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$1,449,900
4 Beds ⋅ 3 Baths
Fully renovated 4BR, 3BA cottage with 118ft of prime waterfront, private Type A dock and BIG VIEWS of the water! Stylish finishes, high end materials and thoughtfully designed space translates to a modern dream lakehouse. Other features include a double-sided wood fireplace, outdoor fire pit, beautiful landscaping, garden area, attached garage and recently constructed pergola. Conveys mostly furnished with high-end contents. Rare lot with open views that make it easy to keep an eye on your boat & dock area from the house along with a spacious waterfront area that doesn't feel crowded. Private setting in Penn cove yet close to some of DCL's best restaurants, entertainment and shopping.

1001 Penn Point Rd, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700
$349,900
3 Beds ⋅ 2 Baths
Welcome to water-view living at its finest in Perryville! This hard-to-find 3-bedroom, 2-full-bath condo offers breathtaking views of the Susquehanna River, garage parking, a secure building with coded entry, elevator access, and a secure mail room. From the moment you step inside, you'll appreciate the gleaming LVP flooring, soaring vaulted ceilings, abundant natural light, and incredible river views that make this home truly special. The upgraded kitchen is designed to impress with quartz countertops, stainless steel appliances, upgraded cabinetry, a large island with deep sink, pantry, and PLENTY of cabinet and prep space. The kitchen flows seamlessly into the main living area, where vaulted ceilings and upper windows create a bright, open atmosphere. The family room features a cozy gas fireplace and remote-controlled curtain blinds on the upper windows, while the dining area provides the perfect space for entertaining. Step outside to the private balcony, accessible from both the family room and primary bedroom, and take in the gorgeous views of the Susquehanna River. The spacious primary suite is a retreat of its own, featuring a tray ceiling, two closets, direct balcony access, and a generously sized private bath. The primary bathroom offers a dual vanity with dedicated seating space between the sinks, a luxurious jetted garden tub, tiled walk-in shower, and additional wall cabinetry. Two additional bedrooms provide plenty of flexibility for overnight guests, a home office, hobby space, or additional living needs. Numerous updates add even more value, including newer Andersen windows and front door (2024), interior and exterior HVAC replacement (2025), gas range (2022), water filtration system (2024), chimney cleaning and servicing with blowers (2024), LVP flooring added to the bedrooms and laundry room (2022), new toilets (2022), custom blinds throughout, upgraded light fixtures in the guest room and dining area, and dryer vents cleaned in 2026. The condo fee also includes water and sewer! Enjoy everything Perryville has to offer, from waterfront scenery and life along the Susquehanna River to nearby parks, marinas, boating, fishing, local restaurants, and historic attractions. Convenient access to the Perryville MARC station makes commuting toward Baltimore and Washington, D.C. easier, while nearby Route 40 and I-95 provide quick access throughout Cecil and Harford counties and beyond. You're also just minutes from the waterfront and Hollywood Casino Perryville. With three bedrooms, two full baths, secure access, garage parking, an elevator, extensive updates, and those unforgettable Susquehanna River views, opportunities like this don't come along often. Come experience the convenience of condo living without giving up space, comfort, or those incredible water views!

231 Roundhouse Dr Unit #3E, Perryville

Listing courtesy of Cummings & Co Realtors. Contact: (410) 823-0033
$1,299,000
4 Beds ⋅ 4 Baths
Coastal Living at Its Finest! Entertain in style while enjoying panoramic sunset views from this beautifully customized waterfront home. The remodeled gourmet kitchen features a BlueStar gas range and hood, quartz countertops, a tiled backsplash, an oversized stainless steel island sink, custom cabinetry, and a built-in coffee and beverage bar. This bar is complete with an ice machine and beverage refrigerator, ensuring that guests are able to make their morning coffee or afternoon cocktail away from the kitchen's main cooking area. The open floor plan flows seamlessly into the great room, with a linear gas fireplace and abundant windows which provides natural light with beautiful river views creating a warm and inviting gathering space for dining and relaxing. The main level offers a spacious owner’s suite with a fireplace plus a second bedroom. Upstairs, you’ll find two large bedrooms with remodeled bathrooms, along with a loft overlooking the great room. The house comfortably sleeps 16 guests. Outdoor living is exceptional, with a saltwater fiberglass pool surrounded by a travertine-tiled patio. The outdoor kitchen is designed for entertaining and includes a large built-in grill with gas line, gas pizza oven, beverage refrigerator, and plenty of counter space for serving a crowd. Relax in the gazebo, enjoy crabs on the screened porch, sip cocktails on the deck, or gather around the pool for an evening barbecue. The private pier features a boat lift, two jet ski lifts, perfect for making the most of waterfront living. Additional highlights include a three year old HVAC system and tankless water heater, a 500 gallon propane gas tank and a new whole house generator. New Azec decking adds to the countless spaces designed for relaxing and entertaining. Enjoy the best of the area’s recreational and dining options with close proximity to Swan Point Golf Club and several waterfront restaurants, all easily accessible by car or, for an even more memorable experience, by boat. Whether you’re looking for a year-round residence or the ultimate vacation retreat, this waterfront home offers the perfect blend of comfort, luxury, and effortless coastal living.

