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$499,000
3 Beds 3 Baths
MUST-SEE beach-style home in the highly-acclaimed community of Ocean Pines! This 3-bedroom/2.5-bathroom, fully-furnished, turnkey house, with select items excluded, situated on a 0.20-acre serene, natural setting, with both an indoor and outdoor staircase to access inside. Within the main door, a foyer entrance allows for beach gear and other storage, before heading up the stairs to the elegant, open living-space. Here, LVP flooring guides you between the amply-sized modern kitchen, complete with quartz countertops and stainless-steel appliances, the cozy living-room, and the spacious dining-area. From here, the living and entertainment space continues, with sliding-glass doors giving the invitation to enjoy the MASSIVE screened-in porch (also accessed by a separate door from the kitchen). Family and friends can then transition into a full nature-immersion, as the opposite screen-door gives way to the large deck, easily serving as the party center, or a peaceful spot for coffee and bird-watching. The main level is also served by a powder room, exhibiting convenience for all. The LVP flooring ventures upstairs, locating the 2nd and 3rd bedrooms, adjoined by a Jack and Jill bathroom, offering privacy and comfort to family and guests. The showstopper on this level, though, is the primary ensuite, boasting a generous size, with a sleek, contemporary bathroom. But that's not all, as entry to a private balcony can be gained from the other side of the ensuite, adding to the ambiance of the primary sleeping-quarters. And if that weren't enough, the theme just keeps extending, as the primary balcony merges into a spiral staircase that elevates you to the birds-eye view from the SUNDECK, where a glimpse of the canal can be caught through the trees. The aforementioned canal, an easy walk across the street, also has an adjoining nature area called Pintail Park, which is an 11-acre space, featuring a scenic covered-gazebo, walking trail, crabbing and fishing pier, picnic tables, and an ADA-accessible kayak/boat launch for residents to use. This is just one of seemingly-countless amenities that community members have access to, including dining and entertainment options, many other parks, a premier golf course, five swimming pools, a yacht club, two marinas, and a 1st-class racquet-sports complex. Ocean Pines is truly a resort community with only 5 miles separating it from the beach and Ocean City. Whether you're searching for the perfect forever home, a coastal retreat, or an investment opportunity, this property offers exceptional potential. The home generated over $40,000 in rental income in 2023 under previous management. More recent rental performance reflects changes in rental management and marketing exposure, while the home's desirable location, amenities, and appeal continue to position it for excellent rental potential. (Rental income is provided for informational purposes only and is not a guarantee of future rental performance.) DO NOT hesitate on this phenomenal opportunity while it lasts!

582 Ocean Pkwy, Ocean Pines

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

$474,900
3 Beds 2 Baths
This charming Salt Box-style home, built in 1989, offers a perfect blend of comfort and modern living. With 1,539 sq. ft. Step inside to discover a warm ambiance highlighted by beautiful wood floors and cozy carpeting. The traditional floor plan seamlessly connects the kitchen and dining areas, making it perfect for entertaining. The kitchen is equipped with energy-efficient appliances, including a self-cleaning oven and built-in microwave, ensuring both convenience and sustainability. The exterior boasts extensive hardscaping, a hot tub for unwinding, a fire pit for relaxing evenings and a community pool that invites you to enjoy sunny days. The property sits on a generous 0.24-acre lot, providing ample outdoor space for activities and gardening. Parking is a breeze with a detached garage and a spacious driveway. Located in a vibrant community, this home is surrounded by parks, walking trails, and recreational facilities, perfect for outdoor enthusiasts. The neighborhood is known for its friendly atmosphere and convenient access to local amenities, including shops and dining options. This residence is not just a house; it's a place to create lasting memories. Experience the warmth and comfort of this delightful home today!

