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$499,900
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: 3025391777
$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: 4105246400
$495,750
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
$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
$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
$575,000
6 Beds ⋅ 2 Baths
Welcome to this beautifully maintained Victorian in the heart of historic Berlin, also known as America's Coolest Small Town. Offering 6 bedrooms, 2 full bathrooms, and a flexible floor plan, this home combines timeless character with thoughtful updates and modern conveniences. A spacious wrap-around porch welcomes you inside complete with an enclosed sleeping porch, where a grand foyer showcases a stunning stained-glass window, hardwood flooring, soaring ceilings, and classic architectural details throughout. The updated kitchen features Corian countertops, maple cabinetry, stainless steel Jenn-Air appliances, and durable flooring, while the formal dining room, living room, and sunroom provide plenty of space for gathering and entertaining. A dedicated home office offers an ideal work-from-home setup, and a versatile sitting room provides additional space that can be tailored to your needs. Recent improvements include updated electrical and plumbing systems, a newer roof, and numerous enhancements throughout the property. The detached garage offers endless possibilities as a workshop, hobby space, recreation space, or additional storage. French doors open to a large rear deck overlooking the spacious backyard, creating the perfect setting for outdoor entertaining, relaxing, or enjoying time with family and friends. Located just a couple of blocks from Berlin's vibrant downtown shops, restaurants, and community events, and only minutes from Ocean City, this property offers the charm of small-town living with convenient access to the beach and coastal attractions. A rare opportunity to own a home filled with character, space, and modern updates in one of Maryland's most sought-after communities.

207 Williams St, Berlin

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$974,900
4 Beds ⋅ 3 Baths
Exceptional canal-front home with a pier and direct access to the bay. Thoughtfully updated throughout, this spacious 4-bedroom, 2.5-bath home offers the potential for a 5th bedroom and features new windows, flooring, renovated bathrooms, and an updated kitchen. Modern glass stair railings add a stylish contemporary touch, while the primary suite boasts a generous walk-in closet. Enjoy stunning water views from the spacious living areas, screened porch, and multiple decks. Outside, the beautifully landscaped and fenced yard provides the perfect setting for entertaining or relaxing by the water. Additional features include a fireplace, attached 2-car garage, and pier for boating, fishing, and crabbing right from your backyard. Ideally located just around the corner from one of Ocean Pines waterfront beach clubs, residents can enjoy convenient access to a pool, sandy beach area, and waterfront recreation. Enjoy all the amenities Ocean Pines has to offer, including pools, golf, marina, yacht club, parks, and beach club access. Whether you're looking for a year-round residence, vacation getaway, or investment opportunity, this exceptional waterfront property offers the best of coastal living.

9 Harborview Dr, Ocean Pines

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382
$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
$329,000
3 Beds ⋅ 3 Baths
OWNER FINANCING AVAILABLE!!! This beautifully remodeled 3-bedroom, 2.5-bath home offers the perfect blend of modern convenience and classic charm. Thoughtfully updated while preserving the character and warmth of the original home, this property provides a welcoming atmosphere from the moment you arrive. The heart of the home features a brand-new kitchen with stylish cabinetry, updated countertops, and new appliances, making it ideal for both everyday living and entertaining. The bathrooms have also been tastefully renovated with modern finishes and fixtures. Outside, you'll find a spacious backyard retreat complete with a charming gazebo, perfect for relaxing, hosting gatherings, or enjoying peaceful evenings outdoors. With its combination of updated amenities and preserved architectural character, this home is truly the best of both worlds, Seller might consider owner financing. Don't miss the opportunity to make this move-in-ready gem your own!

