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$134,900
3 Beds ⋅ 2 Baths
Welcome to 108 W Chesapeake Avenue in the heart of Crisfield, Maryland, known as the "Crab Capital of the World" and gateway to the beautiful Chesapeake Bay. This charming 3-bedroom, 1.5-bath home offers a blend of historic character and recent updates, making it a great opportunity for homeowners, investors, or those looking for a coastal retreat. Step inside and be greeted by the beautiful original hardwood floors, a spacious foyer, and a stunning solid wood staircase that showcases the home's timeless craftsmanship. The main level features a large living room that flows into an expansive family room, providing plenty of space for gathering and entertaining. Toward the rear of the home, you'll find a generously sized kitchen, dining room, and convenient utility room. Upstairs offers three comfortable bedrooms and a full bathroom. Outside, enjoy relaxing on the screened wraparound front porch, perfect for taking in the coastal breeze without the bugs. The manageable yard includes a fenced area ideal for pets, gardening, or outdoor enjoyment. Located just minutes from Crisfield's waterfront, marina, restaurants, festivals, and ferry service to Smith Island, this home provides easy access to the Eastern Shore lifestyle. Whether you're looking for a primary residence, vacation getaway, or investment property, this home is full of potential. Property is being sold As-Is. Schedule your private showing today!

108 W Chesapeake Ave, Crisfield

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$349,000
3 Beds ⋅ 2 Baths
Enjoy peaceful country living on Maryland’s Eastern Shore! Situated on 1.06 acres, this 3-bedroom, 2-bath single-family home offers space, privacy, and plenty of potential. The backyard is fenced in for privacy and has A 2-car garage which provides ample room for vehicles, storage, or weekend projects, while the open lot gives you space to garden, entertain, or simply relax outdoors. Located just minutes from Pocomoke City, with easy access to Snow Hill and Salisbury, this home delivers the perfect blend of rural charm and everyday convenience. Whether you’re a first-time homebuyer, investor, or someone seeking a quiet retreat, this property presents a great opportunity to make it your own. No HOA and room to grow — come experience Eastern Shore living for yourself!

34157 Somerset Road, Pocomoke

Listing courtesy of Keller Williams Realty. Contact: 3028467839
$17,500
Two adjoining waterfront lots available on the water in the village of Tylerton, on historic Smith Island, Maryland. There is a dock located across from the property. Enjoy spectacular, unobstructed views from both the front and back of the property. Public sewer available. Buyer to due diligence in land usage per Somerset County regulations.

Tylerton Road, Tylerton

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$199,900
2 Beds ⋅ 1 Baths
Welcome to 3259 Lawsonia Road, a beautifully renovated bungalow nestled in a peaceful setting just outside the city limits of Crisfield. Enjoy the benefit of no city taxes while remaining just minutes from everything Maryland’s Crab Capital has to offer, including world-class crabbing, fishing, boating, local marinas, restaurants, and waterfront attractions. Whether you’re searching for your first home, a weekend fishing getaway, or an investment property with Airbnb or short term rental potential, this turnkey home is ready to impress. Step inside to find stylish luxury vinyl plank flooring throughout, fresh drywall, a completely updated kitchen with new cabinetry, and stainless steel appliances. Energy efficient mini-split HVAC systems in each room provide comfortable, economical heating and cooling year-round. The unfinished upstairs offers an exciting opportunity to expand your living space by adding an additional bedroom, flex room, home office, bathroom, or even a spacious primary suite. Outside, you’ll love relaxing on the large screened porch an ideal spot for picking steamed crabs, enjoying your morning coffee, reading a good book, or gathering with family and friends on warm summer evenings. The spacious backyard is shaded by mature trees and offers plenty of room for a detached garage, workshop, storage building, or additional outdoor entertaining space. If you’ve been looking for a low-maintenance, move in-ready home that captures the charm and laid back lifestyle of Crisfield, this is one you won’t want to miss. Schedule your private tour today

