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$197,500
2 Beds ⋅ 2 Baths
Cozy ranch style home on large lot outside of city limits. Two bedrooms, large living room with beamed ceiling and brick fireplace with propane insert. Large family room with vaulted ceiling and entrance to enclosed heated and cooled porch that overlooks the rear yard. Hardwood floors are in the bedrooms and under the carpeted living room. Workshop/office building has electric service. Two additional .5 acre lots can be purchased with the property.

26499 Asbury Ave, Crisfield

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$189,900
2 Beds ⋅ 1 Baths
Looking for that unique property that has a lot of possibilities? This 10 acre plus parcel fronts on Johnson's Creek, has a 4700 sq. ft. masonry constructed building that has a16' overhead door and lots of room for storage or projects. There is a small efficiency guest apartment attached to the rear of this building, containing 1 bdr, 1 bath and a living/kitchen area with an enclosed mud/game room. Washer and dryer are located in the large building. The mobile home at the rear is located in a quiet garden spot surrounded by the woods. The mobile home has been renovated with a new kitchen, large bedroom in the front, a living room with an electric fireplace, and a rear bedroom with a unique loft style bed. Acres to roam or hunt, and a small boat can easily navigate the creek, which leads to the Pocomoke Sound. Owner has successfully rented land for storage.

26935 Cash Corner Rd, Crisfield

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$210,000
1 Beds ⋅ 1 Baths

6028 Cornstack Rd, Marion Station

Listing courtesy of ERA Martin Associates. Contact: 4107491818
$479,900
4 Beds ⋅ 3 Baths
COMING SOON! Welcome to waterfront living on the beautiful Manokin River! This spacious 4 bedroom, 2.5 bath home is perfectly situated on .82 acres offering the ideal blend of privacy and convenience with NO HOA. Designed to embrace its stunning waterfront setting, the home features an expansive wraparound screened porch, composite decking, a cozy gas outdoor fireplace, an attached garage and a shed with electricity (coveys as it). Enjoy the convenience of public water and sewer while being just minutes from downtown. Waterfront opportunities like this are few and far between - schedule your private tour today!

11395 Hayman Dr, Princess Anne

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3028460200
$200,000
3 Beds ⋅ 2 Baths
New Listing in Marion Station, MD! Discover the possibilities on this 12.36-acre farm featuring a 3-bedroom, 2-bath rancher surrounded by beautiful countryside. Property highlights include a Storage barn. 2 Sheds, Greenhouses, Mature Fruit Trees and Solar panels to help reduce electric costs. Whether you're looking to farm, garden, or simply enjoy peaceful country living, this property offers the space and versatility to make it your own!

6150 Harry Burton Rd, Marion Station

Listing courtesy of ERA Martin Associates. Contact: 4107491818
$200,000
3 Beds ⋅ 2 Baths
New Listing in Marion Station, MD! Discover the possibilities on this 12.36-acre farm featuring a 3-bedroom, 2-bath rancher surrounded by beautiful countryside. Property highlights include a Storage barn. 2 Sheds, Greenhouses, Mature Fruit Trees and Solar panels to help reduce electric costs. Whether you're looking to farm, garden, or simply enjoy peaceful country living, this property offers the space and versatility to make it your own!

6150 Harry Burton Rd, Marion Station

Listing courtesy of ERA Martin Associates. Contact: 4107491818
$100,000
OPPORTUNITY ZONE - 3.43 Acres Industrial lot for sale in the Princess Anne Industrial Park. Fully equipped with water, sewer, utilities and access roads. Fiber optic lines at the entrance to the park. The site is level, cleared and ready for immediate construction (subject to permits). The Industrial Park is accommodating to a wide range of light manufacturing, warehouse, service and office users. The Town of Princess Anne is committed to maintaining an attractive industrial park for all present and future businesses, and customers. All construction plans and timetables are subject to approval by the Princess Anne Town Commissioners. Located in the Princess Anne Industrial Park with Industrial Park Zoning. Located in a State of Maryland Enterprise Zone for new construction tax abatements and a HUB Zone which promotes job growth, capital investment and economic development to historically underutilized business zones. Princess Anne, Somerset County, is accessible to the east cost markets with north/south and east/west access by major US highways.

