This beautiful century old 5000 SF | 4 level Victorian is prominently located in the heart of Eastport and nicely situated on one of its largest and most private lots on the peninsula. Custom cherry cabinetry and hand crafted heart of pine moldings make this home unique and very special to Annapolis. The attention to detail is apparent in every corner of the large Kitchen, Family Room, upper Primary Room and lower level Recreation Room addition that was completed in 2006 along with major improvements made to the main home including new windows, rebuilt wrap around front porch decking and roof, hardwood floor replacement and a new hydronic 4 zone HVAC system. All millwork, trim and moldings were reproduced to match the original 3 level home. The current owners added the oversized 1.5 car garage (allowing easy access for bikes and Vespa) with large workshop on the upper level, along with front picket fence, extensive hardscape, fresh landscape improvements, irrigation and invisible fence. This property is full of old world charm and character yet providing all the modern conveniences for seamless entertaining both inside and out. Other features include dual staircases, a stunning custom screened porch and patio, multiple porches, 3 working fireplaces (one gas and two wood burning that can be easily converted), quarter sawn oak floors, high ceilings, a gourmet Kitchen w/large center island, Wolf range with 4 burners, griddle and grill as well as other top of the line appliances. The adjacent Butler's pantry features a dishwasher, refrigerator/freezer with icemaker. The 5 BR|4 BA and Laundry on the upper levels can comfortably accommodate a large family and/or weekend guests. Elaborate Living and Dining Rooms are in the main part of the home as well as a home office, originally a doctors office then dentist's office in the 1900's. The home is perfectly designed for a B & B as the main part of the home can be completely separate from the addition. Enjoy strolling the streets of Eastport, attending Maritime Museum events, dining in local restaurants and pubs in downtown Annapolis and visiting the nearby Naval Academy. This home is just a few miles to Rt 50/97 with easy access to Baltimore, Washington DC, BWI and Maryland's Easten Shore.