3259 Lawsonia Rd, Crisfield

Listing courtesy of Keller Williams Realty. Contact: 3028467839
$184,900
4 Beds ⋅ 2 Baths
Adorable Craftsman home just steps away from Crisfield city limits. Enjoy city services without city taxes! This charming 4-bedroom, 2-bathroom home offers space, character, and an opportunity to add your personal finishing touches. Inside, you'll find a cozy fireplace that creates a warm and inviting focal point for the living area, along with an updated bathroom that blends modern convenience with comfort. The versatile floor plan includes a desirable main-floor bedroom, providing flexibility for guests or a convenient home office. With four bedrooms total, there's plenty of room for family, hobbies, and storage. Outside, enjoy a fully fenced backyard perfect for pets, play, or gardening. The property also features a storage shed for tools and equipment, as well as a chicken coop for those interested in backyard homesteading or fresh eggs.

26467 Mariners Rd, Crisfield

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$549,000
5 Beds ⋅ 4 Baths
Discover the historic charm of this beautifully renovated 1860 farmhouse in a rural setting, thoughtfully updated from top to bottom while preserving its original character. Sit on your large front porch and enjoy the swing while watching the sunrise over the surrounding farmland. Offering 5 bedrooms and 4 full bathrooms, this home blends timeless craftsmanship with modern comfort. The first-floor owner’s suite features a walk-in shower, private en-suite bath, and spacious walk-in closet. The heart of the home is a large kitchen with center island and rear staircase, complete with stainless steel appliances and quartz countertops. A second full bathroom and convenient laundry area are also located on the main level. Enjoy an open-concept living and dining area with 10-foot ceilings and crown molding, luxury vinyl plank flooring throughout, and a bright sunroom that fills the home with natural light. Elegant modern finishes are paired with preserved historic details, including the original front door, staircase, and second-story hardwood floors. Upstairs, you’ll find four additional bedrooms. One bedroom features a private en-suite bath, while two others share a hall bath—one with private access from the bedroom and a large walk-in closet. Additional highlights include a walk-up attic for easy storage, tankless water heater, dual-zone HVAC, and fully insulated interior walls. Exterior updates include new siding, roofing, and composite decks. Situated on a former horse farm, the property includes existing stables, an old silo, and a workshop, offering the rare opportunity to restore it once again into a functioning equestrian farm. Square footage is approximate. An additional adjoining parcel located at 4981 Tulls Corner Rd (2.69 acres with approved perc) is available for purchase with the home. This property offers an excellent opportunity for expanded privacy, additional acreage, or future development potential. Please contact the listing agent for more information.

4941 Tulls Corner Rd, Marion Station

Listing courtesy of Keller Williams Realty. Contact: 3028467839
$90,000
Discover the perfect setting for your dream home on this beautiful 2.69-acre property. Combining privacy, open space, and natural beauty, this ready-to-build lot already has an approved perc test, making it easier to turn your vision into reality. Best of all- no HOA! Approximately half of the property is wooded with mature trees, creating a peaceful backdrop and added seclusion, while the cleared acreage provides plenty of room for a custom home, outdoor living spaces, gardens, or recreational activities. A tucked-away clearing within the wooded section offers additional possibilities, whether for a private homesite, gathering area, or quiet retreat surrounded by nature. With its rural setting and versatile layout, the property is also well-suited for a horse pasture, hobby farm, or small homestead. Whether you're looking to build, farm, or simply enjoy the tranquility of country living, this property offers the space and flexibility to create the lifestyle you've been dreaming of. Lot lines are approximate. Photography and plat coming soon.

