Smith Island Homes for Sale

Smith Island Homes for Sale

Welcome to Smith Island, a hidden gem nestled in the serene waters of the Chesapeake Bay in Ewell, Maryland. This picturesque subdivision offers a unique blend of tranquil island living and vibrant community spirit, making it an ideal destination for those seeking a peaceful retreat or a year-round residence. With its rich maritime history, Smith Island is renowned for its stunning landscapes, charming waterfront views, and a warm, welcoming atmosphere.

The homes for sale in Smith Island are as diverse as the island itself, showcasing a variety of architectural styles that reflect the region's character. Whether you’re looking for a cozy cottage with breathtaking views of the bay or a spacious family home surrounded by nature, Smith Island has something for everyone. Many properties feature modern amenities while retaining the rustic charm that makes island living so special.

Living on Smith Island means immersing yourself in a lifestyle that celebrates the outdoors. Residents enjoy fishing, crabbing, and boating, with easy access to the beautiful waters of the Chesapeake Bay. The island is also home to a close-knit community, where neighbors become friends and local events foster a strong sense of belonging.

Explore the opportunities that await you on Smith Island. With homes for sale that cater to a variety of tastes and preferences, you can find your perfect island retreat. Embrace the tranquility and charm of this unique community—come and discover why Smith Island is the ideal place to call home!

Newest Smith Island Homes for Sale

$145,000
3 Beds ⋅ 1 Baths
Welcome to this lovely island waterfront home cherished by the same family since 1940 and originally built by the owner's father. This unique home is full of character and carefully cared for throughout the decades. A welcoming front porch sets the tone perfect for relaxing before stepping inside to the inviting family room. The living area is complete with original moldings and a pair of lovely wall sconces that provide a warm tone in the space. The efficient eat - in kitchen features custom-made cabinetry, including original tall base cabinets designed for added comfort while cooking. A vintage gas stove remains in working condition, and you'll find plenty of cabinet space with clever storage areas and a convenient pantry. The main level includes two comfortable bedrooms, one with water views, and the second features a custom built-in wall cabinet. The full bath showcases beautifully preserved original tile and a tub set in an elegant alcove with a window perfectly placed to capture serene water views. The spacious laundry room has a utility closet, a washer and dryer and a separate walk in shower stall. There's also plenty of room for an additional refrigerator or freezer. Upstairs, a bonus room with extra storage tucked under the eaves plus a separate room for another bedroom or flex space. Dormer windows bring in natural light and frame picturesqe water views of the Chesapeake Bay and surrounding marshes. Outside the beautifully maintained yard with sidewalks and chain-link fencing also includes an 8' x 12' storage shed with electricity. A move-in ready home offering timeless charm and beautiful water views. Whether you're looking for a peaceful year-round residence or a relaxing waterfront retreat, this special property offers a rare chance to own at home where history and scenic beauty come together.

3287 Marsh Road, Ewell

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$225,000
2 Beds ⋅ 1 Baths
Be captivated by this two-bedroom, one-bathroom waterfront home nestled in the charming village of Rhodes Point on historic Smith Island, Maryland. This custom-built 2007 home has many outstanding features including a wraparound deck, outside shower, new kitchen cabinets, appliances, flooring. It only requires a few finishing touches, some trim, molding, and doors, to complete its look. Don’t miss out on this exclusive opportunity to tour this beautiful home with amazing views of the Chesapeake Bay! Call today to schedule your private showing.

3197 Marsh Rd, Ewell

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$169,000
3 Beds ⋅ 1 Baths
Recently renovated historic house with beautiful water views. This three-bedroom, one-bathroom historic island home is nestled on a picturesque, shady lot in the charming village of Tylerton, Smith Island Maryland. The property offers a unique feature: a monthly leased village post office on site, providing a steady monthly income from the United States Postal Service. The home has a new architectural shingled roof, new 200 amp electric service, all new windows, artfully detailed shiplap walls, and new luxury vinyl plank flooring throughout the downstairs. A newly installed sliding door offers gorgeous water views from the comfort of your living room. The updated kitchen is equipped with new cabinets, refrigerator, electric stove and built in microwave. Upstairs, you'll find two additional spacious bedrooms each with ample closets and all of the original moldings and flooring. Outside the beautiful yard has a newly constructed shed for additional storage. This is an incredible opportunity to own a piece of island history with modern comforts!