30380 Park Dr, Princess Anne

Listing courtesy of SVN/Miller Commercial Real Estate. Contact: 410-543-2440
$1,099,900
5 Beds ⋅ 2 Baths
A truly one-of-a-kind waterfront estate offering 82+ acres across three parcels in historic Crisfield, Maryland. Known as the legendary "Home of the Terrapin King," this extraordinary property seamlessly blends Chesapeake Bay history with breathtaking waterfront living. Learn more about the property's fascinating story at www.TerrapinKing.org. Built in 1925, this beautifully updated residence offers approximately 2,921 square feet of living space with 5 bedrooms and 2 full bathrooms. Surrounded by water on three sides, nearly every room showcases spectacular panoramic views of the Chesapeake Bay, tidal marshes, and unforgettable sunsets. Extensive recent improvements make this historic home move-in ready while preserving its timeless coastal character. Updates include new luxury vinyl plank flooring throughout, updated lighting, new plumbing, a new water treatment system, new sump pumps and drainage systems with backflow valve preventers, and most mini-split HVAC units replaced within the past few months. The home is being offered fully furnished, making it ideal as a primary residence, vacation home, or turnkey investment property. The spacious primary suite features a pellet stove, double closets, and sweeping waterfront views. One of the home's most iconic spaces, the Captain's Room, features expansive bay windows that create the feeling of standing at the helm of a ship overlooking the Chesapeake. Two screened porches and a second-story balcony provide multiple spaces to relax and enjoy the peaceful waterfront setting. The estate encompasses over 82 acres, including approximately 20 acres of upland, with the balance consisting of pristine waterfront, marshlands, and natural habitat. Private trails offer opportunities for hiking, wildlife observation, hunting, and exploring, while the property's private beach and dock provide direct access to boating, fishing, kayaking, and all that the Chesapeake Bay has to offer. Additional exterior improvements include the removal of all former beach pilings, installation of additional riprap for shoreline stabilization, and backfilling of the yard, further enhancing the property's usability and protecting the shoreline. Beyond its exceptional waterfront lifestyle, this property presents exciting future possibilities. The seller has obtained a conceptual site plan prepared by GMB of Salisbury outlining the potential placement of approximately 3–4 tiny homes within portions of the upland acreage. Buyers should review the listing documents for the proposed layout. Any future development remains subject to all required governmental approvals, permitting, environmental review, and applicable regulations. One of the property's most valuable features is its existing connection to city sewer, an uncommon and highly desirable amenity for a waterfront estate of this size that can significantly reduce future infrastructure costs. Steeped in history as the former headquarters of Albert Tallmadge LaVallette Jr.'s renowned terrapin enterprise, this remarkable estate has become one of Maryland's most recognizable waterfront landmarks. The property currently operates as a successful short-term rental, and the seller reports annual gross short-term rental income approaching $100,000, offering exceptional income potential while serving as a truly unforgettable waterfront retreat. Whether you're searching for a private estate, an income-producing investment, a family compound, or a once-in-a-lifetime Chesapeake Bay property, 1 Lavallette Road delivers unmatched history, privacy, recreation, development potential, and panoramic waterfront beauty. Fireplaces convey As-Is. Total acreage is approximately 82+ acres, including approximately 20 acres of upland. Furnishings included with acceptable terms.

1 Lavallette, Crisfield

Listing courtesy of Worthington Realty Group, LLC. Contact: 8558494663
$90,000
4 Beds ⋅ 2 Baths
Opportunity awaits in Somerset County! Situated on approximately 0.69 acres with public water and sewer, this 4-bedroom, 1.5-bath farmhouse is ready for its next owner to bring it back to life. The property features a detached 2-car garage, private driveway, spacious yard, and plenty of room to create value. With no basement and a flexible layout, this is an excellent opportunity for an investor, contractor, or buyer looking to renovate and customize a property to their vision. Conveniently located near local amenities while offering the space and charm of country living. Property is being sold strictly AS-IS. Cash or hard money financing only.

27209 Nevette Muir Rd, Upper Fairmount

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$199,500
Waterfront commercial property along the Pocomoke River! Great road exposure on Market St into downtown Pocomoke. 1,100 sq ft building built in 1940 with lots of original charm and character. Front of building has new subflooring. Over 2.5 acres with 215' of water frontage give you loads of potential of what this property could be. Beautiful views of the draw bridge and Cypress Park. Close to restaurants, shops, and public amenities. Property cannot be used as a food service facility. Owner financing is available.

34082 Market, Pocomoke

Listing courtesy of The Land Group. Contact: (410) 934-3478
$199,500
Waterfront commercial property along the Pocomoke River! Great road exposure on Market St into downtown Pocomoke. 1,100 sq ft building built in 1940 with lots of original charm and character. Front of building has new subflooring. Over 2.5 acres with 215' of water frontage give you loads of potential of what this property could be. Beautiful views of the draw bridge and Cypress Park. Close to restaurants, shops, and public amenities. Property cannot be used as a food service facility. Owner financing is available.