807 Market St, Pocomoke City

Listing courtesy of Decatur Byrd Realty. Contact: (410) 957-2220
$99,900
4 Beds ⋅ 2 Baths
Investor special with major upside potential in the heart of Pocomoke City! This partially renovated 4-bedroom, 2-bath Colonial offers approximately 1,760 square feet of living space and sits on a generous quarter-acre lot. Renovations have already been started, providing a valuable opportunity for investors, contractors, flippers, or buyers looking to complete a project and build equity. Recent improvements and visible progress throughout the home create a solid foundation for the next owner to bring their vision to life. Located within city limits with public water and sewer, this property offers convenient access to downtown Pocomoke City, local shopping, restaurants, schools, and major routes. The spacious floor plan, large rooms, and classic Colonial architecture make this an attractive candidate for a fix-and-flip, long-term rental investment, short-term rental opportunity, or owner-occupant renovation project. Properties with this level of potential at this price point are becoming increasingly difficult to find. Sold strictly As-Is. Cash, renovation financing, or private financing may be best suited. Bring your contractor, imagination, and investment strategy to unlock the full value of this promising Worcester County property.

808 2nd St, Pocomoke City

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777
$398,999
3 Beds ⋅ 2 Baths
Welcome to The Blue Crab Beach House, where coastal charm meets comfort and convenience. Nestled in one of the area's most sought-after communities, you'll enjoy access to resort-style amenities including pools, golf courses, a marina, and nearby beaches—all while being just minutes from shopping, dining, and entertainment. Inside, an open and inviting floor plan creates the perfect setting for both entertaining and everyday living. The main level offers the ease of single-floor living with a spacious primary bedroom, full bathroom, and laundry area. Upstairs, two additional bedrooms share a convenient Jack-and-Jill bathroom, providing plenty of space for family and guests. Step outside and embrace the coastal lifestyle. Start your mornings on the peaceful porch with a cup of coffee, then spend afternoons and evenings enjoying the spacious yard—ideal for games, gatherings, barbecues, and outdoor relaxation. Recent updates provide added value and peace of mind, including: New roof (2023) Fresh interior paint throughout New bedroom light and ceiling fan fixtures Brand-new dishwasher (November 2024) New microwave (March 2025) Newer kitchen appliances Unique features such as custom-built loft twin beds and a cozy wood-burning stove add warmth, character, and charm to this special home. Whether you're searching for a full-time residence, vacation getaway, or investment opportunity, The Blue Crab Beach House offers the perfect blend of tranquility, recreation, and coastal convenience. Come experience the best of beach-area living.

3 Starboard Ct, Ocean Pines

Listing courtesy of Newport Bay Realty. Contact: 4102137040
$432,500
4 Beds ⋅ 2 Baths
Located on the eighth fairway of the Ocean Pines Robert Trent Jones Golf Course in sought-after Bay Colony, this exceptional retreat features an open floor plan with cathedral ceilings, skylights, hardwood flooring in the main living areas, and a family room wood burning fireplace, equipped with screen and fireplace tools. The four-bedroom two-bath rancher style home with an open area concept in the kitchen, living and dining rooms. The family and dining room have open access to the Florida four-season sunroom. There is a separate screened in porch creating seamless options for year-round enjoyment. This beautiful home has been updated with a new roof in December 2025 with a 20-year transferrable warranty and sky lights and new gutters with a 5-year warranty, and primary bedroom bathroom upgrade. The Heating Ventilation and Cooling system was replaced in 2016, and the beautifully refinished kitchen is appointed with new cabinetry, and modern appliances with abundant workspace for effortless entertainment. Additional highlights include a separate shed with plentiful storage room and an extra-large concrete driveway with room for six cars. There is plenty of street parking as well. Outside, beautifully shaded landscape with shuffleboard structures in the front and a deck and firepit in the back yards looking out over the golf course. Furnishings can be purchased separately. Community boat ramps exist to launch your personal watercraft. The launch areas have direct access to bay and ocean waters. Boating, fishing, crabbing, and clamming to easy access to the Ocean Pines yacht club, golf course, clubhouse grill, pools, racquet facilities, Ocean City beach club and more are all a part of living in Ocean Pines. The Ocean Pines Beach Club is located between 49th and 50th streets with private parking, pool and changing area flowing out to the beach on the Atlantic Ocean.