11 Seafarer Ln, Ocean Pines

Listing courtesy of Keller Williams Realty. Contact: 3023600300

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

386 Ocean Pkwy, Berlin

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$875,000
3 Beds 3 Baths
We're going to call this canal-front because technically, that's what it is. Just don't expect it to look like most canal-front homes in Ocean Pines!! Walk out back and you'll understand the difference. Instead of staring across a narrow canal at another row of homes, the water (and views) open up considerably.... with no homes blocking your view, you're given a stunning view of the Ocean Pines Golf Course, and beyond. Plus, you get the boating access you're looking for in a waterfront home. Let's move on to the house itself.... At approximately 2,500 square feet, this 3-bedroom, 3-full-bath home gives you something else that's surprisingly difficult to find on the waterfront in Ocean Pines: SPACE. There's a true two-car garage, generous living areas, a three-season room overlooking the water, and a large first-floor deck that turns the backyard into a pretty compelling reason to spend more time outside. Plus, the interior has been extensively renovated with a new kitchen, new bathrooms, new flooring, new central HVAC, and fresh paint throughout. The result, when you walk in the front door into a vaulted 2-story living room, is impressive! This is an established waterfront home that's already had the major interior updating that you don't want to have to do yourself. Out back is where everything starts coming together. The property includes a bulkhead and private dock with water suitable for boats, paddle-boarding, and kayaks....giving you the ability to keep the boat (and water toys) in your back yard. The three-season room provides another place to enjoy the waterfront when the weather doesn't cooperate... because this is Maryland and apparently we're required to experience all four seasons in the same week (you know I'm right)!. There's no 'one thing' that separates this home from other waterfront homes in the area.... It's "all the things" that make it stand out. The lot size, the quiet street, the attached garage, the renovations, the vaulted ceilings, the waterfront location, the views, and the price point! That's what makes this home at 84 Newport so interesting. Ocean Pines has grown into one of the area's most complete residential communities, with miles of waterfront, parks and recreation, pools, racquet sports, boat ramps and kayak launches, the Ocean Pines Golf Club, Yacht Club, and even its own Beach Club in Ocean City. You're positioned within an easy drive of Berlin, Ocean City, Assateague Island, shopping, restaurants, healthcare, and everything else that makes northern Worcester County such a desirable place to live. At $875,000, we're offering a waterfront home that 'offers' more than most. And we'd love to help make this your home.

84 Newport Dr, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$1,200,000
4 Beds 3 Baths
Enjoy exceptional waterfront living in the sought-after Ocean Pines Wood Duck II community. This beautifully updated 4-bedroom, 2.5-bath coastal home offers an open-concept layout, spacious gathering areas, and direct deep-water access to the ocean with no Ocean Pines bridges to navigate. Recent enhancements include updated boat and PWC lifts, a 14,000-pound boat lift, a newly built dockside deck, a 50-year roof, new siding, new windows, new hot water heater, and flooring. The living room, sunroom, and several bedrooms showcase stunning waterfront views, while a professionally designed walkway leads to the front entry. Inside, hardwood floors, luxury vinyl plank, and carpeting create a comfortable, polished feel. The spacious eat-in kitchen overlooks the water and connects to an oversized laundry room. Two bedrooms are located on the main level, with two additional bedrooms upstairs. A third-floor lookout, reached by spiral staircase, offers exceptional views. A two-car garage and long driveway provide ample parking. Enjoy boating, fishing, crabbing, and clamming, along with convenient access to the Ocean Pines Yacht Club, golf course, clubhouse grill, pools, racquet facilities, Ocean City Beach Club, and more. Located between 49th and 50th Streets, the Ocean Pines Beach Club offers private parking, a pool, changing areas, and direct access to the Atlantic Ocean beach. This home is ready for summer enjoyment and offers an outstanding opportunity to experience the best of coastal living.

20 E Mallard Dr E, Berlin

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

$899,000
4 Beds 2 Baths
This completely renovated 4-bedroom, 2-bath home offers modern comfort and coastal charm just minutes from Ocean City and Assateague Island beaches. In its first year of rentals this property grossed $60,000! The property features a brand-new asphalt shingle roof, vinyl siding, new windows and doors. Outdoor living is enhanced with a new composite deck with vinyl railings, a new bulkhead and dock with a 10,000 lb boat lift and power outlets, and professional landscaping. Inside, every detail has been updated, including a new 200A electrical service and wiring, updated plumbing, and Mitsubishi mini-splits in every room. The new kitchen boasts solid wood cabinetry, granite countertops, and stainless steel appliances. Both bathrooms have been beautifully remodeled—the second-floor bath features a tiled walk-in shower, double vanity, and tile flooring, while the first-floor bath offers a granite-top vanity and matching tile floors. Additional highlights include a new laundry room with cabinets and granite countertop, luxury vinyl plank flooring throughout, new trim, lighting, and paint, and new carpet on the stairs. The fully encapsulated basement is equipped with a sump pump, dehumidifier, flood gates, and a new water softener. This home provides the perfect blend of quality, style, and coastal living.

