Refine Search
Sort by
709 W Main St, Crisfield
$1,800,000
GOLDSBOUROUGH MARINE IS A LONG - STANDING BOAT DEALER IN CRISFIELD, MD, KNOWN FOR SALES, SERVICE, & CUSTOM RIGGING ESPECIALLY FOR COMMERCIAL AND FIRE/RESCUE AND PLEASURE RECREATIONAL BOATERS. THEY SPECIALIZE IN MERCURY & YAMAHA OUTBOARDS AND BRANDS LIKE CAROLINA SKIFF, LOWE, C-HAWK, OFFERING NEW AND USED BOATS, PARTS AND TRAILERS, LIKE EZLOADER & LOAD-RITE. THIS IS A TURN KEY BUSINESS!! GOLDSBOROUGH HAS BEEN IN BUSINESS SINCE 1971. THE BUSINESS IS BEING SOLD AS IS, WITH ALL INVENTORY, COMPLETE SERVICE SHOP WITH 3 BAYS. THE BUILDING AND WORK SHOP ARE A COMBINED TOTAL 9240 SQ FT. THERE IS A 2 BAY WAREHOUSE ON THE MAIN LOT AND INCLUDED IN SALE IS 3 LOTS ACROSS THE STREET IS A BOAT RAMP THAT IS OWNED BY BUSINESS. GOLDSBOROUGH MARINE IS CONVENTLY LOCATED NEXT TO THE 2ND LARGEST MARINA IN MARYLAND WITH 515 BOAT SLIPS. CRISFIELD IS A HUD FOR FISHING, SAILING CRUISING. THIS MAKES THE BUSINESS VERY BUSY WITH TRANSIENT & RECREATIONAL BOATERS WHO CAN WALK OR DRIVE TO GOLDSBOROUGH. THE DEALERSHIP HAS REMAINED THE TOP RATED MERCURY MARINE DEALER (division of Brunswick Corp) FOR THE PAST 48 YEARS, SERVING THE CHESAPEAKE BAY AREA WITH QUAILTY SALES & SERVICE. GOLDSBOROUGH MARINE IS A PLATINUM DEALER, WITH ONE MASTER TECHNICIAN & ONE CERTIFIED TECHNICIAN.

709 W Main St, Crisfield

Listing courtesy of LAIRD & ASSOCIATES. Contact:

101 N 7th St, Crisfield
$1,800,000
ALL SHOWINGS ARE BY APPOINTMENT ONLY---- A comprehensive data sheet on the facility is available in the documents sections of this listing. A full brochure on the property is available in the documents section of this listing by contacting the listing agent or your agent. ---- The Handy Seafood Processing facility is located in historic Crisfield Maryland on the Little Annemessex River. This waterfront facility primarily processes soft crabs, oysters, and value-added items such as crab cakes and breaded seafood items but can be adapted for a variety of different products. Opportunities range from capitalizing on the region's renowned seafood with aquaculture and seafood processing to attracting tourists through recreational offerings like boat tours and waterfront event venues. The facility waterfront is fully bulkheaded. There are two building pad areas on site that can be used for constructing additional structures. ---- R&D Test Kitchen Office and Warehouse Areas With Dock High Access Automatic LED Light System 24-7 Monitoring Security System

101 N 7th St, Crisfield

Listing courtesy of SVN/Miller Commercial Real Estate. Contact:

