Tucked away in the charming water-privileged community of Chestnut Hill, this classic Cape Cod offers the perfect blend of character, comfort, and lifestyle. With access to two voluntary neighborhood associations providing water access and recreational opportunities, buyers will love the chance to enjoy life on the water while remaining just minutes from the heart of Annapolis, including downtown dining, shopping, entertainment, commuter routes, and the iconic United States Naval Academy. This thoughtfully maintained 3-bedroom, 2 full bath home is filled with warmth and functionality. The spacious main-level primary suite features a large walk-in closet with a full bath just outside of the room. A bonus family room at the rear of the home creates additional gathering space with a newer pellet stove for cozy evenings and opens seamlessly to brand-new Trex decking and a screened porch - ideal for relaxing evenings, entertaining guests, or enjoying the peaceful backyard setting. Outside, the large fenced yard is enhanced by a new vinyl privacy fence, providing both space and seclusion. A long paved driveway leads to an oversized detached garage with room for two vehicles, a workshop, and abundant upper-level storage. Major system updates provide peace of mind, including a new roof (2021), HVAC system (2012), and hot water heater (2025). The home also features a reverse-osmosis water treatment system supplying purified drinking water to both the kitchen sink and refrigerator, along with a beautiful new front door. Don't let this one slip by!