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Ironshire Station Rd, Berlin
$1,200,000
4 Beds ⋅ 3 Baths
Just five minutes outside of Berlin, this 75± acre property offers the kind of space and privacy that’s getting harder to find. The property features a comfortable 2,368 sq ft 4br 2.5 bath home paired with a versatile pole barn, making it ideal for a wide range of uses—whether you’re looking for a working farm, a recreational retreat, or a private homestead with room to grow. The land itself is the real highlight: a sprawling mix of open ground and natural areas that could support farming, hunting, horses, or future expansion. With this much acreage this close to town, you get the rare combination of convenience and seclusion. Whether you’re dreaming of a farmette-style setup, a full-scale homestead, or simply a quiet place to escape the noise, this property delivers flexibility and long-term potential in one of the most desirable rural pockets near Berlin.

Ironshire Station Rd, Berlin

Listing courtesy of The Land Group. Contact:

10671 Cathell Rd, Berlin
$649,000
5 Beds ⋅ 3 Baths
Wow! This custom-built 5-bedroom, 3-full-bath home offers the perfect combination of quality craftsmanship, space, and privacy on 3.45 beautifully maintained acres, just minutes from Ocean Pines, Berlin, and Ocean City. Enjoy peaceful golf course views from your backyard overlooking Ocean Resorts Golf Club while experiencing the tranquility of country living with the convenience of nearby beaches, shopping, dining, and entertainment. Designed for both everyday living and entertaining, the open-concept floor plan features a custom kitchen with hardwood floors that flows seamlessly into the spacious living area. Enjoy casual meals in the eat-in kitchen or host family gatherings in the formal dining room, which also makes an ideal home office or flex space. The first-floor primary suite offers a relaxing retreat with a spacious en-suite bath and walk-in closet. Four additional generously sized bedrooms, three full baths, oversized closets, and abundant storage provide room for family, guests, hobbies, or multigenerational living. Step outside to enjoy the expansive deck overlooking the above-ground pool, where you can relax, entertain, or simply take in the scenic golf course views. A blacktop driveway provides plenty of parking and adds to the home's curb appeal. Sold mostly furnished, this move-in-ready home offers exceptional value, combining custom construction, acreage, privacy, and an unbeatable location close to everything the Eastern Shore has to offer.

10671 Cathell Rd, Berlin

Listing courtesy of Sheppard Realty Inc. Contact:

621 Cedar St, Pocomoke City
$245,000
3 Beds ⋅ 3 Baths
Brand NEW 3BR/2.5BA - poplar Meadowbrooke 2-story floorplan with spacious great room, kitchen w/granite counters, and roomy dining area. A half bath w/granite counters and laundry room complete the first floor. Upstairs, Primary bedroom with walk-in closet, and full, en-suite bath - granite counters on the double-sink vanity, step-in shower. 2 additional bedrooms, and a 2nd full bath w/tub/shower combo and granite-topped vanity. Upgrades galore included in list price -- granite kitchen and bathroom counters, stainless steel kitchen appliance package -- built-in microwave, electric stove/range, fridge, dishwasher, and stylish upgraded white kitchen cabinets, LVP flooring through the living, dining, kitchen, and baths, ceiling fans in every bedroom and the living room. Neutral, welcoming color palette to enhance with your decor, or a nice, light base to make it your own. Half mile to Historic Downtown Pocomoke - a charming small town with rich history, art scene, charming shops - even its own movie theatre - public parks and boat docks, & unique restaurants on the banks of the Pocomoke River. Location qualifies for 100% Financing! 19mi to NASA Wallops Facility, 18mi to beloved Chincoteague Island, and the incredible wild horses and sandy Atlantic beaches of Assateague. Close to everything Worcester County has to offer - boating, world-class fishing, crabbing, wildlife estuaries, incredible state parks - a true paradise for nature lovers, photographers, boaters - anyone who wants to enjoy the more relaxed pace of the Eastern Shore. Just 2-3 hours to major metro areas - Virginia Beach/Norfolk, Washington DC, Baltimore, Philadelphia, NYC. Life in Worcester County is good - from the beaches to the bays & beyond! Sizes, taxes approximate - taxes do not reflect the home being completed. *** Please note - ANY & ALL Plans, renderings, sizes, descriptions, listings, acreages are all for REFERENCE only, and may show upgrades & options not included in list price. Owner is a licensed realtor.

