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15 Raft Rd, Ocean Pines
$399,999
3 Beds ⋅ 2 Baths
Welcome to 15 Raft! This sweet, fully updated home is tucked away on a charming cul-de-sac in the highly desirable Ocean Pines. Boasting incredible updates inside and out, features include brand-new vinyl siding on the home and shed, an updated front porch, and a refreshed back deck. Inside, you'll find fresh paint, new carpet, and beautiful new ceramic tiling in the kitchen and bathroom. The sparkling kitchen features gorgeous granite countertops and brand-new stainless steel appliances. Upstairs, you will find a owner's suite featuring an additional bedroom, second bathroom as well as a flexible bonus room. You could use it as a relaxing reading area, home office or expand your closet. On the main level you will find a living room featuring vaulted ceilings that make the space feel larger, generous kitchen and dining room as well as 2 more bedrooms and another bathroom with first floor laundry. Complete with a new washer and dryer, this turn-key coastal retreat is ready for you! Highly Motivated seller! Schedule your tour today! Ocean Pines offers an impressive selection of resort-style amenities with both free and paid membership options available. The amenities include swimming pools, parks, playgrounds, walking trails, a championship golf course, pickleball and tennis courts, marina, yacht club, a community garden, and a vibrant community center. This home is a beautiful choice for a vacation getaway, investment property, or a primary residence. Daily conveniences—including grocery stores, pharmacies, healthcare, banks, and local restaurants just a few minutes away. Enjoy easy access to Ocean City's famous Boardwalk and beaches, Assateague Island National Seashore's wild horses and natural beauty, historic downtown Berlin's boutiques and cafés, numerous nearby golf courses, like Rum Pointe Seaside Golf Links, the Links at Lighthouse Sound, and Glen Riddle Golf Club, boating, fishing, and outdoor recreation, as well as Delaware beach destinations like Bethany Beach, Lewes, Rehoboth Beach, and Fenwick Island all within a 20-50 minute drive.

15 Raft Rd, Ocean Pines

Listing courtesy of Iron Valley Real Estate Charm City. Contact:

12206 Coastal Hwy Unit 201, Ocean City
$349,000
2 Beds ⋅ 2 Baths
New Price! Welcome to this light-filled, beach block condo in the desirable Sea Raider VI building, a boutique six-unit community in North Ocean City, Maryland. Perfectly positioned, this turnkey, fully furnished residence offers the ideal blend of coastal charm, modern updates, and low-maintenance living. Short term rental beast! The bright, freshly painted interior features luxury vinyl plank flooring and an updated kitchen with stainless steel appliances, granite countertops, and a stylish designer light fixture. Both bathrooms have been beautifully remodeled by Bath Fitter, providing a fresh, clean look with lasting quality. Enjoy the convenience of private parking, a dedicated storage locker, and the peace of mind that comes with significant building improvements, including a complete exterior repaint in 2025 and replacement decks in 2013. Whether you're looking for a vacation getaway or investment property, this condo checks all the boxes. Rentals are permitted, making it an excellent opportunity for generating income when you're not enjoying it yourself. Located just steps from the beach and close to popular restaurants, entertainment, shopping, boating, crabbing, and miles of Ocean City's beautiful coastline, this is your chance to own an inviting beach-block retreat in one of North Ocean City's most sought-after locations.

12206 Coastal Hwy Unit 201, Ocean City

Listing courtesy of Compass. Contact:

865 Colona Rd, Pocomoke City
$237,400
Hi folks. This is a land listing any structures on the property are deemed salvage by the seller. Two adjoining parcels being offered for one money. The taxes, assessments and acres are the total of the two parcels combined together. Parcel 137 has an old farm house in rough shape and a few out buildings as rough as the old farm house. There is a deep well, mound septic system, electric and high speed cable in place on the property. The property enjoys an address known as 865 Colona Rd. Parcel 46 is a larger piece of land with ample road frontage on Colona that is wooded. The two parcels are a combined surveyed 15.58 acres of make it what you want opportunity. 1.2 miles from a public two hole nice boat ramp on the Pocomoke River. 6 miles to town. Listing broker must be present at all showings. Home and buildings are enter at own risk. All offers warmly welcomed and carefully considered.

