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$519,900
3 Beds 3 Baths
Beautifully Maintained Coastal Retreat in a Premier 55+ Community Welcome to effortless coastal living in this beautifully maintained 3-bedroom, 3-bath home nestled within a highly desirable 55+ community offering an exceptional array of amenities and an enviable location just minutes from Ocean City, Maryland. Designed with both comfort and entertaining in mind, this spacious residence showcases 10-foot ceilings, vaulted ceilings, tray ceilings, and an abundance of architectural volume, creating an impressive sense of openness throughout the first floor. Two inviting living areas just off the kitchen in the rear of the home are thoughtfully connected by a stunning double-sided fireplace, providing warmth, character, and a beautiful focal point for both spaces. The generous ceiling heights and open design give the main living areas an especially light, airy, and expansive feel in the more formal living and dining spaces in the front of the home. The thoughtfully designed first-floor primary suite offers a private retreat, complete with tray ceilings, a luxurious en-suite bathroom featuring a soaking tub, generous walk-in closet, and beautifully appointed finishes. A second bedroom on the first floor offers flexibility for guests with a full hall bathroom adjacent to it. The third, very spacious bedroom on the second floor, offers its own full bath giving even more space and privacy for family, visitors, or a home office. The well-appointed kitchen features stainless steel appliances and a large center island that opens naturally to the surrounding living and dining spaces. With two dining areas and two living areas, there is plenty of room for both intimate gatherings and larger celebrations. Step outside to your private rear yard, where the addition of a paver patio creates the perfect setting for morning coffee, al fresco dining, or relaxing evenings under the stars. The property has been superbly maintained and is truly move-in ready. Beyond your front door, enjoy the lifestyle that makes this community so special, with an impressive selection of amenities designed for recreation, relaxation, and social connection. And when you're ready to venture out, the beaches, restaurants, entertainment, and vibrant nightlife of Ocean City are only a few miles away. Nearby historic Berlin adds another layer of charm, with its delightful shops, restaurants, galleries, festivals, and seasonal events. This is more than a home���it is an opportunity to enjoy a beautifully appointed residence in a vibrant, amenity-rich community while being just minutes from everything that makes Maryland's Eastern Shore so desirable.

1 Columbia Ave, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$639,000
4 Beds 6 Baths
Opportunity knocks in Worcester County with this spacious Colonial-Contemporary home located at 9005 Horseshoe Ln in Newark, MD. Tucked away on a secluded 2.18-acre lot, this property offers an incredible country setting with plenty of privacy and room to breathe. With 3,657 square feet of finished living space, the home provides a flexible and functional layout and a fantastic chance for buyers looking to put their own personal touches on a few things. While the house needs a little work and some updates, it is priced accordingly and stands as a great value for someone wanting to build equity in a desirable location. The interior layout begins with a lovely foyer area with powder room & coat closet and leads to a sun-filled living room featuring a fireplace and impressive vaulted ceilings. The main level includes a formal dining room and spacious kitchen equipped with a large center island and a generous walk-in pantry, primary owner's suite with large walk-in closet, a dedicated laundry room with built-in cabinets, and an additional full bathroom. Upstairs, you will find a second bedroom suite complete with its own private bath, plus two more guest rooms that share a convenient Jack-and-Jill bathroom. Adding to the versatility is a separate bonus room over the garage. For even more potential, the home features an unfinished, daylight basement with walk-out stairs. The 3 car garage is accessible from the laundry room area, as are the steps to the finished loft space over the garage complete with private full bathroom. Outdoors, the expansive yard acts as your own private retreat surrounded by mature trees. You can enjoy the peace and quiet from the large rear deck or the screened-in porch, both of which offer great spaces for casual outdoor living. The property also features a detached shed for extra storage, which includes a handy attached covered pavilion space perfect for outdoor projects or small gatherings. The Newark address delivers a rare, authentic coastal-country lifestyle with quick access to modern amenities and top-rated Worcester County public schools. You are positioned perfectly between the historic charm of Snow Hill and the boutique shopping of Berlin, recently named one of America's coolest small towns. Even better, the world-famous beaches and wild horses of Assateague Island and the lively Ocean City boardwalk are just a short drive away. Professional photos coming soon.