12353 Meadow Dr, Berlin

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

$369,900
3 Beds 2 Baths
Check out this inviting getaway with peaceful and happy vibes! Located on a quaint street within a short walking distance to 6.6 acre Huntington Park, featuring playground equipment and open space. You will find engineered hardwood floors and vaulted ceilings throughout the main living areas. The split bedroom floor plan places the primary suite on one side of the house and the extra bedrooms on the opposite side, with the central living areas acting as a noise buffer and privacy wall. Beautiful granite countertops, a large center island and two separate breakfast bars are featured in the spacious and bright kitchen, but the showcase of this lovely home is definitely the huge rear screened porch that measures 20 x 14, the perfect setting for crab feasts or gathering with friends and family. A double door welcomes you into the primary suite, while one of the guest bedrooms is brightened by an arched window with a window seat and vaulted ceilings, which could double as a home office. A large capacity washer and dryer takes care of loads of beach towels and bedding. The heat pump was replaced in 2018. Furnishings are negotiable. Ocean Pines is an award-winning, amenity-filled community, located just a short drive to the nearby beaches of Ocean City, Assateague Island National Seashore, and downtown historic Berlin!

43 Birdnest Dr, Ocean Pines

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

$490,000
2 Beds 1 Baths
Turnkey beach cottage, fully renovated, fully furnished, and already earning. Welcome to 9007 Mediterranean Drive, a meticulously updated 2-bedroom, 1-bath coastal retreat just minutes from the Atlantic in the heart of Ocean City, Maryland. Whether you're looking for a primary residence, a vacation getaway, or an income-generating short-term rental, this property checks every box — and then some. From top to bottom, no detail was overlooked in the 2025–2026 renovation. The home features a brand-new roof (2026), new kitchen with updated cabinetry and appliances, newly renovated bathroom, and fresh bedroom finishes throughout. Individual mini-split systems in every room provide efficient year-round heating and cooling. Every appliance, fixture, and finish is new — this is true move-in-ready condition. Step outside to a spacious, fully fenced backyard perfect for entertaining, pets, or relaxing after a day at the beach. A new deck (2026) extends your living space outdoors, and an included storage shed keeps everything organized. A convenient doggie door makes this home pet-friendly from day one. Inside, the open-concept layout maximizes every square foot, with a seamless flow between the living and kitchen areas. The home comes fully furnished, making it an effortless turn-key acquisition, ideal for buyers who want to start renting immediately with zero ramp-up time. The rental track record backs it up: Currently operating as a 5-star rated Airbnb with verified guest reviews, the property has demonstrated its appeal to the thriving Ocean City vacation rental market. Located on Mediterranean Drive with free street parking and just a short stroll to the beach, boardwalk, restaurants, and all of Ocean City's world-class amenities, demand for this address is as strong as ever. Don't miss this rare opportunity to own a fully reimagined, income-producing coastal cottage in one of Ocean City, Maryland's most sought-after beach markets. Quick-Reference Property Highlights Detail Info Address 9007 Mediterranean Drive, Ocean City, MD 21842 List Price $490,000 Bedrooms 2 Bathrooms 1 Full Living Area 800 sq ft Lot Size 4,446 sq ft Year Built 1966 Renovation 2025–2026 (Complete) Heating / Cooling Mini-Split Systems (All Rooms) Roof New (2026) Deck New (2026) Kitchen Fully Renovated (2025) Appliances All New (2025) Outdoor Fenced Yard, Storage Shed Parking Free Street Parking Furnished Yes — Fully Furnished Short-Term Rental Active, 5-Star Rated Airbnb Beach Distance 5-Minute Stroll.