621 Cedar St, Pocomoke City

Listing courtesy of EXP Realty, LLC. Contact:

409 W Market St, Snow Hill
$249,995
3 Beds ⋅ 1 Baths
Completely Renovated Eastern Shore Gem! Welcome to this beautifully renovated 3-bedroom, 1-bath home, where nearly every detail has been updated within the last two years, giving you the peace of mind and style of a much newer home without the new construction price tag. From the gorgeous kitchen and updated bathroom to the flooring, finishes, fixtures, and mechanical improvements, this home is truly move-in ready. Perfectly situated just one block from Snow Hill's parks, playgrounds, public boat ramp, and the scenic Pocomoke River, this property offers the best of Eastern Shore living. Spend your days boating, kayaking, paddleboarding, fishing, crabbing, or enjoying a relaxing walk through historic downtown Snow Hill, all just steps from your front door. The thoughtfully designed interior features a bright open layout, an impressive kitchen with white cabinetry, stainless steel appliances, a spacious island, and a beautifully updated bathroom with a double vanity. Every room reflects the quality and care put into the home's extensive renovation. Located within the highly regarded Worcester County Public School District, this home is ideal for families, retirees, first-time buyers, or investors looking for a turnkey opportunity. With its unbeatable location, it also offers outstanding potential as a vacation home or Airbnb. Conveniently located: Approximately 25 minutes to Ocean City, Maryland Approximately 30 minutes to Assateague Island National Seashore Approximately 35 minutes to Chincoteague Island, Virginia Just a short drive to Salisbury for shopping, dining, healthcare, and Salisbury Regional Airport. Whether you're searching for your forever home, a weekend retreat, or an income-producing investment, this fully renovated property delivers exceptional value at $279,995. Don't miss your opportunity to own a like-new home in one of Maryland's most charming waterfront towns!

409 W Market St, Snow Hill

Listing courtesy of Keller Williams Realty. Contact:

23 Mallard Dr E, Ocean Pines
$2,323,000
5 Beds ⋅ 6 Baths
23 SPECIAL! SCHEDULE A TOUR TODAY!! Welcome to one of Ocean Pines’ most extraordinary waterfront estates, where luxury, recreation, and coastal living come together in a truly one-of-a-kind offering. Situated on a beautifully positioned waterfront homesite with 75 feet of newly bulkheaded shoreline, this remarkable residence encompasses approximately 9,200 square feet of thoughtfully designed living space with 5 bedrooms, 5.5+ baths, and an unmatched collection of resort-style amenities. Designed for entertaining on every level, the home features a spectacular 63-foot indoor pool with a 7-foot depth, private locker room, movie theater, expansive game room with wet bar, sunroom, and an oversized chef’s kitchen that opens seamlessly into light-filled living and dining spaces framed by soaring ceilings and walls of glass overlooking the water. The outdoor living experience is equally impressive. Enjoy expansive waterfront decking, an enclosed brick courtyard with a charcoal grill, multiple spaces for gathering, a rooftop observation deck with panoramic views, and direct boating access from your private dock featuring an 8,000-pound boat lift. Whether hosting family and friends or enjoying a quiet evening overlooking the water, every space has been designed to embrace the coastal lifestyle. Additional highlights include a two-car garage, generous driveway and guest parking, and the home is offered fully furnished (with select exclusions), allowing you to begin enjoying it from day one. Properties of this caliber are exceptionally rare. Whether you’re searching for an extraordinary primary residence, an unforgettable coastal retreat or the ultimate waterfront investment property, 23 Mallard Drive East delivers a lifestyle few properties can match. Schedule your private showing today and discover what life on the water was meant to be!

