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$379,999
3 Beds 2 Baths
Beautifully renovated 3 bedroom, 2 bathroom Colonial-style home located in the highly sought-after Wildwood Trail neighborhood — a peaceful wooded no-through community. Situated on 1.19 acres, this 2,112 sq ft home offers plenty of space both inside and out. The main level features a large open living room and kitchen area with new flooring throughout, fresh paint, and brand-new appliances. Off the connected kitchen & dining room, a large sliding glass door leads out to the new back deck, perfect for entertaining or enjoying the private backyard setting. The first floor a includes a spacious downstairs bedroom, full bathroom, and an additional flex room ideal for a home office, guest room, or extra living space. Upstairs offers two generously sized bedrooms and another full bathroom. The attached 1-car garage includes a large finished bonus room, perfect for a home office, workout area, hobby room, or workshop. A move-in ready property offering space, flexibility, and a desirable location!

2033 Wildwood Trl, Pocomoke City

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$475,000
5 Beds 4 Baths
NEW PRICE! This gracious Tudor styled home is waiting for you to enjoy now at a reduced price. The open living, dining and kitchen greet you as you enter the home. 3 bedrooms, including the Primary one, are on the first level along with 2 full baths. Wonderful Sunroom off the dining room plus a screened porch overlooking the private rear yard. Large rear deck for more outside enjoyment. Large 2 car garage has some extra space of tools and storage. Second floor has an open loft with lots of shelves for books or collectables. One more bedroom is the next room and has a full bath plus skylights and a nice size closet. Private office is the next room with separate rear access to the rear stairs. It has a skylight and a small closet and could be another bedroom. Roof is only 2 or 3 years old. Almost all of the furniture in the home will remain. Vacant and easy to see.

127 Nottingham Ln, Ocean Pines

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

$430,000
3 Beds 2 Baths
Charming 3-bedroom, 2-bath Cape Cod in highly desirable West Ocean City—offering no HOA and no city taxes! Ideally located less than 2 miles from the Ocean City beaches and boardwalk, this adorable home is perfect as a primary residence, vacation getaway, or investment opportunity. The main level features a convenient first-floor bedroom and full bath, an inviting living area, a bright eat-in kitchen, and a cozy sunroom—perfect for relaxing after a day at the beach. Upstairs, you’ll find two spacious bedrooms and a second full bath, providing plenty of room for family and guests. Enjoy easy access to nearby shopping, popular restaurants, and local bars, all while being just minutes from the coast. This is coastal living at its best—don’t miss your chance to own a piece of West Ocean City! Schedule your tour today!

12912 Pine St, Ocean City

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

$399,900
3 Beds 3 Baths
Beautifully maintained, move-in ready, and turnkey, this Dutch Colonial historic home on the National Register of Historic Places combines timeless character with the freedom to personalize without local historic district restrictions and with no HOA. Extensive upgrades provide peace of mind, including a NEW 2023 roof with 47-year warranty, dual high-efficiency heat pumps under warranty, updated plumbing and electrical, 39 replacement double-hung windows, oil boiler backup, and a full dry basement. The grand center hall foyer showcases original hardwood floors, a staircase, Craftsman trim, French doors, glass doorknobs, crown molding, and cast-iron radiators. Three sets of French doors create seamless flow throughout the main level. Gather in the living room around the wood-burning fireplace, relax on the window seat, or use the sunroom as a home office, remote-work space, flex room, or additional living area. The formal dining room offers Craftsman corner cabinetry and an elegant chandelier. The updated chef's kitchen features custom cabinetry, breakfast bar, and breakfast nook. This home offers 3 bedrooms, 2.5 baths, including a convenient main-level powder room, and second-floor laundry. The primary suite features a private bath with jetted soaking tub and separate shower. A partially finished walk-up attic offers bonus space and storage. With major infrastructure improvements already completed, this home is ready for you to enjoy. Designed for outdoor living and outdoor entertaining, the screened porch overlooks the fenced backyard. Mature landscaping, a storage shed, and an Amish-built garage with remote opener add convenience. Walk one block to downtown restaurants, shops, festivals, farmers markets, and community events. The Pocomoke River, public docks, boat slips, Cypress Park, scenic riverfront walking trail, pickleball courts, tennis courts, concerts, and outdoor recreation are moments away. Minutes to Ocean City, Chincoteague Island, Assateague National Seashore, Berlin, and the Atlantic Coast. Convenient to Washington DC, Baltimore, Philadelphia, New Jersey, and New York, offering historic charm, coastal recreation, walkability, and outstanding value compared to many higher-priced coastal and metropolitan markets. Simply move in, unpack, and breathe. Private in-person and virtual tours available.