9007 Mediterranean Dr, Ocean City

Listing courtesy of Homecoin.com. Contact: 8884002513

$550,000
3 Beds 2 Baths
Nestled on approximately 2.5 peaceful acres, this charming property offers the perfect blend of privacy, tranquility, and convenience. Ideally located just minutes from downtown Berlin, shopping, dining, and the area’s beautiful beaches, you’ll enjoy the best of country living with easy access to everything the Eastern Shore has to offer. Lovingly maintained over the years, this unique home is filled with warmth and character. The spacious four-season sunroom is the perfect place to relax and enjoy the beauty of every season, while the detached garage provides additional storage, workspace, or parking. Start your mornings with a cup of coffee on the inviting front porch as you take in the peaceful surroundings and quiet setting. If you’re looking for space, privacy, and a home that has been cared for with love, this is a must-see property. Don’t miss this incredible opportunity to own a beautiful home on 2.5 acres in a highly desirable location just outside of Berlin. Schedule your private showing today!

10376 Georgetown Rd, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$625,000
4 Beds 4 Baths
Coastal living at its finest! Welcome to this exceptional three story home nestled in one of the area’s most desirable water oriented communities, just 5 miles from Ocean City, MD, and Assateague Island National Seashore Offering spacious bedrooms, 4 full bathrooms, and flexible living spaces throughout this home perfectly blends comfort, functionality, and coastal charm. The inviting open concept main level is ideal for entertaining, featuring generous living and dining areas that flow seamlessly together. Upstairs, the expansive primary suite provides a private retreat with ample space to unwind, read, or enjoy your morning coffee. Two additional bedrooms and another full bath complete the second floor. The third level offers incredible versatility and can easily serve as a fifth bedroom, guest suite, home office, media room, fitness space, or playroom tailoring to your lifestyle needs. Outside your door, enjoy resort style amenities including multiple pools, a fitness center, clubhouse, and crabbing pier , all while the HOA takes care of your lawn maintenance, giving you more time to enjoy the coastal lifestyle. Whether you’re searching for a year round residence, vacation getaway, this home offers the perfect combination of space, location, and lifestyle. Don’t miss your chance to own a piece of Maryland’s beautiful Eastern Shore.

12209 Ocean Vista Dr, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$550,000
3 Beds 3 Baths
Your dream home is waiting for you here on 2 acres! Custom built in 2006 to replace an older primary home, this quality home has 3 bedrooms- the primary is on the first floor along with a luxurious primary bath and walk-in-closet. Guest 1/2 bath. 2 additional bedrooms and bath are on the second floor. Formal Living room and dining room greeting you along the foyer entrance. Spacious Family room with pellet stove and gas fireplace add living space for all. Kitchen has a bar area for seating plus a spacious casual breakfast room and all stainless-steel appliances. Large 10x10 rear deck with awning for outdoor enjoyment. Circular paved driveway for easy access to you 2-car built in garage. 3 plus detached garages and 2 sheds make a place for all your lawn equipment and fun toys. Easy to see in the quaint village of Bishopville.