9005 Horseshoe Ln, Newark

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$724,900
4 Beds 4 Baths
Welcome to the Ballyliffin Model, a beautifully crafted custom home built by Celtic Nations Contracting. Offering approximately 2,200 square feet, this thoughtfully designed home features four bedrooms, 3½ baths, two en-suite bedrooms, and exceptional custom details throughout. Step inside to a spacious family room highlighted by an awesome fireplace, custom built-ins, a flat-frame TV, and decorative faux ceiling beams that add warmth and character. The family room flows seamlessly into the open-concept kitchen and dining area, creating the perfect space for everyday living and entertaining. The stunning coastal-inspired kitchen features quartz countertops, stainless steel appliances, a large farmhouse sink, floating shelves, and a generous island, all complemented by stylish finishes and thoughtful design. The first-floor en suite offers a beautifully designed custom closet and dressing area, along with a spacious private bath featuring distinctive tilework and a warm, relaxing ambiance. Upstairs, a second en-suite bedroom includes another custom closet and a gorgeous private bath with a walk-in shower and exquisite tilework. Two additional bedrooms feature built-in desks, adding both style and functionality. A spacious bonus area creates an additional gathering space complete with a mini bar, flat-frame TV, and direct access to the balcony—an ideal setting for entertaining family and guests. Everywhere you look, custom craftsmanship and carefully selected details enhance the charm and character of this exceptional home. Nestled on a level, private lot surrounded by mature trees, the outdoor living space is equally inviting, featuring a large screened porch, attractive landscaping, and plenty of room to relax or entertain. This beautifully finished home is ready for you to begin enjoying the Eastern Shore lifestyle in the desirable Ocean Pines community.

1150 Ocean Pkwy, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$799,900
3 Beds 4 Baths
Stunning custom-built home perfectly situated in a peaceful country club setting overlooking the Ocean City Golf Club. From your front porch, enjoy views of the 8th hole while taking in the peaceful surroundings and picturesque setting. The home is in pristine condition and features a thoughtfully designed layout with spacious living areas. Every bedroom offers its own private bathroom, providing comfort and privacy for family and guests. An additional flex room offers the perfect space for an additional bedroom, a home office, den, or additional entertaining area. A three-car garage provides plenty of room for vehicles, storage, and recreational equipment. Step outside to the expansive backyard, offering a peaceful wildlife setting and a creek with access to the bay—perfect for kayaking or paddle boarding. Enjoy the tranquility of this beautiful setting while remaining just a short drive to Assateague Beach and an easy drive into Ocean City. A truly special opportunity to enjoy a custom-built home with golf course views, water access, privacy, and plenty of space—all in pristine, move-in-ready condition!

11530 Country Club Dr, Berlin

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382

$899,900
4 Beds 3 Baths
Set on a premier golf course lot overlooking the 8th fairway, this exceptional, nearly 3,900-square-foot home offers 4 bedrooms, 3 full baths of quality construction, thoughtful design, and extensive upgrades. Nine-foot ceilings, four skylights, cathedral ceilings in both the living room and the sunroom, numerous pocket doors, and abundant natural light create an inviting feel throughout. The main level features a spacious primary suite with en-suite bath, bamboo hardwood flooring, and a living room highlighted by a dramatic two-story natural stone fireplace matching the home's exterior stonework. The fireplace features an old-wood mantel reclaimed from a Pennsylvania barn, gas insert with heat blower, remote operation, and annual maintenance. Plantation shutters adorn the upper-level windows in the living room. Most lighting throughout the home is on dimmers, and all TVs are wall-mounted with wiring concealed. The beautifully appointed kitchen features tall-to-ceiling Omega cabinetry with dovetail construction, soft-close doors/drawers, granite counters, under-mount lighting, pull-out shelving, lazy Susan corner cabinet, baker's pan cabinet, separate prep sink, and double ovens with the top oven being convection and the recessed light above doubles as an additional exhaust fan. The cooktop has an exterior-vented exhaust system and there's a dedicated 20-amp outlet next to the cooktop for those serious chefs. Underneath the cooktop are two large pot/pan drawers flanked by two spice rack pullout cabinets! Also noteworthy is the wine refrigerator and dishwasher new in 2026. A walk-in pantry offers both wood and wire shelving.. The formal dining space off the kitchen features bay windows and a farmhouse chandelier. The cathedral-ceiling sunroom features a high sunburst window, while the adjoining recreation room includes skylights and opens to the rear deck. Upstairs, the primary bedroom features a tray ceiling and luxurious en-suite bath with walk-in Roman shower and multiple body sprays. Off the primary bedroom is a home office that leads to the 3rd floor walk-up attic, which provides extensive floored storage plus a finished, conditioned storage room (the green room in the photos). Bedrooms 2 and 3 share a Jack-and-Jill bath, and both bedrooms offer walk-in closets featuring built-in drawer systems. The second-floor hallway offers a huge storage closet, and the 2nd floor laundry room includes a utility sink. One bedroom upstairs is even insulated from top-to-bottom for sound reduction (you'll note the drum set in the photos) and features a cathedral ceiling. Outdoor living is exceptional, with 8th fairway views, extensive rear pavers, elevated composite decking, covered grilling area with bluestone flooring and remote/light-sensor string lighting, outdoor gas fireplace with custom dome cover, 7-person Hot Spring Grande hot tub on poured slab, landscaped 10x12 shed on slab, concrete side walkway, and multi-zone irrigation with rain sensor. Natural gas serves the fireplace, Rinnai systems, and fire pit. The home is foam insulated throughout and features an upgraded ZIP System beneath the siding. The geothermal HVAC includes two 3-ton water-source units, one for each level, a 6-ton dual-zone system, and six wells, serviced twice annually by A&A Services Co. Two tankless Rinnai systems provide efficient hot water. A 16kW Generac generator provides peace of mind, while an upgraded 1-inch water supply line improves water pressure. Back downstairs, a large mudroom with cabinetry connects the home to the two-car attached garage, which features an insulated door, mini-split heating/air, utility sink, and epoxy flooring. This remarkable property combines golf course views, exceptional indoor and outdoor living, abundant storage, energy-efficient systems, and a level of thoughtful detail rarely found in one home.