2735 Lloyd Webb Rd, Crisfield
$1,499,000
3 Beds ⋅ 1 Baths
Presenting, Lawson Marsh, Crisfield, Maryland – 1119.42+- acres. The habitat value of Lawson Marsh is significant both today as it was in the mid-1900s when the Ward Brothers were perfecting their decoy carving craft along Jenkins Creek and Lawson Marsh. This property includes a 7.43+- acre parcel on Lloyd Webb Rd featuring a 1,250 sq ft lodge. On the opposite side of the property along the shoreline, the various recreational activities are enhanced through the use of the cabin with pier to access the vast amount of acreage and to extend your stay on the marsh and water, as well as the offshore blind. The salt marsh has miles of shoreline on Broad Creek, the Little Annemessex River, and through many guts including Landing Gut, Straight Gut, and Massey Creek providing numerous waterways to the interior. The estuarine marsh is characterized by the typical flora that being salt hay (Spartina patens) on the high marsh and cord grass (Spartina alterniflora) on the lower parts of the marsh. A complex of salt marsh ponds dominates the landscape of Lawson Marsh. The salt marsh ponds, together with the complex of creeks and high marsh habitats provide critical wintering habitat to wintering waterfowl throughout the migratory season. The entire shoreline is licensed with DNR for waterfowl hunting. the lodge, built in 2020, offers the opportunity for long stays on the property. There is a large, paved parking area to keep your vehicles, including trailers. The three-bedroom lodge provides plenty of sleeping quarters with the existing double beds and bunk beds. The lodge has a screened-in porch, heating and air conditioning, a water treatment system, and washer and drying for all-season use. The lodge is elevated with the garage at ground level. The lodge is being sold furnished including the Evans custom boat, built to navigate shallow water, and Argo From the shoreline, there is a large offshore blind, a 115’ perpendicular pier with fish cleaning station where you can tie up to access the cabin. The ground on which the permitted cabin was built was raised 22” and the cabin is elevated on over 6’ pilings and reinforced with hurricane braces. The pilings are enclosed with a single door on one end and a double door on the other end to secure and store equipment. Built approximately 15 years ago, the cabin has a 16’ x 22’ living area, 8’ x 6’ porch with storage closet, and bunk beds to sleep six. There is a permitted composting toilet, propane is brought in for lights, heat, stove, and refrigerator.

2735 Lloyd Webb Rd, Crisfield

Listing courtesy of The Land Group. Contact:

1 Lavallette, Crisfield
$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. 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:

1 Lavallette, Crisfield
$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.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:

4395 Crisfield Hwy, Crisfield
$900,000
Marshall’s Marine, LLC, a premier full-service marine facility, is now available in Crisfield, Maryland. Located on Crisfield Highway, Route 413, this expansive property spans three acres and features six meticulously designed buildings. Building #1 has a storefront, retail space, and a separate office. Building #2 is currently an occupied rental space, featuring a spacious layout with ample workspace and plenty of shelving. Building #3 offers a massive open air, general-purpose space, with 13 foot ceilings, and a separate 12x12 insulated garage door for forklift access to the loft/storage area above. Two workshops, side-by-side connect the general workspace to the two newly constructed bay areas. These large bay areas - buildings, #4 and #5 both have 16-foot ceilings, 14x14 insulated garage doors, insulation, LED lighting, and fans. Bay #4 features wooden wainscoting, heating and air conditioning. Bay #5 has metal walls, ventilation, and a plenty of workspace. Building #6 with 11 foot ceilings is another open-air general-purpose space equipped with ventilation and lighting, as well as a separate large office space. Outside the property, the parking lot features more than 100 parking and storage areas and a large open-ended metal storage which houses machinery used throughout the property. Other amenities include public water and sewer services and modern electric upgrades-200 amp service. This boat storage, expert business, with repair and maintenance, and retail storefront, all provide a comprehensive marine hub. With its strategic location and versatile design, this property is poised with limitless possibilities for the right entrepreneur.

4395 Crisfield Hwy, Crisfield

Listing courtesy of Wilson Realty. Contact:

26835 & 26841 Roland Tyler Rd, Crisfield
$895,000
4 Beds ⋅ 2 Baths
Presenting 26835 Roland Tyler Road, a distinguished, gated estate encompassing approximately twenty acres with direct waterfront access to Johnson’s Creek, which opens to ape Hole and then Big water of the Sounds. A private asphalt drive, flanked by mature crape myrtles, four brick lighted pillars, and a professionally riprapped drainage swale, establishes a refined approach. The circular drive and dedicated hardscaped parking pad provide ample guest parking. The grounds comprise roughly twelve acres of mature timber with income potential and eight acres of marshland, creating a serene natural sanctuary with direct water access. This property supports a wide range of outdoor pursuits. Sportsmen will appreciate opportunities for deer, turkey, and waterfowl hunting, as well as crabbing, fishing, and boating from the creek. The tranquil setting is equally suited to nature observation, birdwatching, and peaceful walks with sweeping marsh views. Homestead amenities include a chicken coop, raised garden beds, a greenhouse, and extensive landscaping. A private road extends to the water for convenient shoreline access and small-craft launch, and a substantial outbuilding accommodates storage and large-scale outdoor entertaining, including traditional crab feasts. For equestrian interests, there is ample acreage for future pasture, and select existing structures are adaptable for stalls or weather shelter. Approached via a hardscaped walk, the brick-front country porch opens to interiors distinguished by quality construction, custom millwork, and handsome hardwoods. The formal dining room features picture-frame wall detailing, dental crown molding, extensive chair rail, and hardwood flooring. The family room offers a brick fireplace with a gas insert and a wood-beamed ceiling for inviting, four-season comfort. The chef’s kitchen is appointed with brick flooring, a generous seating island, granite countertops, a tiled backsplash, a farmhouse sink, stainless steel appliances including double ovens and a cooktop, a premium refrigerator, dual pantries, and a wood-beamed ceiling. Adjacent to the kitchen, a private four-season laundry suite presents a cathedral wood ceiling, bay and transom windows, LVP flooring, a sliding barn door, custom doors and shutters, abundant cabinetry, and an additional exterior entry, and it is equipped with a front-loading washer and dryer (gas). The primary suite is a restful retreat with hardwood floors, a cathedral wood-beam ceiling, wainscoting below the chair rail, a sliding door to a private deck, pocket and custom barn doors, a large walk-in closet, and an adjoining reading or study room, with the safe conveying. The en suite bath includes a tiled walk-in glass shower, tiled flooring, dual granite vanities, and a soaking tub. On the main level, an additional bedroom currently utilized as an office offers a walk-in closet, a bay window, LVP flooring, and access to a nearby full bath. The upper level provides two additional bedrooms—one with a walk-in closet—highlighted by knotty pine ceilings and floors and knee-wall storage, reached via a custom wood staircase with picture-framed wall detailing. Systems and enhancements include a private generator, an encapsulated crawl space with dehumidifier, recessed lighting throughout, public water service with reverse osmosis filtration, a Rinnai gas tankless water heater for on-demand hot water, an ADT security system, and Andersen and Pella windows. In summary, 26835 Roland Tyler Road offers a rare combination of privacy, recreational opportunity, and craftsmanship in a classic Eastern Shore setting. Private showings are available by appointment.

26835 & 26841 Roland Tyler Rd, Crisfield

Listing courtesy of ERA Martin Associates. Contact:

West Main St, Crisfield
$775,000
Hi Folks. This is one of the most unique properties I have ever offered for sale. Mixed use is the best way I can think to identify this parcel. Located in Crisfield at the foot of the infamous Crisfield dock, aka, "The Depot". On the ground floor on Main St. is situated an fine apartment; next to it is an operating cafe; next to it is an ice cream shop. Around back is an upstairs apt and downstairs is an apartment that has been modified into a light duty mechanic shop. There is one photo. The videos tell the rest of the story. There are 4 short videos taken in series. Recently I attended a Crisfield municipal gathering and was delighted to learn about hundreds of millions of dollars being invested publicly and privately in the town. All offers warmly welcomed and carefully considered. Thank you.

West Main St, Crisfield

Listing courtesy of Rico Realty, LLC. Contact:

26128 Byrd Rd, Crisfield
$689,000
4 Beds ⋅ 4 Baths
Make your dream home more affordable with interest rates starting as low as 4.875% in year one, 5.875% in year two, and 6.875% in year three through a 3-2-1 temporary rate buydown program! Permanent note rate of 7.875% applies beginning in year four. Qualified buyers may enjoy significant monthly savings during the first three years! For details, contact Joshua David, The JJD Mortgage Group at Vellum Mortgage, NMLS #885983, Rates subject to change. Financing subject to qualification, lender approval, and buydown funding. Contact lender for APR and complete terms. Welcome to your private waterfront retreat, where sweeping views of the Little Annemessex River can be enjoyed from nearly every room. Nestled on approximately four and half acres, this spacious four bedroom, three and-a-half bath home offers a rare combination of privacy, comfort, and true Eastern Shore waterfront living. Step inside through the impressive foyer, with a conveniently located powder room nearby, and continue into the main living area featuring soaring vaulted ceilings and beautiful crown molding. Just beyond the living room, a light-filled sunroom showcases expansive windows overlooking the river is an ideal place to unwind while taking in the breathtaking colors of the sunrise and sunset over the water. The main living space flows effortlessly into the gourmet kitchen, complete with custom cabinetry and plenty of room for cooking and entertaining. The first-floor primary suite provides a peaceful retreat with a spacious en-suite bath featuring a walk-in shower, large jetted tub, and double vanities. A separate wing of the home offers two additional bedrooms and a full hallway bath, providing privacy and flexibility for family or guests. Above the oversized two-car garage is a private guest or in-law suite featuring a generously sized bedroom, full bath, and large walk-in closet. The home also offers abundant attic storage with the potential for additional finished space, if desired. Outside, the expansive rear deck creates the perfect setting for family gatherings, outdoor entertaining, or quiet evenings surrounded by nature and spectacular waterfront views. A dock permit has already been approved by the Maryland Department of the Environment, giving the future owner the opportunity to create direct boating access just steps from home. For added peace of mind, the home has already been pre-inspected, allowing buyers to move forward with greater confidence. Whether you are searching for a year-round residence or a peaceful waterfront escape, this exceptional property offers the space, scenery, and lifestyle to enjoy everything the Chesapeake Bay region has to offer. Additional parcel at front of property with separate tax id will also be included with the sale for a final total of 5.356 acres.

26128 Byrd Rd, Crisfield

Listing courtesy of Keller Williams Realty. Contact:

14 Hammock Pointe, Crisfield
$649,900
4 Beds ⋅ 2 Baths
Discover a side of waterfront living that feels worlds away from the crowds. Set along the Chesapeake Bay in Crisfield, this distinctive Hammock Pointe property offers expansive water and marsh views, incredible sunsets, abundant wildlife, and the laid-back Eastern Shore lifestyle buyers dream about. Custom built by the owner and recognized as the first home constructed on steel piers in Crisfield, this one-of-a-kind residence was designed to embrace its coastal surroundings while standing apart in both craftsmanship and character. Inside, soaring ceilings reaching approximately 36 feet create a dramatic sense of space, complemented by wide-plank hardwood flooring, concrete countertops, and a gas fireplace. Built-in storage and closets add functionality, while the open living areas make the home ideal for gathering after a day on the water. Offering 4 bedrooms and 2 bathrooms, the layout provides flexibility for hosting family and guests, whether for full-time living or weekend escapes. A metal roof adds lasting appeal, and two storage areas provide room for kayaks, fishing gear, and all the essentials that come with waterfront living. Outside is where this home truly shines. Launch the kayaks, explore the surrounding creeks and marshes, watch egrets, ducks, and other wildlife pass by, or simply settle in as the sun drops over the bay. Whether you’re searching for a full-time residence, weekend escape, or a one-of-a-kind Eastern Shore retreat, Hammock Pointe offers something increasingly hard to find: space, scenery, and waterfront tranquility without the beach-town crowds. Come experience Crisfield and see why life on the Chesapeake is different here.

14 Hammock Pointe, Crisfield

Listing courtesy of Hileman Real Estate-Berlin. Contact:

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

1 Dock St Unit 402, Crisfield

Listing courtesy of ERA Martin Associates. Contact:

4974 Annemessex Rd, Crisfield
$474,900
3 Beds ⋅ 2 Baths
Beautifully maintained 3-bedroom, 2-full bath waterfront brick ranch home situated on a canal in the charming waterfront community of Annemessex Ridge. Nestled on a large corner double lot, this property offers the perfect blend of comfort, convenience, and coastal living. Inside, you’ll find a spacious open floor plan designed for easy entertaining and everyday living. Relax year-round in the inviting 3-season room overlooking the canal, or step outside to the rear deck and patio complete with a hot tub where you can unwind while listening to the peaceful sounds of the water along your private dock. Boating enthusiasts will love the newer boat lift, making it easy to keep your boat ready for a day on the water at a moment’s notice. The property is equipped with impressive 320-amp electric service, including electric at the dock and an RV hookup along the side of the home perfect for hosting friends and family traveling with a camper. Additional highlights include a large side-entry 2-car garage, generous outdoor space, and all the advantages of waterfront living. This exceptional home is the perfect retreat for anyone looking to enjoy life on the water. THE FOLLOWING ITEMS HAVE BEEN UPDATED: 1. NEW ROOF, 2. WASHER/DRYER, 3. KITCHEN COUNTERS AND APPLIANCES, 4. MAIN BATHROOM - 2025, 5. NEW BOAT LIFT - 2024, 6. HOT TUB 2024, 7. ELECTRIC SERVICE (320 AMP), 8. 50 AMP RV CIRCUIT AND SPOT TO PARK, 9. SHED 12X24, 10. HEAT PUMP, 11. BLOWN IN INSULATION IN ATTIC, 12. POWER AT THE DOCK