48 Battersea Rd, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$949,750
5 Beds ⋅ 5 Baths
New Price Improvement-OVER 5,400 SQUARE FEET OF FINISHED LIVING SPACE! If space, flexibility and the GlenRiddle lifestyle are on your wish list, 11436 Maid at Arms Lane deserves a closer look. Offering an impressive 5 bedrooms, 4.5 baths and approximately 5,404 finished square feet across three levels, this exceptional home delivers an amount of living space that is increasingly difficult to find. Perfectly positioned within the gated GlenRiddle community, the home enjoys desirable southern exposure across the rear, golf course views and water views toward Turville Creek from the front. An impressive bank of windows fills the expansive living areas with natural light while showcasing the surrounding scenery. At the heart of the home is a spacious gourmet kitchen designed for everyday living and entertaining. Generous countertop and preparation space, abundant cabinetry and two walk-in pantries provide exceptional storage and functionality. The open floor plan flows into oversized gathering and entertaining areas, giving everyone room to spread out while maintaining a comfortable connection between spaces. One of the home’s greatest advantages is its incredibly flexible three-level floor plan. Two private en-suite bedrooms, one on the second level and another on the third, provide excellent accommodations for owners, family and overnight guests. With five bedrooms and more than 5,400 finished square feet, there is tremendous flexibility for home offices, fitness space, media or game rooms, guest accommodations and additional living areas. The oversized two-car garage provides additional storage and features dual 220-volt outlets for EV charging. Rough-in closets on each level also provide infrastructure for the potential addition of a future elevator. Living in GlenRiddle is about more than the home. Enjoy an amenity-rich gated community featuring a marina, community pool, clubhouse, fitness center, tennis, golf, walking and jogging paths and Ruth’s Chris Steak House. Golf-cart-friendly surroundings make it easy to enjoy everything the community has to offer, while the beaches, restaurants, shopping and entertainment of Ocean City are just minutes away. With approximately 5,404 finished square feet, five bedrooms, multiple en-suite accommodations, golf and water views, southern exposure and an outstanding GlenRiddle location, 11436 Maid at Arms Lane offers an exceptional combination of SPACE, LOCATION and LIFESTYLE. If you have been searching in the Ocean City and West Ocean City area and want substantially more room without sacrificing proximity to the beach, put this home on your must-see list. (rough-in closets for future elevator on every floor)

11436 Maid At Arms Ln, Berlin

Listing courtesy of Keller Williams Realty. Contact: steve@srarealty.com
$374,900
3 Beds ⋅ 2 Baths
Motivated sellers just made a price reduction! All spruced up and ready to go! Fresh paint and new carpet throughout this 1 level contemporary coastal custom-built 3-bedroom 2 bath home in the community of Ocean Pines. Delightful 14 x 12 screened porch plus a 12 x 12 deck for enjoying the good life here at the beach. Spacious Primary bedroom with a vaulted ceiling has a walk-in-closet and access to the primary bath with a walk-in shower. 8x7 attached shed for all you bike, lawn equipment and beach toys. Gutter guards installed. Asphalt paved driveway for plenty of parking for you, family and friends. 5 x7 laundry room with washer and dryer. HVAC is approximately 5 years old. The complete package is easy to see and ready for your immediate enjoyment.

31 Footbridge, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$624,990
3 Beds ⋅ 3 Baths
This brand new construction by Gemcraft Homes offers a rear screened porch, and is located on an extra-large cul-de-sac lot overlooking the Ocean Pines Golf Course! The Nottingham is a modern ranch-style home with 3 bedrooms, 2 baths, and a 2 car garage. The expansive Great Room area with 9' ceilings and gas fireplace opens to the Kitchen, that is ready for entertaining and cooking comforting meals for family and friends. An open dinette and large kitchen island offer an abundance of space for informal dining. The private Owner’s Suite includes an ensuite bath featuring a double vanity, water closet, and walk-in closet. For upgraded luxury, the Venetian Owner's Bath includes a Ceramic Tile Base shower with Glass Door, Granite Vanity Top, Rectangular Sink Bowls, and a Tall Vanity with Drawer Base. Two additional bedrooms with a hall bath and laundry room complete the floor plan. The award winning community of Ocean Pines is located just a short drive away from Ocean City's beaches and boardwalk, Assateague Island National Seashore, the historic downtown Berlin! A Gemcraft Smart Home Bundle is included, plus ask about our Builder Incentives! Photos shown are of a similar home. Estimated completion date November 2026.

