1ststaterealtor.com Search Results

$399,999

Tucked away on **5 private acres**, this spacious **5-bedroom, 3-bath** home offers the flexibility and space that's hard to find. With an existing layout that could easily accommodate a **6th bedroom**, the lower level features its own living area and kitchen, making it an excellent setup for multigenerational living, rental income, or a private guest suite. Enjoy the outdoors from the **large rear deck**, complete with a **wheelchair ramp** and **chair lift** providing easy access to the main level. Outside, you'll find a **large two-bay outbuilding**, perfect for running a business, storing equipment, or tackling your favorite hobbies. A **circular driveway** provides plenty of parking and makes getting in and out a breeze. Whether you're looking for room to grow, a property with income potential, or the privacy of country living with versatile space, this home checks all the boxes.

5 Beds ⋅ 3 Baths

Tucked away on **5 private acres**, this spacious **5-bedroom, 3-bath** home offers the flexibility and space that's hard to find. With an existing layout that could easily accommodate a **6th bedroom**, the lower level features its own living area and kitchen, making it an excellent setup for multigenerational living, rental income, or a private guest suite. Enjoy the outdoors from the **large rear deck**, complete with a **wheelchair ramp** and **chair lift** providing easy access to the main level. Outside, you'll find a **large two-bay outbuilding**, perfect for running a business, storing equipment, or tackling your favorite hobbies. A **circular driveway** provides plenty of parking and makes getting in and out a breeze. Whether you're looking for room to grow, a property with income potential, or the privacy of country living with versatile space, this home checks all the boxes.

29523 Polks Rd, Princess Anne

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$70,000

Seeking peace and privacy in Somerset County? This 2-story, 2 bedroom, 2 full bathroom home sits well off the road and has large back yard. Located within 0.25 mile of downtown Pocomoke City and the Pocomoke Riverfront. Located approximately 25 miles from Salisbury University, 20 miles from Assateague Island National Park and 30 miles from the Ocean City Inlet. Restricted to owner-occupants, non-profits and government agencies through 8/18/2026. HUD Case #244-299703. Seller may contribute up to 3% of the buyer’s closing costs. Equal Housing Opportunity.

2 Beds ⋅ 2 Baths

Seeking peace and privacy in Somerset County? This 2-story, 2 bedroom, 2 full bathroom home sits well off the road and has large back yard. Located within 0.25 mile of downtown Pocomoke City and the Pocomoke Riverfront. Located approximately 25 miles from Salisbury University, 20 miles from Assateague Island National Park and 30 miles from the Ocean City Inlet. Restricted to owner-occupants, non-profits and government agencies through 8/18/2026. HUD Case #244-299703. Seller may contribute up to 3% of the buyer’s closing costs. Equal Housing Opportunity.

27834 Fairmount, Upper Hill

Listing courtesy of Brokers Realty Group, LLC. Contact: 8556872765

$439,500

Stunning Country Rancher with Endless Potential on Over 2 Acres! Welcome to 4565 Jacksonville Rd, a spacious and impeccably maintained 3,100+ sq. ft. rancher situated on a private 2.23-acre lot less than a mile from the scenic Janes Island State Park. Designed for comfort and effortless everyday living, this home features 4 generous bedrooms and 2 full and 1 half bathrooms. The expansive master suite serves as a true private retreat, accompanied by three additional oversized bedrooms boasting exceptional closet space. At the heart of the home, the inviting family room showcases a gorgeous brick fireplace framed by custom built-ins. An open-concept flow connects the family room to a formal dining room and a sprawling living room, making it ideal for hosting gatherings of any size. The well-appointed country kitchen offers abundant cabinet and counter space and seamlessly opens to a bright breakfast area. Additional highlights include a convenient home office tucked just off the oversized attached 2-car garage, central vacuum system, and classic touches throughout. Step outside to discover a private lot accented by beautiful mature trees, offering plenty of space to relax, play, or entertain. For hobbyists, entrepreneurs, or car enthusiasts, the property features a standout detached oversized 2-car garage, 2,400+ sq. ft. between the 2 levels, with a finished second level complete with drywall, electric, heat, a window-unit air conditioner, and its own convenient half bathroom. This bonus space is ready to serve as an incredible game room, or a home-based business setup (as it is currently used). Combining a peaceful, nature-rich setting—located just 3.0 miles from the Crisfield City Dock—with boundless versatility, this exceptional property is a must-see!