4974 Annemessex Rd, Crisfield

Listing courtesy of RE/MAX Eagle Realty. Contact:

5111 Old Auger Rd, Crisfield
$450,000
3 Beds ⋅ 3 Baths
Discover the perfect blend of coastal charm and modern luxury in this stunning 3-bedroom, 3-bathroom home nestled in the desirable Annemessex Ridge community. With some renovations done 2025, this property promises to elevate your living experience to new heights. Step inside to find an inviting interior that boasts a traditional floor plan, ideal for both entertaining and everyday living. The gourmet kitchen is a chef's dream, featuring ample counter space and a cozy breakfast area that invites casual dining. The family room, conveniently located off the kitchen, is perfect for gatherings, while the elegant dining area sets the stage for memorable dinner parties. Retreat to the primary bedroom, where you will canal views create a serene escape. Outside, the property shines with extensive hardscaping and beautifully landscaped grounds, offering a picturesque setting for relaxation and outdoor activities. Enjoy the tranquility of your private canal-front lot, complete with 90 feet of waterfrontage and a private dock site, perfect for boating enthusiasts. Community boat launch ramp, your aquatic adventures await just steps from your door. The expansive 0.47-acre lot features bulkheaded and rip-rapped areas, ensuring both beauty and functionality. Spend your evenings on the porch or patio, soaking in the stunning water views and the gentle sounds of nature. Located in a peaceful canal setting, this home offers the perfect balance of privacy and accessibility. Enjoy the convenience of nearby amenities while relishing the tranquility of waterfront living. With an attached carport and ample driveway space, parking is a breeze. This exceptional property is not just a home; it's a lifestyle. Embrace the coastal living experience and make this dream home your reality. Don't miss the opportunity to own a piece of paradise in Annemessex Ridge! Possible owner is owner financing.

5111 Old Auger Rd, Crisfield

Listing courtesy of LAIRD & ASSOCIATES. Contact:

4401 Beechwood Pl, Crisfield
$419,900
5 Beds ⋅ 2 Baths
Discover effortless coastal living in this spacious one-story home set on .93 acres in charming Crisfield, Maryland. Offering 5 bedrooms, 2 full bathrooms and 3,552 sq ft, this residence delivers space, comfort and versatility both indoors and out. Recent updates include new flooring throughout, new kitchen cabinets, counter tops and appliances creating a move-in-ready feel! Outside, enjoy your own private pool and pool house with a bathroom, enclosed within a fenced area ideal for relaxing or entertaining. The large laundry room and bonus room lead out to the two car garage, offering ample storage space. Crisfield is known for its laid back coastal charm, waterfront heritage and breath taking sunsets that make evenings unforgettable. Whether you're seeking a full-time residence or a serene retreat, this property offers room to breathe and a lifestyle inspired by Maryland's Eastern Shore.

4401 Beechwood Pl, Crisfield

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

106 Waters Edge Dr Unit 106A, Crisfield
$375,000
4 Beds ⋅ 4 Baths
Experience coastal living in this end-of-row townhouse nestled in the prestigious Waters Edge community. With 2,050 square feet of meticulously designed space, this residence boasts four spacious bedrooms and three and a half bathrooms, offering an open floor plan that seamlessly blends comfort and tranquility. Step inside to discover high-end finishes, including new lvp flooring and ceramic tile, complemented by an inviting gas fireplace that sets the perfect ambiance for cozy evenings. Bask in the breathtaking views of the Chesapeake Bay from your private dock, where you can indulge in water activities or simply unwind while soaking in the serene surroundings. The community amenities include an outdoor pool, perfect for relaxation and social gatherings. Located in a bayside paradise, this property offers not just a home, but a lifestyle. Enjoy the convenience of nearby shopping, dining, and recreational activities, all while being enveloped in the tranquility of waterfront living. With a deeded single-slip dock, your boating adventures await just steps from your door. This is more than a residence; it's an exclusive retreat that promises a life of relaxation and leisure. Don't miss your chance to own a piece of this coastal dream! Photos are AI staged.

106 Waters Edge Dr Unit 106A, Crisfield

Listing courtesy of EXP Realty, LLC. Contact:

26443 Asbury Ave, Crisfield
$367,900
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. Asphalt driveway has been recently resealed. 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. Located outside of the city limits, no city taxes, but has public water and sewer. Seller had a home inspection done for added buyer piece of mind! (Available with offer). This home is a real gem.

26443 Asbury Ave, Crisfield

Listing courtesy of Wilson Realty. Contact:

103 Williams St Unit 615, Crisfield
$339,999
3 Beds ⋅ 2 Baths
Nestled in the Harbour Light Condos, this exquisite Penthouse bayfront residence offers a luxurious lifestyle defined by elegance and comfort. With stunning views of the bay, harbor, and marina, this property is a true sanctuary. The secure entrance to the building ensures peace of mind, while the beautifully landscaped common grounds invite you to explore the community. Enjoy the convenience of an elevator that whisks you to your private retreat on the top floors. Step inside this spacious 1,436 sq. ft. unit, where an inviting ambiance awaits. The open layout seamlessly connects the living, dining, and kitchen areas, perfect for entertaining or enjoying quiet evenings at home. A cozy fireplace adds warmth and charm, creating a focal point for gatherings. Large windows bathe the space in natural light, framing breathtaking views of the water. Whether you're preparing a casual meal or hosting a lavish dinner party, this kitchen is designed for both functionality and style. Retreat to the master suite, where tranquility reigns and wake up to the views of the water daily. Two additional bedrooms provide ample space, and one of the bedrooms provides direct access the the 2nd bathrooms to ensure comfort for all. Step out onto your private balcony or screened porch to savor the gentle bay breezes and stunning sunsets. With secure storage right in front of your door and ample parking, every detail has been considered for your convenience. Located on the waterfront, this property offers direct access to the river, ideal for boating enthusiasts and nature lovers alike. The vibrant surroundings provide a plethora of recreational opportunities, from waterfront dining to scenic walks along the shore. Experience the ultimate in luxury living at Harbour Light Condos, where every day feels like a vacation. Boat Slip Included in Sale as well as all the furniture.

103 Williams St Unit 615, Crisfield

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

101 Williams St Unit 405, Crisfield
$338,900
3 Beds ⋅ 2 Baths
NEW PRICE + BUYER INCENTIVE! Sellers are offering $5,000 in buyer concessions toward closing costs or an interest rate buy-down with an acceptable offer! **PRE-INSPECTED and ready for you!!** — giving you added peace of mind and making this an opportunity you don’t want to miss. Welcome to Harbour Lights Condos—where coastal living meets effortless comfort in the heart of Crisfield, known as the Crab Capital of the World! This 4th-floor unit with a wraparound balcony offers breathtaking, front-row views of stunning sunsets over the water—plus the ultimate bonus of enjoying July 4th and National Hard Crab Derby fireworks right from your own private space. Lovingly maintained by the **original owners since its 2006 build**. Offering 3 bedrooms and 2 full bathrooms, the spacious layout features hardwood flooring throughout the living areas and bedrooms, creating a warm and cohesive feel. The primary suite includes direct access to the screened-in balcony, perfect for quiet mornings or winding down in the evening. Additional updates include a new HVAC system (2019), new screens in the screened balcony, and a few new transom windows. This unit is being sold partially to fully furnished (see MLS documents for exclusions), making it an easy move-in or turnkey vacation property. You'll also enjoy a private storage closet, elevator access, and access to the community pool. For boating enthusiasts, boat slips are available for purchase through the condo association or may be rented, placing you right near the water for endless summer days. Located just minutes from Janes Island State Park and Somers Cove Marina, this area is a dream for outdoor lovers—whether it's boating, biking the trail, crabbing, or even duck hunting in season. Enjoy year-round charm with local favorites like: * Soft Shell Festival * Freedom Fest * Tangier Sound Music Festival * Crab and Clam Bake Whether you're looking for a full-time residence, a weekend escape, or an investment opportunity—this is coastal Eastern Shore living at its finest.

101 Williams St Unit 405, Crisfield

Listing courtesy of Keller Williams Realty. Contact:

205 N Somerset Ave, Crisfield
$334,900
4 Beds ⋅ 2 Baths
Step into the character and craftsmanship of a charming 1928 Craftsman home, beautifully restored to its current aesthetic while preserving the warmth and appeal of its era. Beautifully refinished, original pine flooring runs throughout the home, complemented by replacement windows, a roof less than five years old, two-zone central heating and air conditioning, and a walkout basement. A full-floor attic provides an abundance of additional storage, while the renovated bathrooms blend classic charm with modern comfort. The heart of the home is the beautifully appointed kitchen, featuring floor-to-ceiling tile, rich walnut Boos Block countertops, a six-burner professional range and oven with pot filler, stainless refrigerator, and Bosch dishwasher. Just off the kitchen, a dedicated butler's pantry adds exceptional functionality with a coffee bar and ample storage. A small mudroom conveniently houses the stackable washer and dryer. The renovated bathroom is a true retreat, featuring beautiful tilework, a marble-topped sink, and a walk-in tiled shower, while another fully renovated tiled bath offers the luxury of a jetted tub. Summer living takes center stage outdoors, where a large screened pavilion with a stamped-concrete floor and metal roof creates an inviting gathering space for grilling, entertaining, and enjoying warm coastal evenings. The completely fenced rear yard provides privacy and includes a garden area with a maintenance-free stone surface and raised beds ready for summer vegetables. Fig, raspberry, and blackberry plantings add an extra touch of garden-to-table charm. A detached, metal-sided and metal-roofed 24' x 20' garage provides space for a vehicle, along with workbenches for projects and hobbies. With its combination of character, practical updates, exceptional outdoor living, and versatile spaces, this distinctive property offers a wonderful opportunity to embrace the relaxed coastal lifestyle of the City of Crisfield. Enjoy easy access to the Smith Island Ferry, the Chesapeake Bay, and the boating, fishing, crabbing, and waterfront experiences that make this Eastern Shore community so special.

205 N Somerset Ave, Crisfield

Listing courtesy of Compass. Contact:

112b Sunset Cir Unit 112B, Crisfield
$320,000
3 Beds ⋅ 4 Baths
Welcome to 112-B Sunset Cir in Crisfield! Experience the best of coastal living in this beautiful 3-bedroom, 3.5-bath end-unit home offering space, flexibility, and incredible community amenities. Perfectly positioned just steps from the water, this property includes your very own boat slip (5-D) only a short walk away. This makes it effortless to spend your days out on the bay! Inside, the home features a bright open-concept layout that seamlessly connects the kitchen, dining, and living areas. Ideal for both everyday living and entertaining. A standout feature is the entry-level bedroom suite, complete with a walk-in closet and private full bathroom, providing comfort and convenience for guests or multi-generational living. Upstairs, you'll find the spacious primary suite, designed as a true retreat with a cozy seating area and a walk-in cedar closet with a closet system. The ensuite bathroom includes a soaking tub, separate glass-enclosed tile shower, double vanity, and private water closet. The upstairs loft/flex space offers endless possibilities; perfect for a 4th bedroom, playroom, office, or additional family living space. Step outside and enjoy low-maintenance, maintenance-free living with no yard work required. Directly across from your front door is the community in-ground pool, making it easy to relax and unwind. The neighborhood also features a community beach, playground, pier, and your private boat dock/slip, creating the ultimate waterfront lifestyle. This is coastal living at its finest! Schedule your private showing today.

112b Sunset Cir Unit 112B, Crisfield

Listing courtesy of Whitehead Real Estate Exec.. Contact:

1 Dock St Unit 301, Crisfield
$300,000
3 Beds ⋅ 2 Baths
Imagine starting your morning with coffee on the balcony, watching the boats come and go from Somers Cove Marina while taking in the beautiful views of Tangier Sound. From working watermen and charter boats to pleasure boats heading out for a day on the water, including the ferry making its runs to Smith Island, there's always something interesting to see from this third-floor condo at Captain's Quarters in Crisfield. And with its western exposure, you'll have a front-row seat to those spectacular Eastern Shore sunsets. Beautifully maintained and offering more than 1,500 square feet of living space, this three-bedroom, two-bath home is designed for comfortable living and easy entertaining. The open living area features a gas fireplace and sliding doors to the balcony, where the waterfront scenery becomes part of everyday life. The kitchen offers granite countertops and plenty of space for preparing meals, whether it's a quiet dinner at home or a gathering with friends. The spacious primary suite has its own balcony access, beautiful water views, a generous walk-in closet, and a private bath with a soaking tub and separate tile shower. The condo is also available furnished with quality furnishings, making it an appealing choice for a weekend retreat or full-time residence. Overlooking the entrance to Somers Cove Marina, you'll have a front-row seat to the boating activity that makes Crisfield such a special waterfront community. Nearby Janes Island State Park offers kayaking, fishing, nature trails, and opportunities to explore the area's beautiful waterways and natural surroundings. Whether you're looking for a peaceful place to call home or a getaway where you can leave the everyday routine behind, this is a wonderful opportunity to enjoy the Tangier Sound lifestyle without the upkeep of a single-family home.

1 Dock St Unit 301, Crisfield

Listing courtesy of Real Broker, LLC - Salisbury. Contact:

103 Williams St Unit 416, Crisfield
$299,999
3 Beds ⋅ 2 Baths
Waterfront Living on the Chesapeake Bay! Now offered at $299,999, this beautiful waterfront condo in Harbour Lights offers an incredible opportunity to enjoy the Chesapeake Bay lifestyle you've been dreaming of. This well-maintained, one-owner condo features 3 bedrooms, 2 full baths, and has never been used as a rental. Wake up to breathtaking bay views from the large windows and enjoy spectacular sunrises and sunsets from your private balcony. Whether you're sipping your morning coffee or unwinding after a day on the water, the views are simply unforgettable. Included with the property is your own deeded boat slip in the private marina, making this a perfect home for boating enthusiasts and waterfront lovers alike. Residents enjoy: Waterfront pool Secure building access Elevator service Private marina Low-maintenance waterfront living Located in Crisfield, Maryland, the Seafood Capital of the World, you'll be just minutes from Jane's Island State Park and a short boat ride from Smith Island and Tangier Island. Whether you're looking for a year-round residence, a weekend getaway, or a summer retreat, this is your chance to own a piece of paradise on the Chesapeake Bay. Contact me today for your private showing before this waterfront gem is gone!

103 Williams St Unit 416, Crisfield

Listing courtesy of ERA Martin Associates. Contact:

103 Williams St Unit 213, Crisfield
$299,000
3 Beds ⋅ 2 Baths
WATERFRONT CONDO | DEEDED BOAT SLIP | EXCEPTIONAL SUNSET VIEWS | RECENT UPDATES! Enjoy the Chesapeake Bay lifestyle from this beautifully maintained, fully furnished 3-bedroom, 2-bath waterfront condominium at Harbour Light. Located on the 2nd floor, Unit 213 offers approximately 1,436 square feet of comfortable living space, beautiful water views, a private balcony and a deeded boat slip—an exceptional combination for boaters, weekend getaways or a low-maintenance second home. Step outside to the private balcony and take in the waterfront setting and spectacular sunset views over the Tangier Sound. The deeded boat slip provides convenient access to Tangier Sound and the Chesapeake Bay, making this an ideal home base for boating, fishing, crabbing and exploring the Chesapeake. Recent improvements include updated kitchen appliances, updated washer and dryer, new hot water heater, LVP flooring and a replaced heat pump. Crisfield's location on Maryland's Eastern Shore provides convenient access to Ocean City, MD; Chincoteague, VA; Berlin, MD; Salisbury, MD, Princess Anne, MD. As well as Janes Island State Park; which offers more than 30 miles of marked water trails. The region offers outdoor recreation with multiple golf courses, wineries and many craft breweries within approximately an hour's drive, along with the beaches, restaurants, shops and attractions of the lower Eastern Shore.

103 Williams St Unit 213, Crisfield

Listing courtesy of Century 21 Harbor Realty. Contact:

101 Williams St Unit 303, Crisfield
$280,000
3 Beds ⋅ 2 Baths
BEST PRICED HOME IN THE AREA!! 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:

How much is your home worth?

Get instant property value now!