38 Battersea Rd, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$2,900,000
5 Beds 5 Baths
Discover unmatched coastal living in this 5‑bedroom, 4.5‑bath waterfront retreat, perfectly positioned on a picturesque point along Grey’s Creek off Assawoman Bay. Offering 330 feet of private waterfront, this property delivers sweeping water views, unforgettable sunsets, and a rare blend of privacy, space, and tranquility—just minutes from the ocean yet worlds away from the bustle. A gated entrance leads to an extended driveway and an impressive oversized 3‑car garage, designed with high ceilings ideal for vehicle stacking, storage, or hobby space. For boating enthusiasts, this is truly a boater’s paradise—complete with a private pier, boat lift, and effortless access to the creek and bay. Inside, the home is crafted for comfort and efficiency, featuring geothermal heating and cooling and generous square footage for hosting, relaxing, or working from home. Multiple rooms capture serene water views, including a striking panorama of the Ocean City skyline in the distance. Outdoor living shines with a large screened porch and a spacious waterfront deck, perfect for dining, entertaining, or simply soaking in the peaceful setting and nightly sunsets. The 1.23‑acre fenced lot provides exceptional space for pets, gatherings, and privacy. This property stands out as a premier opportunity for buyers seeking a private waterfront estate with modern systems, exceptional outdoor living, and direct water access in one of Bishopville’s most desirable locations—true coastal serenity on Grey’s Creek, without bayfront crowds.

12301 Point View Rd, Bishopville

Listing courtesy of O'Conor, Mooney & Fitzgerald. Contact: (410) 449-4900

$494,900
3 Beds 3 Baths
MUST-SEE beach-style home in the highly-acclaimed community of Ocean Pines! This 3-bedroom/2.5-bathroom, fully-furnished, turnkey house, with select items excluded, situated on a 0.20-acre serene, natural setting, with both an indoor and outdoor staircase to access inside. Within the main door, a foyer entrance allows for beach gear and other storage, before heading up the stairs to the elegant, open living-space. Here, LVP flooring guides you between the amply-sized modern kitchen, complete with quartz countertops and stainless-steel appliances, the cozy living-room, and the spacious dining-area. From here, the living and entertainment space continues, with sliding-glass doors giving the invitation to enjoy the MASSIVE screened-in porch (also accessed by a separate door from the kitchen). Family and friends can then transition into a full nature-immersion, as the opposite screen-door gives way to the large deck, easily serving as the party center, or a peaceful spot for coffee and bird-watching. The main level is also served by a powder room, exhibiting convenience for all. The LVP flooring ventures upstairs, locating the 2nd and 3rd bedrooms, adjoined by a Jack and Jill bathroom, offering privacy and comfort to family and guests. The showstopper on this level, though, is the primary ensuite, boasting a generous size, with a sleek, contemporary bathroom. But that's not all, as entry to a private balcony can be gained from the other side of the ensuite, adding to the ambiance of the primary sleeping-quarters. And if that weren't enough, the theme just keeps extending, as the primary balcony merges into a spiral staircase that elevates you to the birds-eye view from the SUNDECK, where a glimpse of the canal can be caught through the trees. The aforementioned canal, an easy walk across the street, also has an adjoining nature area called Pintail Park, which is an 11-acre space, featuring a scenic covered-gazebo, walking trail, crabbing and fishing pier, picnic tables, and an ADA-accessible kayak/boat launch for residents to use. This is just one of seemingly-countless amenities that community members have access to, including dining and entertainment options, many other parks, a premier golf course, five swimming pools, a yacht club, two marinas, and a 1st-class racquet-sports complex. Ocean Pines is truly a resort community with only 5 miles separating it from the beach and Ocean City. Whether you're searching for the perfect forever home, a coastal retreat, or an investment opportunity, this property offers exceptional potential. The home generated over $40,000 in rental income in 2023 under previous management. More recent rental performance reflects changes in rental management and marketing exposure, while the home's desirable location, amenities, and appeal continue to position it for excellent rental potential. (Rental income is provided for informational purposes only and is not a guarantee of future rental performance.) DO NOT hesitate on this phenomenal opportunity while it lasts!

