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$279,900
4 Beds ⋅ 2 Baths
This FOUR bedroom, two full bath house offers lots of space with in-town conveniences! Situated on a corner lot with double car garage, this home features replacement windows, new flooring, and appliances. A BRAND new Mitsubishi high efficiency mini split HVAC system was just installed. (The oil furnace with hot water baseboard heat was left in tact-used just last winter and serviced yearly offering plenty of heat sources to suit your preference.) Old house charm with many updates! Priced to sell and offering closing cost assistance. Look no further!!

10 14th St, Pocomoke City

Listing courtesy of Decatur Byrd Realty. Contact: (410) 957-2220
$419,000
4 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. Complete with a new washer and dryer, this turn-key coastal retreat is ready for you! Don't miss this coastal gem—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 primaryresidence. 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: 4108160066
$325,000
3 Beds ⋅ 2 Baths
Calling all investors! This 3-bedroom 2 bath Rancher with a one car garage and three season room is in need of some cosmetic updating but has excellent potential and is priced to sell! The Ocean Pines Community is located just minutes from Ocean City, Maryland and the BEACH! Ocean Pines Beach Club is right in the town of Ocean City direct Ocean front on 49th St. So, pack your beach bags, and spend the day at the beach... Beach Club offers community parking, outdoor pool, volleyball even a restaurant and bar.... AT THE BEACH! What more could you ask for? The Community is Packed with amenities... features indoor and outdoor community pools, Community Center, Recreation and Parks. Ocean Pines Yacht Club, and Golf Course. The Ocean Pines Community has a community Police Department, and Fire Department within the Community. Ocean Pines Public Library, and Ocean Pines Post Office. Grocery Store and The Manklin Creek Shopping Center within the community.

2 Heron Isle Ct, Ocean Pines

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 520-2707
$164,900
3 Beds ⋅ 2 Baths
This charming country rancher, located just outside of Downtown Berlin, offers the perfect blend of peaceful country living and a convenient location, close to shopping, dining and entertainment. Outside, the expansive lot provides endless possibilities for outdoor activities, gardening, or simply enjoying the tranquility of nature. A convenient shed offers extra storage for tools and equipment. Parking is a breeze with a dedicated driveway, ensuring easy access for you and your guests. Just a few miles form Assateague Island and Ocean City beaches, this home is ideal for a full-time residence or vacation getaway.

10531 Harrison Rd, Berlin

Listing courtesy of Northrop Realty. Contact: 4105310321
$525,000
3 Beds ⋅ 2 Baths
Welcome to this well-appointed 3-bedroom, 2-bathroom home in Bishopville, MD, built in 2021 and offering modern finishes, an inviting open floor plan, and a peaceful canal-front setting. Relax on the covered front porch before stepping inside to a spacious living room featuring vaulted ceilings and a cozy propane fireplace. The kitchen is designed for both everyday living and entertaining with upgraded countertops, an island with seating, stainless steel appliances, and a bright breakfast area. The private primary suite features elegant tray ceilings, an oversized dual-sink vanity, a soaking tub, and a walk-in tile shower. Two additional bedrooms share a full bathroom, providing comfortable accommodations for family or guests. Step outside to the back patio and enjoy the canal views, creating the perfect backdrop for relaxing or entertaining outdoors. Built in 2021, this home offers the benefits of modern construction while being conveniently located just a short drive from the beaches, shopping, dining, and attractions of Maryland and Delaware's coast. Don't miss the opportunity to make this beautiful property your own!

11207 Charlie Dr, Bishopville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3028460200
$1,019,000
4 Beds ⋅ 3 Baths
Steps to the beach and your own private dock, 103 Channel Buoy Road sits canal-front in the heart of Caine Keys II, one of North Ocean City's most coveted waterfront addresses. A private pier and boat dock sit steps from the back door, with the beach directly across the street — two of the Shore's most sought-after features on a single property. Inside, vaulted ceilings, skylights, and walls of glass create a bright, open atmosphere throughout, anchored by a stone gas fireplace in the great room. The kitchen features granite countertops and a full stainless steel appliance suite, and the waterfront deck offers generous space for outdoor living and entertaining. Four bedrooms, three full baths, and 2,248 square feet across a thoughtfully designed layout — no HOA. Major updates completed within the past two years include a new roof, water heater, appliances, pier, carpet, and all-new living room windows. Turnkey, fully furnished, and ready.

