Find Your Waterfront Oasis

Beautiful Waterways Abound...

The Chesapeake region is full of a variety of waterways to explore... kayaking, sailing, power sports, yachting and watching all the life that fills the areas. We live this life and know the areas and the unique characteristics of waterview and waterfront homes. Let us be your guide on this adventure!

there's no better way to ENJOY the water than to LIVE on the WATER

$620,000
3 Beds 2 Baths
* * * Who doesn't want to start out with a gift?! The sellers are offering $5000 CREDIT to buyer(s) on this property. * * * Experience the perfect blend of architectural charm and waterfront serenity in this one-of-a-kind dome-shaped home nestled on ¾ of an acre with roughly 130 feet of water frontage! This remarkable property offers endless opportunities for relaxation, recreation, and entertaining by the water. Step inside to discover a bright open-concept layout designed for gatherings, both large and small. The soaring ceilings and skylights with automatic shades fill the home with natural light, creating an inviting atmosphere in the spacious living and dining areas. The modern kitchen features stainless steel appliances, granite countertops, ample storage, and a great flow for hosting family and friends. With 3 bedrooms and 2 full baths, including a main-level bedroom and full bath, this home is ideal for flexible living arrangements or multi-generational comfort. The lower level offers an impressive amount of space, currently set up as a dog grooming studio complete with a wash station and individual stalls — a perfect setup for pet lovers, hobbyists, or anyone seeking a home business or workshop space. Outside, your private retreat awaits — the expansive lot provides plenty of room for outdoor entertaining, gardens, or future enhancements, all set against the tranquil backdrop of the waterfront. Enjoy morning coffee by the shore, launch your kayak, or simply take in the peaceful views that make this home truly special. The backyard is fenced in with a 6-foot privacy vinyl fence to keep your pets in and away from the water. Whether you’re seeking a unique primary residence or a weekend escape, this property offers a rare combination of character, functionality, and waterfront living you won’t find anywhere else.

811 Cedar Ave, Essex

Listing courtesy of Realty Plus Associates. Contact: 4109144100

$1,195,000
4 Beds 4 Baths
Welcome to a rare Eastern Shore offering where privacy, income potential, and waterfront lifestyle come together on 23± acres along the Little Choptank River. Currently a successful vacation rental, this property presents an exceptional opportunity for a second home that works for you—enjoy it when you want and generate income when you’re away. The expansive acreage provides a peaceful, private setting with endless possibilities—gardening, small-scale farming, hunting, or enhancing the land with an impoundment or pond to attract waterfowl. The waterfront is fully equipped for enjoying life on the water with a partially rip-rapped shoreline, private pier and approximately 2.5 feet of mean low water depth—ideal for boating, fishing, and crabbing, with easy access to Fishing Creek and the Chesapeake Bay beyond. Outdoor living truly shines with an in-ground pool overlooking the water, offering a serene setting for both quiet relaxation and entertaining. The spacious wooden deck provides ample room for dining and gatherings, while taking full advantage of the surrounding views. An outdoor shower adds a practical touch, making it easy to rinse off after time spent on the water or enjoying the outdoors. The 4-bedroom, 3.5-bath residence is designed for comfort and gatherings, offering an open floor plan with two primary suites, each with private baths. The spacious kitchen is a true centerpiece, featuring a large island with breakfast bar, double wall ovens, cooktop, refrigerator, dishwasher, beverage refrigerator, and separate ice maker—fully equipped to handle everything from intimate dinners to large-scale entertaining. The adjacent dining room easily accommodates gatherings, while the family room, just off the kitchen, captures serene water views and opens to a spacious screened porch for seamless indoor-outdoor living. A sunroom adds additional living space, also overlooking the pool and waterfront, creating the perfect spot to unwind year-round. The home’s low-maintenance brick exterior, attached two-car garage with automatic opener, and thoughtful layout make it as practical as it is inviting. Conveniently located approximately 2 hours from Washington, DC and 1.5 hours from Baltimore, this property offers the perfect escape without sacrificing accessibility. Whether you’re seeking a private retreat, an income-producing investment, or a place to fully embrace the Eastern Shore lifestyle—boating, fishing, crabbing, kayaking, paddleboarding, and more—this property delivers. Don’t miss the opportunity to own a truly unique waterfront estate with everything in place for summer enjoyment—schedule your private tour today and start living the lifestyle you’ve been waiting for.

1661 Town Point Rd, Cambridge

Listing courtesy of Sharon Real Estate P.C.. Contact:

$1,255,000
3 Beds 4 Baths
PEACEFUL COUNTRY LIVING WITH SCENIC COASTAL CHARM! HOME OFFERS THE BEST OF BOTH WORLDS! FEEL LIKE YOUR TUCKED AWAY IN THE COUNTRYSIDE, SURROUNDED BY NATURE, AS WELL AS A WATERMANS DREAM LOCATION! CUSTOM WATERFRONT MASTER PIECE ON HERRING CREEK! ONLY MINUTES TO THE COASTAL BEACHES, RESTAURANTS & SHOPPING! Built in 2022 by Mark Iacona & Fivestar Builders. Welcome to this extraordinary custom-built home, perfectly situated on OVER 111 FEET OF WATERFRONT along the tranquil shores of Herring Creek. This 3-bedroom, 4-bath home with a flexible studio space (ideal as a 4th bedroom or home office) blends thoughtful design, craftsmanship, and sweeping WATER VIEWS IN EVERY ROOM into a one-of-a-kind COASTAL RETREAT. This all-electric home features a NEW PRIVATE WELL with an owned water conditioning system and custom shades throughout, offering comfort, efficiency, and elevated style. At the heart of the home, the chef’s kitchen is a culinary dream—featuring premium finishes, two walk-in pantries, and plenty of space to cook, host, and gather. The main level includes a welcoming foyer, spacious master suite with oversized tiled walk in shower, his-and-her sinks, private water closet, and gorgeous creek views. An open-concept living room with a wood-burning fireplace with heatalator. flows into a bright sunroom surrounded by windows that frame the serene landscape. Upstairs, two additional bedrooms, two full bathrooms, and a generous studio offer versatile space for guests or hobbies—all with abundant storage and more stunning water views. Step outside to a beautifully designed outdoor deck that’s perfect for entertaining or relaxing. Three electric awnings provide shade from the midday sun, creating a cool and comfortable space to enjoy your waterfront surroundings. The property boasts OVER 111 feet of newly bulkheaded water frontage, ideal for launching kayaks, canoes, personal watercraft (PWC), a skiff, or a pontoon boat. Whether you're boating, fishing, crabbing, or simply soaking in the views, this home delivers the ultimate waterfront lifestyle. Located on a quiet and scenic stretch of Herring Creek, this custom residence offers privacy, and seamless indoor-outdoor living. Access the property by a freshly paved private road & driveway! Schedule your showing today and discover this exceptional coastal gem!

12203 Nanas Way Ln, Ocean City

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

$1,750,000
4 Beds 5 Baths
The Ultimate Private Waterfront Retreat on Carrs Creek is PRICED TO SELL! Tucked along the shoreline of Carrs Creek in the heart of Southern Anne Arundel County, 5865 Deale Beach Road is the kind of rare waterfront estate that feels worlds away without asking you to give up convenience. Set on nearly 14 private acres, this beautifully expanded and updated farmhouse blends Chesapeake charm, refined finishes, and the freedom of true country living—just minutes from the restaurants, marinas, and small-town energy of Deale, Galesville, and North Beach. Inside, the home is warm, elegant, and designed for gathering. The spectacular kitchen pairs Viking appliances, white cabinetry, quartz countertops, generous island seating, and a statement light fixture with an easy flow into the family room, where an oversized stone wood-burning fireplace and walls of windows frame peaceful water views. It is the kind of space built for slow Sunday mornings, holiday dinners, and evenings that move effortlessly from the kitchen to the porch to the water’s edge. The main-level primary suite offers a private retreat of its own, with sliding doors to the deck and hot tub, a large walk-in closet, and an elegant bath featuring a glass-enclosed slate shower and separate jetted tub. A spacious office and additional bedroom complete the main level, while the upper floor offers three more bedrooms, including an en-suite bedroom with its own private screened porch overlooking the creek. Outside, the property becomes something truly special. Spend summer afternoons by the waterside pool, launch paddleboards and kayaks from your private pier and floating dock, gather around the fire pit after sunset, or practice your short game from the tee box. Screened porches, stone patios, open lawn, and wide water views create a lifestyle that feels equal parts luxury retreat and Chesapeake homestead. For those craving space, privacy, and purpose, the grounds deliver. A fenced garden area with chicken coop, gardening shed, vegetable garden, and room to roam brings fresh eggs, homegrown vegetables, and a slower rhythm to everyday life. A large detached garage with a bathroom and second level is ideal for a car enthusiast, workshop, studio, equipment storage, or hobby space. A commercial whole-house generator adds peace of mind, keeping the property ready in every season. Private, polished, and incredibly versatile, 5865 Deale Beach Road is more than a waterfront home—it is a full-scale lifestyle property. Whether imagined as a year-round residence, a weekend escape from the DC region, or a legacy retreat close to Annapolis, Joint Base Andrews, Northern Virginia, and the Chesapeake Bay, this is Southern Maryland waterfront living at its most complete. The photos are virtually staged to represent a concept to buyers of what the home could look like furnished.

5865 Deale Beach Rd, Deale

Listing courtesy of Compass. Contact: (410) 429-7425

$7,250,000
4 Beds 4 Baths
Perfectly positioned along the waterfront in the prestigious Murray Hill neighborhood of Annapolis, this extraordinary estate represents a rare opportunity to own a fully reimagined luxury residence where privacy, walkability, boating lifestyle, and architectural sophistication converge in one of the East Coast’s most coveted waterfront settings. RenownedBohan Contracting has been extensively renovating the home since October 2025. The home has not been lived in since completion, offering an exceptionally rare “like-new” experience where every finish, appliance, system, and curated detail remains untouched. Set on an unusually expansive waterfront lot for downtown Annapolis standards, the property delivers a sense of scale and privacy that is nearly impossible to replicate within Murray Hill. Mature landscaping, multiple outdoor living spaces, Brazilian Ipe decking, and panoramic water views create a setting that feels worlds away while remaining just moments from the energy and charm of downtown Annapolis. Designed for the discerning buyer seeking a refined waterfront retreat, the residence effortlessly balances elevated entertaining with relaxed coastal living. Whether arriving by boat after a day on the Chesapeake Bay, hosting sunset gatherings overlooking Spa Creek, or enjoying peaceful mornings watching sailboats drift by, the home was designed around an experience. Inside, timeless design and modern luxury unfold at every turn. The fully reimagined chef’s kitchen rivals those found in premier custom estates, anchored by a complete JennAir Noir appliance suite including a 48-inch dual-fuel range with double ovens, professional refrigeration, dual integrated dishwashers, multiple beverage centers, built-in ice maker, and a butler's pantry designed as both a prep and entertaining space. Custom Schrock “Trademark” maple cabinetry, designer-selected Waterworks fixtures, Calacatta Miraggio Cielo quartz with dramatic waterfall detailing, and layered architectural lighting elevate the space into a true showpiece. Throughout the residence, every finish was intentionally selected to create warmth, sophistication, and understated luxury. Wide-plank white oak flooring, custom white oak ceiling beams, Restoration Hardware lighting, Baldwin hardware, integrated Sonos audio throughout the home, Lutron lighting controls, custom plaster fireplaces, upgraded insulation for sound attenuation, and CAT6 wiring provide the seamless blend of craftsmanship and modern infrastructure expected at this caliber of home. The primary suite serves as a private sanctuary, complete with custom built-ins, boutique-style California Closets systems, integrated laundry, and a bespoke fireplace designed to create an atmosphere reminiscent of a luxury waterfront hotel suite. Every secondary space continues the same level of thoughtful execution and design continuity rarely achieved in residential renovations. Outside, the waterfront experience becomes truly exceptional. A private pier with electric, boat lift, paver stone extended driveway, refinished gates, and oversized outdoor entertaining areas creates a lifestyle tailored for effortless luxury. The property’s unique positioning offers both protected water access and breathtaking views while maintaining an uncommon sense of seclusion in the heart of Annapolis. Located just minutes from Downtown Annapolis, the United States Naval Academy, award-winning restaurants, yacht clubs, boutique shopping, and private aviation access, this home is ideally suited for the executive or entrepreneur seeking an uncompromising second home or primary waterfront residence within easy reach of Washington D.C., Northern Virginia, Philadelphia, and New York. The ability to enjoy a true luxury waterfront lifestyle with boating access, walkability, privacy, and substantial land all within one of Annapolis’ most prestigious neighborhoods is extraordinarily rare.

11 S Acton Pl, Annapolis

Listing courtesy of Real Broker, LLC - Severna Park. Contact: 8445517325

$8,750,000
5 Beds 7 Baths
Commanding extraordinary panoramic Chesapeake Bay views from its south-facing setting, this exceptional waterfront estate offers 210 feet of shoreline on 3.10 private acres in the exclusive Maidstone Farm community. Designed to embrace its remarkable waterfront setting, the residence captures sweeping, unobstructed views from nearly every principal room, with magnificent sunrises, vibrant sunsets, and ever-changing Bay vistas creating a stunning backdrop for everyday living. Enjoy mornings overlooking the water, afternoons boating from your private pier, and evenings entertaining along the shoreline. The protected waters of Burley Creek feature a private pier with 6–7 feet MLW, a 34' x 15' platform, and a 10,000 lb lift, providing effortless access to the Chesapeake Bay. The shoreline offers the perfect launch point for kayaks and paddleboards, while the expansive level lawn creates an exceptional setting for outdoor entertaining and waterfront gatherings. Designed by ABS Architects and custom built in 2019, this exceptional residence blends timeless coastal architecture with sophisticated craftsmanship and modern amenities. The thoughtfully designed floor plan features expansive living spaces filled with natural light, five ensuite bedrooms, 6 full and 1 half baths, four fireplaces including two propane, extensive custom built-ins, and seamless indoor-outdoor living with covered porches and waterside verandas. Architectural details include coffered ceilings, extensive crown molding, 10-foot ceilings on the main level, 9-foot ceilings on the upper and lower levels, 8-foot solid wood doors, 8-inch baseboards, designer lighting, and provisions for a future elevator. The gourmet kitchen is designed for both everyday living and entertaining, featuring two oversized islands, Eucalyptus cabinetry, a La Cornue range, two Sub-Zero refrigerators, Sub-Zero refrigerator drawers, premium hardware, and mitered-edge countertops. The waterfront primary suite offers a private retreat with a barrel vaulted ceiling, sitting area, oversized walk-in closet, and sweeping Bay views. Additional ensuite bedrooms feature custom tile work and refined finishes. A four-car garage with a private flex space above includes a full bath and exercise room, ideal for guests, office, studio, or additional living space. The unfinished 3,664-square-foot lower level provides endless possibilities for future expansion. Additional highlights include a heated saltwater pool overlooking the water, circular driveway, six-zone HVAC, spray foam insulation, 400-amp electrical service, Kohler propane whole-house generator with 2,000-gallon tank, security system, and Control4 audio and lighting automation. Minutes from downtown Annapolis, City Dock, waterfront dining, shopping, and cultural attractions, this extraordinary Chesapeake Bay estate offers a rare opportunity to enjoy a private waterfront lifestyle defined by boating, entertaining, relaxation, and the beauty of the Bay.

2035 Maidstone Farm Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$2,395,000
5 Beds 6 Baths
Experience extraordinary waterfront living in this custom coastal residence, perfectly positioned on high elevation overlooking Middle River with sweeping unobstructed views stretching to the Chesapeake Bay and Eastern Shore. Built in 2015 and designed for both elegant everyday living and grand-scale entertaining, this exceptional 5-bedroom home offers rare craftsmanship, timeless finishes, and panoramic water vistas from nearly every major living space. The sun-filled main level showcases rich hardwood flooring, a stunning gourmet island kitchen with water views, spacious dining area, and an expansive waterfront family room with gas fireplace and walls of glass opening to a large covered deck overlooking the shoreline. A desirable first-floor primary suite, powder room, generous laundry room, and oversized heated two-car garage with soaring 12.5-foot ceilings complete the main level. Upstairs, the magnificent waterfront primary retreat offers a private sitting lounge, walls of glass, covered waterside balcony, three walk-in closets, and a spa-inspired bath featuring a jetted soaking tub, oversized luxury shower, and dual granite vanities. Two additional ensuite bedrooms, each with walk-in closets and private baths, plus substantial walk-up storage over the garage, complete the second level. The third level offers an inviting additional family room with granite wet bar, stainless beverage refrigerator, and charming dormered architecture creating a spectacular flex space for guests or recreation. Designed for entertaining on every level, the lower level is a destination of its own, featuring a fifth bedroom and full bath, theater area with surround sound and gas stone fireplace, full granite bar with stainless appliances, kegerator, game areas, and wide double doors leading to the waterfront grounds. Outside, enjoy resort-caliber amenities including approximately 250-foot pier with two boat lifts, jet ski lift, covered swing, entertaining area, and deep unobstructed water frontage. Additional highlights include Hardie Plank exterior, generator hook-up already wired and gas-plumbed, second laundry area, and exceptional quality throughout. A rare offering combining luxury, elevation, protected investment quality, and true Chesapeake lifestyle.

605 Rockaway Beach Ave, Baltimore

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$1,749,000
3 Beds 4 Baths
Welcome to this stunning custom waterfront home, situated high on Half Pone Point, offering elegant living on the St. Mary’s side of the Patuxent River. Built in 2014, this well-maintained property features quality workmanship throughout its approximately 4,500 square feet of above-grade living space. The bright and open interior features a first-floor owner's suite, spacious secondary bedrooms upstairs, and a large upper-level craft/media room. The main level offers 9' ceilings, hardwood floors, a dedicated office, dining room, and an inviting family room with a coffered ceiling, adjacent to a tile-floored sunroom to capture coastal scenery all year, complete with an indoor porch swing. The main-level primary suite boasts elegant tray ceilings and three expansive walk-in closets. The spa-like primary bath features a heated floor, a separate walk-in shower, dual vanities, a private water closet, and a luxurious two-person whirlpool tub, with convenient direct access to the spacious laundry room. The chef-inspired gourmet kitchen features stunning granite counters, custom 42" cabinetry, and a full suite of professional stainless steel appliances. Culinary enthusiasts will appreciate the gas cooktop with a dedicated pot filler and the large corner pantry. Transition seamlessly to the unparalleled outdoor oasis, designed for grand entertaining. The 14x20 composite deck features sleek glass railing panels for unobstructed views and a retractable awning for shade. Below, a hardscape patio defines a comfortable conversation area centered around a remote-controlled gas fire pit—ideal for enjoying cool coastal evenings. This is the epitome of coastal living, defined by exceptional waterfront amenities: 100 feet of private Patuxent River frontage, complete with a 290-foot pier and boat lift, providing effortless deep-water access to the Chesapeake Bay and stunning, direct views of the iconic Solomons Island Bridge. Ample storage and flex space abound, including an oversized 3-car garage, a dedicated RV pad, and a 16x10 Amish-built shed. The unfinished walk-up basement offers vast potential, complete with built-in shelving, a workbench, a convenient half bath, and an exterior entrance. Modern systems ensure year-round comfort and peace of mind, including a dual-zone HVAC system (heat pump with gas furnace backup) and a ready-to-use home generator. Built for enduring resilience and convenience, the home features durable HardiePlank siding and 30-year Timberline architectural shingles. Short commute to NAS Pax River, home of the US Naval Test Pilot School. Embrace the Southern Maryland lifestyle with immediate access to recreational boating, fishing, and crabbing. Explore nearby historic towns—Solomons, St. Mary’s City, and Leonardtown—offering fine dining, seasonal concerts, and festivals. It's your turn to claim this luxury retreat and coastal charm, entertaining friends and family along the picturesque shores of the Patuxent River.