4981 Tulls Corner Rd, Marion Station

Listing courtesy of Keller Williams Realty. Contact: 3028467839
$595,000
3 Beds ⋅ 2 Baths
EXPERIENCE COASTAL LIVING AT ITS FINEST IN THIS EXCEPTIONAL WATERFRONT RETREAT< PERFECTLY POSITIONED ON THE OPEN WATER WITH BREATHTAKING PANORAMIC VIEWS AND DIRECT ACCESS TO YOUR OWN PRIVATE BEACH!! Designed to capture the beauty of its surroundings, this stunning single family home showcases soaring cathedral ceilings, an expansive open-concept floor plan, and walls of windows that fill the home with natural light and frame spectacular water vistas from nearly every room. The heart of the home is a gourmet chef's kitchen featuring elegant quartz countertops, beautiful glass backsplash, an abundance of custom cabinetry, a spacious center island which is ideal for gathering and entertaining, stainless steel appliances, premium finishes, and seamless flow into the dining and living areas. Rich wide hardwood floors extends throughout the home, enhancing its warm COASTAL elegance. The thoughtfully designed layout offers three spacious bedrooms, including a luxurious waterfront owner's suite where you can wake up each morning to tranquil water views. Two beautifully appointed full baths provide spa like comfort and style. A massive family room creates the perfect setting for entertaining or relaxing while enjoying the ever changing waterfront scenery. A separate laundry area adds convenience and functionality. Above, a versatile loft overlooks the main living space and includes a fourth sleeping area, providing additional accommodations for guests or a flexible space for a home office, recreation room, or bunk area. If you are looking for a separate space to enjoy crabs, this home offers the perfect space for that in the large sunroom which also offers additional seating for a large crowd. Outdoor living is simply unmatched. Step onto the expansive Trex deck, creating the perfect setting for year round enjoyment while overlooking magnificent open-water views. Follow the private pier to your own private beach, where boating, fishing, kayaking and unforgettable sunsets become part of every day life. This stunning home is located minutes to the Goose Creek Marina where the Pit and Pub restaurant is located...if you are looking for other activities you can drive to Crisfield, Crab Capital of the World, and enjoy a wonderful meal at some of the great restaurants, tour the handful of museums, or take the commercial boat to tour Smith Island and Tangier Island. INVESTOR ALERT....THIS WONDERFUL HOUSE HAS AN INCREDIBLE RENTAL HISTORY WITH RAVE REVIEWS!! WELCOME TO THE EASTERN SHORE!!

8034 Riverview Rd, Westover

Listing courtesy of Weichert, REALTORS. Contact: afitzgerald@weichertrealtors.net
$335,000
3 Beds ⋅ 3 Baths
3 bedroom/ 3 Full Bath condo In Captains Galley Condominiums in Crisfield Maryland. Owners suite overlooks City Dock and the Tangier Sound. At almost 1900 sf, this condo offers an open concept and sizeable bedrooms. Home has been meticulously maintained with recent paint and flooring just completed! Captains Galley offers a roof-top pool and exercise room! Just a few feet from Somers Cove Marina for the boating enthusiast! Just a few hours from the DC and Baltimore Metro areas and 1 hour to Ocean City and other area attractions. Unit comes Furnished!

1021 W. Main Street Unit #202, Crisfield

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$284,990
3 Beds ⋅ 2 Baths
Under Construction - Quick Delivery - August 2026! * * * Location Qualifies for 100% Financing! * * * Contemporary rancher built by local builders - Shore Home Construction. 3BR/2BA, 1300sf, one-story home on a corner lot in Saint Stephen's Corner, minutes to Rt 13, half mile to Historic Downtown Princess Anne, but on a residential side street off Deal Island Road. Open floorplan includes plenty of upgrades in the listing price - LVP flooring through living, dining, kitchen, and baths; stainless steel appliance package - built-in microwave, electric stove/range, dishwasher, fridge; ceiling fans in living room and all 3 bedrooms. Welcoming front porch leads into the nice-sized living / great room. Bright + cheery kitchen with breakfast bar, and dining room. Primary bedroom with walk-in closet, full, en-suite bathroom. 2 additional bedrooms and a 2nd full bath w/tub/shower combo. Laundry closet w/hook-ups. Roomy yard & the conveniences of city services! Minutes to the best that Somerset County has to offer - sandy beaches, boating and public boat ramps, world-class fishing, crabbing, hunting, dining, arts, shopping, golfing,wildlife estuaries, incredible state parks - a true paradise for nature lovers, photographers, boaters, fishermen and anyone who wants to enjoy the relaxed pace on the Eastern Shore - from the beaches to the bays and beyond! Enjoy an afternoon in Downtown Princess Anne - with many shops, cafes, and gorgeous historic buildings and homes to admire. 2mi to University of Maryland Eastern Shore Campus, 12mi to Salisbury University. 15mi to Deal Island or Pocomoke's shopping hub, 18mi to Crisfield, . About 30mi to NASA / Wallops Island, 35mi to the beloved Chincoteague Island, and the incredible wild horses and sandy beaches of Assateague Island. Just 2-3 hours to major metro areas - Virginia Beach/Norfolk, Washington DC, Baltimore, Philadelphia, NYC. Photos are of a SIMILAR home, not of this home specifically. Photos, plans, listings, renderings, aerials, sizes, acreages are all for REFERENCE only, and may show upgrades & options not included in list price; subject to changes in the field. Owner is a licensed realtor; agent has financial interest. Sizes, taxes, distances are approximate, and for reference only.

