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$554,000
3 Beds ⋅ 3 Baths
3 bedroom 2.5 bath end of group townhome located in North Ocean City. Minutes from the Beach, 2 assigned parking spaces. Renovated kitchen with stainless steel appliances. Deck overlooking dedicated boat slip. Quick access to the bay. Balcony off primary bedroom perfect for morning coffee or evening sunsets. HOA recently replaced all windows and sliders in 2020. Roof was replaced in April 2026. Self Managed HOA only 5 units.

11611 Windward Dr Unit #E, Ocean City

Listing courtesy of Compass. Contact: (410) 220-5745
$438,750
3 Beds ⋅ 2 Baths
Wake up to breathtaking, unobstructed views of Chincoteague Bay from this exceptional 3-bedroom, 2-bath canal-front home, where nearly every room captures a stunning waterfront vista. Perfectly positioned with approximately 65 feet of private waterfrontage, this property offers the ideal blend of comfort, coastal charm, and boating lifestyle. The main living level welcomes you with a warm and inviting living room featuring a cozy pellet stove and expansive water views. The adjoining dining area overlooks picturesque Swan Gut, creating the perfect setting for meals with a view. The spacious kitchen offers abundant cabinetry, a breakfast bar, and ample workspace for entertaining family and friends. Also on the main level are a generously sized bedroom and a full bathroom. Sliding glass doors from both the living room and bedroom open onto a large, newly constructed composite deck, providing seamless indoor-outdoor living and the perfect place to enjoy spectacular sunrises, sunsets, and passing wildlife. Upstairs, the waterfront primary bedroom is a true retreat, complete with a private balcony overlooking the bay. A second guest bedroom, loft area ideal for a home office or additional sleeping space, and a second full bathroom complete the upper level. The ground level features an enclosed patio, utility room, and covered concrete parking, offering plenty of storage for your boating and outdoor gear. Whether you're searching for a year-round residence, vacation getaway, or waterfront investment, this remarkable home delivers panoramic water views, direct canal access, and an unbeatable coastal lifestyle in one of the Eastern Shore's most desirable waterfront communities.Located in the amenity-rich Captains Cove community offering golf, pools, waterfront dining, boat launch, fitness center, pickleball, playground, and more.

3402 Starboard St, Greenbackville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 6676612000
$364,900
2 Beds ⋅ 2 Baths
Enjoy the best of coastal living in this fully renovated 2-bedroom, 2-bath canal-front condo, perfectly located in the sought-after Little Salisbury area of Ocean City. This move-in ready, second-floor end unit offers beautiful canal views and has been thoughtfully updated throughout, making it an ideal choice for a vacation home, investment property, or year-round residence. The interior features granite countertops, stainless steel appliances, a full-size washer and dryer, updated luxury vinyl plank flooring, renovated bathrooms, all complemented by fresh coastal paint colors and décor. The open and inviting layout is designed for both comfort and functionality. Step outside to enjoy the large common side yard with picnic area, or take advantage of the shared docking, perfect for a jet ski or small boat. Just a short walk to the beach, restaurants, and shopping, this location offers both convenience and a true coastal lifestyle. Additional highlights include two assigned parking spaces, extra guest parking, low condo fees, and a well-managed association with a completed reserve study and no current assessments. The unit is being sold fully furnished, allowing for immediate use or rental income. With excellent vacation rental potential and all updates already completed, this is a rare opportunity to own a turn-key waterfront property in one of Ocean City’s most desirable areas.

700 Mooring Rd Unit #A2, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$899,000
2 Beds ⋅ 3 Baths
The opportunities abound for this waterfront home overlooking the Knapps Narrows. Formally, Maynard Lowery's boat building business, this residentially zoned, single-family home comes with 5 boat slips and unlimited possibilities. Can be easily expanded up to 6 bedrooms and 4 baths. The first level would make an ideal hobby area or additional living area. Handicap Accessible with elevator. Commercial potential.

21572 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:

$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
$199,000
1 Baths
Bayside living at its best! This fully furnished efficiency-style one bedroom beach house is steps from the Ocean City Boardwalk, beaches, dinning, and nightlife. Inside you'll love the updated kitchen and bath, new flooring, and private balcony overlooking the canal. Outside, take advantage of the boat launch, boat tie-up area, outdoor shower, picnic and grill space, plus elevator and laundry convenience. Just bring your flipflops - everything else is ready for you!

2301 Philadelphia Ave Unit #210, Ocean City

Listing courtesy of At The Beach Real Estate. Contact: 4103905379
$219,000
So many possibilities with this property! Located in Crisfield, MD adjacent to Somers Cove Marina and festival grounds. Dock in place, concrete pad in place. This property has endless opportunities waiting for the an entrepreneur!! Great location for home, restaurant, bar, retail seafood, etc! Zoned TM, tourist maritime. Not only is this a great location for business opportunities, if you're looking for a peaceful place to set a home on, this is the perfect get away for you! Views of Tangier Sound and absolutely beautiful sunsets await!

Norris Harbor Dr Unit #0000, Crisfield

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$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
$3,995,000
4 Beds ⋅ 5 Baths
WATERFRONT HOME - ROOTED IN HISTORY Experience the brilliant evolution of "The Light Keeper’s House," an impeccably restored 1850s treasure on historic Pilottown Road. This architectural masterpiece seamlessly blends luxury and history, and includes the canal front parcel directly across the street complete with five private boat slips and wide-open scenic views. Thoughtfully renovated through the centuries and perfected in 2004, the residence retains its soul with preserved random-width heart pine floors and authentic exposed beams, while introducing two soaring additions that flood the home with natural light through vaulted ceilings and skylights. The interior is a masterclass in coastal sophistication, centered around a gourmet chef’s kitchen equipped with a Wolf 6-burner professional range, premium stainless appliances, and a striking emerald-tiled backsplash. Elegant entertaining flows from the formal dining room, anchored by a massive white-washed masonry fireplace, to the sun-drenched sun room featuring classic terracotta hex-tile flooring and panoramic views. A fully equipped butler’s pantry with a wine cooler and additional prep space ensures seamless hosting for gatherings of any size. The grand living spaces are defined by impeccable craftsmanship, including added crown moldings, wide baseboards, and a stately brick fireplace in the Great Room. Upstairs, the expansive double-decker porches offer a front-row seat to the salt air and the gentle rhythm of the canal. The lifestyle continues outdoors in the amazingly lush, oversized backyard & curated gardens, creating a private sanctuary that is a rare find in the heart of Lewes. This is a peerless offering where historic charm meets modern luxury in one of the absolute best locations in Delaware. From the professional-grade culinary heart of the home to the five private slips waiting for your fleet, every detail of this property has been polished to perfection. Don’t miss this chance to own a piece of maritime history in the first town of the first state!

558 Pilottown Rd, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3026456661
$3,299,999
4 Beds ⋅ 4 Baths
Additional photos coming soon. Exceptional luxury waterfront residence featuring 4 bedrooms and 3.5 baths, custom built in 2018 with enduring quality and timeless design. Every detail was thoughtfully curated to deliver refined coastal living with modern convenience. An oversized, climate-ready garage offers space for up to three vehicles and provides direct interior access, along with a ground-level main entrance on the east side. The ground level is designed for both function and lifestyle, offering a private fitness studio, elevator access, and an expansive, walk-in storage area that replaces a traditional attic—without stairs. This level opens seamlessly to the rear yard and wide canal, allowing for effortless boat-to-home access after a day on the water. Throughout the upper levels, custom-crafted finishes elevate the home, including custom tile flooring accented by oak stair treads and landings. A sophisticated billiard and entertaining room features a full wet bar (pool table does not convey), creating a perfect space for hosting guests. The gourmet kitchen and spa-inspired baths are finished with quartz and granite countertops. The kitchen is equipped with premium stainless-steel appliances, including a six-burner gas range and a dual-zoned 180-bottle wine refrigerator—an ideal setting for both casual meals and elevated entertaining. The living room showcases an oversized fireplace propane fireplace, custom ceiling fan, and large-format television, opening to a rear deck and screened porch with tranquil canal views. A spiral staircase leads to a private rooftop deck, offering panoramic coastal vistas and unforgettable sunsets. Ideally located just 1.5 blocks from the beach, this extraordinary waterfront home delivers the perfect blend of luxury, comfort, and coastal lifestyle. 6 TV's all cable ready. NOTE: The square footage number listed is an estimate

19 Bayard Street Ext, Fenwick Island

Listing courtesy of JOHN KLEINSTUBER AND ASSOC INC. Contact: (302) 539-4081
$150,000
Exceptional business opportunity in the prime waterfront community of Crisfield, MD! Welcome to a rare investment opportunity in the heart of Crisfield, Maryland — the "Crab Capital of the World." Nestled along the Chesapeake Bay, this versatile building offers unmatched potential for entrepreneurs, investors, or restaurateurs seeking to establish a landmark destination in a charming coastal town. Situated in a central spot just steps from the marina, public piers, and the terminal to Smith Island giving this property an ideal high visibility location. Flexible space ideal for a variety of business uses — from a full-service restaurant, seafood market, boutique retail, or event venue. Thriving tourism and boating community is also a huge plus for this property, capitalizing on steady foot traffic from seasonal visitors, fishing charters, and regional festivals. This is your chance to own a piece of Maryland's Eastern Shore heritage while bringing new life to Crisfield’s vibrant waterfront. Whether you envision a nautical bistro, a gourmet seafood restaurant, or a multi-use retail space, this property offers the canvas to create something truly special. Don't miss out on this unique opportunity to invest in one of Maryland’s most picturesque and promising coastal towns.

98 N 4th St, Crisfield

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3028460200
$1,300,000
2 Beds ⋅ 1 Baths
Nestled just a short walk from town, this cozy 2-bedroom, 1-bathroom home built above four oversized garage bays with storage for bikes, kayaks, beach chairs, boogie boards and more is the perfect spot to live in or rent out while you plan your dream home! Additionally the garage storage features built in cabinets and double mud sinks. The property sits on a large .27 acre lot on a dead end street with no through traffic with scenic canal views, offering both tranquility and potential. Off street parking for multiple cars or your favorite boat or jet ski is an added bonus. Whether you’re looking to expand the existing structure or start fresh with a new build, the possibilities are endless. The spacious lot gives you room to grow, with easy access to local amenities and a serene environment to call home. Lewes, Delaware the first Town in the First State is known for it's welcoming community feel and relaxed style of living. This Harborview Road location allows for a short stroll into town to visit the Zwaanendael Museum, the Lewes Library or the Canal Front Park. You won't want to miss the great concerts in the park during the summer season. Boat enthusiasts will find the Lewes public boat ramp and docks 9/10th of a mile down Pilottown Road. Nature lovers can enjoy the scenic Cape Henlopen State Park and its walking and biking trails just over two miles away. Lewes offers quaint local shopping and unique dining experiences. The beach is the main attraction for many as there is something so calming about the water and sand on your toes. Whether you prefer the Delaware Bay or the Atlantic Ocean, both are available to enjoy just 1.5 miles to 3 miles east respectively. Setting sail on the Cape May Lewes Ferry for a day trip is also convenient as it departs 2.2 miles from this home. Lewes is enjoyed for all these reasons by year round residents, second home owners, vacation travelers and is well known as one of the best retirement destinations. Don't wait, make your plans to call Lewes home today!

1/2 Harborview Road, Lewes

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact: (302) 227-5000
$1,199,000
3 Beds ⋅ 2 Baths
Excellent little beach house with 3 Br. and 2 Ba. All of the amenities here including a new HVAC system (2022) Large screen porch overlooking the extra wide canal. Open deck off the porch. Laminate flooring in the main living area and carpet in bedrooms. Short walk to the surf and sand. Easy to show. Full crawlspace encapsulation with Zoeller sump pump and French drain. The wide canal should allow a boat lift. plenty of room for water toys.

16 Oyster Bay Dr, Fenwick Island

Listing courtesy of JOHN KLEINSTUBER AND ASSOC INC. Contact: (302) 539-4081
$44,000
2 Beds ⋅ 2 Baths
Spacious 2-bedroom, 2-bath condo/timeshare on the desirable north end of Ocean City! Enjoy canal-front views, an outdoor pool, and 13 weeks of ownership each year. Vacation during your weeks or rent them out for extra income. Fees include taxes and utilities making this a worry-free way to own your piece of paradise. Convenient location close to beach, shops, restaurants and nightly entertainment *

106 Edward Taylor Dr Unit #208 C, Ocean City

Listing courtesy of Sea Grace @ North Beach Realtors. Contact: 443-614-3901
$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
$999,000
3 Beds ⋅ 2 Baths
House is Sold AS IS CONDITION! Sellers will not make any repairs.

311 W 9th St, South Bethany

Listing courtesy of SANDCASTLE REALTY INC. Contact: 3025390525
$425,000
2 Beds ⋅ 2 Baths
Welcome to your Turn-Key waterfront oasis at Chateau Phoenix. This beautifully updated 2 Bed - 2 Bath unit features a gourmet kitchen equipped with quartz countertops, stainless steel appliances, soft-close cabinetry, and recessed lighting that effortlessly extends into the living area (w/brand new 55in Smart TV). The generously sized primary bedroom features a private bath and glass sliding door, which provides access to your large covered deck equipped w/storage and private steps leading down to the water. Considering as an investment? A proven winner generating 25k+ in 2024- This fully stocked (extra linens/comforters/pillows) 94th street gem benefits from a well managed association offering boat slips for rent, additional storage, assigned parking, and is conveniently located close to the beach, OC Art League, neighborhood park, as well as tons of dining/entertainment options. Practical updates such as durable updated flooring throughout the home, electronic lock, and brand new washer/dryer combo allow you to have confidence in your investment for years to come. Reach out to turn this piece of paradise into your reality!

722 Mooring Rd Unit #A104, Ocean City

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