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$314,900
3 Beds ⋅ 2 Baths
Enjoy comfortable one-story living with nearly an acre of space across two adjoining parcels! This inviting 3-bedroom, 2-bath ranch offers beautiful oak hardwood floors, updated windows and a welcoming front porch that immediately feels like home. Inside, the spacious living room is anchored by a classic wood-burning fireplace, while the dining room features a beautiful sun-filled window—the perfect spot for growing herbs, vegetables or favorite houseplants. The functional kitchen is ready to serve its next owner while also offering an opportunity to personalize and update over time. A generously sized den with its own full bathroom creates exceptional flexibility for a family room, home office, guest space, hobby room or potential private suite. The separate laundry area includes a newer GE washer and dryer along with overhead cabinetry for convenient storage. The HVAC system is approximately 10 years old and has been serviced annually, the water heater is approximately 8 years old, and propane baseboard heat provides a valuable secondary heat source. One of the property’s most important improvements is the septic system, newly installed in January 2023. Outside, enjoy the back deck, green yard and added breathing room provided by the adjoining parcel included with the sale—two parcels totaling approximately 0.92 acre. A spacious outbuilding with electric and a dedicated workspace provides even more room for projects, equipment and storage. Located just outside charming Snow Hill, this property offers convenient access to the town’s shops, restaurants, arts scene, parks, community events and recreation along the Pocomoke River. Berlin, Assateague Island, Ocean City and other Eastern Shore destinations are also within easy reach. With single-level living, a newer septic system, flexible interior space and an additional adjoining lot, this property offers a combination that is increasingly hard to find.

5917 Steffe Dr, Snow Hill

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$499,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully maintained and much sought after one level Royal Tern 3-bedroom, 2-bath model home nestled on a private lot in The Parke at Ocean Pines’ premier 55+ community. Designed for effortless one-level living, this exceptional home offers a perfect blend of comfort, style, and functionality with numerous upgrades throughout. Step inside to freshly painted interiors, gleaming hardwood floors, ceramic tile, and elegant crown molding. The inviting dining room features beautiful built-in cabinetry, while the dedicated office provides additional built-in storage and workspace. The upgraded kitchen is a chef’s delight, showcasing abundant cabinetry with convenient pull-outs, granite countertops, newer appliances 2020, and six stunning pendant lights. A transom window has been added between the kitchen and sunroom, bringing an abundance of natural light into the space.The sunroom is sure to become a favorite gathering place, featuring a gorgeous double-sided fireplace and direct access to the private rear deck with awning—perfect for relaxing or entertaining while enjoying the peaceful setting. The spacious primary suite offers tray ceilings accented with beautiful painted ceiling artwork, hardwood flooring, and generous walk-in closets enhanced with custom closet organizers. The luxurious primary bath features a spa-style jetted tub, double-sink vanity, and plenty of space to unwind.Additional highlights include a large laundry room with front-load washer and dryer and laundry tub, plus an oversized garage with a 4-foot extension, extensive shelving for storage, and an additional refrigerator. Recent HVAC improvements include a new air-conditioning system and furnace 2024, along with a whole-home dehumidifier for year-round comfort. Solar panels add energy efficiency and help reduce utility costs. Located in the sought-after Parke at Ocean Pines, this home offers the ideal combination of privacy, convenience, community, and coastal living. Beautifully appointed and meticulously cared for, this is a home where you can truly move in, relax, and enjoy the best of the Eastern Shore lifestyle.

63 Chatham Ct, Ocean Pines

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

$1,100,000
6 Beds ⋅ 3 Baths
WATERFRONT LIVING AT ITS BEST IN OCEAN PINES! Located in desirable Wood Duck Isle I, this impressive waterfront residence offers over 4,000 sq. ft. of living space, 6 bedrooms, 3 full baths, and over 100 feet of bulkhead with direct access to the Bay. Boaters will appreciate the 55' x 3' dock and 8,000-lb. boat lift with remote, installed in 2021. With multiple outdoor living spaces, a 3-season room, expansive decks, and a Crow’s Nest boasting panoramic water views, there is no shortage of places to relax or entertain. Inside, the spacious floor plan offers generous gathering areas, a Gourmet Kitchen, hardwood floors, upgraded carpeting, and abundant storage. The upstairs bonus area features a full wet bar, creating the perfect space for entertaining, game nights, or additional living space. The encapsulated crawlspace with dehumidifier provides added peace of mind. Major updates include the roof (2018), 8,000-lb. boat lift with remote (2021), EV charger (2024), and downstairs HVAC (2026). Mostly furnished and turn-key, this exceptional waterfront home is ready to enjoy. Bring the boat, bring the family, and experience the best of coastal living with easy access to the Bay!

33 Wood Duck Dr, Ocean Pines

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (302) 539-9040

$325,000
3 Beds ⋅ 3 Baths
**Welcome Home to 1402 Cedar Run — Pocomoke City, MD** Discover effortless living in this brand-new Colonial-style masterpiece, thoughtfully crafted by local builder Del Mar Construction in the highly sought-after Cedar Point Community. This turnkey beauty delivers 1,850 +/- square feet of smartly designed living space with 3 bedrooms and 2.5 baths — ready for you to move in and make memories. Step inside to a bright, open-concept main floor built for both everyday living and entertaining. The spacious living room flows seamlessly into a chef-inspired eat-in kitchen, complete with a large island, elegant quartz countertops, a stylish tile backsplash, and a generous corner pantry. Luxury vinyl plank flooring runs throughout, pairing durability with sleek, modern style, while soaring 9-foot ceilings and soft neutral tones bathe every room in warmth and light. Retreat upstairs to your private owner's suite, featuring dramatic tray ceilings, an expansive walk-in closet, and a spa-like en-suite bath with a fully tiled walk-in shower behind a sleek frameless glass door. Outside, unwind on the covered front porch or host summer gatherings in the spacious backyard. An attached garage adds everyday convenience. Nestled in the friendly Cedar Point Community, you're just minutes from shopping, dining, parks, and top-rated schools, with easy access to Route 13 for effortless north-south travel. Craving a beach day? Chincoteague Island and the coast are just a short drive away. **Don't miss your chance to own a brand-new home in one of Pocomoke City's most desirable neighborhoods — schedule your private showing today!** **Listing Agent has a financial interest in the property as an owner**

1402 Cedar Run, Pocomoke City

Listing courtesy of Bayside Realty. Contact: (443) 829-5828

$1,276,000
4 Beds ⋅ 3 Baths
WATERFRONT LUXURY | 73' BULKHEAD | BOAT LIFT | BAY ACCESS | 2.5-CAR GARAGE | OCEAN PINES! Experience the best of Eastern Shore waterfront living at 14 Goldeneye Court, an exceptional 4-bedroom, 2.5-bath residence in the desirable Wood Duck I community of Ocean Pines. Set on a generous waterfront lot with 73 feet of bulkhead, a private boat lift, and direct access to the bay, this property is designed for those who appreciate boating, beautiful water views, and an elevated coastal lifestyle. From sunrise over the water to evening gatherings on the expansive outdoor spaces, the setting is truly the centerpiece of this home. Multiple decks, balconies, and gathering areas provide exceptional opportunities to relax, entertain, and enjoy the waterfront. The second-level sun deck offers sweeping water views and an impressive vantage point for taking in the surrounding coastal landscape. Inside, soaring ceilings, abundant natural light, and an open-concept floor plan create a spacious and inviting atmosphere. The main living areas flow seamlessly for everyday living and entertaining, while the bright sunroom provides an additional year-round space to enjoy the waterfront surroundings. A versatile home office offers flexibility for remote work, hobbies, or additional sleeping space. The home has been thoughtfully updated and is move-in ready. The kitchen features custom cabinetry, quartz countertops, and newer appliances, while the bathrooms have been upgraded with updated fixtures, cabinetry, tile, lighting, and finishes. A major bonus is the oversized detached 2.5-car garage, complete with a new garage door and a second-level storage area. With parking for approximately 8 vehicles, there is plenty of room for cars, boats, trailers, and all the equipment that comes with an active coastal lifestyle. Located in Ocean Pines, a premier coastal community with an exceptional array of amenities, residents enjoy access to golf, multiple pools and aquatics programs, nature trails, racquet sports, marinas, community events, markets, yacht and beach clubs, and the Ocean Pines Beach Club and restaurant in Ocean City. Whether you're looking for a waterfront primary residence, coastal getaway, or an exceptional property for enjoying the boating lifestyle, 14 Goldeneye Court offers the combination of waterfront setting, outdoor living, privacy, storage, and community amenities that make Eastern Shore living so special. CenterConsole Boat for sale separately. Schedule your private showing and experience this exceptional Ocean Pines waterfront property for yourself!

