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$813,900
3 Beds 4 Baths
**To be built! Welcome to this beautifully designed 2,092 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 3.5 baths. Inside, an open-concept main level connects the great room, gourmet kitchen, and dining area—perfect for entertaining. There's also a private study, which could be used as additional space for guests. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and sliding doors to the second floor balcony. There are two additional bedrooms, each with their own full bathroom. the upstairs is complemented by a convenient second-floor laundry. This home is designed with future needs in mind, offering the option of a residential elevator for effortless access to all levels. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

104 Landing Ln, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$1,099,900
4 Beds 4 Baths
**To be built! Welcome to this beautifully designed 2,784 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 4 bedrooms and 3.5 baths. Inside, an open-concept main level connects the living space, with cozy gas fireplace, to the gourmet kitchen and dining area—perfect for entertaining. There is a first floor primary bedroom for one-floor living options. Upstairs, the second primary suite features a spa-like bath, large walk-in closet, and access to the private balcony. Two additional bedrooms share a full bathroom. Catch a glimpse of the Chester River from the front porch or upper covered balcony, the perfect place to enjoy morning coffee or evening cocktails. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club. Listing Office

#25 Landing Ln, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$839,500
3 Beds 3 Baths
**To be built! Welcome to this beautifully designed 1,980 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the living space, with cozy gas fireplace, to the gourmet kitchen and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and access to the private balcony. Two additional bedrooms share a full bathroom. the upstairs is complemented by a convenient second-floor laundry. Catch a glimpse of the Chester River from the front porch or upper covered balcony, the perfect place to enjoy morning coffee or evening cocktails. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

102 Little Harbor Way, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$2,950,000
4 Beds 4 Baths
TO BE BUILT, luxury home on Back Creek adjacent to Eastport. Quiet dead end street. Only steps away from the community marina with deep water slips. Permits in process for home and private pier. Primary suite on the main level. 5075 sq/ft of finished living space. Intentionally designed large home that can also live small when guests are away. 5br 4.5 Bath with 2 car garage. Offering includes 10' tall ceilings, White European Oak Floors, Furniture Grade Cabinets, Quartz counters, Sub Zero/Wolf Appliances, Screened porch with Outdoor fireplace. Contact LA to schedule a tour of the property. Builder maintains a model home by appointment only. Witness the refined details. $10k in Free options for use of Builders approved lender and title company. Visit Whitehall Building & Company's site for additional information. 100% VA financing available.

703 B Glendon Ave, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$215,000
1 Beds 1 Baths
Welcome to 504 Robin Drive, Unit 58 your bayside escape in the heart of Ocean City. This charming 1-bedroom, 1-bath condo in the desirable Bayshore community offers the perfect blend of coastal lifestyle, low maintenance living, and strong income potential. The unit features a bright, efficient layout with a recently installed mini-split system, providing comfortable year-round climate control. Enjoy beautiful water views right from the unit the perfect backdrop for relaxing after a day at the beach or on the bay. From an investment standpoint, this property has proven appeal. During the peak rental season from April through September, the unit has generated consistent short-term rental income, making it an attractive option for buyers looking to offset ownership costs or expand a vacation rental portfolio (buyer to verify rental history and use). The Bayshore community enhances the value with condo fees that include hot water, water, and cable, as well as access to an owners-only boat ramp access, ideal for boaters and water enthusiasts. All community assessments have been fully paid, offering peace of mind and added value. Additional highlights include a private storage closet on the same level (approximately 48" x 48"), perfect for beach gear, bikes, or seasonal items. With 396 square feet of thoughtfully designed space, this condo is ideal as a weekend getaway, seasonal retreat, or income-producing property. Centrally located near restaurants, entertainment, shopping, and the iconic Ocean City Boardwalk, this unit offers easy access to everything Ocean City has to offer while still maintaining a relaxed bayside feel. Whether you’re seeking a low-maintenance vacation home, an income-generating coastal property, or a combination of both, this condo delivers exceptional value and lifestyle appeal. Schedule your private showing today and secure your slice of Ocean City living!