865 Colona Rd, Pocomoke City

Listing courtesy of Rico Realty, LLC. Contact:

24 Stacy Ct, Ocean Pines
$1,249,500
4 Beds ⋅ 3 Baths
Incentive to buyers and buyers agent as follows: seller will pay $13,000 toward Rate Buy down. Waterfront opportunity in sought-after Terns Landing! Welcome to 24 Stacy Court, where stunning canal and bay views take center stage. This spacious waterfront home features 4 bedrooms, 2.5 baths, and an open floor plan designed to maximize natural light and water views from nearly every room. The first floor offers a desirable primary suite with a private full bath, an eat-in kitchen, formal dining area, and a bright sunroom overlooking the water. Upstairs, you'll find three additional bedrooms along with a large bonus room complete with a wet bar, making it the perfect space for entertaining, game nights, or relaxing after a day on the water. Boating enthusiasts will appreciate the private bulkhead, approximately 10 years old, and convenient access to the bay. Recent updates provide added peace of mind, including a new roof (Spring 2026), second-floor HVAC system (September 2026), and a new driveway (Fall 2025). To make this opportunity even more attractive, the seller is offering a one-year home warranty and $10,000 toward closing costs with a reasonable offer. Don't miss your chance to enjoy waterfront living in one of the area's most desirable communities.

24 Stacy Ct, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

170 Windjammer Rd, Ocean Pines
$339,900
2 Beds ⋅ 2 Baths
Enjoy easy one-level living in this charming 2-bedroom, 2-bath rancher located in the sought-after community of Ocean Pines. The functional floor plan offers comfortable living spaces, abundant natural light, and low-maintenance living—perfect as a primary residence, vacation getaway, or investment property. Large deck with storage shed attached. Ocean Pines residents enjoy an exceptional lifestyle with outstanding amenities, including indoor and outdoor swimming pools, tennis courts, scenic walking and biking paths, a dog park, community center, playgrounds, parks, and year-round activities. Conveniently located just minutes from Ocean City beaches, shopping, dining, golf, and marinas, this home offers the perfect blend of comfort, recreation, and coastal living.

170 Windjammer Rd, Ocean Pines

Listing courtesy of Coldwell Banker/Bud Church Rea. Contact:

1209 Atlantic Ave Unit 302, Ocean City
$1,399,000
3 Beds ⋅ 2 Baths
Lovely 3 bedroom 2 bath residence in the premier beachfront condominium building Oceans Pointe located in the heart of downtown Ocean City, Maryland. Known for its prime location right on the boardwalk, the property is celebrated for offering panoramic ocean views and effortless beach access. This spacious unit features an open living room, dining, kitchen combination that is a wonderful space for everyone to gather. Watch the happenings on the boardwalk and the oceanview while cooking dinner in the extra large kitchen with bright white cabinetry and counters . Plenty of room for the whole gang to gather. There is a gas fireplace in the living room to snuggle up to on those cool winter evenings while you gaze at the moon over the ocean . The oceanfront balcony spans the entire length of the condo offering panoramic views of the beach and boardwalk. The primary bedroom is oceanfront with access to the balcony. The huge ensuite bath has a whirlpool tub a separate shower and double sink vanity. There are 2 other large bedrooms. Plenty of sleeping space for friends and family. Beautiful ceramic tile floors through out Separate laundry room with storage and an attached utility closet that houses the hot water heater and hvac. This unit is sold fully furnished, turn key. This building has an amazing oceanfront pool, elevator, handicap ramp, private storage room, 2 assigned parking spaces and bike rack. Whether you are looking for your own oasis or a great investment this property is a winner. Don't let this one get away. Call to view today and start living your beach dream.

1209 Atlantic Ave Unit 302, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact:

205 6th St, Pocomoke City
$319,000
4 Beds ⋅ 3 Baths
Welcome to 205 6th Street in Pocomoke City! This beautifully renovated home was completely updated from top to bottom in 2022 and is truly move-in ready. This property offers a fantastic opportunity as a primary residence, vacation getaway, or investment property. Recent improvements include a new driveway, sump pump, dehumidifier, fully fenced backyard, and a newly added patio—providing peace of mind and the perfect space for outdoor entertaining and relaxation. Conveniently located just 30 minutes from Berlin and within easy reach of Virginia's Eastern Shore, you'll enjoy small-town charm with quick access to beaches, shopping, dining, and outdoor recreation. Wonderful school district!!! Don't miss your chance to own this beautifully updated home—schedule your private showing today!

