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$469,900
2 Beds ⋅ 2 Baths
Welcome to 181 Jamestown Road #5, a rare opportunity to own a 2-bedroom, 2-bath direct bayfront condo offering an owners entrance and rear bayfront entrance, a private boat slip in the heart of Ocean City. A true boater’s paradise, this waterfront retreat offers easy access to the bay and endless days on the water. With low condo fees, no current assessments, and sweeping panoramic views, this property boasts what is arguably one of the most spectacular waterfront views in all of Ocean City, MD. Inside, the charming nautical theme provides the perfect décor, complementing the coastal setting and creating a relaxed waterfront atmosphere. A spacious living room opens to the dining area and galley style kitchen, offering plenty of cabinet storage and countertop prep spaces to create all your coastal favorites. This exceptional bayfront setting offers the quintessential Eastern Shore lifestyle, drop a crab pot from your pier and enjoy an abundance of fresh Maryland blue crabs right outside your door. Watch breathtaking sunsets from your private balcony and enjoy the best of coastal living just moments from the beach, dining, and entertainment. Whether you're looking for a primary residence, vacation getaway, or investment property, this is bayfront living at its finest.

181 Jamestown Rd Unit #5, Ocean City

Listing courtesy of Northrop Realty. Contact: (302) 539-2900
$549,500
4 Beds ⋅ 3 Baths
Golf course living meets everyday comfort in this spacious 4 to 5 bedroom home located in the sought after Innerlinks community of Ocean Pines. Overlooking the fairway and surrounded by mature trees, this home offers an open floor plan, soaring ceilings, and abundant natural light throughout. The dramatic 2 story great room with hardwood floors and a gas fireplace flows seamlessly into the updated kitchen featuring quartz countertops, stainless steel appliances, a center island, and a convenient pass through window. The 1st floor primary suite provides the ease of one level living and features a spacious ensuite bath with a glass enclosed shower, corner soaking tub, dual vanities, and linen cabinetry. Upstairs offers additional bedrooms plus flexible bonus space ideal for a home office, media room, playroom, or potential 5th bedroom. Step outside to an expansive deck overlooking the golf course, perfect for relaxing or entertaining. Enjoy all that Ocean Pines has to offer including golf, indoor and outdoor pools, tennis, marina facilities, parks, and beach club access. Call today for your personal tour.

58 Hingham Ln, Berlin

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200
$1,000,000
Tremendous opportunity for investment or end user. Current lease must be honored. Excellent shopping center - midtown. Excluded buyers. Call listing agent before writing offer. Do not show until contacting listing agent.

5601 Coastal Hwy Unit #6, Ocean City

Listing courtesy of Coldwell Banker/Bud Church Rea. Contact: (410) 524-7888
$1,200,000
Tremendous opportunity for investment or end user. Do not show without contacting listing agent first. Buyers must honor current lease. Exclude buyers. Do not write offer without contacting listing agent.

5601 Coastal Hwy Unit #7, Ocean City

Listing courtesy of Coldwell Banker/Bud Church Rea. Contact: (410) 524-7888
$349,750
2 Beds ⋅ 2 Baths
Back on the Market-Welcome to Seascape at Heron Harbour, where coastal living and resort-style amenities come together in one of North Ocean City's most desirable waterfront communities. This beautifully maintained end-unit, two-story loft-style beach retreat offers 2 bedrooms and 2 full bathrooms, creating an open and airy floor plan filled with natural light. Recent updates include newer windows installed in 2020 and engineered deck boards on the private patio, providing the perfect space to relax after a day at the beach or on the water. The unique loft design adds character and flexibility, making this home ideal as a primary residence, vacation getaway, or investment property. Outdoor enthusiasts will appreciate the two dedicated kayak spaces in the community rack, allowing easy access to the area’s scenic waterways. Residents of Heron Harbour enjoy an impressive collection of amenities, including indoor (heated) lap/exercise and outdoor swimming pools, a fully equipped owner’s clubhouse, fitness facilities, tennis courts, and a tranquil bird sanctuary. Miles of sidewalks and waterfront boardwalks wind throughout the community, offering the perfect setting for morning walks, evening strolls, or getting in your daily miles while enjoying the coastal surroundings. Conveniently located just moments from the beach, dining, shopping, and entertainment, this exceptional Seascape residence offers the very best of the Ocean City lifestyle.