1 2nd St, Pocomoke City

Listing courtesy of Real Broker, LLC. Contact: 8504500442

$670,000
4 Beds 2 Baths
Welcome to 6 Preakness Drive, a stunning newly constructed coastal ranch in the highly desirable Triple Crown community of Ocean Pines, Berlin, Maryland. Built by respected local builder Del Mar Construction, this thoughtfully designed home offers approximately 2,200 +/- square feet of refined living space plus a spacious 518-square-foot attached garage.. Step inside to an impressive open-concept layout where vaulted ceilings in the living room and kitchen create a bright, airy atmosphere perfect for both everyday living and entertaining. The heart of the home is a beautifully appointed kitchen featuring shaker-style cabinetry, quartz countertops, and ample space for a large center island, all seamlessly connected to the dining and living areas. The split-bedroom floor plan provides ideal privacy, with a luxurious primary suite tucked away on one side of the home. This retreat features dual walk-in closets and a spa-inspired en-suite bath complete with a standalone soaking tub, an oversized walk-in shower with floor-to-ceiling custom tile and frameless glass enclosure, and a double bowl vanity. On the opposite side, two additional bedrooms and a full bath offer comfortable accommodations for family or guests, while a versatile flex room serves perfectly as a home office, fourth bedroom, or hobby space. Outdoor living is just as inviting, with a welcoming covered front porch and an oversized screened-in rear deck—ideal for relaxing or entertaining while enjoying the surrounding natural setting. Additional highlights include a walk-in pantry, a main laundry room with cabinetry and sink, energy-efficient systems, architectural roof shingles, durable vinyl siding, and a conditioned crawl space for enhanced comfort and efficiency. Located just minutes from Ocean City beaches, downtown Berlin, marinas, golf courses, dining, and shopping, this home offers the perfect blend of coastal lifestyle and everyday convenience.

6 Preakness Dr, Berlin

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

$660,000
4 Beds 3 Baths
Welcome to 5 Seattle Slew Lane, a newly constructed coastal rancher in the highly sought-after Triple Crown community of Ocean Pines, Berlin, Maryland. Another quality home built by local builder Del Mar Construction, this 4-bedroom, 2.5-bath residence offers approximately 2,200 square feet of thoughtfully designed living space, blending modern style with everyday comfort.. Inside, you’ll find luxury vinyl plank flooring throughout, elegant wainscoting, and soaring vaulted ceilings that enhance the open-concept living and kitchen areas. The spacious eat-in kitchen features a large island, ideal for entertaining and daily living alike. The primary suite offers a private retreat with tray ceilings, dual walk-in closets, and a spa-inspired bath complete with a custom frameless glass shower and freestanding soaking tub. Additional upgrades include a conditioned encapsulated crawl space with spray foam insulation for improved energy efficiency and year-round comfort. Enjoy outdoor living with both an oversized front porch and a screened rear porch—perfect for unwinding after a day at the beach. Conveniently located just minutes from Ocean City, this home provides access to Ocean Pines’ premier amenities, including pools, golf, marina, parks, and walking trails, along with nearby shopping, dining, and major routes.

5 Seattle Slew Ln, Berlin

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

$1,875,000
4 Beds 3 Baths
NEW PRICE! RARE WATERFRONT SINGLE FAMILY HOME WITH OPPORTUNITY AND ENDLESS POTENTIAL! NEWER VINYL BULKHEAD! This is truly a one-of-a-kind waterfront property nestled on an oversized 6,000 sq ft lot overlooking the protected cove of Harbour Island. Opportunities like this are incredibly rare—offering not only location, but unmatched versatility and potential. The existing over 2,000 sq ft two-story home invites you to bring your vision to life. Whether you choose to renovate and customize the current residence or explore the potential to build two units (with town approval)—living in one and renting the other—the possibilities here are exceptional. Boating enthusiasts will appreciate the 3 private boat slips, including one with an electric lift, along with over 40 feet of water frontage complete with water and electric at the dock. Enjoy direct access to open water while being tucked into a calm, protected cove—perfect for boating, fishing, or simply relaxing by the water. Enjoy gorgeous nightly sunsets while entertaining family and friends on your large private deck after a day on the water. Prefer the beach? You’re just a short walk away from putting your toes in the sand. This location is truly a WATERMAN'S DREAM, offering endless opportunities for fishing, boating, swimming, and even front-row seats from your own deck to watch the excitement of the annual White Marlin Tournament, including the boats returning, weigh-ins, and all the energy this iconic event brings. Skip the beach traffic altogether—just hop on your boat and cruise to the many waterfront restaurants and bars along the Ocean City bayfront for dining, drinks, and entertainment. Why pay condo or HOA fees when you can own your very own piece of waterfront paradise? This property offers the freedom, space, and flexibility that’s hard to find in today’s market. This home is being sold “As Is”, presenting a rare opportunity to secure a premier waterfront location and make it your own. The world is your oyster with this Harbor Island gem—don’t miss an opportunity like this again!

401 13th St, Ocean City

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

$620,000
4 Beds 2 Baths
HOME AND LAND PACKAGE! Sold as a package with MLS# MDWO2039248-Hurricane Lot 2 Unique property located in the desirable neighborhood of Caine Woods in North Ocean City. This property features 2 lots located on the corner of Laurel Ave and Hurricane Rd. The updated single family home features 4 spacious bedrooms and 2 full bathrooms, a living room, a family room off the kitchen, a dining area, a kitchen with plenty of cabinets and granite counter tops plus a separate laundry room. The additional lot is a peaceful oasis full of gorgeous flowering plants, fruit trees, and walking trails where you can completely relax and enjoy the outdoors. The lots are currently merged but can be separated to add another home or can be sold for future development. Seller is ONLY selling them together!! The home has many updates to include vinyl siding, hardwood floors throughout, plantation shutters, Anderson windows, granite counter tops in kitchen, newer appliances, beautiful tile floors in both bathrooms with updated vanities and toilets. HVAC is approximately 6 yrs old. The outside upgrades include extensive landscaping, 2 pergolas, outdoor shower, Trex deck and vinyl fencing all around and a large shed. This home is located close to Harpoon Hannas, watersports, the beach (just .8miles), and tax-free shopping in Delaware. This opportunity to own a unique property like this does not come around often, so don’t let it slip through your fingers!