12265 Potomac View Rd, Newburg

Listing courtesy of Century 21 Redwood Realty. Contact: 5405331279
$550,000
3 Beds ⋅ 3 Baths
Interior photos coming soon!!!! Exceptional Waterfront Living A rare opportunity to own a truly distinctive waterfront estate, complete with a beautifully appointed guest house and unparalleled views from both homes. Designed for comfort, sustainability and effortless living. WATERFRONT & DOCK: Enjoy 69 feet of pristine shoreline with approximately 2 feet of water at low tide and 5 feet of water at high tide. The newer dock, constructed with marine grade lumber and stainless-steel fasteners has been elevated above the average high tide, offering peace of mind and lasting durability. Perfect for crabbing, fishing, boating or simply unwinding with breathtaking views. The Potomac River access is just minutes away. OPEN, LIGHT FILLED DESIGN: An open and airy floorplan showcases abundant natural light and panoramic water views from multiple vantage points and from both homes, creating a seamless connection between indoor comfort and the beauty of the waterfront. CHEFS KITCHEN: The modern, upgraded kitchen is both stylish and functional featuring stainless steel appliances, newer countertops and a classic farmhouse sink- ideal for everyday living and entertaining. ENERGY-EFFICIENT LIVING: Enjoy year-round comfort with newer wifi connected HVAC system and owned solar panels that will convey at sale. For the current owners, the annual electric bill is approximately $870 a year. A remarkable benefit that combines sustainability with savings. OUTDOOR LIVING: A spacious screened porch off the family room (Main House) provides the perfect setting to relax, entertain, and take in the serene waterfront setting. Recent hardscape and paver walkways enhance the property’s beauty and functionality. GUEST HOUSE & AMENITIES: The well-appointed guest house offer a generous living and sleeping area, full kitchen, full bath, Laundry complete with washer and dryer and a large deck-ideal for extended family or guests. Recent upgrades include a new metal roof, Wi-Fi enabled mini split system for heating and cooling, and a versatile workshop/garage space. Perfect for multi-generational living or hosting in comfort and style. UNBEATABLE LOCATION: Situates approximately 2 miles from St. Clements Island and Museum, minutes from area Marinas, and just minutes from the Potomac River, this property offers an unmatched lifestyle of convenience, recreation, and natural beauty. ADDITIONAL HIGHLIGHTS: Enjoy the peace of mind that comes with no flood insurance required. Priced well below assessed value, THIS IS MORE THAN A HOME—IT’S A LIFESTYLE, AN INVESTMENT, AND A LEGACY.

37420 River Springs Rd, Avenue

Listing courtesy of RE/MAX Realty Group. Contact:

$4,300,000
7 Beds ⋅ 9 Baths
A spectacular waterfront estate where luxury living meets the Chesapeake Bay lifestyle. Set on 1.82 beautifully landscaped acres in the Landings at Mattapex community, this extensively renovated residence offers 225 feet of waterfront on Shipping Creek, a private sandy beach, exceptional boating facilities, a playground area, and resort-style amenities. Offering more than 8,000 square feet of finished living space, the residence features 7 bedrooms, 7 full and 2 half baths, a 3-car attached garage, and has been thoughtfully transformed with substantial improvements inside and out. Recent upgrades include a new roof and driveway, a new poolside shower room, a beautifully renovated kitchen, a redesigned master bathroom and walk-in closet, and an upgraded water treatment system. A significant main-level renovation replaced the original hardwood floor with elegant porcelain flooring featuring radiant heat, bringing warmth and sophistication to the home’s expansive interior. The master suite is a spacious retreat enhanced with its own balcony overlooking the property. Designed for entertaining and everyday enjoyment, the home also features a private gym and indoor tiki bar, along with generous gathering spaces for family and guests. Step outside and the property becomes your own private waterfront resort. The impressive 42’ x 22’ heated swimming pool is complemented by a new poolside shower room, an outdoor bar, a stainless-steel BBQ grill, a custom hot tub, multiple outdoor entertaining spaces, and beautifully maintained grounds all leading to your own private sandy beach with a fire pit. For boating enthusiasts, the waterfront is exceptional. Approximately 225 feet of waterfront with 5’ MLW at the end of a 200-foot private pier, provides outstanding access to the water. The pier is equipped with two boat lifts and two jet-ski lifts, and the property has previously accommodated a yacht. And then there are the mornings with beautiful sunrises over the water, enjoyed from a setting designed to make every day feel like a getaway. From boating and beach days to afternoons beside the pool and evenings entertaining family and friends, 232 Matapex Plantation Lane offers far more than a beautiful home; it offers a complete waterfront lifestyle. Extensively renovated, exceptionally appointed, and ready for its next chapter.

232 Matapex Plantation Ln, Stevensville

Listing courtesy of Eastern Shore Real Estate, LLC. Contact: 4103042011
$599,900
Some properties are purchased for the house. Others are purchased for the place. Set on a narrow finger of land between two bodies of water, 16101 Piney Point Road offers an extraordinary waterfront setting with sunrise light on one side and spectacular sunset views on the other. The existing cottage provides an immediate place to enjoy life, watch the sky change, enjoy the water, and begin imagining what might come next. Inside, the home is modest, comfortable, and full of personality, with water visible from every room, a spacious primary bedroom, two additional bedrooms, an updated full bath, central heating and air conditioning, laundry, and a simple kitchen with cooktop. Enjoy the property as your full-time residence or weekend retreat and explore the potential for future expansion designed to take fuller advantage of the remarkable setting and views, and over 400 linear feet of shoreline! Any future construction, expansion, elevation, or redevelopment is subject to governmental approvals and buyer verification but we all know it's easier when there is an existing house and the well and public sewer are already in place. The neighboring properties at 16102 and 16104 Piney Point Road are also separately offered for sale, creating the rare possibility of acquiring the entire residential tip of Piney Point Road for a private family estate or multi-generational waterfront retreat. Each property is separately owned, listed, and offered for sale.

