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148 Jamestown Rd, Ocean City
$799,000
5 Beds ⋅ 4 Baths
Contractor's Alert! R-2 Zoning. This strategically located home within a short walk to the Ocean and the Bay has so much potential to expand the living space! In addition to the 3 bedroom 1.5 bath home and a separate entrance second floor 1 bedroom 1.5 bath apartment with balcony and loft this property possesses a huge 20 ft by 20 ft first floor two story unfinished room off the kitchen that could be finished to a great room with cathedral ceilings,or possibly primary bedroom suite, or additional bedrooms. This room is already studded out with electricity, insulation and beautiful sliders and arched windows on two sides already in place. It just needs drywall and your imagination! The 2nd floor 1 bedroom apartment with balcony and and extra sleeping room in loft has separately metered electric service. There is a one car garage plus a separate large storage shed. The backyard is fenced for privacy with lots of outdoor seating space and room for a hot tub. Potential, potential, potential for awesome rental income or a flip after conversion of huge unfinished area. A list of newly upgraded features is attached as a document in disclosures. Must see. No condo or HOA fees. The owners do not rent but the rental income potential, especially if the massive 20 x 20 unfinished 1st floor space were finished would be high.

148 Jamestown Rd, Ocean City

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

10785 Windmill Creek Ln, Berlin
$669,500
4 Beds ⋅ 3 Baths
Welcome to 10785 Windmill Creek Lane, a beautiful brand-new Cumberland model and currently for sale in the new community of The Refuge at Windmill Creek. Offering approximately 1,907 sq. ft. on the main living level plus an additional 1,421 sq. ft. on the lower level, this home provides an impressive amount of space, a thoughtfully designed floor plan, and the convenience of a two-car garage. Step inside and enjoy a bright, inviting layout featuring three bedrooms conveniently located on the main level, including a spacious primary suite with a relaxing soaking tub. The beautifully appointed kitchen features quartz countertops, a gas range, and plenty of space for gathering and entertaining. One of the standout features of this home is the lower level/basement, offering approximately 1,421 sq. ft. of additional space and featuring a fourth bedroom and full bath. Whether you envision a private guest space, family room, home office, fitness area, or additional entertaining space, the lower level offers wonderful flexibility. With four bedrooms and three full baths, there is plenty of room for family and guests while still enjoying the convenience of main-level living. Step outside to the covered rear porch and enjoy the peaceful setting of a private backyard backing to trees. It’s the perfect place for morning coffee, outdoor dining, or simply relaxing at the end of the day. Even better, landscaping is taken care of, giving you more time to enjoy your home and less time worrying about yard maintenance. The Refuge at Windmill Creek also offers wonderful community amenities, including sports courts, a pickleball court, playground, and community fire pit—perfect for recreation, relaxation, and gathering with neighbors. Additional features include a two-car garage, gas heat, a tankless water heater, and all the comfort and peace of mind that come with owning a brand-new home. The location makes this home even more special. Enjoy being just minutes from River Run and GlenRiddle Golf, as well as shopping, grocery stores, restaurants, medical facilities, and more. Convenient access to Route 113 and Route 50 makes getting around the area a breeze, and the beaches of Ocean City are approximately 10 minutes away. Brand-new construction, a basement, main-level living, a two-car garage, beautiful finishes, a covered rear porch, a private tree-lined setting, community amenities, and a fantastic location near golf, shopping, dining, and the beach—10785 Windmill Creek Lane offers an exceptional opportunity to enjoy the best of the Berlin and Ocean City area. Schedule your private showing and come see everything this beautiful new home has to offer!

10785 Windmill Creek Ln, Berlin

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

14 E Wind Dr, Berlin
$319,900
2 Beds ⋅ 2 Baths
NEW PRICE!!! Pride of ownership evident as soon as you walk in the door of this lovely home. Large living room and dining area is great for entertaining family and friends. Kitchen has beautiful wood cabinets, a nice pantry and Quartz counter tops. Separate laundry room. Primary bedroom is very spacious and features an in suite bathroom wich has been upgraded with new cabinet and sink and new shower insert. 2nd bedroom has access to the hall bathroom from inside the room. Hall bath also features a new cabinet and sink. HWH is approx 5 yrs old and HVAC is approx 6yrs (serviced twice a year by Artic). Other updates include all the plumbing pipes have been replaced as well as a the picture window . Outside the home features a deck for outdoor enjoyment, a nice built in shed for all your beach and outdoor stuff, a 2 car driveway and irrigation system. Low HOA fee of $95 per month includes, grass cutting, trash pick up, outdoor pool, tennis and basketball court as well as a tot-lot. Mystic Harbour is a wonderful community close to everything in West OC. Restaurants, ice-cream parlours, groceries, shopping, beaches and the amazing Assategues Ponies! The perfect year round or beach retreat!

14 E Wind Dr, Berlin

Listing courtesy of Coastal Life Realty Group LLC. Contact:

22 Capetown Rd, Ocean Pines
$399,900
4 Beds ⋅ 3 Baths
Welcome to this charming Cape Cod-style home tucked away in the peaceful North Ocean Pines community, where you can enjoy a quiet neighborhood setting while still being just 10–15 minutes from the Ocean City beaches! Offering plenty of space and flexibility, this home has been recently expanded with a 4th bedroom and an additional full bathroom—perfect for guests, family, or a private home office. Fresh interior paint and new carpet upstairs make it ready for its next owners to move right in and make it their own. One feature you won't want to overlook is the huge pantry and storage space, giving you plenty of room to keep everything organized. Step outside and enjoy the front porch, or head to the backyard where a spacious patio and fenced-in yard create a great setting for cookouts, entertaining, pets, or simply relaxing among the trees. A separate storage shed provides even more room for beach gear, bikes, tools, and outdoor equipment. Need space for your toys? The property also offers room along the side of the home to park a boat or RV. Living in Ocean Pines means enjoying much more than just the home. The community offers an impressive variety of amenities, including pools, playgrounds, tennis and recreation facilities, parks, and more. Even better, Ocean Pines residents have access to the Ocean Pines Beach Club in Ocean City, including a convenient option for beach parking—making those beach days that much easier. If you're looking for more space, a peaceful setting, community amenities, and easy access to the beach, this North Ocean Pines home offers a little bit of everything!

