD 21824
    /18

    $54,900

    • Land
    • 0.53 Acre
    • $103,585 per Acre

    3424 Marsh Rd, Ewell, MD 21824

    Boasting one of the best views on the entire island, this spacious property is situated on historic Smith Island, Maryland, in the charming village of Rhodes Point. With the Chesapeake Bay as your backyard, this half acre lot offers breathtaking panoramic views and sunsets that will leave you in awe. It’s the perfect spot for new construction, as the previous home has been demolished and cleared.

    Laura Evans Wilson Realty

    3424 Marsh Rd, Ewell, MD 21824
  • 0 Unknown Unit MDSO101842, Ewell, MD 21824
    0 Unknown Unit MDSO101842, Ewell, MD 21824
    0 Unknown Unit MDSO101842, Ewell, MD 21824
    /4

    $800,000

    • Land
    • 55.35 Acres
    • $14,453 per Acre

    0 Unknown Unit MDSO101842, Ewell, MD 21824

    WOW!!! This is your chance to own 55 acres of uninhabited Pristine Waterfront property in the middle of the Chesapeake Bay know as Goat Island!!! The island offers the best of both worlds, enjoy the seclusion of 1.26 miles of shoreline & 360 degree waterfront views!! This Island has a Good Elevation , Approved Perc test and existing electrical service. Goat Island has fantastic potential for

    Melissa Laird LAIRD & ASSOCIATES

    0 Unknown Unit MDSO101842, Ewell, MD 21824
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