Hillsmere Shores Real Estate

Hillsmere Shores Real Estate

Welcome to Hillsmere Shores, a picturesque subdivision nestled in the heart of Annapolis, Maryland. This charming community is renowned for its serene atmosphere and stunning natural beauty, making it an ideal place for families, retirees, and anyone looking to enjoy a tranquil lifestyle.

Hillsmere Shores boasts a unique blend of suburban comfort and waterfront charm, with many homes offering breathtaking views of the Chesapeake Bay. The neighborhood is characterized by its tree-lined streets, well-maintained properties, and a strong sense of community. Residents enjoy easy access to various amenities, including parks, playgrounds, and community centers, fostering a close-knit environment where neighbors become friends.

One of the standout features of Hillsmere Shores is its proximity to the water. The community provides residents with private access to a beautiful beach, perfect for sunbathing, picnicking, and enjoying water activities like kayaking and paddleboarding. The nearby Sandy Point State Park offers additional recreational opportunities, with miles of trails, picnic areas, and scenic views of the bay.

In addition to its natural beauty, Hillsmere Shores is conveniently located just minutes from downtown Annapolis, where you can explore a vibrant array of shops, restaurants, and cultural attractions. The historic charm of the city, combined with its rich maritime heritage, makes it a delightful place to call home.

Whether you’re seeking a peaceful retreat or an active lifestyle, Hillsmere Shores offers the perfect blend of comfort, community, and coastal living. Come and discover the magic of this enchanting neighborhood in Annapolis!

Newest Listings in Hillsmere Shores

611 Harbor Dr, Annapolis
$925,000
6 Beds ⋅ 3 Baths
Imagine ending your day on a wraparound porch, watching the sun set over Hillsmere Lake! Welcome to 611 Harbor Drive, a six-bedroom, three-bath Colonial offering approximately 3,200 square feet of living space, beautiful water views, and the sought-after amenities of Hillsmere Shores. Situated on a generous one-third-acre lot, this home was completely renovated in 2001 and offers an open, inviting floor plan with generously sized living and gathering spaces. The kitchen flows into the dining and living areas and features stainless steel appliances installed in 2025, a gas range, and a vent hood. An electric fireplace, also added in 2025, brings warmth and ambiance, while a separate, spacious family room provides additional room to relax or entertain. A main-level bedroom and full bathroom offer wonderful flexibility for guests, multigenerational living, or a home office. Upstairs, the primary suite overlooks Hillsmere Lake and features a closet with built-in storage and a private bath with a double vanity and bathtub. Several additional bedrooms also enjoy water views, and a dedicated second-floor laundry area adds everyday convenience. Recent improvements include refinished main-level hardwood floors, new carpeting and luxury vinyl plank flooring upstairs, updated kitchen appliances, and the electric fireplace, all completed in 2025. Outdoor living is equally inviting, with multiple seating areas on the wraparound front porch, a new vinyl deck overlooking the fully fenced backyard, and a one-car carport equipped with two Tesla charging stations. As part of the water-privileged Hillsmere Shores community, residents enjoy access to a beach, marina, and boat ramps, with the South River and Chesapeake Bay beyond. There is also a community pool that is home the Hillsmere Hammerhead swim team. Whether you're drawn to the sunset views, flexible living spaces, or the waterfront lifestyle, 611 Harbor Drive offers a wonderful opportunity to enjoy Annapolis living!

611 Harbor Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

278 Hillsmere Dr, Annapolis
$749,000
4 Beds ⋅ 3 Baths
Don't miss out on this great location. Looks can be deceiving. Must see inside to appreciate all this home has to offer. Sellers are highly motivated and flexible with a closing date. Details and features; -The kitchen used to be the carport -Upper cabinets in the kitchen are custom made -Luxury vinyl flooring in kitchen -Propane fireplace in living room/insert is only 2 years old -Propane gas for grill -2-100-gallon propane tanks/owned -Propane back up heat -Blown in insulation in attic area -Master bath gutted and updated 5 years ago -HVAC units in lower level and in barn/garage -Lower-level walk out to bar area and firepit -Full covered huge deck -Fully fenced back yard -Private access to Quiet Waters Park -Metal roof on barn/garage -Custom built doors on barn/garage This home is located in the highly desirable Hillsmere Shores community, offering a private beach, community pool, marina, and multiple launch areas for boats, kayaks, canoes, and paddleboards — the perfect setting for anyone who loves life on the water. The home features four spacious bedrooms and three full baths, all set within an open, airy floor plan designed to capture natural light and create an inviting sense of space. A generously sized kitchen serves as the heart of the home, offering abundant prep areas, modern appliances, and effortless flow into the main living spaces. The living room is anchored by a refined propane fireplace, adding warmth and ambiance throughout the seasons. The lower-level functions as an extension of the home, complete with a private bedroom and full bath—ideal for guests or multigenerational living. A sprawling great room provides endless possibilities for entertaining or relaxation, while a dedicated laundry space and two additional flex rooms offer versatility for a home gym, office, studio, or hobby space. Sitting on a generous lot, the property backs directly to Quiet Waters Park and includes a private path for easy access and all the park has to offer...hiking trails, a playground, dog park, outdoor summer concerts and several other fun events throughout the year. The fully fenced backyard is designed for entertaining, complete with a bar area and firepit for evenings outdoors. The detached garage/barn provides endless possibilities — workshop, studio, storage, or more. A massive, fully covered deck spans the back of the home, creating an ideal space for crab feasts, cookouts, or simply relaxing and enjoying the peaceful surroundings.

278 Hillsmere Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

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