22 Capetown Rd, Ocean Pines

Listing courtesy of RE/MAX Advantage Realty. Contact:

5034 Spencer Rd, Snow Hill
$649,999
4 Beds ⋅ 4 Baths
Tucked away on 1.37 private acres, this spacious 4-bedroom, 3.5-bath home offers plenty of room to spread out inside and out. The flexible floor plan features two primary suites, with one conveniently located on each level. Enjoy a bonus living room on the first floor and a spacious second-level great room with a gas fireplace and newer luxury vinyl plank flooring. The kitchen includes stainless steel appliances, a gas range, and pantry storage. A well-appointed laundry room offers abundant shelving and basket storage. Additional highlights include geothermal heating and cooling, central vacuum installed in 2025, and an oversized two-car garage with a workshop. Above the garage is an impressive 760 square feet of heated and cooled living space, offering even more flexibility. Outside, the stamped-concrete driveway welcomes you to a private retreat featuring an above-ground pool, multiple decks, a retractable awning, and plenty of outdoor space for relaxing, entertaining, and enjoying the peaceful surroundings.

5034 Spencer Rd, Snow Hill

Listing courtesy of Hileman Real Estate-Berlin. Contact:

50 Chatham Ct, Ocean Pines
$409,900
3 Beds ⋅ 2 Baths
Single family detached home in the Parke in excellent condition. Original owners and only used as a second/vacation home. Roof new May of 2020. This house backs up to woods and not other houses. This is the Cormorant Model with a two-car garage AND a gas see-through fireplace between living room and sun room PLUS a spacious screened-in porch off of the sunroom! Both bathrooms have tile floors and the primary bath offers double vanity sinks and a shower with rain-glass door and a clerestory window... Kitchen offers white cabinets and a GAS RANGE and Whirlpool appliances. Separate laundry room with full-size Whirlpool washer and dryer. There's also a cozy front porch large enough for your chairs. Hardwood floors in hallway, living room, and sun room. The adult 55+ community of The Parke features a fantastic private clubhouse with indoor heated pool and sauna, fitness center and gym, billiards and card room, arts and crafts studio, library, nature trails, fishing ponds, and a private crabbing pier! PLUS all of the other amenities of Ocean Pines, including the oceanfront beach club in Ocean City, 18-hole championship golf course, tennis and pickle ball courts, dog park, and almost anything else you might enjoy!

50 Chatham Ct, Ocean Pines

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

10220 Shingle Landing Rd, Bishopville
$1,495,000
6 Beds ⋅ 6 Baths
Welcome to 10220 Shingle Landing Road, an impressive estate offering over 5,600 square feet of living space on more than 4.5 beautifully landscaped acres. Located in an exclusive setting of just five estate-sized homesites, this exceptional property offers privacy, space, and versatility—all just a few miles from the beaches of Ocean City. This expansive home features 6 bedrooms and 5.5 bathrooms, along with an attached 3-car garage and a separate 3-car detached garage. The detached garage includes a spacious second floor offering tremendous potential for a game room, home office, studio, recreation space, or other future use. The outdoor living area is truly a highlight, featuring a 40' x 20' in-ground pool with waterfall, hot tub hookup, gorgeous stone patio, and gas fire pit—creating the perfect setting for entertaining or relaxing at home. The beautifully maintained grounds feature extensive landscaping and an impressive irrigation system with more than 80 sprinkler heads across 10 zones. Inside, the kitchen features beautiful appliances, two dishwashers, trash compactor, butcher-block countertop, and Andersen French doors providing a seamless connection to the outdoor living areas. The spacious family room offers hardwood flooring and recessed lighting, while multiple additional first-floor flex rooms give the new owner the opportunity to customize the home to fit their lifestyle. A first-floor bedroom with a full bathroom provides excellent flexibility for guests or multi-generational living. Upstairs you'll find five additional bedrooms, including a spacious primary suite complete with a mini refrigerator/wet bar and separate his-and-hers closets. Additional features include two Rinnai tankless hot water systems providing an abundant supply of hot water throughout the home. With over 4.5 acres, 5,600+ square feet, six garage spaces, a resort-style pool and outdoor entertaining area, this remarkable Bishopville estate offers a rare combination of privacy and space while remaining just minutes from Ocean City beaches, restaurants, golf, marinas, and all the attractions of the resort area. A truly unique Eastern Shore property that must be seen to be fully appreciated.

10220 Shingle Landing Rd, Bishopville

Listing courtesy of RE/MAX One. Contact:

13463 Madison Ave, Ocean City
$1,565,000
4 Beds ⋅ 3 Baths
Welcome to the prestigious water front home called the MERMAID house! This one owner custom built, 4 bedroom, 2.5 bath home will become your new home once you see it! Much larger then it looks! Vacation home or year round residence enjoyment awaits, this home screams rest and relaxation, inside or out! Comfortable and elegant...inside you can have a formal dining area or the current sitting area arrangement. The vaulted ceiling leading to the private area balcony is unique and adds space. Bedrooms are all of good size, 3 upstairs and with the primary bedroom and bath on the main level, you have convenience and comfort! The kitchen is spacious and bright! From the kitchen dining areas, you have a relaxing view of the water. Outside, you can relax on the deck taking in the water views or enjoy deep water access on your boat that can lead you directly to the inlet to the ocean and many points of interest and adventure! This property has an extra long dock, 6 Ft wide and can accommodate your larger vessels. Boat accessory house to store your vessels needs. Docks are a precious commodity in this area and you can have your very own. Outside shower for your water fun clean up! Sculptured driveway! All appliances convey. Furniture is negotiable, Personal property is excluded. Come and see for yourself, Mother Nature's beauty at its finest...and, just think, this can all be yours.