202 N Heron Dr Unit #2022B, Ocean City

Listing courtesy of Keller Williams Realty. Contact: steve@srarealty.com
$1,600,000
Tremendous opportunity as investment or end user. Buyer must honor current lease. Triple net lease in place. Excluded buyers. Call listing agent before writing offer. Do not show without talking to listing agent. Current operation is a bee wine convenience store.

5601 Coastal Hwy Unit #3 & 4, Ocean City

Listing courtesy of Coldwell Banker/Bud Church Rea. Contact: (410) 524-7888
$509,850
3 Beds ⋅ 2 Baths
Welcome to 400 136th Street. Corner lot in Caine Woods right across the street from Gorman Park with Playgrounds,tennis & Pickle ball. 3 Bedrooms 2 full baths with a wide open floor plan. Large Kitchen with pleanty of cabinets for storage. Nice enclosed florida room off the Dining room. Walking distance to the beach and the City Bus . Come check out this property today .

400 136th St, Ocean City

Listing courtesy of Larry Holdren Real Estate Inc. Contact: 4102502700
$1,250,000
5 Beds ⋅ 5 Baths
Some beach properties simply offer a place to stay. Key Largo #203 offers the lifestyle buyers spend years searching for. Perfectly positioned on the ocean block of 54th Street, this exceptional residence combines one of the most desirable locations in Ocean City with something that has become incredibly rare—a true 5-bedroom, 4½-bath condominium offering over 2,700 square feet of beautifully designed living space. Large enough to live like a home, yet effortless enough to enjoy as a vacation getaway or exceptional investment property, this is coastal living at its finest. Whether you’re gathering generations of family under one roof, hosting friends for unforgettable summer weekends, or seeking a high-demand vacation rental, the thoughtful floor plan was designed with everyone in mind. Three private bedroom suites provide the comfort and privacy today’s buyers expect, while the expansive Primary Suite offers its own peaceful escape with a private balcony, charming window seat, and morning sunshine filtering in from the east. The heart of every memorable beach home is where everyone naturally gathers, and the chef-inspired kitchen delivers beautifully. Outfitted with premium Viking appliances, granite countertops, abundant workspace, and an open flow into the dining and living areas, it’s equally suited for pancake breakfasts before the beach or seafood feasts after a day in the sun. Two sets of French doors open to a spacious wraparound balcony where refreshing ocean breezes and glimpses of the Atlantic create the perfect backdrop for morning coffee, afternoon cocktails, or simply unwinding after a day on the sand. Location is everything—and this one is hard to beat. Just a short stroll to the beach, you’re also within easy walking distance of many of Ocean City’s favorite restaurants, entertainment, and attractions, including Seacrets, Macky’s Bayside Bar & Grill, The Original Green Turtle, the Roland E. Powell Convention Center, Jolly Roger Amusement Park, and countless shops and conveniences. Leave the car parked and enjoy the best of midtown Ocean City on foot. Properties of this size and caliber are becoming increasingly difficult to find. Whether your dream is creating lasting family traditions, owning a luxurious second home, or investing in a property with exceptional rental appeal, Key Largo #203 checks every box—and then exceeds expectations. This isn’t simply a condominium. It’s where beach memories begin, sunsets linger a little longer, and every season feels like a vacation.

11 54th St Unit #203, Ocean City

Listing courtesy of RE/MAX Advantage Realty. Contact: (410) 723-3600
$24,500
Small Lot on Saint Martin Neck Road. In the Maryland Watershed Critical Area. No sewer or water on property. Possible small buildable area. Can be used for storage. Buyer to do their now due diligence. 7 miles to Ocean City. Not enough room for a septic system. Property Sold AS IS.

177 Parcel- Saint Martins Neck Rd, Bishopville

Listing courtesy of Keller Williams Realty. Contact: 3023600300
$759,900
3 Beds ⋅ 3 Baths
Stunning Ocean-Block 3BR/3BA Condo in Seaside Retreat – North Ocean City Experience coastal luxury in this beautifully maintained 3-bedroom, 3-bathroom condo in the highly sought-after Seaside Retreat of North Ocean City. From the moment you enter, you'll appreciate the exceptional pride of ownership and meticulous attention to detail throughout. The spacious open floor plan features luxury vinyl plank flooring throughout and is designed for both comfortable everyday living and effortless entertaining. The well-appointed kitchen offers ample cabinetry, upgraded countertops, a stylish tile backsplash, and a breakfast bar, flowing seamlessly into the dining area—perfect for gathering with family and friends. Just beyond, the inviting family room features a cozy fireplace and direct access to a private balcony where you can relax and enjoy ocean views. The spacious primary suite is a true retreat, complete with private balcony access, two closets, and a luxurious en-suite bath featuring a large soaking tub and separate shower. A second en-suite bedroom offers its own private bath with a custom upgraded shower, while the generously sized third bedroom is conveniently located near the third full bathroom.  Additional highlights include a dedicated laundry room and utility area featuring a new HVAC system installed in September 2025, integrated whole-house dehumidifier, and new ductwork for enhanced comfort and efficiency. Seaside Retreat offers an impressive array of amenities, including a secure lobby, elevator, rooftop pool with breathtaking panoramic views, fitness center, and private storage locker for all your beach essentials. Ample parking and professional management add to the appeal. The condo is being sold fully furnished ready for your immediate enjoyment. Ideally located near Northside Park, restaurants, shopping, mini golf, and of course the beach, this exceptional property offers the perfect blend of relaxation, convenience, and coastal elegance. Spend your days enjoying the sand and surf, then return home to the luxury and comfort of one of North Ocean City's premier ocean-block communities.

13700 Coastal Hwy Unit #202, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$55,000
3 Beds ⋅ 1 Baths
The only correctly price renovation project you'll find. Image 2 is the rendered look of the fully renovated home. Renovation needed, Very strong Bones. Price is firm.

5711 George Island Landing Rd, Stockton

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$425,000
2 Beds ⋅ 2 Baths
Rare canal-front 2BR/1.5BA townhome in Holly Point with your own deeded boat slip — units here almost never hit the market! This 17-unit complex has a strong and professionally managed association that just replaced all roofs and resealed the parking lot, plus a low monthly fee. Owners have upgraded with new LVP flooring throughout and rebuilt the 2nd-bedroom balcony and back deck with low-maintenance composite decking and vinyl railings. Lots of secure storage for the beach gear, kayaks and paddle boards under the back deck. Wide canal, deep-water access and southern exposure for stunning sunsets. Easy to get out to the open Bay. Partially furnished and move-in ready. Cain Woods' parks and community feel are right down the street. Perfect as a second home, full-time residence, or short-term rental investment. Won't last — schedule your showing today and start making memories here at the beach! Rentals currently booked up until 8/8 and available to show on Saturdays.

13500 Holly Ln Unit #B5, Ocean City

Listing courtesy of Real Broker, LLC. Contact: 8504500442
$725,000
2 Beds ⋅ 2 Baths
Stunning oceanfront location of this 2-bed/2-bath condo in OC's premiere Plaza Condominium. Offering 1,152 square feet of open living space providing light and views from every room. Large living room with balcony access overlooking deck and Atlantic Ocean. Full Dining Room and kitchen open to the space for entertaining. The primary bedroom boasts breathtaking ocean views, allowing you to wake up to the soothing sounds of the waves. Recessed lighting and ceiling fans and ceramic tile flooring provide a warm and inviting atmosphere throughout. The thoughtfully designed layout includes ample storage and counter space. Step outside to enjoy the community's exceptional amenities, including outdoor heated pool, kiddie pool and tiki bar/grill plus year round indoor pool, a hot tub, and a sauna. The beautifully landscaped grounds feature picnic areas, a dog park, and secure storage for your beach gear. With 24-hour security and a welcoming lobby desk, peace of mind is paramount.