103 Channel Buoy Rd, Ocean City

Listing courtesy of Fred Louis Zamer. Contact: 5712498770
$620,000
4 Beds ⋅ 3 Baths
Completely renovated and move-in ready, this stunning 4-bedroom, 2-bath home offers the perfect blend of modern comfort, small-town charm, and coastal convenience—all situated on a spacious ½-acre lot in the heart of Berlin, Maryland. Designed for both comfort and functionality, the home features a main-level primary suite, offering convenience, privacy, and flexibility for a variety of lifestyles. Step inside to discover bright, open living spaces, stylish finishes, and thoughtful updates throughout, creating a home that's ready for you to simply move in and enjoy. Outside, you'll find room to spread out on the generous half-acre property, complete with a large detached shed/workshop perfect for storing tools, outdoor equipment, beach toys, or creating the ultimate hobby space. The expansive yard offers endless possibilities for entertaining, gardening, pets, or even adding future outdoor amenities. Perfectly positioned just minutes from Ocean City's famous beaches and boardwalk, the breathtaking shores of Assateague Island, and the award-winning Delaware beaches, this home puts the best of the Eastern Shore at your fingertips. Spend your days enjoying boating, fishing, golfing, dining, shopping, and endless coastal adventures before returning home to the charm of historic downtown Berlin—consistently recognized as one of America's Coolest Small Towns for its locally owned shops, award-winning restaurants, breweries, coffee houses, and year-round community events. Whether you're searching for your forever home, a coastal retreat, or an investment opportunity, this beautifully renovated property offers the rare combination of modern updates, a desirable main-level primary suite, generous outdoor space, and an unbeatable location. This is Eastern Shore living at its finest.

12 Burley St, Berlin

Listing courtesy of Coldwell Banker Realty. Contact: 4105246111
$1,595,000
4 Beds ⋅ 3 Baths
Waterfront Home in Terns Landing – Ocean Pines 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 vistas 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 convenient 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. 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. Schedule your showing today—this one won’t last long! Property is being Sold “As Is”

24 Stacy Ct, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$369,900
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: (410) 524-7888
$367,000
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. Being sold fully furnished, 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. 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: 4105246400
$625,000
3 Beds ⋅ 2 Baths
Amazing Waterfront 3-Bedroom, 2-Bath Cottage in Ocean Pines Resort! Experience waterfront living at its finest in this charming 3-bedroom, 2-bath cottage featuring an expansive bulkhead with room for both your boat and Jet Skis. Whether you're heading out for a day on the water or enjoying the peaceful views from home, this property offers the perfect coastal lifestyle. The oversized rear deck and spacious backyard create an ideal setting for entertaining family and friends or simply relaxing while taking in the beautiful waterfront scenery. Inside, you'll find an updated custom kitchen complete with granite countertops, stainless steel appliances, and abundant custom cabinetry. Beautiful hardwood floors flow throughout the main level, leading to a spacious living room with a cozy wood-burning fireplace, built-in wood storage, and remarkable water views. The large dining area provides plenty of space for gatherings and is conveniently located adjacent to the kitchen. Step directly from the living room onto the expansive rear deck, where you can dine outdoors, entertain guests, or unwind while enjoying the tranquil waterfront setting. The main level also features a full bathroom, providing added convenience for family and guests. Upstairs features three well-appointed bedrooms, with the primary bedroom showcasing beautiful water views that provide a relaxing backdrop to start and end your day. Additional features include an attached garage and ample parking with a five-car driveway. Ideally located with easy access to the Saint Martin River and Isle of Wight Bay, this home is nestled within the sought-after Ocean Pines Resort community, offering the perfect combination of waterfront living, boating, fishing, and resort-style amenities. Don't miss this opportunity to own a beautiful waterfront retreat with direct water access and exceptional outdoor living. Schedule your private showing today!