13463 Madison Ave, Ocean City

Listing courtesy of Ability Real Estate Service. Contact:

711 Homewood Dr, Pocomoke City
$259,000
4 Beds ⋅ 2 Baths
Welcome to 711 Homewood Drive in Pocomoke City! This spacious 4-bedroom, 2-bath home offers plenty of room with a flexible layout and great potential to make it your own. The upgraded kitchen features stainless steel appliances, ample cabinet space, and plenty of room for everyday cooking and entertaining. The home features a large primary suite complete with a private full bathroom, along with three additional guest bedrooms and a full hall bathroom. An additional flex room provides even more versatility and could be used as a home office, playroom, hobby room, or additional bedroom depending on your needs. Outside, you'll find a detached two-car garage offering plenty of space for vehicles, storage, or projects. The garage also features a bonus second floor, providing substantial additional storage space or the potential to create a workshop or additional workspace. With generous living space, a versatile floor plan, an upgraded kitchen, and a detached garage with bonus space, 711 Homewood Drive offers plenty of possibilities for its next owner. Schedule your private showing and come see the potential this Pocomoke City home has to offer!

711 Homewood Dr, Pocomoke City

Listing courtesy of Coldwell Banker Realty. Contact:

1 2nd St, Pocomoke City
$385,000
3 Beds ⋅ 3 Baths
A rare opportunity to own one of Pocomoke City’s grand historic homes, beautifully preserved, thoughtfully updated, and truly turnkey. This stately Dutch Colonial pairs the gracious scale and craftsmanship of another era with significant modern improvements, all in the heart of historic Pocomoke City, with the Pocomoke River just blocks from the front door. Documented as built in 1920, this home is a contributing structure within the National Register of Historic Places-listed Pocomoke City Historic District without local historic district restrictions. Three classic dormers, handsome brick steps, mature landscaping, and a beautiful corner setting introduce a home filled with architectural character. Inside, a grand center hall and exceptionally generous rooms create an immediate sense of space. Original hardwood floors, Craftsman trim, detailed millwork and dentil molding, original glass doorknobs, three sets of French doors, the beautifully detailed original staircase with its graceful volute at the base of the banister, and original cast-iron radiators preserve the home’s authentic character. The expansive living room features a wood-burning fireplace, built-in seating, abundant natural light, and room to gather on a grand scale. An adjoining window-wrapped sunroom offers wonderful flex space for an office or retreat, while the elegant dining room features an original built-in corner cabinet and period detailing. The remarkably spacious renovated kitchen features custom-crafted solid wood cabinetry with soft-close features and pull-out pantry storage, under-cabinet lighting, abundant counter space, a separate pantry, and breakfast-bar seating. An additional breakfast area provides flexible casual dining or sitting space. Just beyond, a screened porch overlooks the level, fully fenced backyard. Upstairs, a broad landing and wide hallway continue the home’s generous proportions. The primary suite offers a spacious bedroom and private bath with a walk-in shower and separate jetted soaking tub. Two additional light-filled bedrooms share a full hall bath, and upper-level laundry adds modern convenience. Stairs from the laundry area lead to a walk-up partially finished attic offering additional storage and flexible utility space. Outside are mature landscaping, a fully fenced yard, off-street driveway parking, and an Amish-built garage with automatic opener. A huge, dry full basement provides additional storage. Meticulous stewardship is evident throughout, with major improvements including a new roof in 2023 (with 47 years remaining on its warranty), dual high-efficiency heat pumps that remain under warranty, updated plumbing, upgraded electrical, replacement double-hung vinyl-clad windows throughout, and an oil boiler providing backup heat. Located along the Pocomoke River, historic Pocomoke City offers public docks and boat slips, Cypress Park, a scenic riverfront walking trail, athletic courts, theater, shops, and waterfront dining. Ocean City, Chincoteague Island, Assateague National Seashore, Berlin, and the Atlantic Coast are all within easy reach. Grand yet welcoming, historic yet wonderfully livable, this beautifully maintained Eastern Shore classic offers a rare combination of space, craftsmanship, character, and thoughtful updates.

1 2nd St, Pocomoke City

Listing courtesy of Northrop Realty. Contact:

4306 Coastal Hwy, Ocean City
$1,990,000
3 Beds ⋅ 3 Baths
Welcome to this spacious 3-bedroom, 2.5-bath single-family home offering 3,448 square feet of living space in a prime midtown Ocean City, ocean-block location just steps from the beach. The main living area features an open dining and living space that flows seamlessly into the modern kitchen, creating a bright and welcoming setting for everyday living and entertaining. A standout feature is the downstairs office space, currently utilized as a dental office, which offers excellent flexibility for a home office, professional workspace, additional living area or additional income! The home also features a 2-car garage, asphalt driveway which has 6 parking spaces, inviting front porch, and a spacious back deck perfect for relaxing and enjoying the ocean breeze. Ideally located near popular restaurants, bars, shopping, and area attractions, this home offers generous square footage, flexible space, and the convenience of being just steps from the beach.