14 Goldeneye Ct, Ocean Pines

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 520-2707

$1,275,000
4 Beds ⋅ 3 Baths
From sunrise to sunset, this property offers breathtaking, wide-angle river vistas, while maintaining a secure, protected harbor for your watercraft and a picturesque wide lagoon for peaceful relaxation. Character, warmth, and craftsmanship define this uniquely designed home. Crowning the roofline is a custom cupola that evokes a classic maritime-inspired charm. Quality-built with 2x6 exterior wall framing set upon an elevated 5-course masonry foundation. On the lower level you will find shiplap walls, one full and one half bath, plus four flexible rooms. Use them as extra bedrooms, a quiet home office, or a creative hobby space to fit your lifestyle. Upstairs, the open concept living areas take advantage of the remarkable water views. The family room is positioned as a vast, casual gathering hub. This large open area blends every day comfort with custom architectural elements. Newly remodeled 4 years ago, the kitchen contains tile, granite, a classic farmhouse sink, Samsung stainless steel appliances, spacious pantry, and vaulted ceilings. Sliding glass doors open to a balcony that is equipped with a spiral stairway serving as a secondary means of egress to the rear yard. The 17x12 primary bedroom boasts a large sitting room, walk-in closet (with a view!) and an impressive tiled bath with whirlpool tub, skylight, and separate tiled walk- in shower. There’s plenty of room for storage in the double car garage with cabinets , shelving, workbench, and a whole house water filter. A second garage door opens to a smaller 14x9 storage area. Best of all, you’ll feel the cool breeze, hear the sound of ripples hitting the dock and breathe the clean, crisp scent of the water from your backyard 16x10 pergola. Where else can you enjoy 110 feet of water frontage overlooking your own private boat dock with two slips and a 10,000 pound lift!? The roof was replaced in 2023, Water Heater in 2021, HVAC in 2021 and 2018. All of this is located in the award-winning, amenity-filled community of Ocean Pines, and just a short drive to the beaches and boardwalk of Ocean City, and Assateague Island National Seashore!

15 Riverside Ct, Ocean Pines

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

$334,900
3 Beds ⋅ 2 Baths
Now’s your time to be part of life in Ocean Pines! You’ll love the convenience of one-level living in this updated 3 bedroom 1.5 bath rancher in Sherwood Forest. Relax or entertain in your spacious sun-drenched family room that leads into an eat-in kitchen with updated appliances and enclosed laundry room. From the kitchen, step into the spacious screened-in porch and large partially fenced back yard overlooking trees. Ocean Pines offers an exceptional array of amenities including multiple pools, boat ramps, playgrounds, walking trails, a community center, and much more. All of this is only a few miles from Ocean City where you’ll find the Ocean Pines beach club with a pool, restaurant, locker rooms and other activities. Ocean Pines isn���t just a neighborhood it’s a vibrant community with something for everyone. If you’re looking for an investment, this property has been partially rented generating a steady income.

1228 Ocean Pkwy, Ocean Pines

Listing courtesy of The KW Collective. Contact: 4435741600

$375,000
3 Beds ⋅ 2 Baths
Often, buying a home isn’t about finding the extras—it’s about finding the right place to begin. Tucked into the sought-after Ocean Pines community, this comfortable ranch offers an opportunity to trade renting for homeownership, put down roots, and enjoy the pride and freedom that come with having a place of your own. This attractive ranch style home, offers an easy, single-level layout and keeps everyday living simple and comfortable, while giving you the freedom to add your own personality and style over time. Imagine choosing the colors, décor and little touches that make a house feel like your home—the place where everyday moments become favorite memories. The open floorplan makes the most of the living space with an easy connection between kitchen, deck and living areas. The partially wooded lot adds to the home’s relaxed setting, offering a yard where you can enjoy the seasons, spend time outdoors or create a backyard space that’s all your own. This location may be what really wins you over. Just a short walk away is Huntington Park, with its playground, picnic areas and wide-open green space. Whether it’s an afternoon outside, playtime at the park, a picnic or simply a walk through the neighborhood, having this wonderful community space so close to home is a special bonus. Living in Ocean Pines means there’s even more to enjoy. The community offers an impressive array of recreational amenities, including pools, parks and playgrounds, marinas, racquet sports, golf and more, plus the Ocean Pines Beach Club in nearby Ocean City. When the beach is calling, the sand and surf are only about 15 minutes away! Historic Berlin, area schools, shopping, dining and everyday conveniences are also within easy reach, giving you the best of both worlds: a neighborhood to call home and all the attractions of Maryland’s Eastern Shore nearby. For the buyer who has been waiting for the chance to stop renting, have a yard of their own, settle into a great community and finally say, “This is ours,” this could be the opportunity you’ve been waiting for. Every homeowner remembers their first home or first vacation home, maybe this is where your story begins.

