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$1,099,999
4 Beds 4 Baths
Comfort, privacy, and waterfront living come together in this fully renovated three-level contemporary home, ideally positioned along one of the quietest canals in Ocean Pines with direct access to the bay and beaches of Ocean City. Offering 4 bedrooms, 3.5 baths, and approximately 3,250 square feet, this exceptional residence has been thoughtfully updated to provide the perfect blend of coastal comfort, functionality, and entertaining space. Designed with an open-concept layout, the home features soaring vaulted ceilings, skylights, and expansive windows that fill the interior with natural light while showcasing tranquil water views from all three levels. Multiple gathering areas throughout the home allow family and guests to comfortably spread out, including a spacious great room, waterfront den, and bar area adjacent to the kitchen. The middle level also offers a private guest suite with en suite bath for those wishing to avoid stairs, an additional powder room, laundry room, and direct access to the oversized multi-car garage with front and rear access points. Upstairs, the primary suite serves as a true private retreat, spanning approximately 768 square feet and featuring its own three-season porch overlooking the water. This luxurious space includes a large walk-in closet, natural gas fireplace, and beautifully renovated spa-style bath complete with extensive cabinetry, dual-person Jacuzzi soaking tub, and walk-in wall-jet shower. Two additional bedrooms, two porches, and another full bath complete the upper level. The ground level offers even more flexibility with two freshly renovated waterfront rooms ideal for entertaining, relaxing after a day on the water, or hosting the perfect crab feast. Walls of windows and sliding glass doors provide panoramic canal views and direct access to one of the largest waterfront backyards in Ocean Pines. The oversized .35-acre lot includes a full-length fenced yard, expansive private bulkhead, maintenance-free dock with fish cleaning station, hardscape walkways, and ample room for kayaking, crabbing, pets, and outdoor gatherings. Extensive 2026 renovations include a full interior repaint, all new luxury vinyl plank flooring, carpet, and ceramic tile throughout, remodeled kitchen and baths, a fully renovated third level with dedicated mini-split HVAC system, updated plumbing and lighting fixtures, new vanities with quartz and marble countertops, updated toilets, ceiling fans, and more. Additional highlights include three-zone heating and cooling, instant hot water system, air purification system, dehumidification system, fire and alarm monitoring with cameras, oversized garage with 9-foot door for possible boat storage, and parking accommodations for up to 6+ vehicles. The home also offers a full concrete crawlspace with convenient interior access to mechanical systems including the furnace, plumbing, dehumidifier, air purification equipment, and AirBoss controls. Pride of ownership is evident throughout, with the roof and multi-zone HVAC systems regularly cleaned and professionally serviced. Move-in ready and meticulously maintained, this rare waterfront offering combines peaceful coastal living with convenient access to the bay, ocean, dining, marinas, and entertainment of the greater Ocean City area.

19 Duck Cove, Ocean Pines

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

$290,000
4 Beds 2 Baths
Step into the charm of historic Snow Hill with this beautifully maintained home located at 208 S. Washington St. Offering 4 bedrooms and 2 full baths, this classic residence blends timeless character with everyday comfort in one of the Eastern Shore’s most picturesque small towns. Inside, you’ll find gorgeous hardwood floors, spacious living areas, and a flexible floor plan featuring 1 bedroom and 1 full bath on the main level, plus 3 additional bedrooms and another full bath upstairs. A detached 2-car garage provides plenty of storage and parking, while the large backyard offers space to relax, garden, or entertain. Major updates include a roof approximately 7 years young and the hvac is only 4 years old for added peace of mind. Conveniently located just moments from downtown Snow Hill, you’ll enjoy easy access to local coffee shops, bakeries, restaurants, and boutiques, along with nearby fishing, crabbing, parks, and scenic biking trails. Experience the perfect blend of historic charm and small-town Eastern Shore living at 208 S. Washington St. back on the market due to Buyers not qualified for purchase after pre approval process,.

208 S S Washington St, Snow Hill

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$429,000
3 Beds 2 Baths
Turnkey Retreat in Ocean Pines’ Sought-After North Side, Offered Furnished Tucked away on a quiet cul-de-sac in one of Ocean Pines’ most desirable north-side neighborhoods, this charming 3-bedroom, 2-bath coastal home is move-in ready and offered fully furnished. The main living area features cathedral ceilings and an open loft, creating an airy, spacious feel perfect for relaxing or entertaining. The loft is ideal as a home office, rec room, or easily converted into a 4th bedroom. The kitchen shines with granite countertops and newer stainless appliances, all set on low-maintenance laminate flooring throughout. Unwind by the cozy pellet stove on cool evenings, relax on the screened back porch, or enjoy the fully fenced backyard. Private, peaceful, and perfect for pets, kids, or entertaining. A large storage shed, outside shower, and generous driveway round out the exterior, with ample lot space for a boat, garage, or future addition. Upgrades include: new roof (2017), encapsulated crawl space (2020), new kitchen appliances (2020), and a new split-system ductless HVAC with electric baseboard backup (2020). Walk to the Swim & Racquet Club, Little Beach, the Farmers Market, and the Community Center. Launch a kayak to the St. Martin River or Assawoman Bay in minutes. Ocean City’s beaches are just a short drive away. As an Ocean Pines homeowner, you’ll enjoy resort-style amenities: golf, yacht club dining, indoor and outdoor pools, boat ramps, tennis, walking and biking trails, dog park, baseball, basketball, and exclusive Ocean City beach parking and beachfront pool access.​​​​​​​​​​​​​​​​

53 Grand Port Road, Berlin

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

$785,000
4 Beds 3 Baths
BIGGER, BETTER… BUT you better hurry if you want to pick your own colors! Photos are actually pictures of 83 King Richard the beautiful HUNTER I model that just sold in 06/26!!“ The Hunter I” model is the little brother of The Hunter II currently being built at 7 Jockey Court with a larger footprint and on a larger lot (see house plans). Crafted by Ultimate Homes, LLC, this masterfully designed 4-bedroom, 2.5-bath with den/office all in this sprawling rancher located in the prestigious new section of Triple Crown Estates in Ocean Pines. Blending timeless craftsmanship with refined modern finishes, this residence offers an elevated lifestyle just moments from the coast. Inspired Design. Exceptional Comfort, From the moment you arrive, the home’s commanding presence and architectural detail set the tone for what lies within. Built with 2x6 construction and topped with 40-year architectural shingles, the quality is evident at every turn. Inside, an expansive open-concept layout creates seamless flow between the living, dining, and kitchen spaces — ideal for both intimate gatherings and grand entertaining. Elegant Luxury Vinyl Plank flooring throughout the main living areas and a striking Electric Linear Fireplace as a contemporary focal point. Designer kitchen featuring Quartz countertops and premium finishes Spacious primary suite designed for rest and rejuvenation Thoughtfully appointed secondary bedrooms for family or guests Every detail reflects a commitment to craftsmanship and livability. Coastal Proximity. Private Serenity, Perfectly situated just five miles from the vibrant shoreline of Ocean City and the natural beauty of Assateague Island, this home offers effortless access to beaches, boating, dining, and outdoor adventure — while preserving the tranquility of a refined residential setting. Fall 2026 Delivery. This is more than a home — it is a statement of lifestyle, comfort, and coastal sophistication. Experience “The Hunter II” on a bigger lot and more soft than the "The Hunter". Where craftsmanship meets coastal elegance. Buy with confidence and peace of mind as the sellers are offering a 2/10 year extended home warranty through Quality Builders Warranty! Call now to pick your colors and finishes in The Hunter II ..some photos have been virtually staged