4306 Coastal Hwy, Ocean City

Listing courtesy of Coastal Life Realty Group LLC. Contact:

3 Rabbit Run Ln, Ocean Pines
$419,900
3 Beds ⋅ 2 Baths
Welcome to this beautifully updated 3-bedroom, 2-bath home in desirable Ocean Pines, Maryland—approximately 9.2 miles from Ocean City! The inviting floor plan features a convenient main-level bedroom and numerous recent improvements, including new kitchen cabinets and countertops, seven new windows, nine new doors, and 9 trees removal that created a more open and spacious setting. The crawl space has also been improved with select joist replacements and the installation of a new vapor barrier. Enjoy the many amenities Ocean Pines has to offer, including indoor and outdoor pools, the Yacht Club, parks, recreational facilities, and more—all just a short drive from Ocean City’s beaches, dining, and entertainment. Don’t miss this opportunity—schedule your private showing today!

3 Rabbit Run Ln, Ocean Pines

Listing courtesy of Douglas Realty. Contact:

101 Burley St, Berlin
$430,000
3 Beds ⋅ 2 Baths
NO HOA FEES! AND This home comes with a 1-year HOME WARRANTY! Welcome to 101 Burley Street in Berlin, Maryland, America's Coolest Small Town just off route 113 offering an easy route to everyday conveniences. Featuring a warm welcome with covered front porch! Walking in you'll notice the open floorplan, with large, fully renovated, eat-in kitchen featuring warm wood cabinets, granite tops, center island, stainless appliances, stone backsplash and large table area! Just off the kitchen is a walk-in laundry room with extra refrigerator. The living room and kitchen features LVP flooring. The HUGE primary suite offers plenty of room for a king bed, sitting area or desk space! With an ensuite bath and LARGE walk-in closet. On the other side of the house you'll find 2 additional large bedrooms with nice closets and shared hall bath. The home features an oversized backyard, with FULL fencing, play area, shed and plenty of room for a DREAM garden! Located within Berlin, and just across the street from Stephen Decatur park! In Berlin you'll find a grocery store, local banks, post office, variety of quaint shops, SUNDAY farmer's market and MANY popular restaurants. Enjoy town celebrations like New Years, holiday parades, music festivals, car shows and the all-famous bathtub races! Berlin was also featured in movies like Runaway Bride and Huck Everlasting. Conveniently located Just 10-15 minutes to Ocean City and Assateague beaches! Don't Hesitate, or you'll miss this one!

101 Burley St, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact:

102 Winter Quarters Dr, Pocomoke City
$299,900
4 Beds ⋅ 3 Baths
Welcome to this classically elegant Colonial home in scenic Pocomoke City, Maryland, ideally located within city limits and convenient to the river, shopping, hospitals, churches, and other local amenities. Offering 4 bedrooms, 2.5 baths, public water and sewer, a detached carport, and an additional separately deeded corner lot included in the sale, this distinctive property provides exceptional space both inside and out. From the moment you enter the foyer, you will appreciate the remarkable Amish craftsmanship and custom woodworking throughout the home. Beautiful hardwood floors, wide crown molding, chair rail, raised panels, custom cabinetry, and handcrafted details give this home warmth and timeless character. Just off the foyer is a spacious family room featuring custom-built Amish cabinetry, wood shutters at the windows, an impressive wall of display cabinets with doors, and a wet bar-perfect for entertaining. To the opposite side of the foyer is the generously sized living room with hardwood floors, custom Amish cabinetry and raised-panel detailing, a wood-burning fireplace, crown molding, and chair rail. The large formal dining room continues the home's beautiful hardwood flooring and custom woodworking, providing an inviting setting for holiday dinners and special gatherings. From the dining room, continue into the spacious kitchen, where you will find extensive custom Amish cabinetry, a built-in desk, a long center island with numerous built-in features, double ovens, and a comfortable breakfast area accented by attractive built-in display areas. The laundry/mud room offers a washer and dryer along with abundant built-in cabinetry for storage. The main level also includes a convenient half bath and an exceptionally spacious primary bedroom suite featuring a walk-in closet, private bath, and custom Amish-made full-window shutters. Upstairs are three additional bedrooms with hardwood floors and a large full bath, providing plenty of room for family, guests, home office space, or hobbies. Additional features include a roof less than five years old and a partial basement equipped with a sump pump and French drain system. Since installation of the drainage system, the basement has remained dry. Outside, enjoy a detached carport, storage shed for lawn and outdoor equipment, and the adjoining separately deeded corner lot that is included with the property, providing additional yard space and endless possibilities. This one-of-a-kind Pocomoke City home combines traditional Colonial style, outstanding craftsmanship, generous living spaces, and a convenient in-town location. A truly special property with details rarely found in today's homes.

102 Winter Quarters Dr, Pocomoke City

Listing courtesy of ERA Martin Associates. Contact:

1717 Cedar St, Pocomoke City
$325,000
3 Beds ⋅ 3 Baths
Welcome to 1717 Cedar Street, a well-maintained contemporary home located in the established Woodland Manor community of Pocomoke City. Built in 2020, this 3-bedroom, 2.5-bath home offers 1,877 square feet of living space with a comfortable, functional layout designed for everyday living. Inside, you'll find a bright and inviting interior featuring vaulted ceilings, stainless steel appliances, generous closet space, and plenty of natural light. The home offers three spacious bedrooms and two full baths upstairs, along with a convenient half bath on the main level. Outside, enjoy a 0.24-acre lot with plenty of yard space, plus a deck and porch for relaxing, entertaining, or enjoying the outdoors. An attached two-car garage provides additional parking and storage. Best of all, there is no HOA, giving you the freedom to enjoy your property without additional association fees. With its newer construction, spacious layout, large yard, and convenient Pocomoke City location, 1717 Cedar Street is ready to welcome its next owner. Schedule your private showing today!