34082 Market, Pocomoke

Listing courtesy of The Land Group. Contact: (410) 934-3478
$297,500
3 Beds ⋅ 2 Baths
Welcome to 5194 Debra Road! This is a waterfront property offering a wonderful opportunity to renovate, personalize, and create your own Eastern Shore retreat. Lovingly maintained by its original owners since 1988, this one-level home offers approximately 1,568 square feet of living space, two full bathrooms, a brick fireplace, and a spacious 0.46-acre lot. The home has been professionally detail-cleaned and is ready for its next chapter. Fully paid-off solar panels will convey with the property, allowing the new owner to enjoy the benefits of solar energy without an ongoing panel payment or lease. While cosmetic updates would give the home a fresh new look, its existing layout provides an excellent foundation for your vision. Out back, the waterfront setting offers peaceful views and plenty of potential for creating an inviting outdoor space. The driveway and bulkhead are in need of repair, giving the next owner the opportunity to make improvements according to their own preferences. Whether you are searching for a full-time residence, weekend getaway, or renovation project near the Chesapeake Bay, this property is full of possibilities. Schedule your private showing and imagine what you could create!

5194 Debra Rd, Crisfield

Listing courtesy of AHC Real Estate LLC. Contact: 2405665630
$325,000
3 Beds ⋅ 2 Baths
Escape to your own private coastal country retreat, where timeless craftsmanship, enchanting gardens, and peaceful surroundings create a lifestyle unlike any other. Nestled on 0.86 beautifully landscaped acres just minutes from downtown Pocomoke, this captivating three-bedroom, two-bath home welcomes you with stained cedar shake siding, a charming covered front porch, distinctive architectural details, including a decorative awning over the breezeway entry, and a stunning natural wood pergola accenting the oversized attached garage. Inside, warm hardwood floors, rich wood cabinetry, and a charming stone fireplace with an energy-efficient certified wood stove insert create an inviting, lodge-inspired atmosphere. Gorgeous natural wood shiplap accent walls, custom built-ins, and thoughtfully crafted architectural details add warmth and character throughout the dining and sitting rooms. Expansive windows and a light-filled breezeway sunroom flood the home with natural light, creating inviting spaces to gather or unwind. The spacious country kitchen is equally impressive, featuring abundant cabinetry, a farmhouse sink, and a breakfast bar perfect for casual dining and entertaining. The outdoor living spaces are truly extraordinary. A fully fenced backyard surrounded by mature trees feels like a private botanical retreat, highlighted by a spectacular pergola-covered patio anchored by a magnificent freestanding brick fireplace, an unforgettable setting for relaxing evenings or entertaining family and friends. Meandering oyster shell and brick walkways lead through beautifully designed garden spaces featuring raised planting beds, a picturesque gazebo, and four charming outbuildings, including two barn-style sheds and two delightful potting sheds. Brimming with character and exceptional storage, these versatile spaces offer endless possibilities as gardening retreats, workshops, studios, hobby spaces, she sheds, garden cottages, or simply beautifully designed storage for outdoor equipment and seasonal décor. Their timeless design and flexibility make them as attractive as they are functional, adding to the property's appeal. Additional features include a gated driveway, oversized attached garage, and generous overflow parking. Recent improvements include a brand-new roof, luxury vinyl plank flooring in two bedrooms, a beautifully renovated accessible bathroom, a new geothermal circulating pump, and a newly installed HVAC motor. This one-of-a-kind Eastern Shore property is more than a home, it's a magical private retreat where exceptional outdoor living, timeless craftsmanship, versatile spaces, and peaceful natural beauty come together in perfect harmony.

8141 Courthouse Hill Road, Pocomoke

Listing courtesy of Northrop Realty. Contact: (302) 539-0800
$259,900
Investment opportunity! Duplex with two bedroom units, each has LR, storage closet, washer dryer hookup for stack unit, eat in kitchen with refrigerator and propane range, one bedroom and bath on first floor, large bedroom with vaulted ceiling and two closets on second floor. Owner's cottage is additional rental at rear, efficiency style kitchen with vaulted ceiling, 1 large bedroom, and open living room area, fenced in and with separate driveway. Would make a good Airbnb rental. All units currently rented. See agent for income details and statement of expenses.

3437 Lawsonia Rd, Crisfield

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$1,099,900
5 Beds ⋅ 2 Baths
A truly one-of-a-kind waterfront estate offering 82+ acres across three parcels in historic Crisfield, Maryland. Known as the legendary "Home of the Terrapin King," this extraordinary property seamlessly blends Chesapeake Bay history with breathtaking waterfront living. Learn more about the property's fascinating story at www.TerrapinKing.org. Built in 1925, this beautifully updated residence offers approximately 2,921 square feet of living space with 5 bedrooms and 2 full bathrooms. Surrounded by water on three sides, nearly every room showcases spectacular panoramic views of the Chesapeake Bay, tidal marshes, and unforgettable sunsets. Extensive recent improvements make this historic home move-in ready while preserving its timeless coastal character. Updates include new luxury vinyl plank flooring throughout, updated lighting, new plumbing, a new water treatment system, new sump pumps and drainage systems with backflow valve preventers, and most mini-split HVAC units replaced within the past few months. The home is being offered fully furnished, making it ideal as a primary residence, vacation home, or turnkey investment property. The spacious primary suite features a pellet stove, double closets, and sweeping waterfront views. One of the home's most iconic spaces, the Captain's Room, features expansive bay windows that create the feeling of standing at the helm of a ship overlooking the Chesapeake. Two screened porches and a second-story balcony provide multiple spaces to relax and enjoy the peaceful waterfront setting. The estate encompasses over 82 acres, including approximately 20 acres of upland, with the balance consisting of pristine waterfront, marshlands, and natural habitat. Private trails offer opportunities for hiking, wildlife observation, hunting, and exploring, while the property's private beach and dock provide direct access to boating, fishing, kayaking, and all that the Chesapeake Bay has to offer. Additional exterior improvements include the removal of all former beach pilings, installation of additional riprap for shoreline stabilization, and backfilling of the yard, further enhancing the property's usability and protecting the shoreline. Beyond its exceptional waterfront lifestyle, this property presents exciting future possibilities. The seller has obtained a conceptual site plan prepared by GMB of Salisbury outlining the potential placement of approximately 3–4 tiny homes within portions of the upland acreage. Buyers should review the listing documents for the proposed layout. Any future development remains subject to all required governmental approvals, permitting, environmental review, and applicable regulations. One of the property's most valuable features is its existing connection to city sewer, an uncommon and highly desirable amenity for a waterfront estate of this size that can significantly reduce future infrastructure costs. Steeped in history as the former headquarters of Albert Tallmadge LaVallette Jr.'s renowned terrapin enterprise, this remarkable estate has become one of Maryland's most recognizable waterfront landmarks. The property currently operates as a successful short-term rental, and the seller reports annual gross short-term rental income approaching $100,000, offering exceptional income potential while serving as a truly unforgettable waterfront retreat. Whether you're searching for a private estate, an income-producing investment, a family compound, or a once-in-a-lifetime Chesapeake Bay property, 1 Lavallette Road delivers unmatched history, privacy, recreation, development potential, and panoramic waterfront beauty. Fireplaces convey As-Is. Total acreage is approximately 82+ acres, including approximately 20 acres of upland. Furnishings included with acceptable terms.

1 Lavallette, Crisfield

Listing courtesy of Worthington Realty Group, LLC. Contact: 8558494663
$367,999
3 Beds ⋅ 2 Baths
Waterfront living at its finest! This 3-bedroom 2-bath A-frame home is perfectly situated on St. Peters Creek with direct access to the Manokin River, Tangier Sound and the Chesapeake Bay. Whether you enjoy boating, fishing, crabbing, or hunting, this property offers the ideal Eastern Shore lifestyle with a private dock and boat lift just steps from your door. Very close by, is The Deal Island Wildlife Management Area (13,000 plus public acres) that offers Whitetail deer, Sitka deer, turkey, duck and goose hunting. The interior features are highlighted by the floor-to-ceiling stone fireplace and expansive water views. The main level offers two bedrooms and a full bath, while the private upper-level primary suite includes a full bath and overlooks the spacious family room below. Relax on the deck while watching the water, spend the day exploring the Bay, or catch fresh fish and crabs for dinner right off your own dock. Whether you're looking for a full-time residence, a weekend getaway, or an investment opportunity, this waterfront retreat offers the perfect blend of comfort, charm, and coastal living.