504 Robin Dr Unit #58, Ocean City

Listing courtesy of ExecuHome Realty. Contact:

$419,900
2 Beds 2 Baths
OPEN HOUSE SATURDAY AUGUST 1st 11:00 AM - 1:00 PM MOTIVATED SELLER - Price Improvement!!! Come check out this condo!! DON'T MISS OUT THIS CONDO IS IN THE MIDDLE OF EVERYTHING!!! CAPTURE THE SPRING & SUMMER FUN AND SETTLE THIS PROPERTY NOW!!! Imagine this: A breathtaking Western sunset over the Bay, washing away all your cares & concerns from the past week! 5405 Coastal Highway #406 includes a 2 Bedroom 2 Bath home that brings the outdoors in! From the living room, dining space or OWNERS SUITE enjoy the wrap around private balcony with elevated views of a Bayside retreat! You’ll feel like you’re living in a dream! Your day begins with a 1 block stroll to the beach then finishing the afternoon being spoiled taking the salt air down a notch at the pool! DEEP SEA FISHING, CRABBING, enjoying AMUSEMENT PARKS or AN EVENING CONCERT at the OCEAN CITY INLET! Location, location, location… This home is right in the heart of FUN! Don't forget OUTLET SHOPPING right around the corner!! 54th Street is blocks from the RT 90 & RT 50 Bridge! Great spot to HELP CELEBRATE Ringing in the NEW YEAR… 2026… Help our country kick off 250 Years of FOUNDING OUR COUNTRY with an amazing New Years Fireworks, Saint Patrick’s Day Parade, Memorial Day, Fourth Of July Extravaganza, then Labor Day including numerous weekend concerts, car shows and specialty Sun & Fall Festivals. This 2 Bedroom 2 Bath home is sold furnished and can comfortably sleeps 6-8 people with GREAT RENTAL HISTORY from Nov. 2018 - Dec. 2024 Recent updates include: New Refrigerator (2020),HVAC Unit (2021),Dining Room Table & Chairs 2022, Living Room Furniture (2022), New Luxury LVP Flooring (2023), Microwave (2025) Don’t forget Fitness Center for weights and cardio room too! Keep your Bike, Paddle Board or Kayak in the designated areas for a small fee for the season! So, what are you waiting for? Come and experience the best of both worlds: the thrill of living in a beautiful home and the best location! Don’t miss out on this incredible opportunity! This home has 2 elevators that take you to your next home!!!

5405 Coastal - Sunset Bay Unit #406, Ocean City

Listing courtesy of RE/MAX Realty Group. Contact:

$3,100,000
4 Beds 4 Baths
Located within 2 miles of historic St. Michaels this exceptional waterfront estate blends timeless elegance with a resort-style setting. This 4,200± sq. ft. custom, single-level all brick residence showcases soaring ceilings, an abundance of natural light, and panoramic views of Broad Creek from almost every room. A huge great room featuring a large brick fireplace and open living / dining options. There is a gorgeous gourmet kitchen complete with quartz counters, stainless steel appliances and walk in pantry, seamlessly flowing into a spacious family room with a timeless double sided brick fireplace and built-in bookcase. An architecturally stunning screened octagonal porch—perfect for relaxing or entertaining. A brick-floored sunroom with gas fireplace and pool bath leads to an expansive patio overlooking the waterside pool, framed by a rock waterfall, and custom gazebo. The luxurious primary suite features cathedral ceilings, French doors leading to the sunroom and a spa-inspired bath with walk in tile shower and soaking tub. Two additional en-suite bedrooms, a large den with custom built-ins perfect for library or additional bedroom, and a spacious butler’s pantry with granite counters, extra refrigerator, stainless sink and additional cabinetry. A separate study and conditioned workshop offer versatile space. Set on five beautifully landscaped acres with southern exposure, the property boasts 370+/- feet of protected shoreline and a 350-foot private pier with 6 feet of deep water. Boating enthusiasts will appreciate the 15,000-lb and 8,000-lb lifts, two additional slips, and a floating dock. A gated 30' x 40' flower/vegetable garden with raised beds, an oversized 2-car garage and large garden shed complete this beautiful home. Septic is for 3 BR but office could be BR #4.

23961 Lynnewood Dr, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415

$799,900
3 Beds 4 Baths
**To be built! Welcome to this beautifully designed 2,092 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 3.5 baths. Inside, an open-concept main level connects the great room, gourmet kitchen, and dining area—perfect for entertaining. There's also a private study, which could be used as additional space for guests. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and sliding doors to the second floor balcony. There are two additional bedrooms, each with their own full bathroom. the upstairs is complemented by a convenient second-floor laundry. This home is designed with future needs in mind, offering the option of a residential elevator for effortless access to all levels. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

106 Landing Ln, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$1,459,000
3 Beds 3 Baths
**To be built! Welcome to this beautifully designed 2,231 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the great room, with gas fireplace ,to the gourmet kitchen and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, walk-in closets, and doors to the private waterfront deck. Two additional bedrooms share a full bath. the upstairs is complemented by a convenient second-floor laundry. Enjoy broad water views and breathtaking sunrises over the Chester River. The covered porch and expansive windows create a seamless connection to the outdoors, enhancing the waterfront lifestyle of this sought-after community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! Nestled in the sought-after Chester River Landing community, this home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

Little Harbor Way Unit #1, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$849,900
3 Beds 3 Baths
**To be built! Welcome to this beautifully designed 1,980 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the living space, with cozy gas fireplace, to the gourmet kitchen and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and access to the private balcony. Two additional bedrooms share a full bathroom. the upstairs is complemented by a convenient second-floor laundry. Catch a glimpse of the Chester River from the front porch or upper covered balcony, the perfect place to enjoy morning coffee or evening cocktails. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

104 Little Harbor Way, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$1,950,000
5 Beds 5 Baths
Back on the market due to Buyers unable to fulfill home sale contingency- Discover the essence of refined Eastern Shore living in this meticulously renovated contemporary waterfront retreat, gracefully set along the tranquil shores of Harris Creek and looking out to the Choptank River. Every detail of this remarkable home exemplifies elegance. Step inside to a breathtaking panorama of water views framed by expansive windows that fill the home with ethereal lighting. Designed for both the passionate cook and the gracious host, the gourmet kitchen features professional-grade Wolf appliances, a Cambria quartz oversized island, and custom cabinetry. The main level primary suite offers panoramic views of Harris Creek, custom millwork, and a spa-worthy bath showcasing a deep soaking tub and beautifully tiled shower. An additional main-level bedroom with private ensuite provides ideal accommodations for guests. On the second floor, three spacious bedrooms await. One a second private primary suite with custom closet and balcony. Two bedrooms, sharing a thoughtfully designed Jack and Jill bath, all centered around a loft-style lounge. Additional amenities include a thoughtfully designed mudroom and a garage with epoxy-coated floors and sleek Clopay glass garage doors. The covered porch creates a seamless space for indoor-outdoor entertaining. Situated on a large, private lot within an exclusive HOA waterfront community, the property offers a rare sense of seclusion while still providing access to coveted amenities such as a community dock and pool. With all new electric, plumbing, HVAC and more, this house has been taken down to the studs and rebuilt to its timeless architecture. From its elevated finishes to its extraordinary setting, 21485 Island Club Drive captures the essence of luxury coastal living on Maryland’s Eastern Shore.

21485 Island Club Rd, Tilghman

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$495,000
3 Beds 3 Baths
Seller is willing to do some owner financing to help with down payment as a second mortgage! Beautiful Waterfront Home in Annemessex Ridge!! Home is over 2500 sq ft and sits on 3 lots. Home has had many upgrades and renovation done. New roof has been put on 2025, freshly painted inside and new flooring. The kitchen has beautiful cabinets and granite counter tops. Tons of cabinet and counter space. The large living room has a gas burning fireplace. There is a nice family room with water views. The oversized porch is a great party room looking out over canal. The master suite is LARGE, with his and hers closets and master bath. There are 2 more very large bedrooms and 2 baths. The patio off the back of house leads to the dock and pier for your boats or jet skis!!

5111 Old Auger Rd, Crisfield

Listing courtesy of LAIRD & ASSOCIATES. Contact: (410) 968-0478

$879,900
5 Beds 4 Baths
This brand-new 5-bedroom, 3.5-bath coastal farmhouse blends modern luxury with timeless design. Thoughtfully crafted with premium finishes throughout, it features 9-foot ceilings, an 18-foot vaulted great room with a custom fireplace, built-ins, and an open floor plan perfect for entertaining and everyday living. The designer kitchen is truly the heart of the home. It showcases solid wood cabinetry in soft sage and dove tones, Calacatta Prado quartz countertops and backsplash, and a large center island with a built-in microwave, prep sink, and elegant brass chandelier. The kitchen is equipped with high-end GE stainless steel appliances, including a gas range with an air fryer, French door refrigerator, and a quiet dishwasher. A pot filler, brushed brass fixtures, and soft-close cabinetry add to the thoughtful details, while a spacious walk-in pantry provides additional storage and convenience. The first-floor primary suite offers a relaxing retreat with a spa-like bathroom featuring a freestanding soaking tub, double vanity, and tiled shower. Upstairs, you will find additional bedrooms, a versatile loft, and a beautifully appointed bathroom. This home is designed with efficiency and durability in mind, featuring a Bosch dual-zone HVAC system, Rinnai tankless water heater, sound-insulated six-inch exterior walls, and a sprinkler and fire suppression system. Outside, enjoy covered front and rear porches, a finished two-car garage, and a newly paved driveway. Every detail of this home reflects quality, comfort, and thoughtful design, creating an exceptional coastal living experience. Photos are digital renders.

4 Preakness Dr, Ocean Pines

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

$494,900
3 Beds 2 Baths
Welcome to the Sandpiper! This charming 3-bedroom, 2-bath condo is ideally situated in Midtown Ocean City, just steps from the beach! Offering the perfect blend of comfort, convenience, and coastal charm, this is the ultimate beach retreat. Step inside to find an inviting open floor plan featuring a spacious living area, dining space, and a well-equipped kitchen, perfect for relaxing or entertaining after a day on the sand. The primary suite includes its own private bath, while two additional bedrooms provide plenty of space for family and guests. Updates through the years include a newer HVAC system, washer and dryer, refrigerator, tile flooring in the living area, and carpet in the bedrooms. The building has also seen improvements, including a new roof, and operates as a three-season building, helping to keep condo fees low. Nevertheless this is a strong solid rental property with a strong history, generating upwards of $36K annually. Enjoy your morning coffee or evening breezes from either of your 2 private balconies (N and S), and take advantage of being close to some of Ocean City’s best restaurants, shops, and entertainment. Enjoy a huge storage space on the ground floor for all your beach toys! Whether you’re searching for a vacation home, investment property, or beachside getaway, Sandpiper #1W offers everything you need to enjoy the coastal lifestyle. Schedule your private showing today!

13 75th St Unit #1W, Ocean City

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

$479,000
2 Beds 3 Baths
A price improvement has been made, making this unit the best value in the entire community. This home shows like a model with approximately $55,000.00 in upgrades. No need to wait for new construction this unit is ready for immediate occupancy. Love Where You Live! Experience resort-style living that blends comfort, luxury, and convenience—just steps from the waterfront. Enjoy peaceful mornings without the disruption of construction nearby. This highly sought-after first-floor condo is move-in ready and has been meticulously maintained, featuring numerous upgrades throughout. Step inside to an open, light-filled layout enhanced by crown molding, recessed lighting, and direct views of the lush greenspace with seasonal water glimpses. The gourmet kitchen and dining area are ideal for entertaining, offering a spacious island with seating, quartz countertops/bar, sleek wifi enabled appliances, and seamless flow into the living room. Unwind by the cozy fireplace or open the double sliding glass doors to your private patio—perfect for watching the sunrise, morning coffee, reading, or simply enjoying the peaceful natural setting. The owner’s suite offers both a walk-in and secondary closet, private patio access, and a luxurious en-suite bath with dual sinks and a spa-inspired frameless glass shower. The guest suite is bright and spacious, complete with its own en-suite bath, custom tilework, and large vanity. A bonus room with upgraded frosted glass doors provides the perfect space for a home office, workout area, or reading nook. Additional highlights include: LVP flooring throughout the entire home, interior access to a private one-car garage, and a secure storage unit. From your patio, take a stroll along the walking trail where you can take in the sights and sounds of nature to discover tranquil views and your kayak launch. The community also has direct access to the Kent Island Cross Island Trail. Many extra amenities to enjoy including an indoor heated pool, outdoor infinity pool, firepits, pickleball and tennis courts, dog park, and beautiful walking and biking trails. Live every day like you’re on vacation—this stunning condo offers the lifestyle you’ve been waiting for and is a must see to experience all of the upgrades! Water and sewer fees are already included in the owners monthly COA.

3000 Herons Nest Way Unit #11, Chester

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$589,000
4 Beds 3 Baths
Why Wait for New Construction? This Beautiful Bramante Home Is Move-In Ready! Skip the wait and step into comfort with this stunning two-story Bramante floor plan, designed for modern, easy living. From the moment you enter the welcoming foyer, you’ll appreciate the open-concept layout that seamlessly connects the gourmet kitchen, dinette, and spacious family room—complete with a custom stone fireplace wired for your big-screen TV and a pre-installed mounting bracket. Custom light fixtures adorn the foyer, dinette, and kitchen island, while durable laminate flooring throughout the main level makes entertaining and relaxing a breeze. Custom ceiling fans are installed throughout the home, adding both style and comfort to every room. The luxurious owner’s suite is tucked away through a recessed entry and features a double vanity, oversized custom shower, and generous walk-in closet. Two additional bedrooms are located in a separate wing, offering privacy and flexibility, along with a full hall bathroom—perfect for guests, a home office, or a study. Custom NORMAN Plantation Shutters add elegance throughout the downstairs. The spacious laundry room accommodates full-size appliances with ease. Step outside to a covered back deck that flows into an uncovered patio, hot tub and landscaped backyard—ideal for morning coffee, evening breezes, and weekend BBQs. Upstairs, you'll find a second family room suite, a fourth bedroom with a large walk-in closet, and a third full bathroom. Whether hosting visiting relatives or creating a playroom for the kids, this space offers endless possibilities. A second attic space located above the garage provides even more storage—perfect for seasonal items, hobby gear, or anything you want tucked away but easily accessible. Freshly repainted with premium Sherwin Williams paint (no builder-grade here!), the home also features a finished garage with added electrical outlets and no exposed drywall or spackling tape—just clean, polished walls. Located in The Landings at Bayside, this home offers resort-style amenities from day one. Enjoy a clubhouse with fitness center, indoor and outdoor pools, tennis courts, playground, nature trails, kayak launch, crabbing pier, and breathtaking bay views throughout the community. Take a stroll to the pier, or head just 5 miles to Downtown Ocean City’s boardwalk and marinas, and 6 miles to Assateague Island’s wild horses and pristine beaches. This home is fully landscaped, beautifully upgraded, and ready for you to move in. Why wait for new when everything you need is already here?

12125 Snug Harbor Rd, Berlin

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

$850,000
3 Beds 4 Baths
Coastal Living at Its Best in Island Cove Imagine waking up to the gentle shimmer of the water and the scent of salty ocean air. This beautiful three-year-young condo in Island Cove captures the essence of coastal living, offering serene water views, modern finishes, the perfect blend of comfort and convenience, and is being sold fully furnished for a turnkey experience. Situated between the ocean and the bay, this contemporary retreat features three levels of outdoor living, each with its own balcony to take in the ocean breezes and stunning views. Step outside your front door, hop on your boat, and set off for your next adventure, whether it’s boating, fishing, or simply cruising the bay. Inside, you’ll find light-filled spaces styled in soothing coastal tones. The entry level features a private bedroom with a sliding barn door leading to an attached bath, plus direct access to the two-car garage. The main living level is open and airy, designed for easy entertaining and relaxed everyday living. The kitchen boasts white quartz countertops, sleek tile backsplash, stainless steel appliances, and an island with seating that’s perfect for gathering with friends and family. Flowing seamlessly from the kitchen are the dining area and spacious living room, which opens to a balcony where you can unwind and enjoy the view. Durable LVP flooring runs throughout this level, adding both beauty and practicality. Upstairs, you’ll find two spacious bedrooms, each with its own private en suite bath. The primary suite is a true retreat, featuring a vaulted ceiling, private balcony, and a spa-inspired bathroom with a dual vanity and a glass-enclosed tiled shower with a rain shower head. Whether you’re looking for a full-time residence, vacation home, or investment property, this Island Cove condo offers a low-maintenance, high-style lifestyle just moments from the sand, surf, shopping, and dining.

212 25th St, Ocean City

Listing courtesy of Northrop Realty. Contact: (302) 539-2900

$184,900
1 Beds 1 Baths
$WOW WHAT A PRICE for OCEANBLOCK! $$ Just across from Ocean City Convention Center! EARN when you purchase with easy and new rentals for 2026 season! Bring Your Offers! 1 bedroom has been completely updated and ready to rent! These do really well in summer and for events!!! What an Adorable & Spacious 1 bedroom -Lower Level access for easy unloading! Modern, Clean & Fully Furnished, Low Condo fees, Walk to SO MANY ATTRACTIONS! Have your early morning stroll on the beach, or wine down time on your Huge Porch with Summer Sea Breezes! Not only are you Ocean Block but it is conveniently located across the street from the Convention Center, which is now a fulltime destination with so many Spectacular New Shows appearing Year Round! Great Investment opportunity for Short Term Rentals or Long-time residents can enjoy the Turn Key Move in and Local Conveniences, 10 blocks away from route 90 Access! Don't Miss this Great Value!

13 40th St Unit #4, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$3,400,000
7 Beds 7 Baths
Welcome to this one of a kind house design built by John Heagy, a masterpiece, in highly sought-after Long Beach Estates — a true coastal craftsman estate that defines luxury and timeless design. Boasting 7 bedrooms and 7 baths, this home offers over 2.47 acres of beautifully landscaped grounds with expansive waterfront views. Two first-floor primary suites provide convenience and comfort, while a chef’s gourmet kitchen with a butler’s pantry makes entertaining effortless. Enjoy movie nights in your six-person theater room, or step out from any main-level room onto multiple covered flagstone patios—the perfect spots to take in the tranquil scenery. The second floor features five additional bedrooms, each with its own bath, and a covered porch with a stunning mahogany ceiling. This home was built to last, built for entertaining, and built to impress. Bring all your toys — there’s room for everything with an attached 3-car garage and a breezeway leading to a matching 35x60 toy garage with one 10ft garage door and another 14ft door, perfect for your boat, RV, or car collection. The property is less a golf cart ride away from a luxury yacht basin, plenty of entertainment, and social gatherings, private beach and pool, with other yacht owners...the perfect spot to keep your own yacht!! This is not just a home — it’s a lifestyle, a statement, and a legendary purchase.

1206 Chesapeake Ave, Middle River

Listing courtesy of RE/MAX Advantage Realty. Contact:

$999,000
4 Beds 4 Baths
Boat Slip included with Purchase for Limited Time !! Absolutely Stunning Villa MOVE IN READY in Ocean City! This MOVE IN READY Villa showcases an open concept perfect for entertaining! LVT through the main living areas set the tone for the tastefully designed space. Let's get cooking! Stainless Steel Appliances, White Kitchen Cabinetry with Soft Close, Quartz Countertops, Recessed Lighting, and an Electric Stove make cooking and cleanup a breeze! With so many amazing places to enjoy your meal, Morning Breakfast/ Brunch in the Dining Area or Kitchen Island, Relax with Morning Coffee on the Deck overlooking the Beautiful Bay Views. Time to unwind and Snuggle up for a movie by the Fireplace after a long day soaking in the sun. Primary Suite Boasting Walk in Closet, En - Suite with Soaking Tub, double vanity and access your private Deck. This sprawling Villa Showcases 3 Other Bedrooms and 3 Full Baths. Not that you should ever need to leave this amazing Space but if Sunshine is what you are looking for... Take in All Ocean City has to Offer with just a short Walk to all the Major Attractions. Headed back from the beach and don't want to bring the sand inside? Rinse off in the Outdoor Shower. Covered Parking to keep your car cooler on those hot summer days! Take Advantage of dock access to our Private Boat Slips with Electric & Water available with purchase for a limited time! Welcome Home to Son Ray Villas! ** Furnished Unit Options Available. Interior Photos Virtually Staged.

1505 Saint Louis Ave Unit #301, Ocean City

Listing courtesy of The Pinnacle Real Estate Co.. Contact:

$1,745,000
4 Beds 4 Baths
The San Domingo offers nearly 3,500 sq. ft. of thoughtfully designed living space, blending timeless architecture with the waterfront lifestyle of Maryland’s Eastern Shore. Set on a .869-acre lot with 78 feet of direct Corsica River frontage, this 4-bedroom, 3.5-bathroom home pairs elegant design with the natural beauty of its surroundings. The main level is designed for connection and comfort, featuring a gourmet kitchen, spacious dining area, and multiple gathering rooms that open seamlessly to the outdoors. Large windows frame sweeping river views, filling the home with natural light. A detached garage preserves the home’s curb appeal and sightlines, creating a private courtyard feel while adding functional storage and parking. Upstairs, four spacious bedrooms and three full bathrooms provide a private retreat for family and guests. The luxurious primary suite offers serene water views, a spa-inspired bath, and generous closet space, while the additional bedrooms deliver flexibility for family, guests, or home office needs. Outdoor living is central to the San Domingo’s design. Expansive decks and porches extend the living space to the waterfront, creating the perfect setting for morning coffee, sunset entertaining, or simply enjoying the quiet beauty of the Corsica River. With direct access to the water for boating, crabbing, and fishing, your backyard becomes a private gateway to the Chesapeake Bay lifestyle. With its approved perc test and build-ready status, this rare package allows you to secure a prime waterfront lot and bring to life a home crafted for modern coastal living. Here, every detail is designed to balance elegance, functionality, and the unparalleled setting of the Corsica River.

N Hibernia Rd, Centreville

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$564,900
5 Beds 4 Baths
Newly priced at 12167 Snug Harbour Rd, Berlin, MD – Tucked within the sought-after community of The Landings at Bayside, this beautifully maintained home offers spacious living, resort-style amenities, and unbeatable access to everything the Eastern Shore has to offer. A welcoming front porch with a cozy sitting area sets the tone, while the rear yard features a private patio—perfect for grilling and outdoor entertaining. Inside, the first floor boasts a formal living room and dining room, an open-concept kitchen with breakfast area, a family room with fireplace, and a convenient guest half bath. The second level includes a luxurious primary suite with soaking tub, double vanity, separate shower, plus three additional bedrooms—and a full hall bath. The third floor provides a large bonus space ideal for a fifth bedroom, playroom, game room, or guest suite, complete with a full bathroom. Enjoy the convenience of a detached garage and direct access to a community pathway that leads just a short distance to the pool and clubhouse. With low taxes, affordable HOA fees, and short-term rentals allowed, this home is perfect as a primary residence, vacation getaway, or investment property. The Landings at Bayside offers an exceptional lifestyle with indoor and outdoor heated pools, fitness center, game room, tennis and basketball courts, crabbing pier, stocked fishing pond, kayak launch, nature trails, tot playground, and two community docks with breathtaking bay views. Lawn care and trash service are included, making life here as easy as it is enjoyable.

12167 Snug Harbor Rd, Berlin

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

$475,000
2 Beds 2 Baths
Welcome to this beautifully maintained 2-bedroom, 2-bath condo perfectly positioned bayside in Ocean City, overlooking the iconic Northside Park. This 58-acre recreational complex features playgrounds, outdoor fitness areas, grills, sports fields, a 1-mile paved walking path, water access with a lagoon pier, and a fishing & crabbing pier that stretches nearly 1,000 feet into the Assawoman Bay. Kayak and paddleboard rentals make waterfront adventures just steps from your door! Inside, the fully furnished condo offers an open-concept floorplan with a cozy electric fireplace and a private balcony with sweeping park views. The building includes a private inground pool for residents and each unit comes with its own dedicated storage unit—perfect for beach gear. The location is unbeatable—just a few minutes’ walk to the beach, Grotto’s Pizza, Starbucks, mini golf, and Dumser’s Dairyland. Whether you’re looking for a vacation retreat, investment property, or year-round home, this unit checks all the boxes. With a strong rental history through spring and summer, it’s an excellent opportunity to enjoy Ocean City while generating income. Don’t miss your chance to own a slice of bayside paradise!

104 125th St Unit #202, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$599,900
3 Beds 4 Baths
Nestled in Bradley Cove on the bayside of 94th Street, this three-bedroom, 3.5-bath townhouse blends coastal charm with modern conveniences. Enjoy private dock access, a double floating jet-ski dock, and stunning canal and marina views truly a boater’s paradise. This three-story home offers open living spaces, including an eat-in kitchen with new countertops, a deck off the living area, and two waterfront bedrooms—each with its own en-suite bathroom. The loft bedroom suite adds flexibility for guests or additional living space. Recent updates include new windows, fresh paint, new slider doors, and other thoughtful upgrades throughout. Two assigned parking spots and low condo fees make this property perfect for full-time waterfront living or the ideal vacation retreat.

712 Bradley Rd Unit #E, Ocean City

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