32 Driftwood Ln, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4105247000
$419,900
3 Beds ⋅ 2 Baths
Welcome to 302 Franklin Ave, a beautifully renovated 3-bedroom, 2-bathroom single-family home in the heart of downtown Berlin.  This home is move-in ready and perfect as a primary residence, vacation getaway, or investment property. Step inside to a spacious family room featuring soaring vaulted ceilings and a cozy fireplace, creating the perfect gathering space to enjoy year-round. The newly renovated kitchen showcases stunning white cabinetry, a stylish tile backsplash, elegant quartz countertops, and stainless-steel appliances. Luxury vinyl plank flooring flows throughout the main living areas, while plush carpeting adds warmth and comfort to the bedrooms. The private primary suite offers an en suite bathroom, while two additional bedrooms provide plenty of space for family, guests, or a home office. Outside, you'll find a generously sized backyard with room for children and pets to play, gardening, or outdoor entertaining. Located in charming downtown Berlin, you'll enjoy easy access to local restaurants, unique boutiques, and the town's vibrant small-town atmosphere. Best of all, you're just a short drive from Ocean City's famous beaches and boardwalk, as well as Assateague Island State Park, where you can experience breathtaking natural beauty and the iconic wild horses. Don't miss this opportunity to own a beautifully updated home in one of the Eastern Shore's most desirable locations!

302 Franklin Ave, Berlin

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$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: (302) 539-0800
$575,000
3 Beds ⋅ 3 Baths
Nestled on a beautifully wooded lot, this spacious 2,900 sq. ft. home offers the perfect blend of privacy, comfort, and endless potential. Featuring multiple living and entertaining spaces, hardwood floors, an expansive family room filled with natural light, a spacious kitchen with large center island, a cozy sitting room with a wood-burning stove, and a versatile sunroom perfect for year-round enjoyment. The primary suite includes an updated bath with a custom tiled walk-in shower, while the backyard is your own private retreat with a private fully fenced pool, expansive deck, mature landscaping, and a detached shed. Conveniently located just minutes from downtown Berlin, Ocean City beaches, Assateague Island, shopping, dining, and golf, this well-maintained home offers space, privacy, and the opportunity to make it your own.

10541 Shady Dr, Berlin

Listing courtesy of KW Metro Center. Contact: (703) 564-4000
$499,999
3 Beds ⋅ 2 Baths
Beautifully maintained and gently used as a second home, this home offers nearly 1,700 square feet of comfortable living space in the amenity-filled community of Ocean Pines. Built in 2013 and situated on a generously sized 10,923-square-foot lot, the property enjoys a private wooded backyard setting. The open floor plan features cathedral ceilings, laminate flooring and spacious kitchen with solid surface countertops, stainless steel appliances, a breakfast bar, and abundant cabinet space. The large primary suite includes a private bath with double vanities, while the laundry room is conveniently located just off the attached two-car garage. Hot water heater was replaced in 2022. Enjoy outdoor living from the screened porch and adjoining deck. Additional features include a fully encapsulated crawlspace, low-maintenance exterior, and move-in-ready condition. Conveniently located near Ocean Pines' many amenities, including pools, parks, marina facilities, yacht club, golf course, walking trails, and more. Whether you're looking for a primary residence or vacation getaway, this well-cared-for home is ready for its next owner.

42 Harpoon Rd, Ocean Pines

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500
$459,000
3 Beds ⋅ 3 Baths
Enjoy the rest of your summer in this charming, contemporary three-bedroom-plus home, beautifully nestled among mature trees on an oversized lot at the end of a peaceful cul-de-sac. With inviting living spaces, step through the front door into a spacious open living area with soaring ceilings, bathed in natural sunlight. The space features hardwood flooring and a cozy wood-burning fireplace, creating a warm and welcoming atmosphere. And there is an adjacent office or den. Flexible Bonus Room and Updated Features: A special feature of the home is the converted garage, which now serves as a versatile room—perfect for a home business, office, exercise room, or hobbies. This space includes a separate entrance and a half bath for added convenience. Adjacent to the laundry room, you will find a large walk-in pantry with abundant shelving, an additional refrigerator, and a chest freezer. The primary bedroom and bath are conveniently located on the first level, while the second level offers two additional bedrooms, a full bath, and a generous walk-in attic, providing ample space and flexibility for your needs. Recent updates include a brand-new roof with architectural shingles, and the warranty will transfer to the new owners. The HVAC system was updated in 2022. The interior was freshly painted throughout, all carpeting has been replaced with a neutral shade, and the wood flooring has been sanded to look like new. Outdoor Living and Curb Appeal: Relax or enjoy steamed crabs on summer evenings in your three-season porch with a tiled floor, overlooking the private backyard. The front yard is nicely landscaped and features an antique Japanese lantern, adding a touch of elegance. A large driveway provides ample parking for guests. This is a must-see home! Experience life in Ocean Pines, an award-winning community filled with amenities such as indoor and outdoor swimming pools, a championship golf course designed by Robert Trent Jones, tennis and pickle ball courts, a Yacht Club and Marina, Beach Club, Community Center, Saturday Farmers Market, library, Post Office, shops, restaurants, and more—delivering prime coastal living.