3069 Union Church Rd, Tylerton

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$75,000
2 Beds ⋅ 1 Baths
A charming waterfront two-bedroom, one-bathroom cottage is situated in the picturesque village of Rhodes Point on historic Smith Island, Maryland. This cozy grey cottage offers panoramic views of the water from both its front and rear facades. The property features a standing seam metal roof and original hardwood floors, ensuring durability and charm. All furnishings are included. The house has been winterized, with water supply temporarily suspended. Please be advised that this property is being sold “as is,” and there is some structural damage in the dining room. However, the home possesses significant potential for renovation and restoration. Take advantage of this unique opportunity to own a waterfront property on Smith Island. Within walking distance of the front door, you can launch your kayak or cast your fishing pole and immerse yourself in the tranquility of the waterfront.

3191 Marsh Rd, Ewell

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$129,000
2 Beds ⋅ 1 Baths
Welcome to your cozy little island cottage! This two bedroom, one bath, fully renovated bungalow is move-in ready and easily accessible. Tucked away at the end of the street on a quiet corner lot, the property is surrounded by beautiful shrubbery and shady trees. Featuring an open concept design and wood flooring throughout, this gem of a home is tastefully decorated with many desirable features. Each room has pocket doors and there’s an inviting feel to the space. All appliances and most furnishings are included in the sale. This property currently operates as a vacation rental and has some bookings already secured. Comfy, cozy, clean, neat and tidy best describe it. Come check out this storybook listing on Smith Island, Maryland.

20805 Severn Rd, Ewell

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$115,000
3 Beds ⋅ 2 Baths
Charming bungalow, nestled on a corner lot in the serene village of Tylerton, Smith Island, Maryland. This cozy three bedroom two bath home offers a peaceful escape with no traffic, no noise, just a tight knit community of fewer than 50 residents, The home has some great features. The kitchen is a dream with open shelving, charming shiplap walls and new stainless steel appliances. Warm wood flooring and a central island offers both seating and extra work space. There are two distinct living/family rooms plus a dedicated dining area with an energy efficient pellet stove. The front living room is especially inviting with warm wood walls that add a touch of character and charm. There's plenty of room for both relaxing and entertaining making it a perfect space for family and guests. Upstairs there's additional room for sleeping and storage. Outside are 2 decks and 2 sheds that need some work but offer plenty of storage and space to relax. Bask in the tranquility of island living by while being surrounded by the natural beauty of the Chesapeake Bay.

21162 Tuff St, Tylerton

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$315,000
4 Beds ⋅ 3 Baths
Welcome to your very own slice of paradise on Smith Island, Maryland! This rare offering is a water and nature enthusiast’s delight. Currently as one of the island's most desirable rentals, this fine property is an ideal weekend/vacation retreat or full-time island home for the most discerning buyer. Existing bookings are already secured for the upcoming season! 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 yards on the entire island. This four-bedroom, two-and almost a-half-bath, cozy and inviting home has many outstanding features. The kitchen, family room, and large sun/recreation room all offer ample space for entertaining. From the new front porch accentuated with a comfortable low country bed/swing overflowing with cozy pillows, to the back deck abounding with scenic views of the marshes and a variety of waterfowl and migratory birds. Upon entering the home, you’ll be greeted with a lovely built-in, electric wall mounted fireplace encased in custom shiplap. It adds ambiance and supplementary heat to the family room. Also, a beautiful bow/picture window overlooks the front yard. The floors are newly installed luxury vinyl plank in the family room, kitchen, bathrooms and hallways. The fully updated kitchen, located just off the family room, boasts a recently installed custom, decorative glass backsplash, new butcher block countertops, and all-new black stainless GE appliances. Through the kitchen, you’ll enter a mudroom space to hang outerwear, coats and jackets. The separate laundry room, which includes a new hot water heater, washer, a new Whirlpool dryer an additional toilet. A beautiful sunroom spans the back of the kitchen featuring built in desk space, large windows and sliding doors. Currently used as a recreation/game room, this three-season room offers spectacular views of the island’s surroundings, including marshes and canals. The home has four bedrooms, with an additional storage room that could be converted into another bedroom. The primary bedroom is situated on the opposite side of the home from the three bedrooms, providing privacy. It has two large closets, an en suite bathroom with a double vanity, new toilet, and a garden tub with a separate stall shower. The three bedrooms are located on the opposite side of the home and feature a full bathroom, with tub/shower, a linen closet, extra water heater, and access to the attic space. Step outside and you’ll be greeted by a brand-new deck that spans across the back of the house. The sunrise views from this deck are absolutely breathtaking! This home has everything you need: seller offering a one-year home warranty and most of the furnishings will convey. Most homes on the island need extensive work, but this one is move in ready! If you had to describe this property with just one word, it would be STUNNING! Call today for an exclusive showing.

20949 Somers Road, Ewell

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
Start Your Search