11726 St Stephens Way, Princess Anne

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$229,900
3 Beds ⋅ 2 Baths
Welcome to peaceful, rural, country living! Looking for a home with lots of room to roam and enjoy watching wildlife like, deer, turkey, geese, turtles, fish and even crabs! This 3 bedroom 1 1/2 bath home will give you all that along with a large den/family room/play room, fenced back yard for the kids or pets and almost 4 acres of mostly cleared land with a Tidal Water pond that is full of fish and crabs. Two "Car Ports" and sheds to store all your equipment. Sold AS IS.

27351 Phoenix Church Rd, Marion Station

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4105463211
$255,000
3 Beds ⋅ 2 Baths
Some houses need your vision....and your money. This one just needs your furniture and your family. That’s what makes 20 Hall Highway stand out. Located in the waterfront community of Crisfield, Maryland, this 3-bedroom, 2-bath home has already undergone many of the improvements that buyers typically worry about most. While tax records may reference an earlier construction date, the home was extensively renovated between 2001 and 2003, with additional major improvements completed from 2022 through today. And if you only take one thing from this.... leave with that! It's important! Because replacing roofs, updating electrical systems, and floors, and plumbing... and making "all the" improvements can quickly turn an affordable home into a very expensive one. Fortunately, much of that work has already been done. The result is a home that feels move-in ready today, while still leaving room for future owners to personalize and update things at their own pace if they choose. Outside, you'll own nearly an entire acre! Inside, you'll find approximately 1,890 square feet of living space, including three bedrooms, two full baths, updated flooring, spacious living areas, and a layout that provides flexibility for year-round living, a second home, or even a future investment opportunity. The detached garage offers additional storage, workshop space, or room for all the equipment that naturally comes with life near the water. And in Crisfield, life revolves around the water. Fishing boats. Kayaks. Crab pots. Marinas. Waterfront restaurants. Early morning sunrises over the Chesapeake Bay. It's a lifestyle that continues to attract buyers looking for something increasingly difficult to find: authenticity. The fenced backyard creates a private outdoor space for relaxing, entertaining, pets, or simply enjoying the slower pace that makes Crisfield unique. The location only adds to the appeal. Conveniently located within the City of Crisfield and close to the TidalHealth campus, this home provides easy access to the Crisfield City Dock, local marinas, waterfront dining, the Tangier Island Ferry, and nearby Janes Island State Park, one of Maryland's premier destinations for kayaking, boating, fishing, birdwatching, and exploring the Chesapeake Bay's natural beauty. And here's what may be the most attractive feature of all. Homeownership is becoming harder to afford. Finding a move-in-ready home where the major improvements have already been completed is becoming harder to find. Finding both at the same time?....That's where opportunities like this makes a home stand apart. 20 Hall Highway offers a comfortable home today, a strong foundation for tomorrow, and an opportunity to enjoy Maryland's Chesapeake Bay lifestyle without spending the next several years renovating your way into it.