277 Windjammer Rd, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200
$450,000
3 Beds ⋅ 1 Baths
This ±1.80-acre farmette is ideally located just off U.S. Route 50 along North Main Street in Berlin, Maryland, providing excellent access to both Ocean City and Salisbury. The property is situated approximately 1.5 to 2 miles from downtown Berlin, offering a desirable balance of rural charm and convenient access to shopping, dining, and community amenities. Improvements include a traditional farmhouse containing three bedrooms and one bathroom, providing a residential setting with ample surrounding land suitable for a variety of agricultural, hobby farm, or recreational uses. The current home would benefit from renovations and general updating it does present an opportunity for a new owner to improve and customize the property to meet their needs. The property is currently zoned Light Industrial (I-1), a designation that provides flexibility beyond traditional residential use and may accommodate certain home-based business operations, making it an attractive opportunity for owners seeking both residential occupancy and business functionality.

10037 Main St, Berlin

Listing courtesy of SVN/Miller Commercial Real Estate. Contact: 410-543-2440
$330,000
3 Beds ⋅ 2 Baths
Opportunity awaits with this 3-bedroom, 2-bath home featuring a cozy fireplace, screened-in porch, fenced backyard, and a new hot tub. The functional floor plan and desirable outdoor living spaces provide a great foundation for customization. Located in the popular community of Ocean Pines on a quiet cul de sac, this property provides access to an impressive selection of amenities, including swimming pools, a golf course, a marina, a beach club, parks, and scenic walking paths. Enjoy the best of coastal living with Ocean City’s beaches, restaurants, shops, and entertainment just a short drive away. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this home offers an excellent location with endless possibilities.

11 Bimini Ln, Ocean Pines

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382
$439,000
3 Beds ⋅ 3 Baths
Located in the Ocean Pines community, this 3-bedroom 2 1/2-bathroom home has so much to offer including a 2-car attached garage! When you enter the home, you will be immediately impressed by the sunny living room featuring vaulted ceilings and skylights! The owner recently upgraded the flooring with luxury vinyl plank which runs through the main level common areas. The kitchen features white cabinetry and stainless-steel appliances. The sunroom also has vaulted ceilings and a gas fireplace with mantel. The sunroom leads to a large deck that is freshly painted. The deck has peaceful views of trees and privacy. The first-floor primary bedroom as features views of the back yard and a walk-in closet. What you will notice most about this home is that it is flooded with natural light. Almost every room features large windows. On the second level of the home there are two bedrooms and a bathroom. There is also a walk-in attic storage room that could be used to conveniently store holiday decorations. This home was built by T&G Builders and is the Skipjack II model. The hot water heater was replaced in 2023 and the roof was replaced in 2026. Builder marketing floorplan shows square footage of 1659, while tax record shows 1494. Make an appointment to see this well maintained home today!

369 Ocean Pkwy, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400
$1,399,000
5 Beds ⋅ 5 Baths
Rare Captain's Hill opportunity — a custom 5-bedroom, 4.5-bath waterfront home on a 0.47-acre corner lot with a private boat slip, lift, and inground pool. Homes in this neighborhood trade hands once in a generation. Set on nearly half an acre at the corner of Shoal Drive and Golf Course Road, this 2,994-square-foot custom home was built in 1997 and has been meticulously maintained. Deeded waterfront rights include exclusive use of the pier on the northerly half of the shared bulkhead, with a boat lift already installed and ready for the season. The canal opens directly to the back bays and the Atlantic beyond. Inside, hardwood floors run throughout. The upper level of the main house holds a spacious primary suite plus two additional bedrooms, sharing a full bath. The main floor offers a gourmet kitchen with upgraded countertops, stainless appliances, and a gas range. A gas fireplace anchors the living room, and there's also a bedroom and hall bath for overflow guests. A screened three-season gazebo captures cross-breezes and canal views. A private staircase off the kitchen leads to what may be the home's most flexible space: a large bonus suite above the garage with its own full bath and mini-fridge. Big enough to function as three zones at once - a home office, a workout area, and a full lounge with room for a sectional and oversized TV. It lives like a private apartment, ideal for a work-from-home setup, in-law arrangement, teen retreat, or long-stay guest quarters. Outside, the inground pool is framed by a paver patio and a covered gazebo with grill/skillet, table, and a bar area. The backyard is fully fenced, and professionally landscaped with mature plantings. An oversized two-car garage with tall ceilings and extended depth accommodates full-size trucks, trailers, and workshop use. Captain's Hill is one of Ocean City's most established communities and carries no HOA fees. It's a genuine rarity for a waterfront enclave this close to town. Furnishings and recreational equipment available separately. Schedule a private tour today. This one will not sit.