4 Beds ⋅ 3 Baths

Stunning Country Rancher with Endless Potential on Over 2 Acres! Welcome to 4565 Jacksonville Rd, a spacious and impeccably maintained 3,100+ sq. ft. rancher situated on a private 2.23-acre lot less than a mile from the scenic Janes Island State Park. Designed for comfort and effortless everyday living, this home features 4 generous bedrooms and 2 full and 1 half bathrooms. The expansive master suite serves as a true private retreat, accompanied by three additional oversized bedrooms boasting exceptional closet space. At the heart of the home, the inviting family room showcases a gorgeous brick fireplace framed by custom built-ins. An open-concept flow connects the family room to a formal dining room and a sprawling living room, making it ideal for hosting gatherings of any size. The well-appointed country kitchen offers abundant cabinet and counter space and seamlessly opens to a bright breakfast area. Additional highlights include a convenient home office tucked just off the oversized attached 2-car garage, central vacuum system, and classic touches throughout. Step outside to discover a private lot accented by beautiful mature trees, offering plenty of space to relax, play, or entertain. For hobbyists, entrepreneurs, or car enthusiasts, the property features a standout detached oversized 2-car garage, 2,400+ sq. ft. between the 2 levels, with a finished second level complete with drywall, electric, heat, a window-unit air conditioner, and its own convenient half bathroom. This bonus space is ready to serve as an incredible game room, or a home-based business setup (as it is currently used). Combining a peaceful, nature-rich setting—located just 3.0 miles from the Crisfield City Dock—with boundless versatility, this exceptional property is a must-see!

4565 Jacksonville Rd, Crisfield

Listing courtesy of RE/MAX Plus. Contact: 3018827567

$260,000

+/- 19.96 acres of commercial land for sale located in the Princess Anne Business Park in Princess Anne, MD. Zoning allows for a wide range of Lt. Manufacturing, warehousing, and other uses. Water & Sewer is available.

30750 Park Dr, Princess Anne

Listing courtesy of NAI Coastal. Contact: (410) 543-5115

$145,000

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.

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

$55,000

Investor special in Crisfield! This 5-bedroom, 2-bath home at 306 Myrtle St is priced to sell at just $55K as-is, offering a rare value-add opportunity in the historic waterfront community. Bring your tool belt, this solid structure has plenty of character and potential but needs renovations to reach its full value. Cash, hard money, or private money only. With comps in the area showing what full renovations can achieve, this is a great fix-and-flip or buy-and-hold candidate. Call today before it's gone.

5 Beds ⋅ 2 Baths

Investor special in Crisfield! This 5-bedroom, 2-bath home at 306 Myrtle St is priced to sell at just $55K as-is, offering a rare value-add opportunity in the historic waterfront community. Bring your tool belt, this solid structure has plenty of character and potential but needs renovations to reach its full value. Cash, hard money, or private money only. With comps in the area showing what full renovations can achieve, this is a great fix-and-flip or buy-and-hold candidate. Call today before it's gone.

306 Myrtle St, Crisfield

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$225,000

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.

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

$94,250

8.7± acres in the heart of Maryland’s beautiful Eastern Shore, offering a peaceful, wooded setting with convenient access to local marinas, fishing, crabbing, boating, and the abundant wildlife that makes Somerset County so special. Currently used for hunting, this property offers exceptional recreational opportunities today while also presenting potential for future possibilities. Based on conversations with Somerset County and the Maryland Department of the Environment (MDE), the property contains non-tidal wetlands; however, that does not preclude development. MDE advised that limited impacts may qualify for a streamlined authorization process, while larger impacts would require additional review and permitting. As with any rural property, buyers are encouraged to consult with their engineer, surveyor, and the appropriate regulatory agencies to determine the best location and design for any future improvements. The property may be reached via a strip of land from Deal Island Road or by way of a semi-private drive from Pine Pole Road. For showing instructions, additional property information, and the contact information for the Somerset County officials and Maryland Department of the Environment representatives familiar with this property, please contact the listing agent directly.

0 Deal Island Rd, Princess Anne

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact: (410) 524-0919

$189,900

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.

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

Priced to sell!! This charming and tastefully updated 1-bedroom, 1-bath home situated on an impressive 14.15± total acres spanning two separate parcels. This unique offering provides an exceptional opportunity for those seeking space, flexibility, and the tranquility of country living. The existing home (priced accordingly and as-is) is nestled on the smaller parcel, which is improved with its own septic system, while the larger parcel also has an existing septic system, creating exciting potential for future use, expansion, or additional improvements (subject to applicable approvals). Inside, the home offers a cozy and functional layout filled with natural light. Step outside and enjoy the beauty of the surrounding acreage, where you'll find abundant room to garden, explore, hunt, enjoy wildlife, establish trails, or create the self-sufficient homestead you've always envisioned. Whether you're looking for a private retreat, recreational getaway, family homestead, or an investment with future possibilities, this property delivers tremendous versatility. Opportunities to own 14.15± acres across two parcels with existing improvements are increasingly rare. Don't miss your chance to own this peaceful slice of the countryside and make it your own. Buyer and Buyer's Agent are responsible for performing their own due diligence and independently verifying all information contained herein, including but not limited to acreage, parcel information, septic systems, zoning, permitted uses, and any future development potential.

1 Beds ⋅ 1 Baths

Priced to sell!! This charming and tastefully updated 1-bedroom, 1-bath home situated on an impressive 14.15± total acres spanning two separate parcels. This unique offering provides an exceptional opportunity for those seeking space, flexibility, and the tranquility of country living. The existing home (priced accordingly and as-is) is nestled on the smaller parcel, which is improved with its own septic system, while the larger parcel also has an existing septic system, creating exciting potential for future use, expansion, or additional improvements (subject to applicable approvals). Inside, the home offers a cozy and functional layout filled with natural light. Step outside and enjoy the beauty of the surrounding acreage, where you'll find abundant room to garden, explore, hunt, enjoy wildlife, establish trails, or create the self-sufficient homestead you've always envisioned. Whether you're looking for a private retreat, recreational getaway, family homestead, or an investment with future possibilities, this property delivers tremendous versatility. Opportunities to own 14.15± acres across two parcels with existing improvements are increasingly rare. Don't miss your chance to own this peaceful slice of the countryside and make it your own. Buyer and Buyer's Agent are responsible for performing their own due diligence and independently verifying all information contained herein, including but not limited to acreage, parcel information, septic systems, zoning, permitted uses, and any future development potential.

6028 Cornstack Rd, Marion Station

Listing courtesy of ERA Martin Associates. Contact: 4107491818

$479,900

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!

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

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!

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

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!

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

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.

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

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.

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

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!

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

$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

$120,000

Step back in time at 3188 Boone Rd, a charming two-story Craftsman home built in 1900 that showcases timeless character with spacious rooms, original moldings, and a beautiful original staircase. Blending historic appeal with thoughtful updates, the home features energy-efficient mini-split heating and air conditioning, double-pane windows, and a cozy gas fireplace for those cool evenings. The main level offers a spacious eat-in kitchen, a large living room, a comfortable den, and a full bathroom. Upstairs, you'll find three generously sized bedrooms along with a convenient half bath. Whether you're drawn to the craftsmanship of a bygone era or looking for a home you can make your own, this property offers endless potential. Enjoy peaceful country living with a large yard and a storage shed that's perfect for woodworking, gardening, or additional storage. Come add your personal touch and make this classic home your own.

3 Beds ⋅ 2 Baths

Step back in time at 3188 Boone Rd, a charming two-story Craftsman home built in 1900 that showcases timeless character with spacious rooms, original moldings, and a beautiful original staircase. Blending historic appeal with thoughtful updates, the home features energy-efficient mini-split heating and air conditioning, double-pane windows, and a cozy gas fireplace for those cool evenings. The main level offers a spacious eat-in kitchen, a large living room, a comfortable den, and a full bathroom. Upstairs, you'll find three generously sized bedrooms along with a convenient half bath. Whether you're drawn to the craftsmanship of a bygone era or looking for a home you can make your own, this property offers endless potential. Enjoy peaceful country living with a large yard and a storage shed that's perfect for woodworking, gardening, or additional storage. Come add your personal touch and make this classic home your own.

3188 Boone Rd, Crisfield

Listing courtesy of Keller Williams Realty. Contact: 3028467839

$1,099,900

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.

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

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.

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

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.

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

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.

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

$318,900

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.

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

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!

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

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.

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

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.

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

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!

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