36 Birdnest Dr, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$2,460,000
7 Beds ⋅ 6 Baths
Located just 300 feet from Stinky Beach, this exceptional 7-bedroom home offers the perfect combination of coastal relaxation, convenience, and stunning views. Enjoy easy access to fishing, swimming, and sunbathing, while being just minutes from Ocean City’s renowned restaurants, marinas, and waterfront attractions. This beautifully maintained home is in excellent condition and features views of the Ocean City Inlet, the Bay, and Assateague Island. Located in Martha’s Landing, a community within Sunset Marina, owners enjoy access to the Sunset Marina swimming pool and fitness center, with six pool and fitness center passes included. Additional features include Pella windows, a new front door, an epoxy-coated garage floor, and a whole-house Generac generator for added peace of mind. The home also offers a convenient outdoor shower, perfect after a day at the beach. The HOA includes lawn maintenance, allowing you to spend more time enjoying the beach, boating, and everything Ocean City has to offer. Highlights: 7 bedrooms Only 300 feet to Stinky Beach Views of the Ocean City Inlet, Bay & Assateague Island Sunset Marina pool & fitness center privileges 6 pool & fitness center passes included HOA includes lawn maintenance Pella windows New front door Epoxy garage floor Whole-house Generac generator Outdoor shower Convenient to Ocean City restaurants, marinas & waterfront attractions A fantastic opportunity to own a spacious coastal home in an ideal Ocean City location!

13030 Old Bridge Rd, Ocean City

Listing courtesy of Newport Bay Realty. Contact: 4102137040

$402,000
3 Beds ⋅ 2 Baths
Build your New Beach Home on this OVERSIZED LOT PLUS a half of lot 6,600SF ( in highly sought after community of Little Salisbury) Bayside at 92nd Street. LOT SIZE FRONTAGE 82.5 and 80 FT DEEP walking distance to the Beach, Ocean and Bayfront. Southern exposure providing water views of Assawoman Bay. This property currently has 3 Bedrooms and one and ½ bathrooms and has been winterized for several years. Little Salisbury is a quiet year round local community with lovely neighbors that take great pride and care of their community .Walking distance to the Public ramp for launching your boat, to Grocery stores, Restaurants, Art league, Night life, and bayside Fishing and crabbing. See documents to show deed with the lot plus second paragraph is ½ lot .

604 S South Pacific Ave, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$485,000
3 Beds ⋅ 2 Baths
This well maintained home on a quiet cul de sac in the south gate of Ocean Pines features an open floor plan. The main level is bright with cathedral ceilings in the living room, a dining area off of the large kitchen with updated appliances and a 2nd sitting area, a first floor primary suite with high ceilings and walk in closet. You will also find on the first floor a laundry room with utility sink, a half bath, access to the attached garage with bonus storage area and a large 4 seasons room with a gas fireplace that leads to the back deck. The second level features 2 additional bedrooms, a full bathroom and a small bonus room along with storage area. Roof and skylight were replaced in 2022.

13 Catalpa Ln, Ocean Pines

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

$394,500
3 Beds ⋅ 2 Baths
Welcome to 14 Willow Way in Ocean Pines! Situated on a peaceful cul-de-sac, this beautifully updated 3-bedroom, 2-bath home offers inviting living spaces and an impressive list of recent upgrades. The main level features LVP flooring throughout, a spacious living area with a beautiful cathedral ceiling, and an updated kitchen showcasing quartz countertops, newer appliances, and a stunning glass tile backsplash. Enjoy seamless indoor-outdoor living from the screened porch, which overlooks the fully fenced backyard and large concrete patio—ideal for entertaining, relaxing, or enjoying warm summer evenings. Two storage sheds provide plenty of space for bikes, tools, beach gear, and more. A brand-new roof adds peace of mind, while the home's thoughtful updates and desirable cul-de-sac setting make it an excellent opportunity to enjoy the Ocean Pines lifestyle. Don't miss your chance to make this beautifully maintained home your own!

14 Willow Way, Ocean Pines

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

$999,900
4 Beds ⋅ 4 Baths
Welcome to Glen Riddle, one of the area's most prestigious waterfront communities! Rare waterfront property for sale!! Boat slip! Spectacular views. Resort-style amenities. Don't miss the opportunity to make this exceptional Glen Riddle property your new coastal retreat! This exceptional 4-bedroom, 3.5-bath waterfront home offers upgraded trim work, plantation shutters, beautiful water views, two primary suites, and a rare opportunity to purchase boat slip #63 at the Glen Riddle Marina (Offered separately for $125,000), providing the ultimate coastal lifestyle. From the moment you enter, you'll be impressed by the bright, open floor plan and abundance of natural light. Beautiful hardwood floors throughout the house create a warm and polished feel. The spacious formal dining room, enhanced by crown molding and chair rail, is perfect for hosting large family gatherings and special occasions. The heart of the home is the stunning open-concept kitchen and living area. The beautifully appointed kitchen features quartz countertops, shiplap backsplash, under-cabinet lighting, a large island with seating for up to six, Double ovens, gas cooktop, and a separate ice maker—perfect for entertaining, hot summer days, and life on the water! The spacious living room features hardwood flooring, sleek coffered ceiling, gas fireplace, and spectacular water views. A double sliding glass door opens to the expansive rear deck, constructed with Trex decking and vinyl railings for low-maintenance outdoor living. Enjoy beautiful views of the river while relaxing, entertaining, or watching the boats go by. Conveniently located on the main level, the primary suite features his-and-her walk-in closets and a private sliding door leading to the screened deck. The luxurious upgraded primary bathroom offers a soaking tub, dual vanities, tile flooring, and a towel warming rack to keep your towels warm on those cold mornings. Upstairs, a spacious loft provides an ideal place for the kids to hang out, a second family room, or additional entertaining space. A sliding door leads to an elevated deck offering panoramic views for miles. The upper level includes three additional bedrooms, including a second primary suite with a private full bathroom. The second floor has hardwood flooring, while the bathroom’s feature has anti slip tile flooring. There is a second washer and dryer on the second floor. Additional features include a two-car garage and the incredible benefit of living in the sought-after Glen Riddle community. Residents enjoy access to premium amenities, including private golf courses, a marina, clubhouse, fitness center, and swimming pool. For additional 125k you can purchase the boat slip #63

12121 Pimlico Ln, Berlin

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

$510,500
3 Beds ⋅ 2 Baths
Enjoy effortless one-level living in this furnished 3-bedroom, 2-bath home featuring an open floor plan filled with natural light. The spacious living and dining area offers vaulted ceilings, new LVP flooring, and a wall of sliders overlooking the wooded backyard. The kitchen provides abundant cabinetry, generous counter space, a pantry, and a breakfast bar that connects easily with the main living area. The primary suite includes two closets, private access to the inviting three-season room, and an en-suite bath with a dual-sink vanity, walk-in shower, and soaking tub. Outside, the impressive 38'x12' composite deck, added in 2022, offers plenty of space for relaxing and entertaining. Additional improvements include a newer roof, all new windows in 2024, a new water heater in 2025, and new gutters with gutter guards. A two-car garage with an epoxy-coated floor and a concrete driveway complete this well-maintained, move-in-ready home.

21 Castle Dr, Ocean Pines

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

$334,900
3 Beds ⋅ 2 Baths
Welcome to a truly unique property offering space, versatility, and an impressive list of updates! Situated on 3.31 acres, this completely remodeled 3-bedroom, 2-bath home offers approximately 1,400 sq. ft. of beautifully refreshed living space with plenty of room to enjoy the outdoors and possibilities for future expansion. Nearly everything has been updated, including a new roof, new HVAC, new siding, new windows, new appliances, new flooring, fresh paint, granite countertops, and a new septic system. The finished basement is heated and cooled and features both interior access from the home and a separate exterior entrance, adding even more flexibility to the property. The real showstopper is the approximately 3,800 sq. ft. brick and concrete detached garage. Featuring a new roof and its own separate electric meter and panel, this incredible space is ready for your vision. Whether you're looking for an expansive workshop, space for vehicles and equipment, storage, hobbies, recreational use, or potential business opportunities, the possibilities are endless, subject to applicable zoning and approvals. Enjoy the space and privacy of 3.31 acres while remaining conveniently located approximately 5 minutes from Pocomoke City and 10 minutes from Snow Hill, with easy access to shopping, dining, area beaches, and NASA Wallops Flight Facility. A beautifully remodeled home, substantial acreage, and an extraordinary, oversized garage come together to create a property that is truly one of a kind.

2379 Worcester Hwy, Pocomoke City

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 7575642600

$1,295,000
6 Beds ⋅ 4 Baths
An exceptional opportunity awaits at 13 79th Street in Ocean City, ideally positioned on the highly desirable ocean block just moments from the beach. Whether you envision renovating the existing duplex, creating an investment property, or building a multiplex, this property offers tremendous possibilities in a location that is hard to beat. The existing duplex features two separate units, each offering three bedrooms and one-and-a-half baths, providing a total of six bedrooms between the two residences. The upper-level unit is enhanced by vaulted, beamed ceilings spanning the living, kitchen, and dining areas, adding character and an open, airy feel to the main living space. While the property offers the potential for renovation, its prime ocean-block setting also presents an exciting opportunity for those looking to redevelop and create something new. Imagine designing a custom beach home or investment property, just a short stroll from the sand and surf, with Ocean City’s dining, shopping, entertainment, and attractions all within easy reach. Opportunities to secure an ocean-block property in this sought-after midtown location are limited. Bring your vision and explore the possibilities at 13 79th Street, where location and potential come together just steps from the Atlantic Ocean.

13 79th St, Ocean City

Listing courtesy of Northrop Realty. Contact: (302) 539-0800

$399,900
4 Beds ⋅ 3 Baths
Welcome to 25 Royal Oaks Drive, a beautifully updated Ocean Pines home offering the perfect blend of comfort, flexibility, and coastal living. This spacious 4-bedroom, 3-full-bath residence offers 1,728 square feet of thoughtfully designed living space and is situated on a 7,500-square-foot lot. Step inside to find a bright and inviting interior with a versatile layout designed for everyday living and entertaining. The main level features a comfortable living area, well-appointed kitchen and dining space, and a sliding door leading to the rear deck—an ideal spot for morning coffee, outdoor dining, or relaxing with friends and family. The upper level offers private bedroom accommodations, including a spacious primary suite, while the lower level provides exceptional flexibility with a large bonus room, full bath, laundry area, and walk-out access to the backyard. Use the lower-level space as a fourth bedroom, guest suite, home office, recreation room, or second living area—the possibilities are yours. Numerous updates over the years include the roof, windows, flooring, doors, and appliances, providing a move-in-ready opportunity for the next owner. The outdoor space adds even more appeal, with a rear deck and backyard offering room to enjoy the relaxed Eastern Shore lifestyle. Located in desirable Ocean Pines, this home provides access to an impressive array of community amenities, including pools, beach areas, golf, tennis, pickleball, walking paths, marina facilities, playgrounds, recreation areas, and more. Enjoy the best of coastal Maryland living while remaining just minutes from Ocean City, beaches, dining, shopping, and entertainment. Whether you're looking for a year-round residence, vacation getaway, or investment opportunity, 25 Royal Oaks Drive offers the space, flexibility, and location to make your Eastern Shore lifestyle a reality.

25 Royal Oaks Dr, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$399,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully maintained rancher in the desirable community of Ocean Pines! Offering 1,456 square feet of comfortable one-level living, this 3-bedroom, 2-bath home features a spacious open floor plan, tasteful updates, and LVP flooring throughout. Large windows fill the living spaces with natural light, while the generously sized kitchen offers plenty of cabinet and counter space along with stainless steel appliances, making it ideal for both everyday living and entertaining. A dedicated laundry room adds convenience and functionality. Step outside and enjoy your own private backyard retreat, complete with a full fence, spacious deck, shed, and firepit, creating the perfect setting for outdoor gatherings, relaxing evenings, and entertaining friends and family. A covered front porch welcomes you home, while the large driveway provides ample parking. As an Ocean Pines resident, you'll have access to an impressive array of community amenities, including multiple swimming pools, a recreation and parks system, fitness center, tennis and pickleball courts, basketball courts, playgrounds, marinas, boat ramps, walking and biking trails, and more. The community also offers several dining options, a golf course, yacht club, and beach club, providing plenty of opportunities to enjoy an active coastal lifestyle close to home. Ideally located just minutes from Ocean City, Assateague Island, and the charming town of Berlin, this home offers the perfect combination of comfort, convenience, and coastal living. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this Ocean Pines rancher is ready to welcome you home!

55 Martinique Cir, Ocean Pines

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact: (410) 524-0919

$959,900
5 Beds ⋅ 5 Baths
Welcome to Whispering Woods, an exclusive residential community of just 79 homes nestled in desirable West Ocean City. Sited on a private 1-acre lot adjoining a tranquil pond and protected green space, this incredible 5-bedroom, 5.5-bathroom estate delivers exceptional privacy and sweeping water views with zero added maintenance. Best of all, this coastal retreat is situated just minutes from Ocean City’s famous boardwalk, nationally ranked beaches, dynamic entertainment, dining, shopping, and scenic Assateague Island. A long, sweeping paved driveway leads past an expansive parking pad to the spacious 3-car garage, offering abundant space for vehicles and guests alike. Approaching the front entrance, a beautiful stone porch creates a warm, inviting welcome into the open and airy two-story foyer. Step inside to the impressive main living room, where dramatic two-story ceilings, architectural wood beams, and soaring floor-to-ceiling windows flood the space with natural light while capturing breathtaking, peaceful views of the pond. Built-in cabinetry and a gas fireplace with a refined stone surround and mantel form a cozy centerpiece for relaxation or entertaining. Directly adjacent, the chef inspired kitchen combines sleek functionality with classic elegance, featuring high-end quartz countertops, rich 48 inch custom cabinetry, and premium stainless steel appliances. Designed with flexibility in mind, the main level accommodates everyday luxury alongside guest comfort. The sprawling first floor primary master suite features its own ambient gas fireplace, dual walk-in closets, two separate vanities, a deep soaking tub, and a custom walk-in tiled shower. Perfect for multi-generational living or host convenience, the first floor also houses two additional full bedrooms and a second full bathroom. An open staircase framed by oversized windows leads up to the second level, opening onto a sitting area that overlooks the grand living room below. This upper level features a second master suite with its own private en-suite bathroom and walk-in closet, along with another spacious guest bedroom that also includes a walk-in closet and en-suite bath. Completing the upper level on the opposite wing of the residence is a self-contained in-law suite, offering exceptional privacy with both internal access and a dedicated exterior side entrance. This private apartment includes a bedroom, a versatile den currently utilized as an extra bedroom, a comfortable living area, a dining space, a full bathroom, and its own dedicated washer and dryer. Outfitted with low maintenance Luxury Vinyl Plank flooring throughout, two full sets of washers and dryers, and two cozy fireplaces, this home pairs thoughtful design with coastal convenience. Surrounded by acres of pristine natural buffers, this private oasis delivers the lifestyle you have been searching for in West Ocean City.

12548 Whispering Woods Dr, Ocean City

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4105247000

$489,000
2 Beds ⋅ 2 Baths
Cool and casual stunning waterfront nestled beneath mature Bald Cypress on the banks of PawPaw Creek, the Sunset Cottage is full of surprises. Sunrise, sunset, mirror reflections. Deep shade and breezes from every direction in summer to keep you cool and full sun in winter to warm you up. Amazing array of birds, and marine life -  Herons, Kingfishers, Crabs, Fish and Otters.  The original 400 square foot cottage was built in the 1920's, remodeled in the 1970's  to 1230 square feet and refurbished in 2006.  As a short term rental it is Ideal for  couples, groups and families, fully furnished and equipped with everything needed including a Canoe and 2 Kayaks. Walking distance to Public Landing’s amenities: Public Pier, Boat Ramp and Little Beach.

8334 3rd St, Snow Hill

Listing courtesy of ERA Martin Associates. Contact: 4107491818

$335,000
3 Beds ⋅ 2 Baths
Welcome to easy coastal living in the beautiful beach community of Ocean Pines, Maryland! This well maintained 3 bedroom, 2 bath single family ranch offers comfortable one level living and an inviting layout that’s perfect for first-time buyers, downsizers, or anyone looking for a low maintenance getaway near the beach. The primary bedroom features its own private bath, while two additional bedrooms provide plenty of flexibility for guests, a home office, or hobbies. The kitchen features beautiful granite countertops, vinyl plank flooring through the living room, kitchen and hallway provide a fresh, stylish look with easy upkeep. Major updates provide added peace of mind, including a roof and water heater that are approximately four years old. Outside, enjoy a low maintenance yard that gives you more time to relax and enjoy all that the Ocean Pines lifestyle has to offer. Whether you’re searching for your first home, looking to simplify, or dreaming of a coastal retreat, this charming ranch is ready to welcome you home. Come discover the comfort, convenience, and laid-back lifestyle of Ocean Pines!

270 Windjammer Rd, Ocean Pines

Listing courtesy of Engel & Volkers Ocean City. Contact: (443) 292-6767

$415,000
3 Beds ⋅ 2 Baths
$5000.00 CLOSING COST CREDIT Move-In Ready & Furnished in Ocean Pines! NEW ROOF, VAPOR BARRIER AND DEHUMIDIFIER INSTALLED 09/08/26! Welcome to 150 Sandyhook Road, a beautifully situated 3-bedroom, 2-bath home on a generous .47-acre lot in desirable Ocean Pines. Offered fully furnished and move-in ready, this home makes it easy to start enjoying the Eastern Shore lifestyle from day one. Relax and entertain from the inviting screened-in porch, perfect for morning coffee, afternoon drinks, or gathering with friends and family. The property also features an oversized insulated garage with built-in storage cabinets, providing plenty of room for vehicles, bikes, beach gear, tools, and recreational equipment. Major peace-of-mind update- A new roof was installed September 8, 2026 as well as a new vapor barrier and dehumidifier in the crawl space. This home also features on-demand hot water, adding efficiency and convenience. With three bedrooms, two full bathrooms, a spacious lot, ample garage storage, and furnishings included, this property is an ideal choice for a year-round residence, second home, or coastal getaway. And then there's Ocean Pines! The community offers an impressive array of amenities, including multiple pools, golf, tennis, pickleball, marinas, parks, trails, and access to the Ocean Pines Beach Club in Ocean City. Just bring your suitcase and start enjoying everything Ocean Pines and the Eastern Shore have to offer!

150 Sandyhook Rd, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$1,699,000
5 Beds ⋅ 6 Baths
Nearly 19 private acres, minutes from the water, in a part of Bishopville where land like this almost never comes up. Mature trees screen the property from the road and the neighbors, and that privacy sets the tone before you even reach the front door. A large porch with wood-beamed ceilings and a stone patio gives you a place to sit outside well after dark. Step through the front door into a grand foyer with soaring ceilings, oversized windows, and enough open space for a full seating area of its own, where a glass sliding door straight ahead frames your first look at the pool outside. Crown molding and recessed lighting carry through much of the main level, catching light from windows in nearly every room. To the left, the kitchen opens around a massive center island: built-in microwave drawer, dual sinks, a KitchenAid beverage center, sliding storage doors, a Samsung fridge, Bosch dishwasher, double ovens, and a gas cooktop under a statement vent hood- with a raised bar-height counter on one end for stool seating, and a bay-windowed dining room just beyond it. A private office sits just off the kitchen, tucked away for quiet. Past the kitchen, a large private mudroom holds the laundry, a utility sink, and extra counter and cabinet space, opening straight into an oversized three-car garage with ceilings just as soaring as the foyer's. Back through the foyer, to the right, a formal family room with a built-in wet bar and a half bath rounds out the main gathering space. Down an arched hallway from there, three bedrooms make up the private wing: two with their own walk-in closets and full baths, and at the end of the hall, the primary suite, where double doors open straight to the pool. The bath includes a glass walk-in shower with dual heads, a rainfall head, and a built-in jacuzzi tub, an enclosed water closet for extra privacy, a separate makeup vanity apart from the his-and-hers dual vanity, and his-and-hers walk-in closets with built-in shelving. Back at the foyer, dual hardwood staircases rise on either side of the home, each leading up to an oversized loft bedroom- both big enough for multiple beds- complete with its own private en-suite bath, walk-in closet, and balcony overlooking the pool and grounds. Outside, a heated in-ground saltwater pool spans a shallow and deep end, with a tanning ledge for four, a fully built-in outdoor kitchen with grill and mini fridge, bar seating, and a covered patio with ceiling fans and a dining area, almost entirely enclosed by the home itself. Past a wood-built gate, a second fire pit sits tucked into planted gardens along a stone walkway. Behind the home, a separate warehouse opens with the push of a button and offers room for nearly anything — storage, a workshop, or commercial space- plus its own kitchen, bar, AC and heat, and loft storage up a small staircase. The rest of the land is a mix of cleared, well-kept ground and lightly wooded trails made for hiking, dirt biking, and four-wheeling. All of it sits just minutes from Assawoman Bay, Goose Island Pond, Ocean City, and Fenwick Island- this much land, this close to the water, isn't something you'll find again in Bishopville.

11914 Back Creek Rd, Bishopville

Listing courtesy of Foraker Realty Co.. Contact: (484) 406-3004