20 Hall Hwy, Crisfield

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400
$99,900
Excellent opportunity to acquire a 3-acre of industrially zoned land (I-1), offering a wide range of potential uses. Call for details.

Parcel 517 Old State Rd, Crisfield

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200
$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
$189,000
2 Beds ⋅ 1 Baths
Let "Home" be here! Your forever vacation in a quaint rural nautical town or make this cottage home a great 2nd home for seasonal getaways! Neighborly community with water access in every direction. This charming 2 Bedroom 1 Bathroom cottage home hosts all NEW stainless steel kitchen appliances and solid hardwood floors! Large unfinished attic space can be finished as a bonus room. All Furniture is included! Spend a day out fishing, crabbing kayaking or boating on the Tangier Sound on the west and south and the Wicomico River to the North. Buyer and Buyer's agent should do their due diligence and verify all taxes, schools and any and all information pertaining to this property.

10116 Deal Island Rd, Deal Island

Listing courtesy of Century 21 Harbor Realty. Contact: 4105482100
$79,900
Own this ready to build residential building lot with views of the Annemessex River. Large .77 acre lot is open, with high elevations, public water and sewer, and cul de sac location. Water views from elevated position. Western exposure for sunset evenings! Wildlife at your back door with a protected habitat area at the rear of the property. Plat plan in disclosures.

24 Hammock Pointe, Crisfield

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$25,000
1.75 acres down a private lane that backs up to State of Maryland property along Rock Creek. Perfect place for an outdoorsman getaway - privacy, surrounded by wildlife, great fishing and hunting and you are less than five minutes from a public boat ramp along the Chesapeake's Tangier Sound. Property has not been perced.

Parcel 228 Fishhook Ln, Deal Island

Listing courtesy of The Land Group. Contact: (410) 934-3478
$499,000
3 Beds ⋅ 3 Baths
Rare waterfront penthouse living at Captains Quarters in Crisfield, Maryland. This 4th-floor, 3-bedroom, 3-bath condominium offers approximately 1,753 square feet of one-level living, elevator access, and a premier marina-front setting. The larger floor plan and three full baths provide comfort and flexibility for full-time living, a second home, or hosting family and guests, creating value rarely found in smaller waterfront condos. Expansive outdoor living areas include multiple balconies, wraparound deck space, and a rooftop patio with panoramic views of Tangier Sound, Somers Cove Marina, Daugherty Creek, the harbor, and the surrounding waterfront. From sunrise over Somers Cove to sunset over Tangier Sound, this property delivers more than a view — it offers a daily waterfront experience. Inside, the open living and dining area features cathedral ceilings, Brazilian cherry hardwood flooring, crown molding, a gas fireplace, and direct balcony access. The distinctive two-story turret adds architectural character and natural light, making the dining area a true focal point. The kitchen includes granite countertops, breakfast bar seating, recessed lighting, double sink, wall oven, convection oven, oversized refrigerator, dishwasher, disposal, microwave, stove, and trash compactor. The primary suite offers balcony access, water views, cathedral ceiling, hardwood flooring, attached bath, and large dual closets. Additional bedrooms are generously sized, with one offering attached bath access and balcony access, giving guests privacy and comfort. Interior features also include a slate foyer, built-ins, upgraded countertops, ceiling fans, recessed lighting, window treatments, sound system, and in-unit washer and dryer. Community amenities include common grounds, elevator, extra storage, pier/dock access, reserved parking, and assigned parking. The condo fee includes common area maintenance, exterior building maintenance, insurance, lawn maintenance, sewer, trash, and water. A new roof was installed in October 2025, and condo assessment fees have been paid. Located near Somers Cove Marina, public boat launch access, fishing, kayaking, local dining, ferry activity, Janes Island State Park, the Tawes Museum, and Crisfield’s waterfront district, Unit 402 offers space, views, lifestyle, and long-term coastal appeal. This is not simply another condo — it is a rare marina-front penthouse opportunity on Maryland’s Lower Eastern Shore. Schedule your private tour and experience the view for yourself.

