MD Homes with Coastal Style

A Rare Chesapeake Bay Waterfront Offering at this price. Encompassing more than 9,000 square feet of refined living space, this bespoke waterfront estate is gracefully sited on a premier point of land, with over 250 feet of protected shoreline and a private deep-water pier with approximately 6+ feet of mean low water depth, ideally suited for both elegant sailing vessels and substantial power yachts. Located just 20 miles from historic Annapolis and approximately 45 miles from Washington, D.C., the residence offers an extraordinary balance of secluded waterfront luxury and effortless access to major metropolitan destinations. Commanding sweeping vistas of the Chesapeake Bay and West River, the estate features multiple boat lifts, eight bedrooms, and an array of expansive, thoughtfully designed entertaining spaces. A truly rare offering, it stands among the most compelling values for a luxury waterfront estate in the region.

4701 Girton Ave, Shady Side

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

$299,900

2 Beds ⋅ 2 Baths

Welcome to your Summer retreat at Lost Colony #145! This First Floor End Unit has had a complete remodel in the last few years with all new Luxury Vinyl Plank flooring throughout, a brand new Kitchen with Quartz Countertops and a Tile Backsplash, it was Freshly Painted with a modern palate, given all New Furniture and Decorations and is ready for 2026 summer enjoyment! Conveniently located on 146th St. in Caine Woods, just 4 blocks from the Ocean, this vacation hot spot is within walking and bicycling distance of the Beach, not to mention some of North Ocean City and Fenwick Island's best Restaurants and Shopping! The Lost Colony condominium offers an In-Ground Pool for cooling off and lounging on the sun deck. Reserve Study for Condo Association has been completed. Schedule your Showing Today!

411 146th St Unit #145, Ocean City

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$619,900

3 Beds ⋅ 3 Baths

10965 Holly Drive is a beautifully designed home in the very walkable community of Cove Point Beach in Lusby, MD, offering 2 private (community) beaches on the Chesapeake Bay. The location is approximately 75 minutes from Washington, DC, with no Bay Bridge crossing required. The Sellers have done an amazing job of updating and upgrading during the course of ownership since 2010. Standout features include unexpected ceiling heights throughout, perfect primary suite with adjoining flex space, large kitchen with upgraded appliances, family room with vaulted ceilings and fireplace that connects to the most coveted space...the screened porch! There is a flexible main-level bonus room suited for guests, a home office or hobby space. The living spaces have been recently painted, the rear yard is already fenced, a whole-house Hague water filtration and R.O. system has been installed, new outdoor shower was just completed, updated LVP floors are perfect of the beach and high traffic areas. Property amenities include porches and deck, hot tub, outdoor shower, a 12 x 20 shed. Cove Point Beach residents enjoy swimming, fishing, kayaking, SUP and birdwatching. Unwind in this nostalgic beach community atmosphere with a great vibe. See community organization website for breakdown of voluntary vs required fees.

10965 Holly Dr, Lusby

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4103940990

$1,699,000

5 Beds ⋅ 5 Baths

Welcome to one of Sunset Island's most desirable waterfront addresses. Perfectly positioned to capture breathtaking south-facing views of the bay, this beautifully appointed 5-bedroom, 4½-bath coastal retreat offers the ideal blend of luxury, comfort, and resort-style living. A versatile first-floor den is currently configured as a sixth bedroom, providing exceptional flexibility for guests, a home office, media room, or additional living space. From the moment you arrive, you'll appreciate the home's prime location—just a short stroll to Sunset Island's award-winning clubhouse, indoor and outdoor pools, private bay beaches, restaurant, general store, and all of the community's exceptional year-round amenities. Multiple waterfront balconies and expansive outdoor living spaces invite you to relax with your morning coffee, soak in spectacular sunsets, or entertain while overlooking the sparkling bay, beach, and pool. Inside, spacious living areas are thoughtfully designed for gathering family and friends, while the oversized garage offers plenty of room for vehicles, beach gear, and bikes. Best of all, Ocean City's pristine Atlantic beaches, dining, shopping, and entertainment are just a short walk away. Whether you're searching for an exceptional vacation home, a high-demand investment property, or a full-time coastal residence, this waterfront gem delivers the lifestyle you've been dreaming of. Once you experience the views, the location, and the unmatched amenities of Sunset Island, you'll understand why so many people never want to leave.

