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10221 Bent Creek Rd, West Ocean City
$599,899
4 Beds ⋅ 4 Baths
Located in the popular community of Oyster harbor in West Ocean City, this 4 bedroom home offers enjoyable coastal living, The home has been freshly painted and is ready for the new buyer , step inside and enjoy the comfortable flow of this floorpan , Home features include some of the following, Granite counters, wood floors, gas fireplace, Primary bed and bath on the 1st floor , private 2nd floor bedroom and Bath, Larger attic storage, all this and a garage

10221 Bent Creek Rd, West Ocean City

Listing courtesy of Coldwell Banker Realty. Contact:

10 Mist Flower Rd, Ocean Pines
$619,000
3 Beds ⋅ 2 Baths
A Charming Eastern Shore Cottage in the Heart of Ocean Pines, tucked into a beautifully landscaped setting. This custom-built 2004 cottage offers the character, warmth, and livability that make an Eastern Shore home truly special. With its inviting architecture, refinished hardwood floors, distinctive details, and wonderful indoor-outdoor flow, this is a home designed for both everyday living and relaxed coastal entertaining. The welcoming open floor plan centers around a comfortable kitchen and family room, where a commercial-grade gas range, abundant cabinetry, and gas fireplace create a natural gathering space. The dining area adds an unexpected touch of charm with its beautiful domed ceiling and special lighting. Refinished hardwood floors, now extended throughout the home, add warmth and continuity. The primary suite is a peaceful retreat with a spacious bath and walk-in closet. Two additional bedrooms and a full bath provide plenty of space for household and guests. A four-season room invites you to slow down and enjoy the garden views before stepping outside onto the expansive deck. Upstairs, a versatile bonus room provides additional living space for a home office, creative studio, media room, guest area, or quiet retreat. Unfinished attic space offers abundant storage. The outdoor spaces are equally inviting. The fully fenced, beautifully landscaped backyard features a paver patio, firepit area, and deck. Gas grill hook up. Home also features an oversized two car garage. Recent 2022 improvements include a new HVAC system with three-zone heating and cooling, refinished and extended hardwood flooring, new stainless-steel appliances, updated bathroom countertops, faucets and shower surround, new paint throughout and paved driveway. Easy access to Ocean City's beaches, Assateague Island, restaurants, recreation, and all that Ocean Pines has to offer.

10 Mist Flower Rd, Ocean Pines

Listing courtesy of Homecoin.com. Contact:

20 Ivanhoe Ct, Ocean Pines
$789,000
4 Beds ⋅ 3 Baths
Welcome to canal-front living in Ocean Pines! 20 Ivanhoe Court offers 2,500 square feet with 4 bedrooms, an office and 3 full baths on a quiet cul de sac, with room for everyone right on the water. The major interior updates are already done, starting with a fully remodeled kitchen with quartz countertops, white Shaker-style cabinets and stainless steel appliances. Wood-look tile runs throughout the main level, and all three bathrooms have been fully renovated with beautiful updated tile, vanities and shower/tub areas. The main level does offer a bedroom with an ensuite full bath for convenience. Two of the three upstairs bedrooms have their private balconies overlooking the canal which is a perfect spot for a morning coffee. A dedicated home office space towards the back with windows and access to the large garage is right there and the screen porch which is the perfect crab picking spot. The garage door is oversized which can accommodate a boat. A newer SlideMoor boat docking system was installed that allows your boat to adjust with the tide vertically preventing any damage. To top it off, there is a private outside shower to rinse off after a day out on the water. The home's well-made, solid antique-style furniture is available too: the sellers will consider offers on it, or they'll clear it out if you'd rather start fresh. In Ocean Pines you get parks, pools, the Yacht Club, the Ocean Club in Ocean City, and local restaurants, just minutes from the Ocean City beaches. Schedule your private showing of this beautiful canal-front home today! Priced to sell quickly so don't hesitate with this one. Professional photos and video coming soon.

20 Ivanhoe Ct, Ocean Pines

Listing courtesy of Real Broker, LLC. Contact:

12239 Snug Harbor Rd, Berlin
$824,900
3 Beds ⋅ 2 Baths
Waterfront living with classic coastal charm! This 3-bedroom, 1.5-bath Cape Cod-style home offers a comfortable layout and direct access to the water, with an additional buildable lot with EDU to do as you dream. The main level features a convenient primary bedroom, along with a welcoming living room highlighted by a gas fireplace. Just off the living area, the screened porch extends the living space and offers a great spot to relax while enjoying the waterfront setting. The porch features a wall-unit system and vinyl coverings for added seasonal comfort. The kitchen offers a breakfast bar, pantry storage, and an easy flow into the main living area. Upstairs, you’ll find two additional bedrooms along with useful storage space tucked beneath the eaves. Newer windows are another welcome improvement. The outdoor space is designed to make the most of the waterfront setting. Enjoy the spacious waterfront setting, deck, and room to gather outdoors, with the canal just steps from your backyard. A large detached storage shed with electric provides plenty of space for the included boating gear, tools, beach equipment, and more. This home is fully furnished with all you need to just move in! Whether you're looking for a full-time residence or a coastal getaway, this home offers the opportunity to enjoy the waterfront lifestyle right from your own backyard.

