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Welcome to 21 Chesapeake Landing, the epitome of Eastport's waterfront lifestyle. Nestled at the tip of the Eastport Peninsula in a premier gated community, this exceptional four-level townhome with amazing water views offers luxury living in one of Annapolis's most sought-after enclaves. This lovingly-maintained home has been thoughtfully designed with meticulous, craftsman-level upgrades. The result is a seamless blend of elegance, comfort, and timeless design. At the heart of the home is a spectacular chef's kitchen: A generous center island invites casual gatherings, while warm-toned custom cabinetry, complete with artful display nooks, add depth and functionality. Sleek stainless-steel appliances pair beautifully with the honed-granite countertops, to provide ample prep space for the most discerning gourmet. A private deck just off the kitchen is perfectly positioned for effortless outdoor grilling. The open-concept layout is both flexible and inviting. Island seating flows naturally into the adjacent dining area, which overlooks the living room and captures water views beyond. Rich, gleaming hardwood floors span the main, bedroom, and loft levels, adding warmth and sophistication throughout. On the ground level, beautifully finished neutral tile flooring provides a clean and durable foundation for everyday living. The living room is a true retreat, enhanced by 9-foot ceilings and a gas fireplace that adds instant ambiance with the flip of a switch. Expansive sliding glass doors open onto a newly expanded deck; an ideal setting for savoring water views, or simply relaxing with evening libations. It's also a front-row seat for the 4th of July, New Year's Eve fireworks displays and the annual Blue Angels Airshow; a spectacular bonus that makes this home truly unique. Upstairs, the graciously sized owner's suite welcomes you with dramatic vaulted ceilings and abundant natural light. Glass doors provide yet another opportunity to connect with the view. The recently renovated spa-inspired ensuite bath is a sanctuary in itself, featuring a glass-enclosed shower and soaking tub that doubles as a steam room complete with folding chairs to relax and reap the therapeutic benefits a sauna provides. Dual vanities, high-end fixtures, and generous storage, all finished in calming, modern tones complete the experience. Two additional bedrooms offer versatility and comfort; ideal for guests, family, or as a dedicated art studio, home gym, or private home office. The ground-level living space adds even more flexibility. Outfitted with a full bath and a custom kitchenette-including a refrigerator, sink, microwave, and built-in storage. This area can be completely closed off from the rest of the home, making it a perfect in-law suite or private guest quarters. Additional amenities include a one-car garage, an extra driveway parking space, a large paver patio, and the freedom to lock, leave, and travel with peace of mind. Outside your front door, the Eastport lifestyle unfolds. Take a leisurely stroll to local waterfront restaurants, pubs, and boutique shops. Catch a water taxi to historic downtown Annapolis, or launch your kayak or paddleboard from nearby Horn Point Beach Park. Eastport offers the charm of a coastal village with the energy of a thriving maritime hub, just across Spa Creek from the U.S. Naval Academy and all the culture, history, and amenities of downtown Annapolis. As a resident of Chesapeake Landing, you also have the option to join, for a fee, the private Annapolis Maryland Yacht Club, located within the gates of the community, featuring a pool, marina, and clubhouse. 21 Chesapeake Landing is more than a home, it's a lifestyle. This is a rare opportunity to experience the best of Annapolis in a setting that's both refined and relaxed. Don't miss this opportunity to make it yours!