5 Beach Side Mews, Ocean City

Listing courtesy of RE/MAX Advantage Realty. Contact: (410) 723-3600

$615,000

4 Beds ⋅ 5 Baths

Welcome to this like-new, impeccably maintained stone front end-unit townhome offering four finished levels of thoughtfully designed living space, 4/5 bedrooms, 4.5 bathrooms, and numerous custom upgrades throughout. Perfectly located just one mile from the Chesapeake Bay Bridge, this stunning home combines modern luxury with the convenience of Eastern Shore living. You are welcomed to the home by a partial wrap around porch, ideal for decorating and offers coverage for deliveries. Inside you will discover a beautifully updated interior with all four levels of stairs completely renovated with new flooring (2026), representing a $10,000 investment, luxury vinyl plank flooring, new carpet in bedrooms (2025), fresh designer paint, custom blinds, and timeless finishes that make this home truly move-in ready. The heart of the home is the gourmet kitchen, complete with Quartz countertops, stainless steel appliances, gas range, custom lighting, a large center island with breakfast bar, and a custom-built coffee bar featuring its own beverage refrigerator. Just off the kitchen, enjoy a separate dining area and access to the private balcony; perfect for morning coffee or evening relaxation. The inviting living room is warm and welcoming with a custom shiplap accent wall and an electric fireplace, creating the perfect space for entertaining or cozy nights at home. The spacious Primary suite offers a walk-in closet and a beautiful bath featuring a custom tiled shower, tile flooring, and a double vanity. Two additional bedrooms, another full bath, and a thoughtfully designed laundry room complete the bedroom level. The laundry area includes a newer washer and dryer, linen closet, and a dedicated folding and sorting station for added convenience. The impressive fourth floor offers incredible flexibility with a bonus room ideal as a guest bedroom, home office, or playroom. This level also includes a full bathroom, two storage closets with 15x20 attic access for additional storage, and a large private balcony. The finished lower level provides even more living space with a family room, recreation room, or optional fourth bedroom, complete with its own full bathroom. The attached two-car garage is fully finished with heating and air conditioning unit, interior water spigot, and plenty of storage. Additional upgrades include: *Approximately $10,000 in new stair flooring (2026) * New luxury vinyl plank flooring and carpet throughout (2025) * New stainless steel appliances * Electric fireplace * Dual-zone HVAC * Gas heat * Gas Hot water heater * Full-house sprinkler system * Freshly painted interior * Beautiful custom finishes throughout. Beyond the home, you'll enjoy resort-style community amenities including a clubhouse, swimming pool, playground, scenic walking trails, RV and boat storage, a community fishing pier, and kayak launch; perfect for embracing the Chesapeake Bay lifestyle. Experience everything that makes Kent Island one of Maryland's most desirable waterfront communities. Spend weekends boating, fishing, crabbing, kayaking, or paddleboarding on the Chesapeake Bay. Explore miles of scenic walking and biking trails, relax at nearby beaches, visit local wineries, browse the charming shops of Historic Stevensville, or enjoy fresh seafood and waterfront dining along Kent Narrows. Whether you're watching breathtaking sunsets over the Bay, launching your kayak from the community pier, or heading to one of the area's many marinas, Kent Island offers the perfect balance of recreation, natural beauty, and small-town charm; all while remaining an easy commute to Annapolis, Baltimore, Washington, D.C., and the rest of Maryland's Eastern Shore. This exceptional home offers the perfect combination of luxury, location, and low-maintenance living. Simply unpack and enjoy! Buyer to verify all HOA fees, documents, and community information through the resale package.

222 Jessica Lyn Ave Unit #G5, Stevensville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$589,900

3 Beds ⋅ 3 Baths

Stunning Coastal Townhome with Spectacular Water Views Enjoy coastal living at its finest in this beautifully updated 3-bedroom, 2½-bath townhome offering gorgeous water views and a move-in-ready interior. Ideally located, this home is just steps from the Yacht Club, where you can enjoy waterfront dining, a pool bar, and a vibrant marina lifestyle. Relax on one of two private balconies, including one off the spacious primary suite, and take in the beautiful views. Nearby amenities include Pines Point Marina, Mumfords Landing pool, and the Yacht Club pool, all just down the street. Whether you’re looking for a primary residence, vacation getaway, or investment property, this exceptional townhome combines modern updates, an unbeatable location, and the best of coastal living. See list of upgrades in disclosure information.

941 Yacht Club Dr, Ocean Pines

Listing courtesy of ERA Martin Associates, Shamrock Division. Contact: 4106415000

$609,990

2 Beds ⋅ 3 Baths

Welcome to the Magothy, a beautifully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home blends modern comfort with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting setting for everyday living and entertaining. The owner’s suite includes a private sitting room and large walk-in closets, offering a spacious and relaxing retreat. The kitchen is designed for both style and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Laminate flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath is thoughtfully designed with a walk-in shower featuring a seat and handheld shower wand, double sinks, and quartz countertops for added comfort and functionality. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

102 Boatswain Way Unit #2912, Chester

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

$880,000

3 Beds ⋅ 2 Baths

Experience oceanfront living at its finest in this beautifully updated 3-bedroom, 2-bath residence in The Capri, one of Ocean City's premier oceanfront condominiums. Spanning 1,434 square feet, this direct oceanfront end unit has been thoughtfully updated with timeless coastal elegance and is offered fully furnished, including gorgeous new living room furniture, making it truly move-in ready. The spacious balcony seamlessly extends the living space outdoors, providing the perfect setting to enjoy breathtaking sunrises, the sound of the waves, and endless views of the Atlantic. As an end unit, additional side windows fill the home with natural light and offer the rare luxury of ocean views from all three bedrooms. The updated kitchen features granite countertops, stylish white cabinetry, stainless steel appliances, and a brand-new refrigerator. Just beyond, the bright dining area is surrounded by windows that showcase spectacular ocean views, creating an unforgettable backdrop for every meal. The expansive living room is both inviting and comfortable, offering plenty of space to relax or entertain while taking in the stunning waterfront scenery. The primary suite is a peaceful retreat with a spacious walk-in closet & a beautifully appointed ensuite bath complete with a double-sink vanity and walk-in shower. Two additional bedrooms, each with ocean views, provide comfortable accommodations for family and guests. A convenient stacked washer & dryer and additional storage adds everyday functionality. The Capri offers an outstanding lineup of amenities, including a heated indoor pool, tennis courts, a sundeck, outdoor showers, game room, library, secure lobby & more. Whether you're searching for a year-round residence, vacation getaway, or investment opportunity, this exceptional oceanfront condo delivers the perfect combination of luxury, comfort, and the unbeatable Ocean City lifestyle!

11000 Coastal Hwy Unit #1712, Ocean City

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

$1,035,000

4 Beds ⋅ 3 Baths

Discover exceptional waterfront living in Bayview Estates. Perfectly positioned on a picturesque creek with a private dock and easy access to the bay, this meticulously maintained home offers timeless coastal elegance and an effortless indoor-outdoor lifestyle. The thoughtfully designed floor plan features three bedrooms in the main residence, including a main-level primary suite with a walk-in closet and spa-like bath. A vaulted great room with a wet bar, spacious family room, screened porch, and expansive waterfront decks create the perfect setting for entertaining or relaxing while taking in the breathtaking water views. A detached two-car garage with a finished bonus room provides an ideal fourth bedroom, guest retreat, or private office. An outdoor shower, generous driveway, and beautifully maintained grounds complete this exceptional property. Bayview Estates offers a clubhouse, pool, tennis courts, and a private boat ramp—all with a low $375 annual HOA fee. Experience the finest in coastal waterfront living at 12101 Salt Point Road.

12101 Salt Point Rd, Bishopville

Listing courtesy of Monument Sotheby's International Realty. Contact: 4437087074

$899,000

4 Beds ⋅ 3 Baths

Coming Soon! Thoughtful design with Amazing Views!!! Professional Photography and Complete Property Description to come!!!

20401 Nanticoke Dr, Nanticoke

Listing courtesy of RE/MAX Advantage Realty. Contact:

$699,900

4 Beds ⋅ 2 Baths

Rare Waterfront Opportunity on South Creek! Bring your vision and make this special waterfront property your own! Situated on a rare 0.74-acre lot, this home has been lovingly maintained by the same family for many years and is ready for its next chapter. Enjoy the waterfront lifestyle with your private pier, offering easy access for boating, fishing, kayaking, or simply relaxing by the water. The spacious home features approximately 2,700 square feet of living space, including a main-level bedroom, generous living areas, 2 full baths, and an attached two-car garage, providing a flexible floor plan with room to grow. Major improvements include a new roof (2023), while the home's spacious interior provides the perfect canvas for your personal updates and design ideas. Properties like this are becoming increasingly difficult to find. Whether you're looking for a year-round residence, weekend retreat, or investment in waterfront living, this is an exceptional opportunity to create something truly special. Flood Zone information to be independently verified by buyers. Sold strictly As-Is.

5078 Lerch Dr, Shady Side

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005

$925,000

4 Beds ⋅ 3 Baths

1220 Fairfield Estates Ln, Crownsville

Listing courtesy of Samson Properties. Contact: 3018500255

MD Homes with Coastal Style

Newest MD Homes with Coastal Style