9800 Coastal Hwy Unit #910, Ocean City

Listing courtesy of Mary McCracken Realty, Inc. Contact: 4107231895
$479,750
3 Beds ⋅ 2 Baths
Welcome to 9 Lookout Point, nestled in the highly desirable Teal Bay section of Ocean Pines. Situated on an oversized lot and boasting one of the larger fenced rear yards in the community, this well-maintained ranch-style home offers the perfect blend of comfort, convenience, and coastal lifestyle. From the moment you arrive, you’ll appreciate the expansive front yard with plenty of room for beach toys, watercraft storage, and all of your outdoor recreational needs. Step onto the inviting front porch, the perfect spot to enjoy your morning coffee while taking in the peaceful surroundings. Inside, the thoughtfully designed floor plan features three bedrooms, two full baths, an open-concept kitchen with breakfast nook, a separate dining room, and a spacious living room highlighted by elevated ceilings and a cozy fireplace. Natural light fills the home, creating a warm and welcoming atmosphere throughout. Step outside onto the generous rear deck where family and friends can gather for summer cookouts, outdoor dining, and entertaining. Whether you’re grilling during the warmer months or relaxing by the fireplace during the cozy winter season, this home is designed for year-round enjoyment. Located within the amenity-rich community of Ocean Pines, residents enjoy access to parks, pools, golf, marinas, walking trails, and more—all just minutes from Ocean City beaches, dining, shopping, and entertainment. If you’re looking for ease, comfort, and the coastal lifestyle you’ve been dreaming of, 9 Lookout Point deserves a place at the top of your list.

9 Lookout Point, Ocean Pines

Listing courtesy of Keller Williams Realty. Contact: steve@srarealty.com
$555,000
2 Beds ⋅ 2 Baths
Experience coastal luxury in this stunning penthouse unit at Century 1, where breathtaking ocean views meet sophisticated living. This beautifully appointed 2-bedroom, 2-bathroom residence features an inviting entry level bedroom and elegant window treatments that enhance the natural light throughout. The partially furnished space offers a seamless blend of comfort and style, perfect for unwinding after a day at the beach. Owner giving credit of $1,500 towards new Stack washer/dryer. Take advantage of the building's exceptional amenities, including a state-of-the-art fitness center, indoor pool, and sauna. Step outside to relish the serene waterfront, with 100 feet of ocean frontage at your doorstep, ideal for leisurely strolls or sunset views. With off-street parking and easy elevator access, this home embodies an exclusive lifestyle, combining modern conveniences with the tranquility of coastal living. Embrace the ultimate retreat where luxury meets comfort.

9900 Coastal Hwy Unit #1013, Ocean City

Listing courtesy of RE/MAX One. Contact: 4105356291
$775,000
4 Beds ⋅ 4 Baths
11635 Maid At Arms Lane is a 4-bedroom, 3.5-bath home with paid-for solar panels, located in GlenRiddle, a premier gated waterfront community with a boat ramp, marina, golf, and resort-style amenities. A welcoming front porch and dramatic two-story foyer create an impressive first impression, featuring transom windows and an architectural landing ideal for displaying art, greenery, or decorative pieces. Designed for modern living and easy entertaining, the main level offers an open-concept layout connecting the kitchen, dining area, and spacious two-story great room. Abundant natural light, hardwood floors throughout the entire home, crown molding, soaring ceilings, floor-to-ceiling windows, and a gas fireplace add warmth and architectural interest to the main living space. The kitchen features upgraded countertops, two wall ovens, gas cooktop, stainless appliances, and generous cabinet space. Just off the dining area, sliding doors lead to the first-floor screened porch, extending the living space for relaxing, dining, or entertaining while overlooking a peaceful backyard with open lawn space and a backdrop of mature trees that adds privacy, natural beauty, and a serene sense of retreat. A standout feature is the main-level bedroom layout, offering two first-floor bedrooms, each with its own en suite full bathroom. The generously sized first-floor primary suite includes a walk-in closet with custom built-ins and a private bath with double vanity, jetted tub, fully tiled walk-in shower, and separate water closet. The second first-floor bedroom includes a closet with custom built-in cabinetry and an attached en suite full bathroom, offering flexibility for guests, extended stays, an office, den, or multigenerational living. A separate half bath is also located in the hallway, and the first-floor laundry room adds everyday convenience. Upstairs, the spacious loft is divided into two flexible sections, creating the opportunity for multiple uses such as a home office and reading nook, study area and media lounge, playroom and craft space, fitness area and library, or a quiet retreat separate from the main living level. The upper level also includes two additional bedrooms connected by a Jack-and-Jill full bath, including a larger bedroom with a double-door closet and another bedroom with a walk-in closet and Palladian windows. Additional highlights include a full 2-car garage with elevated mechanical systems and an epoxy-painted floor designed for durability, easy maintenance, and a showroom-style finish; dual-zoned heating and air conditioning with Nest thermostat systems for remote control, scheduling, and energy-saving automation; electric central air; main-level gas furnace; second-level electric heat pump; gas hot water heater; and owned solar panels. Because the solar panels are paid for, the new homeowner can benefit from improved energy efficiency and potential utility cost savings without assuming a solar lease or payment contract. The solar panels also include approximately 12 years remaining on the transferable warranty. The home’s location within GlenRiddle is especially appealing, positioned a short distance from many of the community’s most popular amenities, including the clubhouse, outdoor pool, fitness center, and tennis courts. GlenRiddle also offers on-site property management, a boat ramp, marina, two championship golf courses, and Ruth’s Chris Steak House located within the community. Enjoy convenient access to Ocean City beaches, Assateague Island, historic downtown Berlin — known as America’s Coolest Small Town — TidalHealth services, shopping, dining, and everyday conveniences.

