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$945,000
5 Beds 2 Baths
Located minutes from St. Michaels this waterfront property is a boater's dream. Tilghman, is a small island big on history, nature and local lore. Situated just over the Knapps Narrows Bridge this home offers a main house with first floor primary suite. The first floor is open with custom details and just perfect for hosting friends and family. A custom spiral staircase leads to a second floor with 4 additional guest bedrooms and bath. This renovated home also has a separate 3 bay garage with a 2-bedroom 2-bath water view apartment with a nice open living and dining area and total square footage of 768. The main house has an attached 1 bedroom 1 bath in-law suite. Great space for your guests or potential for a vacation rental. A nice wide-open lawn leads you to the dock with 7 boat slips. Right on the Knapps Narrows. Tilghman is the perfect place to start making your Eastern Shore Memories. New pictures to come...

21552 Chicken Point Rd, Tilghman

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

$845,000
3 Beds 2 Baths
Renovated waterfront living with room for your fleet! Extensively renovated Cape Cod on Tilghman Island offering exceptional boating access and refined coastal living. This beautifully reimagined 3 BR, 2 BA home features 1,314 sq ft of thoughtfully designed space including two full kitchens with high-end finishes, providing outstanding flexibility for guests or extended living. Bright, upscale interiors blend modern comfort with classic Eastern Shore charm, complemented by a distinctive Standing Seam metal roof and owned solar energy system. Situated along protected waterfront with long water views and four boat slips, offering rare boating convenience and potential income opportunity. A turnkey coastal retreat ideal for full-time living weekend escape.

21560 Chicken Point Rd, Tilghman

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

$539,900
2 Beds 1 Baths
When you enter this direct oceanfront 2-bedroom condominium you will immediately be taken back by the ocean views from the oversized picture windows. After taking in the stunning views you will start to note all of the upgrades made that give this condo a coastal cottage feel. Starting with the shiplap accent wall and moving to the large electric fireplace with stone hearth the gathering area is spacious and cozy all at the same time. Your friends and family will enjoy meals prepared in the fully remodeled kitchen featuring granite countertops, shaker style white cabinets to the ceiling, a tile backsplash, and stainless-steel appliances. Luxury Vinyl Plank flooring is installed throughout keeping all flooring cohesive leading from one room to the next. The primary bedroom also has primarily East exposure allowing occupants a fantastic view of the sunrise over the Atlantic Ocean each day through large operational windows. Slide the windows open at night to fall asleep to the sound of the waves crashing on the sand. This end unit condo has windows and sliders with North, East and Southern exposures providing the owner the opportunity to take advantage of cross breezes when the weather is pleasant. The bathroom is also remodeled and includes a beautiful, tiled shower with accent listello, matching river rock floor, and painters glass doors. The bathroom vanity has quartz counters that match the kitchen. This condo also features a stackable washer dryer providing all the convenience of home while visiting the beach. The condo fee includes cable and internet. Finally, the windjammer complex has a large private beach area as well as a designated area for grilling.

4503 Atlantic Ave Unit #200, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$315,000
1 Beds 2 Baths
JUST REDUCED! ADORABLE & WELL MAINTAINED WATERFRONT W/EASY ACCESS TO THE OPEN BAY! RESERVE STUDY HAS BEEN COMPLETED! 1 Bedroom + Loft Condo with DEEDED BOAT SLIP AT YOUR BACK DOOR! WINDOW & SLIDERS HAVE BEEN REPLACED, FLOORING & AIR CONDITIONERS! ! Experience coastal living at its finest in this charming 1-bedroom, 1.5-bath waterfront condo with a spacious loft that can easily serve as a second bedroom. Featuring a bright, open living area with soaring cathedral ceilings, this home offers an airy and inviting atmosphere filled with natural light.The primary bedroom includes access to a private deck, perfect for enjoying warm summer breezes.Step outside and you’ll find direct water access right off your back deck — ideal for fishing, crabbing, paddle boarding, or simply relaxing by the water. A deeded boat slip is included, making boating effortless and enhancing the true coastal lifestyle experience.Prefer the ocean? The beach is just a short walk away, giving you the best of both bay and beach living.Additional highlights include laminate flooring throughout, a large storage closet off the back deck for fishing gear and beach accessories, and the convenience of being sold fully furnished (with only a few exclusions) — making this a true turn-key opportunity. Whether you’re looking for a waterfront getaway, full-time residence, or investment property, this condo delivers location, lifestyle, and value in one beautiful package.

616 Salt Spray Rd Unit #7, Ocean City

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

$799,000
3 Beds 2 Baths
Experience elevated coastal living at High Point North 7A 🌊 — a rare 3-bedroom, 2-bath end-unit where sweeping bay and ocean views meet an unbeatable North Ocean City location ☀️🏖️. This oceanfront residence is bathed in natural sunlight thanks to its premier end-unit positioning. From the moment you enter the foyer, the stunning brick accent wall sets the tone for refined coastal elegance ✨. The open floor plan feels airy and inviting, with expansive windows framing breathtaking water views 🌅 The beautifully upgraded kitchen features stylish two-tone cabinetry, a breakfast bar, and a conveniently located washer and dryer — all seamlessly flowing into the dining area and oversized living room, creating the perfect space for entertaining 🍽️🥂. A thoughtfully designed wet bar/coffee station ☕🍸 offers effortless hosting for morning sunrises or evening cocktails. The spacious primary suite provides a private retreat with its own ensuite bath 🛁, while two additional bedrooms offer comfortable guest accommodations. One guest room is especially captivating — with bay views at the foot of the bed and ocean views to the side 🌊🌅. The fully enclosed oceanfront sunroom invites year-round relaxation — open the windows and let the sea breeze drift in 🌬️🌴 Complete with a built-in sound system 🎶 and electric entry lock 🔐, this home blends modern convenience with coastal sophistication. Residents enjoy an outdoor pool 🏊‍♀️, oceanfront sundeck 🌞, outdoor showers 🚿, and direct beach access 🏖️ — delivering true oceanfront living. This is North Ocean City at its finest — panoramic views, premier amenities, and a front-row seat to the Atlantic 🌊✨ Public tax records reflect 1,284 SF; however, a 2020 appraisal measured the unit at approximately 1,498 SF due to the enclosed front balcony and footprint modifications. Square footage is not guaranteed. Buyers are advised to verify to their satisfaction.

11400 Coastal Hwy Unit #7A, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$294,900
3 Beds 2 Baths
Welcome to the Crab Capital of the World and This 3 bedroom 2 full bath unit that is ready for you to turn into YOUR dream home or vacation getaway! Enjoy evenings watching the sunset from the balcony or morning coffee on your screened in private balcony off the primary bedroom. Harbour Lights offer views of downtown, Annemessex River and the Tangier Sound. Enjoy fishing, crabbing and boating or relax at the private complex pool. Short drive to Janes Island State Park, Ocean City Maryland or Chincoteague Virginia. Hop on a tour boat for a day trip to Smith or Tangier Island then back home to soak in the deep tub in the master bathroom. Enjoy all the benefits of small town living in this waterman's community.

102 Williams St Unit #209, Crisfield

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4105463211

$9,500
3 Beds 2 Baths
Direct Ocean front Timeshare for 1 week (week 39) every year. If you are looking to be at the Beach during the Ocean's Calling or Country Calling Festival, here is the best opportunity. If you can't be here, rent it out and pay for your maintenance fees and make extra income. Beautiful views from the balcony, bring the pets. This is something you won't want to miss out on. It's 3 bedrooms, 2 full baths and full kitchen, dining room and living room. Washer and dryer in unit. Maintenance fees include cable and maintenace for outside and inside building. Elevator for building. Five floors and you will be on 2nd floor. Call today for your private viewing. Also week 40 available in same unit for additional $9,500.

Sandy Square CM 11901 Wight St Unit #202, Ocean City

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

$1,945,000
6 Beds 6 Baths
Check out the NEW aerial photos! An exceptional opportunity in The Homes at Perry Cabin -- a rare double residence offering approximately 4,000 square feet, six bedrooms, and six full baths in a premier Saint Michaels waterfront community. adjacent to the renowned Inn at Perry Cabin and overlooking Fogg Cove just off the Miles River. This turnkey home features expansive living areas and a chef-inspired gourmet kitchen designed for elevated entertaining and showcases premium appliances, including a 60-inch extra-large refrigerator/freezer, Wolf propane cooktop, and integrated refrigerated and freezer beverage drawers thoughtfully integrated into the cabinetry. The first-floor primary suite provides effortless main-level living with a private enclosed porch and spa-like bath retreat. This combined property conveys two deep-water boat slips (6' MLW) with water and electricity, each able to accommodate a 40-foot vessel. Community amenities include kayak launch; tennis courts lined for pickleball and a private beach. A fully owned solar energy system with integrated backup battery storage provides exceptional energy efficiency and resilience adding approximately $2,000/year offset to electricity bills as well as solar income. Just a short walk or boat ride to the shops and restaurants of historic Saint Michaels, and an easy drive to Easton, Annapolis, Washington, DC, and Philadelphia. Don't miss this rare offering in one of the Chesapeake Bay's premier boating destinations. Professional photography and media forthcoming.

228 Perry Cabin Dr Unit #228 / 226, Saint Michaels

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

$565,000
1 Beds 2 Baths
This stunning penthouse unit in the Oceana building offers an exceptional investment opportunity with breathtaking ocean and water views. Spanning 900 sq. ft. , this one-bedroom, two-bathroom residence features an inviting layout enhanced by skylights and elegant window treatments, creating a warm and airy atmosphere. The semi-modern kitchen is equipped with essential appliances, including a dishwasher, and electric oven, ensuring convenience for everyday living. Step outside to enjoy the wrap-around balcony and deck, perfect for soaking in the coastal breeze. The community amenities include a refreshing outdoor pool and easy access to the Atlantic Ocean, ideal for water enthusiasts and VACATION RENTAL$$$. The potential for rental income is endless!!! This property is a smart choice for investors seeking both comfort and returns on investment. The elevator access and outside shower add to the convenience, making this penthouse a true gem in a prime location. 1 parking space is assigned. Don't miss the chance to own a piece of paradise!

8203 Atlantic Ave Unit #PH8, Ocean City

Listing courtesy of RE/MAX Realty Services. Contact: (240) 403-0400

$464,990
3 Beds 2 Baths
** Waterfront Condo with Private Boat Slip in North Ocean City – Rare Canal-Front Opportunity ** Experience the best of coastal living in this beautifully maintained waterfront condo in North Ocean City, featuring 30 feet of canal frontage and a private boat slip that conveys with the sale. Located on the first floor for easy access and convenience, this spacious 3-bedroom, 2-bath residence offers the ideal blend of comfort, boating lifestyle, and investment potential. Lovingly cared for by the original long-term owners and never used as a rental, this move-in-ready property stands apart from many waterfront offerings in Ocean City. The open floor plan is designed for relaxed beach living, while the generous primary suite overlooks the canal, creating a peaceful waterfront retreat. Step outside to enjoy composite decking, wood railings, a vinyl bulkhead, and an electronic awning—thoughtful upgrades that enhance both enjoyment and durability. From your private slip, enjoy direct bay access for boating, fishing, paddle-boarding, crabbing, or evening sunset cruises. Just minutes from the beach, restaurants, shopping, golf, and entertainment, this prime North Ocean City location places everything you love about the Eastern Shore within easy reach. Offered furnished for a turnkey experience (excluding select personal items), this property also presents a unique opportunity for buyers seeking immediate income potential or long-term flexibility. The sellers are willing to lease the property back from the new owner on a long-term basis, creating an attractive option for investors seeking stable occupancy from day one. Waterfront condos with private boat slips, direct bay access, and this level of pride of ownership are becoming increasingly difficult to find. Don't miss the opportunity to own a premier canal-front property in one of Ocean City's most sought-after boating communities.

107 Newport Bay Dr Unit #A02, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

$5,675,000
3 Beds 4 Baths
Stately French Villa on Spa Creek in downtown Annapolis! This jewel box of a home was designed and built by a renowned local architect as the culmination of an award-winning career. Offered completely turn-key, this exceptional residence conveys fully furnished and thoughtfully appointed—including furniture, fully equipped kitchen, linens, etc —allowing you to arrive with nothing more than a suitcase and begin enjoying the Annapolis waterfront lifestyle from day one. The unrivaled architectural detail, exquisitely curated finishes, and sweeping views across Spa Creek elevate this residence into a class of its own. Privately positioned at the end of a quiet street within one of downtown’s most coveted waterfront enclaves, this 3-bedroom, 3.5-bath retreat is equally suited as an elegant weekend escape or a full-time residence. Dramatic Palladian windows bathe the interiors in natural light while perfectly framing the ever-changing harbor views. At the heart of the home, the gourmet kitchen—appointed with custom cabinetry, premium appliances, and a striking designer hood—flows seamlessly into both the formal living room and inviting family room, each enhanced by a gas fireplace and captivating water vistas. A main-level secondary primary suite offers comfort and flexibility for guests of all generations. Upstairs, the extraordinary waterside primary suite features vaulted ceilings, walls of glass, a gas fireplace, spa-inspired bath with soaking tub, and a custom dressing room with center island. A private balcony provides the ideal perch for sunrise coffee or sunset reflections overlooking Spa Creek, Annapolis Harbor, and Eastport. Designed for effortless waterfront living, two deep-water piers with approximately 9 feet of MLW accommodate substantial vessels, with immediate access to the Severn River, the Chesapeake Bay, and beyond. Walkable to the shops, restaurants, and charm of downtown, this rare offering delivers convenience, privacy, elegance, and ease in one remarkable package. Welcome Home!

1 Shipwright Harbor, Annapolis

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

$739,900
2 Beds 3 Baths
HUGE PRICE CHANGE!!! Seller is motivated! Incredible Coastal Living for you in Ocean City, Maryland! Deeded Boat Slip #2 is available for separate purchase of $140k. It will house up to a 40 foot Vessel. -- Taxes and Condo fees are separate for slip. There is a Boat Slip available for additional cost- has electric and water. Step into your dream getaway with this completely updated coastal-style condominium, perfectly designed for relaxation and enjoyment. This stunning improved two-bedroom, two-and-a-half-bath unit offers a blend of modern elegance and beach-side charm, making it the ideal retreat for anyone looking to embrace the vibrant Ocean City lifestyle. The Interior Highlights include: Fully renovated kitchen. Enjoy cooking in your state-of-the-art kitchen featuring stainless steel appliances, gorgeous quartz countertops, and abundant cabinetry that provides ample storage. Enjoy the spacious layout.... the open floor plan is enhanced by new luxury vinyl plank flooring that effortlessly combines style and durability, making it perfect for beach living. Many finishing touches that are thoughtful design elements adding a touch of sophistication and comfort. There is additional storage space in the garage underneath of the unit and a storage closet that stays locked as well for anything that you may need to place there for safekeeping. Harbour Island is home to the 53 yr old. World’s Largest Billfishing Tournament!" This could be right out your back door for 1 week in August each year!! So exciting and a huge event for Ocean City! **Outdoor and Community Amenities:** - **Boat Slip **: available too!! Size is 12 x 38, could hold a possibly a 40 ft vessel. Imagine the convenience of easily parking your boat right here, or even renting it out for additional income for WMO. If you need some extra room for guests, they could sleep peacefully right on your boat!! - **Harbour Island Community**: Take advantage of the outdoor pools, or the Reel Inn Restaurant which is perfect for summer relaxation or entertaining friends and family. **Location, Location, Location:** - **Proximity to the Beach**: A short stroll takes you up to the beach, where you can soak up the sun, enjoy the waves, and create lasting summer memories. Explore a variety of nearby restaurants and shops, catering to all tastes and preferences. Whether you’re a fishing enthusiast or simply love the beach atmosphere, this location has it all! This beautifully renovated condominium is not just a home; it’s a lifestyle waiting for you to embrace. Don’t miss the chance to own this piece of paradise in Ocean City—schedule your viewing today and experience coastal living at its finest! Here you will have a front row seat to the largest White Marlin Tournament on the East Coast!!

401 S 14th St Unit #4, Ocean City

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

$1,190,000
3 Beds 3 Baths
Discover this mid-town gem on Ocean City's beachfront—an intimate four unit building offering privacy, space, and unbeatable views. This beautifully furnished 3 bedroom, 3 bath condominium delivers 1,880 sq. ft. of coastal comfort. It features an elevator keyed exclusively to your private lobby and entrance door, providing easy access and security. The well-designed layout includes an open living, dining and kitchen with a separate wet bar and beverage cooler, perfect for family gatherings or entertainment. With ample living space, and thoughtful features, this home presents an ideal opportunity to experience the charm and ambiance of beach living. Each unit has two assigned parking spaces and there are two more for guests of the owners. From the moment you enter the building, the experience feels exclusive. You can walk up the west side stairs or ride the private keyed elevator to your lobby and front door. Inside, the layout is bright, open, and designed for easy beach living. A guest bedroom is to the left of the hallway with a custom closet featuring California Style built ins for effortless organization. Across the hall, the sunny south guest bedroom offers a double slider to the west facing balcony, where you can soak up year round sun and warm winter light. This bedroom has an ensuite bath. Continue down the hall, to the left is a large coat closet. To the right is a dedicated laundry area with full size Whirlpool side by side washer and dryer, plus open shelving above. Then this beach home opens up into a dramatic living, dining, and kitchen space with 10' ceilings and plenty of room to entertain. The wet bar—with a built in wine cooler, sink, and generous cabinetry—sets the tone for gatherings, while the expansive kitchen offers KraftMaid cabinetry, Corian counters, a glass cooktop , built in oven, and thoughtful storage upgrades like pull out shelves and a lazy Susan in the lower corner. The living area features a natural gas fireplace, built in shelving, and the included LG TV has "accessible" surround sound speakers in place. From here, step into the spacious main bedroom, complete with access to the oceanfront balcony and abundant natural light. The ensuite bath includes a jetted tub, separate walk in shower, double sinks, a seated vanity area, and a large linen and clothes closets. There is a lockable storage closet with shelves for owners who may want to rent. This can be your private retreat by the sea. The building is undergoing its routine exterior refresh—caulking, coating, and painting—part of a proactive maintenance schedule completed every 5–6 years by the owners and management team. Another special feature of this building is the rooftop deck -- for sunning, relaxing and enjoying sunrises, sunsets and fireworks throughout town, especially popular Seacrets Bar and Restaurant on the bay side. If you’re looking for a beachfront home that combines privacy, space, elegance and stunning views with the ease of condo living, this one delivers it all. The unit was freshly painted unit May, 2026. Seller is providing a 1 year American Home Warranty to buyers at closing. Appliances ages: water heater -- 2013, refrigerator -- 2023, HVAC -- 2024, water conditioner under sink -- 2017, washer and dryer -- 2015, Disposal -- 2021

5105 Atlantic Ave Unit #101, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$7,500,000
5 Beds 7 Baths
This Severn River estate is a rare opportunity to own one of the area’s most spectacular properties. Showcasing a negative-edge pool with beach entry and hot tub, 2 private piers to accommodate a variety of vessel sizes including a 100 ft slip, sprawling yard and sweeping views of the river and Naval Academy Bridge. Imagine waking each morning to the sun sparkling off the Severn, its reflection dancing across the water and spilling into a home designed to embrace the view at every turn. This extraordinary residence is both a private retreat and an entertainer’s dream, with expansive balconies and roof decks on every level, making indoor/outdoor living a breeze. Inside, soaring ceilings and walls of glass frame the ever-changing views like a living masterpiece, while the grand chef’s kitchen, stone-floored sunroom, and elegant dining spaces invite gatherings large and small. The primary suite is an entire level of indulgence, complete with soaring ceilings, a fireplace, spa-like bath, wet bar, expansive dressing room, laundry, and its own private balcony for starlit evenings. Additional ensuite bedrooms and a guest suite with kitchenette ensure comfort for family and friends, while the lower level—with wine cellar, kitchenette, and direct access to the pool—extends the living space to the outdoors. With a sandy beach and two private piers, one tucked into Crouches Cove and the other stretching into the Severn river, this estate offers not just a home but a lifestyle of breathtaking vistas on the water, boating adventures at your doorstep, and the unmatched beauty of Annapolis waterfront living. Located in the Blue-Ribbon Broadneck School district and just 5 miles to downtown Annapolis, convenient to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., the location provides the very best this region has to offer in a 30-mile radius. If you are looking for a truly special property with EPIC water views, resort like amenities and a great private setting, this is the property you have been waiting for. Welcome Home!

125 S Winchester Rd, Annapolis

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

$390,000
4 Beds 3 Baths
Wake up to wide, unobstructed water views in this spacious end-unit waterfront condo located in the heart of Crisfield. With 4 bedrooms and 3 full baths, this beautifully designed residence offers the ideal blend of comfort, functionality, and coastal lifestyle. The bright, open main level features expansive windows that capture natural light and showcase stunning water views. A main-floor bedroom and full bathroom provide flexibility for guests, multi-generational living, or those seeking convenient first-floor access. Step onto the screened deck overlooking the water, perfect for morning coffee, evening sunsets, or entertaining with a view. Upstairs, the generous primary suite includes a private full bath and its own balcony with panoramic water views. Two additional bedrooms and another full bathroom complete the upper level, offering ample space for family, guests, or a home office. Outdoor enthusiasts will appreciate the attached garage and the included deep-water boat slip, ideal for boating, fishing, and exploring the Chesapeake Bay. Community amenities include a pool, private piers, sandy shoreline access, and beautifully maintained waterfront grounds. Accessibility features include a main-level bedroom and full bath, wide interior spaces, and attached garage access, offering convenience and flexibility for a variety of living needs. Located in the waterfront town of Crisfield, known as the Crab Capital of the World, residents enjoy local seafood restaurants, marinas, seasonal festivals, and waterfront events throughout the year. Nearby attractions include Janes Island State Park with miles of kayaking trails and wildlife observation. Ocean City beaches are approximately one hour away, and the property offers accessible commuter routes to Salisbury, Washington, DC, and Baltimore, making it suitable for a primary residence, second home, or investment opportunity. Whether you are looking for full-time waterfront living, a weekend retreat, or a boat-ready getaway, this rare end-unit condo delivers space, views, and lifestyle in one exceptional package.

109-D Waters Edge Unit #109D, Crisfield

Listing courtesy of Samson Properties. Contact: 4433437660

$2,950,000
7 Beds 8 Baths
Waterfront Estate | Headwaters of the Shingle Landing River | Positioned on over two private waterfront acres at the headwaters of the Shingle Landing River, this exceptional custom residence by White Creek Homes, Inc. embodies refined coastal living at its finest. Encompassing over 7,000 square feet, the home offers 6 bedrooms, 5 full baths, and 1 half bath, thoughtfully designed to balance architectural presence with everyday comfort. A sweeping approach framed by professional landscaping and curated hardscapes sets a distinguished tone. Beyond, your private dock invites effortless days on the water—boating to nearby waterfront restaurants, fishing at sunrise, or enjoying peaceful afternoons kayaking along the river. Inside, the architectural flow is intentional and elegant. The foyer introduces gracious formal and informal living spaces, including a formal dining room, a refined living room with fireplace, and a separate sitting room anchored by its own fireplace. Expansive windows frame serene water views throughout. The main-level primary suite is a private sanctuary featuring panoramic river vistas, a spa-inspired bath with soaking tub and glass-enclosed tiled shower, a dedicated dressing room, and generous walk-in closets—offering a five-star retreat experience at home. The kitchen reflects both craftsmanship and performance, appointed with Sub-Zero and Wolf appliances, custom cabinetry, and seamless connectivity to a sunlit breakfast room overlooking the water. An adjacent fireside gathering space creates an inviting setting for relaxed mornings and intimate evenings. The second level is thoughtfully configured for both privacy and functionality, offering two en suite bedrooms, two additional bedrooms connected by a Jack-and-Jill bath, and a fifth bedroom serviced by a full bath located just off the private fitness studio. A dedicated laundry room enhances convenience on this level. The third floor provides an additional family retreat with access to a private rear deck overlooking the waterway—an elevated vantage point for quiet reflection or relaxed entertaining. Outdoor living is equally compelling, with expansive hardscapes, integrated gas grill, and fire feature creating a resort-style terrace designed for refined gatherings. A detached garage with unfinished bonus space above offers flexibility for guest quarters, studio, or executive workspace. Ideally located, the property offers convenient access to the charm and fine dining of Berlin, the beaches and boardwalk of Ocean City, and the coastal lifestyle of Fenwick Island. Regional and private air travel is easily accommodated via Salisbury Regional Airport, making this estate as accessible as it is private. This is not simply a home—it is a private waterfront estate curated for those who value craftsmanship, discretion, and an uncompromising coastal lifestyle.

10542 Egret Ct, Bishopville

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

$2,500,000
Discover one of Talbot County’s rare farms that combines productive farmland, waterfront, and exceptional recreational opportunities. This 105.72-acre agricultural property features approximately 80± acres of tillable ground and is well suited for continued farming, income production, or long-term land investment. The open farmland is framed by wooded perimeter lines with a mixture of mature hardwoods and softwoods, including pine and oak, providing privacy, scenic beauty, and excellent wildlife habitat. The property is zoned agricultural, offering flexibility for farming, recreation, or investment use. The tillable acreage carries an overall NCCPI rating of approximately 57.3, indicating solid, productive ground suitable for row crops, small grains, and conservation programs. The farm boasts over 2,500 feet of water frontage on Miles Creek, offering excellent duck and goose hunting opportunities. The property is located on a known migratory flyway for ducks and geese along the Chesapeake Bay, making it a proven waterfowl destination. A network of trails through the wooded areas leads to a cleared waterfront area on Miles Creek featuring a dock and picnic table, ideal for family activities, swimming, and fishing. A small point along the creek includes a strategically placed booby blind, positioned for effective duck and goose hunting. Additional amenities include multiple duck blinds on Miles Creek and a goose pit. The historic two-story farmhouse, dating to the early 1900s, offers five bedrooms and one full bathroom and features a new roof and siding. Beginning with the main floor, the home offers a large living room, dining room, kitchen, and the first of five bedrooms. The second floor includes four large bedrooms and a full bath. The residence is accessed by a private driveway off Saulsbury Road, providing convenient access while maintaining a high level of privacy. A small shed next to the home provides additional storage. This property is income-producing, with revenue potential from farming operations, CRP enrollment, and hunting leases, making it a versatile investment opportunity, productive farm, or private recreational retreat with waterfront access. Property is being offered in cooperation with Casey Kennedy and Whitetail Properties.

4108 Saulsbury Rd, Trappe

Listing courtesy of VYBE Realty. Contact: 4102204648

$524,900
2 Beds 2 Baths
Perched high on the 20th floor of the iconic Golden Sands Condominium, this direct oceanfront two-bedroom condo delivers breathtaking, floor-to-ceiling views of the Atlantic Ocean from the moment you step inside. The spacious primary suite offers sweeping ocean views and direct balcony access, creating a true retreat above the shoreline. Fall asleep each night to the rhythm of the waves and wake each morning to a spectacular sunrise over the ocean, all without leaving the comfort of your bed! The second bedroom captures beautiful views of Assawoman Bay, offering a peaceful contrast of sunrise and sunset vistas. A thoughtfully designed Jack-and-Jill layout provides each bedroom with its own private half bath, connected by a shared tub and shower, perfect for guests, family, or rental flexibility. Recent updates include a new HVAC (2024), hot water heater (2023), and carpet replacement (2023). The open-concept living area is designed for effortless coastal living, whether you're relaxing after a day at the beach, preparing meals, or entertaining with the ocean as your backdrop. Golden Sands is known for its exceptional resort-style amenities, including an expansive outdoor pool, sun-drenched pool deck, Tiki Bar beachside snack shack, top-floor indoor pool and fitness center with panoramic ocean and bay views, sauna, game room, sport courts, and on-site shops and dining. Whether you're searching for a weekend getaway, a high-demand investment property, or your own year-round oceanfront escape, this 20th floor residence offers the elevation, views, and amenities that make Golden Sands one of Ocean City's most sought-after oceanfront buildings.

10900 Coastal Hwy Unit #2012, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$780,000
5 Beds 4 Baths
Updated photos coming soon! Wake to the soft glow of sunrise spilling across the Chesapeake Bay and end your evenings watching the sky melt into watercolor reflections over the water. Nestled in the heart of Scotland, this exceptional Bayfront retreat captures sweeping, unobstructed views and the quiet serenity only true waterfront living can provide — all secured by a brand-new seawall for lasting peace of mind. Walls of windows invite the outside in, filling the home with natural light and endless horizon views from multiple vantage points. The living spaces feel open, airy, and effortlessly connected — designed for both intimate mornings and memorable gatherings by the water. Step onto the expansive Trex and vinyl balcony and breathe in the salt air as boats drift by in the distance. Slip into the hot tub on the enclosed porch and let the day melt away beneath a painted evening sky. With direct beachfront access, spontaneous sunset strolls and days spent out on the Bay become part of everyday life. A spacious two-car garage adds comfort and convenience to this peaceful coastal escape. 15370 Holly Drive is more than a home — it’s a private waterfront sanctuary where time slows, views stretch endlessly, and every day feels like a getaway. Chesapeake Bay living at its most magical.

15370 Holly Dr, Scotland

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

$2,500,000
5 Beds 1 Baths
Discover one of Talbot County’s rare farms that combines productive farmland, waterfront, and exceptional recreational opportunities. This 105.72-acre agricultural property features approximately 80± acres of tillable ground and is well suited for continued farming, income production, or long-term land investment. The open farmland is framed by wooded perimeter lines with a mixture of mature hardwoods and softwoods, including pine and oak, providing privacy, scenic beauty, and excellent wildlife habitat. The property is zoned agricultural, offering flexibility for farming, recreation, or investment use. Property is being offered in cooperation with Casey Kennedy and Whitetail Properties. The tillable acreage carries an overall NCCPI rating of approximately 57.3, indicating solid, productive ground suitable for row crops, small grains, and conservation programs. The farm boasts over 2,500 feet of water frontage on Miles Creek, offering excellent duck and goose hunting opportunities. The property is located on a known migratory flyway for ducks and geese along the Chesapeake Bay, making it a proven waterfowl destination. A network of trails through the wooded areas leads to a cleared waterfront area on Miles Creek featuring a dock and picnic table, ideal for family activities, swimming, and fishing. A small point along the creek includes a strategically placed booby blind, positioned for effective duck and goose hunting. Additional amenities include multiple duck blinds on Miles Creek and a goose pit. The historic two-story farmhouse, dating to the early 1900s, offers five bedrooms and one full bathroom and features a new roof and siding. Beginning with the main floor, the home offers a large living room, dining room, kitchen, and the first of five bedrooms. The second floor includes four large bedrooms and a full bath. The residence is accessed by a private driveway off Saulsbury Road, providing convenient access while maintaining a high level of privacy. A small shed next to the home provides additional storage. This property is income-producing, with revenue potential from farming operations, CRP enrollment, and hunting leases, making it a versatile investment opportunity, productive farm, or private recreational retreat with waterfront access.

4108 Saulsbury Rd, Trappe

Listing courtesy of VYBE Realty. Contact: 4102204648

$580,000
4 Beds 2 Baths
Introducing 13374 Cove Landing Rd.—a canal-front opportunity in the desirable Bayview Estates community, offering private dock access and exceptional coastal potential. While this home carries a Bishopville, MD address, it is located within Bayview Estates and accessed through the Delaware side of the community, offering the convenience of coastal Maryland and Delaware living. Nestled on nearly a half-acre corner lot, this waterfront retreat provides tranquil canal-front living with a private dock. Due to seasonal tides, the dock is best suited for launching smaller craft or short-term tie-ups, while the nearby community boat ramp provides convenient access for larger vessels. From here, enjoy boating through Grey’s Creek to Assawoman Bay and waterfront dining destinations, with Ocean City’s inlet approximately 25 minutes away by water. By land, you are just six miles from both Ocean City and Fenwick Island beaches and minutes from Bayside Golf Resort, shopping, and dining. Inside, the welcoming floor plan features a bright breakfast room entry, a spacious eat-in kitchen with abundant cabinetry and prep space, and a sun-filled living room connected by a wide pass-through ideal for entertaining. The main level includes a primary bedroom with hall bath access and an additional guest bedroom. Upstairs, two additional bedrooms with charming dormer details provide flexible living space, along with a large bonus room spanning the length of the garage—perfect for a family room, game room, or home gym—opening to a Juliet balcony overlooking the canal and yard. An oversized two-car garage offers exceptional storage for vehicles, tools, and coastal gear. Being sold as-is, this property presents an excellent opportunity to create your dream waterfront retreat in an unbeatable coastal location, and for added peace of mind the seller is also offering a home warranty.

13374 Cove Landing Rd, Bishopville

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

$508,500
2 Beds 2 Baths
Completely renovated direct oceanfront 2-bedroom, 2-bath condo in the highly desirable 9400 Building in Midtown Ocean City, located on Coastal Highway at 94th Street. This fully furnished beachfront condominium has been renovated from top to bottom with no detail overlooked. Major improvements include a fully remodeled kitchen, brand-new bathrooms, new luxury vinyl plank flooring throughout, updated plumbing, new HVAC system, new stainless steel appliances, and fresh interior finishes throughout. This is not a cosmetic update — this unit has been comprehensively rebuilt to offer modern coastal design, upgraded mechanical systems, and low-maintenance ownership. The open floor plan maximizes ocean views and natural light, creating a turnkey beachfront retreat ideal as a vacation home, primary residence, or high-demand rental property. The 9400 Building offers an oceanfront outdoor pool, expansive sun deck overlooking the Atlantic, fitness center, secure access, and additional storage. Located in the heart of Midtown Ocean City, this prime oceanfront location is within walking distance to restaurants, shopping, grocery stores, coffee shops, and entertainment. Fully renovated. Direct oceanfront. Move-in ready. A rare opportunity in one of Ocean City’s most sought-after midtown beachfront buildings.

9400 Coastal Hwy Unit #501, Ocean City

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

$310,000
2 Beds 2 Baths
Your perfect beach escape is finally here. Welcome to Windward Landing South, Unit 204—a second-floor, 2-bedroom, 2-bath condo that checks every box for the coastal lifestyle. Tucked away on the bayside yet just a short distance to the beach, this condo offers the best of both worlds. The bright, open living room flows effortlessly onto a spacious balcony overlooking the canal—an ideal spot to start your mornings or wind down after a day spent at the beach or relaxing by the outdoor pool. Designed for easy entertaining, the open kitchen features a breakfast bar and connects seamlessly to the dining area, offering plenty of space to gather with family and friends. Both bedrooms are spacious, with the primary suite featuring balcony access and an upgraded ensuite bath for added comfort. Boaters, this one’s for you—boat slips are available for just $100 per year (as available), making it easy to enjoy endless days on the water. Each unit also includes its own private storage/utility closet conveniently located just across the hall. The location is hard to beat, with quick access to Ocean City favorites like the Greene Turtle, Gold Coast Mall, Starbucks, Tail Chasers, and so many other local favorites. Whether you’re going out for dinner, grabbing coffee, or heading to the beach, everything you love is right nearby. If you’re dreaming of your own slice of beach life, this condo delivers it all. Come see why Windward Landing South 204 feels like vacation the moment you walk in.

170 Captains Quarters Rd Unit #204, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$549,900
2 Beds 3 Baths
Wow—this stunning 2BR/2.5BA waterfront condo with a deeded boat slip #31 in Harbour Club is truly one of a kind. Completely remodeled between 2022 and 2025, this home showcases modern coastal luxury throughout and is one of the largest floor plans in Harbour Club. Deeded Boat Slip #31 conveys with the sale. The condo is being sold furnished, beautifully designed in neutral tones and ready for immediate enjoyment. The chef in your family will be thrilled with the gourmet kitchen featuring sleek, stylish cabinetry, quartz countertops, and high-end appliances—an entertainer’s dream. The dining area flows seamlessly off the kitchen, creating the perfect space for family meals and gatherings with friends. The spacious family room overlooks the water and features a glass slider that opens to a stunning composite deck. Enjoy a cold summer drink while taking in breathtaking views of the Ocean City skyline, boats cruising the canal, and unforgettable sunsets. The waterfront primary suite is a true retreat, complete with a glass slider leading to the deck and serene water views. The luxurious primary bath offers a rain shower, upgraded mirrors and lighting, and custom built-ins. The second bedroom is generously sized and features an upgraded en-suite bath. A convenient half bath for guests and a dedicated laundry room complete the layout. Additional upgrades include Luxury Vinyl Plank flooring throughout, custom tile in the bathrooms, HVAC replaced June 2025. This is without question one of the most stunning, jaw-dropping waterfront condos on the market—a rare opportunity to own coastal luxury at its finest. Enjoy resort-style amenities including tennis courts, a fitness center, clubhouse, sauna, indoor heated pool, lap pool, family pool, and a kiddie pool. The location is unbeatable—just minutes from the beach, restaurants, shops, grocery stores, and mini golf. Come see this stunning condo today and experience the very best of coastal living!

201 S Heron Dr Unit #26B28, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

$559,900
3 Beds 2 Baths
Priced Reduced $15,000 WATERVIEW From Every Room. Completely repainted inside. Wake to a beautiful sun rise and doze to a beautiful sunset. Beautiful 3BR/2BA one-level waterfront home with boathouse, 6’x40’ pier w/ boat lift, and newer bulkhead with 6’ MLW. Enjoy an all-season sunroom with water views, brand new roof, newer windows, and updated systems including a 6-yr HVAC, new washer/dryer, and microwave. Two sheds provide extra storage. Primary bedroom has private entrance—ideal as an accessory apartment or guest suite. Home has a transferable gutter leaf guard and a generator hook up. This home is move-in ready with modern updates and direct access to boating, fishing, and crabbing—your waterfront lifestyle awaits! Peace of mind also knowing you'll have a home warranty. Get home and want to fish? Do it. Get home and want to crab? Do it. Get home and want to relax by the water? Do it. Get home and don’t want to cook? Walk a few steps to Morris Point Restaurant. This is real waterfront easy living.

38819 Morris Point Rd, Abell

Listing courtesy of RE/MAX One. Contact: 4437718009

$899,900
3 Beds 2 Baths
New Price— $899,900 | Quay 507 | Direct Oceanfront: Wake up to the Atlantic every single morning. This fully renovated, turnkey-furnished 3-bedroom, 2-bath residence at The Quay is the oceanfront reset button you've been waiting for — move-in ready, beautifully styled, and priced to sell. Every inch of Unit 507 has been reimagined for effortless coastal living. The open-concept kitchen anchors the home with a large center island — the kind built for morning coffee, wine nights, and everyone gathering in one place — plus a dedicated solid-surface beverage station that turns entertaining into an afterthought instead of a chore. Designer furnishings throughout by Donaway Furniture mean you can close on this home and start living the beach life the same week — no shopping, no waiting, no stress. Ocean views stretch across the living space and primary suite, framing sunrise after sunrise over the Atlantic. Two full baths and three genuinely spacious bedrooms give this layout rare flexibility for full-time living, a second home, or a high-performing rental. Why buyers love The Quay: - Indoor heated pool for year-round swimming - Oceanside outdoor pool steps from the sand - Onsite security for true peace of mind - Direct oceanfront building on Coastal Highway — beach access without crossing a street. Fully furnished. Fully renovated. Fully ready. Oceanfront inventory this turnkey rarely sits long at this price point — schedule your private showing before Quay 507 is gone.

10700 Coastal Hwy Unit #507, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400