13308 Hatchery Rd, Bishopville

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

$975,000
5 Beds 4 Baths
Coastal elegance meets modern comfort in this beautifully appointed, fully furnished home built in 2023, located in the highly sought-after Bayside community. Thoughtfully designed with a light and airy coastal vibe, every detail has been carefully selected, making this stunning home truly move-in ready. Offering 5 spacious bedrooms, 4 full bathrooms, and a dedicated home office, this home provides the perfect blend of luxury, comfort, and functionality. Upon entering, you’ll find a private home office just off the foyer, creating the ideal space for working remotely, studying, or enjoying a quiet retreat. The open concept floor plan is designed for effortless entertaining, with the spacious living room flowing seamlessly into the chef-inspired kitchen featuring quartz countertops, stainless steel appliances, a gas range, an oversized island, abundant cabinetry, and a generous dining area just off the kitchen that remains connected to the heart of the home perfect for everyday meals, holiday gatherings, and entertaining family and friends. The first-floor primary suite is a peaceful retreat featuring an elegant tray ceiling, a spacious walk-in closet, an additional closet providing extra storage or the convenience of a his-and-hers setup, and a beautifully appointed en suite bathroom. A second bedroom and full bathroom are also conveniently located on the main level, providing flexibility for guests or multigenerational living. Upstairs, you’ll find three additional bedrooms, two full bathrooms, and a spacious loft currently set up as a game room, offering endless possibilities as a second family room, media room, playroom, or recreation space. Additional highlights include a tankless water heater for energy efficiency and endless hot water, a blacktop driveway, and tasteful coastal finishes throughout. Enjoy your morning coffee on the inviting front porch or unwind on the covered rear porch the perfect place for outdoor dining, entertaining, or simply relaxing after a long day. Located within walking distance of Bayside’s exceptional amenities, residents enjoy a clubhouse, fitness center, indoor and outdoor pools, basketball and tennis courts, scenic ponds, a kayak launch with storage lockers, and a crabbing pier. Perfectly situated between Assateague Island and the beaches and Boardwalk of Ocean City, this exceptional home offers the ideal combination of resort-style amenities, coastal charm, and everyday convenience. Whether you’re searching for a year-round residence, a vacation getaway, or an investment opportunity, this turnkey Bayside home is one you won’t want to miss!

12420 Coastal Marsh Dr, Berlin

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

$269,000
3 Beds 2 Baths
Professional Pictures coming soon. If you've been searching for peaceful country living without sacrificing convenience, welcome to Sheephouse Road. Tucked back from the road and surrounded by woods, and scenic farmland, this charming ranch home offers the privacy and tranquility you've been looking for while remaining just a short drive from town. Relax on the welcoming front porch as you take in picturesque views of the surrounding fields, or step inside to discover the ease of one-level living with a bright, open-concept floor plan that's perfect for everyday life and entertaining. Just off the main living area, a spacious three-season room provides additional living space and peaceful views of the woods beyond, making it an ideal spot for morning coffee or evening relaxation. Outside, you'll find plenty of room to enjoy the outdoors. The fenced backyard offers a safe place for pets to play, while the heated above-ground saltwater pool lets you cool off and extend your swimming season well into the spring and fall. The property also includes a detached one-car garage, two storage sheds, and a covered boat/carport, providing ample space for vehicles, hobbies, and outdoor equipment. Situated on more than 1½ acres, there's plenty of room to roam, garden, or simply enjoy your own private slice of the countryside. If you've been dreaming of a quiet rural setting with comfortable living and room to breathe, don't miss your opportunity to make this Sheephouse Road property your own before someone else does.

3520 Sheephouse Rd, Pocomoke City

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

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

17 Burley St, Berlin

Listing courtesy of Sheppard Realty Inc. Contact: 4437830299

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

506 Laurel St, Pocomoke City

Listing courtesy of Century 21 Downtown. Contact:

$399,000
2 Beds 2 Baths
Welcome home to this lovingly cared-for, one-owner home, designed by an interior decorator. This retreat nestled among the towering trees in the desirable North Gate of Ocean Pines one of the safest places to live in Maryland and just minutes from the beautiful beaches, dining, and entertainment of Ocean City, Maryland, Assateague and Rehoboth beaches. Medical facilities, schools, yacht club, and golf course nearby. Situated on a serene, private lot backs to Briarcrest Park, this charming 2-bedroom, 2-bath home also features a spacious loft that can easily be converted into a third bedroom, home office, or flex space to suit your needs. Filled with warmth and character, the great room showcases soaring cathedral ceilings accented by stunning exposed wood beams, unique moon-shaped architectural openings, and a cozy wood-burning stove that creates the perfect gathering place. The wood stove provides ambiance and warmth on cold winter nights as well as peace of mind with possible energy loss! Laminate hardwood flooring flows throughout the main living areas, while the tiled kitchen is equipped with a stainless-steel refrigerator and offers both functionality and style. The first-floor bedroom features sliding glass doors leading to a vinyl-tech enclosed screened porch, providing a peaceful spot to relax and enjoy the surrounding nature. Double sliders from the great room open to an expansive wraparound deck, seamlessly blending indoor and outdoor living and offering the perfect setting for entertaining or simply enjoying the tranquil wooded backdrop. Outside, you'll find an outdoor shower, storage shed, and convenient U-shaped driveway. Major updates include a roof and HVAC system that are approximately five old. Home is complete with pull down attic stairs and encapsulated crawl space. This wooded retreat can be yours now to enjoy year-round. Call for your private showing!