11635 Maid At Arms Ln, Berlin

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4105247000
$214,900
3 Beds ⋅ 2 Baths
Welcome to 811 Market Street, a charming and well-maintained 3-bedroom, 1.5-bath home offering a blend of character, comfort, and valuable updates. Major improvements have already been completed, including a new hot water heater in 2024, while the roof, HVAC system, windows, kitchen countertops, and bathroom countertops were updated in 2015, providing peace of mind for years to come. The main level features inviting living and dining spaces filled with natural light, along with a functional kitchen designed for everyday living and entertaining. Upstairs, three comfortable bedrooms , complemented by a full bath. Additional storage and utility space enhance the home's practicality. Outside, the yard provides room to relax, garden, or enjoy outdoor gatherings. Located in the heart of Pocomoke City, this home offers convenient access to local shops, restaurants, and everyday services, while nearby attractions such as the scenic Pocomoke River, Cypress Park, and the Delmarva Discovery Museum provide endless opportunities for recreation and exploration. Commuters will appreciate easy access to Routes 13 and 113, connecting to Salisbury, Chincoteague Island, and Maryland's Atlantic beaches. Combining important system updates, comfortable living spaces, and a convenient location, this property presents an excellent opportunity to enjoy all that Maryland's Eastern Shore has to offer.

