1917 CHERRY Road, Annapolis, MD 21409

Welcome to Pleasant Plains, one of Annapolis' most sought-after communities, where generous lots, mature trees, and a peaceful setting are just minutes from Downtown Annapolis, the Naval Academy, shopping, dining, and commuter routes. Perfectly positioned on a spacious large lot, this beautifully maintained home offers the ideal blend of classic charm and thoughtful updates.

Inside, you'll find fresh, inviting spaces featuring an updated kitchen with new countertops, backsplash, sink, faucet, butcher block accent counter, new flooring, newer appliances, and abundant storage for everyday living and entertaining. The home has been meticulously cared for with numerous major improvements already completed, giving buyers peace of mind.

Recent updates include a new roof (2020), new air conditioning system (2023), new well pump (2024), new well pressure tank (2025), updated fuel line and filter system, laundry pump (2025), refreshed septic system, and a roof inspection and tune-up completed in 2026 with a transferable warranty.

The upper level featuring 4 large bedrooms, newer carpeting -wood floors underneath, custom closet systems, updated bathrooms including a beautifully remodeled primary bath with a new walk-in shower, vanity, and flooring, plus refreshed finishes throughout.

The finished lower level offers brand-new carpeting, providing flexible space for recreation, a home office, gym, or playroom. Step outside and discover your own private nature retreat. The fully fenced backyard offers the perfect balance of privacy and open space, creating a peaceful setting for everything from morning coffee to evening gatherings around the fire pit.

Surrounded by mature trees and lush landscaping, the yard is ideal for gatherings and pets to play freely while still offering plenty of room for gardening, entertaining, outdoor games, or simply unwinding after a long day. It's the kind of backyard that's becoming increasingly difficult to find in Annapolis.

Additional highlights include ceiling fans throughout, updated lighting, fresh interior paint, attic ventilation improvements, and wiring for both Verizon Fios and Comcast Xifinity. With major mechanical systems already updated and an unbeatable location in coveted Pleasant Plains, this move-in ready home offers the perfect opportunity to enjoy the Annapolis lifestyle with space, privacy, and convenience.