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9005 Horseshoe Ln, Newark
$599,000
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:

1150 Ocean Pkwy, Ocean Pines
$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:

11530 Country Club Dr, Berlin
$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:

38 Battersea Rd, Ocean Pines
$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:

12301 Point View Rd, Bishopville
$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:

30 Chatham Ct, Ocean Pines
$449,900
3 Beds ⋅ 3 Baths
Beautifully maintained home, offering a blend of comfort, style, and community, making this an exceptional choice for anyone seeking a serene living environment. One of only three standalone Blue Teal models, it sits on a prime lot, nestled in a 55+ community within Ocean Pines, with easy access to the community clubhouse and amenities. This 3- bedroom, 3-bath model has an additional loft area for extra versatility. Over 1800 sq. ft. thanks to a year-round sunroom addition. Welcoming entry with 16-foot ceilings that enhance the sense of space, abundant windows throughout, especially in the sunroom connecting you to the scenic wooded backyard. Luxury vinyl wood plank floors throughout the living areas offer durability and aesthetic appeal. An updated kitchen with stainless steel appliances and quartz countertops provides the modern touch. HVAC and roof were replaced 7 years ago, ensuring peace of mind. This home is not just a residence; it’s a haven that combines modern amenities with a warm community atmosphere. The stunning sunroom and thoughtful updates make it a standout choice for those looking to enjoy a comfortable lifestyle in a vibrant community.

30 Chatham Ct, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

582 Ocean Pkwy, Ocean Pines
$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:

11 Seafarer Ln, Ocean Pines
$425,000
3 Beds ⋅ 2 Baths
***$2500.00 towards buyer's closing cost given at settlement if a full price contract is accepted by the seller.** 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:

386 Ocean Pkwy, Berlin
$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:

407 142nd St, Ocean City
$659,900
5 Beds ⋅ 3 Baths
****Back on the Market! The previous contract fell through due to a change in the buyers’ financial circumstances. This was not related to the property or the sellers. The property is available again and ready for its next buyer! 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:

20 E Mallard Dr E, Berlin
$989,900
5 Beds ⋅ 3 Baths
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:

10376 Georgetown Rd, Berlin
$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! Seller is offering 10,000 towards closing costs with an acceptable offer.

10376 Georgetown Rd, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact:

12209 Ocean Vista Dr, Berlin
$559,999
4 Beds ⋅ 4 Baths
COASTAL LIVING AT ITS FINEST! ✨ MOTIVATED SELLERS — BRING YOUR OFFERS! ✨ Seller credit to buy down the rate or towards closing costs. 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. Sellers are offering a 2 year home warranty with an acceptable offer. 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:

12420 Coastal Marsh Dr, Berlin
$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:

17 Burley St, Berlin
$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:

506 Laurel St, Pocomoke City
$159,900
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:

6 Briarcrest Dr, Ocean Pines
$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:

106 Philadelphia Ave, Ocean City
$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:

3842 Algonquin Trl, Snow Hill
$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:

3 Winter Quarters Dr, Pocomoke City
$349,900
3 Beds ⋅ 3 Baths
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:

12903 Windy Dr, Ocean City
$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:

10001 Flotilla Ln, Berlin
$849,000
3 Beds ⋅ 3 Baths
**Motivated Sellers*** There's golf course frontage and then there's this. Set on a prime corner lot overlooking the 11th green of GlenRiddle's War Admiral Course, this home gives you a front-row seat to one of the community's signature holes. Whether you're sipping your morning coffee in the sunroom or winding down on the porch in the evening, you'll spend your day watching approach shots, birdie putts, and one of the best views GlenRiddle has to offer. Inside, the home is just as impressive. With 3,378 square feet, 3 bedrooms, 2.5 baths, and a first-floor primary suite, the layout is as practical as it is inviting. Best of all, it's being offered FULLY FURNISHED, making this a true turnkey opportunity. The home has been meticulously maintained and feels virtually brand new. The current owners didn't just maintain it, they upgraded it. The first floor features a dual-fuel heat pump and gas furnace, the sunroom has its own mini-split system, there's a tankless gas water heater, premium window blinds throughout, and yes... three dishwashers, because entertaining should be easy. A brand-new epoxy garage floor was installed August 4. Life in GlenRiddle extends far beyond your front door. Residents enjoy two championship golf courses, an outdoor pool, fitness center, pickleball and tennis courts, a billiard room, marina, Ruth's Chris Steak House, and optional golf memberships, all within one of the area's most sought-after gated communities. Homes with this view don't come along often. Homes that come fully furnished, show like new, and let you move right in are even harder to find.

10001 Flotilla Ln, Berlin

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

180 Teal Cir, Ocean Pines
$475,000
3 Beds ⋅ 3 Baths
Located in the highly desirable Teal Bay neighborhood, this charming 3-bedroom, 3-bath home has been meticulously loved and maintained. The flexible floor plan features primary suites on both the first and second floors, along with an updated kitchen and bathrooms, a screened in porch, garage, private backyard, and encapsulated crawlspaces. Enjoy a peaceful view of the St. Martin River from the sunroom without the added cost and upkeep that comes with waterfront living. Natural light floods the home, creating a bright and welcoming atmosphere while the spacious upstairs primary suite features two walk-in closets and a private second-floor balcony. Find your serenity in this prime coastal location, just minutes from the beach with all the exceptional amenities Ocean Pines has to offer!

180 Teal Cir, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

6 Weeping Willow Ct, Ocean Pines
$370,000
3 Beds ⋅ 2 Baths
MOTIVATED SELLER MAKE AN OFFER!! Welcome to coastal living at its finest in sought-after Ocean Pines, Maryland! Discover this beautifully updated 3-bedroom, 2-bath home that has been completely renovated from top to bottom. Every detail has been thoughtfully refreshed, offering a true move-in-ready experience just minutes from the beaches of Ocean City. Interior Highlights Totally renovated kitchen — modern finishes, perfect for everyday living or entertaining Fully renovated bathrooms with contemporary updates New vinyl plank flooring throughout the main living areas for durability and style New carpet in the bedrooms for added comfort Inviting gas fireplace ideal for cozy evenings year-round Outdoor Living Step outside to your brand-new wrap-around deck — the perfect spot for morning coffee, evening relaxation, or entertaining friends and family while enjoying the wooded, coastal surroundings of Ocean Pines. Ocean Pines Lifestyle & Amenities As a resident of Ocean Pines, you’ll enjoy access to one of the premier residential communities on Maryland’s Eastern Shore (amenities available via optional a-la-carte memberships): Five swimming pools (including indoor and outdoor options, plus the Ocean Pines Beach Club in Ocean City) Robert Trent Jones Sr.–designed championship 18-hole golf course Premier racquet sports complex with tennis, pickleball, and platform tennis Two marinas and the scenic Yacht Club with bayfront dining Private Beach Club oceanfront facility in Ocean City (with resident parking privileges) Multiple parks, walking & biking trails, community center, farmers market, and year-round recreation programs Own police and fire departments for added peace of mind Located just a short 10–15 minute drive to Ocean City’s beaches, boardwalk, dining, and entertainment, yet nestled in a quieter, wooded community with over 3,000 acres and more than nine miles of waterfront property. Ocean Pines offers the ideal balance of resort-style amenities and relaxed Eastern Shore living.This renovated home is ready for its next owners to enjoy the best of coastal Maryland living. Don’t miss this opportunity!

6 Weeping Willow Ct, Ocean Pines

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

12316 Savanna Ct, Bishopville
$1,125,000
4 Beds ⋅ 4 Baths
Cottage-style, picture perfect home. Located on a beautiful tidal pond with unobstructed open views of water, marsh, golf course, and offers significant privacy. (UPDATE REGARDING TIDAL POND! LAST SATURDAY DURING MY OPEN HOUSE WHILE OUT ON BACK DECK WITH VISITORS, MUCH TO OUR SURPRISE, THERE CAME TWO KAYAKERS OUT OF THE MARSH 'S TIDAL CREEK! ASKED WHERE THEY CAME FROM, THEY SAID FROM THE ROUTE 90 BRIDGE. ASKED HOW DEEP THE POND IS, THE KAYAKER IN THE MIDDLE PUT HIS PADDLE DOWN AND SAID THE POND WAS HIGHER THAN THE PADDEL; ABOUT 7 FEET+- DEEP AT HIGH TIDE. THE ONE CLOSER TO THE SHORELINE SAID HE THOUGHT IT WAS AROUND 3-4 FEET!) No one can build on the lot next door on right side of house. Meticulously maintained and so many updates and improvements have been made. Kitchen offers French Vanilla-colored custom cabinetry with PLENTY of cabinet space and walk-in pantry. Island features a maple cutting board counter top and granite flanks the other counters. Great room has 20' ceiling and a wall of windows overlooking, both, the water and exquisite English country garden landscaping. (seller is an avid and expert gardener and has more than 70 hydrangeas) Great room also offers a gas fireplace and STARK-brand carpeting featuring their "antelope" design plus Hunter-Douglas remote-controlled window blinds. Gas heat w central air on first floor and heat pump second level. Separate heat pump for the sun room! Formal dining room offers a beautiful electric fireplace with hand-painted tiles, and invites you to USE the dining room. Laundry room separates the garage from the living area of the house. THIS laundry room is definitely extra-large and the space takes full advantage of cabinet storage. Flooring in laundry room and sunroom is heated. Floors in both of these rooms are honed white limestone and mixed with Belgium blue (almost black) stone. Primary bedroom on second level offers a private balcony overlooking the natural views of wetlands, water, and wildlife. Primary bedroom is large enough to accommodate an adjoining sitting room. And next is the primary bath... the home's signature statement. Walk-in shower with a 5 X 7 hand-painted custom tile mural features a chinoiserie interpretation of the property's surrounding waterfowl and coastal landscape. Calacatta Gold marble basketweave flooring, dual shower heads, and a rain shower all by Newport Brass, and accented by a brass shower door handle developing a rich patina over time. Heated tile floors, antique delft light fixture, and claw foot soaking tub with unlacquered Newport brass fixtures including a nostalgic telephone-style hand sprayer! Two walk-in closets with California closet interiors in the primary suite and found in other closets as well. Three additional bedrooms - one with its own private full bath... Now it's YOUR TURN to look at the rest of this cottage-inspired, enchanted space because the list of amenities and features this one-of-a-kind home offers is endless. (But that list will be available for you inside the home!!) ANOTHER SPECTACULAR FEATURE OF THIS CUSTOM HOME IS THE VIEW OF THE LONGEST GOLF CART BRIDGE IN THE U.S. THAT IS APPROXIMATELY 1,500 FEET!! This house has it ALL! Views, Tidal waterfront pond, location, and an upscale English cottage-style home...LOCATION, LOCATION, LOCATION!!

12316 Savanna Ct, Bishopville

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

108 Nottingham Ln, Ocean Pines
$559,900
3 Beds ⋅ 2 Baths
This new construction property is a customized version of the popular Wahoo model, with groundbreaking scheduled to start in approximately 30 days. Buyers who secure this home early have a rare window of opportunity to select the custom interior finishes and make this home uniquely theirs. Core Property Overview, Floor Plan: Customized Wahoo/3 Model , Bedrooms: 3 spacious bedrooms , Bathrooms: 2 full bathrooms, Garage: Attached 2-car garage , Premium Interior & Gourmet Kitchen Custom Upscale Kitchen: Outfitted with high-end stainless steel appliances. Gas Cooking: Features a premium gas range for culinary precision. Gas Fireplace: Serves as a cozy, ambient centerpiece in the main living area. Primary Suite: Features an expansive, large primary bath with detailed custom showers. Outdoor Living Spaces Screened Porch: Built for bug-free relaxation and comfortable outdoor lounging. Outside Deck: Perfect for grilling, entertaining, and enjoying the backyard views. High-Efficiency & Structural Systems Hybrid HVAC: Dual-fuel heating and cooling system maximizes energy efficiency and cost savings. On-Demand Hot Water: A tankless water heater system delivers endless hot water instantly while lowering utility costs. Encapsulated Crawl Space: Offers premium moisture control, protects the subfloor, improves indoor air quality, and adds superior insulation.

108 Nottingham Ln, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

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