1717 Cedar St, Pocomoke City

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

10312 Plantation Ln, Berlin
$1,975,000
5 Beds ⋅ 4 Baths
Welcome to an exceptional waterfront retreat in the prestigious community of Bay Point Plantation, where refined coastal living, beautiful water views, and effortless access to the bay come together. This beautifully appointed 5-bedroom, 3.5-bath, three-story residence includes coveted Boat Slip #20, offering an incredible opportunity to embrace the waterfront lifestyle. From the moment you arrive, the home impresses with an oversized, finished two-car garage and a private backyard designed for relaxation and entertaining. Your own outdoor oasis features a swimming pool, spa, spacious patio, and fenced yard, creating an inviting setting for summer afternoons, evening gatherings, and weekends spent by the water. Two bay-view balconies extend the living space outdoors and provide beautiful vantage points for taking in the coastal surroundings. The ground level was thoughtfully designed to complement days spent by the pool. Enter through the garage into a generous living area ideally positioned for casual gatherings, entertaining, or relaxing after a day on the water. With convenient access to the outdoor living area, this level creates an effortless connection between indoor and outdoor spaces. A private bedroom and full bathroom complete the floor, making it an excellent retreat for family and overnight guests. The main living level is the heart of the home, showcasing an expansive great room where coastal sophistication meets everyday comfort. The spacious living area flows seamlessly into a water-view dining space and impressive chef's kitchen featuring newly upgraded high-end appliances, abundant cabinetry, and a massive quartz island that serves as the centerpiece of the space. A dedicated butler's pantry provides additional storage and convenience while keeping the kitchen beautifully organized. The home's interior has recently been professionally painted in a sophisticated neutral palette, creating a fresh and timeless backdrop throughout. Updated interior light fixtures further elevate the home's polished presentation. Built-in surround-sound speakers throughout the walls and ceilings enhance the entertainment experience, and all televisions convey with the property. Even better, the residence is being offered fully furnished with select exclusions, making it easy to begin enjoying your waterfront retreat from day one. Two additional bedrooms are located on the main living level, each featuring a walk-in closet with custom organization systems, along with one full and one-half bathroom. As you continue toward the third floor, a thoughtfully designed drop zone provides dedicated organization for coats, hats, shoes, and everyday essentials. The upper level is highlighted by an impressive primary suite showcasing stunning bay views. Step outside onto your private balcony for morning coffee overlooking the water or unwind at the end of the day while taking in the peaceful coastal setting. The spa-inspired primary bathroom features an oversized Roman shower, dual quartz-topped vanity, soaking tub, private water closet, and an expansive walk-in closet with custom organizers. Completing the third level is the home's fifth bedroom, currently utilized as a private office and offering flexibility for additional sleeping accommodations, a home workspace, or a quiet retreat. With its included boat slip, private pool and spa, multiple bay-view balconies, beautifully updated interiors, generous living spaces, high-end kitchen, and furnished presentation, this exceptional Bay Point Plantation residence offers a rare opportunity to enjoy waterfront living at its finest. Whether envisioned as a primary residence or an unforgettable coastal getaway, this is a home designed for making the most of life by the water. Boat slip #20 is part of Marina Condominium with a $821 annual fee.

10312 Plantation Ln, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact:

10362 Keyser Point Rd, Ocean City
$697,500
3 Beds ⋅ 2 Baths
Welcome to this beautifully updated canal-front home in West Ocean City, Maryland. This three bedroom, two bathroom home offers freshly renovated living spaces featuring brand new kitchen cabinets, countertops and appliances, new flooring throughout, and fresh paint from top to bottom. The primary bathroom has been updated with a walk-in shower as well as new cabinetry and countertops. Outside you have your own private canal frontage complete with a boat lift. The fully fenced backyard includes a charming patio sitting area, ideal for relaxing or entertaining. A one car attached garage adds everyday convenience. Move-in ready and full of possibility, this is a rare opportunity to own a slice of the Eastern Shore.

10362 Keyser Point Rd, Ocean City

Listing courtesy of AushCo Realty, LLC. Contact:

12514 Whispering Woods Dr, Ocean City
$739,900
4 Beds ⋅ 3 Baths
Beautifully maintained 4-bedroom, 3-bath home offering an exceptionally versatile floor plan in one of West Ocean City's most desirable areas. The main level features two bedrooms, including the primary suite, two full baths, a private office, and inviting living spaces with an open flow to the beautifully updated kitchen. The kitchen features new quartz countertops, a center island, a new refrigerator and microwave, abundant cabinetry, and a walk-in pantry. The first-floor primary suite includes a beautifully remodeled, spa-like bath with double vanities and an impressive oversized walk-in tiled shower. Upstairs you'll find two additional bedrooms, a full bath, and a spacious bonus room offering wonderful flexibility for a second living area, game room, media room, or guest space. Additional features include geothermal heating on the first floor, a heat pump serving the second level, new carpet in the living room and a new washer and dryer in the laundry room, conveniently located just off the garage. Outside, enjoy a peaceful, private wooded setting with a fenced backyard, rear deck, and hot tub—perfect for relaxing or entertaining after a day at the beach. Ideally situated in West Ocean City, this home offers the best of both worlds: a quiet residential setting while remaining just minutes from Ocean City beaches, Assateague Island, marinas, shopping, and some of the area's favorite waterfront restaurants. A wonderful opportunity to enjoy space, privacy, and the coastal lifestyle in a highly desirable location. Owners have an option to purchase a pool membership at the neighboring community of Mystic Harbor for $500 per year, offering an Olympic-sized swimming pool. Furniture may be available and is negotiable with an acceptable offer.