582 Ocean Pkwy, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty-WOC. Contact: 4105202600

$449,900
3 Beds 2 Baths
This charming Salt Box-style home, built in 1989, offers a perfect blend of comfort and modern living. With 1,539 sq. ft. Step inside to discover a warm ambiance highlighted by beautiful wood floors and cozy carpeting. The traditional floor plan seamlessly connects the kitchen and dining areas, making it perfect for entertaining. The kitchen is equipped with energy-efficient appliances, including a self-cleaning oven and built-in microwave, ensuring both convenience and sustainability. The exterior boasts extensive hardscaping, a hot tub for unwinding, a fire pit for relaxing evenings and a community pool that invites you to enjoy sunny days. The property sits on a generous 0.24-acre lot, providing ample outdoor space for activities and gardening. Parking is a breeze with a detached garage and a spacious driveway. Located in a vibrant community, this home is surrounded by parks, walking trails, and recreational facilities, perfect for outdoor enthusiasts. The neighborhood is known for its friendly atmosphere and convenient access to local amenities, including shops and dining options. This residence is not just a house; it's a place to create lasting memories. Experience the warmth and comfort of this delightful home today!

11 Seafarer Ln, Ocean Pines

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$579,990
3 Beds 3 Baths
WATERFRONT beach retreat with recent updates! Welcoming, light + airy contemporary with a great rental history [approx $49,000/year] on a wide, deep-water canal w/private pier - located in incredibly amenity-rich Ocean Pines - multiple parks + pools, marinas, boat launches, beaches, robust recreation programs, walking trails, golf, yacht club, and so much more - just 5 miles from Ocean City, where OP residents have an oceanfront Beach Club. BBQ or laze the day away on your own 'sandy beach' in your fenced backyard overlooking the water. Enjoy 'second season' on the covered porch. Inside - tons of room to roam - and plenty of spots to sleep! Living room w/new LVP flooring, vaulted ceiling, decorative/exposed beams, opens into the kitchen. Bright and cheery kitchen with new fridge, new LVP floor. Formal dining room seats a houseful and boasts a new LVP floor. One Primary bedroom with attached bath is on the 1st floor + features an attached office / flex room currently housing bunk-beds. Bedroom 2 is also on the 1st floor. Upstairs, an additional primary bedroom w/ full, en-suite bathroom, + a loft area large enough to be a guest room. HOA is $1,580/year for bulkheaded waterfront lots - and with all the neighborhood amenities, you can vacation at home all year long, minutes to fishing and pony-watching at the treasure that is Assateague Island; spend an afternoon on Ocean City's boardwalk. Shopping, dining, arts, history, and tons of entertainment - from nature walks and water sports to tennis and everything in between. Visit Downtown Berlin to enjoy a rich arts scene, unique boutiques, museums, breweries, restaurants - it's America's Coolest Small Town after all! Sizes, taxes are approximate.

386 Ocean Pkwy, Berlin

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$659,900
5 Beds 3 Baths
***Open House Saturday, 9/5 11:30am - 1:30pm*** Welcome to 407 142nd Street, located in the desirable Caine Woods community of North Ocean City! This versatile coastal property offers an ideal combination of space, location, and investment potential. Enjoy an approximately 10-minute walk to the beach, making it easy to enjoy everything Ocean City has to offer. Harpoon Hanna’s is also just a 10-minute walk away, while the restaurants, shops, and attractions of Fenwick Island are within walking distance or just a quick bike ride away. The main living area features 3 bedrooms and 2 full baths, including a primary suite, a bright living room with fireplace, and an updated kitchen with soft white cabinetry, wood countertops, and stainless steel appliances. A separate second living area with its own private entrance adds tremendous flexibility, offering 2 additional bedrooms, 1 full bath, a full kitchen, and its own washer and dryer—perfect for family, friends, or guests. Outside, enjoy spacious deck and patio areas, mature trees, a balcony, and additional storage. Located in a popular North Ocean City vacation destination, the property also offers attractive short-term rental and investment potential. Whether you’re looking for a primary residence, beach getaway, or investment property, 407 142nd Street offers exceptional versatility in a fantastic coastal location.

407 142nd St, Ocean City

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

$840,000
3 Beds 3 Baths
We're going to call this canal-front because technically, that's what it is. Just don't expect it to look like most canal-front homes in Ocean Pines!! Walk out back and you'll understand the difference. Instead of staring across a narrow canal at another row of homes, the water (and views) open up considerably.... with no homes blocking your view, you're given a stunning view of the Ocean Pines Golf Course, and beyond. Plus, you get the boating access you're looking for in a waterfront home. Let's move on to the house itself.... At approximately 2,500 square feet, this 3-bedroom, 3-full-bath home gives you something else that's surprisingly difficult to find on the waterfront in Ocean Pines: SPACE. There's a true two-car garage, generous living areas, a three-season room overlooking the water, and a large first-floor deck that turns the backyard into a pretty compelling reason to spend more time outside. Plus, the interior has been extensively renovated with a new kitchen, new bathrooms, new flooring, new central HVAC, and fresh paint throughout. The result, when you walk in the front door into a vaulted 2-story living room, is impressive! This is an established waterfront home that's already had the major interior updating that you don't want to have to do yourself. Out back is where everything starts coming together. The property includes a bulkhead and private dock with water suitable for boats, paddle-boarding, and kayaks....giving you the ability to keep the boat (and water toys) in your back yard. The three-season room provides another place to enjoy the waterfront when the weather doesn't cooperate... because this is Maryland and apparently we're required to experience all four seasons in the same week (you know I'm right)!. There's no 'one thing' that separates this home from other waterfront homes in the area.... It's "all the things" that make it stand out. The lot size, the quiet street, the attached garage, the renovations, the vaulted ceilings, the waterfront location, the views, and the price point! That's what makes this home at 84 Newport so interesting. Ocean Pines has grown into one of the area's most complete residential communities, with miles of waterfront, parks and recreation, pools, racquet sports, boat ramps and kayak launches, the Ocean Pines Golf Club, Yacht Club, and even its own Beach Club in Ocean City. You're positioned within an easy drive of Berlin, Ocean City, Assateague Island, shopping, restaurants, healthcare, and everything else that makes northern Worcester County such a desirable place to live. At $840,000, we're offering a waterfront home that 'offers' more than most. And we'd love to help make this your home. **Furnished photos are virtually staged.