12239 Snug Harbor Rd, Berlin

Listing courtesy of Hileman Real Estate-Berlin. Contact:

7 Jockey Ct, Berlin
$785,000
4 Beds ⋅ 3 Baths
BIGGER, BETTER… BUT you better hurry if you want to pick your own colors! Photos are actually pictures of 83 King Richard the beautiful HUNTER I model that sold !! “ The Hunter I” model is the little brother of The Hunter II currently being built at 5 Jockey Court (also pending) and now on 7 Jockey Court with a larger footprint and on a larger lot (see house plans). Crafted by Ultimate Homes, LLC, this masterfully designed 4-bedroom, 2.5-bath with den/office all in this sprawling rancher located in the prestigious new section of Triple Crown Estates in Ocean Pines. Blending timeless craftsmanship with refined modern finishes, this residence offers an elevated lifestyle just moments from the coast. Inspired Design. Exceptional Comfort, From the moment you arrive, the home’s commanding presence and architectural detail set the tone for what lies within. Built with 2x6 construction and topped with 40-year architectural shingles, the quality is evident at every turn. Inside, an expansive open-concept layout creates seamless flow between the living, dining, and kitchen spaces — ideal for both intimate gatherings and grand entertaining. Elegant Luxury Vinyl Plank flooring throughout the main living areas and a striking Electric Linear Fireplace as a contemporary focal point. Designer kitchen featuring Quartz countertops and premium finishes Spacious primary suite designed for rest and rejuvenation Thoughtfully appointed secondary bedrooms for family or guests Every detail reflects a commitment to craftsmanship and livability. Coastal Proximity. Private Serenity, perfectly situated just five miles from the vibrant shoreline of Ocean City and the natural beauty of Assateague Island, this home offers effortless access to beaches, boating, dining, and outdoor adventure — while preserving the tranquility of a refined residential setting. Fall 2026 Delivery. This is more than a home — it is a statement of lifestyle, comfort, and coastal sophistication. Experience “The Hunter II” on a bigger lot and softer than the "The Hunter". Where craftsmanship meets coastal elegance. Buy with confidence and peace of mind as the sellers are offering a 2/10 year extended home warranty through Quality Builders Warranty! Call now to pick your colors and finishes in The Hunter II some photos have been virtually staged

7 Jockey Ct, Berlin

Listing courtesy of Sheppard Realty Inc. Contact:

8553 Ironshire Station Rd, Berlin
$365,000
3 Beds ⋅ 2 Baths
Nestled in a serene setting, this charming coastal-style home offers a perfect blend of comfort and convenience. Built in 2005, this detached gem boasts 1,346 square feet of thoughtfully designed living space, featuring three spacious bedrooms and two full bathrooms. The inviting layout is ideal for both relaxation and entertaining, making it a wonderful retreat for anyone seeking a peaceful lifestyle. Set on a generous 0.47-acre lot, the property provides ample outdoor space for gardening, play, or simply enjoying the fresh air. The coastal architectural style enhances the home's curb appeal, inviting you to explore the warm and welcoming interiors. Located just outside of the local communities, you'll find yourself just moments away from local parks, shops, and dining options that cater to every taste. With no HOA, this home boasts a quiet and serene life style, making it a delightful place to call home. With convenient access to major roadways, commuting to Ocean City or downtown Berlin is a breeze, ensuring you can enjoy the best of both worlds-tranquility at home and the excitement of city life just a short drive away. This property is not just a house; it's a lifestyle waiting to be embraced. Don't miss the opportunity to make this coastal retreat your own! Professional pictures coming soon.

8553 Ironshire Station Rd, Berlin

Listing courtesy of Corner House Realty. Contact:

602 141st St, Ocean City
$499,000
3 Beds ⋅ 2 Baths
A rare single-family opportunity in Ocean City! This 3-bedroom, 2-bath home sits on a corner lot along a quiet residential street, offering a welcome change of pace from the condos and bustle typically associated with the resort area. With no HOA, there’s plenty to appreciate both now and long term. The home is solidly built and offers a functional layout with good potential for a buyer who wants to personalize this space and make it their own. Major features include a new HVAC installed in April 2026. This system is a Daikin high-efficiency HVAC system. The system features a 3-ton, communicating variable-speed R-32 inverter heat pump with a variable-speed air handler, rated up to 19 SEER2 and 8.8 HSPF2 for improved energy efficiency, comfort, humidity control, and quiet operation. The installation also included a new supply duct, new refrigerant line setup, emergency drain pan, and Wi-Fi-enabled thermostat. The outdoor unit is protected with Daikin’s Blue Fin coating, specifically designed to help protect the system in coastal and salt-air environments, which is especially beneficial in Ocean City. It also includes an exceptional 12-year parts and 12-year labor warranty that is fully transferable to the new owner, providing significant long-term value and peace of mind. Seller has also updated electrical panel in the laundry room completed 1.5 years ago, with space for more. There are leased solar panels, a fully encapsulated crawlspace to include dehumidifier and sump pump, and an insulated, climate-controlled garage with two HVAC vents to include wi-fi garage door opener, making the garage especially useful year-round. Whether you're looking for a primary residence, second home, or your own place at the beach, this is an opportunity to own a detached home in Ocean City without condo fees or an HOA.