12944 Shoal Dr, Ocean City

Listing courtesy of Coldwell Banker/Bud Church Rea. Contact: (410) 524-7888
$814,900
4 Beds ⋅ 4 Baths
Stunning New Construction in Ocean Pines – Move-In Ready! Built by RBR Homes LLC, this exceptional 4-bedroom, 3.5-bathroom home has just been completed and is ready for immediate occupancy in the desirable Triple Crown section of Ocean Pines. From the moment you arrive, you'll appreciate the home's charming coastal character, highlighted by beautiful blue siding and an inviting front porch. Inside, thoughtful design, high-end finishes, and exceptional craftsmanship are evident throughout. The first floor features a spacious family room with a cozy gas fireplace, creating the perfect gathering space year-round. The family room flows seamlessly into the gourmet kitchen, a true chef's dream, featuring premium Café appliances, quartz countertops, white custom cabinets,  a large center island with seating, and a custom tile backsplash. Just off the kitchen, you'll find a butler's pantry, wine cooler, and additional pantry storage for added convenience. The dining area is filled with abundant natural light, creating a bright and welcoming space for everyday meals and entertaining. The luxurious first-floor primary suite offers a private retreat, complete with a spa-inspired bath featuring a designer-tiled walk-in shower, freestanding soaking tub, and a custom walk-in closet with built-in organization. Additional first-floor highlights include a dedicated home office, laundry room, luxury vinyl plank flooring, and custom lighting throughout the home. Upstairs, you'll find a spacious second family room, three additional bedrooms, and two full bathrooms, providing plenty of room for family and guests. Step outside to enjoy the covered rear patio overlooking a freshly sodded yard. Fencing is permitted with HOA approval, making the outdoor space ideal for children and pets. Enjoy everything the amenities rich community of Ocean Pines has to offer, including: 5 swimming pools (1 pool is enclosed and heated and open year-round), Yacht Club and restaurant, marina, boat ramp, golf course with club house, Community Center, multiple playgrounds and parks, tennis basketball and pickleball courts, skateboard park, walking/biking trails, community police and fire departments and beach club on the ocean with ocean front pool and parking, and more! Come take a look today before it's SOLD!!Don't miss this opportunity to own a beautifully crafted new home in one of the area's most sought-after communities.

75 King Richard Rd, Berlin

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$11,995,000
4 Beds ⋅ 5 Baths
Private Island at 1546 Teal Drive, Ocean City, Maryland is a truly unique offering — the bay's only island estate. Included is an adjacent buildable waterfront lot just inside the entrance gates before crossing the private bridge. The improved .29-acre parcel features approximately 95 feet of bulkheaded shoreline with boardwalk, paved driveway, irrigation, and landscaping, offering flexibility for a future guest house or single-family residence, additional parking, or expanded waterfront enjoyment. Located off 15th Street in downtown Ocean City, the property offers seclusion and accessibility, 3 blocks to the Boardwalk and beach, minutes to the Ocean City Inlet and Assateague Island by boat, and a block from Harbor Island, home of the world-renowned White Marlin Open. Hidden behind a brick wall and accessed through a 6-foot gate, the arrival continues across a private 120-foot vehicular bridge from Mallard Island. The island encompasses more than 3 acres of native marshlands and coastal landscape with panoramic views of the open bay, the Rt. 50 Bridge to the south, Rt. 90 Bridge to the north, and the rare combination of breathtaking sunrises and sunsets across the water. Architecturally, the home is an iconic shingle-style residence inspired by Nantucket architecture, with exterior renovations and enhancements by renowned Lyman Perry Architects Ltd. of Nantucket, Massachusetts. The approximately 5,000-square-foot home features custom woodworking, Carlisle wide-plank hand-finished pine flooring, new Andersen doors throughout, approximately 3,250 square feet of wraparound decking, and expansive water views. Upon entering, a dramatic 24-foot atrium features a 12-foot by 15-foot overhead skylight and floor-to-ceiling Coral Rock fireplace feature connecting the surrounding living spaces. Designed to maximize open bay views throughout, the main living area features custom built-in cabinetry and flows into the separate dining and gathering spaces. The kitchen/family room creates an inviting area for entertaining, with custom solid birch painted cabinetry by Premier Cabinetry of New Holland, Pennsylvania, and a 5-foot by 8-foot teak island countertop. A custom wood spiral staircase provides secondary access between the main and upper levels. The main level also includes a home office with built-in cabinetry and pull-out file storage, plus an additional guest bedroom and full bath. Upstairs, an open bridge hallway overlooks the atrium while separating the primary suite from two guest bedroom suites. The four-room primary suite includes a bedroom retreat with bayfront deck, sitting/entertainment/dressing room with vaulted ceilings, custom cherry wood built-ins and four closets, en-suite bath with double vanity and dressing table, and a second dressing room with vaulted ceilings, four double-door deep closets, and an arched window with window seat dividing two built-in tall chests. Two additional bedrooms each feature en-suite baths and private decks. Outdoors, an island retreat features a pool and spa by Sea Glass Pools, expansive decking, gazebo bar with cabinetry and quartz countertops, full bath with shower, docking, 10,000-pound boat lift, and fish cleaning station. Significant recent investments include bulkhead improvements, reinforced helical pilings, bridge renovations, active security and surveillance systems, and maintained structural and mechanical systems. Surrounded by abundant birdlife and endless open-water vistas, this distinguished estate embodies timeless elegance.

1546 Teal Dr, Ocean City

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4105247000
$149,900
3 Beds ⋅ 2 Baths
Classic 2-story home offering 3 bedrooms and 1.5 baths with plenty of potential for renovation or investment opportunity. Situated on a generously sized rear yard with expansive open space and located near the Pocomoke Fairgrounds. Public water and sewer provide added convenience and affordability. Property is being sold strictly “as-is, where-is.” Great opportunity for investors, rental portfolio expansion, or buyers looking to add value and make it their own.

408 Dudley Ave, Pocomoke City

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 7575642600
$1,999,000
6 Beds ⋅ 6 Baths
Completed in 2021, this exceptional 6-bedroom, 6 bath waterfront Modern Farmhouse offers an extraordinary blend of timeless architecture, refined finishes, and resort-style living within the prestigious gated community of Glen Riddle. A sweeping circular driveway and expansive wraparound concrete front porch create a striking first impression before you step through the double front doors into a grand foyer, where breathtaking water views immediately capture your attention. Thoughtfully designed for both elegant entertaining and everyday living, the open-concept floor plan is filled with natural light and showcases exceptional craftsmanship throughout. At the heart of the home is a stunning gourmet kitchen featuring an oversized quartz island, abundant custom cabinetry, premium finishes, and seamless flow into the spacious dining area and inviting great room. The family room is anchored by a gas fireplace with custom built-ins, while a separate formal living room offers additional gathering space or the flexibility to serve as a seventh sleeping area. A private home office provides the ideal setting for remote work without sacrificing comfort or style. The first-floor primary suite is a private sanctuary overlooking the pool and tranquil waterfront. Two custom-designed walk-in closets provide exceptional storage, while the luxurious en-suite bath features dual vanities and a spacious roll-in shower. Also on the main level are a generous laundry room, powder room, and direct access to the oversized three-car garage. Designed for exceptional outdoor living, the backyard is your own private retreat. The heated saltwater pool is notably deeper than most in the area, offering an enhanced swimming experience rarely found in coastal communities. An adjacent pool bath adds convenience for family and guests, making entertaining effortless while keeping the home’s interior clean and dry. The second floor offers outstanding accommodations with five additional bedrooms, three full baths, and a spacious loft that enjoys glimpses of the golf course across the street. A versatile bonus suite, currently used as a bedroom with its own full bath and private balcony overlooking the pool and creek, is ideal as a second owner’s suite, guest retreat, or media room. Built with both luxury and longevity in mind, the home was thoughtfully engineered to accommodate a future elevator serving both floors and the garage. Additional premium features include two tankless gas water heaters and dual high-efficiency dual-fuel HVAC systems with gas backup, delivering year-round comfort and energy efficiency as well as a 4ft encapsulated crawlspace. Parking is abundant with both the circular front driveway and an additional concrete driveway leading to the oversized three-car garage. The professionally irrigated lawn is maintained by the HOA, allowing for a truly low-maintenance lifestyle. Residents of Glen Riddle enjoy an exceptional collection of resort-inspired amenities, including a beautifully appointed clubhouse with a state-of-the-art fitness center, locker rooms with saunas, billiards and game rooms, card room, meeting facilities, outdoor swimming pool with integrated spa, children’s splash pad, tennis and pickleball courts, and on-site professional management. Golf enthusiasts will appreciate two championship golf courses and a driving range, with memberships available. Residents may also register personal golf carts for use throughout the community, further enhancing the neighborhood’s relaxed coastal lifestyle. Located just minutes from the pristine beaches, renowned dining, shopping, and entertainment of Ocean City, Maryland, this remarkable waterfront residence offers the rare opportunity to enjoy luxury coastal living in one of the area’s most sought-after gated communities.

11409 Maid At Arms Ln, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400
$399,000
3 Beds ⋅ 2 Baths
Owners say bring your reasonable offer. This updated 3-bedroom, 2-bath coastal retreat is offered fully-furnished and ready for immediate enjoyment! Tucked away at the end of a quiet cul-de-sac, this beautifully maintained home showcases true pride of ownership with many recent upgrades including a brand NEW kitchen!! New entry doors welcome you into a bright, modern living space centered around the completely renovated kitchen. The family chef will love the stylish new cabinetry, quartz countertops, sleek backsplash, and stainless steel appliances that combine both beauty and functionality. Spacious living and dining areas provide plenty of room to relax, gather, and entertain guests with ease. A versatile three-season room extends the living space and creates the perfect transition between indoors and outdoors. Overlooking the large yard, this inviting space offers peaceful views of mature trees that provide both privacy and a lush natural setting. The home also features a huge driveway with abundant off-street parking, along with a one-car garage for added convenience. All three bedrooms are generously sized and updated with new flooring, while the entire home has been freshly painted and tastefully decorated in a charming beach-inspired style. Simply move in and start enjoying coastal living from day one! Located in the vibrant community of Ocean Pines, residents enjoy an impressive array of amenities including indoor and outdoor pools, tennis and pickleball courts, parks, walking trails, golf, boating, and the famous Ocean Pines Yacht Club and Beach Club!

20 Southwind, Ocean Pines

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact: (410) 524-0919
$550,000
4 Beds ⋅ 3 Baths
Welcome to 7 Long Point Ct. located in the 55+ community of The Parke in Ocean Pines. This spacious Sandpiper model offers 4 BR's & 3BA's with lots of upgrades including a new roof, HVAC system, Leaf Filter gutter guards, gas hot water heater, washer/dryer, Pella windows, skylights, Silestone countertops, LVP in the Kitchen and a new LG refrigerator. Enjoy added privacy and natural surroundings with an all-season porch overlooking a private back yard. HOA Fees include the use of the clubhouse with an indoor pool. fitness center, sauna, billiards room & a library. The Parke also includes cutting your grass, mulching flower beds & snow removal! This well-maintained property is ready for its next owners. Motivated seller says: Make this your next home in Ocean Pines!

7 Long Point Ct, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$525,000
3 Beds ⋅ 3 Baths
PRICE REDUCTION! SHOW AND SELL!This highly sought after Osprey Model in the Parke at Ocean Pines' over 55 community is situated on a large culdesac wooded lot. It features a first floor primary bedroom with ensuite bathroom including double vanities, soaking tub and walk-in shower. The tray ceiling and and triple windows add to the ambiance of this desirable primary suite which also features a walk-in closet. The spacious foyer opens into a magnificent great room with gas fireplace. The wide open kitchen is equipped with a gas range with self cleaning oven, built-in microwave, brand new dishwasher, and refrigerator with icemaker. A beautiful sunroom with 9 foot windows and a fireplace overlooks wooded yard and circular stone paver patio. There is also a 2nd bedroom with abundant windows, a den or 4th bedroom, another full bath and gleaming hardwood floors on the 1st floor. All of this level has 10 foot ceilings and soaring vaulted ceilings open to a loft above. The upstairs features a family room, a massive third bedroom and another full bath. The house has a two car garage with overhead storage. There is a fist floor laundry room with full size side by side washer and dryer. Can you imagine all of this in an active over 55 adult community with clubhouse, indoor pool, whirlpool, sauna, fitness center, card room. billiard room, library, huge wrap around patio overlooking lake with fountain and outstanding landscaping. In addition to all of these ammenities, The Parke HOA fee includes all grounds keeping and grass mowing and edging, mulching, shrub trimming, gutter cleaning, and snow removal of driveways and walkways all for a low monthly fee of $245.00 per month. The Parke is located within a larger Home Owners Association of Ocean Pines. Ocean Pines features a marina with restaurant and clubhouse, multiple pools, tennis and pickleball courts, dog park, walking trails, 18 hole golf course, playgrounds, stocked fishing lakes, picnic areas and a beach club on the Ocean City beach . The HOA fee for Ocean Pines is $915.00 per year. Some amenities like swim clubs, golf and boat slips have additional reasonable fees for usage. Move in to The Parke at Ocean Pines and start living the dream just minutes to the Ocean City Beach.

95 Chatham Ct, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$549,900
3 Beds ⋅ 3 Baths
PLEASE NOTE: although this home shows as 3 bedrooms, there is a den on the first floor and a bonus room over the garage that both could be used as a 4th and 5th bedroom. When comparing, please take that into consideration. This exceptional home is located in the Sherwood Forest area of Ocean Pines. If you missed it the first time, now is your second chance. It was temporarily taken off the market to replace the roof. Not only was the roof replaced with 50-year architectural shingles, but the skylights are brand new, and other improvements were made, as well. This home is the perfect blend of comfort, style, and coastal living. If you are looking for a primary home, a forever home, a second home, or an investment property this is the one. This custom home shows pride in ownership; it has 3 bedrooms and 2.5 baths. The first level offers a beautiful wide foyer that leads into an open floor plan, the living/great room, dining area, kitchen, primary bedroom suite, office, and 1/2 bathroom all have new upgraded LVP flooring except the primary, which is hardwood. The living room has a cathedral ceiling and a gas fireplace, which has a blower and provides heat if desired. The gorgeous kitchen has maple cabinetry with pullouts and soft closing doors and drawers, granite countertops and stainless-steel appliances. It has a large center island with a granite counter and maple cabinetry underneath for storage. The first floor also boasts a large laundry room and mud room both with tiled floors and both off of the 2-car garage entrance that leads into the home. One will also appreciate a 3 Season Room that expands across the back of the home overlooking the back yard and excellent for bird watching, all while enjoying your morning cup of coffee. If this isn't enough, one will also enjoy the expansive upstairs for a larger family or for guests. The second floor has a beautiful open hall that overlooks the living/great room and separates the bedrooms on both sides of the home. Upstairs you will find 2 additional bedrooms and a full bath and a large bonus room which could be a fourth bedroom. This home also has many areas for attic storage. All of this in the amenity rich community of Ocean Pines, where one can enjoy the pools (indoor/outdoor), parks/playgrounds, pond, yacht club, boating/fishing/ crabbing and the community center. Don’t miss out on the opportunity to own a beautiful home in Ocean Pines just 8 miles from Ocean city, 10 minutes from Berlin and a short drive to Assateague Island. Make your appointment today.

1210 Ocean Pkwy, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211