205 6th St, Pocomoke City

Listing courtesy of Keller Williams Realty Delmarva. Contact:

4503 Atlantic Ave Unit 107, Ocean City
$325,000
1 Beds ⋅ 1 Baths
There are beach condos... and then there are beach retreats. Perfectly positioned along the oceanfront in the heart of mid-town Ocean City, this beautifully updated one-bedroom, one-bath condominium invites you to slow down, soak in the sea breeze, and embrace everything that makes coastal living so special. Whether you're searching for a weekend escape, an investment opportunity, or your own place at the beach, this turnkey property is ready to welcome you. Since purchasing the condo, the owners have thoughtfully refreshed nearly every space to create an inviting, move-in-ready retreat. New furniture, updated lighting and fixtures, fresh paint, and upgraded appliances have transformed the interior with a clean, bright coastal aesthetic. Most recently, the full bathroom was completely renovated, adding a fresh, modern finish that complements the condo's relaxed beach vibe. The open-concept layout makes the most of every square foot, with comfortable living and dining spaces that flow effortlessly into the kitchen. Natural light pours inside, while the private balcony offers the perfect place to begin your mornings with coffee, unwind after a day on the sand, or simply listen to the rhythm of the waves. Step outside and you're just moments from the beach, while Ocean City's favorite restaurants, shops, entertainment, and attractions are all within easy reach. Spend your days swimming, biking the Boardwalk, enjoying fresh seafood, or simply letting the ocean set the pace. Beautifully updated, thoughtfully furnished, and ideally located, this is more than just a condominium—it's your opportunity to own a piece of the Ocean City lifestyle. Just bring your suitcase, and let the beach do the rest.

4503 Atlantic Ave Unit 107, Ocean City

Listing courtesy of Keller Williams Realty Centre. Contact:

6 127th St Unit 306, Ocean City
$335,000
1 Beds ⋅ 1 Baths
THE PERFECT OCEAN BLOCK INVESTOR OPPORTUNITY! TAKE ADVANTAGE OF THE HOTEL RENTING YOUR UNIT OR HANDLE THE RENTALS YOURSELF! Charming Coastal one bedroom, one bath unit only steps to the warm sandy beach & cool ocean waves! Unit offers full size kitchen, dinette, living room w/sleeper, spacious bedroom, bathroom & washer/dryer in the unit! Enjoy evening cocktails with peaks of the ocean on the large outdoor deck. Marylander offers your guests many of the amenities a hotel can offer which includes: Personalized check in, Game Room, Heated Indoor Pool, Elevator, Outdoor Lounge Area and Parking. Hotel is easy walking distance to Restaurants, Bars, Grocery Stores & Beach Nightlife! Whether you decide to rent or keep the unit for your own vacation pleasure this condo offers easy beach getaways!

6 127th St Unit 306, Ocean City

Listing courtesy of Coastal Life Realty Group LLC. Contact:

12301 Jamaica Ave Unit 351N, Ocean City
$499,900
2 Beds ⋅ 2 Baths
Welcome to this beautifully updated top-floor 2-bedroom, 2-bath waterfront condo in Hidden Harbour III, complete with Boat Slip #98. Ideally located just a few blocks from the beach and within walking distance of Northside Park, this fully furnished property is move-in ready and waiting for you to start enjoying the coastal lifestyle. The complex has a pool to enjoy on those hot summer days. The updated kitchen features custom white cabinetry, granite countertops, stainless steel appliances, a breakfast bar, and a custom wine and coffee bar with additional serving space—perfect for entertaining. The dining area flows seamlessly into the spacious living room, where large sliding glass doors frame beautiful canal views and fill the space with natural light. Step outside to the recently replaced oversized composite waterfront deck, complete with an awning for shade and a convenient storage closet. It's the perfect setting for enjoying summer crab feasts, relaxing with your morning coffee, or watching the boats cruise by. Boat Slip #98 is located directly below the deck, providing easy access for boating enthusiasts. You'll also enjoy front-row views of the spectacular Northside Park fireworks throughout the summer. The spacious primary suite offers a king-sized bed, two closets, and an updated en-suite bath featuring a custom-tiled walk-in shower. The second bedroom comfortably accommodates family and guests with a queen-sized bed and easy access to the full hall bath with a tub/shower combination. A full-size washer and dryer are conveniently located in the unit, and the water heater was replaced in 2025 for added peace of mind. Whether you're searching for a primary residence ,or vacation getaway, this exceptional waterfront condo offers the perfect combination of location, comfort, and boating convenience. Conveniently located close to the beach, Northside Park, popular restaurants, shopping, and all that North Ocean City has to offer.

