Annapolis Homes with Chalet Style

Welcome to Annapolis, Maryland—a vibrant city steeped in history and surrounded by stunning waterfront views. As the state capital, Annapolis is a delightful blend of colonial charm and modern amenities, making it an ideal place to call home. With its quaint cobblestone streets, historic buildings, and a lively arts scene, this city offers a unique lifestyle that appeals to both young professionals and families alike.

Nestled in Anne Arundel County, Annapolis is renowned for its rich maritime heritage and is often referred to as the "Sailing Capital of the U.S." The picturesque Chesapeake Bay provides endless opportunities for outdoor recreation, from sailing and fishing to hiking along scenic trails. The bustling downtown area boasts an array of shops, restaurants, and cultural attractions, ensuring that residents always have something to explore.

For those seeking a unique architectural style, Annapolis offers charming chalet-style homes that perfectly complement the city’s enchanting landscape. These homes are characterized by their steeply pitched roofs, exposed wooden beams, and cozy interiors, creating a warm and inviting atmosphere. Often situated on spacious lots with lush greenery, chalet-style homes provide a perfect retreat from the hustle and bustle of city life.

Living in Annapolis means embracing a lifestyle filled with rich history, stunning natural beauty, and a close-knit community. Whether you're enjoying a day on the water or savoring a meal at one of the city's many acclaimed restaurants, you’ll find that Annapolis has something for everyone. Discover your dream chalet-style home in this captivating city, and experience the charm of Annapolis for yourself!

Newest Annapolis Homes with Chalet Style

$595,000

3 Beds ⋅ 4 Baths

Welcome to this beautifully maintained home offering generous living space, thoughtful updates, and exceptional features throughout. The bright, open main level showcases a spacious living room with a cozy fireplace and an impressive kitchen with abundant cabinetry, generous counter space, and direct access to a beautiful deck—perfect for enjoying your morning coffee or relaxing outdoors. The large primary suite is a private retreat featuring an updated ensuite bath with a double-sink vanity and luxurious heated floors. The fully remodeled walk-out lower level expands the home's living space with a beautifully renovated full bath featuring a tiled walk-in shower, a stylish bar area, and access to an expansive lower-level deck. Offering exceptional flexibility, this level is ideal for a private home office, client meeting space (where permitted), recreation room, guest accommodations, fitness area, or other lifestyle needs. Buyers may also explore income-producing opportunities, subject to local regulations and approvals. Recent improvements provide added peace of mind, including a new roof (2023), new chimney (2026), and new water heater (2026). Perfectly situated in a picturesque, tree-lined community, you'll enjoy the convenience of nearby grocery stores, restaurants, and endless opportunities to enjoy the outdoors. Walk, jog, or bike along the scenic paved trail leading to Sandy Point State Park, explore wooded walking trails along the Magothy River, or take advantage of the community's tennis and pickleball courts, dog park, and boat trailer storage. Located in the desirable Broadneck area, buyers should verify school assignments with the local school district. This home offers the perfect blend of comfort, convenience, and the Chesapeake Bay lifestyle.

556 Herons Nest, Annapolis

Listing courtesy of Iron Valley Real Estate of Central PA. Contact: (717) 344-5950

$1,350,000

3 Beds ⋅ 3 Baths

Welcome to a waterfront retreat where timeless coastal living meets modern luxury. Perfectly positioned on approximately one private acre along the tranquil waters of Mill Creek with direct access to the Chesapeake Bay, this custom-built home offers the exceptional lifestyle that Annapolis is known for. Designed to capture breathtaking water views from nearly every room, this beautifully appointed 3 bedroom, 2.5 bath Chalet features an open, light-filled floor plan with soaring ceilings, rich hardwood flooring, a cozy fireplace, and expansive windows that bring the outdoors in. The gourmet kitchen flows seamlessly into the living and dining spaces, creating an inviting atmosphere for entertaining or relaxing while enjoying picturesque waterfront vistas. The fully equipped kitchen boasts modern stainless steel appliances and ample space for entertaining. Wake up each morning in the serene primary suite overlooking the water, which features a large walk-in closet and a whirlpool soaking tub. Then, step outside to experience your own private waterfront oasis. The expansive deck is ideal for hosting family and friends, enjoying morning coffee, or taking in spectacular sunsets over Mill Creek. This property includes docking for two boats and deep-water access, perfect for boating, crabbing, and fishing. Conveniently located just five minutes from the U.S. Naval Academy, West Annapolis, and historic downtown Annapolis, this home provides easy access to shopping, dining, and entertainment. Washington, D.C and Baltimore are each only 30 minutes away. Local highlights include Cantler's Riverside Restaurant, a renowned spot for seafood and steamed crabs right on the water, as well as the charming shops and cafes along Main Street and in nearby West Annapolis. Outdoor lovers will appreciate the close proximity to Sandy Point State Park, as well as nearby golf courses and trails for year-round recreation. Whether you’re searching for a primary residence or legacy waterfront property to enjoy for generations, this extraordinary home offers a rare opportunity to own one of Annapolis’ most desirable waterfront settings. Schedule your private tour today and discover the Chesapeake lifestyle you’ve been dreaming of.

2203 Mulberry Hill Rd, Annapolis

Listing courtesy of Keller Williams Preferred Properties. Contact:

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