Annapolis Homes with Split Level Style

Annapolis Homes with Split Level Style

Welcome to Annapolis, Maryland—a city where history meets modern charm, nestled along the scenic shores of the Chesapeake Bay. As the state capital and home to the United States Naval Academy, Annapolis is rich in maritime heritage and boasts a vibrant downtown filled with quaint boutiques, gourmet restaurants, and stunning waterfront views. The city's cobblestone streets and colonial architecture invite you to explore its rich past while enjoying the lively atmosphere of a contemporary urban center.

Annapolis is not just a place to visit; it’s a community that offers a unique lifestyle. With an array of outdoor activities including sailing, fishing, and hiking, residents can enjoy the natural beauty that surrounds them. The city's cultural scene is equally impressive, featuring art galleries, theaters, and festivals that celebrate its diverse heritage.

For those seeking a home in this picturesque city, split-level homes are a popular choice. These distinctive residences offer a blend of functionality and style, with multiple levels that create defined living spaces without sacrificing openness. Ideal for families, split-level homes often feature spacious living areas, ample bedrooms, and versatile layouts that can easily adapt to your lifestyle needs. The architectural design also allows for plenty of natural light, enhancing the warm and inviting atmosphere of each room.

In Annapolis, you’ll find a variety of split-level homes nestled in charming neighborhoods, providing not just a house, but a place to create lasting memories. Discover the perfect blend of comfort, style, and community in this enchanting city by the bay. Your dream home awaits!

Newest Annapolis Homes with Split Level Style

3 Beds ⋅ 3 Baths

COMING SOON!!!!!! One of the nicest lots in Heritage.

1302 Homewood Ln, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

3 Beds ⋅ 2 Baths

Nestled in the heart of Hillsmere Shores, this beautifully updated 3-bedroom, 2-bath split-level is just two blocks from the community's private beach and playground on the South River, where residents enjoy breathtaking Chesapeake Bay views and watch sailboats and commercial ships pass by. Inside, you'll find a flexible floor plan with multiple living spaces, including a welcoming living room featuring a pellet fireplace insert, a spacious family room, and an additional finished lower-level room ideal as a playroom, home office, gym, or guest space. Hardwood flooring extends throughout two levels, with luxury vinyl plank flooring on the remaining two. The kitchen has been updated with new quartz countertops and has stainless steel appliances, while both bathrooms feature beautifully renovated showers. A convenient mudroom/laundry room provides direct access to the attached one-car garage. From the kitchen you will step down onto a paver patio for outside entertaining. Enjoy all that Hillsmere Shores has to offer, including a private beach, marina, community pool, boat ramps, playgrounds, and year-round neighborhood events, all just minutes from downtown Annapolis.

110 Lake View Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

4 Beds ⋅ 3 Baths

Welcome to 1424 Regent Street, where modern style meets everyday comfort. This beautifully updated home offers exceptional curb appeal with a spacious driveway, a brand-new sprinkler system, and a fully fenced backyard featuring a large deck—perfect for entertaining, relaxing, or enjoying outdoor living. Step inside to discover a stunning custom-designed living room highlighted by a striking gold and white accent wall that creates a warm, sophisticated focal point. The adjoining dining area flows seamlessly into the show-stopping custom kitchen, complete with stylish cabinetry, gorgeous quartz countertops, and designer finishes that make cooking and gathering a true pleasure. The spacious primary suite features its own en-suite bathroom featuring custom designer finishes. An additional beautifully renovated full bathroom upstairs offers both style and convenience for family and guests. Throughout the home, you'll find thoughtfully designed custom bathrooms and quality updates that create a move-in-ready experience. The lower level offer additional entertaining space with a stone fireplace, as well as a bedroom and a full bathroom. With its modern upgrades, designer touches, functional layout, and inviting spaces, 1424 Regent Street is a home you'll be proud to call your own.

1424 Regent St, Annapolis

Listing courtesy of Allfirst Realty, Inc.. Contact: 4433201344

4 Beds ⋅ 3 Baths

OPEN HOUSE FRIDAY 8/7/26 2-4PM Experience the best of Annapolis living in this beautifully updated 4-bedroom, 3-bath home located in a waterfront community. This move-in-ready home offers the perfect blend of modern updates, comfortable living, and an exceptional Chesapeake Bay lifestyle. The heart of the home has also been refreshed with updated kitchen countertops and appliances (2024/2025), making it ideal for everyday living and entertaining. Additional major improvements include a new HVAC system (2025), hot water heater (2025), water conditioning system (2025), and garage door (2025), providing peace of mind for years to come. Outside, the partially fenced backyard offers the perfect space to relax, entertain, or enjoy outdoor activities. All three full bathrooms have been completely renovated with designer tile, new flooring, and modern vanities. The thoughtfully updated interior showcases updated flooring throughout, featuring newly refinished hardwood floors on upper level, new fixtures, and along with a new staircase railing. The inviting fireplace has been refaced on the lower level, creating a stylish focal point in the living space. The home also offers a versatile den/office and a one-car garage. Enjoy Hillsmere’s community amenities including private sandy beaches on the South River, a private marina with boat slips and direct access to the South River, boat ramps, waterfront pavilions, a community swimming pool, playgrounds, volleyball courts, and picnic areas. Whether you're boating, kayaking, fishing, or simply taking in the waterfront scenery, this community offers an unmatched coastal lifestyle. Conveniently located just minutes from historic downtown Annapolis, Quiet Waters Park, shopping, and dining, this exceptional home combines extensive recent updates with one of the area's most desirable waterfront communities. Don't miss the opportunity to make this beautifully renovated home your own.

100 Oak Dr, Annapolis

Listing courtesy of Innovative Properties, Inc.. Contact:

3 Beds ⋅ 2 Baths

Don't MISS this RARE OPPORTUNITY IN THE VERY POPULAR COMMUNITY OF BAY RIDGE. .7460 Acres ! Make this PROPERTY Your Own! USE YOUR IMAGINATION! THE BAY RIDGE LIFESTYLE IS UNMATCHED IN ALL OF MARYLAND! SUPERIOR WATER ACCESS, STEPS TO COMMUNITY POOL/CLUBHOUSE W/ WATERCRAFT STORAGE RACKS , PRIVATE COMMUNITY BEACHES! & THE BIG WOODS "BAY RIDGE CONSERVATION AREA” W/TRAILS AND ACCESS TO BLACKWALNUT CREEK, A TRUE GEM! WALK TO COMMUNITY MARINA, PLAYGROUND, BASKETBALL/PICKEL BALL COURT, KAYAK RACKS , KASS PARK w/ BASEBALL/SOCCER, LACROSSE FIELD!! WHETHER YOU'RE A BOATER, SUP ENTHUSIAST, DOG WALKER, HIKER (PRIVATE TRAILS IN THE BIG WOODS), RUNNER, THIS NEIGHBORHOOD HAS IT ALL! JOINING THE BAY RIDGE CIVIC ASSOCIATION IS VOLUNTARY. SOLD STRICTLY AS IS.

54 Decatur Ave, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

3 Beds ⋅ 3 Baths

"NOW OFFERED AT $499,900 — A rare opportunity to own over 2,000 square feet on the Broadneck Peninsula for under $500,000." NOW OFFERED AT $499,900 — One of the best values on the Broadneck Peninsula! This spacious split-level home offers over 2,000 square feet of living space in one of Annapolis' most desirable waterfront-oriented communities. Featuring 3 bedrooms, 2 full baths, and a finished lower level with a potential 4th bedroom, home office, gym, or flex space, this property delivers the square footage buyers need at a price rarely seen in Broadneck. Freshly painted and move-in ready, the home features vaulted ceilings, an open-concept main living area, a large entertaining deck, and a cleared backyard ready for your personal touch. Major inspection concerns have already been professionally addressed, including pest treatment with transferable warranty, foundation repairs, masonry work, and sump pump servicing, allowing buyers to focus on making the home their own. Enjoy the Broadneck lifestyle with convenient access to the Little Magothy River, Sandy Point State Park, marinas, shopping, dining, and highly sought-after Broadneck schools. Commuters will appreciate easy access to Downtown Annapolis, Baltimore, Washington, D.C., and the Bay Bridge. Whether you're a first-time buyer looking to enter the Broadneck market, an investor seeking upside potential, or someone ready to customize a home to your taste, this is an exceptional opportunity to build equity in a premier Annapolis location. Seller is motivated and welcomes offers.

1407 Brenwoode Rd, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

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