3 Chester Ave, Annapolis, MD 21403

Celebrate the Eastport lifestyle in this charming jewel box of a home just steps from everything Eastport/Annapolis has to offer. Enjoy three levels of well maintained and impeccable living space that includes 3 bedrooms and 3 baths. This beautifully renovated Cape Cod is flooded with natural sunlight and exudes timeless character while offering modern comforts in every corner. Thoughtful updates and classic design elements—arched doorways, hardwood floors, custom built-ins, and rich millwork come together to create a home that is as charming as it is functional. The inviting floor plan features three generously sized bedrooms, including a serene primary suite with its own fireplace, and a main-level office that easily doubles as a guest room or den. The formal living and dining rooms provide elegant spaces for entertaining, while the expansive great room offers a more casual retreat. The newly updated kitchen is a standout, boasting all-new cabinetry, stylish countertops, and a fresh backsplash that blends beautifully with the home’s character. A spiral staircase leads to a sunlit loft with private balcony—perfect for a creative nook, playroom, or tranquil reading space. Enjoy seamless indoor-outdoor living with a screened porch, private fenced yard, patio and welcoming front porch, ideal for relaxing or hosting gatherings. The unfinished lower level has just been professionally waterproofed and presents endless potential for additional living space, a home gym, studio, or workshop. Additional features include a mudroom with conveniently located laundry and coveted off-street parking. This home is a rare blend of historic charm, modern updates, and unbeatable lifestyle. Grab your kayaks and launch from multiple locations including Horn Point Park just a block from the front door. Stroll the artful and nautical streets to amenities like; five-star restaurants, pubs and street-end parks with hidden treasures. Not to mention you are merely steps away from downtown Annapolis and Naval Academy by either walking across the Spa Creek drawbridge or motoring in the water taxi. From this location, you are also close to some of the Bay's best cruising and fishing areas. Attractive destinations such as Baltimore's Inner Harbor, St. Michael's, Oxford, and Solomon's Island are only a short cruise away. Annapolis offers the perfect balance of small-town charm and big world sophistication. Located just 5 miles to Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft.Meade/NSA and Washington, DC. Welcome Home!