12301 Jamaica Ave Unit 351N, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact:

12355 Southhampton Dr, Bishopville
$2,795,000
5 Beds ⋅ 6 Baths
Welcome to 12355 Southampton Drive, the crown jewel of Lighthouse Sound, one of the Eastern Shore's most prestigious waterfront golf communities. This is a rare opportunity to own arguably the finest homesite in the neighborhood, where this extraordinary custom residence captures sweeping panoramic views of Assawoman Bay and the sparkling Ocean City skyline from nearly every rear-facing room. A dramatic two-story foyer with a graceful curved staircase sets the tone, drawing your eye straight through the soaring great room to the breathtaking water beyond. The two-story family room is anchored by a stunning natural stone fireplace with gas insert, creating an unforgettable gathering space framed by walls of glass. Designed for both everyday living and effortless entertaining, the chef's kitchen features gas cooking, granite countertops, a large center island, breakfast bar, sunny dining nook, walk-in pantry, and a fully equipped butler's pantry complete with wet bar and sink. Every space is thoughtfully connected to the expansive rear decks, ensuring the spectacular views are always part of the experience. The luxurious first-floor primary suite is a true private retreat, offering direct deck access, uninterrupted bay views, two professionally organized walk-in closets, and a spa-inspired bath with dual vanities, soaking tub, and oversized walk-in shower. A private study, spacious dining room, and main-level laundry complete the first floor. Upstairs, an impressive open landing overlooks the great room below and leads to four generously sized guest suites, each with private vanity and dressing areas and convenient en-suite bath access, providing exceptional comfort for family and guests alike. The outdoor living is every bit as remarkable as the interior. Nearly 1,700 square feet of wraparound Trex decking spans the rear of the home across two levels, creating an unparalleled setting for morning coffee, sunset cocktails, entertaining under the stars, or relaxing around the fire pit while watching boats drift across the bay and the Ocean City skyline come alive each evening. During the summer, enjoy a front-row seat to the free fireworks display every Sunday evening, launched from Northside Park just across the bay, a spectacular tradition that can be enjoyed from the comfort of your own deck. Additional highlights include Brazilian cherry hardwood flooring throughout, an oversized three-bay garage with abundant storage for vehicles and water toys, recessed lighting, ceiling fans, and quality craftsmanship throughout. Residents of Lighthouse Sound enjoy championship golf, an elegant clubhouse, dining, and one of the most spectacular waterfront settings on Maryland's Eastern Shore. Luxury. Views. Lifestyle. Rare opportunity. This isn't simply a home, it's a front-row seat to one of the most breathtaking waterfront panoramas on the East Coast. Once you experience the views from 12355 Southampton Drive, everywhere else feels ordinary.

12355 Southhampton Dr, Bishopville

Listing courtesy of Northrop Realty. Contact:

201 6th St, Pocomoke City
$239,900
3 Beds ⋅ 2 Baths
Charming and well-maintained older 3-bedroom, 2-bath home in Pocomoke City offering classic character with thoughtful updates. This move-in ready home features hardwood flooring throughout, a welcoming layout, central air conditioning, and a kitchen with new appliances and upgraded countertops. Washer and dryer are included for added convenience. Other recent improvements include replacement windows and encapsulated crawl space. Enjoy a private backyard perfect for relaxing, entertaining, or gardening. Detached garage Conveniently located near schools, parks, shopping, downtown and the scenic Pocomoke River. A wonderful opportunity for first-time buyers, downsizers, or anyone looking for comfort, charm, and convenience.