602 141st St, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact:

38 Fairway Ln, Berlin
$349,000
3 Beds ⋅ 2 Baths
Nestled in a charming and peaceful pocket of Ocean Pines, this inviting one-level rancher offers 3 bedrooms and 2 full baths. The home features beautiful hardwood floors, granite countertops, and an updated primary bathroom with a custom-tiled shower. Step outside onto the back deck overlooking a private backyard that backs to a wooded setting, creating a peaceful retreat for relaxing or entertaining. The convenient single-level layout offers comfortable, easy living with everything you need on one floor. A wonderful opportunity to enjoy all that Ocean Pines has to offer at an attractive price. Schedule your showing today!

38 Fairway Ln, Berlin

Listing courtesy of Bunting Realty. Contact:

116 Park, Ocean Pines
$774,900
5 Beds ⋅ 4 Baths
If you are seeking a home that is better than new, this is it! This immaculate approximately 3600sf. home in The Point at Ocean Pines offers exceptional living space, extensive recent upgrades, and an incredible bonus for the boating enthusiast—the Seller has a deeded boat slip at nearby Pines Point Marina with a boat lift also listed for sale! Beautiful pond views welcome you from the wraparound front porch. Inside, the open floor plan offers everything you could want on the main level, including a luxurious Owner's Suite, private home office, first-floor laundry and a spacious gourmet kitchen designed for entertaining. The kitchen features quartz countertops with breakfast bar, subway tile backsplash, gas cooking, pendant lighting and stainless appliances. Hardwood flooring and beautiful tile complement the home's bright, coastal feel. Upstairs, a dramatic foyer with arched detail, cathedral ceiling and chandelier leads to a second Owner's Suite with en suite bath, additional bedrooms, hall bath and a convenient second laundry room. A 5th bedroom was added in 2025, complete with hardwood flooring, recessed lighting, closet and additional wall storage. The impressive detached two-car garage has been extensively upgraded and transformed into a climate-controlled two-level space. Improvements include insulated walls with drywall on both levels, full interior stairs connecting the first and second floors, upstairs flooring, heating and A/C on both levels, plus a new insulated garage door and new epoxy-coated first-floor surface in 2026—creating fantastic additional space for vehicles, storage, hobbies and more. Additional recent improvements include a new tankless gas water heater (2025); quartz countertops and cabinetry in both laundry rooms (2025); new tile flooring and backsplash in the first- and second-floor laundry rooms and mudroom (2025); replacement foyer picture windows (2026); and fresh whole-house paint (2026). The lawn was power seeded and aerated in August 2026. Exterior improvements include hardwired exterior lighting and refreshed landscaping completed in 2023. The Point is conveniently located within Ocean Pines, offering access to an array of community amenities, including parks, golf, swimming facilities, tennis, restaurants, marinas and the beach club. A beautifully updated home, deeded boat slip offered for sale (MLS # MDWO2041514), and access to the Ocean Pines lifestyle—this is a rare combination. Schedule your private tour today!

116 Park, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

1012 Market St, Pocomoke City
$180,000
3 Beds ⋅ 2 Baths
This three-bedroom, two-bath home features hardwood floors, a front porch, a back deck, a fenced yard, and a one-car garage. The property has plumbing issues that will need to be addressed.

1012 Market St, Pocomoke City

Listing courtesy of Decatur Byrd Realty. Contact:

Tbd S Old Mill Dr, Pocomoke City
$309,990
3 Beds ⋅ 3 Baths
Welcome to the Opal, a beautifully designed to-be-built home by Gemcraft Homes located in the desirable Southern Fields community in Pocomoke City, MD. This thoughtfully crafted two-story home offers approximately 1,440 square feet of living space, 3 bedrooms, 2.5 bathrooms, and a 2-car attached garage, combining comfort, style, and functionality. As you enter, you are welcomed by a spacious great room that flows seamlessly into the kitchen, creating an inviting atmosphere perfect for everyday living and entertaining. The kitchen offers a functional layout with a pantry and plenty of space for meal preparation and gathering with family and friends. A convenient powder room completes the main level. Upstairs, you'll find three generously sized bedrooms, including a spacious Owner's suite featuring a walk-in closet and private en-suite bathroom. Two additional bedrooms share a full bathroom, while the conveniently located second-floor laundry adds ease to your daily routine. With its thoughtfully designed layout, comfortable living spaces, and quality craftsmanship, the Opal offers the perfect opportunity to build your dream home in Southern Fields, conveniently located near local beaches, shopping, dining, and NASA's Wallops Flight Facility.

