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.

As you make your way down the quarter-mile private road, passing one of the area's last working farms and historic tobacco barns, you arrive at 1576 Bay Head Road—a breathtaking waterfront sanctuary in the historic enclave of Podickory Point. Set on over an acre of beautifully landscaped grounds and boasting 250 feet of unobstructed water frontage along the Little Magothy River, this stunning estate offers an unmatched lifestyle of luxury, tranquility, and effortless connection to the Chesapeake Bay. Built in 2015 with meticulous attention to detail, this 7,000 sq. ft. home invites you to immerse yourself in a world where everyday living feels like a vacation. Imagine spending the day out on the bay, crabbing, fishing, or exploring the waterways, and returning to your private 60-foot pier, where two boat slips and a spacious landing make docking a breeze. Fully equipped with water and electric, the pier becomes the heart of your waterfront living, whether you’re unloading the day’s catch or hosting friends for an impromptu evening of sunsets and cocktails by the water. Outdoor entertaining reaches new heights with two expansive decks that capture the beauty of the river. One deck is covered for a shaded, serene retreat, while the other features a retractable awning, giving you the freedom to bask in the sun or relax under the shade. These spaces are ideal for summer barbecues, holiday gatherings, or quiet evenings watching the changing colors of the sky reflect on the water. Step inside, and the home’s sophistication and warmth envelop you. Sunlight pours through walls of windows, illuminating a thoughtfully designed open floor plan that maximizes both comfort and function. The two-story family room, with its soaring ceilings and breathtaking water views, is a showstopper and the perfect backdrop for cozy evenings by the fire or lively family celebrations. The gourmet kitchen is a chef’s dream, featuring top-of-the-line stainless steel appliances, a six-burner stove, and an oversized island that’s perfect for preparing meals or gathering with guests over wine and laughter. Adjacent to the kitchen, the breakfast area offers a front-row seat to the river’s serene beauty, making casual meals feel extraordinary.The main-level primary suite is your private haven, where you can wake up to the soft glow of the sunrise over the water. Crown molding, a romantic coffered ceiling, and a spa-like en suite bath with a soaking tub and walk-in shower create a space that is as elegant as it is restful. Upstairs, three additional bedrooms and beautifully appointed baths provide ample space for family and guests, ensuring everyone feels at home.Downstairs, the fully finished basement is an entertainer’s paradise. Host movie nights in the private theater room, mix drinks at the wet bar, or let guests unwind in the recreation area while you enjoy a workout in the home gym. The seamless flow of this home makes it just as suited for grand celebrations as it is for intimate gatherings, with every detail designed to bring people together while still allowing for peaceful retreats.This property offers more than a home—it’s a lifestyle. Whether you’re crabbing from your dock, kayaking along the shoreline, or enjoying the simple pleasure of sitting on your deck as the water laps against the shore, life here feels unhurried, peaceful, and deeply connected to nature. Despite its serene setting, the home is ideally located just minutes from major commuter routes, including Route 50, I-97, and Route 2, and a short drive to downtown Annapolis, where you can enjoy dining, shopping, and cultural landmarks.Perfectly blending timeless elegance, modern convenience, and the unmatched beauty of the Chesapeake Bay, 1576 Bay Head Road is more than just a place to live—it’s a place to create memories, build traditions, and embrace the best of waterfront living. Don’t miss your chance to call this extraordinary property home.

*Do not enter the driveway without an appointment.* Exceptional Colonial Estate in Secluded Cherrystone Community. Nestled on 2.45 private acres, this stately colonial home offers a peaceful retreat just ten minutes from downtown Annapolis. Surrounded by nature, the property features a beautifully designed heated saltwater pool and a spacious pavilion with a stained wood ceiling, outdoor kitchen, bar seating, fire pit, and standing seam roof (2017)—perfect for entertaining.Inside, the home offers 6,000 finished square feet of well-appointed living space. A three-car garage connects to a charming mudroom, leading into an updated gourmet-kitchen with Thermador appliances and family room that overlooks the pool and wooded landscape. The versatile floor plan blends classic traditional elements with an open great-room featuring a fireplace, ideal for gathering.The inviting brick veranda entry welcomes guests into a formal living room with a fireplace and dining room. A spacious study with built-in shelving offers flexibility as a home office or billiards room, with direct access to the pool and a screened porch with a wood stove for three-season enjoyment.A distinctive feature of the home is its two staircases, including a curved, light-filled rear staircase leading to the expansive primary suite with a gas fireplace, vaulted ceiling, sitting area, marble 5-piece bathroom, and custom closet. The upper level also includes a second primary suite, a convenient laundry room, and a cedar closet. Each of the four bedrooms has an updated en-suite bath.Additional highlights include a whole-house generator, brick chimneys, and meticulously maintained gardens that enhance the home’s charm and curb appeal. A rare blend of privacy, elegance, and functionality, this property is a true retreat.

220 Chesapeake is an Urban Oasis, located in the hub of the Eastport Peninsula. Originally built in 1900, this property has had several reincarnations as a commercial hair salon with living quarters to a private residence. The home was completely renovated in 2019 creating an open floorplan on the main level. The current owner took it to the next level creating a beautiful outdoor space on the side and rear with hardscaping, decks and lush plantings. Tall healthy Skip Laurels adorn the perimeter of the side yard offering a natural privacy screen. A summer blooming hydrangea garden, rose bushes, boxwood and shrubs create a lovely yard without high maintenance. Very nice entertaining areas both on the side and backyard. Completely fenced in yard with white picket fence on the front of the house.The interior offers an open floorplan with a half wall between the living and room and kitchen to define the space. Living room is cozy and elegant with a gas fireplace with heatilator and mantle. The updated kitchen includes updated appliances, natural gas stove, massive quartz island/countertops with casual dining for 6 people. Formal dining room can accommodate 10 people and additional are for more intimate dining or game playing area such as bridge or Mah Jong. The main level has two smaller rooms that can be used as sitting/tv/reading rooms, an office or main level bedrooms with shared Jack and Jill bathroom.A purposeful mudroom with entry next to driveway, easy for grocery unloading.Stunning primary bedroom that looks like fine European boutique hotel bedroom with two walk ins and large primary bathroom with walk in shower. Second bedroom is ensuite.Lower level can be used as a recreational room, extra bedroom, hobby room. Loads of storage space.This house is seriously special and a perfect location in Eastport with privacy and parking! Complete walkability to restaurants, water taxi pickups, yacht clubs, Annapolis Maritime Museum, marinas and to downtown Annapolis. Ideal property for those who want an urban setting with gardens, entertaining areas, and low maintenance!For floorplans and dimensions, refer to the website link.

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.

A Rare Opportunity Awaits at 29 Southgate, now priced at 1,549,900 & open this weekend.Every so often, a home comes along that stops people in their tracks. For those who’ve admired this Murray Hill icon, now is your chance to make it yours. Built in 1915, this Grand Dame blends timeless elegance with modern potential. Set on a 40' x 140' lot, the property features a repointed retaining wall, newer architectural roof shingles, and a tranquil rear garden with a circular brick path—offering endless possibilities for both design and landscaping.Inside, six bedrooms and three full baths span four spacious levels, including a dry, comfortable basement. Move-in ready with sunlit charm, the home also invites a stunning transformation that marries historic character with contemporary style.Located just outside the Annapolis Historic District, renovations are made easier—giving you the freedom to create something truly spectacular. Don’t miss your chance to own a piece of Murray Hill history. Come see it today!

STUNNING Home – A True Gem! This exquisite custom home showcases superior craftsmanship and architectural details throughout, extending seamlessly to the beautifully appointed exterior with saltwater pool, hot tub, gazebo and fire pit. bedrooms are ensuite, offering privacy and luxury for every resident. The spacious family room, featuring a cozy gas fireplace, is perfect for gatherings and relaxation. Gleaming hardwood floors add warmth and elegance to the home’s inviting ambiance. Whether you're hosting an elegant gathering or a casual get-together, the home’s versatile spaces make entertaining effortless. The gourmet kitchen is a chef’s dream, complete with a charming breakfast room that offers the perfect spot for morning coffee or casual dining. The main level includes a dramatic sunroom, an office, and convenient laundry area. The expansive lower level boasts a wet bar, recreation room, full bath, game area, and large storage room.Recent updates include: a luxurious primary bath with heated floors, large steam shower, custom cabinets, dressing area, and a fully custom closet (2023), new water heater (2024), HVAC zone 1 (2022), and A/C zone 2 (2021). Ideally located with easy access to Washington, DC, and Baltimore. This home is truly a pleasure to show!