201 6th St, Pocomoke City

Listing courtesy of Hall Realty. Contact:

10541 Shady Dr, Berlin
$525,000
3 Beds ⋅ 3 Baths
Back on the market - Buyer got cold feet! Now at an improved price, right before the holidays! Welcome to 10541 Shady Drive in Berlin, a private Eastern Shore retreat offering an incredible opportunity as a primary residence, vacation getaway, or potential short-term rental. Surrounded by mature trees, this spacious home features multiple living and entertaining areas, hardwood floors, abundant natural light, a generous kitchen, cozy wood-burning stoves, and a game room with a pool table—providing plenty of space for family and guests to relax and enjoy. Outside, the private swimming pool and expansive deck create the perfect vacation-style setting for summer days, outdoor dining, and entertaining. Conveniently located near Berlin and within easy reach of Ocean City, beaches, dining, shopping, and area attractions, this property has all the ingredients for an exciting Airbnb or vacation-rental opportunity. Whether you’re looking for your own Eastern Shore escape or an investment property with guest-friendly amenities, Shady Drive is ready for your vision. (SOLD STRICTLY AS-IS)

10541 Shady Dr, Berlin

Listing courtesy of KW Metro Center. Contact:

8 121st St Unit 106A, Ocean City
$310,000
1 Beds ⋅ 1 Baths
Welcome to this beautifully updated first-floor corner unit in North Ocean City, offering the perfect combination of comfort and convenience. Situated on a quiet street and just steps from the dunes and beach access, this coastal retreat makes enjoying the sand and surf effortless. As a corner unit, an additional window fills the space with natural light, creating a bright and inviting atmosphere. Recent updates include new countertops, cabinets, flooring, and carpet, providing a fresh, move-in ready interior. Enjoy the convenience of your own dedicated parking space and easy first-floor access with only a few steps to the entrance. This condo is offered fully furnished with tasteful coastal décor, making it a truly turnkey opportunity! Whether you're looking for a vacation getaway, investment property, or year-round residence, this charming condo offers the ideal setting to experience all that North Ocean City has to offer.

8 121st St Unit 106A, Ocean City

Listing courtesy of Home Towne Real Estate. Contact:

100 Robin Hood Trl, Ocean Pines
$351,900
Build your dream home, enjoy the coastal lifestyle, and take in views of the Ocean City skyline! Opportunities like this don't come around every day! Tucked away in the highly desirable Sherwood Forest section of Ocean Pines, this 0.28-acre lot offers a fantastic opportunity to create your very own coastal retreat with beautiful views of the Ocean City skyline! But the excitement doesn't stop at the property line! Ocean Pines is known for its incredible resort-style amenities and endless opportunities for recreation and relaxation. Spend your summers lounging by one of the community's five swimming pools, enjoy a round of golf at the Robert Trent Jones-designed championship golf course, or take advantage of the tennis and pickleball courts, playgrounds, walking and biking trails, and community parks. Love being on the water? Ocean Pines also features two marinas and the popular Yacht Club, offering waterfront dining and beautiful views! And let's not forget the BEACH! Just a short drive away, Ocean City offers miles of sandy beaches, the famous Boardwalk, restaurants, shopping, entertainment, and everything that makes coastal living so special. Ocean Pines even offers its own Beach Club in Ocean City! Whether you're dreaming of a full-time residence, a weekend escape, or your own personal beach retreat, this property offers the chance to explore building something truly special in one of the Eastern Shore's most sought-after communities.