14107 Laurel Ave, Ocean City

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

$2,400,000
5 Beds 5 Baths
Wake up to open water. From the moment you step inside 12704 W End Ct, the bay commands your attention — unobstructed, panoramic, and entirely yours. Tucked in coveted West Ocean City with no HOA, this custom-built bayfront retreat delivers over 4,300 square feet of thoughtfully designed coastal living, a private dock, and the kind of views that never get old. Inside, the vaulted great room with powered blinds sets the tone — open, airy, and flooded with natural light. The chef’s kitchen is built for entertaining, while the main-level primary suite offers a private retreat without ever leaving the first floor. Multi-zone heated tile floors, a secret bonus room, and a dramatic crow’s nest balcony with ocean views round out an interior that’s as functional as it is impressive. The smart home features are equally refined: WiFi-enabled thermostats, invisible in-wall speakers, dock lighting, and a Tesla charger — all integrated seamlessly into the coastal aesthetic. A remote-controlled retractable awning, whole-yard irrigation, architectural uplighting, and pre-wired generator backup complete the picture. Step outside to your private dock and feel the pace shift immediately. Whether you’re launching a boat at sunrise, watching the pelicans from the deck, or catching the inlet lights at dusk, this home is designed for life on the water. And with no HOA, you’re free to enjoy it entirely on your terms. Homes like this — true bayfront, custom-built, move-in ready — rarely come available in West Ocean City. This is your moment.

12704 W End Ct, Ocean City

Listing courtesy of Coldwell Banker/Bud Church Rea. Contact: (410) 524-7888

$314,900
3 Beds 3 Baths
Experience a modern take on Eastern Shore living at 8318 Langmaid Road. Built in 1920 and refreshed with several meaningful upgrades—including newly installed thermal windows—this home offers a solid foundation for buyers ready to bring their own style and vision to the finish. The flexible layout lends itself to contemporary living, whether you’re imagining open, bright interiors, a streamlined kitchen, or a minimalist retreat. The property includes the adjoining lot directly to the west, creating a rare opportunity for expanded outdoor space, future upgrades, or even the potential for an ADU, studio, or guest cottage. With extra land already in place, you have room to design the lifestyle and footprint that fits your needs. Set in the peaceful Newark countryside, the home offers a calm, uncluttered setting with quick access to Berlin’s shops and dining, the beaches of Ocean City, and the natural beauty of Assateague. This is an ideal opportunity to transform a classic home into a modern, personalized escape on the Eastern Shore.

8318 Langmaid Rd, Newark

Listing courtesy of O'Conor, Mooney & Fitzgerald. Contact: (410) 449-4900

$3,129,000
5 Beds 5 Baths
Nestled along the serene Turville Creek, this exquisite 5-bedroom, 4.5-bathroom residence offers a luxurious lifestyle defined by elegance and comfort, spanning over 4,400 square feet and situated on just under a 1 acre lot with No HOA. The expansive circular driveway leads to an oversized, fully Heated and Cooled garage, providing ample parking for guests and substantial storage space for all of your outdoor accessories. Step inside to discover an inviting open floor plan adorned with crown moldings and rich hardwood flooring. A fully equipped, gourmet kitchen is perfect for culinary enthusiasts with a wrap-around counter that seats seven and situated directly adjacent to an open, formal dining area, is ideal for entertaining large groups. Gather around to relax by the fireplace in an elegant living room with floor to ceiling glass sliders featuring southern exposure for breathtaking evening skies. In addition to a full Laundry Room off the garage and a Half Bath, the first floor of the home offers Two Bedrooms with a shared Full Bathroom. The second floor greets you with a cozy second living space with panoramic windows overlooking the open water, two waterfront primary suites plus a third Bedroom/Bonus Room currently situated with 3 Queen Beds and a Full Bath. The Master bedroom boasts breathtaking open water views and a spacious walk-in closet, while the spa-like bathroom feature walk-in showers for a touch of indulgence. Outside, the nearly one-acre lot is a private oasis, complete with a heated pool, rip-rapped landscaping, and a dock large enough for two 28' boats, ensuring both beauty and functionality. With plenty of deep water here, playing the tides is not a concern for this boater's paradise, allowing unlimited boating enjoyment for the short commute to the Isle of Wight Bay and Ocean City's myriad waterfront destinations. Safety and convenience are paramount, with a state-of-the-art security system, exterior cameras, and motion detectors. This home is not just a residence; it's a lifestyle, offering tranquility and sophistication in a picturesque setting. Experience the perfect blend of luxury and comfort in this exceptional property, where every detail has been thoughtfully curated for your enjoyment. Call to schedule your Private Tour today.

11640 Gum Point Rd, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$1,100,000
5 Beds 4 Baths
Welcome to this beautifully designed, nearly new home in the highly sought-after Bayside community in Berlin. Built in 2023, this stunning coastal retreat showcases modern finishes, thoughtful design, and a seamless blend of comfort and style. Step inside to a bright, free-flowing floor plan featuring an open living and dining space—perfect for entertaining or everyday living. The heart of the home is the spacious gourmet kitchen, complete with quartz countertops, a large center island, stylish backsplash, gas stove, and pot filler—designed to impress both chefs and guests alike. Upstairs, unwind in the expansive primary suite, highlighted by a tray ceiling, a large walk-in closet, and a luxurious en-suite bathroom with dual vanities, tiled flooring, and a beautifully tiled glass-enclosed shower. A large upper-level balcony offers the perfect place to relax and take in the peaceful surroundings. Enjoy outdoor living with a generously sized backyard and serene water access with picturesque water views—ideal for quiet mornings or evening gatherings. Ideally located just minutes from Assateague Island, as well as the beaches and iconic Ocean City Boardwalk, this home places you close to the very best of the Eastern Shore. You’re also a short drive to downtown Berlin and the popular dining, shopping, and entertainment options in West Ocean City. Residents of Bayside enjoy an impressive array of resort-style amenities, including indoor and outdoor pools, a fitness center, tennis courts, and more—offering a true vacation lifestyle year-round. Whether you're searching for a primary residence, second home, or investment opportunity, this move-in ready home delivers the perfect combination of location, luxury, and coastal living.

12395 Hidden Bay Dr, Berlin

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

$1,199,950
4 Beds 5 Baths
Welcome to 12105 Salt Point Road, a newly constructed coastal residence completed in 2024 by Euro Homes. Set within Bay View Estates, this 3,200+ square foot home captures something truly rare: uninterrupted water on two sides and near 360-degree bay views, where virtually every window becomes its own vantage point. The ground level is designed for real life by the water, featuring a spacious living and recreation area, a flexible room ideal as a den, office, or additional bedroom, and a full bath with walk-in shower thoughtfully customized as a dog wash. A generously sized laundry and mudroom adds everyday functionality, while direct access to the insulated two-car garage keeps everything seamless. Upstairs, the home opens in a way that feels both expansive and intentional. Natural light pours into a dramatic two-story family room, where floor-to-ceiling windows, a statement shiplap fireplace, and coffered ceilings stained to match the flooring create a striking focal point. The chef’s kitchen, outfitted with high-end Café appliances, centers the space with an oversized waterfall island designed for gathering. From here, the home flows effortlessly into the dining area, complete with a butler’s counter and pantry, and out through full-view French doors to an expansive deck, where indoor and outdoor living blend seamlessly against a backdrop of water views. An en-suite bedroom with a private bath and direct access to the deck offers a perfect retreat for guests, while a well-appointed half bath and an additional flexible front-facing space provide options for a sitting area, office, or quiet escape. The third level introduces a sense of architectural presence, with a catwalk overlooking the living space below. The primary suite is a true retreat, defined by cathedral ceilings, an expansive walk-in closet, and a spa-like bath, complete with a private balcony overlooking the bay. Two additional bedrooms, including one with its own private balcony, a full bath, and a second laundry area complete the level. Multiple balconies extend the living experience outward, including a private balcony at the stair landing, offering additional vantage points throughout the home. Dual-zone air conditioning ensures comfort across all three levels. Outdoors, a fully fenced yard adds both privacy and peace of mind, creating a secure space ideal for children and pets while maintaining the home’s open coastal feel. The ability to add a private dock creates direct access to boating, kayaking, and paddleboarding. Set within Bay View Estates, just moments from the area’s beaches, dining, and local attractions, the home balances privacy with proximity.

12105 Salt Point Rd, Bishopville

Listing courtesy of Keller Williams Realty. Contact: steve@srarealty.com

$377,000
5 Beds 2 Baths
PRICE IMPROVEMENT + HOME WARRANTY INCLUDED! Nestled on a quiet cul-de-sac in the desirable Ocean Pines community, this charming Cape Cod offers approximately 1,224 square feet of comfortable living space with five bedrooms and two full bathrooms. Two main-level bedrooms provide flexibility for one-level living, guest accommodations, or a home office. Natural light fills the home, creating a warm and inviting atmosphere throughout. The functional layout is designed for everyday living, while the expansive deck overlooks a peaceful wooded setting, providing the perfect space for relaxing, entertaining, or enjoying nature. The spacious yard offers additional room for outdoor activities and enjoyment. With a recent price improvement and a home warranty included for added peace of mind, this property presents an excellent opportunity to own in Ocean Pines. Conveniently located near community amenities, golf, marinas, shopping, dining, and the beaches of Maryland's Eastern Shore. Schedule your private tour today!

6 Fleet Ct, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

$569,000
3 Beds 2 Baths
Waterfront, Great Price, Featuring 60 feet of bulkhead with deep water access and private dockage directly behind the home, this property is perfect for boating enthusiasts. Inside, you’ll find an open floor plan designed for comfortable coastal living, along with a spacious screened porch and large rear deck—ideal for entertaining or relaxing after a day on the water. The home also includes a two-car garage and a newer roof installed approximately two years ago. Conveniently located just off Ocean Parkway, the property offers easy access in and out of the community and is close to local amenities including the Ocean Pines Golf Club, community pools, and boat ramp. Enjoy quick boat access to the St. Martin River, making this an excellent option for a primary residence, second home, or investment opportunity. A great chance to secure an affordable waterfront property just in time for summer.

354 Ocean Parkway, Berlin

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

$450,000
4 Beds 3 Baths
Seller days bring us an offer ! Nestled on a quiet cul-de-sac in the desirable community of Ocean Pines, this custom-built 4-bedroom, 3 full bath home offers a rare opportunity to enjoy golf course living at its finest. Perfectly positioned along the 4th hole of the prestigious Robert Trent Jones Golf Course, the property showcases sweeping fairway views and a serene setting.Designed with both comfort and functionality in mind, the home features an open floor plan filled with natural light. Expansive windows and sliding glass doors throughout the kitchen, dining area, and great room provide stunning panoramic views from nearly every angle. The great room is anchored by a cozy fireplace, creating a warm and inviting gathering space.The recently renovated kitchen (2020) is a standout, featuring granite countertops, stainless steel appliances, a center island, and soft-close cabinetry, all complemented by durable LVP flooring. Just off the main living area, a spacious three-season room with vinyl tech windows offers the perfect spot to relax year-round, with direct access to the wraparound double decks—ideal for entertaining or simply enjoying the peaceful surroundings. The flexible floor plan includes a first-floor bedroom and full bath, perfect for guests or convenient single-level living. Upstairs, the primary suite offers a private retreat with its own bath, while two additional bedrooms and another full bath complete the second level.Additional highlights include a 1.5-car garage with workshop space and ample storage, a newly installed hot water heater, and an oversized lot that maximizes both privacy and those beautiful golf course views.Whether you’re searching for a primary residence, a vacation escape, or a beach-area investment property, this home delivers exceptional versatility and lifestyle appeal—all just a short drive from the shores of Ocean City. Home is being sold AS-IS as a matter of convenience for sellers.

63 Drawbridge Rd, Ocean Pines

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

$1,099,900
3 Beds 3 Baths
New Listing in Caine Keys II Extended – Waterfront Corner Lot! Beautifully updated 3-bedroom, 2-bath home located on a desirable corner waterfront lot in Cane Keys II Extended—just approximately 0.5 miles from Ocean City’s stunning beaches. This property is a boater’s dream, featuring both a boat lift and jet ski lift, offering easy access to the water. Enjoy outdoor living at its finest with multiple spacious balconies and an upper deck showcasing gorgeous water views. The lower-level deck is fully shaded, creating the perfect entertainment space complete with a TV—ideal for relaxing after a day on the water or at the beach. A rare opportunity to own a move-in-ready waterfront home in a prime location close to everything Ocean City has to offer. Large lot- Possible add on potential / Some furniture will stay with home, ask agent for list.

10600 Pine Needle Rd, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$775,000
4 Beds 3 Baths
$75K PRICE IMPROVEMENT for a fast ,transparent sale!! The sellers are taking the guesswork out of your home search by providing a comprehensive, independent pre-listing home inspection upfront. Luxury Living in Glen Riddle: The Grand National Step into a realm where luxury meets leisure. Nestled within the prestigious gated community of Glen Riddle, this exceptal 4-bedroom, 3-bathroom "Grand National" model represents the pinnacle of craftsmanship, featuring every available builder upgrade. From the striking three-story Cupola that floods the home with light to the elegant aggregate driveway and soaring vaulted ceilings, this residence must be seen to be truly appreciated. Elegant Interiors & Primary Suite The main level is designed for effortless living and sophisticated entertaining: • Main-Level Primary Suite: Wake up to serene pond views and the lush, green expanses of the War Admiral golf course. • Grand Living Room: A breathtaking space defined by two-story views, a gas fireplace, and a custom-crafted mantle. • Gourmet Kitchen: Equipped with granite countertops, a gas range, and a double oven, all flowing seamlessly into a large, formal dining room. • A dedicated laundry room with a washbasin adds convenience The front room serves perfectly as either a formal living area or a cozy everyday den. Upper-Level Retreat & Storage The second floor offers a blend of functionality and comfort: • Executive Loft: An oversized workspace surrounded by custom built-in cabinetry and expansive windows offering views at every turn. • Spacious Accommodations: Includes a large bedroom and a full bath. • Superior Storage: An extra-large closet provides direct access to a sprawling, floored attic—perfect for organized seasonal storage. Outdoor Oasis & Amenities Enjoy sunrises from your private sunroom, which leads to a deck designed with seclusion in mind, complete with a dedicated gas line for your grill. Beyond the home, Glen Riddle is a lifestyle destination located just minutes from the beach, Assateague Island, and premier shopping. Community highlights include: • Golfer’s Paradise: Home to two championship golf courses. • Waterfront Access: A 96-slip marina, boat ramp, and kayak storage. • Active Leisure: 4 Pickleball courts, a tennis court, and a modern fitness center. • Social Hub: A vibrant clubhouse featuring a recreation room with pool tables, ping-pong, a card room, and private meeting spaces. Experience the perfect intersection of privacy, prestige, and play. Schedule your private tour today. Full pre-listing inspection report available by emailing the listing agent.

11834 Man O War Ln, Berlin

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

$515,000
4 Beds 3 Baths
Welcome to 2 Moonraker Rd, a bright, airy, and beautiful contemporary home in Ocean Pines with many recent upgrades, including a new HVAC system in 2026. Step inside to find a soaring two-story foyer and flowing LVP floors, just installed at the beginning of 2026. The two-story ceilings continue into the family room with abundundant windows, allowing plenty of natural light, and a gas fireplace for those chilly winter days. The eat-in kitchen boasts a coastal white kitchen with new tile backsplash(2022), all newer stainless steel appliances (2022), a breakfast bar perfect for those quick morning meals, and a spacious dining room flowing off the kitchen, making entertaining a breeze. The first-floor mastersuite is a generous size and offers a large walk-in closet and an en-suite bath with double vanity with new counter tops and new faucets, a tub/shower combo with a jet tub, a water closet for privacy, and a linen closet for additional storage. Also on the first floor is the full laundry room with newer washer and dryer as well as a powder room, giving this home easy one-level living. On the second floor you'll enjoy three guest bedrooms, each quite spacious and with abundant closet space, as well as a full guest bathroom. One of the guest bedrooms could easily be converted to a second master suite as it has a large walk-in closet and an adjoining den that butts up to the guest bathroom, making it easy to convert to a bathroom if desired. Or keep it as a home office, studio, craft room, play room, the options are endless! Enjoy outdoor living with a roomy screened porch with high ceilings, perfect for relaxing and entertaining. This home also offers a spacious side and back yard that is full fenced with a beautiful decorative wood fence (installed in 2024) that comes with an oversized gate for easy access, a fire pit, and recently installed landscaping around the fence and along the road to give added privacy. There is plenty of space to play, relax, and even garden! This section of Ocean Pines is peaceful and tranquil with little to no thru-traffic. The community of Ocean Pines is reknowned for all that it has to offer, from the low HOA fees to the grand amenities package that you can join, including three outdoor pools, an indoor pool, a beach club in Ocean City with an oceanfront pool and clubhouse, a golf club with a Robert Trent Jones Championship course, marinas with boat slips available, plentiful sports courts including tennis, basketball, volleyball, pickelball, and baseball and soccer fields, numerous playgrounds throughout the community, and a community center with popular farmer's market. What are you waiting for? Schedule your private tour today! *Some photos have been virtually staged to show different options.*

2 Moonraker Rd, Ocean Pines

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

$609,900
4 Beds 3 Baths
Welcome to 12105 Landings Boulevard, this beautiful Coastal Home offers 4-bedroom, 2.5-bath and shows like a model. Wide-plank flooring flows throughout the main living areas, complemented by custom Hunter Douglas shades and professionally installed window treatments by Designing Windows. This nearly new home is now one of the best values in the Bayside community and the lowest priced single family home currently available. If you've been waiting for the right opportunity to own a single family in this highliy sought after neighborhood, now is the time to schedule your private showing. A welcoming front porch sets the tone as guests arrive. Inside, the spacious foyer opens to a private study with French doors. To the left, you’ll find a convenient powder room, coat closet, and an oversized laundry room. The foyer leads into the inviting great room and sun-filled morning/dining area, creating an open and airy layout ideal for both entertaining and everyday living. The great room flows seamlessly into the kitchen, offering a warm and functional space for gatherings or relaxed evenings at home. The kitchen features a large center island, ample cabinetry, and a pantry for additional storage. Upstairs, three spacious guest bedrooms accompany a generous owner’s suite with a walk-in closet and luxurious bath featuring a soaking tub. Outside, the backyard is already complete with sod, an irrigation system, and a wrought iron fence—making outdoor living easy from day one. Perfect spot for a pergula and paved patio. Private and backs to trees and nature. Located less than 5 miles from downtown Ocean City, close to historic Berlin, and just 6 miles from Assateague Island, this home offers the perfect blend of convenience and coastal lifestyle. Enjoy easy access to the beach, boardwalk, dining, and the natural beauty of the area. Community amenities are already complete and include a beautiful clubhouse with fitness center, indoor and outdoor pools, tennis courts, playground, nature trails, kayak launch, crabbing pier, and stunning bay views throughout the neighborhood. Golf carts are permitted, making it easy to enjoy everything this hidden gem has to offer. Perfect as a full-time residence, coastal retreat, or rental investment property, this barely lived-in home is move-in ready and offers peace of mind with remaining builder warranties. Just in time for summer and all the lifestyle this wonderful community has to offer.

12105 Landings Blvd, Berlin

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$59,990
1 Beds 1 Baths
Tucked away in the quiet countryside of Stockton, this property offers a rare opportunity for the buyer who sees both lifestyle and potential. Situated on over 0.2 acres, this small farmhouse is ready for transformation—whether that’s a thoughtful renovation, a weekend retreat, or a full reimagining of the space. Surrounded by nature and located near public hunting lands, this is an ideal setting for those seeking privacy, simplicity, and a slower pace of life—while still being within a short drive to Pocomoke City, Chincoteague, and Ocean City. The existing home requires significant work and is being sold strictly as-is. Value may be in the land. For the right buyer, this is a chance to create something truly special on Maryland’s Eastern Shore.