Tbd S Old Mill Dr, Pocomoke City

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

316 S Main St, Berlin
$568,000
3 Beds ⋅ 3 Baths
South Main Street, Berlin! 3 bedroom, 3 bathroom home with Detached Garage on a large lot. Sunroom, new kitchen - dining room, living room. Three minute walk to downtown Berlin!

316 S Main St, Berlin

Listing courtesy of Newport Bay Realty. Contact:

10317 Golf Course Rd, Ocean City
$599,000
3 Beds ⋅ 2 Baths
Photos Coming Soon. Welcome to this charming 3-bedroom, 2-bath Cape Cod, where coastal style meets comfortable, everyday living. The bright, open floor plan creates an easy flow throughout the main living spaces. The kitchen and bathrooms are all beautifully renovated. Two bedrooms are conveniently located on the main level, offering flexibility for family, guests, or a home office. Upstairs, the spacious primary suite provides a private retreat complete with a large walk-in closet and private bathroom. Outside, the large fenced-in backyard offers plenty of room to relax, entertain, garden, or let pets play. Located in a wonderful neighborhood in a great location, this move-in-ready home combines coastal charm, thoughtful updates, and a layout that’s easy to love. Close to the beaches of Ocean City and Assateague. And right around the corner from shopping and wonderful restaurants.

10317 Golf Course Rd, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact:

1142 Ocean Pkwy, Ocean Pines
$353,000
3 Beds ⋅ 2 Baths
Looking for a permanent home or a vacation get away? This is it! Offering both convenience and relaxation this home has one level living with an open floor plan, vaulted ceilings, a combined dining and kitchen area, a gas fireplace for cozy evenings and a screen porch to enjoy through all the seasons. This coastal contemporary has three bedrooms and two full baths. The luxury vinyl plank flooring, vanity lights, fixtures, ceiling fans and appliances are only about a year old. Ocean Pines has all the amenities you could ever hope for: volleyball, parks, a marina, a golf course, both indoor and outdoor pools, walking trails and a variety of clubs and activities. Easy access to nearby beaches and attractions come fall in love with the magic of Ocean Pines living.

1142 Ocean Pkwy, Ocean Pines

Listing courtesy of ERA Martin Associates. Contact:

no property photo
$90,000
3 Beds ⋅ 1 Baths
INVESTMENT OPPORTUNITY!!!! Don't miss this chance. All offers will be considered. Pictures to come

1432 Snow Hill Rd, Stockton

Listing courtesy of Decatur Byrd Realty. Contact:

36 Fairway Ln, Ocean Pines
$459,000
3 Beds ⋅ 2 Baths
Welcome to this inviting 3-bedroom, 2-bath ranch-style home in the desirable Ocean Pines community. Recently refreshed with new carpet and fresh paint throughout, along with a new roof, this home offers a great combination of comfort and functionality. The floor plan connects the living, dining, and kitchen areas, while skylights bring plenty of natural light into the home. A cozy gas fireplace adds warmth and character to the main living space. The spacious primary suite features a walk-in closet and private bath. Step outside to enjoy the screened porch and spacious deck, offering a great spot for relaxing, grilling, or entertaining. An attached two-car garage and concrete driveway provide plenty of parking and additional storage. Enjoy all that Ocean Pines has to offer, including pools, parks, sports courts, walking and biking trails, golf, marinas, and more. With a functional single-level layout, fresh updates, and inviting indoor and outdoor living spaces, this home is ready to welcome its next owners.

36 Fairway Ln, Ocean Pines

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

2102 Waverly Drive Dr, Pocomoke City
$300,000
3 Beds ⋅ 2 Baths
Ready to move in? You must see this immaculately maintained home situated on a quiet street in the Southern Fields subdivision. This home provides a cozy, efficient and spacious layout with a large vaulted-ceiling living room, large master bedroom & bath with oversized walk-in closet. The kitchen, dining and foyer areas feature wood floors and new paint. All appliances convey. Lots of closet space throughout the home. Master bathroom has jetted tub, walk-in shower, double bowl sinks and water closet. Enjoy relaxing on the covered front porch or back deck. The backyard area is partially wooded, which will make shade for the back deck in the evening hours. The gas fireplace in the living room will provide warmth and ambience in the cooler months. The oversized 2- car garage is finished space and houses the high-efficiency gas HVAC system and water heater. House is wired for alarm system and high-speed internet. Paved driveway with off and on-street parking available. The massive attic area with full stairway has great potential to become finished space if desired. Call listing agent for more details and to schedule a time to see this home that is ready to move in and priced to sell!