84 Newport Dr, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$1,100,000
5 Beds 3 Baths
SELLERS OFFERING $100,000 CONCESSION FOR UPDATES STUNNING WATERFRONT 5 BR, 2.5 BA UPDATED 2 PWC(JET SKI) & 14K LBS BOAT LIFTs! Direct deep-water Ocean access. Recent enhancements include 50-year roof, new siding, new windows, newly built dockside deck, hot water heater & flooring. Offers with price reductions to accommodate required updates will be considered. Enjoy exceptional waterfront living in the sought-after Ocean Pines Wood Duck II community. This beautifully updated 5-bedroom, 2.5-bath coastal home offers an open-concept layout, spacious gathering areas, and direct deep-water access to the ocean with no Ocean Pines bridges to navigate. The living room, sunroom, and several bedrooms showcase stunning waterfront views, while a professionally designed walkway leads to the front entry. Inside, hardwood floors, luxury vinyl plank, and carpeting create a comfortable, polished feel. The spacious eat-in kitchen overlooks the water and connects to an oversized laundry room. Two bedrooms are located on the main level, with three additional bedrooms upstairs. A third-floor lookout, reached by spiral staircase, offers exceptional views. A two-car garage and long driveway provide ample parking. Enjoy boating, fishing, crabbing, and clamming, along with convenient access to the Ocean Pines Yacht Club, golf course, clubhouse grill, pools, racquet facilities, Ocean City Beach Club, and more. Located between 49th and 50th Streets, the Ocean Pines Beach Club offers private parking, a pool, changing areas, and direct access to the Atlantic Ocean beach. This home is ready for summer enjoyment and offers an outstanding opportunity to experience the best of coastal living.

20 E Mallard Dr E, Berlin

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$359,900
3 Beds 2 Baths
Check out this inviting getaway with peaceful and happy vibes! Located on a quaint street within a short walking distance to 6.6 acre Huntington Park, featuring playground equipment and open space. You will find engineered hardwood floors and vaulted ceilings throughout the main living areas. The split bedroom floor plan places the primary suite on one side of the house and the extra bedrooms on the opposite side, with the central living areas acting as a noise buffer and privacy wall. Beautiful granite countertops, a large center island and two separate breakfast bars are featured in the spacious and bright kitchen, but the showcase of this lovely home is definitely the huge rear screened porch that measures 20 x 14, the perfect setting for crab feasts or gathering with friends and family. A double door welcomes you into the primary suite, while one of the guest bedrooms is brightened by an arched window with a window seat and vaulted ceilings, which could double as a home office. A large capacity washer and dryer takes care of loads of beach towels and bedding. The heat pump was replaced in 2018. Furnishings are negotiable. Ocean Pines is an award-winning, amenity-filled community, located just a short drive to the nearby beaches of Ocean City, Assateague Island National Seashore, and downtown historic Berlin!

43 Birdnest Dr, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

$525,000
3 Beds 2 Baths
Nestled on approximately over one acre, this charming property offers the perfect blend of privacy, tranquility, and convenience. Ideally located just minutes from downtown Berlin, shopping, dining, and the area’s beautiful beaches, you’ll enjoy the best of country living with easy access to everything the Eastern Shore has to offer. Lovingly maintained over the years, this unique home is filled with warmth and character. The spacious four-season sunroom is the perfect place to relax and enjoy the beauty of every season, while the detached garage provides additional storage, workspace, or parking. Start your mornings with a cup of coffee on the inviting front porch as you take in the peaceful surroundings and quiet setting. If you’re looking for space, privacy, and a home that has been cared for with love, this is a must-see property. Don’t miss this incredible opportunity to own a beautiful home in a highly desirable location just outside of Berlin. Schedule your private showing today!