811 Market St, Pocomoke City

Listing courtesy of Redfin Corp. Contact: 3016586186
$3,599,000
6 Beds ⋅ 8 Baths
ONCE UPON A TIME in a sweeping coastal vista with an architectural world-class design, there is a TIMELESS, premiere Lighthouse Sound estate. Truly an unparalleled level of both privacy and prestige. Fashioned in the classic Shingle-Style design, otherwise known as "Coastal Seaside Architecture"... MANY EXPENSIVE HOMES ARE LARGE, BUT FEW EXPENSIVE HOMES ARE PROPORTIONED THIS WELL. The symmetry here creates a feeling of both permanence and luxury. The (installed summer 2026) roof is exceptionally interesting with its multiple gables that adds both character and ceiling height inside. Copper accent roofs feature standing seams. The rooftop Widow's Watch, or observation deck, (OR crow's nest!) is an amazing feature- especially when YOU are up there taking a good look at the 360-degree views of the bay, or fireworks displays, or enjoying your favorite beverage. All rooms in this house feature exquisite hand-crafted architectural elements and views of the natural, coastal habitats. Enter into the main hall and your eyes will be immediately drawn to the direct view of the water. ** Moving forward into the LIVING ROOM, or great hall, is a complete wall of windows soaring 20 feet high. An aged-glass mirror adorns the limestone woodburning fireplace beneath. (mirror included) Most of the floors throughout are walnut, finished on site and stained. (Refinished July 2026!) **The BILLIARD ROOM and adjoining den/MEDIA ROOM showcases brilliant walls of Honduran mahogany. A solid wood pocket door separates the two rooms, if desired. A full wet bar area with granite counters grace the side of the billiard room, including an under counter fridge. Adjoining the billiard room is a side porch with a "cat-slide" roof, adding yet additional character to the overall design. Speaking of design, the Becker-Morgan Group in Salisbury, MD were the architect engineers of this project along with collaboration from both Washington, D.C. And New York City design teams. The **DINING ROOM displays custom wallpaper that was hand painted and depicts the natural elements and scenes from the ponds and surrounding environments. The dining room features a grand bay window, framing magnificent sunsets for guests to admire. **The chef-inspired KITCHEN is appointed with premier Wolf appliances and striking Carrara Italian marble. It features an exquisite copper tile backsplash framing the six-burner gas range and griddle, complemented by an integrated, refined sitting area for elegant entertaining. The floor is limestone from Paris Ceramics. Color is called Irish Blue but shows as black. **A BUTLER'S PANTRY offers granite counters, a 120 bottle wine refrigerator, a copper sink and a beverage refrigerator. The three-story TURRET overlooks the gated 40 X 16 heated swimming pool and hot tub. First floor of the turret is a wonderful and bright SUNROOM, while the second level of the turret is the YOGA ROOM located next to the immense PRIMARY BEDROOM SUITE that features a sprawling "dressing room", or could easily be converted into a nursery. The primary bedroom features a gas fireplace plus an additional adjoining sitting room overlooking the bay and offers access out to the private primary bedroom's balcony. The PRIMARY BATH features marble counters, Thassos 12 X 12 white natural marble floor, quarried in Greece, and the third floor of the turret showcases an office tower/observatory/office. INCREDIBLE architecture and INCREDIBLE views from this 1.47 acre lot! There are SO MANY additional custom features in this spacious home, we've added a special list for you to review upon your request. Although encompassing more than 8,200 square feet, this storybook waterfront residence is gracious in scale but intimate in how it lives. Rarely will you ever find such an enchanted home to call your own. Here's your opportunity to LIVE HAPPILY EVER AFTER. **Current furnishings and décor may differ from those shown in the photographs.

12353 Southhampton Dr, Bishopville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3025372616
$175,000
2 Beds ⋅ 1 Baths
Looking for a deal at the beach? Two bedroom 1 full bath blocks from the beach and the park has an outdoor pool. Monthly fee is $168.00/ month and includes Property taxes, water& sewer, grass cutting, trash, and use of the pool. New A/C in 2025 and a new rubber roof with a 30year warranty. Come check this one out befor it is gone.

105 135th St, Ocean City

Listing courtesy of Larry Holdren Real Estate Inc. Contact: 4102502700
$195,000
Renovated office or retail with 2 possible rentals on the corner of Bank and Willow Streets in Historic Snow Hill. Steps to the river walk and Sturgis Park. This single story building is price to sell.

202 Willow St, Snow Hill

Listing courtesy of Newport Bay Realty. Contact: 4102137040
$490,000
2 Beds ⋅ 2 Baths
* Easy to Show at Any Time * SOME OF THE LOWEST CONDO FEES IN OC! Self-managed and we have the Reserve Study on file. Tell us why this isn't the best-priced bayfront condo in this market segment. Seriously! We'd love to hear it, because we think this is (by far) the best option on the market. Direct bayfront. Top-floor end-unit. Southern exposure. Open water views. Assigned boat slip. Completely renovated. Downtown Ocean City location. Well managed Association. And a price point that's hard to argue with. That's what makes this condo at South Shore Condominium so compelling. Located directly on the bay in downtown Ocean City, this top-floor 2-bedroom, 2-bath residence combines something buyers are constantly searching for but rarely find together: views, boating, condition, location, and value. And unlike many bayfront condos that require updating, compromise, or imagination, this one has already been transformed. The interior has been completely remodeled with an open-concept design that immediately changes the entire condo. The kitchen has been reimagined with modern finishes and beautiful finishing touches, while wood-style flooring flows throughout the main living spaces, creates a warm and inviting feeling. The result.....a property that feels comfortable, bright, vibrant, and move-in ready from day one. But let's be honest....You're not buying this condo because of the flooring, or the beautiful kitchen. You're buying it because of what happens when you walk out onto the balcony. (Psssst... It's the VIEW). Open water stretches out in front of you. Boats pass through the bay. The afternoon light reflects across the water. And every evening, the sunset feels like its yours.... and yours alone. We all know, the ocean may get the attention. But the bay gets the Sunsets. And from this top-floor, end-unit location, you have one of the best seats in town. And then there's the boat slip..... Included with the property is an assigned exclusive-use boat slip, allowing owners to step outside and enjoy direct access to the bay lifestyle that draws so many people to Ocean City in the first place. Whether it's fishing, cruising, waterfront dining, or simply spending the day on the water, having your boat just steps from your condo is a huge convenience. And in case you're wondering, "How's the location?"..... Bayshore Drive is conveniently located in downtown Ocean City, you're close to the Boardwalk, restaurants like Blue Crabhouse and Fishtails, marinas, waterfront bars, shopping, fishing, and everything that makes this part of town so unique. Yet unlike many downtown properties, you're enjoying it from the quieter side of the island, where the focus shifts from traffic and crowds to sunsets and waterfront living. This property has been used as a primary residence, and it shows. The care, improvements, and attention to detail are evident throughout. Because while many buyers say they want a bayfront condo, what they're really looking for is the complete package. -- Views. Boating. Location. Condition. Value. -- South Shore #301 checks every box. And in todays market...that's becoming harder and harder to find.

405 Bayshore Dr Unit #301 SOUTH SHORE, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400
$869,900
5 Beds ⋅ 3 Baths
68.48 Acres with Custom Home & Premier Hunting Habitat This exceptional 68.48-acre property features a 3,369 sq ft, 5-bedroom 2.5 bath home built in 2010, offering the perfect blend of comfort and outdoor living. In the ariels you will see the ground tilled up around the house, where the owner plants a sunflower field. Designed with the avid outdoorsman in mind, the land is thoughtfully managed for wildlife habitat and hunting. The property is encumbered by a MALPF easement and enrolled in CREP, preserving its natural beauty while supporting diverse ecosystems. Multiple established lanes, stands, and box blinds are already in place, creating turnkey opportunities for deer and turkey hunting throughout the property. Approximately one-third of the way into the tract, an impoundment enrolled in CREP offers excellent potential for waterfowl habitat—with minor improvements, it could be transformed into a productive duck impoundment. There are two box blinds, two ladders, and 3 feeders that convey with the property. Midway through the property, a power line corridor—intentionally excluded from easements—provides an ideal location for planting food plots to further enhance wildlife activity. At the rear of the property, there is a pond that attracts wood ducks and adds to the land’s recreational and ecological value.  Whether you're looking for a private hunting retreat, a conservation-focused investment, or a peaceful homestead surrounded by nature, this property offers a rare opportunity to own a well-managed piece of land where wildlife thrives.

2435 Payne, Pocomoke City

Listing courtesy of The Land Group. Contact: (410) 934-3478
$99,900
4 Beds ⋅ 2 Baths

810 2nd St, Pocomoke City

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777
$579,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully remodeled 3-bedroom, 2-bathroom rancher situated on nearly a half acre of land in the heart of historic Berlin, Maryland, without the burden of HOA fees! Thoughtfully updated from top to bottom, this one-story home with a basement combines modern finishes and conveniences with the comfort and functionality of single-level living. Step inside to discover bright, inviting living spaces designed for everyday living and entertaining alike. The spacious layout flows seamlessly from room to room, creating a warm and welcoming atmosphere throughout, while the basement provides additional storage, workspace, or future possibilities to suit your needs. Outside, the expansive lot offers endless opportunities for gardening, outdoor gatherings, recreation, or simply enjoying the privacy and open space! Located just steps from Berlin?s award-winning Main Street, you'll enjoy easy access to charming boutiques, local restaurants, coffee shops, parks, and year-round community events. Whether you're searching for a primary residence or a weekend getaway near the beaches of Ocean City and Assateague Island, this move-in-ready home offers the perfect blend of location, convenience, and small-town charm. Don't miss this rare opportunity!

100 Esham Ave, Berlin

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382
$900,000
3 Beds ⋅ 2 Baths
Whether you're searching for a luxurious vacation retreat, year-round residence, or exceptional investment opportunity, this true “must-see-to-appreciate” property offers the very best of Ocean City living and a rare opportunity to own your own piece of paradise. Experience luxury coastal living at its finest in this exceptional south-corner residence at 11400 Coastal Hwy #8J. Showcasing breathtaking oceanfront and bay views, this stunning end-unit retreat is filled with natural light and offers a rare 3-bedroom, 2-bath layout within the High Point North complex. A true standout feature, the unit enjoys the privilege of witnessing both full Atlantic Ocean sunrises in the morning and serene Assawoman Bay sunsets in the evening—delivering unmatched daily scenery and elevated lifestyle appeal. Completely rebuilt and designer-renovated with no detail overlooked, the residence was reconstructed in 2016 with 6-inch exterior walls and premium craftsmanship throughout. Interior highlights include custom cabinetry, quartz countertops, stainless steel appliances, recessed lighting, pocket doors, updated windows and railings, a tiled lanai entry, and a beautifully finished oceanfront balcony with storm shutters. Modern comforts include updated HVAC units and a fully permitted reconfigured floor plan designed for both elegance and functionality. While the current owners have not rented the condo during their 8 year tenure, the unit is positioned as a high-performing rental opportunity, given that this residence offers strong short-term vacation appeal supported by its premier location, rare layout, and turn-key condition—an ideal asset for investors seeking both lifestyle enjoyment and income potential. Located in a meticulously maintained, self-managed oceanfront building, residents enjoy a large beachfront pool and sundeck, low-density beach access, seasonal security, updated lobby and elevators, abundant open parking, and covered parking space #HA. The condo fee includes basic cable and reserve contributions, further enhancing the value of this exceptional coastal investment.

11400 Coastal Hwy Unit #8J, Ocean City

Listing courtesy of Keller Williams Realty. Contact: 3023600300
$230,000
3 Beds ⋅ 2 Baths
Beautifully maintained condo offering comfortable living, spacious interiors, and a convenient location close to shopping, dining, transportation, and everyday amenities. An excellent opportunity for homeowners and investors alike. Move-in ready and waiting for its next owner! Condo Association fees also includes Roof, Siding and Cable TV.

438 Ocean Pkwy Unit #10, Berlin

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$424,900
3 Beds ⋅ 2 Baths
Don't let this one pass you by! This home is Nestled in a tranquil setting within the sought-after Ocean Pines community, this beautifully maintained 3-bedroom, 2-bath home offers comfortable coastal living. Just five years young, the home features an open-concept floor plan designed with an electric fireplace for easy everyday living and entertaining. Relax on the inviting front porch or enjoy the peaceful surroundings from the spacious three-season room overlooking the pond. There is an Encapsulated Crawl Space, pull down stairs for attic storage, outside shed attached to the home. Situated across the street from the water, this property provides a serene backdrop while remaining close to all the amenities Ocean Pines has to offer. A wonderful opportunity to enjoy a low-maintenance lifestyle in a picturesque location. Views of the Water, great location to access Restaurant, shopping, local attractions and so much more....

45 Watertown, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400
$20,000
Value is in the land, Well and septic on site. The condition and location aren't clear. Perfect site to clear and build new. Additional lots available. 0 Bypass Rd. 806 5th St. 618 Clarke, 415 Oxford, 2027 Clementine

2027 Clementine St, Pocomoke City

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$10,000
Lot for sale. Water and Sewer available

415 Oxford St, Pocomoke City

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$15,000
Lot will need survey, mapping suggest the lot is .6+ acres while sdat shows q12,000 sqft. With that size the lot meets the county minimum for residential build. lot package available. 0 Bypass Rd. 806 5th St. 618 Clarke, 415 Oxford, 2027 Clementine

Bypass Rd, Pocomoke City

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545