100 Robin Hood Trl, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

72 Newport Dr, Ocean Pines
$469,900
3 Beds ⋅ 2 Baths
Welcome to your coastal retreat in the heart of Ocean Pines! This beautifully remodeled 3-bedroom, 2-bath A-Frame contemporary offers breathtaking golf course views with a peaceful canal backdrop, combining modern updates, exceptional outdoor living, and an unbeatable location. Whether you're searching for a primary residence, second home, or vacation getaway, this move-in ready property offers the best of Maryland's Eastern Shore lifestyle. Inside, you'll find an open floor plan filled with natural light, soaring cathedral ceilings, luxury vinyl plank flooring, and a beautifully updated gourmet kitchen featuring upgraded countertops, stainless steel appliances, and modern finishes. Thoughtfully renovated bathrooms and quality updates throughout create a home that is both stylish and functional. Step outside to enjoy extensive hardscaping, multiple outdoor entertaining areas, and a private fenced backyard overlooking the golf course—perfect for relaxing after a day at the beach, on the golf course, or out on the water. Select furnishings are negotiable, offering buyers the opportunity to purchase a truly turnkey property. Ocean Pines residents enjoy an exceptional amenity package, including indoor and outdoor pools, a championship golf course, marina, yacht club, boat ramps, parks, walking trails, playgrounds, dining, clubhouse, and year-round community events. Located just minutes from Ocean City, you'll have easy access to beautiful beaches, the famous Boardwalk, restaurants, shopping, fishing, boating, and endless entertainment. Offering an exceptional combination of location, updates, views, and lifestyle, 72 Newport Drive is a rare opportunity to own a beautifully renovated golf course home in one of the Eastern Shore's most sought-after coastal communities. Schedule your private tour today!

72 Newport Dr, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

181 Jamestown Rd Unit 5, Ocean City
$419,900
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:

10316 Plantation Ln, Berlin
$1,699,000
5 Beds ⋅ 5 Baths
Professional Pictures are coming soon! Nestled in the exclusive bayfront enclave of Bay Point Plantation, this beautiful coastal residence epitomizes luxury living, offering spectacular views of the Ocean City skyline. Built with intention for energy efficiency in 2011 featuring three separate Geothermal HVAC systems, this detached architectural masterpiece boasts over 4,500sqft with five spacious bedrooms and four full bathrooms with a 5th bathroom fully plumbed-in for future installation. Step inside to discover an expansive open floor plan that invites natural light to dance across the room from the floor-to-ceiling glass sliders that illuminate the natural beauty of Turville Creek with panoramic views of Ocean City's High Rise Row as its backdrop. The heart of the home is the gourmet kitchen, featuring an eat-in area perfect for casual dining, while the adjacent living spaces are enhanced by an elegant gas fireplace, creating a warm and inviting atmosphere for gatherings. Adjoining the primary living area is a 19'x19' sunroom with cathedral ceilings, built-in cabinets for entertaining, featuring its own geothermal HVAC system. The balloon framed sunroom, featuring magnificent views of Turville Creek and the OC skyline, was framed and designed ready to drop in an in-line Swim Spa with the concrete pad and electric in place. Just off the sunroom, a brand new, expansive TimberTech deck was just installed in 2026 featuring low-voltage landscape lighting which leads down to a huge flagstone patio area for additional outdoor living and entertainment space. The Primary Suite, a true entry-level sanctuary, offers breathtaking bay views and is complemented by a Master Bathroom offering a Whirlpool Tub and ceramic tiled Rainforest ceiling shower, a spacious walk-in closet, plus an additional Half Bath with its own walk-in closet. A second entry-level bedroom with the plumbing for a future full bathroom is currently situated as an office. The stairway of the home leading to the second floor wraps around a space designed for a future elevator addition with a 6" concrete pad, electric and phone line already in place. The second floor offers an additional three bedrooms with two full baths and a large Bonus Room with its own fireplace, tv mount and surround sound speaker wiring. Traverse up to the cupola for a serene retreat setting, ideal for an intimate seating area to take in the spectacular, surrounding water views and the renown Golden Hour that illuminates Ocean City's skyline with rainbow hues each evening. Every detail of this home has been meticulously designed, from the recessed lighting that highlights the home's architectural features to the exterior landscape lighting that creates ambiance for every occasion. The convenience of a main floor laundry room just off the four-car garage adds to the home's thoughtful design, while the Fire Department Knox Box provides peace of mind. Enjoy the tranquility of the tidal wetland surroundings, where nature's beauty is just outside your door here on Plantation Lane. As part of a prestigious gated community, residents enjoy exclusive access to a marina club, pier, and dock, perfect for boating enthusiasts or for crabbing, fishing and sightseeing. This luxurious residence is not just a home; it's a lifestyle choice that offers the perfect blend of comfort, elegance, and natural beauty. Experience the ultimate in coastal living, where every day feels like a vacation.