23 Mallard Dr E, Ocean Pines

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact:

10 Gloucester Rd, Ocean Pines
$375,000
3 Beds ⋅ 2 Baths
Welcome to this well-maintained home in the desirable Nantucket section of Ocean Pines, offering the perfect blend of comfort, functionality, and low-maintenance living. Situated on a nicely wooded lot with just the right amount of privacy, the yard is easy to maintain while still offering plenty of opportunity for gardening or additional landscaping. Enjoy relaxing on the inviting front porch or unwind in the fenced backyard featuring a fire pit and seating area, perfect for entertaining or quiet evenings at home. Inside, this gently used second home has been meticulously cared for. The flexible floor plan includes a main-level bedroom and full bathroom, making it ideal for guests or first-floor living. The combined living and dining area is anchored by a cozy wood-burning fireplace, while engineered hardwood flooring runs throughout the home with beautifully stained oak stairs adding warmth and character. The kitchen offers abundant Thomasville cabinetry, generous storage, and a practical layout designed for everyday living. Just off the Kitchen area, you will find the spacious four-season room provides endless possibilities as a home office, TV room, reading nook, hobby space, or additional gathering area. Additional features include: • HVAC replaced in 2020 • Nest smart thermostat • Main-level laundry • One-car garage with built-in storage and dehumidifier • Crawlspace dehumidifier • Updated shower fixtures • Freshly painted upstairs bathroom with a modern LED vanity mirror featuring adjustable brightness and color temperature Whether you're looking for a full-time residence, weekend getaway, or beach retreat, this home offers comfort, thoughtful updates, and the Ocean Pines lifestyle just minutes from Ocean City beaches, dining, golf, marinas, and shopping. This home as a brand new roof!! Please see the attached seller-approved quote for your reference.

10 Gloucester Rd, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

12623 Sheffield Rd, Ocean City
$817,500
3 Beds ⋅ 2 Baths
Live the ultimate West Ocean City waterfront lifestyle in the highly sought-after Cape Isle of Wight community. Situated on an oversized waterfront lot with approximately 80 feet of bulkheaded canal frontage, multiple deeded boat slips, and panoramic bay and canal views, this exceptional property offers quick navigable access to Assawoman Bay, making it a dream for boaters, anglers, and outdoor enthusiasts. Step from your backyard onto your boat for a day of fishing, cruising to waterfront restaurants, exploring the Ocean City Inlet, or relaxing at nearby sandbars, then unwind with breathtaking sunsets from the covered porch or second-level balcony. Inside, this inviting coastal retreat features 3 spacious bedrooms, 2 full bathrooms, an open-concept floor plan, beautiful wood flooring, an updated kitchen with upgraded countertops and modern finishes, and large windows showcasing incredible water views. Recent and notable improvements add to the home's appeal, including an HVAC/heating system approximately 5 years old, a hot water heater approximately 9 years old, and solar panels installed in November 2021. The deck is approximately 10 years old, and the boat dock has been enhanced with new decking, providing a refreshed space to enjoy the waterfront and easy access to your boats and watercraft. Designed for waterfront living, the property also offers an attached two-car garage and a detached garage/carriage house ideal for a workshop, studio, hobby space, or additional storage. There's plenty of room for boats, jet skis, kayaks, paddleboards, golf carts, beach gear, and fishing equipment, plus an outdoor shower, oversized yard, and generous outdoor entertaining space. Just minutes from Ocean City's beaches, Boardwalk, marinas, waterfront dining, shopping, championship golf courses, and Assateague Island, this home offers the perfect balance of peaceful waterfront living and convenient access to the best of Maryland's Eastern Shore. Whether you're looking for a primary residence, vacation home, or weekend getaway, this is a rare opportunity to own one of West Ocean City's premier waterfront properties.

12623 Sheffield Rd, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact:

304 Ocean Pkwy, Ocean Pines
$339,900
3 Beds ⋅ 2 Baths
JUST LIKE NEW! And a PRICE REDUCTION. Adorable and affordable! Built by American Homes, this charming, well-maintained 3-bedroom, 2-bath rancher is ideally located near the Swim & Racquet Club pool and White Horse Park. The bright, open floor plan features cathedral ceilings, a combined Living, kitchen and dining area, and a separate laundry room off the kitchen. Relax on the inviting front porch or enjoy the spacious rear deck. Recent updates include fresh paint, roof replacement with warranty (2019) , newer HVAC, newer washer and dryer, and refrigerator, new microwave stove and dishwasher. Newly LVP flooring in the living room, dining room, and kitchen, new carpet in bedrooms. New bathroom flooring and raised toilets. Encapsulated crawlspace. Enjoy this low-maintenance home near the White Horse park, pool and recreation center.

304 Ocean Pkwy, Ocean Pines

Listing courtesy of PW Realty Sales, LLC. Contact:

37 Anchor Way Dr, Berlin
$334,000
4 Beds ⋅ 2 Baths
This house has been remodeled from Top to Bottom ! Enjoy the huge Living Room with Vaulted Ceilings and generous room for entertaining. The eat-in kitchen provides plenty of space for cooking and dining. This open-concept house has 4 bedrooms and 2 full baths. The Primary bedroom has a new ensuite and walk-in shower. The large, center bedroom has two full closets. The third bedroom provides a nice space with a ton of natural light. The 4th bedroom offers privacy in the rear of the house. There is a flex space that would work great as a home office, playroom or den. You can enjoy the comfort of knowing you have a New Roof, 2 New HVAC units and New Windows. Mystic Harbor is a wonderful community offering pools, clubhouse, and tennis courts. Just outside of Ocean City and Assateague Island. This can be a great Primary residence or an affordable beach Getaway ! *Some listing photos have been staged virtually using AI.

37 Anchor Way Dr, Berlin

Listing courtesy of ERA Martin Associates. Contact:

1 Links Ln, Berlin
$442,000
3 Beds ⋅ 2 Baths
Well-kept 3BR/2BA rancher on a corner lot in the desirable Innerlinks at Ocean Pines. This spacious single story home offers cathedral ceilings in the living room, hardwood floors throughout the foyer, living room, dining room, and hallway. Kitchen features a large eat-in area, quartz countertops, gas cooking, and a new refrigerator (2024). Sunroom off the dining room offers year-round use with large windows, and steps down to a deck overlooking the trees. Master suite includes a new walk-in tile shower; two additional bedrooms complete the layout. Two-car garage has ample storage space with access to attic storage room with shelving and electricity. Lots of storage space up there. Recent updates: newer roof (2021), newer washer (2023), newer refrigerator (2024), fresh paint throughout (walls, doors, frames, baseboards), new hardware and lighted fans in all bedrooms/sunroom/kitchen, new carpet in all bedrooms, new bathroom and dining room lighting, and a washer/dryer hookup added in the hall closet. Nestled along the Robert Trent Jones-designed golf course, the desirable Innerlinks neighborhood offers sidewalk-lined streets just steps from the Ocean Pines Yacht Club, Marina, and two community pools. Boating enthusiasts will love the easy walk to the boat ramp and gas dock at the Yacht Club, with direct access to the Isle of Wight Bay. Don't miss this opportunity to become a resident in the Innerlinks neighborhood.

1 Links Ln, Berlin

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

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

15 Raft Rd, Ocean Pines

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

24 Stacy Ct, Ocean Pines
$1,249,500
4 Beds ⋅ 3 Baths
Waterfront Home in Terns Landing – Ocean Pines 2nd lot in from the end of the canal wiwth Bay Views Welcome to this beautiful 4-bedroom, 2.5-bath waterfront home located in the highly sought-after Terns Landing section of Ocean Pines. Designed with an open and airy layout, this home features floor-to-ceiling windows that fill the space with natural light from nearly every angle, creating a bright and inviting atmosphere throughout. The spacious kitchen is highlighted by granite countertops, perfect for both everyday living and entertaining. Just off the main living area, step out onto the extra-large deck overlooking the canal, where you’ll enjoy peaceful water views and stunning views of the Isle of Wight Bay. The second-floor loft offers additional living space, ideal for a home office or lounge area, while the generously sized game room provides flexibility and could easily serve as a 5th bedroom. A 2-car garage adds to the home’s functionality. Major updates include a bulkhead less than 10 years old, a brand-new roof (2026), and a new driveway (2025), offering peace of mind for years to come. The second floor HVAC is now brand new just install 9/10/26. Enjoy all the benefits of this amenity-rich community, ideal for year-round living or as a second home getaway. With everything Ocean Pines has to offer, this is a rare opportunity you don’t want to miss! This home was built above mean High Tide and to Florida Hurrican Code. Schedule your showing today—this one won’t last long! Property is being Sold “As Is” Seller and has included a 1 year Home Warranty. Seller will offer a $10,000 Flooring allowance paid at settlement for an acceptable offer!

24 Stacy Ct, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

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

170 Windjammer Rd, Ocean Pines

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

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

205 6th St, Pocomoke City

Listing courtesy of Keller Williams Realty Delmarva. Contact:

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

12355 Southhampton Dr, Bishopville

Listing courtesy of Northrop Realty. Contact:

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

201 6th St, Pocomoke City

Listing courtesy of Hall Realty. Contact:

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

10541 Shady Dr, Berlin

Listing courtesy of KW Metro Center. Contact:

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

72 Newport Dr, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

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

10316 Plantation Ln, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact:

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

11635 Maid At Arms Ln, Berlin

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

811 Market St, Pocomoke City
$199,900
3 Beds ⋅ 2 Baths
Welcome to 811 Market Street, a charming and well-maintained 3-bedroom, 1.5-bath home offering a blend of character, comfort, and valuable updates. Major improvements have already been completed, including a new hot water heater in 2024, while the roof, HVAC system, windows, kitchen countertops, and bathroom countertops were updated in 2015, providing peace of mind for years to come. The main level features inviting living and dining spaces filled with natural light, along with a functional kitchen designed for everyday living and entertaining. Upstairs, three comfortable bedrooms , complemented by a full bath. Additional storage and utility space enhance the home's practicality. Outside, the yard provides room to relax, garden, or enjoy outdoor gatherings. Located in the heart of Pocomoke City, this home offers convenient access to local shops, restaurants, and everyday services, while nearby attractions such as the scenic Pocomoke River, Cypress Park, and the Delmarva Discovery Museum provide endless opportunities for recreation and exploration. Commuters will appreciate easy access to Routes 13 and 113, connecting to Salisbury, Chincoteague Island, and Maryland's Atlantic beaches. Combining important system updates, comfortable living spaces, and a convenient location, this property presents an excellent opportunity to enjoy all that Maryland's Eastern Shore has to offer.

811 Market St, Pocomoke City

Listing courtesy of Redfin Corp. Contact:

12353 Southhampton Dr, Bishopville
$3,200,000
6 Beds ⋅ 8 Baths
ONCE UPON A TIME in a sweeping coastal vista with an architectural world-class design, there is a TIMELESS, premiere Lighthouse Sound estate. Truly an unparalleled level of both privacy and prestige. Fashioned in the classic Shingle-Style design, otherwise known as "Coastal Seaside Architecture"... MANY EXPENSIVE HOMES ARE LARGE, BUT FEW EXPENSIVE HOMES ARE PROPORTIONED THIS WELL. The symmetry here creates a feeling of both permanence and luxury. The (installed summer 2026) roof is exceptionally interesting with its multiple gables that adds both character and ceiling height inside. Copper accent roofs feature standing seams. The rooftop Widow's Watch, or observation deck, (OR crow's nest!) is an amazing feature- especially when YOU are up there taking a good look at the 360-degree views of the bay, or fireworks displays, or enjoying your favorite beverage. All rooms in this house feature exquisite hand-crafted architectural elements and views of the natural, coastal habitats. Enter into the main hall and your eyes will be immediately drawn to the direct view of the water. ** Moving forward into the LIVING ROOM, or great hall, is a complete wall of windows soaring 20 feet high. An aged-glass mirror adorns the limestone woodburning fireplace beneath. (mirror included) Most of the floors throughout are walnut, finished on site and stained. (Refinished July 2026!) **The BILLIARD ROOM and adjoining den/MEDIA ROOM showcases brilliant walls of Honduran mahogany. A solid wood pocket door separates the two rooms, if desired. A full wet bar area with granite counters grace the side of the billiard room, including an under counter fridge. Adjoining the billiard room is a side porch with a "cat-slide" roof, adding yet additional character to the overall design. Speaking of design, the Becker-Morgan Group in Salisbury, MD were the architect engineers of this project along with collaboration from both Washington, D.C. And New York City design teams. The **DINING ROOM displays custom wallpaper that was hand painted and depicts the natural elements and scenes from the ponds and surrounding environments. The dining room features a grand bay window, framing magnificent sunsets for guests to admire. **The chef-inspired KITCHEN is appointed with premier Wolf appliances and striking Carrara Italian marble. It features an exquisite copper tile backsplash framing the six-burner gas range and griddle, complemented by an integrated, refined sitting area for elegant entertaining. The floor is limestone from Paris Ceramics. Color is called Irish Blue but shows as black. **A BUTLER'S PANTRY offers granite counters, a 120 bottle wine refrigerator, a copper sink and a beverage refrigerator. The three-story TURRET overlooks the gated 40 X 16 heated swimming pool and hot tub. First floor of the turret is a wonderful and bright SUNROOM, while the second level of the turret is the YOGA ROOM located next to the immense PRIMARY BEDROOM SUITE that features a sprawling "dressing room", or could easily be converted into a nursery. The primary bedroom features a gas fireplace plus an additional adjoining sitting room overlooking the bay and offers access out to the private primary bedroom's balcony. The PRIMARY BATH features marble counters, Thassos 12 X 12 white natural marble floor, quarried in Greece, and the third floor of the turret showcases an office tower/observatory/office. INCREDIBLE architecture and INCREDIBLE views from this 1.47 acre lot! There are SO MANY additional custom features in this spacious home, we've added a special list for you to review upon your request. Although encompassing more than 8,200 square feet, this storybook waterfront residence is gracious in scale but intimate in how it lives. Rarely will you ever find such an enchanted home to call your own. Here's your opportunity to LIVE HAPPILY EVER AFTER. **Current furnishings and décor may differ from those shown in the photographs.

12353 Southhampton Dr, Bishopville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

100 Esham Ave, Berlin
$569,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully remodeled 3-bedroom, 2-bathroom rancher situated on nearly a half acre of land in the heart of historic Berlin, Maryland, without the burden of HOA fees! Thoughtfully updated from top to bottom, this one-story home with a basement combines modern finishes and conveniences with the comfort and functionality of single-level living. Step inside to discover bright, inviting living spaces designed for everyday living and entertaining alike. The spacious layout flows seamlessly from room to room, creating a warm and welcoming atmosphere throughout, while the basement provides additional storage, workspace, or future possibilities to suit your needs. Outside, the expansive lot offers endless opportunities for gardening, outdoor gatherings, recreation, or simply enjoying the privacy and open space! Located just steps from Berlin?s award-winning Main Street, you'll enjoy easy access to charming boutiques, local restaurants, coffee shops, parks, and year-round community events. Whether you're searching for a primary residence or a weekend getaway near the beaches of Ocean City and Assateague Island, this move-in-ready home offers the perfect blend of location, convenience, and small-town charm. Don't miss this rare opportunity!

100 Esham Ave, Berlin

Listing courtesy of Coastal Life Realty Group LLC. Contact:

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

207 Williams St, Berlin

Listing courtesy of Coldwell Banker Realty. Contact:

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

9 Harborview Dr, Ocean Pines

Listing courtesy of Coastal Life Realty Group LLC. Contact:

2435 Payne, Pocomoke City
$869,900
5 Beds ⋅ 3 Baths
68.48 Acres with Custom Home & Premier Hunting Habitat This exceptional 68.48-acre property features a 3,369 sq ft, 5-bedroom 2.5 bath home built in 2010, offering the perfect blend of comfort and outdoor living. In the ariels you will see the ground tilled up around the house, where the owner plants a sunflower field. Designed with the avid outdoorsman in mind, the land is thoughtfully managed for wildlife habitat and hunting. The property is encumbered by a MALPF easement and enrolled in CREP, preserving its natural beauty while supporting diverse ecosystems. Multiple established lanes, stands, and box blinds are already in place, creating turnkey opportunities for deer and turkey hunting throughout the property. Approximately one-third of the way into the tract, an impoundment enrolled in CREP offers excellent potential for waterfowl habitat—with minor improvements, it could be transformed into a productive duck impoundment. There are two box blinds, two ladders, and 3 feeders that convey with the property. Midway through the property, a power line corridor—intentionally excluded from easements—provides an ideal location for planting food plots to further enhance wildlife activity. At the rear of the property, there is a pond that attracts wood ducks and adds to the land’s recreational and ecological value.  Whether you're looking for a private hunting retreat, a conservation-focused investment, or a peaceful homestead surrounded by nature, this property offers a rare opportunity to own a well-managed piece of land where wildlife thrives.

2435 Payne, Pocomoke City

Listing courtesy of The Land Group. Contact:

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