27093 Point Rd, Princess Anne

Listing courtesy of Iron Valley Real Estate of Central MD. Contact: (410) 989-9896
$199,900
2 Beds ⋅ 1 Baths
Charming log cabin style home has been totally renovated to like new! Bright and airy kitchen with center island, new applances. Convenient stack washer dryer located in closet nearby. Open living room/dining area has a vaulted ceiling with a fireplace with stacked stone surround. Sliding glass door off of living room opens to a deck ready for the grill. Bathroom has walk in shower. Bedroom on first floor and a striking iron spiral staircase to the second floor loft bedroom. Large open front porch ready for those rockers! Great home for those who want to downsize.

2815 Calvary Rd, Crisfield

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$189,999
3 Beds ⋅ 2 Baths
Charming 3 bedroom 2 bath bungalow style home located outside the city limits of Crisfield. Home features a large enclosed front porch perfect for enjoying the serene nature of the Eastern Shore. Outside the carport and one car garage provide plenty of storage space for all of your fishing poles, crab pots, and a golf cart---essentials for country living along the Chesapeake Bay. Jenkins Creek public boat ramp is only a few minutes' drive and within an hour you can be to Chincoteague or Salisbury.

3223 Lawsonia Rd, Crisfield

Listing courtesy of The Land Group. Contact: (410) 934-3478
$124,900
2 Beds ⋅ 1 Baths
Welcome to your ultimate coastal escape! Tucked away at 153 S 4th St in the heart of Crisfield, Maryland, this pristine 2-bedroom, 1-bath home offers 900 square feet of low-maintenance, worry-free living. Built in 2015 and kept in absolutely perfect condition, this property is completely move-in ready. Step inside and feel immediately at home. The thoughtful layout makes the space feel bright, open, and incredibly inviting. In the kitchen, you’ll love the brand-new oven range, perfect for whipping up a coastal feast after a day on the water. Peace of mind comes built-in here, with a brand-new water heater recently installed to ensure everything runs flawlessly. Now, let's talk about the location because it is truly a water-lover's dream. Step out your front door, and you are a mere 2-minute walk to the sparkling water! Whether you are looking for a full-time, easy-living residence or the ultimate weekend retreat, this property is set up beautifully. There is plenty of great parking space to park your boat right on-site. Imagine hooking up the boat, heading down for a weekend away, and spending your days out on the Chesapeake Bay catching fresh blue crabs. When the sun sets, return to your quiet, clean, and modern haven to relax. Don't miss this rare opportunity to own a newer, immaculate home in Crisfield with unbeatable water access. Your perfect weekend getaway is waiting!

153 S 4th St, Crisfield

Listing courtesy of ERA Martin Associates. Contact: 4107491818
$318,900
3 Beds ⋅ 2 Baths
Closing help with full price offer! Eastern Shore waterfront living awaits you at Harbour Light, offering stunning views of the Tangier Sound for a fraction of the cost of most waterfront locations. This beautifully maintained home features 3 spacious bedrooms, 2 full baths, beautiful wood floors, third‑floor water views, and a 40' private deeded boat slip (D‑1)—all available immediately so you can start enjoying those unforgettable sunsets right away. Step inside to a home that feels completely renovated, clean, and move‑in ready. The centrally located kitchen offers abundant cabinet space, pantry, pull‑out base trays—now enhanced with a new refrigerator, new stove, new sink, new dishwasher, and new backsplash. Additional upgrades include fresh paint, a renovated bathroom, new sliding glass doors, new ceiling fans, new washer and dryer, a new programmable thermostat, and remote‑controlled blinds for effortless comfort. Enjoy beautiful water views from the living room, kitchen, primary bedroom, balcony, and screened porch. A separate laundry/utility room provides extra storage for pool gear or fishing supplies, while the exterior storage closet is perfect for tools, toys, and tackle. Elevator access, a heated community pool, and a pool house with men’s and women’s changing areas and a full bath house add exceptional convenience and comfort. The location is exceptional—close to medical offices, with a new medical annex opening soon, plus nearby shopping and walkable restaurants and cafés that make everyday living easy and enjoyable. Outdoor lovers will appreciate being just minutes from Janes Island State Park, Somers Cove Marina, Wellington Beach, and easy access to boating, biking, crabbing, and seasonal duck hunting. Crisfield offers year‑round charm with beloved local events including the Soft‑Shell Festival, Freedom Fest, Tangier Sound Music Festival, and the Crab & Clam Bake. Whether you're seeking a full‑time residence, a weekend escape, or an investment opportunity—this is coastal Eastern Shore living at its finest. internet/cable, water, security and a Deeded dock all included.

101 Williams St Unit #303, Crisfield

Listing courtesy of RE/MAX Real Estate Connections. Contact: 7037544341
$379,900
3 Beds ⋅ 2 Baths
Looking for a minimal maintenance home with all the bells and whistles? Brick rancher on 2.93 acres has been updated in all the best ways, completely remodeled kitchen, family room, dining room, primary bath and utility area. Encapsulated crawl space eliminates moisture related problems, limits allergens, and helps with heating and cooling bills. Roof, gutters and fascia were replaced in 2018 and 2017. Gorgeous kitchen with granite counters, wine bar, LVP flooring, stainless appliances. Primary bedroom has two walk in closets and another closet, double doors open to ensuite bathroom with deep soaking tub, walk in shower, quartz countertops. Large formal living room with fireplace for entertaining, family room also has wood burning fireplace, both have been cleaned, and are ready for a cozy fire! Single car garage has work bench and freezer. Landscaped and manicured lawn with patio overlooking back yard. Separate lot included in 2.93 acreage could be a building site. Don't forget the three season porch at the rear for your morning coffee! Air conditioning unit is just two months old!

26443 Asbury Ave, Crisfield

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$750,000
4 Beds ⋅ 2 Baths
Welcome to your own private waterfront retreat on the beautiful Tangier Sount. Nestled on approximately 1.87 acres, this exceptional property offers 4 bedrooms, two and a half bathrooms, and the perfect blend of Eastern Shore charm and coastal living. Enjoy breathtaking sunsets, panoramic water views, and direct access to the Chesapeake Bay from your private deep-water dock – ideal for boating, fishing, crabbing and all your waterfront adventures. The grounds are a nature lover’s dream, featuring a variety of mature fruit trees that create an orchard-like setting, along with three versatile outbuildings offering ample space for storage, hobbies, workshops or equipment. Whether you’re searching for a year-round residence, a weekend getaway or an investment opportunity, tis property offers endless possibilities. Experience the peaceful beauty of Deal Island, where waterfront living, abundant wildlife and unforgettable sunsets become part of your everyday lifestyle.

23163 Rolfe Ln, Deal Island

Listing courtesy of Keller Williams Realty. Contact: 3023600300
$725,000
4 Beds ⋅ 3 Baths
Escape to Maryland's Eastern Shore – Your Private Waterfront Retreat- Wake Up Each Morning to peaceful water views, spend your afternoons boating or kayaking on scenic Coulbourne Creek, and end your evenings watching spectacular sunsets from your deck or second-story balcony. Whether you're searching for a luxury second home, a waterfront vacation retreat, or an investment property with vacation rental potential, 5757 Dockside Lane, Marion Station, Maryland offers the Eastern Shore lifestyle you've been dreaming of. Built in 1971 and completely remodelled by the current owners in 2025, this move-in-ready waterfront home features 4 bedrooms and 2½ bathrooms. The thoughtfully designed floor plan includes 5 bedrooms, 1 full bathroom, and a half bath on the main level, making everyday living convenient while providing excellent accommodation for owners and guests. Upstairs are 2 additional bedrooms and a full bathroom, offering privacy for family, friends, or vacation renters. Nestled on 2.21 private acres, the property provides the perfect blend of waterfront beauty and seclusion. A decorative privacy fence surrounds the inviting inground swimming pool, creating your own private resort where you can spend sunny afternoons swimming, entertaining, or simply relaxing after a day on the water. Outdoor living is at the heart of this exceptional property. The spacious deck overlooking Coulbourne Creek is ideal for outdoor dining, entertaining, or enjoying the peaceful waterfront setting. The second-floor balcony offers another spectacular vantage point for watching wildlife, enjoying your morning coffee, or taking in breathtaking sunsets over the creek, or relax with your nightcap after a tiring day. Boating enthusiasts will appreciate that a permit for a new dock is already in place and may be transferred to the buyer, making it easier to begin enjoying life on the water. The previous dock offered approximately 4 feet of water at the dock with an approximately 7-foot-deep channel, providing protected water for many recreational boats. From your backyard, spend the day cruising Colbourne Creek, fishing, crabbing, kayaking, paddleboarding, canoeing, or exploring the countless creeks and coves that make Maryland's Eastern Shore such a treasured destination. This area is renowned for its outstanding recreational opportunities. Enjoy world-class fishing and crabbing, waterfowl and wildlife viewing, birdwatching, boating excursions, waterfront dining, local marinas, and charming historic towns. Whether you're looking for a quiet weekend escape or an active waterfront lifestyle, you'll discover the relaxed pace and natural beauty that continues to attract second-home buyers and vacationers year after year. The property also offers exciting future possibilities. Subject to all required permits and Planning and Zoning approval, a second dwelling may be constructed on the property, making it ideal for a guest house, multigenerational living, or additional vacation rental income. The property may not be subdivided, and buyers should verify all building requirements with Somerset County Planning and Zoning based on their proposed plans along with any other governmental agencies requiring approval. Whether you envision family gatherings by the pool, weekends on the water, evenings around the fire pit, or creating an exceptional vacation rental, 5757 Dockside Lane offers a rare opportunity to own a beautifully updated waterfront retreat where every day feels like a getaway.

5757 Dockside Lane, Marion Station

Listing courtesy of Keller Williams Select Realtors of Easton. Contact: 4106907356
$1,920,000
6 Beds ⋅ 4 Baths
Palatial High-Elevation 5-Acre Waterfront Estate: 5,600 SF All-Brick Rancher with In-Law Suite Please view the Fly-Through Video! Sprawling across five acres of high-elevation land along Wicomico Creek, this magnificent 5,600-square-foot, single-level all-brick rancher delivers an elite waterfront lifestyle. A long, stately driveway draws you past a perfectly manicured lawn and professionally landscaped grounds, creating a dramatic sense of arrival and absolute coastal privacy. The estate boasts premium proximity to the prestigious Wicomico Yacht Club and the scenic vineyards of Bordeleau Winery, offering an incredible maritime backdrop. Masterfully designed for the ultimate boating lifestyle, the waterfront features a private deep-water dock equipped with two boat slips. This setup provides effortless, unrestricted deep-water access, making it easy to cruise straight into the Wicomico River and out to the Chesapeake Bay and beyond! Complementing the maritime design is a massive four-car attached garage, providing abundant space for vehicle collections, water toys, and winter marine storage. Inside, the grand tour begins in the large, cathedral foyer, the true heart of the home. This dramatic entryway showcases custom floor tile, stately columns, and a magnificent Schonbek crystal chandelier that casts a brilliant glow over the entrance. From this central point, the home flows effortlessly into main living spaces where elegant tray ceilings add architectural depth. Soaring walls of glass frame breathtaking, panoramic water views from your high-elevation vantage point, while two cozy gas fireplaces add warmth and elegant focal points to these grand spaces. The culinary core features two separate, custom Quaker Made gourmet kitchens outfitted with high-end appliances, making this property unmatched for hosting grand gatherings. The single-story layout showcases six spacious bedrooms and 3.5 bathrooms, cleverly divided into two distinct wings. A beautiful, architecturally integrated breezeway separates the two living quarters, offering a peaceful, private transition into the fully independent in-law suite, which utilizes the second Quaker Made kitchen. This rare combination of acreage, high elevation, custom design, and premier deep-water dock access represents a once-in-a-generation opportunity. Located just a few hours from the DC and Baltimore metro areas and an hour from Ocean City and Assateague and other area attractions! Extensive Features Document available. Schedule a private tour of this fabulous estate today!

14265 Melody Dr, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$225,000
3 Beds ⋅ 2 Baths
Stay Tuned....Coming Soon!

30030 Greenspring Dr, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$425,000
2 Beds ⋅ 3 Baths
Coastal Country Living - this like-new two-story home sits on a 3.05+/- acre lot, offering the perfect blend of modern comfort and peaceful, rural privacy. Located on Crisfield Highway just minutes from downtown Crisfield while remaining incredibly connected—located just 4 miles from Route 13 for an easy commute. The Home - built in 2008 and fully renovated, this 3,271+/- sq ft home feels brand new and is entirely move-in ready. The 2,116 sq ft first floor is open-concept with the living room, kitchen, and dining room which lead to the four season room on the rear of the house. Also on the first floor is the primary bedroom and ensuite with soaking tub and direct access to the three-season room on the rear of the house; the second bedroom, and third room suitable for bedroom or office, and a full bathroom. Upstairs, the home offers incredible adaptability with a fully finished, climate-controlled second floor encompassing approximately 1,155 square feet. This vast, open canvas presents you the flexibility to use it in numerous ways including a play room, a media haven, a fitness studio, or additional private bedrooms. The 2-car garage is finished with wide steps leading to a second, unfinished bonus room for additional storage or can be finished for even more living space with private entrance. Entry from the garage into the house is through a large landing area with laundry and half bathroom. Surrounded by forest on three sides, the three acre parcel has a fenced in backyard and existing 12' x 24' shed with electric in place. The Perfect Location: Located just minutes from scenic biking and hiking trails, as well as local marinas for all your boating and recreational needs. This property offers the perfect balance: a quieter pace of life with room to grow, yet close enough to a major highway for easy access to Ocean City, Chincoteague, VA, and other local points of interest. It truly delivers the space you want and the convenience you need.

7220 Crisfield Hwy, Marion Station

Listing courtesy of National Land Realty, LLC. Contact: 4434128971
$10,000
small parcel land on Melvin White Road, Deal Island, Md can be used to store crab pots, boats.

parcel 210 Melvin White Rd, Deal Island

Listing courtesy of The Spence Realty Group. Contact:

$345,000
4 Beds ⋅ 3 Baths
Coming Soon plus Photos! This Diamond in the rough is set in a quiet country rural area of Somerset County in the Chesapeake Acres Subdivision. A four bedroom, 2.5 bathrooms, freshly painted throughout has a lot to offer, an ideal place to raise a family. Detached two car garage with a quick walk to your freshly painted rear deck to match the red shutters. Check out the kitchen all new updated Cabinets and Countertops. Dining room, living and family room big enough to host large family gatherings. The fourth bedroom can be used as an office. Paved driveway with enough parking for everyone. Check the front yard enough space to observe the beautiful sunset.

30784 Eden Allen Rd, Eden

Listing courtesy of The Spence Realty Group. Contact:

$569,000
3 Beds ⋅ 2 Baths
Welcome to 7940 Riverview. Located in the Waterside Village of Rumbley this beauty faces straight into the Tangier Sound/Chesapeake Bay!!! Pride of Ownership and attention to detail are evident both inside and out of this pristine property. This 3 Bedroom 2 Bath gem makes efficient use of every square inch of living space. The Primary Living Room is large enough for entertaining but isn't the only living space. Check out the Den which has Sliding Doors that face the Bay and has a propane fireplace for a cozy feel or to take the edge off on a cool day. Walkout from the family room to the spacious open deck or take cover in the screened in porch alongside. The Kitchen is ample enough to make meal prep a whiz and the breakfast nook is convenient for when the crowd is a little smaller. There is a dining area as well that can handle those larger get togethers. The Large Owners Suite is located on the opposite end of the home from the other two bedrooms giving all parties extra privacy! There are an ample mud room and a space currently used as an office if you have to bring work with you for your get away. The Fenced In area is great for pet detail and there is an Outdoor Shower to hose off after playing on the water. The Sturdy pier features a boat lift, cleaning station, electric supply and bench seating for your convenience. (P.S current owners catches Rockfish, Speckled Trout, and Red Drum right from his pier). The Rip Rap is well maintained, and the sea grasses help to prevent any washouts. There are three outbuildings for storage of all your work and play items as well. Owner would prefer to sell the home furnished so you can walk in drop the bags and enjoy. If you don't feel like cooking or want a night out... check out the Pit and Pub restaurant just down the street. When it comes time to launch or trailer your boat, the Rumbley Boat Dock is just around the corner. This beauty truly needs to be seen to be appreciated... Book your Showing Today!!!

7940 Riverview Rd, Westover

Listing courtesy of RE/MAX Advantage Realty. Contact:

$965,000
A truly rare opportunity to own 9.63 secluded Bayfront acres overlooking the breathtaking Tangier Sound and the Chesapeake Bay. This extraordinary property offers approximately 500 feet plus of shoreline, reinforced and protected with stone riprap, along with a private sandy beach—an exceptional feature for this Eastern Shore gem. Enjoy spectacular, postcard-worthy sunsets and panoramic views across the pristine coastal waters, where endless horizons create an unforgettable backdrop every day. The property includes an existing old home (no Value), several old outbuildings, and a 100-foot pier that pier requires rebuilding, the existing pilings appear to be in serviceable condition, providing an excellent foundation for restoring your private waterfront access. Comprised of five contiguous parcels with excellent road frontage and private gated driveway. This unique estate offers exceptional privacy, flexibility, and future potential. The surrounding waters are renowned for outstanding recreational opportunities, including abundant Chesapeake Bay blue crabs, striped bass (rockfish), fishing, boating, kayaking, and waterfowl. Whether you envision building a private family retreat, an estate property, or preserving an unmatched waterfront sanctuary, this offering represents a unique opportunities available on Maryland’s Eastern Shore. Properties of this size, privacy, and waterfront quality seldom become available. Experience the beauty, tranquility, and endless possibilities this remarkable bayfront property has to offer.

23145 Edelen Webster Rd, Deal Island

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty-WOC. Contact: 4105202600