1 Dock St Unit #402, Crisfield

Listing courtesy of ERA Martin Associates. Contact: 4107491818
$79,000
3 Beds ⋅ 2 Baths
3 Bedroom 1.5 Bath farmhouse nestled amongst the Eastern Shore’s charm. Home is close to the Chesapeake Bay and its fishing, crabbing, and boating. Several renovations have been made including the exterior siding, roof, and windows. Inside porcelain floor in the downstairs master suite, laminate floors in the upstairs bedrooms, bathrooms have been replaced. Plumbing is working in both bathrooms and kitchen. There is no electric wiring done in the home. This property needs someone to put the finishing touches on it. This home has plenty of potential with its vaulted living room ceiling, large walk up attic, shed with lean-to, and spacious yard. Property has public water and sewer, but no city taxes. Cash or conventional financing ONLY. Sold AS-IS.

26813 Johnson Creek Rd, Crisfield

Listing courtesy of The Land Group. Contact: (410) 934-3478
$17,000

11682 Church St, Princess Anne

Listing courtesy of Keller Williams Realty Delmarva. Contact: (410) 524-6400
$30,000
2 Beds ⋅ 1 Baths
Great for Investors! Fix it up or take it down and start from scratch! Located in the heart of a quaint city surrounded by beautiful water ways and rural area of Crisfield. Make this your home or a quick weekend vacation retreat. Bring your vision! Buyer and Buyer's agent need to verify schools, taxes and city ordinances.

3053 Lawsonia Rd, Crisfield

Listing courtesy of Century 21 Harbor Realty. Contact: 4105482100
$184,900
FANTASTIC Investment Opportunity in Crisfield, MD! Don’t miss this income-producing duplex located at 2899 Byrdtown Rd in scenic Crisfield, Maryland — the “Crab Capital of the World” known for its waterfront charm, boating, fishing, and relaxed Eastern Shore lifestyle. This property features TWO spacious 3-bedroom, 1-bath units that have been recently freshened up and are ready for new tenants. Anticipated rental income is approximately $1,200/month per unit, making this an excellent addition to your investment portfolio or a great owner-occupant opportunity. Recent improvements include a metal roof installed in 2018, updates to the second-floor kitchen, some new flooring, and new heaters being installed in the downstairs unit, plus additional updates throughout. There are even washer/dryer hookups for added tenant convenience. Situated outside city limits, you’ll enjoy the benefit of county taxes only — no city taxes. The property has also been inspected and certified lead-free for peace of mind. Set on a spacious lot surrounded by natural beauty, this duplex offers strong rental potential in a peaceful setting just minutes from Crisfield’s marinas, waterfront dining, and ferry access to Smith Island. Great opportunity to secure an income-generating property or buy it and live in one unit while you rent the other out!! Schedule your appointment today!

2899 Byrdtown Rd, Crisfield

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$40,000
Bring your vision for this level 1 acre beautifully located around lots of greenery for a scenic view. Find your peace and tranquility. This parcel has lots of potential. There is an existing old house (of no value) with a well and septic. Buyer and Buyer's Agent should do their due diligence and verify any and all information such as taxes, schools and county ordinances, Etc.