12514 Whispering Woods Dr, Ocean City

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

1 Columbia Ave, Ocean Pines
$519,900
3 Beds ⋅ 3 Baths
Beautifully Maintained Coastal Retreat in a Premier 55+ Community Welcome to effortless coastal living in this beautifully maintained 3-bedroom, 3-bath home nestled within a highly desirable 55+ community offering an exceptional array of amenities and an enviable location just minutes from Ocean City, Maryland. Designed with both comfort and entertaining in mind, this spacious residence showcases 10-foot ceilings, vaulted ceilings, tray ceilings, and an abundance of architectural volume, creating an impressive sense of openness throughout the first floor. Two inviting living areas just off the kitchen in the rear of the home are thoughtfully connected by a stunning double-sided fireplace, providing warmth, character, and a beautiful focal point for both spaces. The generous ceiling heights and open design give the main living areas an especially light, airy, and expansive feel in the more formal living and dining spaces in the front of the home. The thoughtfully designed first-floor primary suite offers a private retreat, complete with tray ceilings, a luxurious en-suite bathroom featuring a soaking tub, generous walk-in closet, and beautifully appointed finishes. A second bedroom on the first floor offers flexibility for guests with a full hall bathroom adjacent to it. The third, very spacious bedroom on the second floor, offers its own full bath giving even more space and privacy for family, visitors, or a home office. The well-appointed kitchen features stainless steel appliances and a large center island that opens naturally to the surrounding living and dining spaces. With two dining areas and two living areas, there is plenty of room for both intimate gatherings and larger celebrations. Step outside to your private rear yard, where the addition of a paver patio creates the perfect setting for morning coffee, al fresco dining, or relaxing evenings under the stars. The property has been superbly maintained and is truly move-in ready. Beyond your front door, enjoy the lifestyle that makes this community so special, with an impressive selection of amenities designed for recreation, relaxation, and social connection. And when you're ready to venture out, the beaches, restaurants, entertainment, and vibrant nightlife of Ocean City are only a few miles away. Nearby historic Berlin adds another layer of charm, with its delightful shops, restaurants, galleries, festivals, and seasonal events. This is more than a home���it is an opportunity to enjoy a beautifully appointed residence in a vibrant, amenity-rich community while being just minutes from everything that makes Maryland's Eastern Shore so desirable.

1 Columbia Ave, Ocean Pines

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

9005 Horseshoe Ln, Newark
$599,000
4 Beds ⋅ 6 Baths
Opportunity knocks in Worcester County with this spacious Colonial-Contemporary home located at 9005 Horseshoe Ln in Newark, MD. Tucked away on a secluded 2.18-acre lot, this property offers an incredible country setting with plenty of privacy and room to breathe. With 3,657 square feet of finished living space, the home provides a flexible and functional layout and a fantastic chance for buyers looking to put their own personal touches on a few things. While the house needs a little work and some updates, it is priced accordingly and stands as a great value for someone wanting to build equity in a desirable location. The interior layout begins with a lovely foyer area with powder room & coat closet and leads to a sun-filled living room featuring a fireplace and impressive vaulted ceilings. The main level includes a formal dining room and spacious kitchen equipped with a large center island and a generous walk-in pantry, primary owner's suite with large walk-in closet, a dedicated laundry room with built-in cabinets, and an additional full bathroom. Upstairs, you will find a second bedroom suite complete with its own private bath, plus two more guest rooms that share a convenient Jack-and-Jill bathroom. Adding to the versatility is a separate bonus room over the garage. For even more potential, the home features an unfinished, daylight basement with walk-out stairs. The 3 car garage is accessible from the laundry room area, as are the steps to the finished loft space over the garage complete with private full bathroom. Outdoors, the expansive yard acts as your own private retreat surrounded by mature trees. You can enjoy the peace and quiet from the large rear deck or the screened-in porch, both of which offer great spaces for casual outdoor living. The property also features a detached shed for extra storage, which includes a handy attached covered pavilion space perfect for outdoor projects or small gatherings. The Newark address delivers a rare, authentic coastal-country lifestyle with quick access to modern amenities and top-rated Worcester County public schools. You are positioned perfectly between the historic charm of Snow Hill and the boutique shopping of Berlin, recently named one of America's coolest small towns. Even better, the world-famous beaches and wild horses of Assateague Island and the lively Ocean City boardwalk are just a short drive away. Professional photos coming soon.

9005 Horseshoe Ln, Newark

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

1150 Ocean Pkwy, Ocean Pines
$724,900
4 Beds ⋅ 4 Baths
Welcome to the Ballyliffin Model, a beautifully crafted custom home built by Celtic Nations Contracting. Offering approximately 2,200 square feet, this thoughtfully designed home features four bedrooms, 3½ baths, two en-suite bedrooms, and exceptional custom details throughout. Step inside to a spacious family room highlighted by an awesome fireplace, custom built-ins, a flat-frame TV, and decorative faux ceiling beams that add warmth and character. The family room flows seamlessly into the open-concept kitchen and dining area, creating the perfect space for everyday living and entertaining. The stunning coastal-inspired kitchen features quartz countertops, stainless steel appliances, a large farmhouse sink, floating shelves, and a generous island, all complemented by stylish finishes and thoughtful design. The first-floor en suite offers a beautifully designed custom closet and dressing area, along with a spacious private bath featuring distinctive tilework and a warm, relaxing ambiance. Upstairs, a second en-suite bedroom includes another custom closet and a gorgeous private bath with a walk-in shower and exquisite tilework. Two additional bedrooms feature built-in desks, adding both style and functionality. A spacious bonus area creates an additional gathering space complete with a mini bar, flat-frame TV, and direct access to the balcony—an ideal setting for entertaining family and guests. Everywhere you look, custom craftsmanship and carefully selected details enhance the charm and character of this exceptional home. Nestled on a level, private lot surrounded by mature trees, the outdoor living space is equally inviting, featuring a large screened porch, attractive landscaping, and plenty of room to relax or entertain. This beautifully finished home is ready for you to begin enjoying the Eastern Shore lifestyle in the desirable Ocean Pines community.