6 Briarcrest Dr, Ocean Pines

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

$545,000
5 Beds 2 Baths
Waterfront investment opportunity in Ocean Pines! 2 Windjammer Rd represents an incredible chance to buy into a premier coastal location at a low waterfront price point and build instant equity through your own improvements. Please note: This is an trustee sale. The property is being sold strictly AS-IS and is priced accordingly. Bring your vision and tools to this classic handyman special! The spacious main house features 2,258 square feet of potential, boasting a side porch with vinyl tech windows, and a rear deck perfect for entertaining. The unique layout offers incredible versatility with an open floor plan for the living/dining/kitchen areas. There are a total of 5 bedrooms and 2 full baths in the main house- 2 beds and 1 bath on entry level, 3 beds and 1 bath on upper level. The second-floor balcony provides private access (with additional steps from the ground level) to a separate room over the garage. This bonus area includes finished, climate-controlled guest quarters (approx 600 sq feet) complete with its own full bathroom, kitchenette, and stairs to loft area. The over-sized 2 car garage is attached to the main home by a deck/breezeway and offers space for covered parking plus workshop area and additional storage. Boaters and water lovers take note: the true highlight of this property is its prime waterfront location. Enjoy your own private dock with direct access out of the canal and into Assawoman Bay. There is a long list of amenities in Ocean Pines, including: championship golf course, five swimming pools (including an indoor pool and the oceanfront Beach Club in Ocean City), two marinas, racquet sports, a yacht club, and multiple parks and trails. Positioned in an ideal coastal hub, you are just a short drive from the historic charm of downtown Berlin, the legendary beaches and boardwalk of Ocean City, MD, and the pristine, natural beauty of Assateague National and State Beaches. Don't miss this rare waterfront flip, rental asset, or dream coastal project!

2 Windjammer Rd, Ocean Pines

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

$1,749,900
4 Beds 5 Baths
Situated on a private, serene half-acre waterfront lot in the desirable Colonial Village section of Ocean Pines, this spectacular 4-bedroom, 3 full bath, 2 half bath home offers over 4,289 square feet of beautifully designed living space with exceptional indoor and outdoor amenities. The home is strategically positioned via view-oriented architecture to guarantee water views. Just a short stroll to the Ocean Pines Yacht Club, two community pools, the Pines Point Provisions restaurant, and the Pines Point Marina; this is coastal living at its finest. From the moment you step inside, you'll appreciate the thoughtfully designed floor plan that perfectly balances comfort and functionality. The spacious living room, casual dining room, and inviting family room to provide the perfect setting for entertaining family and friends or simply relaxing. The chef's kitchen is sure to impress with upgraded quartz countertops, premium Viking appliances, and abundant workspace. The luxurious first-floor primary suite is a peaceful waterfront retreat featuring breathtaking water views, a beautifully updated spa-inspired bath, and an oversized walk-in closet with plenty of space for two. The inviting family room, complete with a cozy fireplace, opens to a covered waterfront deck—the perfect place to enjoy your morning coffee or unwind with an evening drink while taking in the tranquil surroundings. A charming four-season gazebo creates the ideal setting for crab feasts, outdoor dining, and relaxing while enjoying the refreshing coastal breezes. The first floor also features a convenient laundry room and two half baths. Upstairs, you'll find three spacious guest bedrooms, two full baths, a dedicated exercise room, and a second covered waterfront deck where you can enjoy spectacular water views and seasonal fireworks. Step outside to your own private waterfront oasis. The expansive backyard offers plenty of room for children and pets to play, while boating enthusiasts will appreciate 105 feet of waterfront with a bulkhead replaced in 2025, a 16,000-pound boat lift, and dockage that can accommodate boats up to approximately 70 feet with easy access to the open bay. The protected canal is perfect for kayaking and paddleboarding, and dolphins are often spotted swimming by, making every day feel like a vacation. Additional improvements include two HVAC systems replaced in 2025 and 2026, a tankless water heater approximately seven years old, an encapsulated crawl space, a spacious 2.5-car garage, and ample driveway parking. This smart home is equipped with security cameras and an alarm system for added peace of mind. Best of all, this exceptional waterfront home is being sold fully furnished, making it truly move-in ready. Simply bring your suitcase and start creating unforgettable memories with family and friends in one of Ocean Pines' most sought-after waterfront communities. Flood Zone X no flood insurance required. Water depth in low tide is 5Ft 6".

538 Yacht Club Dr, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

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

106 Philadelphia Ave, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$375,000
3 Beds 2 Baths
OPEN HOUSE: Sunday, August 9th 11:30-1:30. 7150 Arcadia Circle in Arcadia Village, just 7 Mi. south of Berlin, Maryland! This charming rancher features one-floor living with soaring ceilings, open floor plan, plenty of windows creating a bright and airy living space. Open kitchen with white cabinets, center island and large pantry. Back deck for morning coffee time! Charming front porch to welcome guests! Large primary suite with ensuite bath and "his" and "her" closets. BONUS: Attached garage and the home backs to undisturbed forestry. Arcadia village is a small neighborhood of only 41 homes. LOW HOA of less than $500 per year. Just beyond the neighborhood is Newark Park (a trail from the neighborhood will take you there!) Newark, Maryland is nestled between Berlin and Snow Hill (just a short 10 minute drive to either). And just a short drive to all things Worcester County, Maryland has to offer; quaint historical towns, Assateague Island, Ocean City beaches, boardwalk and MORE!!

7150 Arcadia Cir, Newark

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$299,900
2 Beds 2 Baths
Nestled in the serene enclave of Nassawango Hills this 2bedroom 2 bath log cabin is a home that embodies the essence of luxury living while offering the warmth and comfort of a true retreat. The original blueprints were for a 3 bedroom home & the prints are available if someone wants to do that.This exquisite residence, set on a generous 0.55-acre lot, invites you to experience a lifestyle defined by tranquility and elegance. As you step inside, you are greeted by the rich textures and natural beauty of the log construction, which creates an inviting atmosphere throughout. The spacious 1,370 square feet of thoughtfully designed living space features two well-appointed bedrooms and two full bathrooms, ensuring ample room for relaxation and rejuvenation. The heart of the home is a cozy living area, complete with a charming fireplace that serves as a focal point for gatherings, providing warmth and ambiance during cooler evenings. The open layout seamlessly connects the living space to the kitchen, where culinary enthusiasts will appreciate the potential for creating gourmet meals. Large windows allow natural light to flood the interior, enhancing the home's warm and welcoming vibe. Step outside to discover the expansive outdoor space, perfect for enjoying the beauty of nature. The property includes a shed for additional storage, ensuring that your outdoor activities can be enjoyed without clutter. The surrounding landscape offers a peaceful retreat, ideal for morning coffee or evening stargazing. Parking is a breeze with a convenient driveway, providing easy access to your home. While the property does not feature a pool, the lush surroundings and spacious yard offer endless possibilities for outdoor enjoyment, from gardening to hosting summer barbecues. This is more than just a home; it's a lifestyle choice that embraces the beauty of nature and the comforts of modern living. Whether you seek a weekend getaway or a permanent residence, this log home offers a unique opportunity to immerse yourself in a community that values peace, privacy, and the joys of life. Experience the charm and elegance of this exceptional property, where every detail has been crafted to create a sanctuary that feels like home. Don't miss your chance to make this enchanting log home your own. The current owners tied all baseboards to 1 thermostat, new shed, new toilets, painted, added new light fixtures, plumbing work & leaving 4 portable a/c units.Furniture negotiable.

3842 Algonquin Trl, Snow Hill

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

$525,000
3 Beds 2 Baths
Discover the best of coastal living in this beautifully maintained 3-bedroom, 2-bath waterfront corner condominium in the heart of Ocean City. Complete with a private boat slip and an unbeatable location just off 26th Street, this exceptional property is a dream for boating enthusiasts and beach lovers alike. Step inside to find a spacious, thoughtfully updated interior featuring a beautifully appointed kitchen with solid maple hardwood cabinetry, a convenient wet bar, and tastefully renovated bathrooms (approximately $20K in bathroom improvements), showstopping terracotta tiled flooring throughout, expansive windows with plantation shutters, and electrical & lighting upgrades throughout.. The generous primary suite offers a large walk-in closet, providing ample storage and everyday convenience. Enjoy peace of mind with major updates already completed, including a new HVAC system installed in 2020, a new water heater in 2022, and the $90,000 building assessment already paid by the seller for the comprehensive building envelope rebuild. With full southern exposure, this light filled home is warm and bright. Relax on your expansive private balcony overlooking the bay and enjoy spectacular sunsets and unparalleled waterfront views. Ideally located just a short walk or bike ride to the beach, this home is also moments from Ocean City's favorite restaurants, lively bars, mini golf, shopping, Jolly Roger’s Amusement Park, and entertainment. With strong rental income potential, this property is an outstanding opportunity as a primary residence, vacation getaway, or investment. Offering the perfect blend of waterfront living, modern updates, and an unbeatable location, this is coastal living at its finest.

413 Bayshore Dr Unit #201, Ocean City

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

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

3 Winter Quarters Dr, Pocomoke City

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

$1,699,000
5 Beds 5 Baths
Welcome to one of Sunset Island's most desirable waterfront addresses. Perfectly positioned to capture breathtaking south-facing views of the bay, this beautifully appointed 5-bedroom, 4½-bath coastal retreat offers the ideal blend of luxury, comfort, and resort-style living. A versatile first-floor den is currently configured as a sixth bedroom, providing exceptional flexibility for guests, a home office, media room, or additional living space. From the moment you arrive, you'll appreciate the home's prime location—just a short stroll to Sunset Island's award-winning clubhouse, indoor and outdoor pools, private bay beaches, restaurant, general store, and all of the community's exceptional year-round amenities. Multiple waterfront balconies and expansive outdoor living spaces invite you to relax with your morning coffee, soak in spectacular sunsets, or entertain while overlooking the sparkling bay, beach, and pool. Inside, spacious living areas are thoughtfully designed for gathering family and friends, while the oversized garage offers plenty of room for vehicles, beach gear, and bikes. Best of all, Ocean City's pristine Atlantic beaches, dining, shopping, and entertainment are just a short walk away. Whether you're searching for an exceptional vacation home, a high-demand investment property, or a full-time coastal residence, this waterfront gem delivers the lifestyle you've been dreaming of. Once you experience the views, the location, and the unmatched amenities of Sunset Island, you'll understand why so many people never want to leave.

5 Beach Side Mews, Ocean City

Listing courtesy of RE/MAX Advantage Realty. Contact: (410) 723-3600

$669,000
3 Beds 3 Baths
1222 Carrollton Lane is a beautifully crafted 2021 coastal home offering the perfect blend of modern comfort and an unbeatable walk-to-marina lifestyle. Nestled in the sought-after Colonial Village section of Ocean Pines, this move-in ready 3-bedroom, 2.5-bath home features approx. 2,256 SF of thoughtfully designed first-floor owner's suite with a custom closet system. The open-concept floor plan is ideal for both everyday living and entertaining. Enjoy abundant southern light. Get creative with a conditioned bonus room. The possibilities are endless; TV room, office, or extra storage. Step outside to enjoy professional privacy landscaping in a rare expansive backyard. Enjoy a walk to one or both marinas, waterfront dining, walking trails, live music, or golf just minutes away. Historic downtown Berlin, shopping, OCMD or Assateague National Seashore is a short drive. This move-in ready home offers the luxury, coastal lifestyle you're looking for.

1222 Carrollton Ln, Berlin

Listing courtesy of Sell Your Home Services. Contact: 8882193009