4064 Back Shelltown Rd, Marion Station

Listing courtesy of Century 21 Harbor Realty. Contact: 4105482100
$895,000
4 Beds ⋅ 2 Baths
Presenting 26835 Roland Tyler Road, a distinguished, gated estate encompassing approximately twenty acres with direct waterfront access to Johnson’s Creek, which opens to ape Hole and then Big water of the Sounds. A private asphalt drive, flanked by mature crape myrtles, four brick lighted pillars, and a professionally riprapped drainage swale, establishes a refined approach. The circular drive and dedicated hardscaped parking pad provide ample guest parking. The grounds comprise roughly twelve acres of mature timber with income potential and eight acres of marshland, creating a serene natural sanctuary with direct water access. This property supports a wide range of outdoor pursuits. Sportsmen will appreciate opportunities for deer, turkey, and waterfowl hunting, as well as crabbing, fishing, and boating from the creek. The tranquil setting is equally suited to nature observation, birdwatching, and peaceful walks with sweeping marsh views. Homestead amenities include a chicken coop, raised garden beds, a greenhouse, and extensive landscaping. A private road extends to the water for convenient shoreline access and small-craft launch, and a substantial outbuilding accommodates storage and large-scale outdoor entertaining, including traditional crab feasts. For equestrian interests, there is ample acreage for future pasture, and select existing structures are adaptable for stalls or weather shelter. Approached via a hardscaped walk, the brick-front country porch opens to interiors distinguished by quality construction, custom millwork, and handsome hardwoods. The formal dining room features picture-frame wall detailing, dental crown molding, extensive chair rail, and hardwood flooring. The family room offers a brick fireplace with a gas insert and a wood-beamed ceiling for inviting, four-season comfort. The chef’s kitchen is appointed with brick flooring, a generous seating island, granite countertops, a tiled backsplash, a farmhouse sink, stainless steel appliances including double ovens and a cooktop, a premium refrigerator, dual pantries, and a wood-beamed ceiling. Adjacent to the kitchen, a private four-season laundry suite presents a cathedral wood ceiling, bay and transom windows, LVP flooring, a sliding barn door, custom doors and shutters, abundant cabinetry, and an additional exterior entry, and it is equipped with a front-loading washer and dryer (gas). The primary suite is a restful retreat with hardwood floors, a cathedral wood-beam ceiling, wainscoting below the chair rail, a sliding door to a private deck, pocket and custom barn doors, a large walk-in closet, and an adjoining reading or study room, with the safe conveying. The en suite bath includes a tiled walk-in glass shower, tiled flooring, dual granite vanities, and a soaking tub. On the main level, an additional bedroom currently utilized as an office offers a walk-in closet, a bay window, LVP flooring, and access to a nearby full bath. The upper level provides two additional bedrooms—one with a walk-in closet—highlighted by knotty pine ceilings and floors and knee-wall storage, reached via a custom wood staircase with picture-framed wall detailing. Systems and enhancements include a private generator, an encapsulated crawl space with dehumidifier, recessed lighting throughout, public water service with reverse osmosis filtration, a Rinnai gas tankless water heater for on-demand hot water, an ADT security system, and Andersen and Pella windows. In summary, 26835 Roland Tyler Road offers a rare combination of privacy, recreational opportunity, and craftsmanship in a classic Eastern Shore setting. Private showings are available by appointment.

26835 & 26841 Roland Tyler Rd, Crisfield

Listing courtesy of ERA Martin Associates. Contact: 4107491818
$229,000
3 Beds ⋅ 1 Baths
Located in the highly desired Cedar Landing area of Marion Station , this 3 bedroom ,1 bath rancher offers 2 full acres of private outdoor space, a definite rare find . The home features a fresh exterior look with several updates . Inside the home has been very well maintained offering the perfect opportunity for your personal touch . Enjoy the peace, privacy, and space this property has to offer.

5640 Luther Miles Ln, Marion Station

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$39,000
🌟 Build Your Dream Home in Rose Hill! 🌟 Looking for the perfect place to build? Lot 7 in Rose Hill offers 1.4 acres of space in a beautiful neighborhood setting, giving you plenty of room to create the home you’ve always wanted (2,000 sq. ft. minimum). Water and septic are already available, making the building process even easier. 📍 Conveniently located just minutes from Route 13, you’ll enjoy easy access north to Salisbury and south to Virginia while still coming home to peaceful Eastern Shore living. ✨ Whether you’re ready to build now or planning for the future, this property offers the space, location, and opportunity to make your dream home a reality! ✨