10316 Plantation Ln, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact:

202 N Heron Dr Unit 2022B, Ocean City
$345,750
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:

11 54th St Unit 203, Ocean City
$1,195,000
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:

9800 Coastal Highway Unit 910, Ocean City
$715,000
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 with Italian Tile flooring. 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 Highway Unit 910, Ocean City

Listing courtesy of Mary McCracken Realty, Inc. Contact:

11635 Maid At Arms Ln, Berlin
$749,999
4 Beds ⋅ 4 Baths
Price repositioned at 11635 Maid At Arms Lane in Berlin, Maryland, offers an inviting blend of privacy, space and resort-style living within the gated golf community of GlenRiddle. Set against a peaceful backdrop of mature trees and overlooking open lawn, this spacious 4-bedroom, 3.5-bath home offers exceptional flexibility for everyday living, entertaining and hosting guests. A welcoming front porch introduces a light-filled interior with hardwood floors, vaulted ceilings and generous living spaces. The main level flows from the kitchen and dining areas into a dramatic two-story great room, where expansive windows and a gas fireplace create a warm gathering place. The kitchen features granite countertops, two wall ovens, gas cooking, stainless appliances and abundant cabinetry, with sliding doors extending the living space to a screened porch overlooking the serene backyard. One of the home's most desirable features is its two first-floor bedrooms, each with its own en-suite bath. The spacious primary suite offers dual walk-in closets and a large bath with double vanity, jetted tub, tiled walk-in shower and separate water closet, while the second main-level suite provides exceptional flexibility for guests, a home office or additional private living space. Upstairs, a large loft offers two flexible areas ideal for a home office, reading room, media lounge, playroom, fitness area or creative space, while two additional bedrooms connected by a Jack-and-Jill bath provide comfortable private accommodations. Additional features include a two-car garage with elevated mechanical systems and epoxy-finished floor, dual-zone heating and air conditioning with Nest thermostats, gas hot-water heat, central air, central vacuum and paid-for solar panels offering the benefit of improved energy efficiency without assuming a solar lease or payment contract. Beyond the home, GlenRiddle offers a distinctive Eastern Shore lifestyle with a gated entrance, clubhouse, outdoor pool, fitness center, tennis courts, marina and boat ramp, plus two championship golf courses. Ocean City beaches, Assateague Island, historic downtown Berlin and everyday conveniences are all within easy reach. Now offered at $764,900, 11635 Maid At Arms Lane brings together generous living space, the convenience of two first-floor en-suite bedrooms and the amenities of one of the area's established resort communities.

11635 Maid At Arms Ln, Berlin

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

811 Market St, Pocomoke City
$199,900
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:

12353 Southhampton Dr, Bishopville
$3,200,000
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:

405 Bayshore Dr Unit 301 SOUTH SHORE, Ocean City
$424,900
2 Beds ⋅ 2 Baths
SELLER IS READY! They have moved out - bring your offers! South Shore isn’t just another condo in Ocean City. It’s an experience — one that comes with its own assigned exclusive-use boat slip, its own soundtrack, and a constantly changing waterfront view. Situated directly on Isle of Wight Bay with southern exposure, this top-floor corner 2-bedroom, 2-bath condo offers one of the least-obstructed bay views available in Ocean City. Extensive renovations opened the common living spaces so that, from the moment you walk through the front door, you’re immediately connected to the water. Other major improvements include full HVAC throughout, replacing the former wall-unit air conditioning, and the home is move-in ready from day one. What truly sets this property apart, however, is what it feels like to live here. The gentle sound of water against the bulkhead, seagulls and herons gathering below, boats passing to and from Bahia Marina, and sunsets that can span nearly every color imaginable become part of everyday life. In the quieter winter months, you can sometimes even hear the waves breaking on the beach. Thoughtfully maintained as a primary residence, this is a bayfront home that has already been updated rather than one waiting for its next owner to take on a renovation project. South Shore is a self-managed association with some of the lowest condo fees in Ocean City, and the Reserve Study is on file. Located on Bayshore Drive in downtown Ocean City, the property is convenient to the Boardwalk, restaurants including BLU Crabhouse and Fishtales, marinas, waterfront bars, shopping, fishing, and everything that makes this part of town so desirable — while still offering the quieter, more relaxed atmosphere of the bay side of the island.

405 Bayshore Dr Unit 301 SOUTH SHORE, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact:

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