Custom coastal craftsman home is currently under construction in Eastport - Annapolis, Maryland. This home will feature a perfect blend of classic Eastport and luxury coastal craftsman design. Permitting is complete. This expansive 3600 +/- (approx. 850 unfinished) sq. foot home will offer 4 bedrooms and 3 baths with an open floor plan concept. Truly an entertainer’s dream with hardwood floors, high ceilings, impressive millwork and trim, walk-in closets, beautiful gourmet kitchen, large rooms with multiple dining and gathering areas, and a fully finished basement. The second level of the home offers three bedrooms including the owner’s suite. The suite features a fireplace and master bath with dual vanity, frameless glass shower and soaking tub. The builder did not leave anything out, by placing an office or bedroom on the main level and washer and dryer on the second floor for convenience. The exterior of the home will include a charming front porch, back deck for hosting seasonal barbecues, and ample green space in the rear. A landscaping package is included, as well as 3 off-street parking spaces. Walkability to downtown Annapolis including premier restaurants, shopping, yacht clubs, water activities, and more... Take advantage of this rare opportunity to purchase Eastport new construction.

WATER OFF FOR WINTER - GO AND SHOW - GREAT RENTAL HISTORY - This is really two lots # 23 and #24 with an updates septic system for two-bedroom cottage that features a small sandy beach where you can put your boat in and a dock with a lift that can lift a large pontoon boat. the Extra lot you can build your barn on to hold your toys. The house has two bedrooms, a bath and a large family or play room and the eat in kitchen where you can hold court. The car port and the three sheds also can keep toys or fishing gear. More info in the reports section.115 feet waterfront1.3 ac +/-two lotssandy beach

This Severn River Waterfront Estate is a rare and breathtaking Annapolis retreat. Experience the ultimate in waterfront living in this exquisite residence, a true masterpiece offering unparalleled panoramic water views. Nestled on a pristine one-acre site in the prestigious Point of The Downs, this custom-built legacy home has been meticulously updated to perfection, creating the ideal setting for unforgettable family gatherings, holidays, and retreats. Spanning four levels of immaculate living space, this residence boasts designer finishes throughout. The grand chef’s kitchen is a showstopper, featuring elegant white cabinetry, a Sub-Zero refrigerator, a custom bar area, and multiple dining spaces. The luxurious primary suite is a private sanctuary, offering breathtaking water views. Two home offices provide the perfect work-from-home setup, while an elevator ensures seamless access to all levels. Indulge in exceptional amenities designed for both relaxation and entertainment. Six gas fireplaces create warmth and ambiance, while the in-home theater offers the ultimate cinematic experience. A private gym, sauna, and steam room provide a space for wellness and rejuvenation. Outside, the PebbleTec waterside pool, hot tub and outdoor fireplace create a resort-style atmosphere perfect for entertaining or unwinding. For boating enthusiasts, the private deep-water pier features an eight-foot mean low water depth, three slips, and two lifts with 12,000- and 20,000-pound capacities. A three-car garage with 2 electric charging stations and circular driveway provide ample parking for residents and guests alike. This is more than just a home—it’s a lifestyle. Don’t miss this rare opportunity to own one of Annapolis’ finest waterfront estates on the Severn River.

Boating season is here! Welcome to 1576 Bay Head Road, an exceptional waterfront estate where luxury living meets the ultimate Chesapeake Bay lifestyle. Perfectly situated on a private one-acre lot along the calm, protected waters of the Little Magothy River, this 6,700+ sq. ft. custom home offers the rare opportunity to be out on the Bay in under five minutes—just in time for boating season. Whether it’s a morning fishing run, an afternoon cruise, or a sunset sail with friends, this property was designed for those who live life on the water. Built in 2017 with meticulous attention to detail, this residence delivers refined design and modern comfort across three spacious levels. Step outside to your private 60-foot pier, fully equipped with water and electric, two boat slips, and a generous landing space perfect for docking, fishing, or simply soaking in the sunrise. The easy access to the open Bay makes this home a dream for boaters, water sports enthusiasts, or anyone craving the rhythm of coastal living. The outdoor spaces are designed to maximize the stunning waterfront setting. Two expansive rear decks—one covered, the other with a retractable awning—offer incredible versatility for lounging in the shade or basking in the sun. Whether you're hosting summer crab feasts, sipping cocktails at sunset, or enjoying quiet mornings with a cup of coffee, these spaces become an extension of your lifestyle on the water. Inside, soaring ceilings and walls of windows frame endless water views and flood the home with natural light. The two-story family room is a striking focal point, with dramatic volume and an open layout that seamlessly connects living, dining, and entertaining spaces. The gourmet kitchen is a chef’s dream, complete with top-of-the-line stainless appliances, a six-burner gas stove, oversized island, and breakfast area overlooking the river. The main-level primary suite is a private sanctuary, offering sweeping water views, a spa-like en suite bath, and exquisite details like a coffered ceiling, recessed lighting, and elegant crown molding. Upstairs, additional bedrooms are generously sized and beautifully appointed, offering comfort and privacy for family or guests. The fully finished lower level is built for entertainment and relaxation, featuring a private theater room, wet bar, home gym, office, and multiple recreation spaces—ideal for hosting gatherings or enjoying a quiet night in.Additional features include dual staircases, two fireplaces, hardwood and luxury vinyl plank flooring, energy-efficient windows, and a carefully designed flow that blurs the line between indoor comfort and outdoor beauty. At 1576 Bay Head Road, you're not just buying a home—you’re embracing a lifestyle where boating, nature, and refined living go hand in hand. The location offers the tranquility of a private riverfront retreat with the convenience of being minutes from Annapolis, major commuter routes, and everything the Chesapeake Bay has to offer. This is your season. This is your waterfront. Come experience it for yourself.

Welcome to luxury living on the Wye River! Sellers are completing updates and upgrades while in Coming Soon. Updated photos to be posted upon completion.227 Hickory Ridge Drive is a stunning residence located just minutes from Route 50 in the private community of Hickory Ridge. As you pull up to the property, you’re greeted by French charm, your very own fountain and immaculate, mature landscaping.Boasting six bedrooms, six full baths and three half baths and multiple living spaces, an elevator, a picturesque pool and outdoor space, full outdoor kitchen, pier with multiple boat and jet ski slips, geothermal heat, and so much more, this home is the epitome of life on the Eastern Shore.Outside, you’ll find your very own private oasis. The large gated pool with extensive hardscaping and landscaping provides beautiful views of the Wye River alongside plenty of flat yard space for all of your favorite activities. Your own outdoor kitchen will allow for hours of entertainment for family and friends. The pier includes boat and jet ski lifts.Vacation where you live!

GET READY FOR YOUR BEST SUMMER EVER! This waterfront home is nestled in one of Annapolis’ sought-after neighborhoods. Inviting and beautiful décor punctuates views of water and private setting. Tons of windows and flooded with light! Conversational style living room opens to formal dining in a comfortable traditional layout. Stunning kitchen is surrounded by windows and features a large island, gas range, and plentiful cabinets. Kitchen dining area overlooks natural wooded vista. Stone-faced fireplace is the focal point in the bright family room that leads to a large deck and features waterviews. Rich warm wood floors flow from room-to-room throughout! Primary suite features water views, gas fireplace, plantation shutters, and a stunning bath with soaking tub, glass shower & separate sinks. Large walk-in closet has custom shelving. Full laundry on second-level. Two additional bedrooms and baths have been beautifully updated with designer touches. Lower level features a third fireplace, wet bar, and glass sliders to the back yard. Great for a fifth bedroom or an office! New custom steps and walkway lead down a gentle slope to the private dock (4 feet MLW). Your neighbors will include herons and turtles as the headwaters of Lake Ogleton offer a quiet respite for all! Whether you like to kayak or want to power or sail out to the Chesapeake Bay, you will have quick access to all the water activities Annapolis has to offer. Lake Ogleton is a water skier's heaven and the open waters of the Chesapeake are a sailor's paradise. Annapolis Roads has a private community beach and picnic area on a bluff with stunning views of the Severn River and the Chesapeake Bay. This established community is convenient to the restaurants and marinas in Eastport or to major commuter routes. New HVAC 2019, New Hot Water Heater 2020, New HVAC 2022. Annapolis Roads is a Special Tax District. This tax is included in the annual property owners tax. (There is no HOA.)

ATTENTION WOULD-BE ANNAPOLITANS !!! RARE OPPORTUNITY TO OWN and LUXURIOUSLY ABIDE IN RESTORED HISTORIC DISTRICT HOME on lower Market Street punctuated by Spa Creek’s waterfront! Stroll along storied brick sidewalks to downtown City Dock’s bustling harbor of boutiques, bistros, boating, and USNA activity. Grab a water taxi at street’s end and ferry to your favorite daily catch restaurant, a front row seat to a thrilling regatta, or a USNA Band concert beneath the twinkling Chesapeake stars. This semi-detached c.1910 Row Home has been masterfully renewed with upscale, respectful renovation maintaining and enhancing elegant period detailing. DISTINGUISHING FEATURES include: Rich textures of refurbished hardwoods, sleek granite, & glass; one of downtown’s coveted hidden patio gardens & yard; 2nd level open air rooftop deck; full-floor penthouse Primary Suite retreat; upscale, updated chef’s Kitchen & Baths; skilled custom built-ins & millwork; recessed & artisan lighting fixtures; full finished basement w/mega storage and use possibilities! 4BR/2.5BA CAPTIVATING & CHARACTERFUL. Exactly resembling the lifestyle!