10 Laurel Trl, Ocean Pines

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200
$499,900
3 Beds ⋅ 2 Baths
Welcome to your coastal retreat in the heart of Ocean Pines! This beautifully remodeled 3-bedroom, 2-bath A-Frame contemporary offers breathtaking golf course views with a peaceful canal backdrop, combining modern updates, exceptional outdoor living, and an unbeatable location. Whether you're searching for a primary residence, second home, or vacation getaway, this move-in ready property offers the best of Maryland's Eastern Shore lifestyle. Inside, you'll find an open floor plan filled with natural light, soaring cathedral ceilings, luxury vinyl plank flooring, and a beautifully updated gourmet kitchen featuring upgraded countertops, stainless steel appliances, and modern finishes. Thoughtfully renovated bathrooms and quality updates throughout create a home that is both stylish and functional. Step outside to enjoy extensive hardscaping, multiple outdoor entertaining areas, and a private fenced backyard overlooking the golf course—perfect for relaxing after a day at the beach, on the golf course, or out on the water. Select furnishings are negotiable, offering buyers the opportunity to purchase a truly turnkey property. Ocean Pines residents enjoy an exceptional amenity package, including indoor and outdoor pools, a championship golf course, marina, yacht club, boat ramps, parks, walking trails, playgrounds, dining, clubhouse, and year-round community events. Located just minutes from Ocean City, you'll have easy access to beautiful beaches, the famous Boardwalk, restaurants, shopping, fishing, boating, and endless entertainment. Offering an exceptional combination of location, updates, views, and lifestyle, 72 Newport Drive is a rare opportunity to own a beautifully renovated golf course home in one of the Eastern Shore's most sought-after coastal communities. Schedule your private tour today!

72 Newport Dr, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777
$1,739,000
5 Beds ⋅ 5 Baths
Professional Pictures are coming soon! Nestled in the exclusive bayfront enclave of Bay Point Plantation, this beautiful coastal residence epitomizes luxury living, offering spectacular views of the Ocean City skyline. Built with intention for energy efficiency in 2011 featuring three separate Geothermal HVAC systems, this detached architectural masterpiece boasts over 4,500sqft with five spacious bedrooms and four full bathrooms with a 5th bathroom fully plumbed-in for future installation. Step inside to discover an expansive open floor plan that invites natural light to dance across the room from the floor-to-ceiling glass sliders that illuminate the natural beauty of Turville Creek with panoramic views of Ocean City's High Rise Row as its backdrop. The heart of the home is the gourmet kitchen, featuring an eat-in area perfect for casual dining, while the adjacent living spaces are enhanced by an elegant gas fireplace, creating a warm and inviting atmosphere for gatherings. Adjoining the primary living area is a 19'x19' sunroom with cathedral ceilings, built-in cabinets for entertaining, featuring its own geothermal HVAC system. The balloon framed sunroom, featuring magnificent views of Turville Creek and the OC skyline, was framed and designed ready to drop in an in-line Swim Spa with the concrete pad and electric in place. Just off the sunroom, a brand new, expansive TimberTech deck was just installed in 2026 featuring low-voltage landscape lighting which leads down to a huge flagstone patio area for additional outdoor living and entertainment space. The Primary Suite, a true entry-level sanctuary, offers breathtaking bay views and is complemented by a Master Bathroom offering a Whirlpool Tub and ceramic tiled Rainforest ceiling shower, a spacious walk-in closet, plus an additional Half Bath with its own walk-in closet. A second entry-level bedroom with the plumbing for a future full bathroom is currently situated as an office. The stairway of the home leading to the second floor wraps around a space designed for a future elevator addition with a 6" concrete pad, electric and phone line already in place. The second floor offers an additional three bedrooms with two full baths and a large Bonus Room with its own fireplace, tv mount and surround sound speaker wiring. Traverse up to the cupola for a serene retreat setting, ideal for an intimate seating area to take in the spectacular, surrounding water views and the renown Golden Hour that illuminates Ocean City's skyline with rainbow hues each evening. Every detail of this home has been meticulously designed, from the recessed lighting that highlights the home's architectural features to the exterior landscape lighting that creates ambiance for every occasion. The convenience of a main floor laundry room just off the four-car garage adds to the home's thoughtful design, while the Fire Department Knox Box provides peace of mind. Enjoy the tranquility of the tidal wetland surroundings, where nature's beauty is just outside your door here on Plantation Lane. As part of a prestigious gated community, residents enjoy exclusive access to a marina club, pier, and dock, perfect for boating enthusiasts or for crabbing, fishing and sightseeing. This luxurious residence is not just a home; it's a lifestyle choice that offers the perfect blend of comfort, elegance, and natural beauty. Experience the ultimate in coastal living, where every day feels like a vacation.