7 Jockey Ct, Berlin

Listing courtesy of Sheppard Realty Inc. Contact: 4437830299

$530,000
3 Beds 2 Baths
NEW PRICE 11 Burr Drive, is a meticulously cared-for home sold beautifully furnished and thoughtfully updated for effortless living. From the moment you arrive, the home’s inviting curb appeal captures your attention with beautifully landscaped grounds, a charming brick paver walkway, and brick steps leading to the welcoming entrance. Mature landscaping, an herb garden, and a spacious backyard create a peaceful outdoor setting to enjoy year-round. Pride of ownership is evident throughout, with many capital improvements including a brand-new roof, (2026) a new driveway in 2025, interior whole house painted (2026) , leaf-filter gutter protection, Ring doorbells at both front and rear entrances, a newer electric water heater, new LED garage lighting, and a backyard shed with a new roof for additional storage. Preventive maintenance inspections are performed twice annually by B&G, providing peace of mind. Inside, this warm and welcoming home has been thoughtfully refreshed with freshly painted interior walls, ceilings, and trim in soft neutral tones, along with newly painted exterior doors and shutters for added curb appeal. The spacious living room is bathed in natural light and showcases soaring vaulted ceilings, two skylights with retractable shades, and a cozy gas fireplace, creating an inviting setting for both everyday living and entertaining. Designed with both comfort and entertaining in mind, the dining area flows seamlessly into the spacious kitchen, which features gas cooking, beautiful trim-topped cabinetry, a double sink, pantry, bay window bump-out, and ample space for casual dining. Just beyond, the stunning three-season room offers a high vaulted ceiling, ceiling fan, and an easy-breezy stacked window system, allowing you to enjoy the surrounding mature trees and landscaping in every season with convenient access to the outdoor deck. The thoughtfully designed floor plan offers privacy for both owners and guests. The primary suite is privately tucked behind the living area and features an en suite bath complete with dual sink vanity, soaking tub, stall shower, walk-in closet, and private water closet. Two additional bedrooms are located at the front of the home and can be separated from the main living space with a pocket door, creating an ideal guest retreat serviced by a full hall bath. Located within the highly desirable Ocean Pines resort community, residents enjoy an exceptional lifestyle with amenities that include a championship golf course, scenic nature trails, five pools with aquatics programs, marinas, yacht and beach clubs, a premier racquet sports complex, year-round community activities, farmers and artisans markets, a beachfront restaurant in Ocean City, and so much more. This lovingly maintained home offers the perfect combination of comfort, convenience, and resort-style living.

11 Burr Hill Dr, Berlin

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

$264,000
2 Beds 1 Baths
Beautifully maintained 2BR/1BA top-floor condo located just minutes from the beach and boardwalk! This move-in-ready unit features a bright and spacious open floor plan that is perfect for entertaining. Being on the top floor provides added privacy and peace with no neighbors overhead. The inviting family room flows seamlessly into the large dining area and well-equipped kitchen, creating the perfect space for gathering with family and friends. The kitchen offers plenty of functionality for preparing meals at home after a relaxing day at the beach. Both bedrooms are generously sized, and the full bathroom is conveniently located nearby. The condo also includes an in-unit washer and dryer for added convenience. Recent updates include a mini-split heating and air conditioning system, new flooring throughout, a water heater replaced in May 2024, a garbage disposal replaced in 2023, and a washer and dryer replaced in 2023. Currently operating as a successful Airbnb with impressive rental income potential, this property is being sold fully furnished and turnkey ready. Conveniently located close to restaurants, shopping, Jolly Roger, the beach, and the boardwalk, the community also features a large outdoor pool for owners and guests to enjoy. Don’t miss this fantastic opportunity to own a beach-area getaway or investment property—schedule your showing today before it’s gone! 2023 Gross income $25,273, 2024 Gross income - $19,343 , 2025 Gross income -  $24,490.

424 Lark Ln Unit #E303, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$417,900
3 Beds 2 Baths
Welcome home to this beautifully maintained 3-bedroom, 2-bath home in the premier bayside community of Ocean Pines. Designed with an open floor plan, this home features an updated kitchen, newer roof and skylights, encapsulated crawlspace and a bright sunroom that opens to a private rear deck overlooking the peaceful backyard. The spacious primary suite is your own private retreat, offering a large wall of closets, private in suite bath, and French doors leading to the rear deck—perfect for enjoying your morning coffee. Two additional guest bedrooms and a full hall bath provide plenty of space for family and visitors. The open living and dining areas flow seamlessly into the updated kitchen, creating an ideal setting for everyday living and entertaining. The rear sunroom is filled with natural light and offers the perfect place to relax while taking in the beauty of the private backyard. A one-car garage provides ample storage for your beach gear, bikes, and outdoor toys. Ocean Pines offers an exceptional lifestyle with multiple outdoor pools, an indoor pool, boat launches, a marina with available boat slips, tennis and pickleball courts, a clubhouse, and a championship golf course. Located just minutes from the beaches of Ocean City, homeowners also have the opportunity to join the exclusive oceanfront Beach Club. Enjoy nearby fine dining, shopping, marinas, and breathtaking sunrises and sunsets, making this coastal retreat the perfect place to call home.

26 Burr Hill Dr, Ocean Pines

Listing courtesy of RE/MAX Eagle Realty. Contact: 3026591320

$317,500
1 Beds 1 Baths
Enjoy coastal living in this beautifully updated ocean block condo located in the heart of mid-town Ocean City! Just steps from the beach, this inviting getaway offers an ocean view from the private balcony and the convenience of 1 assigned parking space. Inside, the unit has been thoughtfully updated and well maintained by the original owners, making it move-in ready for personal enjoyment. The kitchen was completely remodeled in 2026 and features granite countertops, a breakfast bar, new stainless steel appliances, and stylish soft-close cabinetry. Also in 2026, new LVP flooring was installed throughout and the interior was freshly painted, giving the condo a bright and modern feel. Additional major updates include the A/C unit and Heat replaced in 2017, the building roof replaced in 2017, and the water heater replaced in 2022. Located on 69th Street, this condo places you close to many of Ocean City’s favorite restaurants, shopping, nightlife, and entertainment options. The convenient mid-town location also allows for easy access in and out of Ocean City via Route 90 at 62nd Street, while the world-famous Ocean City Boardwalk is only a few miles away. Whether you are looking for a beach retreat or year-round escape, this property is a must-see!

13 69th St Unit #205, Ocean City

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

$577,950
3 Beds 3 Baths
Welcome to Laguna Vista #205—an expansive waterfront beach retreat offering over 1,900 square feet of thoughtfully designed coastal living. From the moment you step into the oversized foyer, you’ll immediately feel the comfort and warmth that makes this residence feel like home. The exceptionally designed kitchen is every chef’s dream, featuring a functional center island with an inlaid stainless steel sink, pull-up bar seating, abundant workspace, and seamless flow for entertaining family and friends. Just beyond, the spacious dining area opens into a beautifully appointed living/dining room accented by a picturesque seascape mural and drenched in natural southern sunlight pouring through oversized sliders. Step outside onto the expansive waterfront deck and enjoy morning coffee with the sunrise or unwind with an evening glass of wine while overlooking the water. During the cooler shoulder seasons, cozy up beside the gas fireplace, kick your feet up, and relax in true beach-home comfort. The primary suite offers a private retreat complete with a walk-in closet, double vanity, walk-in shower, and luxurious jetted soaking tub. Conveniently located just off the kitchen area is a side-by-side washer and dryer along with an additional half bath for guests. The second bedroom is perfectly designed for extended family stays or weekend visitors and includes its own en-suite bath with a fully tiled walk-in shower. The third bedroom functions beautifully as a private lockout suite featuring ceramic tile flooring, granite countertops, and a tub/shower combination—ideal for guests seeking additional privacy. One exceptional feature rarely found is the oversized storage closet, providing ample room for all your beach toys, fishing gear, bicycles, and coastal lifestyle essentials. Laguna Vista also offers an exceptional indoor pool area surrounded by sliding glass doors, comfortable chase lounges, high-top seating areas, and inviting social spaces perfect for year-round enjoyment. Beautifully maintained landscaping, a scenic waterfront boardwalk, and close proximity to Ocean City’s renowned fishing action and the world-famous Ocean City Boardwalk make this an incredible opportunity to invest in the beach lifestyle.

301 14th St Unit #205, Ocean City

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

$125,000
Explore the possibilities with this 36.24-acre wooded tract located in Pocomoke, Maryland. Offering a private setting with a mix of mature trees and natural habitat, this property is well suited for recreational use, hunting, or simply enjoying the outdoors on Maryland’s Eastern Shore. The wooded acreage provides good cover for local wildlife, including deer and turkey which the current owner has had great success hunting. Conveniently located near Pocomoke City, this property combines seclusion with accessibility. Whether you're looking for a weekend getaway, a recreational parcel, or a long-term land investment, this tract offers plenty of potential. Property Highlights: • 36.24 wooded acres • Recreational and hunting potential • Deer and turkey habitat • Private rural setting • Room for trails, blinds, or food plots • Convenient Eastern Shore location If you’ve been looking for a reasonably sized wooded parcel in Worcester County with privacy and outdoor potential, this property is worth a look. Property is conserved through a MD DNR CREP Easement.

Johnson Neck Rd, Pocomoke City

Listing courtesy of The Land Group. Contact: (410) 934-3478

$199,000
Discover the perfect blend of privacy and convenience with this beautiful 3-acre buildable lot located in a quiet, peaceful setting just 5 minutes from downtown Berlin. Whether you're looking to build your dream home, or a private getaway, this spacious parcel offers endless potential. Enjoy the serenity of country living while staying close to everything Berlin has to offer — charming shops, local restaurants, schools, and community events. With easy access to nearby beaches, golf courses, and outdoor recreation, this property provides the ideal balance of rural tranquility and coastal convenience. Highlights include: 3 acres of buildable land Quiet and private location Only 5 minutes to downtown Berlin Short drive to beaches and coastal attractions Plenty of room for a custom home, garage, workshop, or outdoor living space Great opportunity for primary residence, vacation home, or investment If you’ve been searching for space, privacy, and location, this property is a rare opportunity in one of the Eastern Shore’s most desirable areas. If buyers of the property plan to build a dwelling on the land, it must be a single family home that is 1500 sq ft or more. No trailers, mobile homes, etc. (per deed)

Downs, Newark

Listing courtesy of The Land Group. Contact: (410) 934-3478

$680,000
4 Beds 3 Baths
Move right in to this beautifully renovated 4-bedroom, 2.5-bath home offering over 2,600 square feet of comfortable living space on a spacious corner lot. Recent upgrades include a brand-new roof, new HVAC systems, luxury vinyl plank flooring, updated lighting, fresh paint, and stylish new bathroom vanities throughout. The kitchen features gorgeous quartz countertops, stainless steel appliances, and a sunny breakfast area that flows seamlessly into the large, light-filled sunroom, creating the perfect space for everyday living and entertaining. The spacious great room showcases vaulted ceilings and plenty of natural light. The first-floor primary suite offers convenience and privacy, with a large bath featuring tile flooring, a jetted tub, and a separate shower. One of the home’s standout features is the oversized laundry room/butler’s pantry — a versatile space with endless possibilities for storage, prep space, hobbies, or entertaining. Enjoy outdoor living on the generous screened porch, ideal for crab feasts, outdoor dining, or relaxing evenings. Upstairs, you’ll find three additional bedrooms, a full bath, a loft area, and walk-in attic storage. Additional highlights include an oversized 2-car garage and a welcoming covered front porch. This move-in-ready home truly has it all!

1465 Ocean Pkwy, Berlin

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

$850,000
4 Beds 3 Baths
***** Furnished Models Open Daily 11-2***** MOVE IN READY! Welcome to Bayside 75, Ocean City’s newest luxury townhome community in the heart of Midtown. This spacious 4-bedroom, 3-bath residence offers approximately 2,600 square feet of thoughtfully designed living space, complete with a rare 3-car carport and multiple private balconies. Designed for both personal enjoyment and strong investment potential, this beautifully appointed home features luxury vinyl plank flooring, quartz countertops, premium cabinetry, and an open-concept main living area ideal for entertaining. The gourmet kitchen flows seamlessly into the dining and living spaces, while the flexible floor plan includes a first-level bedroom and full bath—perfect for guests and maximizing rental appeal. Upstairs, the spacious primary suite offers a spa-inspired bath with a tiled shower and dual vanities, while additional bedrooms provide ample space for family, guests, or vacation renters. Located just steps from the beach, restaurants, shopping, and public bay access, Bayside 75 offers the lifestyle today’s buyers want with the flexibility investors seek. With short-term rental-friendly potential, low condo fees, and no special assessments, this is a rare opportunity to own a brand-new Ocean City property with excellent income-producing potential in one of the resort’s most desirable Midtown locations. Need a Castle? Call a Knight!

106 75th Street Unit #2, Ocean City

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

$520,000
3 Beds 2 Baths
Welcome to recently renovated luxurious bayfront condo in the prestigious community of Points Reach in Ocean Pines! This stunning 3-bedroom, 2-bath one-level condominium offers breathtaking unobstructed bay views the moment you enter with an abundance of natural light! The custom finishes throughout, this exceptional home is designed to impress. Beautiful enhancements include stunning new LVP flooring in hall, kitchen. dining room, great room, laundry room, new carpeting in bedrooms and soaring 10-foot ceilings accented with crown molding throughout the home. The expansive gourmet kitchen is perfect for entertaining family and friends, featuring beautiful cabinetry, granite countertops, stainless applicances all overlooking the elegant formal dining room and sun-filled great room complete with a cozy corner gas fireplace for those cool coastal evenings. Retreat to the impressive primary suite offering a private waterfront balcony, oversized walk-in closets, and a luxurious spa-style bath with jetted tub and double vanities. Guests will enjoy spacious second and third bedrooms after a relaxing day at the beach. End your evenings with spectacular sunsets while enjoying your favorite beverage from the expansive covered balcony! Additional upgrades include a newer installed geo-thermal heating and air system for outstanding energy efficiency, and convenient owner storage/bike storage facilities. Condo fees include flood insurance, bi-annual geothermal system inspections, annual gas grill service, water, trash, landscaping, storage, and parking lot maintenance.This second-level condo with elevator access is located within the friendly and active community of Points Reach/Ocean Pines and offers the perfect blend of luxury, comfort, and coastal lifestyle. Rarely available and impeccably maintained, this exceptional bayfront residence will not last long. Schedule your private showing today!

2208 Points Reach Unit #2208, Ocean Pines

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

$1,560,000
4 Beds 4 Baths
One of a kind custom designed home! Walk up the grand stone steps and enter thru double doors to a tile foyer with a walk-in coat closet, half bath, and laundry across from the downstairs ensuite that includes two walk-in closets, and a jacuzzi tub plus shower in it's bath. Step down to the hardwood floors of the dining room, great room- with a floor-to-ceiling stone gas fireplace - and a gourmet kitchen including eating area. Upstairs is another ensuite with double lighted closets, corner jacuzzi tub and shower, and two balconies - one indoor, one out. Also upstairs are two more bedrooms (one with a bonus room), off a hallway with another overlook and three walls of bookcases. There are five sliding glass doors leading to a wrap around deck overlooking a lovely landscaped backyard that includes a large pond with waterfall, and a dock with boat lift on a wide canal. Additionally, this home has a circular driveway, a two car garage with overhead storage, Andersen windows and doors throughout, huge floored attic, five pocket doors, three newish HVAC systems, a central vac system, a direct propane grill hook up, an outdoor shower, and a climatized encapsulated crawl space. All blinds convey. Ocean Pines community has 5 swimming pools, golf course, Yacht Club with restaurant, golf course with club house, and its own fire station and police force.

23 Harlan Trce, Ocean Pines

Listing courtesy of NBI Realty, LLC. Contact: 7032440081

$709,900
3 Beds 2 Baths
MOTIVATED SELLERS! Direct Ocean Front on the Perfect 11th Floor Location. 3 bedroom 2 baths over 1500 sq ft . Fully furnished & a Wonderful Open Living Space with Direct oceanfront Living and Dining room with incredible views throughout! Split Bedroom Floor plan offers privacy to 2nd and 3rd Bedrooms on other side of condo offering sunny Southern Exposure. Side by Side washer Dryer and Large Pantry plus loads of closet space for all your Beach Toys. The Quay is a Premiere Oceanfront Building offering a HEATED Outdoor Pool, Year Round Indoor Pool, Tennis Courts and Basketball Hoop, Huge Kids Play Room, Cafe/Shop, Library, On-site Management with excellent Maintenance Staff and 24/7 Security. The building also offers covered parking . You don't want to miss this wonderful opportunity whether it's a beach home or investment property! Floor credit offered with accepted offer!

10700 Coastal Hwy Unit #1108, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$185,500
2 Beds 1 Baths
Inside, you’ll find a functional layout with comfortable living spaces, plenty of natural light, and tons of potential to make it your own. Whether you’re looking for a move-in ready home or a property you can personalize over time, this one checks all the boxes. Conveniently located only 5 minutes to Walmart, McDonalds, Starbucks and quite a few other shops and restaurants. Enjoy small-town living with easy access to Ocean City, which is only thirty minutes away and Chincoteague is just under an hour away. Affordable, practical, and full of possibility — don’t miss your chance to see all this home has to offer! This home also features major improvements done over the last three years: New roof, Gutters, New Heating and AC unit, New Hot Water Heater, and New Appliances.

1400 Linden Dr, Pocomoke City

Listing courtesy of Coldwell Banker Realty. Contact: 4105246111

$425,000
2 Beds 2 Baths
Fully renovated and move-in ready, this beautifully updated 2nd-floor condo in the sought after Lucayan building offers the perfect blend of comfort, style, and coastal convenience. Every detail has been refreshed, featuring a brand-new kitchen with stainless steel appliances, updated finishes throughout, and a bright, modern interior designed for easy beach living. The generously sized bedrooms provide plenty of space to relax, while the spacious south-facing deck off the living room extends to both bedrooms, creating the perfect spot to enjoy the bayside breeze. The Lucayan is a well-maintained building with an outdoor pool and a peaceful bayside setting in a quiet area of Ocean City. Ideally located close to restaurants, shopping, entertainment and, of course, the beach this property offers easy access to everything Ocean City has to offer while still providing a serene coastal retreat.

120 71st St Unit #3, Ocean City

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

$1,255,000
3 Beds 4 Baths
PEACEFUL COUNTRY LIVING WITH SCENIC COASTAL CHARM! HOME OFFERS THE BEST OF BOTH WORLDS! FEEL LIKE YOUR TUCKED AWAY IN THE COUNTRYSIDE, SURROUNDED BY NATURE, AS WELL AS A WATERMANS DREAM LOCATION! CUSTOM WATERFRONT MASTER PIECE ON HERRING CREEK! ONLY MINUTES TO THE COASTAL BEACHES, RESTAURANTS & SHOPPING! Built in 2022 by Mark Iacona & Fivestar Builders. Welcome to this extraordinary custom-built home, perfectly situated on OVER 111 FEET OF WATERFRONT along the tranquil shores of Herring Creek. This 3-bedroom, 4-bath home with a flexible studio space (ideal as a 4th bedroom or home office) blends thoughtful design, craftsmanship, and sweeping WATER VIEWS IN EVERY ROOM into a one-of-a-kind COASTAL RETREAT. This all-electric home features a NEW PRIVATE WELL with an owned water conditioning system and custom shades throughout, offering comfort, efficiency, and elevated style. At the heart of the home, the chef’s kitchen is a culinary dream—featuring premium finishes, two walk-in pantries, and plenty of space to cook, host, and gather. The main level includes a welcoming foyer, spacious master suite with oversized tiled walk in shower, his-and-her sinks, private water closet, and gorgeous creek views. An open-concept living room with a wood-burning fireplace with heatalator. flows into a bright sunroom surrounded by windows that frame the serene landscape. Upstairs, two additional bedrooms, two full bathrooms, and a generous studio offer versatile space for guests or hobbies—all with abundant storage and more stunning water views. Step outside to a beautifully designed outdoor deck that’s perfect for entertaining or relaxing. Three electric awnings provide shade from the midday sun, creating a cool and comfortable space to enjoy your waterfront surroundings. The property boasts OVER 111 feet of newly bulkheaded water frontage, ideal for launching kayaks, canoes, personal watercraft (PWC), a skiff, or a pontoon boat. Whether you're boating, fishing, crabbing, or simply soaking in the views, this home delivers the ultimate waterfront lifestyle. Located on a quiet and scenic stretch of Herring Creek, this custom residence offers privacy, and seamless indoor-outdoor living. Access the property by a freshly paved private road & driveway! Schedule your showing today and discover this exceptional coastal gem!

12203 Nanas Way Ln, Ocean City

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

$1,499,000
4 Beds 3 Baths
Welcome to Waterfront Living at Its Finest in Sought-After Caine Woods This stunning 4-bedroom, 3-bath waterfront masterpiece checks every box — and then some. Situated on a peaceful canal in North Ocean City's coveted Caine Woods community, this spacious, move-in ready home delivers the ultimate coastal lifestyle with direct water access, expansive outdoor living, and room for the whole crew. Step inside to a generous open floor plan anchored by a grand fireplace — perfect for those crisp coastal evenings. The large gourmet kitchen features an oversized eat-at island ideal for entertaining, flowing seamlessly into a separate dining room, living room, and sitting room. A full bath on the main level adds everyday convenience. Whether you're hosting a crowd or enjoying a quiet morning in, this home is designed for living well. Upstairs you'll find four spacious bedrooms, two full baths, and a dedicated laundry room. The primary suite is truly a retreat — a large walk-in closet, a luxurious en-suite bath, a private loft area with a second fireplace, and its own balcony access. The upper double-deck balcony is shared with the second bedroom, offering sweeping water views from two vantage points. Outside is where this home truly shines. The large covered lower deck with dual access points is purpose-built for entertaining — whether you're hosting a summer crab feast, firing up the grill, or savoring your morning coffee to the sound of the water. Out back, a 14-foot deck with bulkhead puts you right on the water — drop a line, pull a crab pot, or simply soak it all in. The oversized 2-car garage with additional driveway parking ensures there's always room for guests, boats, and gear. No condo fees, no compromises. All of this — just minutes from the beach and a short stroll to the legendary Harpoon Hanna's. Don't miss your chance to own one of the finest waterfront properties in North Ocean City.

14121 Caine Stable Rd, Ocean City

Listing courtesy of Realty Plus Associates. Contact: 4109144100

$365,000
2 Beds 2 Baths
Update - Open House has been canceled due to Rental Block!! This condo is a money maker - use it as a full time investment (weekly rentals are allowed) or use it in between the rented weeks or keep it all to yourself. There are weeks on the books for rentals this summer- You could walk in making money! This beautifully furnished condo is turn-key! This open-concept unit features 2 bedrooms and 2 full baths, comfortably accommodating 6 guests. In addition to the inviting indoor space, You also have a deck and courtyard, perfect for relaxation and enjoyment. Bonus: you can view the fireworks at Northside every Sunday from your deck—without the hassle of crowds! This condo also boasts several recent upgrades, including a new roof on the building and new Wolf decking. The interior features new flooring and fresh paint throughout. The hot water heater was replaced in 2025, and the heat pump/AC system is just 5 years old and comes with an active service contract. The dishwasher is only 2 years old, and the unit is equipped with a Nest thermostat and hardwired smoke detectors, as well as a Wi-Fi-enabled front door lock. Additionally, you will have access to locked storage in the private common area and an extra storage shed for all your beach toys and bicycles. Community amenities include a swimming pool and four boat slips available for short-term use. This idyllic community setting offers convenience and comfort, making it the perfect retreat for those seeking a tranquil escape or a vibrant summer getaway. Whether you are lounging by the pool, taking a leisurely stroll along the beach, or enjoying a sunset sail from one of the available boat slips, you'll find endless opportunities to create cherished memories. The local area is rich with dining, shopping, and entertainment options, ensuring that you have everything you need close at hand. Don’t miss your chance to own a slice of paradise—schedule a viewing today and see for yourself why this condo is the ideal choice for your summer sanctuary.

12301 Jamaica Ave Unit #210G01, Ocean City

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$699,900
5 Beds 4 Baths
Welcome to Glen Riddle — one of the Eastern Shore’s most sought-after gated golf communities. This exceptional single-family home offers breathtaking water views and the perfect blend of luxury, comfort, and coastal living. Start your mornings with stunning sunrises from the front deck and unwind each evening with spectacular sunsets from the back deck. Inside, the home is designed for both everyday living and entertaining. The epoxy-finished garage leads to an enormous, encapsulated storage and workshop area, offering incredible flexibility and organization space. Upstairs, a spacious secondary living area serves perfectly as a movie room, second family room, home office, or guest retreat. Residents of Glen Riddle enjoy resort-style amenities including a pool, fitness center, clubhouse, and two championship golf courses. Plus, the neighborhood is home to Ruth's Chris Steak House, adding upscale dining just moments from your doorstep. Conveniently located near beaches, marinas, shopping, and dining, this home offers the very best of coastal Maryland living.

10317 Quarter Deck Ln, Berlin

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

$394,900
2 Beds 2 Baths
This GEM is back on the market due to no fault of the sellers! Welcome to one of the most entertaining waterfront views at the beach! From your FULLY FURNISHED upgraded beach retreat in North Ocean City! You have a front row seat to the nonstop parade of boats, sunset skies and coastal energy that makes this the PERFECT LOCATION. Grab a drink, settle onto your deck and enjoy the same iconic views that locals and visitors flock to get at nearby Harpoon Hanna's. GORGEOUSLY RENOVATED END UNIT townhouse-style condo in the quiet community of Caine Woods, just minutes from everything Ocean City and Fenwick Island have to offer. The main level features an open-concept kitchen/living area and half bath, while upstairs offers 2 bedrooms, full bath, and updated laundry for comfortable separate sleeping quarters. Extensive upgrades include cherry hardwood flooring throughout, a stunning kitchen with upgraded quartz counters, custom cabinetry, stylish tiled backsplash, farmhouse sink, and island + peninsula. Additional features include tiled bathrooms with granite counters, Bose speakers, built-in shelving with desk space, plantation shutters, upgraded slider blinds, and solid-core doors. Plus enjoy private decks off both levels! Restaurants, movie theater, putt putt, Freeman Arts Pavilion, shopping, entertainment, and of course the BEACH are all incredibly close by. Condo association allows short & long term rentals. Covered carport under unit fits 2 cars and includes storage for all your beach toys, plus an additional assigned parking spot in the private lot. Tax record square footage incorrect — actual unit size is approximately 905 sq ft.

722 Anchor Chain Rd Unit #18B, Ocean City

Listing courtesy of Cummings & Co. Realtors. Contact: