Refine Search
Map
Sort by
$294,900
2 Beds ⋅ 2 Baths
Great location , this 12 unit bayside building in quiet North OC , Lighthouse point villas ia a 12 unit boutique building, offers great livability with features like private courtyards with hot tubs , community outdoor swimming pool and private off street parking , Enjoy the beach lifestyle !

14409 Lighthouse Ave Unit #4, 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:

$440,000
1 Beds ⋅ 2 Baths
OCEANFRONT LIVING AT THE PYRAMID - TURNKEY & RENTAL READY Located in the iconic Pyramid Condominium, this beautifully maintained one-bedroom, one-and-a-half-bath condo offers direct beach access. Offered fully furnished and turnkey, it’s ready for immediate enjoyment or continued rental income. Recent upgrades include a new HVAC system (2024) with Air Knight air purification, a renovated primary bathroom, and a water heater replaced in 2023; providing comfort and peace of mind. With a strong rental history and existing bookings, this property offers both lifestyle and investment potential. The Pyramid features an oceanfront heated pool and deck, on-site management, seasonal security, and an in-house rental program. Ideally positioned in midtown Ocean City near dining, shopping, and entertainment, this property offers the perfect balance of relaxation and convenience. Imagine starting your mornings with sunrise views over the Atlantic Ocean and ending your evenings with the sound of waves from your private balcony. Schedule your private showing today!

9500 Coastal Hwy Unit #10F, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400
$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
$499,900
2 Beds ⋅ 3 Baths
This condo in Jetty's Break presents an excellent value: it is currently the largest ocean-block unit for sale under $500,000 in all of Ocean City! Unit #204 boasts a spacious layout in every area of the unit, providing a uniquely comfortable environment for you or your rental guests; if you choose to leverage the unit's rental potential. Both bedrooms include en-suite bathrooms, providing both convenience and privacy. A half-bath is located in the hallway, adding even more functionality. The nicely updated kitchen offers stainless steel appliances and ample counter space, featuring an island in the center with room for seating in addition to a dedicated dining area. The living area flows together with the kitchen and connects to your balcony where you can enjoy fresh air and ocean views, and a gas fireplace adds cozy ambiance in cooler weather. The washer/dryer were also recently replaced. The Jetty's Break building features a rooftop pool, elevator, your own dedicated storage locker, and fitness room! This gem is situated where Midtown and North Ocean City meet and is sure to please a multitude of buyers.

12 92nd St Unit #204, Ocean City

Listing courtesy of Samson Properties. Contact: 4433437660
$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
$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
$724,500
5 Beds ⋅ 4 Baths
Price improvement! Motivated sellers. This custom built home offers the perfect opportunity to live just minutes away from the Chesapeake Bay Bridge and Route 50, offering partial water views and a layout designed for both everyday living and effortless entertaining. The main level features 12 foot ceilings and oversized 6 foot windows that create bright, open living spaces. A vaulted morning room transitions seamlessly into a sunroom, providing flexible space for dining, relaxing, or working from home. The gourmet eat-in kitchen offers granite countertops, a substantial center island, pantry, and an open-concept design that opens into the family room and sunroom. The primary suite is generously sized, featuring a tray ceiling and a well-designed bath with custom tile shower and double vanity. The remaining four bedrooms share two jack-and-jill style bathrooms offering convenience for family and guests. Outdoor living is equally appealing, with an 800-square-foot wraparound deck ideal for entertaining. The property also offers space for a potential in-ground pool (buyer to verify with Planning & Zoning). Additional features include custom hardwood and tile flooring run throughout, tailored Roman blinds and wood shutters, new HVAC system, finished garage, and dedicated laundry room with new washer, dryer, and utility sink. A rare 1,820-square-foot crawl space with 4-foot ceilings, finished concrete floor, and indoor access provides plenty of additional storage. Built by local builder Lacrosse Homes with numerous upgrades, this well-maintained home offers immediate value in one of the most popular areas on the Eastern Shore - all with no HOA. Schedule your tour today.

1868 Roberta Dr, Chester

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$599,995
2 Beds ⋅ 2 Baths
Welcome to your prime oceanfront retreat at the El’Capitan Condominium, perfectly situated on the Boardwalk in beautiful Ocean City! This rare end-unit 2-bedroom, 2-bath condo offers unbeatable natural light and direct access to everything that makes OC one of the East Coast’s most sought-after beach destinations. This bright and airy unit features an ideal layout with spacious living areas and coastal charm throughout. As an end unit, enjoy extra windows and abundant sunshine — a true advantage over interior units. The private lower-level second bedroom is uniquely positioned without the typical pool visibility found in many 100-level units, offering added privacy and comfort for owners and guests. Major upgrades completed in 2025: Brand new HVAC system New tankless hot water heater Located directly on the oceanfront and just steps from restaurants, shops, and attractions along the Boardwalk, this property is ideal as a vacation getaway, rental investment, or year-round residence. Don’t miss this opportunity to own an oceanfront end unit at the El’Capitan — one of the most desirable Boardwalk addresses in Ocean City!

401 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
$1,574,900
3 Beds ⋅ 3 Baths
Rare opportunity to own this beautifully updated 3BR/2.5BA direct oceanfront condo in one of Ocean City’s most sought-after buildings. Unit 1300 features an updated kitchen and baths, A combination of Tile and vinyl plank flooring throughout, An expansive open-concept living and dining area perfect for entertaining. The oversized balcony offers breathtaking ocean views that truly set this unit apart. Laundry has been relocated to the primary bedroom closet for added convenience. Sold fully furnished and turn-key ready. Sea Watch offers premier amenities including indoor and outdoor pools, kiddie pool, fitness center, movie theater, game room, billiards, basketball, tennis, pickleball, beach volleyball, and a newly updated playground. Ideal as a second home, investment property, or full-time oceanfront retreat.

11500 Coastal Hwy Unit #1300, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$450,000
2 Beds ⋅ 2 Baths
Experience Coastal Living at the sought out Direct Ocean Front Building the Atlantis Condominium. Enjoy the views of the Ocean from the balcony with Over-sized windows! So let the sunshine in, while enjoying the sweet salty breeze. Spacious Primary bedroom features an amazing view of the Ocean, time to relax and unwind. Bathroom has a Nice beach vibe, granite vanity top. Living room offers a Nice open floor plan, perfect to relax and entertain while enjoying the Ocean Views. Kitchen is equipped with granite counter tops, custom cabinet and stainless-steel appliances and convenient breakfast bar. Nautical themed decor and color palate set the tone for good beach vibes. Second bathroom has a convenient built in shower shelf, and granite vanity top. Washer & Dryer. This is a two-bedroom, two-bathroom condo that is move in ready! The Atlantis Condominium has Onsite Security, and a year-round maintenance team contributes to the well managed building. Large well-maintained outdoor community pool, equipped with bathrooms and outdoor showers when you come off the beach, and pet area!! Condo fees included flood and hazard insurance plus WIFI and TV streaming. This is just what you have been waiting for! Excellent rental potential, or better yet keep it for yourself. Live the good life you deserve, right here.

10300 Coastal Hwy Unit #1107, Ocean City

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 520-2707
$664,900
3 Beds ⋅ 4 Baths
Welcome to this beautifully located downtown Ocean City residence offering bay views from the living room balcony and the perfect blend of coastal comfort and convenience. Fully furnished, this spacious home features three bedrooms plus a versatile den, ideal for guests, a home office, or additional living space, along with a rare two-car garage providing ample parking and storage. Enjoy an unbeatable location just moments from Ocean City’s famous boardwalk, beaches, restaurants, bars, and exciting water sports, placing the best of coastal living right at your doorstep. Excellent rental/investment property, make your appointment today.

202 Bayview Ln Unit #5, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$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
$735,000
2 Beds ⋅ 2 Baths
2Bedrooms + Den provides great space for all your family and friends. Lovely updated in kitchen with coastal white cabinetry and gorgeous granite counters all open to living and dining and oceanfront views. Fall asleep to the sounds of the waves in your Master Suite with large picture window and balcony access for gorgeous views. Split floorplan provides 2nd Bedroom and Den with privacy. Perfect floor-level location on 12 th floor. Enjoy.

9800 Coastal Hwy Unit #1207, Ocean City

Listing courtesy of Mary McCracken Realty, Inc. Contact: 4107231895
$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
$933,365
4 Beds ⋅ 3 Baths
Build your new home with award-winning local builder, Capstone Homes, and let them guide you through every step of the process! This is a LOT/HOME package with a Hannah floorplan. It is NOT currently under construction, but is one of many options that can be built on Parcel A, off of Hummingbird Road, just north of Milton.  The Hannah is Capstone's modernized farmhouse floorplan and boasts an elegant two-story great room, first floor primary suite, office space, and a spacious kitchen layout conveniently located off the oversized mudroom. The upstairs layout includes 3 bedrooms and 1 full bathroom with a total of 2,890 sq ft. This Hannah has been priced with a 3-Car, side-load garage as well! Customize your home with optional features such as a gourmet kitchen, additional bedrooms, bathrooms and living space. This lot on Hummingbird Road offers estate-style living on over 7 acres backing up to beautiful Reynolds Pond. Just minutes from great dining, shopping, golf, a new Bayhealth Hospital and world-renowned beaches. This is a unique opportunity to own your dream home with minimal deed restrictions and no HOA, but minutes from everything you need. Founded in 2006, this family-owned and operated local builder is committed to building quality customized homes throughout Sussex County. Call today to request a full list of Capstone's standard features, upgrades and floor plan or visit the sales office at Westridge Shores Mon-Sat 10am-5pm. *Incentives and pricing may change at any time. Transfer tax and impact fee coverage when paying cash or using the preferred lender. Photos are of a completed model home with upgrades - home not currently under construction.* Capstone Homes - Guiding you home, every step of the way.

Parcel A Hummingbird Road - Hannah, Ellendale

Listing courtesy of Cape Realty. Contact: (302) 313-1236
$899,999
3 Beds ⋅ 3 Baths
****NEWLY renovated in 2026, this stunning two-story oceanside townhouse is located in the prestigious Carly E, a luxury condominium known for its prime location and effortless access in to and out of Ocean City. Offering over 2,300 square feet of beautifully updated living space, this residence blends upscale design with relaxed coastal comfort. The home features brand-new carpeting, fresh designer paint, and a modernized kitchen highlighted by Italian Calacatta quartz countertops. The open-concept living area flows seamlessly beneath dramatic hardwood cathedral ceilings and is anchored by a cozy fireplace—ideal for cooler seaside evenings. With three spacious bedrooms and three full baths, the layout is both functional and elegant. Expansive wraparound balconies on both levels provide breathtaking ocean and bay views, creating the perfect setting for entertaining or unwinding at sunrise and sunset. Additional highlights include a secured lobby ,indoor pool, smart-home upgrades allowing lights and fans to be controlled by an app. and dedicated labeled parking spaces - a rare and valuable convenience at the beach. Close to restaurants, bars, and shopping. this exceptional Carly E residence offers luxury, convenience and coastal living at the finest, all in a location that makes coming and going a breeze.

6301 Atlantic Ave Unit #403, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$529,900
2 Beds ⋅ 2 Baths
POSSIBLE OWNER FINANCING !!!!!Enjoy stunning ocean views from this two-bedroom plus den, two-bath condo at the highly desirable Sea Watch building. Bright and spacious, this unit offers a perfect coastal retreat with resort-style amenities including indoor and outdoor pools, a game room, fitness center, and on-site shops Located close to the beach and across the street from the Ocean City Mall with a movie theater, shopping, and dining, you’ll have everything you need within easy reach. Whether relaxing poolside, taking in ocean breezes, or exploring nearby attractions, this is beach living at its best. (OWNER is offering OWNER FINANCING to Qualified Buyer( 5% Interest 5yr Balloon 30 yr amort. 30% Down ) Come see why Sea Watch 418 is the perfect place to create lasting memories!

11500 Coastal Hwy Unit #418, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$529,900
2 Beds ⋅ 2 Baths
A direct oceanfront two-bedroom, two-bath condo in very clean, good condition, offering the perfect blend of comfort and resort-style amenities. This desirable building truly has it all, featuring an indoor pool, outdoor pool, fully equipped exercise room, meeting room, tennis court, and volleyball court — ideal for both relaxation and recreation. Located in North Ocean City, you’re just moments from popular restaurants, bars, and shopping, making this an excellent choice for a vacation home, rental investment, or year-round residence. ( Parking Space 179 )

10900 Coastal Hwy Unit #1302, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$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
$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
$285,000
1 Beds ⋅ 1 Baths
Here is your opportunity to own a piece of Ocean City, Maryland. This top-floor penthouse condo at Ocean Point III offers breathtaking views from the private balcony, creating the perfect setting to watch beautiful sunrises while enjoying the fresh salt air. With its elevated location, the condo is filled with an abundance of natural light, enhancing the open, airy layout and relaxed coastal feel throughout. The interior features a spacious living area ideal for entertaining or unwinding after a day at the beach. The updated bathroom includes upgraded flooring, a new vanity, a tub/shower combination, luxury vinyl plank flooring, and a stylish barn door located in the hallway, adding both character and function. Thoughtful updates and coastal-inspired finishes make this home move-in ready. This versatile condo is ideal as a second home, an investment property, or a comfortable primary residence, offering flexibility to suit a variety of lifestyles and ownership goals. Perfectly located in the heart of Ocean City, the condo is in close proximity to the Ocean City Convention Center, shopping, dining, entertainment, public transportation, and local amusements. You’re also just a short distance from Ocean City’s famous 3-mile Boardwalk, beaches, and all the attractions that make this coastal destination so desirable. Adding to its appeal, Ocean City, Maryland has been ranked among the Top 10 beaches nationwide, making this an exceptional place to invest, relax, or call home. Ocean Point III offers the ideal blend of comfort, convenience, and coastal living making this penthouse condo a standout opportunity to enjoy everything Ocean City has to offer.

9 41st St Unit #320, Ocean City

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4105247000
$349,000
2 Beds ⋅ 1 Baths
Reduced to Sell!Supplemental Income ready to be earned for 2026, hottest summer predicted by Almanac! Investor Alerts! These Units rent very well due to Ocean block and location across from Convention center. Also selling this units #1, #2 & Unit #4 , Lets make a Deal! The interior is completely redone. Bring your best offer as this is a Charming and updated Investment (or 2nd Home) condo located on 40th and Ocean Block. Private parking, walk to many attractions including OC Convention Center, Seacrets, Fagers Island and many more popular restaurants! Enjoy the beach just steps away or rent out with potential earnings of $40k+! This home is fully furnished with Central Air and LOW Condo fees with no assessments! Lower Level with Huge Porch and Ocean Breezes, convenient 1 Assigned Parking Spaces. Low maintenance & Ready for Move in or rental occupancy! This is a great Investment opportunity!

15 40th St Unit #12, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$3,495,000
6 Beds ⋅ 5 Baths
Welcome to your coastal retreat! This 6-bedroom, 4.5-bathroom coastal cottage is perfectly positioned on one of Bethany's larger lots with ocean views and easy beach access. Designed for both comfort and coastal living, the home features a thoughtfully upgraded kitchen and bathrooms, along with luxury vinyl plank flooring throughout for a fresh, modern feel. Multiple decks invite you to soak in the sea breeze, enjoy sunrise views, and entertain family and friends outdoors. After a day at the beach, rinse off in the convenient outdoor shower and store all your beach gear with ease thanks to ample storage space. The expansive lot provides plenty of parking and endless possibilities for the new owner—whether you envision outdoor entertaining, future expansion, or simply enjoying the space and privacy. Ideal as a primary residence, vacation home, or investment property, this coastal gem offers the perfect blend of updates, views, and laid-back beach living.

83 N Atlantic Ave, Bethany Beach

Listing courtesy of BETHANY AREA REALTY LLC. Contact: 302-245-2154
$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
$891,400
3 Beds ⋅ 3 Baths
Set on a beautiful 1.57-acre homesite, this property offers the opportunity to build a thoughtfully designed Modern Farmhouse–style custom home built by Bay to Beach Builders in a setting that blends the charm of rural living with close proximity to the Indian River Bay. Located adjacent to the desirable Bluffs at Sandy Landing (without being part of the community), the property features no HOA fees and offers privacy, space, and flexibility. Just minutes from a marina and a short drive to Bethany Beach and Fenwick Island, the location is ideal for both relaxation and recreation. With ample room for a pool, pole building, or storage for your boat, camper, or other toys, this lot provides the perfect backdrop for your coastal lifestyle. The proposed Modern Farmhouse home blends timeless charm with modern functionality, offering 3–4 bedrooms, 2.5–3.5 bathrooms, and approximately 2,459 square feet. The open-concept first floor centers around a spacious Great Room that flows seamlessly into the kitchen and breakfast nook—creating a bright, inviting space for everyday living and entertaining. The kitchen features generous cabinetry, a walk-in pantry, and ample workspace, while a flexible room near the front of the home may serve as a home office, study, or optional dining room. The private primary suite is tucked away for comfort and includes a walk-in closet and en suite bath. Two additional bedrooms, each with walk-in closets, share a full bath. A convenient utility room and rear foyer enhance daily functionality. Upstairs, an unfinished bonus room provides excellent future expansion potential—ideal for a fourth bedroom, media room, or hobby space. Exterior highlights include classic farmhouse-inspired architecture, a welcoming covered front porch, and an attached 2-car garage. The home may be customized to suit your lifestyle and preferences. To be built. Square footage and room sizes are approximate. Options and upgrades are available.

31772 Stevensons Rd, Dagsboro

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (302) 539-9040
$11,000,000
4 Beds ⋅ 5 Baths
Presenting "Middleville" (est. 1880), one of the largest waterfront farm and residential estates currently available in the State of Maryland. Spanning over 662 pristine acres in Talbot County, this once-in-a-lifetime landholding features 1.8 miles of shoreline and a world-class infrastructure for luxury living and elite conservation. The Residences & Amenities: The centerpiece of the Estate is the Tidewater Colonial Main Residence, meticulously renovated in 2025. Blending Coastal Charm with modern luxury, the home features: Gourmet Kitchen, equipped with custom cabinetry and top-tier luxury appliances. Waterfront Great Room, an architectural masterpiece with floor-to-ceiling glass offering expansive views of the Chesapeake Bay. Owner’s Wing, a first-floor primary suite featuring dual bathrooms and dual walk-in closets. Refined Finishes: Time-period hardwood flooring throughout, four brick wood-burning fireplaces, and durable HardiePlank siding with a metal roof. Outdoor Living: A tree-lined drive leads to a resort-style grounds featuring a swimming pool, pool house, built-in hot tub, and dedicated pickleball and basketball courts. Estate Infrastructure: 3-car garage, geothermal heating, backup generator, professional hardscaping and multiple barns and storage buildings . Additional Housing: The compound includes three private guest houses and a dedicated caretaker’s residence . The Land & Conservation: Comprised of five distinct parcels, the acreage is a diverse blend of productive agriculture and natural sanctuary. Acreage Breakdown: 390+/- acres of fertile, income-producing cropland and 175+/- acres of mature forest. Waterfowl & Wildlife: A premier destination for sportsmen, the property includes a 7+ acre stocked fishpond/waterfowl holding and six well-fed, water-controlled waterfowl impoundments designed for quality game management. Shoreline & Pier: Over 1,200 feet of shoreline revetment protects the coast. The private pier is equipped with two boat lifts and additional mooring capacity. Middleville is a "turn-key" legacy estate on Maryland’s Eastern Shore, offering a rare fusion of historic significance, 2025 modern luxury, and vast natural resources. In an era where land is the ultimate luxury, this is a unique opportunity to secure one of the region's most significant holdings.

29245 Howell Point Rd, Trappe

Listing courtesy of Holiday Real Estate. Contact: 4105247700
$295,000
1 Beds ⋅ 1 Baths
Centrally located and well-maintained ocean block 1-bedroom, 1-bath condo just a half block from the beach in Ocean City, MD, an ideal opportunity for vacation rental investors or personal beach use. Situated within walking distance to the Ocean City Convention Center, boardwalk, amusements, shopping, dining, entertainment, and a nearby grocery store, this prime location consistently attracts strong rental demand throughout the season. The condo features luxury vinyl plank flooring, granite countertops, and a thoughtfully designed layout that maximizes comfort and functionality. Easy beach access and proximity to top attractions make this unit highly appealing to short-term renters seeking convenience and a true beachside experience. Whether you’re looking to expand your rental portfolio, generate seasonal income, or secure a low-maintenance coastal retreat, this property checks all the boxes. A proven location, desirable upgrades, and walkable access to everything Ocean City has to offer make this a must-see investment opportunity.

9 46th St Unit #22, Ocean City

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