10316 Plantation Ln, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400
$549,500
4 Beds ⋅ 3 Baths
Golf course living meets everyday comfort in this spacious 4 to 5 bedroom home located in the sought after Innerlinks community of Ocean Pines. Overlooking the fairway and surrounded by mature trees, this home offers an open floor plan, soaring ceilings, and abundant natural light throughout. The dramatic 2 story great room with hardwood floors and a gas fireplace flows seamlessly into the updated kitchen featuring quartz countertops, stainless steel appliances, a center island, and a convenient pass through window. The 1st floor primary suite provides the ease of one level living and features a spacious ensuite bath with a glass enclosed shower, corner soaking tub, dual vanities, and linen cabinetry. Upstairs offers additional bedrooms plus flexible bonus space ideal for a home office, media room, playroom, or potential 5th bedroom. Step outside to an expansive deck overlooking the golf course, perfect for relaxing or entertaining. Enjoy all that Ocean Pines has to offer including golf, indoor and outdoor pools, tennis, marina facilities, parks, and beach club access. Call today for your personal tour.

58 Hingham Ln, Berlin

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200
$509,850
3 Beds ⋅ 2 Baths
Welcome to 400 136th Street. Corner lot in Caine Woods right across the street from Gorman Park with Playgrounds,tennis & Pickle ball. 3 Bedrooms 2 full baths with a wide open floor plan. Large Kitchen with pleanty of cabinets for storage. Nice enclosed florida room off the Dining room. Walking distance to the beach and the City Bus . Come check out this property today .

400 136th St, Ocean City

Listing courtesy of Larry Holdren Real Estate Inc. Contact: 4102502700
$729,900
3 Beds ⋅ 3 Baths
Seller said SELL it! $20k price reduction just taken! Welcome to Glen Riddle, a gated community nestled in Berlin, Maryland, just a stone’s throw away from the charming resort town of Ocean City, Maryland. This spacious 3 Bedroom, 2 1/2 Bath home offers an abundance of both indoor and outdoor living areas. Upon arrival, you’ll be captivated by the grand foyer, adorned with lush mature landscaping that frames the oversized front porch and new architectural roof installed 2026. Step inside and be greeted by the living room, boasting two-story vaulted ceilings and a wall of windows that flood the space with natural light, providing breathtaking views of the private wooded backyard. The focal point of the living room is the efficient pellet stove, elegantly wrapped in stone, complemented by a custom wood mantel. The primary suite on the first floor is a haven of ample space, complete with a five-piece owner’s bath and a cozy sitting room that seamlessly blends into the bedroom. Access to the new screened-in porch/three-season room adds to the convenience and comfort of this living space. The main floor also features an office, providing the new owner with the flexibility and convenience of working from home. This versatile space can also be transformed into another sleeping area for guests. The kitchen is a chef’s dream, equipped with stainless steel appliances, granite countertops, and a spacious breakfast bar island that offers ample room for dining and entertaining. Dine in the spacious dining area, which overlooks the inviting outdoor deck that leads to the backyard. Ascend to the second floor and be greeted by an oversized loft that overlooks the main living area below. This loft provides additional sleeping space for guests or can be used as a home office. The community pool and gym are conveniently located nearby, while Downtown Berlin, Assateague Island, and Ocean City Beach are just a short drive away.