10376 Georgetown Rd, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$580,000
4 Beds 4 Baths
COASTAL LIVING AT ITS FINEST! Welcome to this spacious three-story home nestled in one of the area’s most desirable water-oriented communities, conveniently located just 5 miles from Ocean City, Maryland, and Assateague Island National Seashore! Offering spacious bedrooms, 4 full bathrooms, and flexible living spaces throughout, this home perfectly blends comfort, functionality, and coastal charm. The inviting open-concept main level is ideal for entertaining, featuring generous living and dining areas that flow seamlessly together. Upstairs, the expansive primary suite provides a private retreat with plenty of space to unwind, read, or enjoy your morning coffee. Two additional bedrooms and another full bathroom complete the second floor. The third level offers incredible versatility and can easily serve as a fifth bedroom, guest suite, home office, media room, fitness space, or playroom—allowing you to tailor the space to fit your lifestyle. Step outside your door and enjoy resort-style community amenities, including multiple pools, a fitness center, clubhouse, and crabbing pier. Even better, the HOA takes care of your lawn maintenance, giving you more time to enjoy everything the coastal lifestyle has to offer. Whether you’re searching for a year-round residence or vacation getaway, this home offers an incredible combination of space, location, amenities, and Eastern Shore living. ✨ MOTIVATED SELLERS — BRING YOUR OFFERS! ✨ Don’t miss your opportunity to own a piece of Maryland’s beautiful Eastern Shore. Schedule your private showing today!

12209 Ocean Vista Dr, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$495,900
3 Beds 3 Baths
NEW PRICE for your dream home that is waiting for you here on 2 acres! Custom built in 2006 to replace an older primary home; this quality home has 3 bedrooms- the primary is on the first floor along with a luxurious primary bath and walk-in-closet. Guest 1/2 bath. 2 additional bedrooms and bath are on the second floor. Formal Living room and dining room greeting you along the foyer entrance. Spacious Family room with pellet stove and gas fireplace add living space for all. Kitchen has a bar area for seating plus a spacious casual breakfast room and all stainless-steel appliances. Large 10x10 rear deck with awning for outdoor enjoyment. Circular paved driveway for easy access to you 2-car built in garage. 3 plus detached garages and 2 sheds make a place for all your lawn equipment and fun toys. Easy to see in the quaint village of Bishopville.

13308 Hatchery Rd, Bishopville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$905,000
5 Beds 4 Baths
Coastal elegance meets modern comfort in this beautifully appointed, fully furnished home built in 2023, located in the highly sought-after Bayside community. Thoughtfully designed with a light and airy coastal vibe, every detail has been carefully selected, making this stunning home truly move-in ready. Offering 5 spacious bedrooms, 4 full bathrooms, and a dedicated home office, this home provides the perfect blend of luxury, comfort, and functionality. Upon entering, you’ll find a private home office just off the foyer, creating the ideal space for working remotely, studying, or enjoying a quiet retreat. The open concept floor plan is designed for effortless entertaining, with the spacious living room flowing seamlessly into the chef-inspired kitchen featuring quartz countertops, stainless steel appliances, a gas range, an oversized island, abundant cabinetry, and a generous dining area just off the kitchen that remains connected to the heart of the home perfect for everyday meals, holiday gatherings, and entertaining family and friends. The first-floor primary suite is a peaceful retreat featuring an elegant tray ceiling, a spacious walk-in closet, an additional closet providing extra storage or the convenience of a his-and-hers setup, and a beautifully appointed en suite bathroom. A second bedroom and full bathroom are also conveniently located on the main level, providing flexibility for guests or multigenerational living. Upstairs, you’ll find three additional bedrooms, two full bathrooms, and a spacious loft currently set up as a game room, offering endless possibilities as a second family room, media room, playroom, or recreation space. Additional highlights include a tankless water heater for energy efficiency and endless hot water, a blacktop driveway, and tasteful coastal finishes throughout. Enjoy your morning coffee on the inviting front porch or unwind on the covered rear porch the perfect place for outdoor dining, entertaining, or simply relaxing after a long day. Located within walking distance of Bayside’s exceptional amenities, residents enjoy a clubhouse, fitness center, indoor and outdoor pools, basketball and tennis courts, scenic ponds, a kayak launch with storage lockers, and a crabbing pier. Perfectly situated between Assateague Island and the beaches and Boardwalk of Ocean City, this exceptional home offers the ideal combination of resort-style amenities, coastal charm, and everyday convenience. Whether you’re searching for a year-round residence, a vacation getaway, or an investment opportunity, this turnkey Bayside home is one you won’t want to miss!

12420 Coastal Marsh Dr, Berlin

Listing courtesy of Sheppard Realty Inc. Contact: (410) 723-7070

$549,900
3 Beds 2 Baths
Rare opportunity to own an expansive home on 1.24 premium acres in historic Berlin Proper! This unique property backs directly to Stephen Decatur Park and features a spacious 4BR/2.5BA main house with a large country kitchen and an attached 1-car garage. A private, separate-entrance 2BR/1BA garage apartment provides immediate guest quarters. The park-like grounds boast a pool, multiple detached garages, and ample storage for mowers, bikes, and beach toys. Located on a highly desirable street just minutes from Assateague Island's beaches and Ocean City's famous boardwalk. For ultimate privacy or development, 19 Burley is also listed for sale—buy both properties together to create your own massive estate!

17 Burley St, Berlin

Listing courtesy of Sheppard Realty Inc. Contact: 4437830299

$169,900
3 Beds 1 Baths
Discover this renovated ranch-style home in Pocomoke City. With 820 sq. ft. of well-designed living space, this 3-bedroom, 1-bathroom residence is perfect for those seeking comfort and style. Step inside to find a warm and welcoming interior adorned with crown moldings, chair railings and laminated plank flooring that add a touch of elegance. The updated country-style kitchen features granite countertops, wood cabinetry and stainless-steel appliances, making it a delightful space for culinary adventures. The cozy dining area is perfect for gatherings, while the entry-level bedrooms offer convenience and flexibility. Outside, the property features a cleared lot of 0.19 acres, complete with a front and rear yard, ideal for outdoor activities or serene relaxation. Enjoy the benefits of streetlights and sidewalks in this peaceful neighborhood, enhancing your daily strolls or evening walks. The proximity to the stunning Chesapeake Bay adds a unique allure, providing opportunities for water activities and breathtaking views. With new upgrades, this home combines modern amenities with timeless appeal. Don't miss the chance to make this property your own!

506 Laurel St, Pocomoke City

Listing courtesy of Century 21 Downtown. Contact:

$379,000
2 Beds 2 Baths
MAJOR PRICE ADJUSTMENT OF $20,000!! Welcome home to this lovingly cared-for, one-owner home, designed by an interior decorator. This retreat nestled among the towering trees in the desirable North Gate of Ocean Pines one of the safest places to live in Maryland and just minutes from the beautiful beaches, dining, and entertainment of Ocean City, Maryland, Assateague and Rehoboth beaches. Medical facilities, schools, yacht club, and golf course nearby. Situated on a serene, private lot backs to Briarcrest Park, this charming 2-bedroom, 2-bath home also features a spacious loft that can easily be converted into a third bedroom, home office, or flex space to suit your needs. Filled with warmth and character, the great room showcases soaring cathedral ceilings accented by stunning exposed wood beams, unique moon-shaped architectural openings, and a cozy wood-burning stove that creates the perfect gathering place. The wood stove provides ambiance and warmth on cold winter nights as well as peace of mind with possible energy loss! Laminate hardwood flooring flows throughout the main living areas, while the tiled kitchen is equipped with a stainless-steel refrigerator and offers both functionality and style. The first-floor bedroom features sliding glass doors leading to a vinyl-tech enclosed screened porch, providing a peaceful spot to relax and enjoy the surrounding nature. Double sliders from the great room open to an expansive wraparound deck, seamlessly blending indoor and outdoor living and offering the perfect setting for entertaining or simply enjoying the tranquil wooded backdrop. Outside, you'll find an outdoor shower, storage shed, and convenient U-shaped driveway. Major updates include a roof and HVAC system that are approximately five old. Home is complete with pull down attic stairs and encapsulated crawl space. This wooded retreat can be yours now to enjoy year-round. Call for your private showing!

6 Briarcrest Dr, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$1,300,000
4 Beds 3 Baths
Unlock exceptional income potential in the heart of downtown Ocean City with this versatile 4-bedroom, 3-bath single-family home at 106 Philadelphia Avenue. Built in 1930 and offering approximately 2,080 square feet of living space on a 3,275-square-foot lot, this property sits just two blocks from the beach and two blocks from the bay—placing you steps from the Boardwalk, restaurants, shops, nightlife, and the best of coastal living. What sets this property apart is its flexible multi-level layout designed for maximum rental returns or hybrid owner-occupant use. Each floor features its own bedrooms, full baths, and kitchen, along with independent front and rear entries. Live in one level while renting the other, or operate the entire home as a high-demand short-term vacation rental or steady year-round investment. The attic provides additional conversion potential for even more living or rental space. With parking for up to four vehicles, ceiling fans, and essential appliances including washer, dryer, range/oven, and microwave, the home is ready for immediate use. Whether you’re seeking a primary residence that generates supplemental income, a pure investment property, or a combination of both, 106 Philadelphia Avenue delivers strong income-producing potential in one of Ocean City’s most desirable downtown locations.Don’t miss this rare opportunity to own a flexible, cash-flow-friendly property in the heart of Ocean City.

106 Philadelphia Ave, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$269,900
2 Beds 2 Baths
Nestled among the trees in peaceful Nassawango Hills community of Snow Hill, Maryland, this charming log cabin offers a warm and inviting retreat surrounded by nature. Built in 1992 and situated on approximately half an acre, the home has distinctive character and natural beauty that make a log home so special. The exterior blends beautifully with its wooded surroundings, creating a private, relaxed setting that feels like a true escape from the busyness of everyday life. Inside, the exposed log construction gives the home a cozy, rustic character, while the open and comfortable living spaces make it equally suited to everyday living or a peaceful weekend getaway. The home features two bedrooms and two full bathrooms, with approximately 1,370 square feet of living space. A fireplace adds another layer of warmth and charm to the main living area, complementing the natural wood interior and the cabin’s comfortable atmosphere. One of the home’s greatest qualities is its setting. Mature woodland gives the property sense of privacy and tranquility, while its location provides convenient access to Snow Hill, Berlin, Salisbury, and Assateague ponies / beach. This is a home that feels connected to its surroundings – a place where the beauty of the outdoors, the warmth of natural wood, and the charm of a classic log cabin come together. It has the character of a genuine Eastern Shore retreat while still offering the comforts of a full-time home. There is something especially appealing about this property: it doesn’t simply look like a log cabin-it has the feeling of one. Warm, peaceful, private, surrounded by nature, 3842 Algonquin Trail in a distinctive home with a character all its own. The original blueprints indicate a three-bedroom floorplan is easily available within the existing footprint.

3842 Algonquin Trl, Snow Hill

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3023515000

$369,900
3 Beds 3 Baths
***OPEN HOUSE Saturday 08/29/26 11a-1p***Welcome to 3 Winter Quarters Drive, a beautifully crafted new construction home offering timeless Colonial style with modern finishes in a private, in-town setting. The open floor plan features wide-plank LVP flooring, a bright living space, and a stunning kitchen with off-white shaker cabinets, stainless-steel appliances, marble-look quartz countertops, and a large center island. Upstairs offers three bedrooms, including a spacious primary suite with a private bath and walk-in closet. Enjoy the welcoming front porch, low-maintenance composite rear deck, and generous yard with landscaping to be completed soon. Conveniently located near Cypress Park, the Pocomoke River, shopping, dining, and an easy drive to Wallops Island, Virginia's Eastern Shore, and Ocean City. Enjoy the perfect blend of style, comfort, and small-town living. Schedule your private showing today!

3 Winter Quarters Dr, Pocomoke City

Listing courtesy of Whitehead Real Estate Exec.. Contact: 4107494663

$669,000
3 Beds 3 Baths
This property is a beautifully crafted 2021 coastal home offering the perfect blend of modern comfort and unbeatable walk-to-marina lifestyle. Nestled in the sought after Colonial Village section of Ocean Pines. This move-in ready 3 bedroom 2 1/2 bath home features approximately 2256 ft.² of thoughtfully designed first floor owner suite with a custom closet system. The open concept floor plan is ideal for both everyday living and entertaining. Enjoy abundant southern light. Get creative with a conditioned bonus room. The possibilities are endless; TV room, office, or extra storage. Step outside to enjoy professional privacy landscaping in a rare expansive backyard. Enjoy a walk to one or both marinas, waterfront dining, walking trails, live music, or golf just minutes away. Historic downtown Berlin, shopping, OCMD and Assateague National Seashore is a short drive. This move-in ready home offers the luxury, coastal lifestyle you’re looking for.

1222 Carrollton Ln, Berlin

Listing courtesy of Sell Your Home Services. Contact: 8882193009

$9,500,000
6 Beds 5 Baths
This 37-acre Waterfront Estate in the desirable West Ocean City Community of Captains Hill stands among Worcester County’s true legacy properties. A rare combination of Coastal Luxury, privacy, acreage and future opportunity. Set on a expansive rise overlooking the bay, the Estate commands sweeping water and skyline views that shift elegantly from sunrise to the golden glow of sunset. A long driveway leads you to the 8000+ Sq Ft Coastal Residence, a grand yet serene retreat surrounded by park-like grounds and mature landscape that creates an atmosphere of total privacy. The main Estate and grounds encompass 27 acres that feature a diverse landscape designed for both beauty and functionality. Such highlights include a 3-acre freshwater pond that anchors the properties tranquil setting, an outdoor pool with surrounding deck ideal for families and entertaining, an expansive lawn for gatherings and pets, a large covered porch perfect for enjoying the broad water views and nature, covered parking entrance and a three-car garage. The residence itself offers the architectural presence and scale expected of a Coastal Estate of this magnitude, with generous living spaces, impressive ceiling heights and endless potential for customization or enhancement. In addition, this Estate offers additional parcels and development potential that allows for flexibility for future use. Included in the offering is a 2.73-acre Waterfront Lot and 20 plated lots with their own road frontage. This rare land portfolio provides exceptional opportunities, ideal for a private compound, multi-generational retreat, curated development or long-term investment that makes this property uniquely valuable. Opportunities of this size, location and versatility rarely ever come to market. With commanding views, coastal proximity, and expansive acreage, this Captain’s Hill Estate stands as one of the region’s premier offerings, a property with both present-day grandeur and limitless future potential. A Coastal Treasure without equal.

12903 Windy Dr, Ocean City

Listing courtesy of Holiday Real Estate. Contact: 4105247700