24814 Half Pone Point Rd, Hollywood

Listing courtesy of RE/MAX One. Contact: 4437718009

$6,995,000
7 Beds 6 Baths
Welcome to Deep Neck Farm Lane, a stately waterfront farm overlooking Broad Creek with sweeping west and southwest views that stretch over the Choptank River to the Western Shore. This extraordinary estate captures dramatic sunsets, summer breezes, and shelter from northern winds, all from an unrivaled vantage point. Built in 2006 by a builder for their family, the 8,500± square foot residence provides thoughtful design and enduring craftsmanship. The home was built for hosting and gathering. Seven ensuite bedrooms welcome family and friends, while soaring ceilings, three fireplaces, and a cozy morning room with a wood stove set the tone for gracious living. The turret, perched to catch the last rays of daylight, reminds one that every detail was designed around the water. The accessory structures and outdoor areas for entertaining are well-positioned to capture broad views and an immense water presence. From the waterside deck of the residence to the pool house with bathroom, loft, kitchenette, and outdoor grill, to the riverfront fire pit, the focal point is Broad Creek. The broad water portion of the shoreline is protected with 1,900 feet of stone revetment, and the remaining 2,500 feet of shoreline along Bridge Creek provides a natural setting. The farm has 13 acres under cultivation, with 3.5 acres in pasture. In addition, a 40 x 60 pole barn, featuring a second-floor caretaker apartment, provides ample space for the hobby enthusiast, complete with a workshop and off-season storage.

24390 Deep Neck Farm Ln, Royal Oak

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255

$5,900,000
7 Beds 9 Baths
Designed to rival a private resort, this waterfront estate was built for celebrating with family and friends. Sweeping Chesapeake views set the stage for every gathering. The waterfront pool features a cascading rock waterfall, a tucked in bench, and a generous sun shelf, all overlooked by a pool house with a covered summer kitchen, bar, seating area, and full bath with AC. A curated firepit lounge, expansive patios and balconies, and a screened waterside porch bring indoor and outdoor living together for every occasion. At the shoreline, life on the Bay begins, with an expansive private beach perfect for wading, sandcastles, and quiet evenings by the water. The newly expanded L shaped pier stretches 260 feet and is engineered for serious boating, with dockage for a large yacht, 24,000 lb. and 10,000 lb. lifts, electric, R/O water, dual pedestals, and decorative lighting. Protected waters offer calm conditions for docking, fishing, crabbing, and watersports, with direct Bay access and easy cruising to Annapolis, St. Michaels, and beyond. A circular driveway centered by a gorgeous fountain leads to the entry, where a stunning two story foyer and grand staircase greet you, framed by spectacular water views. The great room features a soaring wall of glass and a fireplace, opening to a chef's kitchen appointed with Wolf and Sub Zero appliances, custom cabinetry, a conversation bar, pantry, and breakfast nook. The dining room seats twelve or more, ready for every holiday feast. The primary suite is a private waterfront retreat, with a sitting area beneath a domed ceiling, a fireplace, custom built ins, and a spa bath with heated floors, a jetted soaking tub, and a multi head shower. The waterfront game room offers a fireplace, wet bar, and large TV, while the private theater seats eight in front of a 100 inch screen, making this home the destination for family and friends year round. Upstairs, five architecturally unique bedrooms, three ensuite, include private waterfront balconies and a large activity room opening to a deck overlooking the pool, dock, creek, and bay. A fully equipped in law suite offers its own kitchen, living area, bedroom, fireplace, and attached two car garage, while a separate heated and cooled four car garage with porcelain tile and custom cabinetry serves as studio, workshop, or gym. Six fireplaces, Anderson and Palladian windows, tankless water heaters, a whole house water softener and reverse osmosis system, a 60KW whole house generator, and fiberoptic 2.5GB internet with seventeen access points bring comfort and connectivity throughout. Fully app based control manages lighting, HVAC, security, pool, spa, generator, music, locks, and network, inside and out. Tucked along a quiet private road with easy access to the Bay Bridge, Annapolis, and Washington D.C., this is waterfront vacation living designed to be experienced every day. Serenity Lane describes how you feel, not just where you are. Welcome home.

330 Serenity Ln, Chester

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

$3,649,000
5 Beds 5 Baths
Experience coastal luxury at its finest in this exceptional waterfront residence, offering sweeping views of the bay, Assateague Island, and the Ocean City skyline. Encompassing over 6,000 sq. ft., this elegant home is perfectly positioned on a quiet cul‑de‑sac surrounded by other distinguished coastal properties. A rare opportunity, it blends refined living with an unparalleled waterfront lifestyle and includes a deeded deep‑water slip accommodating a boat up to 35 ft. Welcome to your coastal dream home. First Floor - Enter through an impressive foyer that leads down to the first level—an inviting space ideal for guests or multi‑generational living. This floor features: Two guest bedrooms and a full bath A spacious living room with a fireplace and access to a bay‑view deck The Captain’s Quarters: a private suite with its own exterior entrance, full kitchen, full bath, laundry, and interior access to the main home. Main Level - A few steps up from the foyer, the main living area is designed for both grand entertaining and everyday comfort. Highlights include: A formal dining room with wainscoting and abundant natural light. A butler’s pantry leading into a gourmet kitchen with stainless steel appliances, granite countertops, custom cabinetry, pantry, and a large island with seating. Dining area that opens to a spacious deck with direct water views. Bright living room with a stone fireplace, wet bar, and expansive windows framing the bay, private den perfect for quiet moments or work‑from‑home needs. Owner’s Retreat – Third Floor- The top floor is a luxurious sanctuary with breathtaking views. The primary suite includes: A generous bedroom with sitting area and fireplace, three walk‑in closets, spa‑inspired bath with double vanities, jetted tub, tiled shower, and water closet An additional bedroom—currently used as a custom dressing room—can easily be converted back to a fifth bedroom. A convenient utility area provides space for morning coffee or snacks. Follow the spiral staircase to the Coastal Overlook, a stunning vantage point offering panoramic views that must be seen to be believed. Additional Features: Elevator access to all three floors, hardwood and tile flooring throughout, thoughtful upgrades and refined finishes in every room. HOA‑approved short‑term rentals, community marina, clubhouse, and pool with reasonable HOA fees. This extraordinary home offers elegance, comfort, and unmatched coastal views. Schedule your visit today—your dream waterfront lifestyle awaits.

9600 Oceanview Ln, Ocean City

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$1,085,000
4 Beds 4 Baths
Exceptional waterfront estate in Dorchester County offers sweeping panoramic views of Church Creek with direct access to the Chesapeake Bay . Also located in the highly sought after Cambridge South Dorchester School District . Featuring over 470 feet of protected shoreline , a private dock with 4 feet of water depth, and a boat lift , this property is a rare opportunity for true waterfront living . The 3400 square foot , two and a half story home is thoughtfully designed to capture stunning water views from every angle . In side you will find four spacious bedrooms , including a grand primary suite , along with two full baths and a half bath on the upper level. The main floor is ideal for both everyday living and entertaining . offering a large waterfront dining room , a cozy water view den , and an expansive living room with a wood burning fireplace . The modern kitchen is beautifully updated and includes a pantry and a covered side porch. A unique extended screened porch off the dining room provides the perfect setting to relax and take in the serene views of Church Creek. Upstairs, the luxurious master suite features walk in closets, and the master bathroom showcases a vintage inspired clawfoot tub , a standout feature for those drawn to a modern farmhouse aesthetic , along side a walk in shower. Step out onto your private deck from the master bedroom to enjoy breathtaking sunsets over the water. Two additional bedrooms share a well appointed bathroom , spacious laundry room includes a new washer and dryer . The third floor offers flexible space with two large rooms , ideal for additional bedrooms , a home office , office gym, or media room . Additional features include multiple outbuildings : a two car garage, a kennel with three bays ready for future fencing , and a separate structure perfect for storage of a office. The property spans three lots totaling 3.395 acres of land , accessed by a long privately owned driveway that ensures ultimate privacy . This truly remarkable waterfront retreat where privacy, natural beauty, and expansive water views come together , an opportunity that must be experienced to be fully appreciated

4928 Gregory Rd, Cambridge

Listing courtesy of Stafford-Stafford Real Estate. Contact: 4103107755

$12,975,000
6 Beds 11 Baths
This extraordinary gated 20-acre waterfront estate, featuring a French-inspired stone residence, sits prominently along the banks of the Severn River just minutes from downtown Annapolis and under an hour from Washington, DC. With coveted western exposure, the property offers breathtaking, year-round sunsets and over 23,000 square feet of combined living space across the main house, guest house, and carriage house—all set amid rolling lawns, formal gardens, mature trees, and natural surroundings. The main residence is designed for both grand entertaining and comfortable living, with ten sets of French doors opening to terraces and gardens. A dramatic two-story foyer with limestone and marble inlays leads to a soaring great room anchored by an 18th-century French carved limestone mantel. Additional main-level spaces include a formal dining room, library, and music room—each with its own fireplace—and a gourmet kitchen featuring dual marble-topped islands. Upstairs, an open gallery overlooks the great room and grounds, while the expansive primary suite offers a fireplace, private sitting room, and waterside balcony with sweeping river views. The lower level is equally impressive, with a family room, billiards room and bar, a striking stone wine cellar with tasting room, media room, full gym with bath and sauna, and an additional bedroom suite. A separate wing provides a dedicated art studio or craft space, complemented by a motor court and two three-car garages. Outdoor living is equally refined, with manicured lawns and gardens, an expansive patio, outdoor kitchen, hot tub, and charming details including a gardening shed, chicken coop, and raised beds. The approximately 6,000-square-foot guest house is ideal for hosting, centered around a pool with a covered veranda, outdoor fireplace, bar, and gazebo—all with water views. Inside, it offers spacious living and dining areas with a shared stone fireplace, three bedrooms, two full and two half baths, and a full catering kitchen with Viking appliances. A breezeway connects to the carriage house with an additional three-car garage. The estate’s 900 feet of shoreline is complemented by a 350-foot deep-water pier (8–9' MLW) with four slips, including two accommodating 60-foot vessels, and two boat lifts—perfect for boating, sailing, and enjoying life on the Severn River and Chesapeake Bay.

938 Old County Rd, Severna Park

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$999,900
3 Beds 3 Baths
Birdseye view of Harbor Island weigh in station for the world renowned White Marlin Open! Sit on your private balcony with retractable awning and view everything that goes on in this world class fishing tournament.This gorgeous penthouse located in a highly sought after and rarely offered 6 unit condominium, Aronimink. This condo conveys with not one but two deepwater boatslips. One is 45ft in length and and one is 23ft. in length and both offer quick acess to the bay and offshore locations .This beautiful open concept condo features 2 atrium door balconies both overlooking the water, cathdral and tray ceilings, abundant windows for breathtaking views, custom built-in wet bar with wine storage and a lovely corner gas fireplace. This huge kitchen which overlooks the entire dining and great room is surounded with gorgeous granite counters, stainless steel appliances, and recessed lighting. The primary owners suite with tray ceilings features access to the balcony, ensuite bath featuring jacuzzi tub, stand alone walk-in shower and double vanities.There is a huge walk-in closet which conveniently leads to a laundry room with full size washer and dryer. Two additional bedrooms with lots of windows are located at the other end of the condo with a lovely 2nd full bath. There is a half bath conveniently located to the living space. From this gorgeous condo you can view magnificent sunsets, watch all the boat activity in the marina and walk to local restaurants, pubs, boardwalk and beach. Whether you are searching for a year round full time home, a second home retreat, or an income producing short term rental property you cannot go wrong with 310 13th St, Unit 302 Ocean City Md.

310 13th St Unit #302, Ocean City

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

$993,000
3 Beds 2 Baths
Nestled in the serene enclave of Bozman, this exquisite 1940s bungalow seamlessly blends coastal charm with modern luxury, offering an unparalleled lifestyle for discerning buyers. Spanning 1,362+/- square feet, this detached residence boasts three spacious bedrooms and two elegantly appointed bathrooms, each designed with high-end finishes that elevate everyday living. The country-style kitchen features rich wood cabinetry and ample counter space, while the family room, conveniently located off the kitchen, invites relaxation with its warm ambiance. The primary bedroom, a true sanctuary, offers breathtaking waterfront views, allowing you to wake up to the gentle sounds of nature. The interior is adorned with beautiful wood floors that exude warmth and sophistication, complemented by ceiling fans that enhance the airy feel throughout. The bathrooms are thoughtfully designed, featuring a luxurious walk-in shower and a stall shower, ensuring a spa-like experience at home. An attic provides additional storage, while the main floor laundry adds convenience to your daily routine. Outside, the property is a true oasis, set on a generous 0.58+/-acre lot that is cleared and beautifully landscaped. The sloping rear yard leads to 98+/- feet of pristine waterfront along Harris Creek, where you can indulge in the tranquility of water views framed by lush trees and woods. This unique setting not only offers a picturesque backdrop but also provides navigable water access, perfect for kayaking or leisurely afternoons by the water. The exterior features include a charming outbuilding and a shed shop, ideal for hobbies or additional storage. An attached garage with front entry and an asphalt driveway ensures ample parking for you and your guests. Located in a peaceful riverfront community, this property is not just a home; it's a lifestyle. Enjoy the serenity of nature while being just a short drive from local amenities and attractions. Experience the perfect blend of luxury, comfort, and natural beauty in this exceptional Bozman residence, where every detail has been meticulously crafted for an exclusive living experience.

8090 Bozman Neavitt Rd, Bozman

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$7,675,000
5 Beds 6 Baths
Sited along the storied Chesapeake Bay, with breathtaking views, proximity to the water, and exceptional landscaping, this spectacular Gibson Island listing offers a once in a generation opportunity to capture and enjoy the unique marvels of life along the Bay. The five-bedroom, five and a half bath estate, sitting on a rare double lot, offers generous living spaces and a timeless coastal elegance perfectly suited to its idyllic location. The house also overlooks expansive stone terraces, lovely seasonal flowers and grounds, and a 63-foot heated lap pool with 180-degree panoramic views of the Bay. Built in 1928 and beautifully renovated and expanded over time, the interior of this spectacular home unfolds with gracious rooms, inviting gathering places, classic architecture, a restful and spacious primary bedroom suite, superbly designed Bayside porches, hardwood floors, a main level guest bedroom with separate entrance, and a host of unique features and amenities befitting such a stunning property. The rooms offer carefully designed finishings that speak to both entertaining and comfortable family living. A property of this caliber and scale—combining a cherished residence, exceptional waterfront positioning, and a double lot—rarely comes to market on Gibson Island. With the Bay Bridge in the distance, it stands with the finest examples of Chesapeake Bay and Gibson Island waterfront property. Information on Gibson Island: Gibson Island is a private island within one hour of Washington, D.C. and Baltimore offering an absolutely extraordinary setting. The Island comprises 1000 acres with seven miles of shoreline. Two thirds of the Island is undeveloped and is owned by the Gibson Island Corporation, the homeowners' association. The remaining third is residential home sites. Gibson Island is located on the western shore of Maryland, so there is no need to cross the Bay Bridge. On the Island is a 43-acre spring fed freshwater lake in which one may enjoy non-motorized watercraft activities such as paddleboarding, canoeing, kayaking, fishing and swimming. The Island offers enormous privacy and security--there is an entry gatehouse staffed 24+Hours, and the Island is patrolled by the Gibson Island Police Force (GIPD). The Gibson Island Corporation Service Department offers yard maintenance and landscaping and other services for homeowners. There is a full-service yacht yard. From the Island, it is just a 20-minute drive to BWI Airport and the neighboring Amtrak train station. The Island houses a private country club (membership by invitation) offering yachting, fine dining year-round, tennis, an award-winning Charles Blair Macdonald designed 9-hole golf course, swimming, croquet, skeet shooting, and more. (C)

747 Bywater Rd, Gibson Island

Listing courtesy of Gibson Island Real Estate INC. Contact: 4102551341

$1,900,000
4 Beds 4 Baths
Welcome to this truly exceptional, one-of-a-kind waterfront estate on the historic St. Mary’s River. Nestled on 1.72 beautifully landscaped acres, this property boasts 150 feet of private water frontage, along with an impressive private pier equipped with three boat lifts, electric, water, and approximately 10 feet of deep water—ideal for accommodating vessels of nearly any size. Designed for both relaxation and entertaining, the outdoor space features an in-ground pool and expansive wrap-around Trex decking with sleek Duradek glass railings, offering uninterrupted views of the river. A spacious three-car garage with automatic openers provides convenience and ample storage. Inside, the home showcases custom cabinetry by Cord’s Cabinetry throughout, blending craftsmanship with elegance. The open-concept living room features large sliding glass doors that lead to the deck, seamlessly connecting indoor and outdoor living while showcasing stunning water views. The gourmet kitchen is a chef’s dream, complete with Corian and quartz countertops, double electric ovens, a glass cooktop, a large side-by-side refrigerator, and an oversized island with double sinks and a dishwasher—perfect for hosting and everyday living. The spacious primary suite is a private retreat, featuring sliding glass doors with river views, a large walk-in closet with built-in shelving, and a luxurious en-suite bath. The bathroom includes double vanities, a soaking tub, a large walk-in steam shower, and a private water closet. And that’s just the beginning—this home offers countless additional features and thoughtful details throughout (see floor plans and photos for more). Don’t miss this rare opportunity to own a truly extraordinary waterfront property—it’s more than a home; it’s a lifestyle.