2102 Waverly Drive Dr, Pocomoke City

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

12144 Pimlico Ln, Berlin
$949,500
4 Beds ⋅ 4 Baths
LIMITED-TIME SELLER-PAID RATE BUYDOWN! 5.9% for 5 years! Seller is offering a credit toward mortgage discount points to help qualified buyers lower their interest rate and monthly mortgage payment. Available for acceptable offers received by October 21, 2026. Contact the listing agent today for details. Subject to an executed purchase agreement, buyer qualification, lender approval, and loan program limits.Set along the 15th fairway of GlenRiddle’s War Admiral golf course, this beautifully maintained 4-bedroom, 3.5-bath home offers an exceptional combination of thoughtful upgrades, generous living space, and a desirable first-floor primary suite. Built in 2022 and meticulously cared for by its original owners, the home makes a beautiful first impression with its welcoming front porch before opening to an interior featuring engineered hardwood flooring, extensive crown molding, and a private study with French doors. The heart of the home is the open-concept main living area, where a dramatic floor-to-ceiling brick gas fireplace with blower creates a warm focal point. The gourmet kitchen is beautifully appointed with quartz countertops, upgraded soft-close cabinetry, double ovens, gas cooktop, range hood, spacious pantry, pendant lighting, and under-cabinet lighting. Just off the main living space, a dedicated dry bar features a built-in luxury XO 30-inch quiet double-door beverage and wine refrigerator, perfect for entertaining. The sunroom bump-out adds even more living space while taking advantage of the home's beautiful golf course setting and views. Also located on the main level, the primary suite offers a private retreat with an upgraded bath featuring an oversized shower with rain showerhead. Upstairs, you'll find three additional bedrooms, one of which has an en-suite bathroom . The upstairs also includes a full bath, versatile loft area, and additional storage, creating a separate and flexible space for family and guests. The laundry room is equally well equipped with cabinetry, a utility sink, and Speed Queen commercial heavy-duty washer and dryer. Additional features include recessed lighting, ceiling fans, abundant storage, a convenient powder room, and an attached two-car garage. Even the home's behind-the-scenes features have been thoughtfully considered. The encapsulated crawlspace features HVAC vents supplying conditioned air to help control temperature and humidity, a painted concrete floor, and an Aprilaire dehumidifier. The HVAC system has been serviced semi-annually, while a Hunter lawn irrigation system with landscape drip irrigation helps maintain the exterior. Outdoor living is equally impressive. Enjoy the golf course views from the expansive Trex deck (32' x 10'), complete with an 18.5' x 10' SunPro motorized retractable awning featuring a wind sensor, LED lighting, and remote control. It's an ideal setting for morning coffee, evening entertaining, or simply relaxing while taking in views down the 15th fairway. Located within the gated GlenRiddle community, residents enjoy an impressive collection of amenities including an owners' clubhouse with fitness center and gathering spaces, outdoorpool, tennis and pickleball courts, private marina with boat slips, and kayak storage. GlenRiddle is also home to the War Admiral and Man O' War golf courses, offering a resort-style setting just minutes from Berlin and the beaches of Ocean City. If you are a golfer, you can join Glen Riddle Golf and have access to their sister courses of Light House Sound, Rum Pointe and Nutters Crossing.

12144 Pimlico Ln, Berlin

Listing courtesy of Coldwell Banker Realty. Contact:

63 Newport Dr, Ocean Pines
$412,500
4 Beds ⋅ 3 Baths
Nestled in the charming community of Ocean Pines, this delightful 4-bedroom, 2.5-bathroom home offers a perfect blend of comfort and convenience. With 1,660 square feet of living space, this traditional-style residence is designed for both relaxation and entertaining. The inviting fireplace serves as a cozy focal point, perfect for gathering with loved ones on chilly evenings. The roof 2023 and windows were replaced in 2018; a New water heater in 2025; the living room was remodeled in 2023; the dining and kitchen flooring were replaced in 2026; the stove and dishwasher are newer, and the bathrooms have all been newly renovated. The owner installed Blink security cameras that are ready to be switched over. Ocean Pines is more than just a neighborhood; it's a vibrant community brimming with amenities. Enjoy sunny days at the community beach or take a stroll along the scenic bike trails. For the active lifestyle, the area boasts baseball fields, basketball courts, tennis courts, and pickleball courts, ensuring there's always something to do. The community center and library provide spaces for social gatherings and learning, while the dog park is perfect for furry friends to play. With community pools, both indoor and outdoor, residents can enjoy refreshing swims year-round. The Ocean Pines Golf Club adds an extra touch of leisure, with membership options available for golf enthusiasts. This home is not just a place to live; it's a gateway to a lifestyle filled with community spirit and recreational opportunities. Experience the warmth and charm of Ocean Pines, where every day feels like a vacation.