1150 Ocean Pkwy, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact:

11530 Country Club Dr, Berlin
$799,900
3 Beds ⋅ 4 Baths
Stunning custom-built home perfectly situated in a peaceful country club setting overlooking the Ocean City Golf Club. From your front porch, enjoy views of the 8th hole while taking in the peaceful surroundings and picturesque setting. The home is in pristine condition and features a thoughtfully designed layout with spacious living areas. Every bedroom offers its own private bathroom, providing comfort and privacy for family and guests. An additional flex room offers the perfect space for an additional bedroom, a home office, den, or additional entertaining area. A three-car garage provides plenty of room for vehicles, storage, and recreational equipment. Step outside to the expansive backyard, offering a peaceful wildlife setting and a creek with access to the bay—perfect for kayaking or paddle boarding. Enjoy the tranquility of this beautiful setting while remaining just a short drive to Assateague Beach and an easy drive into Ocean City. A truly special opportunity to enjoy a custom-built home with golf course views, water access, privacy, and plenty of space—all in pristine, move-in-ready condition!

11530 Country Club Dr, Berlin

Listing courtesy of Coastal Life Realty Group LLC. Contact:

38 Battersea Rd, Ocean Pines
$899,900
4 Beds ⋅ 3 Baths
Set on a premier golf course lot overlooking the 8th fairway, this exceptional, nearly 3,900-square-foot home offers 4 bedrooms, 3 full baths of quality construction, thoughtful design, and extensive upgrades. Nine-foot ceilings, four skylights, cathedral ceilings in both the living room and the sunroom, numerous pocket doors, and abundant natural light create an inviting feel throughout. The main level features a spacious primary suite with en-suite bath, bamboo hardwood flooring, and a living room highlighted by a dramatic two-story natural stone fireplace matching the home's exterior stonework. The fireplace features an old-wood mantel reclaimed from a Pennsylvania barn, gas insert with heat blower, remote operation, and annual maintenance. Plantation shutters adorn the upper-level windows in the living room. Most lighting throughout the home is on dimmers, and all TVs are wall-mounted with wiring concealed. The beautifully appointed kitchen features tall-to-ceiling Omega cabinetry with dovetail construction, soft-close doors/drawers, granite counters, under-mount lighting, pull-out shelving, lazy Susan corner cabinet, baker's pan cabinet, separate prep sink, and double ovens with the top oven being convection and the recessed light above doubles as an additional exhaust fan. The cooktop has an exterior-vented exhaust system and there's a dedicated 20-amp outlet next to the cooktop for those serious chefs. Underneath the cooktop are two large pot/pan drawers flanked by two spice rack pullout cabinets! Also noteworthy is the wine refrigerator and dishwasher new in 2026. A walk-in pantry offers both wood and wire shelving.. The formal dining space off the kitchen features bay windows and a farmhouse chandelier. The cathedral-ceiling sunroom features a high sunburst window, while the adjoining recreation room includes skylights and opens to the rear deck. Upstairs, the primary bedroom features a tray ceiling and luxurious en-suite bath with walk-in Roman shower and multiple body sprays. Off the primary bedroom is a home office that leads to the 3rd floor walk-up attic, which provides extensive floored storage plus a finished, conditioned storage room (the green room in the photos). Bedrooms 2 and 3 share a Jack-and-Jill bath, and both bedrooms offer walk-in closets featuring built-in drawer systems. The second-floor hallway offers a huge storage closet, and the 2nd floor laundry room includes a utility sink. One bedroom upstairs is even insulated from top-to-bottom for sound reduction (you'll note the drum set in the photos) and features a cathedral ceiling. Outdoor living is exceptional, with 8th fairway views, extensive rear pavers, elevated composite decking, covered grilling area with bluestone flooring and remote/light-sensor string lighting, outdoor gas fireplace with custom dome cover, 7-person Hot Spring Grande hot tub on poured slab, landscaped 10x12 shed on slab, concrete side walkway, and multi-zone irrigation with rain sensor. Natural gas serves the fireplace, Rinnai systems, and fire pit. The home is foam insulated throughout and features an upgraded ZIP System beneath the siding. The geothermal HVAC includes two 3-ton water-source units, one for each level, a 6-ton dual-zone system, and six wells, serviced twice annually by A&A Services Co. Two tankless Rinnai systems provide efficient hot water. A 16kW Generac generator provides peace of mind, while an upgraded 1-inch water supply line improves water pressure. Back downstairs, a large mudroom with cabinetry connects the home to the two-car attached garage, which features an insulated door, mini-split heating/air, utility sink, and epoxy flooring. This remarkable property combines golf course views, exceptional indoor and outdoor living, abundant storage, energy-efficient systems, and a level of thoughtful detail rarely found in one home.

38 Battersea Rd, Ocean Pines

Listing courtesy of Keller Williams Realty Delmarva. Contact:

12301 Point View Rd, Bishopville
$2,900,000
5 Beds ⋅ 5 Baths
Discover unmatched coastal living in this 5‑bedroom, 4.5‑bath waterfront retreat, perfectly positioned on a picturesque point along Grey’s Creek off Assawoman Bay. Offering 330 feet of private waterfront, this property delivers sweeping water views, unforgettable sunsets, and a rare blend of privacy, space, and tranquility—just minutes from the ocean yet worlds away from the bustle. A gated entrance leads to an extended driveway and an impressive oversized 3‑car garage, designed with high ceilings ideal for vehicle stacking, storage, or hobby space. For boating enthusiasts, this is truly a boater’s paradise—complete with a private pier, boat lift, and effortless access to the creek and bay. Inside, the home is crafted for comfort and efficiency, featuring geothermal heating and cooling and generous square footage for hosting, relaxing, or working from home. Multiple rooms capture serene water views, including a striking panorama of the Ocean City skyline in the distance. Outdoor living shines with a large screened porch and a spacious waterfront deck, perfect for dining, entertaining, or simply soaking in the peaceful setting and nightly sunsets. The 1.23‑acre fenced lot provides exceptional space for pets, gatherings, and privacy. This property stands out as a premier opportunity for buyers seeking a private waterfront estate with modern systems, exceptional outdoor living, and direct water access in one of Bishopville’s most desirable locations—true coastal serenity on Grey’s Creek, without bayfront crowds.

12301 Point View Rd, Bishopville

Listing courtesy of O'Conor, Mooney & Fitzgerald. Contact:

30 Chatham Ct, Ocean Pines
$449,900
3 Beds ⋅ 3 Baths
Beautifully maintained home, offering a blend of comfort, style, and community, making this an exceptional choice for anyone seeking a serene living environment. One of only three standalone Blue Teal models, it sits on a prime lot, nestled in a 55+ community within Ocean Pines, with easy access to the community clubhouse and amenities. This 3- bedroom, 3-bath model has an additional loft area for extra versatility. Over 1800 sq. ft. thanks to a year-round sunroom addition. Welcoming entry with 16-foot ceilings that enhance the sense of space, abundant windows throughout, especially in the sunroom connecting you to the scenic wooded backyard. Luxury vinyl wood plank floors throughout the living areas offer durability and aesthetic appeal. An updated kitchen with stainless steel appliances and quartz countertops provides the modern touch. HVAC and roof were replaced 7 years ago, ensuring peace of mind. This home is not just a residence; it’s a haven that combines modern amenities with a warm community atmosphere. The stunning sunroom and thoughtful updates make it a standout choice for those looking to enjoy a comfortable lifestyle in a vibrant community.

30 Chatham Ct, Ocean Pines

Listing courtesy of Coldwell Banker Realty. Contact:

582 Ocean Pkwy, Ocean Pines
$494,900
3 Beds ⋅ 3 Baths
MUST-SEE beach-style home in the highly-acclaimed community of Ocean Pines! This 3-bedroom/2.5-bathroom, fully-furnished, turnkey house, with select items excluded, situated on a 0.20-acre serene, natural setting, with both an indoor and outdoor staircase to access inside. Within the main door, a foyer entrance allows for beach gear and other storage, before heading up the stairs to the elegant, open living-space. Here, LVP flooring guides you between the amply-sized modern kitchen, complete with quartz countertops and stainless-steel appliances, the cozy living-room, and the spacious dining-area. From here, the living and entertainment space continues, with sliding-glass doors giving the invitation to enjoy the MASSIVE screened-in porch (also accessed by a separate door from the kitchen). Family and friends can then transition into a full nature-immersion, as the opposite screen-door gives way to the large deck, easily serving as the party center, or a peaceful spot for coffee and bird-watching. The main level is also served by a powder room, exhibiting convenience for all. The LVP flooring ventures upstairs, locating the 2nd and 3rd bedrooms, adjoined by a Jack and Jill bathroom, offering privacy and comfort to family and guests. The showstopper on this level, though, is the primary ensuite, boasting a generous size, with a sleek, contemporary bathroom. But that's not all, as entry to a private balcony can be gained from the other side of the ensuite, adding to the ambiance of the primary sleeping-quarters. And if that weren't enough, the theme just keeps extending, as the primary balcony merges into a spiral staircase that elevates you to the birds-eye view from the SUNDECK, where a glimpse of the canal can be caught through the trees. The aforementioned canal, an easy walk across the street, also has an adjoining nature area called Pintail Park, which is an 11-acre space, featuring a scenic covered-gazebo, walking trail, crabbing and fishing pier, picnic tables, and an ADA-accessible kayak/boat launch for residents to use. This is just one of seemingly-countless amenities that community members have access to, including dining and entertainment options, many other parks, a premier golf course, five swimming pools, a yacht club, two marinas, and a 1st-class racquet-sports complex. Ocean Pines is truly a resort community with only 5 miles separating it from the beach and Ocean City. Whether you're searching for the perfect forever home, a coastal retreat, or an investment opportunity, this property offers exceptional potential. The home generated over $40,000 in rental income in 2023 under previous management. More recent rental performance reflects changes in rental management and marketing exposure, while the home's desirable location, amenities, and appeal continue to position it for excellent rental potential. (Rental income is provided for informational purposes only and is not a guarantee of future rental performance.) DO NOT hesitate on this phenomenal opportunity while it lasts!

582 Ocean Pkwy, Ocean Pines

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

11 Seafarer Ln, Ocean Pines
$449,900
3 Beds ⋅ 2 Baths
This charming Salt Box-style home, built in 1989, offers a perfect blend of comfort and modern living. With 1,539 sq. ft. Step inside to discover a warm ambiance highlighted by beautiful wood floors and cozy carpeting. The traditional floor plan seamlessly connects the kitchen and dining areas, making it perfect for entertaining. The kitchen is equipped with energy-efficient appliances, including a self-cleaning oven and built-in microwave, ensuring both convenience and sustainability. The exterior boasts extensive hardscaping, a hot tub for unwinding, a fire pit for relaxing evenings and a community pool that invites you to enjoy sunny days. The property sits on a generous 0.24-acre lot, providing ample outdoor space for activities and gardening. Parking is a breeze with a detached garage and a spacious driveway. Located in a vibrant community, this home is surrounded by parks, walking trails, and recreational facilities, perfect for outdoor enthusiasts. The neighborhood is known for its friendly atmosphere and convenient access to local amenities, including shops and dining options. This residence is not just a house; it's a place to create lasting memories. Experience the warmth and comfort of this delightful home today!

11 Seafarer Ln, Ocean Pines

Listing courtesy of Keller Williams Realty. Contact: