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Welcome to 327 Beach Drive, where thoughtful design, quality craftsmanship, and the relaxed Annapolis lifestyle come together in the heart of Hillsmere Shores a waterfront community. Completely transformed with a warm, modern aesthetic, this 4-bedroom, 3-bath home offers approximately 2,450 square feet of beautifully finished living space. From the moment you arrive, the crisp white board-and-batten exterior and inviting curb appeal set the tone. Inside, brand-new natural birch flooring, solid wood interior doors, crown molding, recessed lighting, and carefully selected finishes create a bright, cohesive feel throughout the main level. The open living spaces are designed for both everyday living and entertaining, highlighted by a custom shiplap fireplace that adds warmth and character. The kitchen flows naturally into the surrounding living and dining areas, creating an easy gathering space at the center of the home. A fully permitted addition created a stunning primary suite that feels like a private retreat, complete with a spacious bedroom, walk-in closet, and beautifully finished luxury bath. The additional main-level bedrooms are complemented by a custom-designed hall bathroom with timeless finishes and attention to detail. The finished lower level adds even more flexibility with a fourth bedroom, full bath, home office, additional living space, laundry, and storage—ideal for guests, working from home, or creating a separate recreation area. Outside, the large, level .41-acre lot is fully fenced and offers exceptional space for entertaining, pets, play, or gardening. A low-maintenance Trex patio extends the living space outdoors and provides the perfect setting for summer dinners, grilling, and relaxing with friends. Located in sought-after Hillsmere Shores with access to the community’s waterfront lifestyle and amenities of marinas, beach and pool, 327 Beach Drive offers the rare combination of a beautifully renovated home, generous outdoor space, flexible living areas, and an Annapolis location that makes it easy to enjoy everything the area has to offer. https://hillsmereshores.org/pool/ This isn’t simply an updated home—it has been thoughtfully redesigned for the way you want to live.

4 Beds ⋅ 3 Baths

Welcome to 327 Beach Drive, where thoughtful design, quality craftsmanship, and the relaxed Annapolis lifestyle come together in the heart of Hillsmere Shores a waterfront community. Completely transformed with a warm, modern aesthetic, this 4-bedroom, 3-bath home offers approximately 2,450 square feet of beautifully finished living space. From the moment you arrive, the crisp white board-and-batten exterior and inviting curb appeal set the tone. Inside, brand-new natural birch flooring, solid wood interior doors, crown molding, recessed lighting, and carefully selected finishes create a bright, cohesive feel throughout the main level. The open living spaces are designed for both everyday living and entertaining, highlighted by a custom shiplap fireplace that adds warmth and character. The kitchen flows naturally into the surrounding living and dining areas, creating an easy gathering space at the center of the home. A fully permitted addition created a stunning primary suite that feels like a private retreat, complete with a spacious bedroom, walk-in closet, and beautifully finished luxury bath. The additional main-level bedrooms are complemented by a custom-designed hall bathroom with timeless finishes and attention to detail. The finished lower level adds even more flexibility with a fourth bedroom, full bath, home office, additional living space, laundry, and storage—ideal for guests, working from home, or creating a separate recreation area. Outside, the large, level .41-acre lot is fully fenced and offers exceptional space for entertaining, pets, play, or gardening. A low-maintenance Trex patio extends the living space outdoors and provides the perfect setting for summer dinners, grilling, and relaxing with friends. Located in sought-after Hillsmere Shores with access to the community’s waterfront lifestyle and amenities of marinas, beach and pool, 327 Beach Drive offers the rare combination of a beautifully renovated home, generous outdoor space, flexible living areas, and an Annapolis location that makes it easy to enjoy everything the area has to offer. https://hillsmereshores.org/pool/ This isn’t simply an updated home—it has been thoughtfully redesigned for the way you want to live.

327 Beach Dr, Annapolis

Listing courtesy of RE/MAX United Real Estate. Contact:

$650,000

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!

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:

$629,900

Welcome to Hillsmere Shores! This exceptionally well-maintained 4-bedroom, 3-full-bath home has benefited from numerous improvements over the years, including newer mechanical systems, making it move-in ready. In the spacious backyard you'll find a two-tier deck, patio and shed, providing plenty of outdoor living and entertaining space. Hillsmere Shores boasts fantastic community amenities, including a private beach and marina on the South River, boat ramps, swimming pool, playgrounds, and more. The neighborhood also borders Quiet Waters Park, offering convenient walking access to its scenic trails and recreational amenities. Conveniently located just minutes from Downtown Annapolis, shopping, dining, and major commuter routes!

4 Beds ⋅ 3 Baths

Welcome to Hillsmere Shores! This exceptionally well-maintained 4-bedroom, 3-full-bath home has benefited from numerous improvements over the years, including newer mechanical systems, making it move-in ready. In the spacious backyard you'll find a two-tier deck, patio and shed, providing plenty of outdoor living and entertaining space. Hillsmere Shores boasts fantastic community amenities, including a private beach and marina on the South River, boat ramps, swimming pool, playgrounds, and more. The neighborhood also borders Quiet Waters Park, offering convenient walking access to its scenic trails and recreational amenities. Conveniently located just minutes from Downtown Annapolis, shopping, dining, and major commuter routes!

107 Pinecrest Dr, Annapolis

Listing courtesy of Academy Realty Inc.. Contact:

$589,000

Character, comfort, and versatility come together in this beautifully appointed 1,900 sq. ft. 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

4 Beds ⋅ 3 Baths

Character, comfort, and versatility come together in this beautifully appointed 1,900 sq. ft. 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:

$574,990

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.

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:

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