63 Newport Dr, Ocean Pines

Listing courtesy of ERA Martin Associates. Contact:

11011 Trappe Creek Dr, Berlin
$895,000
4 Beds ⋅ 3 Baths
Welcome to 11011 Trappe Creek Drive, an impressive 4-bedroom, 3.5-bath home w/ELEVATOR situated on 1.06 acres in the desirable Stray Fox subdivision. Offering approximately 3,658 square feet of living space across 3.5 levels, this distinctive home provides plenty of room for entertaining, relaxing, and enjoying the Eastern Shore lifestyle. The property features a spacious 3-car garage and an oversized driveway providing abundant parking for family and guests. Multiple outdoor living spaces include front decks on both the second and third floors, along with a large rear patio that's perfect for grilling, entertaining, or simply unwinding outdoors. One of the home's standout features is the top-floor entertainment area, complete with a full built-in bar—an ideal setting for hosting friends, watching the big game, or creating your own private retreat. Built with strength and durability in mind, this home was the first house in Worcester County constructed to 120 MPH wind specifications, adding a unique element to an already impressive property. With over an acre of land, generous interior space, multiple decks, excellent parking, and a dedicated entertainment level, 11011 Trappe Creek Drive offers a combination of space, character, and versatility that's difficult to find. Schedule your private showing and come see everything this Stray Fox home has to offer!

11011 Trappe Creek Dr, Berlin

Listing courtesy of RE/MAX One. Contact:

412 Market St, Pocomoke City
$279,900
3 Beds ⋅ 3 Baths
Welcome to 412 Market St. Located in Historic Pocomoke City Maryland. This property is one of the best executed builds ive seen in a while. Every detail from its remarkable layout having no waisted space and the second story balcony off the master as this Homes show piece is a rare find in the center of town. It's priced to sell. Seller is firm on price, but the sellers are offering $4000.00 seller credit also an additional $1,000.00 seller credit if you use their preferred lender.

412 Market St, Pocomoke City

Listing courtesy of Coldwell Banker Realty. Contact:

17 44th St Unit A & B, Ocean City
$699,900
6 Beds ⋅ 8 Baths
Unique opportunity to complete a permitted Ocean Block two-unit townhouse project! Property is currently at the foundation and partial framing stage, offering a head start for a builder, investor, or owner looking to finish the project. Plans call for two spacious townhouse-style units, each featuring 3 bedrooms and 4 full baths. Unit A: Approximately 1,750 sq. ft. with 3 bedrooms and 4 full baths. Unit B: Approximately 2,125 sq. ft., plus an additional approximately 875 sq. ft. of garage and unfinished area, with 3 bedrooms and 4 full baths. Building permits have already been issued, and water and sewer impact fees have been paid along with 2 electric meters and a 25% down payment on fire sprinkler system, saving valuable time and upfront development costs. Windows and doors are ready for delivery and will convey with the property. An excellent opportunity to take over an existing project and complete two generously sized residences. NO HOA and NO condo fees! Property is being sold in its current stage of construction. Buyers and their agents should independently verify plans, permits, square footage, approvals, fees, construction requirements, and all other information with the appropriate authorities. Agent does have plans and permits available upon request.

17 44th St Unit A & B, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact:

10 Shore Point Dr, Ocean City
$1,400,000
5 Beds ⋅ 5 Baths
Welcome to 10 Shore Point Drive, a beautifully maintained coastal home located within the gated, amenity-rich community of Sunset Island. With its relaxed Coastal inspired style, 3 inviting wraparound front porches, and classic coastal architecture with hardi-plank siding, this home captures the laid-back elegance of beach living from the moment you arrive. Step outside, settle into your favorite chair, and enjoy the coastal breezes and beautiful evening skies as the sun sets over the Assawoman Bay. The home's generous outdoor living spaces provide plenty of opportunities for morning coffee, afternoon relaxation, or gathering with family and friends after a day at the beach. Inside, pride of ownership is evident throughout. Warm, welcoming, and thoughtfully cared for, the home is being offered fully furnished, making it easy to begin enjoying the Ocean City lifestyle right away. Whether you're searching for a primary residence, a second home at the beach, or a property with investment potential, 10 Shore Point Drive offers the flexibility to make it your own. And at Sunset Island, the lifestyle extends well beyond your front door. This private, gated community is surrounded by the waters of the Assawoman Bay and offers an impressive collection of resort-style amenities. Spend summer days at the outdoor pool, enjoy year-round swimming in the indoor pool, or stay active in the fitness facilities before unwinding in the sauna. Head to the pier for an afternoon of fishing or crabbing, take a leisurely walk along the community's perimeter paths and boardwalk, or simply find your favorite spot along one of the private bayfront beach areas to relax by the water. Sunset Island offers the feeling of a private coastal retreat while keeping you close to everything Ocean City has to offer. From days spent on the beach to evenings watching the sunset over the bay, 10 Shore Point Drive is more than a place at the beach—it's an opportunity to enjoy the Sunset Island lifestyle from the moment you arrive.