11752 Maid At Arms Ln, Berlin

Listing courtesy of Sheppard Realty Inc. Contact: 4437830299
$55,000
3 Beds ⋅ 1 Baths
The only correctly price renovation project you'll find. Image 2 is the rendered look of the fully renovated home. Renovation needed, Very strong Bones. Price is firm.

5711 George Island Landing Rd, Stockton

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$479,750
3 Beds ⋅ 2 Baths
Welcome to 9 Lookout Point, nestled in the highly desirable Teal Bay section of Ocean Pines. Situated on an oversized lot and boasting one of the larger fenced rear yards in the community, this well-maintained ranch-style home offers the perfect blend of comfort, convenience, and coastal lifestyle. From the moment you arrive, you’ll appreciate the expansive front yard with plenty of room for beach toys, watercraft storage, and all of your outdoor recreational needs. Step onto the inviting front porch, the perfect spot to enjoy your morning coffee while taking in the peaceful surroundings. Inside, the thoughtfully designed floor plan features three bedrooms, two full baths, an open-concept kitchen with breakfast nook, a separate dining room, and a spacious living room highlighted by elevated ceilings and a cozy fireplace. Natural light fills the home, creating a warm and welcoming atmosphere throughout. Step outside onto the generous rear deck where family and friends can gather for summer cookouts, outdoor dining, and entertaining. Whether you’re grilling during the warmer months or relaxing by the fireplace during the cozy winter season, this home is designed for year-round enjoyment. Located within the amenity-rich community of Ocean Pines, residents enjoy access to parks, pools, golf, marinas, walking trails, and more—all just minutes from Ocean City beaches, dining, shopping, and entertainment. If you’re looking for ease, comfort, and the coastal lifestyle you’ve been dreaming of, 9 Lookout Point deserves a place at the top of your list.

9 Lookout Point, Ocean Pines

Listing courtesy of Keller Williams Realty. Contact: steve@srarealty.com
$775,000
4 Beds ⋅ 4 Baths
11635 Maid At Arms Lane is a 4-bedroom, 3.5-bath home with paid-for solar panels, located in GlenRiddle, a premier gated waterfront community with a boat ramp, marina, golf, and resort-style amenities. A welcoming front porch and dramatic two-story foyer create an impressive first impression, featuring transom windows and an architectural landing ideal for displaying art, greenery, or decorative pieces. Designed for modern living and easy entertaining, the main level offers an open-concept layout connecting the kitchen, dining area, and spacious two-story great room. Abundant natural light, hardwood floors throughout the entire home, crown molding, soaring ceilings, floor-to-ceiling windows, and a gas fireplace add warmth and architectural interest to the main living space. The kitchen features upgraded countertops, two wall ovens, gas cooktop, stainless appliances, and generous cabinet space. Just off the dining area, sliding doors lead to the first-floor screened porch, extending the living space for relaxing, dining, or entertaining while overlooking a peaceful backyard with open lawn space and a backdrop of mature trees that adds privacy, natural beauty, and a serene sense of retreat. A standout feature is the main-level bedroom layout, offering two first-floor bedrooms, each with its own en suite full bathroom. The generously sized first-floor primary suite includes a walk-in closet with custom built-ins and a private bath with double vanity, jetted tub, fully tiled walk-in shower, and separate water closet. The second first-floor bedroom includes a closet with custom built-in cabinetry and an attached en suite full bathroom, offering flexibility for guests, extended stays, an office, den, or multigenerational living. A separate half bath is also located in the hallway, and the first-floor laundry room adds everyday convenience. Upstairs, the spacious loft is divided into two flexible sections, creating the opportunity for multiple uses such as a home office and reading nook, study area and media lounge, playroom and craft space, fitness area and library, or a quiet retreat separate from the main living level. The upper level also includes two additional bedrooms connected by a Jack-and-Jill full bath, including a larger bedroom with a double-door closet and another bedroom with a walk-in closet and Palladian windows. Additional highlights include a full 2-car garage with elevated mechanical systems and an epoxy-painted floor designed for durability, easy maintenance, and a showroom-style finish; dual-zoned heating and air conditioning with Nest thermostat systems for remote control, scheduling, and energy-saving automation; electric central air; main-level gas furnace; second-level electric heat pump; gas hot water heater; and owned solar panels. Because the solar panels are paid for, the new homeowner can benefit from improved energy efficiency and potential utility cost savings without assuming a solar lease or payment contract. The solar panels also include approximately 12 years remaining on the transferable warranty. The home’s location within GlenRiddle is especially appealing, positioned a short distance from many of the community’s most popular amenities, including the clubhouse, outdoor pool, fitness center, and tennis courts. GlenRiddle also offers on-site property management, a boat ramp, marina, two championship golf courses, and Ruth’s Chris Steak House located within the community. Enjoy convenient access to Ocean City beaches, Assateague Island, historic downtown Berlin — known as America’s Coolest Small Town — TidalHealth services, shopping, dining, and everyday conveniences.

11635 Maid At Arms Ln, Berlin

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4105247000
$214,900
3 Beds ⋅ 2 Baths
Welcome to 811 Market Street, a charming and well-maintained 3-bedroom, 1.5-bath home offering a blend of character, comfort, and valuable updates. Major improvements have already been completed, including a new hot water heater in 2024, while the roof, HVAC system, windows, kitchen countertops, and bathroom countertops were updated in 2015, providing peace of mind for years to come. The main level features inviting living and dining spaces filled with natural light, along with a functional kitchen designed for everyday living and entertaining. Upstairs, three comfortable bedrooms , complemented by a full bath. Additional storage and utility space enhance the home's practicality. Outside, the yard provides room to relax, garden, or enjoy outdoor gatherings. Located in the heart of Pocomoke City, this home offers convenient access to local shops, restaurants, and everyday services, while nearby attractions such as the scenic Pocomoke River, Cypress Park, and the Delmarva Discovery Museum provide endless opportunities for recreation and exploration. Commuters will appreciate easy access to Routes 13 and 113, connecting to Salisbury, Chincoteague Island, and Maryland's Atlantic beaches. Combining important system updates, comfortable living spaces, and a convenient location, this property presents an excellent opportunity to enjoy all that Maryland's Eastern Shore has to offer.

811 Market St, Pocomoke City

Listing courtesy of Redfin Corp. Contact: 3016586186
$3,599,000
6 Beds ⋅ 8 Baths
ONCE UPON A TIME in a sweeping coastal vista with an architectural world-class design, there is a TIMELESS, premiere Lighthouse Sound estate. Truly an unparalleled level of both privacy and prestige. Fashioned in the classic Shingle-Style design, otherwise known as "Coastal Seaside Architecture"... MANY EXPENSIVE HOMES ARE LARGE, BUT FEW EXPENSIVE HOMES ARE PROPORTIONED THIS WELL. The symmetry here creates a feeling of both permanence and luxury. The (installed summer 2026) roof is exceptionally interesting with its multiple gables that adds both character and ceiling height inside. Copper accent roofs feature standing seams. The rooftop Widow's Watch, or observation deck, (OR crow's nest!) is an amazing feature- especially when YOU are up there taking a good look at the 360-degree views of the bay, or fireworks displays, or enjoying your favorite beverage. All rooms in this house feature exquisite hand-crafted architectural elements and views of the natural, coastal habitats. Enter into the main hall and your eyes will be immediately drawn to the direct view of the water. ** Moving forward into the LIVING ROOM, or great hall, is a complete wall of windows soaring 20 feet high. An aged-glass mirror adorns the limestone woodburning fireplace beneath. (mirror included) Most of the floors throughout are walnut, finished on site and stained. **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 and the accoutrements worthy of this suite. The third floor of the turret showcases an office tower/observatory. INCREDIBLE architecture and INCREDIBLE views from this 1.47 acre lot! There are SO MANY additional custom features in this spacious home, we've added a special list for you to review upon your request. Although encompassing more than 8,200 square feet, this storybook waterfront residence is gracious in scale but intimate in how it lives. Rarely will you ever find such an enchanted home to call your own. Here's your opportunity to LIVE HAPPILY EVER AFTER. **Current furnishings and décor may differ from those shown in the photographs.

12353 Southhampton Dr, Bishopville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3025372616
$99,900
4 Beds ⋅ 2 Baths

810 2nd St, Pocomoke City

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777
$589,900
3 Beds ⋅ 2 Baths
Welcome to this beautifully remodeled 3-bedroom, 2-bathroom rancher situated on nearly a half acre of land in the heart of historic Berlin, Maryland, without the burden of HOA fees! Thoughtfully updated from top to bottom, this one-story home with a basement combines modern finishes and conveniences with the comfort and functionality of single-level living. Step inside to discover bright, inviting living spaces designed for everyday living and entertaining alike. The spacious layout flows seamlessly from room to room, creating a warm and welcoming atmosphere throughout, while the basement provides additional storage, workspace, or future possibilities to suit your needs. Outside, the expansive lot offers endless opportunities for gardening, outdoor gatherings, recreation, or simply enjoying the privacy and open space! Located just steps from Berlin?s award-winning Main Street, you'll enjoy easy access to charming boutiques, local restaurants, coffee shops, parks, and year-round community events. Whether you're searching for a primary residence or a weekend getaway near the beaches of Ocean City and Assateague Island, this move-in-ready home offers the perfect blend of location, convenience, and small-town charm. Don't miss this rare opportunity!

100 Esham Ave, Berlin

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382
$424,900
3 Beds ⋅ 2 Baths
Don't let this one pass you by! This home is Nestled in a tranquil setting within the sought-after Ocean Pines community, this beautifully maintained 3-bedroom, 2-bath home offers comfortable coastal living. Just five years young, the home features an open-concept floor plan designed with an electric fireplace for easy everyday living and entertaining. Relax on the inviting front porch or enjoy the peaceful surroundings from the spacious three-season room overlooking the pond. There is an Encapsulated Crawl Space, pull down stairs for attic storage, outside shed attached to the home. Situated across the street from the water, this property provides a serene backdrop while remaining close to all the amenities Ocean Pines has to offer. A wonderful opportunity to enjoy a low-maintenance lifestyle in a picturesque location. Views of the Water, great location to access Restaurant, shopping, local attractions and so much more....

45 Watertown, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400
$599,900
6 Beds ⋅ 2 Baths
Welcome to this beautifully maintained Victorian in the heart of historic Berlin, also known as America's Coolest Small Town. Offering 6 bedrooms, 2 full bathrooms, and a flexible floor plan, this home combines timeless character with thoughtful updates and modern conveniences. A spacious wrap-around porch welcomes you inside complete with an enclosed sleeping porch, where a grand foyer showcases a stunning stained-glass window, hardwood flooring, soaring ceilings, and classic architectural details throughout. The updated kitchen features Corian countertops, maple cabinetry, stainless steel Jenn-Air appliances, and durable flooring, while the formal dining room, living room, and sunroom provide plenty of space for gathering and entertaining. A dedicated home office offers an ideal work-from-home setup, and a versatile sitting room provides additional space that can be tailored to your needs. Recent improvements include updated electrical and plumbing systems, a newer roof, and numerous enhancements throughout the property. The detached garage offers endless possibilities as a workshop, hobby space, recreation space, or additional storage. French doors open to a large rear deck overlooking the spacious backyard, creating the perfect setting for outdoor entertaining, relaxing, or enjoying time with family and friends. Located just a couple of blocks from Berlin's vibrant downtown shops, restaurants, and community events, and only minutes from Ocean City, this property offers the charm of small-town living with convenient access to the beach and coastal attractions. A rare opportunity to own a home filled with character, space, and modern updates in one of Maryland's most sought-after communities.

207 Williams St, Berlin

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545