1548 Grant Rd, Stockton

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$335,000
2 Beds 1 Baths
Attention value driven buyers!!! If you care about location, low carrying costs, and practicality this property is for you! Affordable and well-kept home located in quiet and much sought after Cape Isle of Wight in West Ocean City. Whether your a charter boat or business owner in search of a place for seasonal housing for your crew, or searching for a rental property in an area with strong demand for rental inventory; or in search of an affordable coastal getaway or starter home without paying Town of Ocean City prices. This one checks all the boxes. No HOA, NO Ocean City tax, private well, and solar panels will keep carrying costs affordable and predictable. This home has been freshly painted throughout and offers an open floor plan, hardwood floors, screened in porch, storage shed, brand new gas dryer, new stainless steel gas stove, dishwasher, and refrigerator. HVAC is approximately a year old, well pump reservoir and electronics, were replaced approximately a year ago. Close proximity to marinas, commercial harbor with a public boat ramp, beach, bay, dining, convenience stores, shopping and more. Solar agreement to transfer. Don’t miss out!

10333 Tudor Rd, Ocean City

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

$699,999
3 Beds 2 Baths
WATERFRONT HOME on Deep Water Canal with Direct Access to the Bay Spacious Rancher, 3 Bedrooms, 2 Baths, Attached oversized 2 car garage, Wide asphalt driveway with parking for 6 vehicles. Move in ready, just add your style. 2 heating systems - baseboard and HVAC heat pump. Updates include new hot water heater, walk in tub, high efficiency HVAC unit, fence, driveway, stove with convection oven and air fry capabilities, large sized washing machine, main living area carpet, granite countertops, and architectural stone foundation. Highlights are ONE FLOOR LIVING SPACE, Spectacular Views of Canal from majority of rooms, Open concept design, Bright & Airy, Dining / Living room combination, which walks directly to the deck spanning entire back of home, Huge kitchen with plenty of cabinets, Large shelved pantry, Spacious foyer, Master bedroom bath has a Walk In Jetted Tub/Shower, Bedrooms are good sized with big closets, Hall bath has jetted tub/ shower, Laundry room on same level with second refrigerator, Anderson casement windows, BOAT DOCK Easy living exterior with vinyl siding, Covered entry and porch, Pine nugget mulch beds, Landscaped. This a rare opportunity to live in Ocean Pines, on the water, in a safe & friendly neighborhood , which has numerous amenities of pools, playgrounds, tennis/ pickleball courts, basketball, baseball fields, dog park, skate park, ponds, restaurants, golf course, soccer fields, community center with indoor basketball, meeting rooms, craft shop, farmers market, beach, walking/ bike trails, boat ramp, post office, library, and our own Police and Fire Departments. All of this only minutes from the Ocean.

19 Pintail Dr, Ocean Pines

Listing courtesy of Save 6, Incorporated. Contact:

$999,999
4 Beds 3 Baths
Welcome to 12740 Jarvis Road! A rare waterfront retreat set on 10.75 acres in Bishopville, MD. This spacious 4-bedroom, 3-bath home offers the perfect blend of privacy, open land, and direct water access. Enjoy endless outdoor possibilities with a beautiful pasture stretching across the front of the property, ideal for horses, hobby farming, or simply taking in the peaceful surroundings (a new tin roof was put on the barn in 2023). Out back, take advantage of your private waterfront lifestyle complete with a boat lift—perfect for boating, fishing, and exploring the nearby waterways. New boards on the dock in 2024 and new boat lift in 2025. The home offers generous living space with a functional layout suited for both everyday living and entertaining. Brand new HVAC System and a new septic pump installed 2025. A detached 2-car garage provides ample storage for vehicles, equipment, or recreational gear. Whether you’re looking for a full-time residence, weekend escape, or a property with room to grow, this unique waterfront estate delivers space, versatility, and the best of coastal country living.

12740 Jarvis Rd, Bishopville

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$739,900
3 Beds 3 Baths
LOCATION, LOCATION, LOCATION!! Waterfront on 1 of the widest canals in Ocean City and only a short 2-3 block walk to the beach! A prime investment opportunity in the highly sought after community of Montego Bay community in North OC! This well-maintained 3-bedroom, 2.5-bathroom modular home, built in 1994, offers a spacious 1,344 sq. ft. of living space, perfect for generating rental income or as a cozy retreat. The inviting layout features a comfortable living area overlooking the water and your private pier/boatlift...ideal for relaxation or entertaining. Enjoy the benefits of community living with access to 2 refreshing pools, enhancing the appeal for potential renters. Additional amenities include 2 tennis courts, pickle ball courts, shuffleboard court, 9 hole mini-golf course, a wildlife sanctuary with an 8 acre pond and a blacktop walking/jogging path, and a bayfront boardwalk with 3 fishing/crabbing piers...all for a low hoa fee of $415.00/year. The property sits on a manageable 0.08-acre lot, providing low maintenance while maximizing returns. With a concrete driveway accommodating two vehicles, convenience is at your fingertips. Furnished and ready for immediate occupancy, this home is a turn-key investment. The modular construction ensures durability and efficiency, making it a smart choice for long-term value. Don't miss out on this opportunity to secure a property that combines comfort, community, and investment potential!

112 Sea Breeze Dr, Ocean City

Listing courtesy of Montego Bay Realty. Contact: (410) 250-3020

$749,900
3 Beds 2 Baths
Experience joyful coastal living in this adorable waterfront residence nestled in the highly sought-after community of Montego Bay in Ocean City. Perfectly positioned for both relaxation and recreation, this beautifully maintained 3-bedroom, 2-bath home offers a rare blend of location, lifestyle, and opportunity—now enhanced with a new hot water heater in 2025 and a BRAND NEW ROOF April of 2026 with transferrable warranty for added peace of mind. Wake each morning to tranquil water views and unwind in the stunning three-season waterfront room, where walls of windows invite natural light and gentle coastal breezes. Step outside to a large deck designed for entertaining, dining, or simply soaking in the serene surroundings as boats glide by. For boating enthusiasts, the private dock is a true highlight—thoughtfully designed to accommodate two boats or a combination of a boat and personal watercraft, complete with a convenient boat lift for effortless days on the water. From here, you’re just minutes away from open bay access and all the vibrant attractions, dining, and entertainment that make Ocean City a premier destination. Inside, the home offers a seamless blend of coastal charm and modern livability, with spacious bedrooms, well-appointed baths, and an inviting layout ideal for both everyday living and hosting guests. Located within the desirable Montego Bay community, residents enjoy an array of amenities including multiple swimming pools, tennis courts, pickleball, put put golf, walking paths, and easy access to the beach. Whether you’re seeking a luxurious primary residence, a vacation retreat, or an investment opportunity, this waterfront gem delivers an unparalleled lifestyle defined by comfort, convenience, and captivating views.

610 Gulf Stream Dr, Ocean City

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

$908,000
3 Beds 3 Baths
Imagine the possibilities with this to-be-built custom home by award-winning Bay to Beach Builders, known for their Amish craftsmanship and exceptional attention to detail. The Fenwick, a stunning elevated coastal home designed for those who love life by the water. Offering 2,029 heated square feet, this three-story home features 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed layout that maximizes both space and views. The main living areas feature an open-concept great room, kitchen, and dining space designed for entertaining, while additional bedrooms and flexible living space provide comfort for family and guests. The Fenwick is built to embrace the beauty of coastal living while providing the durability and craftsmanship Bay to Beach Builders is known for Located in Cape Isle of Wight in West Ocean City, this homesite offers direct access to the open bay and the Ocean City inlet, making it a great location for enjoying boating, fishing, and the coastal lifestyle. The adjacent corner lot is also available, creating additional opportunity in this desirable waterfront community. Choose the Fenwick as shown or explore a variety of models and custom options to create the perfect home for this exceptional setting that fits your lifestyle and vision. Concept home pending final approvals. Pictures are of the Fenwick model to be built. The Fenwick model features the master bedroom, kitchen and living room on the top floor with a large deck which will give you unbelievable bay views!! Call today for details .

LOT#2 Exeter Rd, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$629,000
4 Beds 5 Baths
Located on a desirable corner lot in the sought-after Bayside community of Ocean City, this spacious 3,200 sq ft home offers the perfect blend of comfort and coastal convenience—just minutes from the beach, boardwalk, Historic Berlin, golf courses, and Assateague Island. The home features 9-foot ceilings, a first-floor bedroom and full bath, and a bright living room, hardwood floors, and a gas fireplace. The open layout flows into a generously sized kitchen with ample cabinetry, counter seating, and a dining area. A finished third-floor bonus room with a full bath provides flexible space for a second living area or guest suite. Bayside offers resort-style amenities including a crabbing pier, kayak launch, tennis courts, playground, clubhouse, indoor and outdoor pools, fitness center, and billiards room—making this an ideal coastal retreat or full-time residence.

12201 Ocean Vista Dr, Berlin

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

$699,900
4 Beds 4 Baths
Welcome to this beautifully maintained 4-bedroom, 3.5-bath single-family home located in the highly desirable Glen Riddle Golf Club community. Offering comfort, style, and thoughtful updates throughout, this home is move-in ready and perfect for both everyday living and entertaining. Step inside to discover spacious 9-foot ceilings and an open, inviting layout. The kitchen shines with granite countertops, marble accents, and hardwood flooring that flows seamlessly into the family room, dining room, and hallway. Brand-new carpet and fresh paint throughout provide a crisp, modern feel. Enjoy relaxing mornings or evening gatherings on the screened porch or expansive deck overlooking the peaceful surroundings. The home also features a 2-car garage and generous bedroom sizes, including a well-appointed primary suite and multiple full baths for added convenience. Recent upgrades include a newer HVAC system (approximately 1 year old) installed by Arctic Heating and Air, offering added peace of mind and energy efficiency. Residents of Glen Riddle enjoy access to exceptional community amenities, including a clubhouse and community center, golf, and more — all within a beautifully landscaped setting.

11652 Maid At Arms Ln, Berlin

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