19393 N. Snow Hill Manor Road, Lexington Park

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

$495,000
2 Beds 2 Baths
Whether you're seeking a full-time residence, vacation home, or boating getaway, this exceptional West View Shores raised ranch delivers comfort, convenience, and breathtaking Chesapeake Bay views. Enjoy unlimited waterfront views of the Elk River and the Chesapeake Bay from this beautifully maintained, original-owner cottage. This fully furnished 2-bedroom, 2-bath retreat is move-in ready and perfect as a primary residence, vacation home, or investment property. Inside, the home features a spacious primary suite with a full bath and closet, along with an open-concept living room, dining area, and kitchen. Vaulted ceilings, a breakfast bar, and two sets of Andersen French doors create a bright, airy space filled with natural light. Expansive windows frame stunning views of the community open space, bluff, beach, and water beyond. Step outside to a large front deck—ideal for entertaining or simply relaxing while taking in the scenery. The elevated design of the home allows for a versatile lower level with a patio, driveway, and storage, offering endless possibilities. An additional deeded lot is included and houses the septic system, adding extra value and flexibility. West View Shores is located in Cecil County on Maryland’s Eastern Shore at the Top of the Chesapeake Bay. Views of Turkey Point, the lighthouse and Elk Neck State Park are enjoyed from various points in the community. West View Shores is a community featuring a beautiful beach along the Elk River with spectacular sunsets across the Bay. Boating, fishing and other water sports are accessible from the boat ramp and dock which provide residents a variety of leisure experiences year round.

114 Bluff Rd, Earleville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3023515000

$800,000
3 Beds 3 Baths
Set along the sheltered banks of Stony Creek, this nearly one-acre waterfront retreat offers a rare opportunity to enjoy Chesapeake Bay living with approximately 198 feet of riparian waterfront, a 135-foot dock with sailboat slip, and two boat lifts rated for 12,000 and 16,000 pounds. Save the ongoing expense of hauling and storing your sailboat by lifting her directly from your own dock after a day on the water. A covered 16 x 12 pavilion extends the shoreline experience, creating a welcoming setting for relaxing, entertaining, or simply enjoying the peaceful waterfront surroundings. Positioned approximately 48 feet above mean high water, the property captures sweeping views while offering a sense of privacy and elevation above the creek. Designed for easy one-level living, the ranch-style residence blends everyday comfort with a deeply connected, water-oriented lifestyle filled with kayaking, canoeing, wildlife watching, and endless sunsets reflected through expansive windows overlooking the water. Inside, the living room is framed by captivating waterfront views and anchored by a large red brick wood-burning fireplace with a variable speed blower insert that creates warmth and character throughout the adjoining living and dining spaces. A 2019 renovation thoughtfully updated the kitchen, living room, and dining room with insulation added to exterior walls, new windows including a bay window in the kitchen and a box window in the dining room, new front and rear doors, and movie accent lighting. The renovated kitchen features sparkling quartz counters, stainless steel appliances including a range and wall oven, a pantry, and a convenient pass-through to the dining room that keeps the layout open and connected. The home offers three bedrooms and three full baths, with two bedrooms featuring ensuite baths. New sliding glass doors in all three bedrooms create seamless indoor and outdoor flow to the surrounding decks. The expansive 20 x 20 primary suite includes private deck access and a remodeled ensuite bath completed in 2025, while new baseboard heaters installed in 2026 add comfort. Energy-efficient split units installed in 2019 provide heating and cooling throughout much of the home, complemented by an oversized efficient water heater for long, relaxing baths. Outdoor living is woven throughout the property. A custom paver patio topped by a pergola creates an inviting gathering space, while the grounds showcase easy-care landscaping filled with native plantings, pollinator gardens, spring blooming bulbs, and host plants that attract butterflies and birds alike. A lovely 5,000-gallon koi pond with a stone waterfall adds to the tranquil atmosphere, joined by terraced natural stone gardens, a freshwater bog near the shoreline, a sturdy handmade wisteria arbor with a wooden lawn swing, and fenced areas for both privacy and pets. The partially finished lower level adds flexible usable space currently serving as a studio, along with extensive shelving, a large wine rack, and a resurfaced cement laundry sink completed in 2026. Additional storage is found throughout the property, including attic storage in both the home and the detached two-car garage, which also features new electric garage doors installed in 2024. An Amish-built 12 x 24 shed with two lofts, circular driveway, and ample off-street parking further enhance the property’s functionality. Ideally located, the home offers convenient access to waterfront recreation at Downs Park and Fort Smallwood Park, along with nearby dining at Mike's Crab House North, Bahama Mike's, and Kent Island Crab Co.. Boating access is nearby at Atlantic Marina on the Patapsco, while shopping, everyday conveniences, and commuter routes to Baltimore and Annapolis remain within easy reach. Please note: some photos have utilized virtual staging.

7720 W Shore Rd, Pasadena

Listing courtesy of Northrop Realty. Contact: 4102956579

$896,000
4 Beds 4 Baths
Nestled amongst the trees with a breathtaking view of the waterfront, this stunning contemporary split-level home offers the perfect escape from the city in under an hour or if you're lucky enough you can call Saint Leonard home year round! The only way to describe the feeling of walking the property is a serene, luxury retreat. Take a deep breath and exhale, this is really your new home! Featuring outdoor amenities like the brand new 50' pier, a firepit along the water's edge, the beautiful gazebo built around a mature tree overlooking Rock Creek, a majestic stone staircase or one of the gently winding gravel paths to the meditation garden, there is something for everyone and room to share with many friends and family. While still outside, be sure to enjoy time on the porch swing, in the hot tub, or simply relaxing on the new stone patio or wrap around deck! When it's time to come inside, you will not be disappointed with the expansive layout and room for large gatherings. The main level centers around the stone fireplace soaring up to gorgeous vaulted wood ceiling, then wraps seamlessly into an open kitchen, dining room, and family room. The home boasts four bedrooms, all with water views, and three and a half bathrooms, including a completely renovated primary bath that allows you to enjoy the waterfront from a jacuzzi bath! The property features direct access to Rock Creek, offering 200 feet of waterfront, ideal for fishing, kayaking, or simply enjoying the tranquil water views. With an attached oversized garage and ample parking, convenience is at your fingertips. The peaceful location, away from busy streets, enhances the sense of privacy while still being close to nature's beauty. This home is a rare gem. Don't miss the opportunity to make this exquisite property your own!

4721 Rock Creek Cir, Saint Leonard

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$825,000
3 Beds 4 Baths
Live the waterfront lifestyle you’ve been dreaming of in this exceptional colonial perfectly positioned on a rare double lot totaling 0.46 acres with sweeping, unobstructed views of the Chesapeake Bay. Whether it’s sunrise coffee or sunset cocktails, every moment here feels like a getaway. Boaters and water lovers will appreciate the impressive 6' x 72' private pier, fully equipped with jet ski lift just step outside and you’re on the water. Inside this home blends classic elegance with thoughtful updates throughout. The eat-in kitchen features stainless steel appliances and opens into a bright, welcoming living space designed for both everyday comfort and entertaining. Walls of windows and direct access to the expansive two tier deck create seamless indoor/outdoor living making it easy to host or simply unwind while taking in the incredible views. The upper level offers three spacious bedrooms, including a relaxing primary suite with an updated private bath and soaking tub your own retreat at the end of the day. The finished lower level provides additional versatile living space with a recreation room and convenient half bath, perfect for guests, game nights, or a home office. Enjoy peace of mind with major recent updates, including a roof under 5 years old, newer siding (2–3 years), water heater under 3 years old, new HVAC, retaining wall and the added bonus of a whole house generator. As an added opportunity the sale includes an additional .22 acre lot with potential for future use (buyer to verify with county). This is more than a home it’s a lifestyle. Waterfront, privacy, flexibility, and unforgettable views all in one. Rarely does a property like this come along don’t miss your chance.

2545 Barrison Point Rd, Baltimore

Listing courtesy of Cummings & Co Realtors. Contact: (410) 823-0033

$719,900
4 Beds 4 Baths
Discover the perfect blend of comfort, style and coastal living in this stunning, fully furnished, four bedroom, three and a half bath home. Nestled in a serene bayside location, this waterfront home boasts an impressive open floor plan with meticulously maintained spaces. Designed for modern living, this home has been freshly painted, has never been rented and is ready for it's new owners. Enjoy the luxury of two primary suites, both with bay views, spacious closets, and one has a spa-like bathroom with dual vanity, corner soaking tub and separate ceramic tiled shower. Natural light floods the entire home. The main level features a gourmet kitchen featuring an updated stainless steel appliance suite, including a five burner convection range, granite countertops and large center Island. Recessed lighting and crown molding compliment the welcoming space. The sunken living / family room has water views and a large built in wall unit .There is a bedroom level laundry room, adding convenience to your daily routine. Plantation shutters offer a luxurious touch while blackout curtains in the rear facing bedrooms, ensure a restful nights sleep. Outside, the rear yard features a private dock, allowing for direct access to the Bay for boating, fishing, or simply soaking in the tranquil water views. There are three decks, providing an ideal space for outdoor relaxation or entertaining against the backdrop of the protected and peaceful tidal marsh and Bay. There is parking for up to three vehicles. This desirable North Ocean City location is convenient to many major attractions and restaurants and embraces the beauty of waterfront living. Come experience the lifestyle you’ve always dreamed of today.

602 94th St, Ocean City

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

$1,200,000
4 Beds 5 Baths
#### SPECTACULAR WATERFRONT MASTERPIECE ON A BEAUTIFULLY WOODED AND AMAZINGLY PRIVATE 4 ACRES!! ###### THIS ONE IS AN ABSOLUTE SHOW-STOPPER AND THE AMENITIES ARE BEYOND BELIEF!! ENTIRE HOME WAS GUTTED,REMODELED, AND ADDED ON TO IN 2010...OVER DOUBLING THE SIZE OF THE HOME!! OVER 5000 SQUARE FEET, EVERY BEDROOM HAS A WATERVIEW AND ACCESS TO A 2ND FLOOR DECK TO CATCH AMAZING SUNSETS!!! THE AMAZING DRIVE THROUGH THE WOODS AND TO THE WATERFRONT HOME IS A STORY ALL IT'S OWN...! ###ENTIRE 1ST FLOOR ALSO HAS A WATERVIEW! AND INCLUDES: AN INCREDIBLE GOURMET KITCHEN THAT SPARKLES AND IS AN IMPRESSIVE 37'X 21! !! AS WELL AS A 21' DINING ROOM, AND 2 LARGE FAMILY ROOMS, AN OFFICE WITH BUILT-IN CABINETRY, AND 2 POWDER ROOMS (ONE ON EACH END OF HOME)!!!!### 3-CAR DETACHED GARAGE W/ELECTRIC AND ATTACHED 2-CAR GARAGE EQUALS 5 GARAGE SPACES!! UPSTAIRS, 2 OF THE 4 BEDROOMS ARE PRIMARY SUITES WITH BOTH ROOMS BOASTING AN EN-SUITE!! UNIQUE 2-STORY CUSTOM TURRET WAS PART OF THE ADDITION AND IS A SITTING ROOM OFF PRIMARY SUITE #1 ON THE BEDROOM LEVEL, AND AN AMAZING ENCLOSED SCREENED PORCH ON THE MAIN LEVEL!! HOME HAS A PARTIALLY FINISHED BASEMENT AS WELL. THERE ARE AN ABUNDANCE OF CLOSETS AND STORAGE IN THIS HOME...MORE THAN YOU'VE EVER SEEN IN A WATERFRONT HOME...REALLY! LARGE, BEAUTIFUL AND FLAT BACKYARD LEADS TO YOUR OWN PRIVATE PIER AND HAS A BOAT LIFT +2 JETSKI LIFTS!! THE CALM COVE IS THE PERFECT WEATHER BUFFER AND JUST MINUTES TO THE OPEN WATERS OF THE POTOMAC!! **** HOW MUCH ARE THE ELECTRIC BILLS ON A HOME THIS LARGE AND ALSO ON THE WATER, YOU ASK?*** TRY $19 A MONTH ON AVERAGE!! THE HOME SITS ATOP AN AMAZING, EFFICIENT, AND ENVIRONMENTALLY FRIENDLY GEOTHERMAL SYSTEM!!! $$$$ COUPLED WITH SOLAR PANELS (OWNED), MANY MONTHS, THE SELLER RECEIVES A CREDIT BACK FROM SMECO (BILLS ATTACHED)!! THIS HOME IS "ALL ABOUT THE FEELING" AND YOU WILL UNDERSTAND WHEN YOU ARRIVE... REALLY A SHOWPIECE HOME AND HAS BEEN METICULOUSLY MAINTAINED...THIS ONE REALLY IS A NO-BRAINER FOR ANYONE SEEKING WATERFRONT.

5355 Janore Ct, Marbury

Listing courtesy of Purple Post Real Estate. Contact:

$2,275,000
3 Beds 3 Baths
Welcome to Soleil on the Bay! Nestled on nearly 7 acres along the calm, deep waters of Maxmore Creek—just off the Tred Avon River—this exceptional west-facing waterfront property offers the most gorgeous sunsets and wide-open water views providing the perfect blend of privacy, natural beauty, and endless potential. Ideally located between Easton and St. Michaels, it provides easy access to the best of Maryland’s Eastern Shore. Enter your future family estate down a beautiful, private, tree-lined, fully paved driveway. Extensive site planning and improvements have already been completed, and the County and MDE have approved a septic expansion to support up to 8 bedrooms. The estate is beautifully appointed with mature trees, a 20’x40’ waterside pool, and a brand-new, 185- foot, deep-water dock featuring 6’ mean low water, floating docks, fully connected with electrical and water, a jet ski lift, kayak launch, and a 20,000+ pound boat lift with 30 amp, 220 electrical outlet to charge your boat. Two charming guest cottages totaling approximately 2,600 sq. ft. have been remodeled and enhance the property; providing unique opportunities each with its own fully equipped kitchen and multiple bedrooms and bathrooms. Includes oversized 3 car attached garages. Imagine your friends and family enjoying their own cottage for the utmost in privacy on this family compound. Additional highlights include 550’ of rip-rapped shoreline, extensive stone hardscaping, brick and paver walkways and patios, and a paved blacktop driveway, making this an extraordinary offering with unlimited potential in a prime waterfront setting. The grounds are mostly flat with available buildable lot coverage. The main residence needs to be remodeled or rebuilt and presents a unique opportunity to create your dream home. Architectural plans are already in place for a stunning new main house or design your own dream home. Easton, Maryland, known as the New Hamptons of the Chesapeake Bay by Forbes Magazine, is conveniently located 1.5 hours from D.C. and Baltimore, and 2 hours from Philadelphia. Just minutes from fine dining, shopping, healthcare, theatres, galleries, museums, golf courses, a country club, a yacht club, and a jet airport.

6976 Travelers Rest Cir, Easton

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$2,850,000
5 Beds 5 Baths
Set on Forty Five picturesque acres of prime agricultural land with extensive tillable acreage, this exceptional Five bedroom, Four and one half bath brick colonial blends timeless design with modern versatility and waterfront charm. Privately situated on a quiet cove just off the mouth of the Chester River, the property offers a rare combination of space, functionality, and lifestyle appeal. Inside, the home features a thoughtfully designed layout ideal for both everyday living and entertaining. A main-level en-suite provides excellent flexibility for multi-generational living or private guest quarters, while an additional upper-level en-suite enhances comfort and convenience for visitors. The spacious primary suite serves as a true retreat, complemented by well-proportioned secondary bedrooms and multiple full baths. Refined living spaces include a formal dining room, a dedicated home office perfect for remote work, and an inviting screened porch overlooking the water—an ideal setting to relax and take in the tranquil views. The nearly fully finished basement expands your living options with generous space for recreation, hobbies, or a workshop. Recent upgrades—including a new roof and septic system—offering peace of mind, while the 2-zone HVAC system ensures efficient year-round comfort. Outdoors, enjoy the in-ground pool surrounded by a patio, perfect for entertaining or unwinding, along with open acreage that offers endless possibilities for farming, equestrian use, or a private rural lifestyle. Complete with a Twocar garage and located in a highly desirable waterfront setting, this property presents a rare opportunity to own a versatile estate that balances luxury living, scenic beauty, and agricultural potential.

1810 Love Point Rd, Stevensville

Listing courtesy of Monument Sotheby's International Realty. Contact: (410) 525-5435

$649,900
5 Beds 2 Baths
Welcome to your waterfront escape on the point of St. George Island, where the Potomac River meets the Chesapeake Bay. This home was built by the local Amish community for this family. This rare offering features 154 feet of riprapped shoreline, delivering sweeping water views and front-row seats to breathtaking sunrises, passing boats, and endless coastal serenity. The main home offers 4 bedrooms and 1.5 baths, with water views from both the kitchen and living room, creating a daily backdrop that never gets old. The updated kitchen features granite countertops and an eat-in area, perfect for casual dining while overlooking the water. A wraparound screened porch invites you to relax, entertain, and enjoy the bay breeze in every season. For boating enthusiasts, the property is fully equipped with a private pier, electric, and boat lift, making it easy to get out on the water at a moment’s notice. Additional features include: Detached garage with apartment above and full bath – ideal for guests, rental income, or private workspace Carport and shed for added storage and functionality New HVAC systems in both the main home and garage Public sewer recently installed (approx. $48,000 investment) Deep well .36-acre lot with mature fruit trees Whether you're looking for a full-time residence, weekend retreat, or income-producing opportunity, this property offers the perfect blend of waterfront living, versatility, and long-term value. Opportunities like this—on the point, with this much frontage—don’t come around often.

16104 Piney Point Rd, Piney Point

Listing courtesy of Samson Properties. Contact: 4439757555

$850,000
2 Beds 2 Baths
Spectacular .45 acre waterfront gem just off the South River in the sought after Shoreham Beach community! Arrive by car or by boat, and enjoy the private dock for boating, fishing, crabbing, viewing the AMAZING sunsets and seasonal fireworks displays. Enter the front of the home on the waterfront side into the sunroom with beautiful waterviews. The main level living room features a bay window and sliding glass doors to the deck facing the water and an updated full bathroom. Light and bright kitchen with corian countertops and separate dining room. The upper level newly renovated full bathroom features a spacious shower with dual shower heads and Toto toilet. The primary bedroom has a large window overlooking the water and 2 closets, one a walk-in. The second bedroom overlooks the large rear yard. The home is clean and updated with new luxury vinyl plank flooring, renovated full bathroom upstairs, updated main level full bathroom, fresh paint, replacement windows, new curtains and shades, hot water heater replaced in 2023, dryer replaced in 2023 and partial roof replacement in 2023. The rear of the home offers a fenced yard, shed and secure parking for 2-4 cars and/or boat trailer and the front of the home is your playground on the water. This home sits on the calm Ramsay Bay side of the Mayo Peninsula where you can boat, relax, swim, kayak or SUP. The end of the peninsula faces the mouth of the South River as it meets the Chesapeake Bay where you can watch the large ships pass through as they head in and out of Baltimore. Mayo Beach Park is in the neighborhood and Beverly Triton Beach is about 1 mile away, still on the peninsula. The Shoreham Beach neighborhood is located within 45 minutes of DC and 20 minutes from Annapolis. There is a voluntary community association which allows access to the community dock and small boat ramp. There is a neighborhood private beach next to Mayo Park which faces the bay. Riparian rights, private 110' long dock with 16' x 10' deck area at the end and 3 pilings extend 30' from the end of the dock. Flood insurance is not required.

3904 Dogwood Trl, Edgewater

Listing courtesy of RE/MAX Realty Group. Contact:

$749,900
4 Beds 5 Baths
COASTAL LUXURY MEETS EVERYDAY VACATION LIVING in Windward Key on the Chesapeake Bay. Experience the ultimate waterfront lifestyle in this four-level townhome nestled in the sought-after Windward Key community in the heart of Chesapeake Beach. Whether you are searching for a full-time residence or the perfect weekend retreat, this exceptional home offers resort-style living with water views and upscale amenities throughout. Designed for both comfort and entertaining, the home features 4 bedrooms, 4 full baths, and 1 half bath across four spacious levels filled with natural light. The main living level showcases a well-appointed kitchen, dining area, and expansive great room with a cozy gas fireplace — all enhanced by water views and an open, airy feel. The upper level hosts the primary suite along with two additional bedrooms, while vaulted ceilings create an inviting sense of space and elegance. The top level offers exceptional flexibility with its own full bath, wet bar, and private deck, ideal for a home office, guest suite, lounge, or entertainment space overlooking the Bay. The entry level provides additional finished living space with a full bath, perfect for guests, recreation, fitness, or flex living. Direct access to the attached one-car garage adds convenience and functionality. Outdoor living is elevated with multiple decks on every level, creating seamless indoor-outdoor enjoyment and endless opportunities to relax and take in the coastal setting. Residents of Windward Key enjoy exclusive amenities including a waterfront pool overlooking the Chesapeake Bay and a private beach. Located within walking distance to restaurants, shops, parks, boardwalks, marinas, nature trails, and local entertainment, this is Chesapeake coastal living at its finest.

8076 Windward Key Dr, Chesapeake Beach

Listing courtesy of RE/MAX Realty Group. Contact:

$1,300,000
3 Beds 2 Baths
Welcome to 1717 Porters Hill Road, a light-filled contemporary home designed around volume and a seamless connection to its natural surroundings. Framed by expansive windows and soaring architectural lines, the home offers a fresh, airy interior where natural light moves beautifully throughout the day. Inside, the main living spaces unfold with an open floor plan that feels both modern and inviting. Wide-plank flooring and warm wood accents create a clean, elevated backdrop, while dramatic windows and vaulted ceilings bring a sense of scale and calm. The living area is anchored by walls of glass that open to the surrounding decks, offering a peaceful, almost treehouse-like setting. The home offers three bedrooms and two full bathrooms, including a convenient main-level bedroom that provides flexibility for guests, a home office, or single-level living. The kitchen is bright and streamlined, featuring white cabinetry, stainless steel appliances, a classic tile backsplash, and generous counter space. The relation to the main living and dining areas makes everyday living easy, while also creating an effortless flow for entertaining. Upstairs, two additional bedrooms share a hall bath, providing a thoughtful layout with private spaces tucked away from the main gathering areas. Outdoor living is equally inviting, with an expansive deck wrapping around the home and overlooking Luce Creek. With 163 ft of waterfrontage, the sense of privacy is unmatched and offers ample opportunity to enjoy the surroundings. Super private location, but it’s a short drive to downtown Annapolis and commute routes.

1717 Porters Hill Road, Annapolis

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

$3,499,000
4 Beds 5 Baths
Welcome home. Perfectly positioned at the end of Market Street, this rare waterfront residence offers an exceptional blend of privacy, design and an impeccable lock and leave lifestyle. Located within an intimate six residence enclave, this fully reimagined contemporary brick townhome captures sweeping views of Spa Creek from every level, delivering a front row experience to Annapolis’ most iconic moments, from the Blue Angels to the holiday lighted boat parade. Completely rebuilt from the studs in the last few years with a refined nautical influence, the home spans four light filled levels, where thoughtful design and craftsmanship are evident throughout. Refinished hardwood floors run seamlessly from room to room, while custom steel stair elements made from sailboats, create a striking architectural focal point. An elevator services the main and upper levels, offering both convenience and ease of living. The main living level is both elegant and inviting, featuring a stunning half bathroom, spacious living room with a wood burning fireplace with a marble fireplace surround with custom surrounding built ins that look out to the water. The gourmet kitchen is designed for both everyday living and entertaining, offering high end appliances, a beverage refrigerator, and a dramatic marble waterfall countertop. Additional luxurious details include hidden hinges, walnut doors and tiles from Bali. Sightlines were intentionally designed to draw your eye straight through to the water the moment you enter. The upper level primary suite is a true retreat, offering panoramic water views and a spa inspired bath. An additional ensuite bedroom completes this level, along with a conveniently located second laundry area for effortless everyday living. The top floor provides two more generously sized bedrooms and a beautifully appointed full bath, ideal for guests. On the lower level, a fully equipped second kitchen, recreation space with gas fireplace, full bath with exquisite flooring, laundry, and storage create the perfect setting for extended stays or entertaining, with direct walk out access to the waterfront. Beyond the interiors, the lifestyle is equally compelling. A flagstone courtyard welcomes you home, while rare off street parking adds convenience for owners of this six townhome community. A deeded boat slip sits just steps from your door, offering immediate access to the water. Residents enjoy exclusive access to a heated gunite pool, beautifully maintained grounds, exterior maintenance including the roof, a floating dock and kayak storage, all within this private community. From here, it is a short stroll to the shops and restaurants of downtown Annapolis, or take a scenic water taxi ride and be picked up just steps away from your front door. This is a rare opportunity to experience turnkey waterfront living with effortless access to everything that makes Annapolis extraordinary.

5 Market Quay, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

$2,995,000
5 Beds 4 Baths
Set along the scenic Potomac River, this extraordinary 2.1+ acre waterfront estate in Fort Washington’s coveted Treasure Cove offers a rare blend of privacy, scale, and breathtaking natural beauty. With approximately 400 feet of shoreline, the property captures sweeping river views and unforgettable sunsets from nearly every vantage point. A private dock and boat lift make it effortless to get out on the water whenever the moment strikes—perfect for embracing a true waterfront lifestyle. The residence spans over 6,000 square feet, offering expansive and flexible living spaces ready to be enjoyed as-is or elevated to today’s modern standards. The dramatic family room features a fireplace and striking beamed ceilings, while formal living and dining rooms provide timeless spaces for entertaining. A generously sized kitchen anchors the home, presenting an excellent opportunity for customization. The primary suite serves as a peaceful retreat, complete with a fireplace, oversized walk-in closet, spa-like bath, and a private deck overlooking the river—ideal for both sunrise coffee and sunset views. Additional highlights include a library, a sitting room or artist studio, a second kitchen, four additional bedrooms, and three additional baths. A three-car garage with a finished upper level large enough for a couple of private offices, studio and more. Also on this level is large storage area with easy access. For boating enthusiasts, the location is unmatched, with easy access by water to the vibrant waterfront destinations of National Harbor, Old Town Alexandria, Navy Yard, and Georgetown. Conveniently located just minutes from National Harbor, Washington, DC, Old Town Alexandria, and major employment hubs, this is a rare chance to own a premier waterfront estate that combines lifestyle, location, and long-term potential—all just moments from the Nation’s Capital.

9112 Riverside Dr, Fort Washington

Listing courtesy of TTR Sotheby's International Realty. Contact: (703) 714-9030

$850,000
An exceptional opportunity to secure a waterfront lot in one of Pasadena’s most desirable settings. The existing home requires renovation or redevelopment, offering a blank slate to create a custom residence tailored to your vision. Now listed with a house to be built by Caruso builders. You can adjust the type of house you want. Reach out to your agent or to us for more information. Imagine designing your ideal waterfront retreat with sweeping views, private access, and space to entertain—all just minutes from Annapolis and Baltimore. Bring your builder and your vision—opportunities like this are rare. This is more than a lot or a home—it’s a lifestyle. TO BE BUILT NEW CONSTRUCTION. Beautiful lot Co- Marketed with Caruso Homes. This Model is the ---- SEAHAWK --- The Seahawk is a stunning waterfront home designed for breathtaking views. It starts at 2,922 sq. ft. and is expandable to 4,179 sq. ft., with an open main-level floor plan. Customize with upgrades like a gourmet kitchen, sunroom, flexible office, or in-law suite, and decks on every level. Multiple second-floor layouts let you tailor the home to your family, while an optional third-floor loft and deck add even more space for entertaining or relaxing at sunset. --- Buyer may choose any of Caruso’s models that will fit on the lot; prices will vary. Photos are provided by the Builder. Photos and tours may display optional features and upgrades that are not included in the price. Final sq footage is approx. and will be finalized with the final options. Upgrade options and custom changes are at an additional cost. Pictures shown are of proposed models and do not reflect the final appearance of the house and yard settings. All prices are subject to change without notice. The purchase price varies based on the chosen elevations and options. Price shown includes the B. The seller agrees to credit the purchaser with the Lot and the Estimated Lot Finishing Cost Only. Builder tie-in is non-exclusive.

8046 Forest Glen Dr, Pasadena

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000

$699,900
3 Beds 2 Baths
Enjoy peaceful mornings in the 11’ x 26’ sunroom with wall of windows offering unobstructed views of the Potomac River from Piney Point, Virginia shoreline and west to St. Clements Island. End your day with majestic sunsets. A perfect waterfront escape but minutes to Leonardtown! Vintage 1920’s Cottage with all mechanicals, roof, windows, doors updated within the last 10 years but still exhibiting original craftmanship and renovations throughout the years. Livable preserved charm but perfect for an updating to make it your own. Roomy kitchen opens to great room with 9 ft. beamed ceilings, bay window, and a brick fireplace with woodstove all open to expansive sunroom. Master bedroom with large bath with soaking tub, 6’ x 9’ walk in closet and even a bidet. Entrance foyer with laundry area. Second floor 15’ x 7’ loft perfect for extra sleep or rec room. Over 1,600 sq. ft. of finished area plus a newly constructed detached 480 sq. ft. 2 car garage with 2nd level partly finished coach house apartment and 6’ x 10’ covered porch with waterfront views. Apartment is under roof, sided with electrical and plumbing rough-in with over 400 sq. ft. Fully permitted (that’s important). Combined square footage when completed will be over 2,000. Coach House perfect for guests, family, or rental income. Over 100 feet of protected shoreline with 80 ft. pier plus 10’ x 20’ L platform, power boat lift and 1 slip. Nice sized 10 ‘x 21’ deck accessing pier on shoreline. Wooded lot at the end of a dead-end street!

42195 White Point Beach Rd, Leonardtown

Listing courtesy of Franzen Realtors, Inc.. Contact:

$800,000
3 Beds 3 Baths
Welcome to a rare offering on the Chesapeake Bay—this architect-designed 1979 Acorn Deck House seamlessly blends timeless mid-century modern design with breathtaking waterfront living. Privately tucked among the trees, this exceptional split entrance home showcases signature post-and-beam construction, rich natural wood finishes, and dramatic walls of glass that frame panoramic bay views from both levels and almost every room. Step inside to a light-filled main level where soaring cathedral ceilings and floor-to-ceiling windows create a stunning connection to the water. Family room features a wood burning brick fireplace and flows effortlessly into the updated kitchen and dining area complete with Corian countertops, center island, and heated floors—perfect for gathering and entertaining. A sunroom and expansive wraparound deck extend your living space outdoors, offering front-row seats to ever-changing Chesapeake Bay vistas. The primary suite is a true retreat, featuring private deck access, sweeping water views, and a beautifully updated bath with jetted tub, walk-in shower, and heated ceramic tile floors. A renovated guest half bath completes the main level. The lower level is equally impressive, filled with natural light and designed for both relaxation and functionality. Enjoy a spacious rec room with a second brick fireplace, direct access to the lower-level deck, two additional bedrooms, a fully renovated bath, and generous storage areas. Outside, a private walkway leads to your own sandy beach along the Chesapeake Bay—an incredible extension of this already remarkable property. A two-car garage with direct access to the home adds convenience to this one-of-a-kind property. This is more than a home—it’s a lifestyle defined by architecture, privacy, and unparalleled waterfront views.

12578 Algonquin Trl Trl, Lusby

Listing courtesy of Home Towne Real Estate. Contact: 8882252736

$12,500,000
5 Beds 7 Baths
A rare opportunity on Spa Creek, this fully reimagined Murray Hill residence offers an extraordinary waterfront lifestyle just moments from downtown Annapolis. Completed in late 2023 after a full ground-up rebuild, the home spans 5,900+ sq. ft. of impeccably crafted living space, where natural materials, refined architectural details, and top-tier systems create a seamless blend of comfort and sophistication. Set on just under a half acre of level waterfront, the property showcases one of the most complete private pier systems in the area: a heavily built main pier, two floating docks, and three boat lifts (16,000lb, 8,000lb, and 2,500lb), plus lighting, water, 30/50-amp shore power, Tide Slide moorings, and 6' MLW at the 70' T-head. A charming boathouse and waterside deck capture the magic of Spa Creek from morning to sunset. Outdoor living is exceptional. A stunning 40' x 20' PebbleTec saltwater pool—rebuilt in 2024—anchors a series of Ipe decks and natural stone patios and decks designed for effortless entertaining. The outdoor kitchen with piped natural gas grill, refrigerator, and sink extends gatherings well into the warm months, while covered and uncovered spaces offer year-round enjoyment. The exterior speaks to enduring quality with Carderock stone foundations, mahogany trim and ceilings, Loewen windows, Canadian cedar siding, copper gutters and flashings, and custom mahogany entry doors. A detached heated and cooled two-car garage includes a beautifully finished upper level with kitchenette, laundry, living/sleeping area, and private bath—ideal for guests or an au pair. Inside, the home is defined by warm natural luxury featuring a stunning barrel vaulted mahogany ceiling with cove lighting. Additional curated details include: mahogany doors, black bronze hardware, 5" Cumaru flooring, custom cabinetry, and extensive millwork throughout. The chef’s kitchen features Sub-Zero and Wolf appliances with granite and soapstone surfaces. The main level Primary suite with inspiring view of pool and waterfront provides convenience and options for aging in place. The lower-level recreation spaces provide a relaxed retreat with a private bedroom suite, family room, wet bar, gym and full laundry room. An abundance of thoughtful design is presented throughout the home with multiple wet bars, radiant heated tile floors in five bathrooms and the main-level bar, and four separate laundry areas. Less than half a mile from Church Circle, this residence delivers the rare ability to live on the water while enjoying the full walk-everywhere lifestyle of historic Annapolis. This is Spa Creek living at its finest: sophisticated, effortless, and undeniably special. Welcome Home!

5 Franklin St, Annapolis

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

$1,875,000
4 Beds 3 Baths
NEW PRICE! RARE WATERFRONT SINGLE FAMILY HOME WITH OPPORTUNITY AND ENDLESS POTENTIAL! NEWER VINYL BULKHEAD! This is truly a one-of-a-kind waterfront property nestled on an oversized 6,000 sq ft lot overlooking the protected cove of Harbour Island. Opportunities like this are incredibly rare—offering not only location, but unmatched versatility and potential. The existing over 2,000 sq ft two-story home invites you to bring your vision to life. Whether you choose to renovate and customize the current residence or explore the potential to build two units (with town approval)—living in one and renting the other—the possibilities here are exceptional. Boating enthusiasts will appreciate the 3 private boat slips, including one with an electric lift, along with over 40 feet of water frontage complete with water and electric at the dock. Enjoy direct access to open water while being tucked into a calm, protected cove—perfect for boating, fishing, or simply relaxing by the water. Enjoy gorgeous nightly sunsets while entertaining family and friends on your large private deck after a day on the water. Prefer the beach? You’re just a short walk away from putting your toes in the sand. This location is truly a WATERMAN'S DREAM, offering endless opportunities for fishing, boating, swimming, and even front-row seats from your own deck to watch the excitement of the annual White Marlin Tournament, including the boats returning, weigh-ins, and all the energy this iconic event brings. Skip the beach traffic altogether—just hop on your boat and cruise to the many waterfront restaurants and bars along the Ocean City bayfront for dining, drinks, and entertainment. Why pay condo or HOA fees when you can own your very own piece of waterfront paradise? This property offers the freedom, space, and flexibility that’s hard to find in today’s market. This home is being sold “As Is”, presenting a rare opportunity to secure a premier waterfront location and make it your own. The world is your oyster with this Harbor Island gem—don’t miss an opportunity like this again!

401 13th St, Ocean City

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

$3,750,000
4 Beds 6 Baths
Ideally situated on the banks of Luce Creek with sweeping views down the Severn River, 1715 Porters Hill Road is a unique heritage property with over a century of history. Set on a 1.7 acre lot with 265 ft of waterfrontage, the property includes a large, hard-to-find boathouse that provides both charm and utility for all your waterfront adventures. The private pier has 7+ ft water depth and can accommodate a large vessel as well as an assortment of smaller boats. The tram makes access to the water effortless, and the entire property enjoys an exceptional privacy. Steeped in its storied past yet thoughtfully updated for modern living, this retreat captures the perfect balance of historic charm and casual elegance. The heart of the home is a sunlit great room with original log walls and quarried stone fireplace, a vaulted ceiling, and expansive windows which frame water views at every turn. An adjoining den, with separate entrance option, is a perfect place to relax. This could easily become another main level bedroom with ensuite bathroom. The kitchen is striking under its vaulted ceiling accented by exposed beams. The custom cabinetry, GE Monogram stainless steel appliances and generous island give the space so much functionality while maintaining the artisanal character. The kitchen opens to the dining area overlooking the water. The table is anchored by a craftsman-style light fixture, and the entire first and second floors have beautiful wood floors. Step outside and you’re embraced by nature: multiple porches and decks overlook lush, manicured grounds that lead down to the water’s edge. The main-level primary suite is a true sanctuary, designed for privacy and tranquility. The bedroom, with a vaulted ceiling, has a screened porch overlooking the water. Two expansive walk-in closets offer custom organization systems that would make a clothing connoisseur smile. The spa-like bathroom gets lots of natural light from the windows that frame the water, and the freestanding soaking tub is situated to enjoy this view. A dual-sink vanity, heated floors, generous walk-in shower with a built-in bench, and a spacious cosmetic area with dedicated seating make getting ready feel effortless and luxurious. A dedicated laundry area just off the hallway makes day-to-day living very easy. Part of the primary suite is a gracious office with gas fireplace and outdoor access. This is a totally flexible space: install a wall of bookshelves and you’d have a lovely library. Upstairs, there are two generously sized bedrooms. One has water views and a waterside balcony; the other overlooks the lush landscaping out front. There is a hall bathroom. A separate guest bedroom suite above the garage, complete with its own living area and luxe bathroom, is ideal for visiting friends and family who desire more privacy. The Historical Context: Originally built in the 1880s, this log house was one of three identical structures used as hunting lodges. The logs of this original structure were re-purposed in the renovation. The construction of the log walls is one of great craftmanship, including sizing each log to be approximately the same diameter as others. Lore has it that around the turn of the 20th century, the Naval academy wanted to acquire more land by the academy and traded this peninsula for land across from College Creek. The Naval Academy superintendent, Admiral David Porter, could be where the name Porter’s Hill derived from. In the 1920’s, the Whitehead family – three brothers known for running bootleg liquor to Baltimore and Washington during Prohibition — used the property as a place to entertain and stop on the way to Baltimore. In the 1940s, the brothers’ exploits caught up with them, and the State of Maryland confiscated the Porters Hill peninsula. Through a unique trade involving the Jones family’s gravel pit (now the site of the 895 Tunnel), this private waterfront enclave found its next chapter.

1715 Porters Hill Rd, Annapolis

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

$2,400,000
5 Beds 5 Baths
Wake up to open water. From the moment you step inside 12704 W End Ct, the bay commands your attention — unobstructed, panoramic, and entirely yours. Tucked in coveted West Ocean City with no HOA, this custom-built bayfront retreat delivers over 4,300 square feet of thoughtfully designed coastal living, a private dock, and the kind of views that never get old. Inside, the vaulted great room with powered blinds sets the tone — open, airy, and flooded with natural light. The chef’s kitchen is built for entertaining, while the main-level primary suite offers a private retreat without ever leaving the first floor. Multi-zone heated tile floors, a secret bonus room, and a dramatic crow’s nest balcony with ocean views round out an interior that’s as functional as it is impressive. The smart home features are equally refined: WiFi-enabled thermostats, invisible in-wall speakers, dock lighting, and a Tesla charger — all integrated seamlessly into the coastal aesthetic. A remote-controlled retractable awning, whole-yard irrigation, architectural uplighting, and pre-wired generator backup complete the picture. Step outside to your private dock and feel the pace shift immediately. Whether you’re launching a boat at sunrise, watching the pelicans from the deck, or catching the inlet lights at dusk, this home is designed for life on the water. And with no HOA, you’re free to enjoy it entirely on your terms. Homes like this — true bayfront, custom-built, move-in ready — rarely come available in West Ocean City. This is your moment.

12704 W End Ct, Ocean City

Listing courtesy of Coldwell Banker/Bud Church Rea. Contact: (410) 524-7888

$350,000
3 Beds 2 Baths
WATERFRONT!! WATERFRONT!! WATERFRONT !!! *Charming Ranch-Style Home with Stunning Water Frontage!* Welcome to your idyllic retreat nestled in a highly sought-after neighborhood! This delightful ranch-style home features three spacious bedrooms, two full bathrooms (One large master bath) and a wonderful large sunroom with two entrances to the outside with decks to both sides of the back offering comfort and convenience along with an outdoor shower for families and guests alike . New siding, windows and doors installed four years ago. New roof installed 2015. Gutters have gutter guards. Utility Room next to the outdoor shower on the deck. As you enter, you'll immediately appreciate the open and inviting layout that maximizes natural light and creates a warm atmosphere. The cozy living room flows seamlessly into the dining area, making it perfect for entertaining or enjoying quiet family dinners. The well-appointed kitchen boasts ample counter space, modern appliances, and plenty of cabinetry to meet all your storage needs. Imagine preparing meals while taking in the serene views of the water from your kitchen window! The master suite is a peaceful escape, featuring a master bath and a relaxing tub. A door leads directly onto the side portion of the deck. Two additional bedrooms provide flexibility for family, visitors, or a home office, ensuring everyone has their own space. Step outside to your private backyard oasis, where you can soak up the sun or enjoy evenings by the water. With direct access to the waterfront, you can indulge in kayaking, fishing, crabbing or simply savoring the stunning views as you unwind after a long day. The back deck boost a outdoor shower. The door next to the outdoor shower on the back deck opens into a storage/shed type room giving you a place to put all your extras. Located in a well-sold-out area known for its friendly community and excellent amenities, this home is just minutes away from shopping, dining, and recreational activities. Don’t miss your chance to own this charming ranch-style home with water frontage—schedule a tour today and start envisioning your new lifestyle! Mystic Harbor a wonderful community with with many amenities. Mystic Harbor is only minutes from Ocean City, Maryland and Assateague, Maryland.

2 Coastal Dr, Berlin

Listing courtesy of Decatur Byrd Realty. Contact: (410) 957-2220

$1,590,000
4 Beds 4 Baths
**PERRY POINT ON ST. LEONARD CREEK:** A premier 6.4-acre deep-water sanctuary along the shoreline of St. Leonard Creek. The property is incredibly private, offering placid and protected water. Wildlife is abundant with bald eagles, osprey, herons, and more. Located just an hour from Capitol Hill, the 4,300 SF contemporary-coastal home offers the ultimate year-round Chesapeake lifestyle. Enjoy four-season scenery plus boating, fishing, and crabbing right off the private pier, which features two 12,500 lb boat lifts. This section of St. Leonard Creek is perfect for water sports in the cove without the activity of the larger creek. Inside, a dramatic two-story glass wall showcases commanding water views. The house has a rich exterior with natural stone and copper guttering, downspouts. The interior has just been painted throughout, and most of the flooring is wide-plank white oak hardwood and slate. The kitchen in this open-concept plan is a chef's dream with custom cabinets and water views from every angle. Retreat to the upper-level owner's suite, where mahogany doors open to more wide-plank white oak floors and a deluxe spa bath with heated flooring...not to mentionh spectacular creek and property views! Guests will enjoy the three additional bedrooms and the legendary “Perry Point Ale House” on the lower level, featuring a 4-tap kegerator, ice machine, and a retractable HD cinema screen for game nights. Outdoor living is unmatched, featuring an expansive, one-of-a-kind bulkheaded flat lawn at the water’s edge—the perfect stage for crab feasts, tent parties, and sunset cocktails. The sale includes a Polaris Ranger 4x4 ATV and a massive live-edge California redwood table for 10. There is a second private well and electric for the waterfront improvements. All major inspections (well, septic, UST, WDI) already passed and certified in fall of 2025 and this home is ready for closing.

7335 Perry Ln, Lusby

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

$11,500,000
5 Beds 6 Baths
Experience one of the few Annapolis waterfront estates where you can leave your private dock and arrive at City Dock in minutes. Ideally situated on Spa Creek, this exceptional property captures the essence of Annapolis waterfront living with panoramic water views, unobstructed views of the Annapolis skyline, and endless opportunities for boating, kayaking, paddleboarding, and entertaining. Cruise by boat to downtown Annapolis, waterfront restaurants, ice cream shops, and the historic City Dock, or enjoy spectacular views of the Blue Angels, fireworks, and the annual boat parade from your own private retreat. Set within an exclusive enclave of only three prominent waterfront residences, this property offers a rare combination of privacy, convenience, and lifestyle. The waterside heated saltwater pool, expansive Ipe deck, and beautifully landscaped grounds create the perfect setting for entertaining family and friends. Host sunset dinners, summer gatherings, or relaxed afternoons outdoors while enjoying the water views and the sparkling lights of the Annapolis skyline. Surrounded by lush boxwoods and specimen plantings, the grounds provide a peaceful escape just minutes from downtown. Architecturally distinctive and thoughtfully updated, the residence combines refined design with comfortable waterfront living. Extensive renovations by Pyramid Builders showcase exceptional craftsmanship, including a dramatic marble foyer, floor-to-ceiling windows, solid wood doors, and rich stained black oak flooring. The gourmet kitchen features Sub-Zero refrigeration, a white six-burner Viking cooktop, high-gloss Premier cabinetry, Neolith porcelain countertops, designer lighting, and a striking floating staircase. A custom marble-topped bar provides an ideal space for entertaining. Offering 4–5 bedrooms, 5 full baths, and 1 half bath, including a desirable first-floor bedroom suite, the home provides flexibility for family and guests. A two-car garage, generous parking, and deep-water pier complete this exceptional Annapolis waterfront offering. This is more than a home—it is a rare opportunity to experience the very best of Annapolis living, where boating, entertaining, and downtown charm come together in one extraordinary setting.

8 Spa View Cir, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$1,050,000
5 Beds 5 Baths
Experience elevated waterfront living in this stunning three-level home designed to seamlessly blend luxury and convenience throughout. Boasting 5 spacious bedrooms and 4.5 beautifully appointed baths, this residence features solid hardwood floors throughout and an open, light-filled layout perfect for modern living. The main level offers a 2 car garage w/ additional storage closets , 1 bedroom w/ sliding doors to access the rear yard and 1 full bathroom. The 2nd level offers a living room, home office and the gourmet kitchen, a true centerpiece, complete with an expansive island, granite countertops, stainless steel appliances, and a charming breakfast nook. The extended family room offers trey ceilings, cozy propane fueled fireplace and sliding glass doors that open to a rear deck—perfect for entertaining or simply enjoying serene water views. Upward to the 3rd level and retreat to the expansive primary suite, where you’ll find a generous walk-in closet , spa-inspired bath featuring a jetted soaking tub and separate walk-in shower. Through the sliding glass doors lead to the private balcony overlooking the water, creating a peaceful escape. There are also 3 additional bedrooms on the 3rd level w/ample closet space to include a guest bedroom w/ private bathroom and 2 additional bedrooms w/ jack and jill bathroom. Outdoor enthusiasts will appreciate the impressive 135-foot pier equipped with electric and water, along with 2 -10,000 lb boat lifts—ideal for effortless waterfront access. Additional highlights include a whole-home Sonos audio system, expansive 2nd fl laundry room, outdoor patio w/ built in fireplace, 500 gallon propane tank, 400 AMP Electrical Service. This exceptional property offers the perfect balance of refined indoor living and unmatched water front living. NO FLOOD INSURANCE PER OWNER.

9128 Todd Ave, Fort Howard

Listing courtesy of Cummings & Co. Realtors. Contact:

$3,129,000
5 Beds 5 Baths
Nestled along the serene Turville Creek, this exquisite 5-bedroom, 4.5-bathroom residence offers a luxurious lifestyle defined by elegance and comfort, spanning over 4,400 square feet and situated on just under a 1 acre lot with No HOA. The expansive circular driveway leads to an oversized, fully Heated and Cooled garage, providing ample parking for guests and substantial storage space for all of your outdoor accessories. Step inside to discover an inviting open floor plan adorned with crown moldings and rich hardwood flooring. A fully equipped, gourmet kitchen is perfect for culinary enthusiasts with a wrap-around counter that seats seven and situated directly adjacent to an open, formal dining area, is ideal for entertaining large groups. Gather around to relax by the fireplace in an elegant living room with floor to ceiling glass sliders featuring southern exposure for breathtaking evening skies. In addition to a full Laundry Room off the garage and a Half Bath, the first floor of the home offers Two Bedrooms with a shared Full Bathroom. The second floor greets you with a cozy second living space with panoramic windows overlooking the open water, two waterfront primary suites plus a third Bedroom/Bonus Room currently situated with 3 Queen Beds and a Full Bath. The Master bedroom boasts breathtaking open water views and a spacious walk-in closet, while the spa-like bathroom feature walk-in showers for a touch of indulgence. Outside, the nearly one-acre lot is a private oasis, complete with a heated pool, rip-rapped landscaping, and a dock large enough for two 28' boats, ensuring both beauty and functionality. With plenty of deep water here, playing the tides is not a concern for this boater's paradise, allowing unlimited boating enjoyment for the short commute to the Isle of Wight Bay and Ocean City's myriad waterfront destinations. Safety and convenience are paramount, with a state-of-the-art security system, exterior cameras, and motion detectors. This home is not just a residence; it's a lifestyle, offering tranquility and sophistication in a picturesque setting. Experience the perfect blend of luxury and comfort in this exceptional property, where every detail has been thoughtfully curated for your enjoyment. Call to schedule your Private Tour today.

11640 Gum Point Rd, Berlin

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400

$474,900
3 Beds 2 Baths
Beautifully maintained 3-bedroom, 2-full bath waterfront brick ranch home situated on a canal in the charming waterfront community of Annemessex Ridge. Nestled on a large corner double lot, this property offers the perfect blend of comfort, convenience, and coastal living. Inside, you’ll find a spacious open floor plan designed for easy entertaining and everyday living. Relax year-round in the inviting 3-season room overlooking the canal, or step outside to the rear deck and patio complete with a hot tub where you can unwind while listening to the peaceful sounds of the water along your private dock. Boating enthusiasts will love the newer boat lift, making it easy to keep your boat ready for a day on the water at a moment’s notice. The property is equipped with impressive 320-amp electric service, including electric at the dock and an RV hookup along the side of the home perfect for hosting friends and family traveling with a camper. Additional highlights include a large side-entry 2-car garage, generous outdoor space, and all the advantages of waterfront living. This exceptional home is the perfect retreat for anyone looking to enjoy life on the water. THE FOLLOWING ITEMS HAVE BEEN UPDATED: 1. NEW ROOF, 2. WASHER/DRYER, 3. KITCHEN COUNTERS AND APPLIANCES, 4. MAIN BATHROOM - 2025, 5. NEW BOAT LIFT - 2024, 6. HOT TUB 2024, 7. ELECTRIC SERVICE (320 AMP), 8. 50 AMP RV CIRCUIT AND SPOT TO PARK, 9. SHED 12X24, 10. HEAT PUMP, 11. BLOWN IN INSULATION IN ATTIC, 12. POWER AT THE DOCK

4974 Annemessex Rd, Crisfield

Listing courtesy of RE/MAX Eagle Realty. Contact: 3026591320

$1,970,000
5 Beds 4 Baths
Welcome to “All Decked Out”—a stunning lakefront retreat offering the perfect blend of privacy, modern updates, and year-round adventure in the heart of Deep Creek Lake. Nestled on a beautifully wooded 1.3-acre lot along Marsh Hill Road, this 5-bedroom, 4-bath home boasts approximately 150 feet of private lake frontage and delivers the ultimate waterfront lifestyle. Thoughtfully updated throughout, the home features a new roof and low-maintenance TimberTech decking, allowing you to spend more time enjoying the lake and less time on upkeep. Expansive multi-level decks capture serene water views from nearly every angle—perfect for entertaining or unwinding in the hot tub after a day on the lake. A private path leads directly to the water to the dock, making boating and lake access effortless. Inside, the warm and inviting interior offers spacious living areas, an open-concept kitchen and dining space, and a light-filled main living room with picturesque lake views. The lower-level recreation room provides additional space for entertaining, ideal for game nights, movies, or hosting larger groups. Designed to comfortably accommodate family and guests, the home includes multiple bedroom configurations, highlighted by two king suites with private baths. Well-established as a successful vacation rental, this property presents a proven income opportunity, making it equally attractive as a primary residence, second home, or turnkey investment. Located just minutes from Wisp Resort, Lodestone Golf Course, restaurants, and area attractions, this home offers both tranquility and convenience in one of Deep Creek Lake’s most desirable locations. Turnkey, updated lakefront living with strong rental potential—this is Deep Creek Lake living, all decked out.

2119 Marsh Hill Rd, Mc Henry

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

$285,000
2 Beds 2 Baths
Motivated Seller -- Stunning 2-Bedroom, 2-Bathroom Waterfront Condo in Joppatowne's Gunpowder Cove Complex. This condominium offers the perfect combination of luxury and waterfront living. Located on the second floor, this unit boasts breathtaking sunset views from your private balcony that has a storage shed. The home has been thoughtfully upgraded with custom kitchen cabinets, sleek granite countertops, and a spacious peninsula that provides ample counter space. The kitchen also includes high-end appliances ideal for the home chef. The large living room/dining room combination offers two sets of sliding glass doors that provide an expansive view of the water. The primary bedroom features a walk-in closet with custom built-ins plus two additional closets, and a full bath. The second bedroom also includes a large walk-in closet. Upgraded light fixtures and ceiling fans add the finishing touch to this already stunning home. The condo has a newer high-efficiency heating/AC unit and hot water heater with a transferable warranty. In addition to the incredible living space, this home comes with a rare 40-foot deeded boat slip, complete with electric and water, and a dock box perfect for boating enthusiasts. It's an ideal location situated only 20 minutes to the Chesapeake Bay. Mariner Point Park is close by, perfect for outdoor relaxation. The low condo fees include pier maintenance, landscaping, trash, and water. This is truly a rare opportunity for anyone seeking the ultimate waterfront lifestyle. Don't miss out on this beautiful turnkey home!

550 Riviera Dr Unit #550-B, Joppa

Listing courtesy of Weichert, Realtors - Diana Realty. Contact: (410) 893-1200

$1,295,000
4 Beds 5 Baths
Don’t miss the video link to YouTube! Fully detailed writeup , highlights, and floor plans in photos! Extraordinary French Normandy–style all-brick waterfront estate, perfectly positioned on Rockawalkin Creek with direct access to the Wicomico River and Chesapeake Bay. This one-of-a-kind residence showcases a spectacular resort-style backyard and extensive renovations completed within the last three years, delivering an unmatched blend of craftsmanship, comfort, and luxury in Salisbury’s sought-after Nithsdale community. Offering over 5,700 sq ft of finished living space, the home features 3 levels, a new Elevator, 4 bedrooms, 4.5 baths, 2 fireplaces, an attached garage, and unfinished walk-up space above the garage for future expansion. From the moment you enter through the custom carved wood door into the grand marble foyer, the home makes a stunning first impression with its sweeping curved iron staircase and crystal chandeliers. Designed for exceptional entertaining, the interior flows effortlessly from formal living and dining rooms—each adorned with imported crystal chandeliers and French doors—to an expansive creekside great room rich with millwork, built-ins, a wood-burning fireplace, and a hidden wet bar. The gourmet kitchen anchors the home with a large quartz island, Thermador cooktop, custom copper hood, wall oven, walk-in pantry, and casual dining area overlooking the pool and water beyond. Step outside to a true private oasis: a 20’ x 40’ resurfaced in-ground pool, spa and hot tub, tiki-style pool bar, outdoor shower, gas masonry fireplace, pergola, gazebo, multi-level brick patios, and lush landscaping. A recently upgraded pier features new decking and pilings, boat lift, floating jet ski dock, kayak racks, ladder, ramp, and solar lighting—perfect for waterfront living at its finest. Additional upgrades include a whole-home generator, circular blacktop driveway, new concrete parking, and impeccably maintained grounds. Upstairs, the primary suite offers a serene retreat with panoramic creek views, 2 primary bathrooms & 4 walk in closets designed as dual ensuite wings, a jacuzzi tub, tiled shower, makeup vanity, and exceptional privacy. Two additional bedrooms each provide walk-in closets and private balconies, complemented by a fully renovated guest bath. The finished third level offers a large 4th bedroom (no egress window), and fitness space, with additional unfinished storage available. Community amenities include wide tree-lined streets, boat ramp, playground, tennis and basketball courts, and low HOA fees of just $450 annually. Home and septic inspections are already complete, providing peace of mind. Ideally located near Salisbury University, TidalHealth, downtown Salisbury, beaches, marinas, parks, and major East Coast cities. Luxury, lifestyle, and livability converge in this rare waterfront estate—an exceptional opportunity for those who value quality, privacy, and unforgettable outdoor living.

5456 Nithsdale Dr, Salisbury

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$240,000
1 Baths
Introducing a rare direct oceanfront end unit in Cara Mar in north Ocean City! This unit offers an unparalleled coastal living experience, boasting breathtaking views of the dunes and the expansive ocean. This unit provides panoramic vistas that extend as far as the eye can see. The interior showcases wide plank LVP flooring, bright walls, and a tastefully updated bath. Enjoy a well-appointed kitchen with stainless steel appliances, crisp white cabinets and upgraded countertops. The living area is highlighted by a handsome Murphy bed set-up and expansive glass sliding doors leading to a private balcony where you can savor your morning coffee or evening libation while immersing yourself in the fabulous ocean view. This oceanfront gem comes fully furnished making it hassle-free for you to embrace coastal living. The building offers amenities such as an elevator, on-site laundry center, swimming pool, and an outdoor shower to rinse off the sand after a delightful day at the beach. A on-site resident manager adds to the convenience and security of the property. For added practicality, there's a sizable storage room with a private locker beneath the building for your beach gear. Future upgrades include new hurricane shutters. Ideally situated within walking distance of Northside Park, Starbucks, Tail chasers Restaurant, Grotto Pizza, and more, this location epitomizes the convenience of coastal living. With low condo fees and taxes, this property is not only a dream home but also a lucrative investment opportunity with some existing rental reservations currently in place! Don't miss this chance to own a piece of North Ocean City's coastal paradise– where location, convenience, and stunning views converge for a truly exceptional living experience. Seller open to a large credit towards an upcoming special assessment affecting all units with an acceptable offer.

12305 Wight St Unit #100, Ocean City

Listing courtesy of Northrop Realty. Contact: (302) 539-0800

$585,000
4 Beds 1 Baths
OPEN HOUSE EVERY DAY, call for times. Bright and spacious, recently updated, 2 story WATERFRONT home on the Back River in highly desirable Wildwood Beach waterfront community. 1700-1800 sf (tax records incorrect - it does not reflect the back addition) updated bungalow with new roof, SS appliances, quartz countertops kitchen and bathroom, new insulated siding, new 100' pier w/boat slip and jet ski lift, 50 amp RV electrical hook up, 1 car garage, additional off street parking for 4-5 cars and the location to die for. Recent updates includes flooring, counters, appliances, paint, etc etc. This home is in a secluded community on a dead end and quiet street with almost no traffic and surrounded by 100s of acres of protected conservation woods, golf course and a local park and a museum. 3 min drive to the golf course and 5 min drive to the local public beach, recreation and sailing center. The water here is perfect for crabbing and fishing and hard sand bottom is ideal for swimming. And did I mentioned that the river has no speed limit so jet skies, speedboats and all kind of other fast boats are welcome! Also it is located within 10 minute drive to MARC Train Station and 3 minute boat ride to Hart-Miller Island boating recreation area. Public water and sewer with additional working well for your extra gardening needs. MOVE INTO THIS HOUSE AND WE WILL BUY YOURS FOR CASH, or sell it for free, Call for details. Please do not visit the property without an appointment: trespassing is illegal and it is also invasion of privacy. Not even the front yard.

1315 Wildwood Beach, Essex

Listing courtesy of Keller Williams Gateway LLC. Contact: (443) 318-8800

$5,995,000
6 Beds 6 Baths
Wilderness Estate- This quintessential Eastern Shore farm is located along the Choptank River in Trappe, Maryland. Comprised of 47± acres, with original structures that are impeccably well-kept and improved with modern amenities, The Wilderness provides a unique opportunity to enjoy the best of the Eastern Shore. Surrounded by open space and preserved farmland with proximity to Oxford, Easton, Cambridge, and St. Michaels, The Wilderness is sure to please the discerning buyer. Sited among large waterfront estates, The Wilderness enjoys privacy and a commanding presence with old-growth trees, broad southerly views, and deep water. The scope of improvements includes the primary residence, waterside guest cottage, beach house, pool, pier, tennis court, early 20th-century barn, and a host of accessory structures for life on the farm. Visit the virtual tour for an inside look. The main house has great historical significance not only for the original owner’s grandson who lived there and served two terms as the Governor of Maryland but also for its place in the development of Maryland’s domestic architecture, as noted on two markers from the Maryland Bicentennial Commission and the Maryland Historical Society. The smaller and original of the two brick wings dates from the late 18th century and the larger wing from the early 19th century. The house’s architecture is unusual in that the 19th-century wings telescope up, instead of down, from the original wing. The white brick, black shutters, and historical olive green trim color are a serene palette against the house’s majestic specimen trees around the property, including a gigantic Sycamore that was at one time, the largest of its species in Maryland. The long white gravel drive under the sheltering canopy of mature trees passes by the barn and other outbuildings then curves around the front of the house. Brick steps lead up to the front porch of the early 19th century wing opening into a gracious foyer and stair hall with an elegant elliptical arch that rests on pilasters at the side walls to separate the public from private areas of the house. A French door at the rear of the foyer frames a vista of the lawn and Choptank River. To the side of the foyer are two identical parlors at the front and rear corners of the house. Both rooms have magnificent fireplace mantles and surround; one is a 1740 hand-carved mantel by noted English artisan woodcarver Grinnling Gibbons and the other is a 1780 mantel surrounded by the famous English architect and artisan, Robert Adam. The main floor of the 18th-century wing contains a spacious living room, dining room, original kitchen, and larger kitchen, pantry, two powder rooms, and a stunning sunroom connecting to a terrace along the rear of the house overlooking the Choptank River. Part of this wing was the final addition to the original home. The second floor of the 19th-century wing contains two bedrooms over the two parlors below with fireplaces and walk-in closets and two baths. The 18th-century wing and later addition contain an artist’s studio with cabinetry and sink that has a myriad uses– TV room, arts and crafts room. The primary suite is located at the rear corner of this wing. It has a fireplace flanked by single windows and another window on the rear wall for panoramic views of the mature landscape and the Choptank River. Two baths complete the suite, with one bath off a hall for access from the art studio. Two stairs access the attic level; one in the 18th-century wing leads to two bedrooms and one bath. The main stair in the 19th-century wing leads to a large game room and another cozy bedroom ensuite.

27293 Southside Island Creek Rd, Trappe

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255

$1,595,000
3 Beds 4 Baths
Set elegantly along the marina within the prestigious Chesapeake Harbour, this waterfront townhouse presents a refined composition of craftsmanship, material integrity, and coastal elegance. Moments from the historic charm of Annapolis and the open horizon of the Chesapeake Bay, the residence captures a rare harmony between luxury living and a serene waterfront setting. The interiors reveal a meticulous approach to design, where every finish and fixture has been elevated to a standard of quiet sophistication. Expanses of beautifully refinished hardwood flooring provide warmth and continuity, while a dramatic fireplace clad in striking natural stone serves as a focal point—both sculptural and inviting. Thoughtfully layered lighting and custom window treatments create a seamless interplay of mood and light, enhancing both day-to-day living and evening ambiance. The kitchen is a study in precision and restraint, defined by custom-crafted cabinetry of exceptional quality and a layout designed for both function and visual clarity. A statement waterfall island anchors the space, complemented by premium-grade appliances discreetly integrated into the millwork. Every detail—from the refined hardware to the subtle display elements—reflects a commitment to elevated design and effortless usability, creating a setting equally suited for culinary pursuits and elegant entertaining. In the private quarters, the primary suite offers a tranquil retreat shaped by texture, proportion, and thoughtful innovation. Custom storage solutions and integrated shading systems enhance both comfort and privacy. The ensuite bath unfolds as a spa-like sanctuary, where heated flooring, high-caliber fixtures, tailored cabinetry, and curated lighting come together in a composition that is both indulgent and serene. Guest accommodations continue the narrative of quality and intention, featuring bespoke closets, refined finishes, and bathrooms appointed with elevated materials, heated surfaces, and carefully selected fixtures that mirror the home’s overarching design language. The lower level extends the living experience with equal attention to detail—incorporating custom built-ins, ambient lighting, and seamless access to a landscaped patio that opens directly to the waterfront. Outdoor spaces are thoughtfully integrated into the home’s overall design. Multiple expansive decks invite uninterrupted views of the marina and surrounding waters, while the ground-level terrace, framed by manicured landscaping and soft lighting, offers an intimate setting for relaxation or gathering. These outdoor environments function as natural extensions of the interior, blurring the boundary between indoors and out. Beyond its aesthetic appeal, the residence is underpinned by extensive structural and mechanical enhancements, ensuring lasting performance and modern efficiency. Every improvement has been executed with an emphasis on durability and long-term quality. Life within this gated waterfront community offers a distinctive blend of privacy and resort-style living, with access to marina facilities, waterfront amenities, and a setting defined by coastal beauty. This home is a quiet expression of luxury—where superior materials, exceptional craftsmanship, and a remarkable waterfront location come together in seamless balance.

2186 Chesapeake Harbour Dr E, Annapolis

Listing courtesy of Coldwell Banker Realty - Washington. Contact: 2023876180

$1,399,999
5 Beds 3 Baths
Endless westerly vistas stretch across Madison Bay, delivering breathtaking sunsets that feel like a private showing each and every evening. This is more than a home—it’s a waterfront sanctuary designed for those who expect their lifestyle to be as elevated as their surroundings. Welcome to Saltmarsh, an extraordinary 8.5-acre estate where luxury, privacy, and coastal beauty converge. With 5 bedrooms (plus a bonus room that could be considered a 6th) and 3 full bathrooms, this property effortlessly transitions between an exceptional full-time residence and the ultimate weekend retreat for unforgettable gatherings with friends and family. Spanning over 5,000 square feet, the home is thoughtfully designed to maximize both space and scenery, with walls of windows that flood the interior with natural light and showcase those sweeping bay views from nearly every room. The main level is nothing short of an entertainer’s masterpiece—an open-concept layout anchored by a stunning great room, seamlessly flowing into a chef’s gourmet kitchen and sun-drenched sunroom on one side, while the opposite wing reveals a full-scale game room complete with a pool table and custom bar built for hosting on any scale. Step outside and the experience only gets better. Multiple expansive decks offer the perfect setting for everything from quiet mornings to lively evenings, all framed by panoramic water views. At the private dock, every detail has been accounted for—featuring water and electric, two jet ski lifts, and a 10,000-pound boat lift—creating a true waterfront playground. The oversized 3-bay garage provides ample space for all your water toys, equipment, and more—because a property like this is meant to be enjoyed without compromise. Offered fully furnished, Saltmarsh is completely turnkey—allowing you to step right into an effortless, elevated coastal lifestyle from day one. This is not just a home—it’s a statement.

4808 Saltmarsh Rd, Madison

Listing courtesy of Coldwell Banker Realty. Contact: 4105246111

$499,000
1 Beds 1 Baths
Back on the Market and NOW FINANCING AVAILABLE! - Imagine waking up each day to breathtaking sunrises over Saint Clements Bay! This delightful cottage offers a tranquil, vacation-like lifestyle with no HOA and prime waterfront access. It also presents income potential as it can sleep six. Meticulous planning has crafted this stunning home, which exudes the elegance of a high-end interior designer. Inside, you'll find a bright and airy living area that effortlessly merges indoor and outdoor spaces, showcasing captivating water views. The cottage boasts 12-foot ceilings, unique metal roof with cupola and weathervane, an upgraded well pressure tank, robust 200-amp service, full-sized washer and dryer, and a beautifully tiled bathroom with walk-in shower. Designer-inspired kitchen is adorned with quartz countertops, Verona gas range, stainless steel appliances, and a stunning tiled backsplash that frames amazing river views. The loft offers a 5-foot clearance at the center, a closet, and additional storage. Outside, enjoy a 336 square foot composite deck with glass balustrades, an arbor, and gentle-access stairs. Two sheds offer even more storage, and a retaining wall has been constructed at the back of the home to manage water runoff effectively. With 176 feet of waterfront, you have endless opportunities for outdoor fun, including fishing, kayaking, paddleboarding, and more! Notably, the house and shed improvements are outside FEMA floodplain mapping—see documents for details. This location is a birdwatcher's dream—observe Bald Eagles, Ospreys, and numerous other species right in your own yard. Explore the nearby Saint Clements Island State Park, and when it comes to dining and entertainment, a short boat ride will take you to local nearby favorites like Morris Point Restaurant, Thompson’s Seafood, and Leonardtown. Don’t let this chance to claim your own slice of paradise slip away—schedule your private showing today. With a conventional loan, sales price of 499,900 and 20% down (99,980) the loan amount would be 399,920. Depending on interest rates, monthly payment would be in the range of 2,950. This financing information is subject to change and current market conditions. MOST LENDERS CANNOT MAKE A MORTGAGE ON THIS HOME - CONTACT LISTING AGENT FOR INFORMATION ABOUT FINANCING OPTIONS!

39020 Sonnie Way, Clements

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$769,900
2 Beds 2 Baths
Wake up to the sound of the waves and enjoy your morning coffee while watching dolphins play just beyond your private oceanfront balcony. Step directly onto one of Ocean City's most beautiful beaches. Seller offering a $10,000 closing cost credit or bonus for a full-price offer of $769,900 accepted by August 31 and closing per contract terms. Located in Golden Surf, one of Midtown Ocean City's most sought-after oceanfront buildings, this beautifully renovated and fully furnished 2-bedroom, 2-bath condo is truly move-in ready. One of the largest floor plans in the building, this spacious retreat comfortably sleeps up to eight guests with four beds, including a queen sleeper sofa..The oversized kitchen features granite countertops, newer appliances, and plenty of space for entertaining after a day at the beach. Recent upgrades include luxury beachwood-style flooring, beautifully renovated bathrooms, hurricane-rated windows and doors, Hunter Douglas remote-controlled blinds, a 55-inch Sony Bravia TV with surround sound, hurricane shutters, and upgraded balcony furniture designed to maximize the spectacular ocean views. Additional features include reserved covered parking, low HOA fees, healthy reserve funds, and excellent rental potential. Best of all, this meticulously maintained condo has never been rented, offering the rare opportunity to own a pristine beachfront home. Whether you're searching for a luxury vacation retreat, a high-demand investment property, or your own year-round escape by the ocean, this exceptional Golden Surf residence delivers the beachfront lifestyle you've been dreaming of!

8105 Atlantic Ave Unit #604, Ocean City

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777

$1,100,000
2 Beds 3 Baths
Step inside this magnificent Spanish villa—over 4,200 sq ft on a serene waterfront lot with sweeping views of Neale Sound. The grand wood & wrought‑iron front doors open to an interior rich in craftsmanship: ceramic tile floors, vaulted wood ceilings, artisan tile work, and architectural detail in every room. Oversized windows frame the water while bathing the space in light. The chef’s kitchen features custom tile counters, 6‑burner Thermador range with double oven, double refrigerator, breakfast nook, and a cozy fireplace. The family room is anchored by another fireplace with a hand‑carved mantle, detailed tile work, and built‑in storage. The dining room offers a mini‑bar and gracious entertaining space. Travel between levels via spiral staircase or pneumatic elevator. On the second floor, an open living area with wet bar and water views connects to a guest bedroom (with balcony access), hall bath, and a bonus area that can be converted to a bedroom or office with the addition of a door. Up on the third floor lies the owner’s suite with vaulted ceilings, fireplace, private balcony, and panoramic water views. The massive walk‑in closet even includes a fireplace. The en suite bath features dual vanities, soaking tub, and separate shower. A versatile bonus space can serve as a home office, exercise room, or sitting area. The detached 5‑bay garage includes auto openers and its own elevator. Above it sits a full 1‑bed, 1‑bath income apartment with gourmet kitchen, living area with fireplace, private laundry, and the same exquisite tile finishes as the main home. Outdoors, a two‑level outbuilding houses a wine cellar, greenhouse, and storage. Brick patios and a firepit set the stage for al fresco gatherings overlooking the sound. A private pier has been extended and is ready for a boat lift. New roofs were installed on both the house and garage in 2023. The detached apartment can produce steady income. Seller is open to seller financing at a reduced rate. This is a rare opportunity for a stunning waterfront home with income potential and water views from every level.

12330 Potomac View Rd, Newburg

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$1,100,000
5 Beds 4 Baths
Welcome to this beautifully designed, nearly new home in the highly sought-after Bayside community in Berlin. Built in 2023, this stunning coastal retreat showcases modern finishes, thoughtful design, and a seamless blend of comfort and style. Step inside to a bright, free-flowing floor plan featuring an open living and dining space—perfect for entertaining or everyday living. The heart of the home is the spacious gourmet kitchen, complete with quartz countertops, a large center island, stylish backsplash, gas stove, and pot filler—designed to impress both chefs and guests alike. Upstairs, unwind in the expansive primary suite, highlighted by a tray ceiling, a large walk-in closet, and a luxurious en-suite bathroom with dual vanities, tiled flooring, and a beautifully tiled glass-enclosed shower. A large upper-level balcony offers the perfect place to relax and take in the peaceful surroundings. Enjoy outdoor living with a generously sized backyard and serene water access with picturesque water views—ideal for quiet mornings or evening gatherings. Ideally located just minutes from Assateague Island, as well as the beaches and iconic Ocean City Boardwalk, this home places you close to the very best of the Eastern Shore. You’re also a short drive to downtown Berlin and the popular dining, shopping, and entertainment options in West Ocean City. Residents of Bayside enjoy an impressive array of resort-style amenities, including indoor and outdoor pools, a fitness center, tennis courts, and more—offering a true vacation lifestyle year-round. Whether you're searching for a primary residence, second home, or investment opportunity, this move-in ready home delivers the perfect combination of location, luxury, and coastal living.

12395 Hidden Bay Dr, Berlin

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

$999,900
3 Beds 3 Baths
Deep water pier with boat and jetski lifts, AND a saltwater, heated pool? Yes, indeed! Absolutely stunning waterfront living with designer upgrades throughout home. Kitchen boasts granite, stainless steel appliances, over-sized island with seating, pendant lighting and life-proof manufactured Mountain Brook marble flooring. All bathrooms newly renovated to include custom tile and high-end fixtures and vanities. Family room boasts beautiful crown molding. Barn doors to main level bedroom. Primary bedroom has private, screened deck with vaulted tongue-in-groove wood paneled ceiling and ceiling fan. Primary bath has dual vanities, spacious designer shower with waterfall showerhead, over-sized jetted soaking tub with ambient heat, and enormous walk-in closet. Custom blinds throughout. Professionally designed landscaping with underground irrigation. Heated saltwater pool -- completely refinished and retiled with new LED lighting (2024) 8 person hot tub. And of course, the stunning and tranquil beauty of the Back/Bodkin Creek. Sun-drenched backyard is perfect for entertaining. Main level deck has awning, outdoor TV, and 2 ceiling fans. New deep water 108' private pier with 10,000 lb boat lift, 2 jet ski lifts and electric power. Private sandy beach with stone retaining wall. Three storage sheds. HVAC - 2023; HWH - 2024; Well Pump - 2023; Well water filtration system and water softener - 2024. 2-500G Propane tanks -- one heats pool; 2nd directly connected to new Weber grill (conveys). All TVs convey. All outdoor planters convey. Furniture negotiable. Electric panel is wired for exterior generator hook-up. Conveniently located near fine restaurants, shops, and golf courses. Commuter routes to Annapolis, Baltimore and DC. Vacation home or permanent residence -- your choice. Sit on the look -out deck and enjoy the most glorious sunsets you've ever seen while communing with the numerous species of waterfowl, and accumulating famous MD crabs in your pots -- but be sure to keep an eye on that fishing rod -- just might be a big Rock Fish on the line!

2006 Poplar Ridge Rd, Pasadena

Listing courtesy of RE/MAX Realty Centre, Inc.. Contact:

$1,895,000
6 Beds 6 Baths
Exceptional residence commanding over half an acre of pristine waterfront property along Middle River proper, offering 70 feet of direct frontage, breathtaking panoramic views, deep water boating access, over 8,000 finished square feet, and a setting designed for waterfront entertaining. Elevated and well-set back on a large, flat lot facing the water, the property is sited in a protected location among lush, professionally designed landscaping and extensive gardens framing the property, creating a serene backdrop for year-round enjoyment. Thanks to its superior elevation, this property does not require flood insurance. On the water side, a stamped concrete patio and pool deck open to an in-ground, heated saltwater pool with retractable cover. A curved pond with waterfall adds a tranquil focal point. Trex steps descend from the great room to the pool area, while a handsome two-tiered stone retaining wall provides two terraces for entertaining, leading to the waterfront. A pier equipped with a 12,000-pound electric boat lift provides easy deep-water boating access. Inside, an exceptional entertaining layout across three levels is served by a convenient elevator. The slate-floored foyer, illuminated by a dramatic Swarovski crystal chandelier that lowers at the touch of a button, sets a tone of refined elegance. The gourmet kitchen features a massive center island with granite countertops, task lighting, prep sink, butcher-block station, Viking six-burner stove with double ovens, warming drawer, Sub-Zero fridge, separate ice maker, and custom cabinetry. Adjacent is a spacious butler’s pantry, with full prep and storage capacity, including an additional microwave, dishwasher, sink, freezer, and washer/dryer. The great room showcases sweeping Middle River views, with a gas fireplace and double doors that open directly to the patio and pool. Two generous bedroom suites occupy this level, each with their own gas fireplace, walk-in closet, and spacious baths. The upper level is dominated by a breathtaking primary suite that encompasses most of the upper level, delivering stunning river views. The bedroom area features a spacious sitting area with gas fireplace, exceptional closet space, and retractable hurricane-grade shutters for complete blackout privacy or storm protection. A private balcony runs along the back of the house, with beautiful views and a hot tub. The open-concept bath area includes a soaking tub, separate water closet, wall safe, and bonus space ideal for an office, gym, or nursery, complete with its own laundry & wet bar. A 4th large bedroom suite with a private bath is also upstairs. The lower level offers an in-law or au pair suite - ideal for multigenerational living - with direct walk-out access to the pool and backyard. It features two spacious bedrooms, each with generous closets, a full kitchen, a massive great room with a gas fireplace and French doors to the exterior, and full bath. Major systems include a three-zone HVAC system (replaced in 2021, 2021 & 2018), two water heaters (2021 & 2023), whole-house generator, Loewen windows, Kohler fixtures, and 5 gas fireplaces. Panoramic views, 8,000 square feet across three elevator-served levels, and entertaining spaces that have to be seen to be believed: this is waterfront living at its absolute finest.

1501 Shore Rd, Middle River

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$799,900
5 Beds 4 Baths
Your own dock is your front step to Waterfront Coastal Luxury on the Patuxent: A Waterfront Oasis Offered at: $799,900 Address: 23680 West Patuxent Beach Road Welcome to an unparalleled waterfront lifestyle on the serene shores of the Patuxent River. Nestled on a sprawling 1.88-acre lot in California, Maryland, this magnificent 5-bedroom, 3.5-bathroom retreat masterfully blends modern construction with coastal tranquility. Built in 2022, this turn-key property is a rare gem, offering the perfect backdrop for a luxurious primary residence, a spectacular vacation home, or an income-producing haven.✨ Modern Elegance: A newer 2022 build featuring over 3,100 square feet of meticulously designed living space, a cozy fireplace, and expansive windows that frame breathtaking water views. Direct Water Access: Enjoy the ultimate coastal lifestyle with a private beach area right in your backyard. Step outside to launch kayaks, paddleboards, or simply watch the sun dance across the river. Ample Parking & Storage: Includes an attached 190 sq. ft. garage with an automatic opener, plus a spacious paved driveway providing plenty of off-street parking for residents and guests. Expansive Grounds: Set on nearly two lush acres with endless potential for outdoor entertaining, fire pits, and enjoying the breeze. (Please note: The property does not feature a pool, offering a pristine blank canvas for your dream backyard). 🏡 The Ultimate Waterfront Compound Opportunity. Are you looking for even more space or an unmatched investment? This property presents a truly unique real estate opportunity. It is being offered individually or in conjunction with the adjacent waterfront parcel at 23690 W Patuxent Beach Rd. Acquiring both properties unlocks nearly 4 acres of contiguous waterfront land with over 1,000 feet of private shoreline. Complete with the established charm, a private deep-water dock, and sailboat access next door, combining these parcels creates the ultimate legacy estate, a multi-generational family compound, or a premium coastal rental portfolio. 📍 Prime Location. Situated in a highly sought-after enclave of St. Mary's County, you are perfectly positioned to enjoy secluded waterfront peace while remaining highly connected. You'll find yourself just a short drive from local shopping, dining, the Patuxent River Naval Air Station (NAS PAX River), and the vibrant, historic boating culture of nearby Solomons Island. Don't miss your chance to claim this slice of Maryland's waterfront paradise. Whether you are seeking a peaceful solitary retreat or dreaming of an expansive riverfront compound, 23680 West Patuxent Beach Road is ready to welcome you home.

23680 W Patuxent Beach Rd, California

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: 8003833535

$1,199,950
4 Beds 5 Baths
Welcome to 12105 Salt Point Road, a newly constructed coastal residence completed in 2024 by Euro Homes. Set within Bay View Estates, this 3,200+ square foot home captures something truly rare: uninterrupted water on two sides and near 360-degree bay views, where virtually every window becomes its own vantage point. The ground level is designed for real life by the water, featuring a spacious living and recreation area, a flexible room ideal as a den, office, or additional bedroom, and a full bath with walk-in shower thoughtfully customized as a dog wash. A generously sized laundry and mudroom adds everyday functionality, while direct access to the insulated two-car garage keeps everything seamless. Upstairs, the home opens in a way that feels both expansive and intentional. Natural light pours into a dramatic two-story family room, where floor-to-ceiling windows, a statement shiplap fireplace, and coffered ceilings stained to match the flooring create a striking focal point. The chef’s kitchen, outfitted with high-end Café appliances, centers the space with an oversized waterfall island designed for gathering. From here, the home flows effortlessly into the dining area, complete with a butler’s counter and pantry, and out through full-view French doors to an expansive deck, where indoor and outdoor living blend seamlessly against a backdrop of water views. An en-suite bedroom with a private bath and direct access to the deck offers a perfect retreat for guests, while a well-appointed half bath and an additional flexible front-facing space provide options for a sitting area, office, or quiet escape. The third level introduces a sense of architectural presence, with a catwalk overlooking the living space below. The primary suite is a true retreat, defined by cathedral ceilings, an expansive walk-in closet, and a spa-like bath, complete with a private balcony overlooking the bay. Two additional bedrooms, including one with its own private balcony, a full bath, and a second laundry area complete the level. Multiple balconies extend the living experience outward, including a private balcony at the stair landing, offering additional vantage points throughout the home. Dual-zone air conditioning ensures comfort across all three levels. Outdoors, a fully fenced yard adds both privacy and peace of mind, creating a secure space ideal for children and pets while maintaining the home’s open coastal feel. The ability to add a private dock creates direct access to boating, kayaking, and paddleboarding. Set within Bay View Estates, just moments from the area’s beaches, dining, and local attractions, the home balances privacy with proximity.

12105 Salt Point Rd, Bishopville

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

$1,350,000
5 Beds 4 Baths
Welcome to a rarely available colonial riverfront retreat. With 215' of newly pointed stone bulkhead, your boating, fishing, and crabbing desires will be easily met. The 72' dock with a 10,000 lb lift centers the property as you gaze across the widest part of the Potomac River. Once the site of a historic lodge used by the DC elite, this grand colonial boasts an energy-efficient geothermal HVAC system (which earns quarterly cash dividends), a propane gas fireplace with a wood-carved facade, and a copper- and brick-surrounded six-burner gas stove with a griddle and double ovens. The home also features a home office with custom bookshelves and file cabinets, as well as a formal dining room with historic wainscoting from the former lodge. Enjoy the first-floor primary bedroom with its adjoining walk-in marble shower, jetted tub, and massive walk-in closet. The favorite room, of course, is the expansive all-season sunroom where you can take in all that nature has to offer: the ever-changing wind and waves, osprey, blue heron, eagles, and magnificent sunsets. Choose one of two staircases—one equipped with an Acorn stairlift—to find four large bedrooms, all with spacious closets, and two full baths on the second floor. The views from here will keep you entranced. Back on the first floor, find your way through the 20-foot-long laundry/pantry room to the three-bay, five-car garage, which includes a drive-through bay, storage, a shop area, and an Ameriglide Hercules commercial push-button platform lift. Outside, relax on the paver patio or follow it around to the Amish-built screen house with a brass weathervane atop. Additional features include a Generac generator, a buried 500-gallon propane tank, an encapsulated crawl space with an Aprilaire dehumidifier, a two-room dog house with a fenced dog run, and an 18 x 40 pole barn. Standing at the street, take in the stately old trees and the view of the river on either side of the stone-faced house; you will know this is what you’ve been looking for. The property is just minutes from the Swan Point Yacht and Country Club for championship golf and fine dining, or a short drive to the Waterman's community of Cobb Island, which offers your choice of several restaurants and a handy market. Ronald Reagan Airport (DCA) to the north is 52 miles, and historic Fredericksburg to the west is only 42 miles away.

12195 Potomac View Rd, Newburg

Listing courtesy of Douglas Elliman of Metro DC, LLC. Contact: 3013550510

$1,350,000
4 Beds 4 Baths
Welcome to a rare waterfront retreat on Hudson Creek offering 30± acres of privacy, recreation, and breathtaking natural beauty with easy access to the Chesapeake Bay. With over 1,000± linear feet of shoreline and stunning water views throughout, this exceptional property is perfectly suited for boating, fishing, hunting, or simply relaxing and taking in the peaceful surroundings. The property features an extended private pier complete with boat lift, providing direct and convenient water access for all your waterfront activities. A significant bonus is the DU impoundment ideal for waterfowl habitat. The home offers 4 spacious bedrooms and 3 full baths and 1 half bath, designed to accommodate both comfortable everyday living and entertaining. A massive great room and dining area serve as the centerpiece of the home, highlighted by an open balcony that surrounds the space and creates a dramatic, airy feel. Dual stairways provide access to the upper level, adding both functionality and architectural appeal and water views. The eat-in kitchen includes a center island and stainless steel appliances, ideal for gatherings and casual dining. A bright and inviting sun porch offers the perfect place to enjoy morning coffee or unwind while overlooking the water. Additional features include a laundry/utility area, welcoming front porch, and a rear porch that further captures the serene water views. Outside, you’ll find a storage shed and a detached two-car garage, offering ample space for equipment, vehicles, and recreational gear. Whether you’re seeking a private waterfront residence, a weekend escape, or a recreational haven (boating, kayaking, fishing and hunting), this unique property delivers unmatched space, versatility, and waterfront living.

5704 Ross Neck Rd, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800

$10,000,000
This offering marks an extraordinary opportunity to acquire one of North America’s most prestigious properties. While the 437.5 acre farm is globally celebrated for its history of breeding, training, and raising excellence and many world-class sport horse champions, the focus now turns to the sale of the physical estate, a masterpiece of equestrian infrastructure and natural beauty now available for its next chapter. The property is defined by its remarkable landscape, featuring 200 wooded acres of mature trees, 220 acres of pastureland, and 15 acres of impervious structures across the gently rolling terrain of Cecil County. Bordered by 1.3 miles of tranquil waters of the Octoraro Creek, the land offers a rare combination of high-performance utility and serene privacy. The sale includes comprehensive, established equestrian infrastructure, highlighted by a 36-stall main barn, 2 outdoor arenas, 12 fields, 31 paddocks, 14 dwellings, 2 additional barns, and numerous equine facilities that have served as the benchmark for elite sport horse development for decades. The true value of Hilltop Farm’s footprint lies in its versatility; it is a canvas limited only by the scale of one’s imagination. While its equestrian pedigree is unrivaled, the estate invites a bold repurposing as a world-class Agri-Tourism Destination or a Private Legacy Compound. The riverfront and woodlands are perfectly suited for a Luxury Wellness Retreat, with riparian trails just a stone's throw from the urban corridors of Philadelphia, Baltimore, and DC. As this historic operational chapter concludes, the property is now positioned for a new curator to inherit a landscape of immense function and beauty. This is a rare chance to own a sanctuary that has been both a stage for international sport and a community standard-bearer. This property includes multiple parcels and should be referenced in conjunction with MLS# MDCC2020402 (Tax ID: 0806025811) and MLS# MDCC2020404 (Tax ID: 0806012450).

1089 Nesbitt Rd, Colora

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

$1,375,000
4 Beds 4 Baths
Perched on the Severn River, 928 Waterview Drive is a well-maintained waterfront home in the desirable community of Arden on the Severn. Set on a one-third acre lot with a level waterside yard and a convenient tram to the private, multi-slip deepwater pier, this residence invites you to embrace the very best of coastal living. So many boating options, with water depth that can accommodate a sailboat. The home offers over 3,000 square feet of thoughtfully designed living space across three stories. The main level’s open floor plan offers an easy flow between rooms and lots of natural light, while the fireplace in the family room adds a coziness to the space. The spacious kitchen overlooks the waterside deck and opens into the formal dining room. There is casual dining at the breakfast bar, and there's also space for a kitchen table facing the water. The adjoining family room has water views and provides access to the lovely three-season room. Hardwood floors are found in the dining room and family room. Upstairs, a generous primary suite impresses with cathedral ceiling and ample closet space. The ensuite primary bathroom offers dual sinks, walk-in shower and soaking tub. Two additional bedrooms upstairs are generously sized and share a bathroom. The fully finished, walk-out lower level adds exceptional versatility, complete with a recreation room, an additional bedroom, and a full bath — wonderful for guests or multigenerational living. Step out to a shaded, waterside patio from the rec room. An attached two-car garage and ample deck and patio spaces complete this wonderful property. Arden on the Severn is a beloved waterfront community, where residents enjoy beaches, boat ramps, a dinghy dock, a covered pavilion, picnic areas, and playgrounds.

928 Waterview Dr, Crownsville

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

$10,000,000
This offering marks an extraordinary opportunity to acquire one of North America’s most prestigious properties. While the 437.5 acre farm is globally celebrated for its history of breeding, training, and raising excellence and many world-class sport horse champions, the focus now turns to the sale of the physical estate, a masterpiece of equestrian infrastructure and natural beauty now available for its next chapter. The property is defined by its remarkable landscape, featuring 200 wooded acres of mature trees, 220 acres of pastureland, and 15 acres of impervious structures across the gently rolling terrain of Cecil County. Bordered by 1.3 miles of tranquil waters of the Octoraro Creek, the land offers a rare combination of high-performance utility and serene privacy. The sale includes comprehensive, established equestrian infrastructure, highlighted by a 36-stall main barn, 2 outdoor arenas, 12 fields, 31 paddocks, 14 dwellings, 2 additional barns, and numerous equine facilities that have served as the benchmark for elite sport horse development for decades. The true value of Hilltop Farm’s footprint lies in its versatility; it is a canvas limited only by the scale of one’s imagination. While its equestrian pedigree is unrivaled, the estate invites a bold repurposing as a world-class Agri-Tourism Destination or a Private Legacy Compound. The riverfront and woodlands are perfectly suited for a Luxury Wellness Retreat, with riparian trails just a stone's throw from the urban corridors of Philadelphia, Baltimore, and DC. As this historic operational chapter concludes, the property is now positioned for a new curator to inherit a landscape of immense function and beauty. This is a rare chance to own a sanctuary that has been both a stage for international sport and a community standard-bearer. This listing includes multiple parcels and should be referenced in conjunction with MLS# MDCC2020400 (Tax ID: 0806025811) and MLS# MDCC2020404 (Tax ID: 0806012450).

1089 Nesbitt Rd, Colora

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

$10,000,000
This offering marks an extraordinary opportunity to acquire one of North America’s most prestigious properties. While the 437.5 acre farm is globally celebrated for its history of breeding, training, and raising excellence and many world-class sport horse champions, the focus now turns to the sale of the physical estate, a masterpiece of equestrian infrastructure and natural beauty now available for its next chapter. The property is defined by its remarkable landscape, featuring 200 wooded acres of mature trees, 220 acres of pastureland, and 15 acres of impervious structures across the gently rolling terrain of Cecil County. Bordered by 1.3 miles of tranquil waters of the Octoraro Creek, the land offers a rare combination of high-performance utility and serene privacy. The sale includes comprehensive, established equestrian infrastructure, highlighted by a 36-stall main barn, 2 outdoor arenas, 12 fields, 31 paddocks, 14 dwellings, 2 additional barns, and numerous equine facilities that have served as the benchmark for elite sport horse development for decades. The true value of Hilltop Farm’s footprint lies in its versatility; it is a canvas limited only by the scale of one’s imagination. While its equestrian pedigree is unrivaled, the estate invites a bold repurposing as a world-class Agri-Tourism Destination or a Private Legacy Compound. The riverfront and woodlands are perfectly suited for a Luxury Wellness Retreat, with riparian trails just a stone's throw from the urban corridors of Philadelphia, Baltimore, and DC. As this historic operational chapter concludes, the property is now positioned for a new curator to inherit a landscape of immense function and beauty. This is a rare chance to own a sanctuary that has been both a stage for international sport and a community standard-bearer. his property includes multiple parcels and should be referenced in conjunction with MLS# MDCC2020402 (Tax ID: 0806025811) and MLS# MDCC2020400 (Tax ID: 0806025811)

1089 Nesbitt Rd, Colora

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

$3,500,000
5 Beds 6 Baths
Silver Water is a rare west-facing waterfront home designed in direct response to the Chesapeake—offering broad water views, remarkable sunsets, and a level of architectural clarity seldom found in the area. Set behind a private gate on a beautifully landscaped one-acre lot along the West River, the property combines seclusion with convenient access to Annapolis and Washington, DC. Spanning over 4,600 square feet, the home blends classic Chesapeake architecture with modern scale, light, and livability. High ceilings, oversized doors, and expansive windows draw the water into nearly every room, creating a constant connection to the horizon. The layout balances open, light-filled gathering spaces with a thoughtful separation of private areas, making it equally suited for everyday living and hosting guests. The main-level primary suite is positioned to capture water views, with a fireplace, spa-like bath, and custom walk-in closet. At the center of the home, the kitchen is designed for both daily use and entertaining, anchored by professional-grade appliances and clean, functional design. Outdoor living is fully realized. A waterside saltwater pool, bluestone terraces, teak decking, and a fully equipped pool house create a seamless extension of the home—designed for both relaxed days and larger gatherings. The lawn stretches to a protected shoreline, reinforcing the home’s connection to the water. A private 70-foot pier with lift provides immediate access to the Chesapeake, ideal for day boating and spontaneous time on the water, with nearby marinas accommodating larger vessels. Additional features include mature landscaping, a smart irrigation system, multiple outdoor living areas, a detached three-car garage, and a separate storage structure. Silver Water offers a rare combination of design, setting, and livability—an intentional waterfront home where architecture and landscape come fully into alignment.

4750 Frederick Ave, Shady Side

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4433727171

$899,999
3 Beds 2 Baths
Perched atop one of Ocean City’s most sought after oceanfront buildings, this exceptional penthouse in The Quay Condominium is a true showstopper. Completely reconfigured and remodeled from top to bottom, this rare 2 level residence offers a refined coastal lifestyle with breathtaking, unobstructed ocean views from nearly every angle. From the moment you step inside, you’re greeted by dramatic floor to ceiling windows that flood the space with natural light and showcase the sparkling Atlantic. The open concept main level is designed for both relaxation and entertaining, seamlessly blending the living, dining, and kitchen spaces. The stunning kitchen is a centerpiece, featuring stainless steel appliances, a double oven, open shelving, ample cabinetry, and a striking full height backsplash that elevates the entire design. The dining area comfortably accommodates a large table, perfect for hosting gatherings by the sea. The living room is equally impressive, bright, airy, and anchored by panoramic ocean views, with direct access to the private balcony where you can soak in the sights and sounds of the shoreline. The primary suite, located on the main level, is a serene retreat that truly feels like a vacation every day. Thoughtfully designed with incredible décor, including eye catching palm leaf wallpaper, this space is highlighted by a full wall of windows overlooking the ocean. A spacious closet and a beautifully designed bathroom with a separate changing area complete the large suite (20'0"× 12'3"). Up the spiral staircase, the second level continues to impress with a lofted hallway that carries the stunning ocean views upward through the expansive windows. Here you’ll find a convenient laundry closet, two additional bedrooms, and a full bathroom. One guest bedroom features a unique wall cutout, offering a glimpse of the ocean (16'2" × 13'4"), while the other is fully oceanfront and impeccably styled ( 12'8" × 12'2"). The bathroom is equally well appointed with tasteful finishes and ample storage. Every inch of this home has been carefully curated, from the flooring to the lighting fixtures, creating a cohesive, high end coastal aesthetic where no detail has been overlooked. This unit also has strong rental potential. Residents of The Quay enjoy a wealth of amenities, including both oceanfront & heated indoor and heated outdoor pools, an arcade, meeting rooms, a ping pong room, tennis/pickleball courts, outdoor showers and secure front lobby access, all in a prime Ocean City oceanfront location. The Cafe is open on the 2nd floor during peak season for food, ice cream, coffee & more! The lobby has been updated and the entire building's exterior is in the process of a full recoat/painting. This is a rare opportunity to own a truly one of a kind penthouse that perfectly blends luxury, comfort, and unmatched views!

10700 Coastal Hwy Unit #2509, Ocean City

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

$2,375,000
4 Beds 4 Baths
Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along the water’s edge. Inside, the home unfolds across three levels with a thoughtfully designed four bedroom, four bath layout that offers both flexibility and comfort. A private bedroom and full bath on the entry level provide the perfect space for guests or a quiet home office. The main living level is designed for seamless everyday living and entertaining, highlighted by a warm and inviting living room with a gas fireplace that adds both comfort and ambiance. The upper level features two additional bedroom suites, including a serene primary retreat complete with its own gas fireplace. An elegant touch that enhances the sense of relaxation and retreat. Expansive windows frame captivating views over the marina and out to the Chesapeake Bay, filling the home with natural light and creating an ever-changing backdrop of boating activity and open water. As the day winds down, the setting truly comes to life with breathtaking sunsets that paint the sky and reflect across the water. An experience to be enjoyed from both the interior living spaces and outdoor areas. High-end finishes and a modern, open-concept design elevate the interiors, while the beautifully appointed gourmet kitchen and well designed baths enhance both form and function. Every detail has been curated to deliver a low-maintenance, lock-and-go lifestyle without compromising on luxury. Ideally positioned within walking distance to waterfront dining, including Libbey’s Coastal Kitchen & Cocktails and Knoxie’s Table, residents also enjoy immediate access to marina amenities, scenic walking paths, and the relaxed rhythm of life on the Bay. Sunset Wharf offers a rare opportunity to own a newly completed residence in a thoughtfully designed waterfront community where every day feels like a getaway. Welcome Home!

115 Petrie Way, Stevensville

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

$2,375,000
4 Beds 4 Baths
Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along the water’s edge. Inside, the home unfolds across three levels with a thoughtfully designed four bedroom, four bath layout that offers both flexibility and comfort. A private bedroom and full bath on the entry level provide the perfect space for guests or a quiet home office. The main living level is designed for seamless everyday living and entertaining, highlighted by a warm and inviting living room with a gas fireplace that adds both comfort and ambiance. The upper level features two additional bedroom suites, including a serene primary retreat complete with its own gas fireplace. An elegant touch that enhances the sense of relaxation and retreat. Expansive windows frame captivating views over the marina and out to the Chesapeake Bay, filling the home with natural light and creating an ever-changing backdrop of boating activity and open water. As the day winds down, the setting truly comes to life with breathtaking sunsets that paint the sky and reflect across the water. An experience to be enjoyed from both the interior living spaces and outdoor areas. High-end finishes and a modern, open-concept design elevate the interiors, while the beautifully appointed gourmet kitchen and well designed baths enhance both form and function. Every detail has been curated to deliver a low-maintenance, lock-and-go lifestyle without compromising on luxury. Ideally positioned within walking distance to waterfront dining, including Libbey’s Coastal Kitchen & Cocktails and Knoxie’s Table, residents also enjoy immediate access to marina amenities, scenic walking paths, and the relaxed rhythm of life on the Bay. Sunset Wharf offers a rare opportunity to own a newly completed residence in a thoughtfully designed waterfront community where every day feels like a getaway. Welcome Home!

119 Petrie Way, Stevensville

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

$2,375,000
4 Beds 4 Baths
Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along the water’s edge. Inside, the home unfolds across three levels with a thoughtfully designed four bedroom, four bath layout that offers both flexibility and comfort. A private bedroom and full bath on the entry level provide the perfect space for guests or a quiet home office. The main living level is designed for seamless everyday living and entertaining, highlighted by a warm and inviting living room with a gas fireplace that adds both comfort and ambiance. The upper level features two additional bedroom suites, including a serene primary retreat complete with its own gas fireplace. An elegant touch that enhances the sense of relaxation and retreat. Expansive windows frame captivating views over the marina and out to the Chesapeake Bay, filling the home with natural light and creating an ever-changing backdrop of boating activity and open water. As the day winds down, the setting truly comes to life with breathtaking sunsets that paint the sky and reflect across the water. An experience to be enjoyed from both the interior living spaces and outdoor areas. High-end finishes and a modern, open-concept design elevate the interiors, while the beautifully appointed gourmet kitchen and well designed baths enhance both form and function. Every detail has been curated to deliver a low-maintenance, lock-and-go lifestyle without compromising on luxury. Ideally positioned within walking distance to waterfront dining, including Libbey’s Coastal Kitchen & Cocktails and Knoxie’s Table, residents also enjoy immediate access to marina amenities, scenic walking paths, and the relaxed rhythm of life on the Bay. Sunset Wharf offers a rare opportunity to own a newly completed residence in a thoughtfully designed waterfront community where every day feels like a getaway. Welcome Home!

123 Petrie Way, Stevensville

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

$2,375,000
4 Beds 4 Baths
Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along the water’s edge. Inside, the home unfolds across three levels with a thoughtfully designed four bedroom, four bath layout that offers both flexibility and comfort. A private bedroom and full bath on the entry level provide the perfect space for guests or a quiet home office. The main living level is designed for seamless everyday living and entertaining, highlighted by a warm and inviting living room with a gas fireplace that adds both comfort and ambiance. The upper level features two additional bedroom suites, including a serene primary retreat complete with its own gas fireplace. An elegant touch that enhances the sense of relaxation and retreat. Expansive windows frame captivating views over the marina and out to the Chesapeake Bay, filling the home with natural light and creating an ever-changing backdrop of boating activity and open water. As the day winds down, the setting truly comes to life with breathtaking sunsets that paint the sky and reflect across the water. An experience to be enjoyed from both the interior living spaces and outdoor areas. High-end finishes and a modern, open-concept design elevate the interiors, while the beautifully appointed gourmet kitchen and well designed baths enhance both form and function. Every detail has been curated to deliver a low-maintenance, lock-and-go lifestyle without compromising on luxury. Ideally positioned within walking distance to waterfront dining, including Libbey’s Coastal Kitchen & Cocktails and Knoxie’s Table, residents also enjoy immediate access to marina amenities, scenic walking paths, and the relaxed rhythm of life on the Bay. Sunset Wharf offers a rare opportunity to own a newly completed residence in a thoughtfully designed waterfront community where every day feels like a getaway. Welcome Home!

107 Petrie Way, Stevensville

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

$774,900
4 Beds 5 Baths
MAJOR PRICE IMPROVEMENT. Experience an elevated waterfront lifestyle in the coveted Windward Key community, ideally positioned along the shores of the Chesapeake Bay in the heart of Chesapeake Beach. This exceptional four-level townhome blends refined design with water views, offering 3 bedrooms, 4 full baths, and 1 half bath across thoughtfully designed living spaces. Sunlight pours through expansive windows, illuminating rich cherry hardwood floors that flow throughout the main and upper levels. The main living level is designed for both elegant entertaining and everyday comfort, featuring a spacious great room with a gas fireplace, an inviting dining area, and a well-appointed gourmet kitchen with stainless steel appliances, pantry, and wine refrigerator. Step onto the private deck to take in tranquil bay and fishing creek views—perfect for morning coffee or evening gatherings. The lower level offers a versatile recreation space with a full bath and dedicated laundry room, ideal for guests or extended living, with seamless access from the attached garage. From here, step outside to your deck and connect directly to the waterfront walkway, embracing the true essence of coastal living. Upstairs, the primary suite serves as a luxurious retreat, complete with a custom closet system, additional storage, and a spa-inspired bath featuring a jetted soaking tub and separate shower. A private deck off the suite captures breathtaking water views, creating a serene escape. This level also includes an additional bedroom and full bath. The top level provides exceptional flexibility, offering a private suite with full bath and walk-in closet—perfect as a fourth bedroom, executive office, or fitness studio—opening to yet another deck with sweeping, unobstructed views of the bay. An attached garage, additional storage, and private driveway ensure convenience, while Windward Key residents enjoy exclusive amenities including a pool and private beach. Just moments from and walking distance to local dining, shopping, marinas, water sports, and the Chesapeake Beach Water Park, this home also offers easy access to Washington DC, Annapolis, Joint Base Andrews, and Northern Virginia. Live where you play—and indulge in the luxury of waterfront living every day.

8054 Windward Key Drive, Chesapeake Beach

Listing courtesy of RE/MAX Realty Group. Contact:

$450,000
4 Beds 3 Baths
Dramatic price drop!!! This exquisite Cape Cod residence, nestled on the Shores of Calvert Beach, offers a harmonious blend of comfort and bay living, perfectly positioned along the banks of the picturesque Chesapeake Bay. With 2,379 square feet of thoughtfully designed living space, this home features four spacious bedrooms and three full bathrooms, ideal for both relaxation and entertaining. Step inside to discover a warm and inviting interior, highlighted by a cozy gas fireplace that serves as the heart of the living area. The galley kitchen is equipped with a wall oven, cooktop, and a refrigerator/freezer, making meal preparation a delight. A charming breakfast area and a formal dining room provide versatile spaces for gatherings, while a second kitchen in the basement adds convenience for separate living. The finished basement, accessible via a side entrance and interior entrance, offers additional living space and a workshop, catering to various lifestyle needs. Outside, the property boasts a generous 0.63-acre lot with no thru street, ensuring privacy and tranquility. Enjoy breathtaking water and bay views from your own private beach, perfect for relaxing, fishing or launching your watercraft from the private community beach and ramp. The sandy beach invites leisurely strolls and fishing adventures, while the expansive outdoor space is ideal for gatherings or quiet evenings under the stars. With a detached garage accommodating two vehicles and driveway parking, this home combines functionality with coastal charm. Experience the ultimate bayfront lifestyle in this remarkable property. Within a short commute to shopping and entertainment. Close Proximity to Washington DC, Joint Base Andrews, Pax River and Annapolis.

1815 Highland Dr, Saint Leonard

Listing courtesy of Hyatt & Company Real Estate LLC. Contact: 4107056296

$650,000
4 Beds 3 Baths
MAJOR PRICE REDUCTION! A rare opportunity to own a private waterfront retreat that not only offers an exceptional Eastern Shore lifestyle, but also a proven income-producing investment — with over $46,000 in rental payouts over the past two years and an active upcoming reservation calendar, the next owner can enjoy immediate revenue while still reserving time for personal use. Escape the pace of city life and discover your own secluded waterfront sanctuary on St. John's Creek, nestled among 3.5 picturesque acres. Conveniently located within an easy drive of Baltimore, Washington, D.C., and Northern Virginia, this peaceful retreat is surrounded by the natural beauty of Maryland's Eastern Shore, where bald eagles, osprey, herons, ducks, geese, sika deer, and other wildlife are part of everyday life. The charming cottage is filled with warmth and character, offering a welcoming living room with a mantle and pellet stove, a cozy kitchen and dining area, a versatile first-floor bedroom, laundry room with daybed, and a full bath. Upstairs, a spacious bedroom with a half bath and wood stove creates a peaceful, storybook-like retreat. The brick-floored screened porch overlooks St. John's Creek and the private pier, providing the perfect setting for morning coffee, evening cocktails, or simply watching boats and wildlife pass by. Designed for gathering family and friends, the thoughtfully crafted carriage house (guest house/second dwelling) significantly expands the property's versatility. It features a spacious bunk room with six bunk beds, an oversized second-floor bedroom accommodating two queen beds, plus a main level with kitchen, dining area, living room, and full bath. An attached two-car barn-style garage provides additional storage and functionality. Between the cottage and carriage house, the property comfortably sleeps up to 15 overnight guests. Offered fully furnished and completely turnkey, the property is ready to enjoy from day one. Relax around the waterside fire pit, launch kayaks and paddleboards from your private pier, or dine just minutes away at the popular Boats & Hose Restaurant. Due to the property's active vacation rental schedule, showing availability is limited — a comprehensive virtual tour will be available soon, allowing prospective buyers to experience the property while private showings are accommodated around existing guest reservations. Whether you're looking for a private waterfront getaway, a full-time residence, or an investment with established income potential, this property offers the flexibility to do it all. This is a rare opportunity to purchase a turnkey waterfront property with immediate income already in place.

4004 Robinson Neck Rd, Taylors Island

Listing courtesy of Sharon Real Estate P.C.. Contact:

$4,700,000
6 Beds 6 Baths
Welcome to 200 Wye Road, an exceptional waterfront estate set on over two private acres along the Wye River, directly across from the protected natural beauty of Wye Island. Here, scale, setting, and thoughtful design converge to create a truly elevated Eastern Shore lifestyle. Spanning more than 8,100 square feet across three finished levels, the residence offers a refined yet highly livable floor plan designed to capture water views from nearly every room. Expansive living spaces, a formal dining room with handpainted custom wallpaper from the U.K., and a reimagined gourmet kitchen create an environment equally suited for everyday living and large-scale entertaining. The kitchen has been thoughtfully redesigned with updated cabinetry, statement lighting, and a full suite of premium appliances, including Wolf, Sub-Zero, and Bosch. The home offers exceptional flexibility, including an optional first-floor primary suite, a dedicated home gym, two laundry rooms, and an oversized mudroom designed for seamless day-to-day living. Two wood-burning fireplaces add warmth and character, enhancing the home’s sense of comfort and timeless appeal. The primary suite serves as a private retreat, complete with two walk-in closets and a fully renovated, spa-inspired bath featuring heated flooring, a soaking tub, a glass-enclosed shower, and its own gas fireplace, delivering a level of comfort and detail rarely found. Since 2024, the property has undergone extensive upgrades that enhance both performance and long-term value, including a new Owens Corning roof with a transferable warranty, three fully replaced Trane HVAC systems, a whole-home water filtration system, and comprehensive renovations throughout the bathrooms and interior spaces. Outdoor living is where the property truly distinguishes itself. A newly renovated 20x40 waterfront pool with a pebble finish and automatic cover anchors the setting, complemented by expansive hardscaping, manicured grounds, and multiple areas designed for entertaining or quiet relaxation. The shoreline has been improved with 250 feet of stone rip rap, and the deep-water dock is outfitted with new electrical service and lighting, featuring a new 25,000 lb boat lift and a 12,000 lb one along with two additional slips, providing effortless access to the Wye River and beyond. Whether enjoying sunrise coffee on the screened porch, hosting summer gatherings by the pool, or heading out by boat to St. Michaels or the Kent Narrows, this property offers a lifestyle defined by ease, privacy, and connection to the water. Conveniently located in Queenstown, just minutes from shopping, dining, and Route 50, with easy access to Annapolis and Easton, 200 Wye Road represents a rare opportunity to own a turnkey waterfront estate in one of the Eastern Shore’s most sought-after settings.

200 Wye Rd, Queenstown

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

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