This charming and historic 6+1 bedroom, 3.5-bath family home offers approximately 3,000 sq ft of warm, inviting living space on a generous 1.07-acre lot in Middleton. Every room exudes character and timeless appeal, from the formal living and dining rooms to the cozy den and cheerful sunroom. The sunroom leads to a lovely covered front veranda - the perfect spot to enjoy your morning coffee or relax with a book while taking in the peaceful surroundings. All hardwood flooring throughout has been beautifully refinished, and the mudroom and laundry area have been completely revamped for modern convenience. Over the past year, 1.5 baths have been newly added, bringing additional comfort and functionality to this spacious home. The size and flexible layout of this property make adding a second suite remarkably easy, with multiple areas throughout naturally suited to a self-contained conversion - a great opportunity for rental income, in-law space, or multigenerational living. Numerous upgrades add peace of mind, including a recently serviced furnace, newer hot water tank, UV filter on the well, recent roof, fresh exterior paint, siding and trim repairs, many new windows and doors, as well as updated electrical, plumbing, and a new well pump and pressure tank. The beautifully landscaped yard is a gardener's delight, featuring 10 high-yield blueberry bushes, pear trees, raspberries, rose bushes, perennials, shade trees, tappable sugar maples, and a dedicated dog run. A circular driveway provides convenient access and great curb appeal. Ideally located just minutes from Riverside Park and the scenic Annapolis River, and within easy walking distance to all of Middleton's amenities, this property perfectly blends historic charm, modern comfort, and small-town convenience.