10600 Rosewood Ct, Princess Anne

Listing courtesy of ERA Martin Associates. Contact: 4107491818
$299,999
3 Beds ⋅ 2 Baths
🚨 NEW REDUCED PRICE – $299,999! 🚨 🌊 Waterfront Living on the Chesapeake Bay! 🌊 Now offered at $299,999, this beautiful waterfront condo in Harbour Lights offers an incredible opportunity to enjoy the Chesapeake Bay lifestyle you've been dreaming of. This well-maintained, one-owner condo features 3 bedrooms, 2 full baths, and has never been used as a rental. Wake up to breathtaking bay views from the large windows and enjoy spectacular sunrises and sunsets from your private balcony. Whether you're sipping your morning coffee or unwinding after a day on the water, the views are simply unforgettable. ⚓ Included with the property is your own deeded boat slip in the private marina, making this a perfect home for boating enthusiasts and waterfront lovers alike. Residents enjoy: ✔️ Waterfront pool ✔️ Secure building access ✔️ Elevator service ✔️ Private marina ✔️ Low-maintenance waterfront living Located in Crisfield, Maryland, the Seafood Capital of the World, you'll be just minutes from Jane's Island State Park and a short boat ride from Smith Island and Tangier Island. Whether you're looking for a year-round residence, a weekend getaway, or a summer retreat, this is your chance to own a piece of paradise on the Chesapeake Bay. 📞 Contact me today for your private showing before this waterfront gem is gone!

103 Williams St Unit #416, Crisfield

Listing courtesy of ERA Martin Associates. Contact: 4107491818
$45,000
Over an acre of beautiful waterfront on Rock Creek near Chance. Current use is recreational as a septic system has not been approved. A three year offshore blind and a shoreline license has been applied for for hunters to enjoy. The property pushes out into the creek which should allow for a dock. This property has amazing views and privacy if you are looking for tranquil surroundings to enjoy camping out, crabbing, fishing, hunting and kayaking this is the spot for you.

11086 Lee Ave, Deal Island

Listing courtesy of ERA Martin Associates. Contact: 4107491818
$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
$250,000
2 Beds ⋅ 2 Baths
Experience the charm and tranquility of country living on this exceptional 3.938-acre property comprised of multiple lots nestled along the scenic banks of the Pocomoke. Offering a rare combination of privacy, versatility, and Eastern Shore charm, this remarkable property is filled with opportunity for year-round living, recreation, or the ultimate countryside retreat. The charming farmhouse welcomes you with warmth and character, featuring two bedrooms and two full baths, including a convenient main-level primary suite with an ensuite bath attached. Designed for comfortable everyday living, the home also offers a main-level laundry area, mudroom, and a beautifully remodeled kitchen complete with bright white cabinetry, recessed lighting, and durable luxury vinyl plank flooring. The inviting living room is enhanced by a cozy pellet stove, creating the perfect gathering space year-round. Upstairs, a spacious loft area provides incredible flexibility and can easily serve as a media room, home office, additional sleeping quarters, or bonus living space alongside the additional second bedroom. Beyond the home, the property truly shines with an impressive collection of outbuildings and functional spaces designed for hobbyists, storage, entertaining, and outdoor living. A 14x28 outbuilding currently serves as the ultimate man cave, while two additional 10x14 sheds provide abundant storage. The 20x30 garage features a new floor and overhead storage, and the attached 12x30 side garage is half lofted and equipped with a garage door opener for added convenience. Three camper hookups make hosting guests or accommodating recreational vehicles effortless. Additional improvements include super-fast fiber internet, two separate electric services, water conditioner, new stove, and updated bathroom vanities. The newly fenced yard with oversized gates offers both privacy and practicality, while the peaceful setting near the Pocomoke River provides endless opportunities to enjoy the natural beauty and outdoor recreation the area is known for. Conveniently located near a public boat ramp and all the shopping, dining, and amenities of downtown Pocomoke City, the setting offers the perfect blend of rural serenity and everyday convenience. This one-of-a-kind property offers the perfect blend of rural charm, modern updates, expansive acreage, and exceptional utility, a truly rare find in beautiful Pocomoke City.

33150 Peach Orchard Rd, Pocomoke

Listing courtesy of Northrop Realty. Contact: (302) 539-0800