16101 Piney Point Rd, Piney Point

Listing courtesy of RE/MAX One. Contact: 4102244400
$399,900
Opportunity meets waterfront potential at 16102 Piney Point Road. Set in a distinctive coastal location, this property offers buyers the chance to create something truly special along the water. The existing structure is in need of substantial renovation and may also be considered a candidate for removal and replacement. This is not a cosmetic project. Buyers should expect a serious undertaking and conduct their own due diligence regarding the home’s condition, renovation feasibility, permitting, utilities, and future building plans. What makes this property compelling is the setting. With waterfront or water views, an established homesite, existing improvements, and access to utilities, the groundwork is already here for a buyer with vision. Renovate the existing home, reimagine the site, or explore the possibility of building a new waterfront retreat tailored to the way you want to live. Properties with this combination of location, water, land, and future potential are increasingly difficult to find - especially ones with private well and public sewer already in place! And the two neighboring properties are also for sale, making a three-home family estate property on an amazing finger of waterfront land a dream come true! Bring your contractor, architect, and imagination. The next chapter of 16102 Piney Point Road is ready to be written.

16102 Piney Point Rd, Piney Point

Listing courtesy of RE/MAX One. Contact: 4102244400
$1,125,000
3 Beds ⋅ 3 Baths
A boater’s paradise on Selby Bay! Offering 50 feet of waterfront along protected waters, a private pier with two boat lifts, expansive views of Selby Bay and the South River, and easy access to the Chesapeake Bay. This property is designed for those who love life on the water! Spend your days boating, fishing from your own pier, or relaxing on the screened porch and taking in the view. Inside, soaring ceilings, walls of windows and abundant natural light create a bright, airy feel while showcasing the beautiful water views. The flexible floor plan offers two primary suite options, one conveniently located on the main level and another upstairs with its own loft, allowing you to choose the layout that best fits your lifestyle. A 3-car garage provides plenty of room for cars, water toys and gear. And the lifestyle doesn’t stop at your own backyard! Located in the sought-after North Selby community, residents enjoy incredible amenities including a private sandy beach and swimming area, waterfront clubhouse, playground, pickleball/basketball court, boat ramp and kayak storage. In close proximity to Historic Downtown Annapolis and within reach of Washington, D.C., Bethesda and Northern Virginia, making it an ideal full-time residence or weekend waterfront retreat. Your own waterfront lifestyle awaits, schedule your private tour today!

3641 Branhum Rd, Edgewater

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,299,500
4 Beds ⋅ 3 Baths
Once-in-a-lifetime opportunity to build your dream home on 11.28 acres of private, wooded waterfront property along Long Cove off Stony Creek. A grading permit has been approved for an approximately 3-acre building envelope. A large portion of the property is subject to a forest conservation easement, while an additional approximately 2-acre section is outside the conservation and critical areas, offering a variety of possibilities. The property is already equipped with public water and sewer taps, with electric service onsite. Golf cart and ATV trails wind throughout the property, creating a unique private retreat surrounded by abundant wildlife and natural beauty. The property is offered with plans for a 2,600+/- square-foot to be built Colonial featuring a 2-car garage. Still time to choose different models and amenities. Enjoy the privacy of a wooded estate with waterfrontage and the potential to create a truly exceptional property. Buyer to perform all due diligence regarding potential future pier, waterfront improvements, building plans, permits, easements, and intended use. Builder tie-in.

800 N Shore Dr N, Glen Burnie

Listing courtesy of May Realty. Contact:

$625,000
2 Beds ⋅ 1 Baths
Welcome to this spectacularly renovated 2-bedroom, 1-bath waterfront home in the desirable Ventnor Community. Offering approximately 50 feet of waterfront and a 75-foot private dock, this property combines beautiful interior updates with an exceptional waterfront lifestyle. Step inside to a bright, open-concept floor plan designed to take full advantage of the incredible water views, visible from nearly every room. The completely renovated kitchen features a large peninsula, custom cabinetry, stainless steel appliances, French-door refrigerator, range and hood vent, and plenty of space for entertaining. The living area is highlighted by a wood-burning fireplace and sliding glass doors leading directly to the waterfront deck. An elegantly remodeled bathroom features a double-sink vanity and custom built-in cabinetry, combining style with plenty of functional storage. The extensive renovation includes all new LVP flooring, lighting, plumbing, blown-in attic insulation, washer, dryer, HVAC system, BAT septic system and drain field, providing substantial updates both inside and out. Outside, enjoy a level waterfront yard, spacious rear deck, and motorized retractable awning, creating the perfect setting for outdoor dining, entertaining, or simply relaxing by the water. The renovated lower level provides additional flexible usable space ideal for a game room, home office, recreation area, or additional entertaining space. Beautifully updated from top to bottom with spectacular water views, private dockage, major system improvements, and outstanding indoor and outdoor living, this is waterfront living at its best.

2004 Goose Neck Rd, Pasadena

Listing courtesy of Structure Realty LLC. Contact:

$1,800,000
Eastern Shore Waterfront Building Lot. Discover a rare opportunity to own one of the Eastern Shore’s beautiful waterfront lots. Located in the small subdivision of Camelot, this 3.5-acre building lot offers breathtaking sunset views and an exceptional setting to create your dream home. Tucked along Fishing Creek just off the Little Choptank River, the property provides peaceful water views, privacy, and natural beauty. As shown in the photographs, the adjoining property has recently been improved with a newly built home and pier, further enhancing the appeal and potential of this location. Despite its tranquil setting, the lot is conveniently located just a few miles from downtown Cambridge, offering easy access to shopping, dining, entertainment, and local attractions. Whether you envision a primary residence or a weekend retreat, this property offers an unparalleled canvas for your vision and the opportunity to fully embrace the Eastern Shore and Bay lifestyle. Due diligence is recommended for any building lot. Buyers are encouraged to contact the Dorchester County office for information regarding new construction requirements. Permit approved to: Construct a 140-foot long by 6-foot-wide timber pier, a boatlift with associated piles, and two mooring piles extending a maximum of 140 feet channel ward of the mean high-water line. Schedule a tour today - do not enter the property with an appointment or a representative.

5200 Travelers Rest Rd, Cambridge

Listing courtesy of Taylor Properties. Contact:

$2,799,000
3 Beds ⋅ 4 Baths
Experience the very best of Deep Creek Lake living in this exceptional 3-bedroom, 3.5-bath luxury lakefront residence in the prestigious Thousand Acres community. Thoughtfully designed with sophisticated finishes and an effortless connection to the outdoors, this extraordinary home offers the perfect blend of refined elegance and relaxed lakeside living. The main level welcomes you with an impressive open-concept living space highlighted by an expansive accordion glass wall that seamlessly opens to the deck, creating an exceptional indoor-outdoor entertaining experience. The designer kitchen is equally impressive, featuring a stunning waterfall-edge island, premium stainless-steel appliances, and high-end finishes throughout. A screened outdoor dining area provides the perfect setting for enjoying meals and long summer evenings overlooking the lake. The main-level primary suite offers a private retreat with a beautifully appointed, spa-inspired bathroom designed for ultimate relaxation. Additional bedrooms and living spaces provide exceptional accommodations for family and guests, all finished with the quality and attention to detail expected in a true luxury property. Outside, 117 feet of prime Deep Creek Lake frontage creates an unparalleled waterfront setting, complete with a Type-A dock offering outstanding access to the water. Whether you're boating, swimming, entertaining, or simply taking in the changing seasons, this is lakefront living at its finest. Adding to the appeal is the highly desirable Thousand Acres community, home to one of Maryland's premier semi-private golf courses. From exceptional architecture and elevated finishes to breathtaking lakefront living and world-class recreation just outside your door, this remarkable property represents a rare opportunity to own a truly special Deep Creek Lake retreat.

75 Spring Creek Ln, Swanton

Listing courtesy of Railey Realty, Inc.. Contact:

$269,900
2 Beds ⋅ 2 Baths
Beautiful waterfront getaway offering gorgeous water views from nearly every window! This charming 2 bed 1 bath, fully furnished home is the perfect weekend retreat, vacation escape, or coastal hideaway. Enjoy waterfront access and the convenience of being within walking distance to the boat ramp, local crab shanties, and restaurant. Outdoor decks on both the front and back of the home provide the perfect spots to relax, entertain, and take in the peaceful waterfront surroundings. There is a 15 ft wide path, which is deeded to this property across the street, that leads to the water. With approvals from the appropriate authorities, build a pier and boat dock for your enjoyment. The home comes completely furnished and includes a washer, dryer, refrigerator and range —making it truly move-in ready. Additional features include a nitrogen-reducing septic system, vinyl windows, and easy-care laminate flooring. Just bring your bags and start enjoying life by the water!

25795 Drum Point Rd, Westover

Listing courtesy of Whitehead Real Estate Exec.. Contact: 4107494663
$425,000
2 Beds ⋅ 2 Baths
TOP-FLOOR WATER FRONT LIVING with 180° WATER VIEWS • BOAT SLIPS • 24-FT BALCONY! Experience the very best of coastal living from this top-floor 2-bedroom, 2-bathroom waterfront condominium, where sweeping 180-degree views stretch from the open bay to Northside Park’s spectacular Sunday night fireworks and all the way toward the ocean. Water views and refreshing breezes surround you for a perfect waterfront lifestyle. Vaulted ceilings create an airy, spacious feel, while recently installed luxury vinyl plank flooring flows seamlessly throughout the main living areas. The nicely appointed kitchen features stainless steel appliances and a custom island that opens effortlessly to the dining and living spaces and extends the entertaining area onto the massive 24-foot waterfront balcony. The large balcony is designed for year-round enjoyment, enclosed with vinyl sliding panels that stack completely open for warm-weather living and close comfortably for the cooler months. Whether you’re enjoying morning coffee, an evening cocktail or watching the fireworks over the water, this is the kind of outdoor space that makes every day feel like vacation. The waterfront primary suite is a private retreat, offering direct balcony access, panoramic water views and a brand-new ensuite bath featuring a marble tile step-in shower with glass doors, updated vanity countertops and modern lighting. Your guest bedroom is privately positioned at the rear of the condominium, offering peace and separation from the main living areas, along with a second beautifully appointed bath—perfect for family and guests. You'll appreciate loads of storage at the front entrance including storage closet and washroom with a full-size side-by-side washer and dryer, and more space for beach toys. Owners replaced HVAC in 2021. Quarters at Marlin Cove community is tucked away from the hustle and traffic, yet just two blocks to the ocean, with a convenient 120th Street crosswalk, and steps away from grocery stores, restaurants, pharmacies, and Northside Park, Ocean City’s premier destination for family recreation, playgrounds, walking paths, events, and fireworks. The community offers outstanding amenities, including two outdoor pools, covered parking, secure bike storage, 4 owner storage rooms and community boat slips available for just $500 per year. The owner currently has a slip, with additional slips available. Don't miss this amazing opportunity at a great price!

Ocean City

Listing courtesy of Mary McCracken Realty, Inc. Contact: 4107231895
$750,000
2 Beds ⋅ 2 Baths
Waterfront stone home on the Elk River with a private dock! This home has been impeccably well-kept and provides gorgeous, sweeping water views that will take your breath away! Inside, the kitchen has been thoughtfully retouched to include stainless steel appliances and the intimate dining area provides an excellent space to enjoy coffee or gather for meals and good conversation. The large living area is highlighted by a stone wood-burning fireplace and even more spectacular water views. Tucked away in the rear of the home is a convenient powder room and tasteful sunroom, great for sitting back and relaxing while you read. Upstairs, two bedrooms split by a full bathroom round out the finished living space. The carport out back is helpful to stay dry when unloading groceries or hauls from your errands and the back yard is spacious enough for playing games and landscaping! At 31 Borens Shore, the Elk River's desirable waterfront awaits just steps away, with a wonderful dock installed in 2011. Additional updates include a new roof that is only 3 years young, a water heater that is only 2 years young, and a recently installed water treatment system.

31 Borens Shore Rd, Elkton

Listing courtesy of RE/MAX Chesapeake. Contact:

$1,565,000
4 Beds ⋅ 3 Baths
Welcome to the prestigious water front home called the MERMAID house! This one owner custom built, 4 bedroom, 2.5 bath home will become your new home once you see it! Much larger then it looks! Vacation home or year round residence enjoyment awaits, this home screams rest and relaxation, inside or out! Comfortable and elegant...inside you can have a formal dining area or the current sitting area arrangement. The vaulted ceiling leading to the private area balcony is unique and adds space. Bedrooms are all of good size, 3 upstairs and with the primary bedroom and bath on the main level, you have convenience and comfort! The kitchen is spacious and bright! From the kitchen dining areas, you have a relaxing view of the water. Outside, you can relax on the deck taking in the water views or enjoy deep water access on your boat that can lead you directly to the inlet to the ocean and many points of interest and adventure! This property has an extra long dock, 6 Ft wide and can accommodate your larger vessels. Boat accessory house to store your vessels needs. Docks are a precious commodity in this area and you can have your very own. Outside shower for your water fun clean up! Sculptured driveway! All appliances convey. Furniture is negotiable, Personal property is excluded. Come and see for yourself, Mother Nature's beauty at its finest...and, just think, this can all be yours.

13463 Madison Ave, Ocean City

Listing courtesy of Ability Real Estate Service. Contact:

$3,100,000
3 Beds ⋅ 4 Baths
Set within the gated waterfront enclave of Bayberry Hill, this distinctive waterfront residence with waterside pool offers an exceptional combination of architectural character, wooded privacy, and sweeping water views. Tucked beneath a mature tree canopy, the property feels wonderfully secluded while opening dramatically toward the water, creating a peaceful retreat designed around the Annapolis waterfront lifestyle. A picturesque approach leads through lush landscaping, pond with water feature and across a charming footbridge to the inviting entrance. Inside, soaring wood-clad ceilings, skylights, expansive windows, and impressive stonework create a warm, contemporary aesthetic. The dramatic great room is anchored by a striking floor-to-ceiling stone fireplace, while walls of glass throughout the home bring the surrounding natural beauty indoors. Multiple living spaces offer exceptional versatility for everyday living and entertaining. A glass-enclosed waterside family room adjacent to the gourmet kitchen captures beautiful views and opens to the expansive deck, creating a seamless connection between indoors and out. A beautifully designed wine cellar with custom wood storage, stone accents, and a tasting area adds another distinctive element. The spacious primary suite is a private retreat with vaulted ceilings, a sitting area, dedicated workspace, private side patio and access to the waterside deck. The spa-inspired bath features dual vanities, an oversized soaking tub positioned beneath windows overlooking the water, and a large walk-in shower. The lower level is designed for entertaining with a spacious recreation and game room featuring a fireplace, custom finishes, and sliding doors opening directly to the poolside deck and hot tub. Two bedrooms with ensuite baths, large closets and spectacular pool and water views create an ideal getaway for family or guests. Outside, a series of decks and terraces cascade toward the shoreline, offering multiple places to relax and take in the views. The waterside swimming pool is surrounded by a generous deck beneath the mature trees, while a separate hot tub provides another peaceful vantage point. At the shoreline, a private pier with multiple slips and boat lifts provides effortless access for boating, paddling, and days on the water. Bayberry Hill offers the privacy of a gated waterfront community with water access and tennis/pickleball courts, all within convenient reach of Downtown Annapolis, BWI, major commuting routes, and Washington, D.C. A truly distinctive waterfront retreat where architecture, privacy, and the natural landscape come together beautifully. Welcome Home!

1304 Saint Pauls Way, Crownsville

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$499,900
3 Beds ⋅ 2 Baths

6582 Hemlock Point Rd, New Market

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

$2,395,000
4 Beds ⋅ 5 Baths
Waterfront Living Reimagined in San Domingo Cove! Coastal influences, exceptional craftsmanship and meticulous attention to detail define this immaculate custom waterfront home. Dramatic two-story family room, soaring ceilings, walls of windows and an open staircase with stainless steel cable railings create a striking architectural statement. The second-story catwalk and loft overlook the main living area, while expansive windows frame the pool and water views beyond. Designed for both everyday living and entertaining, the chef's kitchen features quartz countertops, stainless steel appliances and extensive soft-close cabinetry. An oversized island provides generous prep space and seating, while the bright eat-in dining area and separate beverage station offer exceptional space for casual dining and entertaining. Bamboo flooring extends throughout the living spaces, adding warmth and continuity to the home's contemporary coastal design. The thoughtfully designed floor plan includes a first-floor primary suite overlooking the pool and San Domingo Creek, two additional ensuite bedrooms and a spacious bonus room with a full bath, ideal as a guest suite, home office, studio, media room or fourth bedroom. Outside, beautifully landscaped grounds frame the waterside pool and expansive patio, while the shared private pier with a boat lift and floating dock provides easy access for boating, kayaking and paddleboarding. An oversized three-car garage offers ample space for vehicles, storage and recreational equipment. Located in desirable San Domingo Cove, the community enjoys protected natural open space, beautiful water features and immediate access to the St. Michaels Nature Trail. This distinctive property combines waterfront privacy with convenient access to the shops, restaurants, marinas and waterfront attractions of St. Michaels.

965 San Domingo, Saint Michaels

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
$1,474,900
5 Beds ⋅ 4 Baths
**COMPLETELY REIMAGINED WATERFRONT RETREAT ON BACK CREEK IN SOLOMONS!** Set on 3.29 private acres within walking distance to Solomons, Maryland, this completely remodeled 4500sqft waterfront retreat w/ 493 ft of Back Creek frontage blends luxury, privacy, and lifestyle. This exceptional property offers 5 Bedrooms, 4 Full Bathrooms, two primary suites, incredible outdoor living spaces, and a premier boating setup rarely found in Southern Maryland. From the moment you arrive, the setting immediately feels different. Mature trees, expansive lawn space, and panoramic water views create a peaceful waterfront backdrop while the beautifully updated home blends modern coastal finishes with comfortable everyday living. Inside, open living spaces are filled with natural light and designed to maximize the water views. Warm hardwood flooring, custom trim work, recessed lighting, oversized windows, and designer finishes create a home that feels both refined and inviting. The kitchen is the centerpiece of the home with custom cabinetry, quartz countertops, stainless appliances, floating wood shelving, designer fixtures, and a large statement island built for gathering and entertaining. The layout flows effortlessly into multiple living spaces while keeping the waterfront constantly in view. The formal living room offers warmth and character with a beautiful wood-burning fireplace as the focal point, perfect for cozy evenings or entertaining guests. Just beyond, the family room was designed around the views, featuring expansive picture windows overlooking Back Creek and creating a bright, open waterfront gathering space. One of the home's most unique features is the layout itself. The first primary suite is privately positioned toward the rear of the home with a large laundry room separating it from the main living spaces. A stunning breezeway with oversized sliding glass doors on both sides connects the suite to the main part of the home, filling the transition space with natural light and views of the surrounding property. The primary bath feels straight out of a luxury resort with extensive custom tile work, dual vanities, soaking tub, and oversized walk-in shower. The second primary suite offers its own beautifully remodeled ensuite featuring a striking black-and-white design, modern finishes, dual vanity areas including a dedicated makeup vanity, and an oversized custom shower—ideal for guests, multigenerational living, or extended stays. Two additional decent-sized bedrooms and a large hall bathroom complete the main floor. The hall bath is equipped with a large vanity w/ double drawer stack cabinets, quartz countertops, and a beautifully tiled shower. The finished basement offers additional living space, including a bonus room that could serve as a 5th bedroom, guest suite, home office, hobby room, or fitness space, plus a large recreation/media area. Outside, the property transforms into a true waterfront escape. A massive waterside deck overlooks Back Creek and creates the perfect space for entertaining, dining, or simply relaxing while taking in the peaceful setting. A custom paver stone gas firepit with granite surround creates another incredible outdoor gathering space tucked perfectly into the landscape. Near the shoreline, a large 14x16 storage shed with surrounding decking provides ideal space for boating equipment, fishing gear, paddleboards, and waterfront storage while offering another place to enjoy the views. At the water's edge, the private pier is designed for serious boating enthusiasts with an impressive 60x20 slip on one side and a 40x16 slip on the other, offering exceptional dockage rarely available on protected waters like Back Creek. Completing the property is a detached 4-car garage, extensive hardscaping, mature landscaping, and rare acreage with protected waterfront living—all just moments from Solomons' restaurants, marinas, and waterfront lifestyle.

160 Bamboushay Ln, Solomons

Listing courtesy of CENTURY 21 New Millennium. Contact: 4439689595
$3,195,000
4 Beds ⋅ 4 Baths
Welcome to 7962 Frances Lane, a rare opportunity to create your own waterfront paradise in Pasadena. Set on 3.55 acres along the protected waters of Back Creek, this exceptional property combines a nearly new home with an existing 26-slip marina—offering a unique blend of modern living, boating, and life on the Chesapeake Bay. Less than a year old, the home features four bedrooms, four full baths, a private office, and a spacious unfinished basement ready to be tailored to your vision. Create additional living and entertaining space, a fitness room, home theater, or simply enjoy the flexibility and storage the unfinished lower level provides. Step outside and the waterfront lifestyle takes center stage. Spend quiet mornings overlooking Back Creek, walk from your home to the marina, and head out by boat to enjoy everything the Chesapeake Bay has to offer. With 3.55 acres, there is ample room to enjoy the outdoors and create a private waterfront retreat that reflects the way you want to live. At the heart of the property is the existing 26-slip marina—an extraordinary amenity that sets this property apart and opens the door to a variety of possibilities for its next owner. Keep your own boats just steps from home, welcome friends and family by water, or explore the potential of the marina as part of your larger vision for the property. Why wait years to build and establish a waterfront property when so much is already here? With a nearly new home, 3.55 acres, an existing 26-slip marina, and a protected setting on Back Creek, 7962 Frances Lane is an opportunity to make the Chesapeake Bay lifestyle your own.

7962 Frances Ln, Pasadena

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$1,500,000
Rare waterfront investment opportunity! This completely turn-key property features a four-unit building with four 1-bedroom, 1-bath units, plus a separate 2-bedroom, 2-bath single-family home, all situated directly on the water in a fantastic in-town location. Enjoy the convenience of keeping your boat right outside your back door while being just minutes from many of the area’s favorite restaurants, shops, and local attractions. An exceptional opportunity for investors seeking multiple income-producing units combined with an unbeatable waterfront setting.

222 Trimper Ave, Ocean City

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382
$699,000
4 Beds ⋅ 2 Baths
BEST VIEW AND WATER ACCESS IN THIS PRICE RANGE ON THE MAGOTHY! Wow, what an incredible opportunity to own a waterfront home in sought-after Chelsea Beach on the Magothy River! Enjoy panoramic views from your tiered flat yard only a few steps above the water's edge. You'll find a direct water view from multiple rooms on both levels, including bedrooms, dining area and office along with lots of updates and custom features. The full unfinished basement is perfect for storage and a workshop. Relaxing or entertaining will be easy with the fabulous deck, fire pit and patio. In addition to your private dock, the community boat ramp is only a few hundred yards away on your side of the creek. Many systems have been replaced including roof, well, HVAC and septic. Commuting will be easy with quick access to Rt. 100 (no Mountain Road gridlock). Don't miss this terrific opportunity. Contact us or your agent for a private tour!

601 Riverside Dr, Pasadena

Listing courtesy of The KW Collective. Contact: 4435741600
$1,500,000
6 Beds ⋅ 6 Baths
Rare waterfront investment opportunity! This completely turn-key property features a four-unit building with four 1-bedroom, 1-bath units, plus a separate 2-bedroom, 2-bath single-family home, all situated directly on the water in a fantastic in-town location. Enjoy the convenience of keeping your boat right outside your back door while being just minutes from many of the area’s favorite restaurants, shops, and local attractions. An exceptional opportunity for investors seeking multiple income-producing units combined with an unbeatable waterfront setting.

222 Trimper Ave, Ocean City

Listing courtesy of Coastal Life Realty Group LLC. Contact: (443) 235-8382
$775,000
3 Beds ⋅ 3 Baths
Welcome to waterfront living, right off Saint Clements Bay. Where beautiful views from every room, over an acre of land and direct water access create the perfect Southern Maryland home. Surrounded by water and designed to take full advantage of its incredible setting, this three-bedroom, two-and-a-half-bath home offers the lifestyle waterfront buyers are searching for. Spend your mornings taking in the peaceful views, your afternoons out on the water crabbing, and your evenings relaxing at home surrounded by the scenery. Water lovers will appreciate the private pier with water and electric, approximately 6 to 8 feet of water at high tide, and a concrete boat ramp, making it easy to enjoy boating, fishing, crabbing, kayaking, and everything that comes with life on the water. A composite deck, open front porch, and massive sunroom provide even more places to sit back and enjoy the lifestyle this home will give. Inside, over 2,500 sqft of space is warm and inviting with new flooring, new carpet, and plenty of natural light from the double-hung windows. The kitchen features coastal painted wood cabinetry, quartz countertops, stainless steel appliances, and tons of pantry storage. Multiple living spaces provide plenty of room to spread out, including a dining room, three living areas, and a cozy brick-surround fireplace with built-ins. Additional features include a newer roof with gutter guards, a French drain system, two attic spaces for storage, a cedar closet, and TWO outbuildings, including a spacious 14x40 garage with electric. With incredible water views, your own pier and boat ramp, and plenty of space inside and out, this property is ready to be enjoyed from the moment you arrive.

38884 Collinwood Dr, Abell

Listing courtesy of RE/MAX United Real Estate. Contact:

$1,775,000
2 Beds ⋅ 3 Baths
Waterfront on the Chesapeake Bay! Welcome to 7017 Bay Front Drive, a charming two-story summer cottage in Annapolis with unobstructed views of the Bay and Bay Bridge. Watch the Blue Angels fly overhead, catch Fourth of July fireworks, or simply enjoy the boats passing by — all from home. Swim, kayak, fish, crab, paddle board, or boat right from your front yard. The main level offers an open-concept kitchen, dining area, and family room designed to maximize waterfront views, plus a sleeping area with half bath and closet, a full bath, and laundry. Upstairs, the entire level serves as a private primary suite with sweeping Bay views and its own full bath. Outside features riprap shoreline protection, a storage shed for waterfront gear, and an existing pier and boat slip ready to be restored. More than a cottage — it’s your front-row seat to life on the Chesapeake Bay.

7017 Bay Front Dr, Annapolis

Listing courtesy of Home Towne Real Estate. Contact: 8882252736
$499,999
4 Beds ⋅ 3 Baths
Welcome to this stunning renovated property; small century home brings character and craftsmanship you just can't replicate today, and an end-of-road, waterfront lot offers a level of privacy and peace that is incredibly rare. Having 50 feet of pier gives you instant access for kayaking, fishing, or docking a boat, while the combination of 3 bedrooms, 2.5 baths, and sprawling yards strikes the perfect balance: enough indoor space to live comfortably without overwhelming maintenance, paired with endless outdoor potential.

802 Creek Rd, Essex

Listing courtesy of Smart Realty, LLC. Contact: 3012525515
$1,150,000
Exceptional 0.57-acre waterfront lot offering approximately 314 feet of shoreline on a quiet point in a protected cove at Deep Creek Lake. The wooded setting provides privacy and an attractive location for your future lake retreat. A Type A dock conveys with the property, public sewer is available. The parcel is not located within the Heron Cove HOA but has access through the neighborhood by easement, subject to an annual road maintenance fee. Convenient mid-lake location with easy access to area shopping, dining, recreation, and entertainment. Buyer to verify building feasibility, setbacks, and all intended uses.

Boyd Paugh Ln, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700
$2,200,000
5 Beds ⋅ 6 Baths
Welcome to where dreams come true in an exclusive Waterfront neighborhood located in Sunset Pointe, Earleville MD....This stunning 2 story Sprawling Ranch is on 19.32 acres of breathtaking views of fields, wildlife and the open waters of Pond Creek. This meticulously renovated property featuring a beautifully redesigned family room with a wood-burning fireplace that has been tiled from floor to ceiling with custom tile, also featuring electric blinds just added to the specular windows that take all the views in.... The kitchen boasts new Bosch appliances, granite counter tops, wine refrigerator, counters galore, sub zero refrigerator, new above lighting cabinets, instant hot water at the sink, new sink and so much space... The Large dining area leads to an expanded deck with composite flooring and stone pillars. The office/sunroom which is located off the kitchen area has beautiful full glass etched french doors fireplace that compliments the family rooms...The solid door off this room that has a designer staircase down to the lower level patio ....As you walk through the kitchen there is a half bath that is located next to the large mudroom with another door that exists to another new deck expanded also with composite floors and an overhang.....This mudroom has space for everyone .... separate locker area and a dogs haven with a doggie water bowl filler....Now lets head back to the other side of the family room ....Welcome to the primary suite that has it's own gazebo deck private to you with sliding glass doors that also exit from this suite....This newly renovated primary bathroom has heated floors, custom cabinets, large Jacuzzi tub including an oil diffuser and automatic dryer ....marble shelve with a TV .... the shower will WOW you with a shaving station with it's own faucet and mirror....and custom tiling like no other.... The laundry room is outside of the the primary bedroom with all custom closets and is conveniently within access of the other first floor bedrooms .....Bedroom 2 and 3 on the first floor have custom closets and share a jack and jill bathroom with stunning updates....also another Jacuzzi and walk-in shower. Now lets head back to the foyer and down to the lower level .....First you are greeted with a large game room that has beautiful sliding doors out to the new salt water pool ....This lower level has 2 full bathrooms one that is handicap-accessible and connects to a beautiful 4th bedroom with it's own set of sliding glass doors leading out to a lovely patio....Wait!!! there is more.... a theater room features great a 100 inch screen, movie lights, platform seating with counter top seating to eat your popcorn... decorated with great design and to top it off a kitchenette completes this impressive space..... Are you ready to step outside and see this impressive yard.....again the New salt water pool, the dyed concrete decking around the pool, the hardscaping, landscaping, and a wood trellis with planting features..... Additional highlights include a full house generator, invisible dog fence, and outdoor lighting. This property is a truly a one-of-a-kind gem! Just in case that was not enough to impress here are 2 more features....The large 3 car garage has new door openers, and above it is an efficiency apartment has been fully renovated with high ceilings and small kitchenette, new small deck, new large full bathroom ...did I mention this studio has wood walls that are from ........This is also a hunters enclosed 2 person deer blind, great fishing and crabbing a great outdoors persons dream.....10 acres are currently being farmed agriculturally..

248 Pond Creek Ln, Earleville

Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100
$795,000
3 Beds ⋅ 2 Baths
This recently updated 3 bedroom, 2 bath direct oceanfront end unit condo in The Capri, one of Ocean City's premier oceanfront condominiums, is being offered fully furnished and move in ready. New oversized vinyl slider off of the living space as well as extra windows provide ample natural light and gorgeous ocean and beach views throughout the unit. The updated kitchen features white cabinetry, quartz countertops and updated appliances. The open living space of combined kitchen, dining and living area provides plenty of room for family gatherings and entertaining and leads to the large covered oceanfront balcony. The primary suite offers a spacious walk-in closet & an updated ensuite bath complete with a large fully tiled walk-in shower with glass doors. The two additional bedrooms both offer ocean views and share a bathroom across the hall with updated vanity and tub. The Capri offers a long list of amenities, including a heated indoor pool, tennis courts, a sundeck, outdoor showers, game room, library, 24 hour secure lobby & more. This exceptional oceanfront condo is a must see.

11000 Coastal Hwy Unit #1612, Ocean City

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