10 Shore Point Dr, Ocean City

Listing courtesy of RE/MAX Advantage Realty. Contact:

600 Cedar St, Pocomoke City
$180,000
2 Beds ⋅ 1 Baths
This charming two bedroom, one bathroom home has been recently remodeled to perfection. The cozy interior features modern finishes and ample natural light throughout. Step outside into the spacious yard, complete with a privacy fence for those moments of peace and quiet. The built-in shed provides extra storage space for all your outdoor essentials. Don't miss out on the opportunity to make beautiful property your new home sweet home. Contact us today to schedule a viewing before it's gone! More pictures to come.

600 Cedar St, Pocomoke City

Listing courtesy of Decatur Byrd Realty. Contact:

10703 Piney Island Dr, Bishopville
$1,399,900
5 Beds ⋅ 5 Baths
Now, on to this beautiful home. This is a Custom brick-front contemporary on 1.43 wooded acres in Piney Island, one of Bishopville's most sought-after neighborhoods: a quiet, established community of custom homes on large wooded lots, most of them on the water, tucked well off Route 113 with bay views at the end of the street. Minutes from the Delaware line and about 15 minutes to Ocean City. Roughly 6,300 finished square feet on three levels: 5 bedrooms, 4 full baths, 1 half bath, a main-level primary suite, an oversized 3-car garage, an in-ground pool with automatic pool cover, and something almost nobody on the Lower Shore has, a full finished walk-out basement. The two-story foyer opens to a formal dining room with wainscoting and plantation shutters. The kitchen has cherry cabinetry, granite counters, a center island with propane gas cooktop, double wall ovens, stainless appliances, and bar seating, and flows into a sunlit breakfast room with a bay of windows over the pool. The two-story great room is anchored by a floor-to-ceiling stone fireplace framed by arched windows, with built-ins and an overlook from the upper landing. The main-level primary suite has a remodeled bath with a freestanding soaking tub, frameless glass shower, double granite vanity, and a fully built-out walk-in closet, with a second bedroom also on the main level. Upstairs are three more bedrooms and two full baths. A large bonus room over the garage, reached by its own staircase off the laundry room, works as an office, sixth bedroom, or playroom. The main-level laundry room is a proper workroom: oversized washer and dryer new in 2022, long folding counters, plenty of cabinets, and a plumbing rough-in ready for a utility sink. The lower level is the party floor: fully finished, metallic epoxy floors, a full wet bar with refrigerator and dishwasher, full bath, a bonus room for guests or crafts, and wide-open space for a game room, gym, or theater, with sliders straight out to the pool. Basements are rare here because of the water table, and this one is dry, bright, and finished end to end. The 3-car garage is a showpiece in its own right: epoxy flake floor in Maryland-flag colors, new doors and wall-mounted openers, upgraded lighting, finished and painted walls and ceiling, built-in cabinets, and a side entry. Room for the weekend car and the daily drivers, and for the hobbyist, a laser engraver in the workshop corner that can convey with the house. Outside, a covered paver patio with curtains sits under the rear deck and opens to the fenced pool with new paver surround, plumbed for a propane heater, all backed by mature woods for privacy. Three geothermal heat pumps, well with softener, septic, 200-amp service, irrigation system, propane for the cooktop, and a 2022 80-gallon water heater. Flood zone X, no HOA. Select photos digitally enhanced.

10703 Piney Island Dr, Bishopville

Listing courtesy of Homecoin.com. Contact:

103 Channel Buoy Rd, Ocean City
$999,995
3 Beds ⋅ 3 Baths
Bring your boat, your beach chairs, and start enjoying the Ocean City lifestyle! Welcome to 103 Channel Buoy Road in Caine Keys II, a very clean and well-maintained four-bedroom, three-bath waterfront home offering the perfect combination of boating convenience and easy access to the beach. Enjoy your own private dock, updated fiberglass bulkheading, and beautiful waterfront setting—ideal for relaxing, fishing, or heading out on the water. The home also features an updated roof and has been lovingly maintained, making it easy to move in and start enjoying. Located close to Ocean City’s beautiful beaches and the Atlantic Ocean, this property gives you the opportunity to enjoy waterfront living without giving up the convenience of being near everything Ocean City has to offer.

103 Channel Buoy Rd, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact:

801 8th St, Pocomoke City
$209,900
3 Beds ⋅ 1 Baths
Well maintained 3 bedroom, 1 bath 1 story home located in the heart of Pocomoke City, right across from the middle school with several access points for convenient travel. A truly move in ready gem with so many updates - NEW ROOF (2 YRS), BRAND NEW KITCHEN APPLIANCES (2026), TRANE HEAT PUMP (2011), WATER HEATER (2018). Enter the home into the spacious and light filled living room that boasts beautiful hard wood floors. Through the living room, you will enter the kitchen and eat-in dining area. The kitchen has LVP flooring, granite counters, and new appliances. Down the hallway you will find 3 bedrooms and a hallway full bathroom. There is ample storage throughout the home with several storage closets. There is a dedicated laundry room which leads to the backyard equipped with even more storage with a large cedar shed! Come take a look to see for yourself why this is the house to call your home!

801 8th St, Pocomoke City

Listing courtesy of Coldwell Banker Realty. Contact:

12503 W Torquay Rd, Ocean City
$399,999
2 Beds ⋅ 2 Baths
OFFER DEADLINE Friday 9/18 @ 12pm. Exceptional Properties. Exceptional Clients. Coastal living starts here! Tucked away in the sought-after Cape Isle of Wight neighborhood of West Ocean City, this beautifully well maintained 2-bedroom, 2-bath home offers just under 1,300 square feet of bright, airy living space thoughtfully designed for easy single-level living. Set on a desirable corner lot just under a quarter acre, there's plenty of room to enjoy the laid-back Eastern Shore lifestyle. The generous lot also offers potential flexibility for future improvements or expansion, subject to applicable zoning, permitting, and county approvals. Thoughtfully renovated from top to bottom in 2017, the home pairs modern finishes and updated functionality with an open, airy design that feels fresh, comfortable, and current. The open-concept interior features vaulted ceilings, luxury vinyl plank flooring, and a spacious kitchen with granite countertops and an oversized center island perfect for gathering and entertaining. Enjoy your morning coffee in the kitchenette area, which has sliding glass doors opening to the expansive deck. An additional spacious living area with French doors provides a second connection to the deck and the outdoors, creating an effortless indoor-outdoor flow. The primary bedroom features a private en-suite bath with a walk-in shower, while newly installed carpet gives both bedrooms a fresh, updated feel. Outside, the expansive deck overlooks a beautifully designed, landscaped fenced yard that provides plenty of space to relax, entertain, and enjoy a serene setting. An oversized detached shed with potential workshop space offers exceptional storage, and a separate parking area provides room for a boat, RV, trailer, or other recreational equipment. Ideally located just minutes from Ocean City’s beaches, Assateague Island National Seashore, public marinas, shopping, dining, and everyday conveniences, this move-in-ready Cape Isle of Wight home offers the perfect combination of space, convenience, and relaxed residential coastal living. Make every day feel a little more like vacation—with no HOA fees and no Ocean City town taxes!

12503 W Torquay Rd, Ocean City

Listing courtesy of AB & Co Realtors, Inc.. Contact:

211 Walnut St, Pocomoke City
$258,888
4 Beds ⋅ 3 Baths
If you're looking for room to spread out without sacrificing modern updates, this 4-bedroom, 3-bath Colonial in the heart of Pocomoke City delivers with 2,188 sq ft of living space. Originally built in 1900, the home has been thoughtfully modernized with newer siding, roof, HVAC, hot water heater, most windows, flooring, and more. Inside, you'll find an expansive living area with room for multiple sitting spaces, a large formal dining room, updated kitchen with granite countertops, and updated bathrooms with tile showers and stone-top vanities. The first floor offers a primary bedroom, while upstairs you'll find three additional bedrooms, two with their own attached bathrooms. Outside, enjoy the generously sized front porch and a spacious backyard on a lot that extends all the way to the next street. A detached garage offers additional storage potential with a little TLC. Located near Pocomoke City's local shops, restaurants, bakery, ice cream shop, historic theater, and brand-new public library, with convenient access to Wallops Island, Chincoteague Island, Salisbury, and Ocean City.

211 Walnut St, Pocomoke City

Listing courtesy of RE/MAX Advantage Realty. Contact:

102 Quillen Dr, Berlin
$699,000
3 Beds ⋅ 2 Baths
Welcome to Quillen Drive, this is a rare Opportunity for Spacious Single Level Living in the heart of The Coolest Small Town of Berlin. one of the Eastern Shore's Most beloved small towns. This 2,400+ sqft. home is located on a .47-acre, fenced lot within town limits. This thoughtfully Freshly painted designed home offers a large living room, dining room with a Coastal Kitchen for entertaining, plus 3 bedrooms + an office/bonus room. With character, comfort and effortless coastal living for entertaining and daily living. You will find upgrades galore from New LPV flooring through out , New Geothermal Heating System, Hot Water Heater New Sliding Door, Fully Remodeled Primary Bathroom w/ custom design, Stainless Appliances, 2 Car Garage w/ Epoxy floor, Attic is Floored and runs the complete length of the home, offering storage with a full staircase. All of this while being just short drive to shops, boutiques, restaurants, events and so much more... Ocean City and Assateague Island close by to enjoy the Coastal environment near by. Take a minute and look at the virtual tour.

102 Quillen Dr, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact: