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130 Great Lake Dr, Annapolis
$650,000
4 Beds ⋅ 3 Baths
SOMETHING SPECIAL IS COMING TO HILLSMERE SHORES! Get ready to fall in love with 103 Great Lake Drive, an exciting new opportunity in one of Annapolis' most sought-after waterfront communities! Offering wonderful versatility and inviting spaces designed for both everyday comfort and effortless entertaining, this home features 2 fireplaces, a fabulous deck perfect for outdoor gatherings, and a separate in-law, nanny, or au pair suite that provides exceptional flexibility for extended family, guests, or multigenerational living. Imagine cozy evenings beside the fire, summer dinners under the stars, and weekends enjoying everything that makes Hillsmere Shores so special—including its beautiful community beach, marina, pool, and vibrant waterfront lifestyle. All just minutes from Historic Downtown Annapolis, shopping, dining, and everything the Chesapeake Bay region has to offer. A home with character, flexibility, and an address you'll love. More details and photographs coming soon. STAY TUNED!

130 Great Lake Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

456 Poplar Ln, Annapolis
$589,000
4 Beds ⋅ 3 Baths
OPEN HOUSE SATURDAY, 10/17, 12-2PM! Character, comfort, and versatility come together in this beautifully appointed Hillsmere home. Set among large, mature trees within an established waterfront community, the main level offers an open, airy feel with vaulted ceilings, attractive flooring, and a kitchen with stainless steel appliances. Every bathroom has been remodeled, including the primary suite's bath with a spacious shower, tile flooring, and custom shelving. The finished lower level adds a bedroom, an updated half bath, and a rec room wood stove, while a bonus room with its own private entrance offers flexible space for an office, studio, or additional living area and could potentially be converted back to a one-car garage. Outside, an expansive private yard bordered by a creek provides a serene backdrop, along with a spacious deck. Hillsmere is adjacent to Quiet Waters Park, and community amenities include an outdoor pool, marinas, beaches, playgrounds, a boat ramp, and boat storage with downtown Annapolis just minutes away. Updates: 2015 - Pella windows, 2017 – Lower-level powder room remodel; new refrigerator and dishwasher, 2019 – Hall bath remodel; new washer and dryer, 2021 – Primary bath remodel; new indoor heating unit, front door, and gutters, 2022 – New roof; new smoke detectors (batteries good through 2032); deck painted, 2023 – New well pump; chimney cleaned, 2024 – New lower-level wiring; exterior drainage repairs, 2025 – New water softener

456 Poplar Ln, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

416 Walnut Dr, Annapolis
$574,990
3 Beds ⋅ 3 Baths
Imagine starting your morning with coffee in a sun-filled room, looking out over a peaceful backyard framed by trees. Later, you could launch a kayak, head to the community beach, take a walk through Quiet Waters Park, or be in downtown Annapolis in minutes. This is the lifestyle that makes Hillsmere Shores so special. Set near the Chesapeake Bay and the mouth of the South River, this updated 3-bedroom, 2.5-bath home blends comfort, character, and flexibility in one of Annapolis’s most loved waterfront communities. Inside, a thoughtful renovation created spaces that feel open, warm, and easy to enjoy. The expanded kitchen features a center island, eat-in area, custom tile backsplash, solid wood cabinetry, and plenty of room to gather. The primary suite was also expanded and now offers a sitting area, large walk-in closet, brand-new carpeting, and a beautifully renovated bath. But the room you may never want to leave is the four-season sunroom. Fresh paint, new luxury vinyl plank flooring, and views of the fenced backyard make it the perfect place to relax in every season.The finished lower level gives you even more room to spread out. Use it as a recreation room, office, gym, creative space, or potential fourth bedroom. A classic brick fireplace with an insert creates the perfect backdrop for cozy evenings, and a half bath adds extra convenience. Outside, the backyard offers privacy, trees, and room to enjoy the outdoors. And then there’s Hillsmere Shores itself: a private marina, boat ramps, kayak and canoe launch, community beach, swimming pool, playgrounds, picnic areas, and recreation spaces—all just minutes from downtown Annapolis, Key School, and Quiet Waters Park. This isn’t just Annapolis living. This is Chesapeake Bay living at its best.

416 Walnut Dr, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

104 Groh Ln, Annapolis
$675,000
4 Beds ⋅ 3 Baths
THIS is Hillsmere living. Beautifully updated, incredibly versatile, and set on a fantastic level, fenced lot, 104 Groh Lane offers approximately 2,300 square feet of finished living space, four bedrooms, three full baths, and the space to live, work, entertain, and grow—all in one of Annapolis’ most loved waterfront communities. The main level features three bedrooms and two full baths, including the primary suite, along with light-filled living and dining spaces, a fireplace, and a beautifully renovated kitchen that brings everyone together. Downstairs, the walk-out lower level adds nearly 1,000 square feet of finished space with a fourth bedroom, full bath, recreation area, and laundry—ideal for guests, a private home office, gym, playroom, or separate living space. Step outside and the backyard may seal the deal: level, expansive, fully fenced, framed by mature trees, and overlooked by a spacious deck ready for grilling, entertaining, pets, play, or quiet evenings at home. And then there is Hillsmere. This is a neighborhood people move to for the amenities and stay in for the community—where neighbors walk and bike to the water, kids grow up with beach days and holiday traditions, and there is always something happening. Enjoy the sandy community beach overlooking the Chesapeake Bay, marina and boat ramps, waterfront pavilions, playgrounds, community pool, and year-round neighborhood events, from summer gatherings and live music to the oyster roast, holiday celebrations, and beloved bike parades. Quiet Waters Park, with miles of trails and a dog park, is practically next door, while Eastport, Historic Annapolis, City Dock, restaurants, shopping, and everything Annapolis are just minutes away. Updated, move-in ready, wonderfully flexible, and surrounded by the lifestyle that makes Hillsmere so special—104 Groh Lane isn't simply a house to see. It may be exactly the home you've been waiting for.

104 Groh Ln, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

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